nevirapine
CHEBI:63613
·resolve ·ANTIVIRAL
·EXACT
SEEDED
A dipyridodiazepine that is 5,11-dihydro-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepine which is substituted by methyl, oxo, and cyclopropyl groups at positions 4, 6, and 11, respectively. A non-nucleoside reverse transcriptase inhibitor with activity against HIV-1, it is used in combination with other antiretrovirals for the treatment of HIV infection. — ChEBI
Machine-generated and unreviewed. Identity, structure and
cross-references come straight from ChEBI's and CARD's own data; no curator has
signed off on this record yet.
Classification
Strictly broader compounds or drug classes this molecule belongs to.
Chemical structure
Computed structure properties
| Molecular formula | C15H14N4O |
|---|
| Charge | 0 |
|---|
| Average mass | 266.304 Da |
|---|
| Monoisotopic mass | 266.11676 Da |
|---|
| Source | ChEBI |
|---|
| InChIKey | NQDJXKOVJZTUJA-UHFFFAOYSA-N |
|---|
SMILES
Cc1ccnc2c1NC(=O)c1cccnc1N2C1CC1
InChI
InChI=1S/C15H14N4O/c1-9-6-8-17-14-12(9)18-15(20)11-3-2-7-16-13(11)19(14)10-4-5-10/h2-3,6-8,10H,4-5H2,1H3,(H,18,20)
Also called
- Viramune (BRAND_NAME)— chebi
- 11-cyclopropyl-4-methyl-5,11-dihydro-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one (EXACT_SYNONYM)— chebi
- 11-cyclopropyl-5,11-dihydro-4-methyl-6H-dipyrido(3,2-b:2',3'-e)(1,4)diazepin-6-one (EXACT_SYNONYM)— chebi
- NEV (EXACT_SYNONYM)— chebi
- NVP (EXACT_SYNONYM)— chebi
- Nevirapine (EXACT_SYNONYM)— chebi
Cross-references
Equivalent identifiers for this same structure in other resources.
Activity roles
Every antimicrobial role a source asserts for this compound — the
unreduced evidence behind its antimicrobial_class.
Source concepts
Every upstream concept that resolved to this record. The merge is
the product: this is what shows ChEBI and CARD are describing the same structure.
Upstream concepts merged into this record
| Source | Native ID | Label | Minted CURIE | Version |
|---|
| CHEBI |
CHEBI:63613 |
nevirapine |
antibioticmech:chebi-5176020c8d |
2026-08-30 |
Molecular targets
The molecular entity or process this compound acts on. Each target
carries evidence — this is a mechanistic claim, not a classification.
Dimer of Gag-Pol polyprotein [600-1159,L699I,K702N,C879S] VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 1 NCBITaxon:11676
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| IC50 |
77200 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 29397
assay 2026_1
monomer 1434 |
PMID:17458947 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Gag-Pol polyprotein UniProtKB:P03366 |
— |
Human immunodeficiency virus 1 |
REVIEWED |
- PMID:17458947 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Gag-Pol polyprotein [588-1027,K690N]/[588-1147,K690N] VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 1 NCBITaxon:11676
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| IC50 |
57900 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 2784
assay 426_1
monomer 1434 |
PMID:7683725 |
| IC50 |
3800 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 3491
assay 457_1
monomer 1434 |
PMID:10514285 |
| IC50 |
1100 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 8166
assay 695_1
monomer 1434 |
PMID:15519161 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Gag-Pol polyprotein UniProtKB:P04585 |
— |
Human immunodeficiency virus 1 |
REVIEWED |
- PMID:7683725 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:10514285 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:15519161 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Gag-Pol polyprotein [588-1027,K691N]/[588-1147,K690N] VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 1 NCBITaxon:11676
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| KI |
7000 nM |
Reverse Transcriptase Assay
The inhibition of the RNA-dependent DNA polymerase activity of the HIV-1 reverse transcriptase enzyme was measured using a primer extension assay. The substrate-incorporated radioactivity was quantitated by scintillation counting. |
RSID 50480
assay 3068_1
monomer 1434 |
PMID:19170521 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Gag-Pol polyprotein UniProtKB:P04585 |
— |
Human immunodeficiency virus 1 |
REVIEWED |
- PMID:19170521 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Gag-Pol polyprotein [588-1027,P823L]/[588-1147,P823L] VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 1 NCBITaxon:11676
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| IC50 |
320 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 3263
assay 402_1
monomer 1434 |
PMID:8809165 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Gag-Pol polyprotein UniProtKB:P04585 |
— |
Human immunodeficiency virus 1 |
REVIEWED |
- PMID:8809165 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Gag-Pol polyprotein [588-1027,V694A]/[588-1147,V694A] VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 1 NCBITaxon:11676
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| KI |
10000 nM |
Reverse Transcriptase Assay
The inhibition of the RNA-dependent DNA polymerase activity of the HIV-1 reverse transcriptase enzyme was measured using a primer extension assay. The substrate-incorporated radioactivity was quantitated by scintillation counting. |
RSID 50488
assay 3068_1
monomer 1434 |
PMID:19170521 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Gag-Pol polyprotein UniProtKB:P04585 |
— |
Human immunodeficiency virus 1 |
REVIEWED |
- PMID:19170521 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Gag-Pol polyprotein [588-1027,V767D]/[588-1147,V767D] VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 1 NCBITaxon:11676
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| KI |
2000 nM |
Reverse Transcriptase Assay
The inhibition of the RNA-dependent DNA polymerase activity of the HIV-1 reverse transcriptase enzyme was measured using a primer extension assay. The substrate-incorporated radioactivity was quantitated by scintillation counting. |
RSID 50493
assay 3068_1
monomer 1434 |
PMID:19170521 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Gag-Pol polyprotein UniProtKB:P04585 |
— |
Human immunodeficiency virus 1 |
REVIEWED |
- PMID:19170521 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Gag-Pol polyprotein [588-1027,Y769I]/[588-1147,Y769I] VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 1 NCBITaxon:11676
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| KI |
36000 nM |
Reverse Transcriptase Assay
The inhibition of the RNA-dependent DNA polymerase activity of the HIV-1 reverse transcriptase enzyme was measured using a primer extension assay. The substrate-incorporated radioactivity was quantitated by scintillation counting. |
RSID 50485
assay 3068_1
monomer 1434 |
PMID:19170521 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Gag-Pol polyprotein UniProtKB:P04585 |
— |
Human immunodeficiency virus 1 |
REVIEWED |
- PMID:19170521 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Gag-Pol polyprotein [588-1027,Y776L]/[588-1147,Y776L] VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 1 NCBITaxon:11676
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| KI |
18000 nM |
Reverse Transcriptase Assay
The inhibition of the RNA-dependent DNA polymerase activity of the HIV-1 reverse transcriptase enzyme was measured using a primer extension assay. The substrate-incorporated radioactivity was quantitated by scintillation counting. |
RSID 50496
assay 3068_1
monomer 1434 |
PMID:19170521 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Gag-Pol polyprotein UniProtKB:P04585 |
— |
Human immunodeficiency virus 1 |
REVIEWED |
- PMID:19170521 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Gag-Pol polyprotein [588-1027]/[588-1147] VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 1 NCBITaxon:11676
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| IC50 |
430 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 1560
assay 375_1
monomer 1434 |
PMID:7689109 |
| IC50 |
200 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 2056
assay 399_1
monomer 1434 |
PMID:8523406 |
| IC50 |
3100 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 2136
assay 402_1
monomer 1434 |
PMID:8809165 |
| IC50 |
200 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 2637
assay 416_1
monomer 1434 |
PMID:8863804 |
| IC50 |
101 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 2776
assay 426_1
monomer 1434 |
PMID:7683725 |
| IC50 |
5500 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 2817
assay 427_1
monomer 1434 |
PMID:7684450 |
| IC50 |
300 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 2850
assay 429_1
monomer 1434 |
PMID:11472208 |
| IC50 |
600 nM |
HIV RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV RT RNA-directed DNA polymerase activity in vitro. |
RSID 2862
assay 430_1
monomer 1434 |
PMID:8558522 |
| IC50 |
300 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 2929
assay 431_1
monomer 1434 |
PMID:10052969 |
| IC50 |
640 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 2943
assay 433_1
monomer 1434 |
PMID:10794705 |
| IC50 |
270 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 2966
assay 435_1
monomer 1434 |
PMID:9154967 |
| IC50 |
700 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 3019
assay 438_1
monomer 1434 |
PMID:8818233 |
| IC50 |
2800 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 3033
assay 439_1
monomer 1434 |
PMID:12773052 |
| IC50 |
170 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 3475
assay 457_1
monomer 1434 |
PMID:10514285 |
| IC50 |
4848 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 3662
assay 467_1
monomer 1434 |
PMID:10821714 |
| IC50 |
2.6 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 8159
assay 695_1
monomer 1434 |
PMID:15519161 |
| IC50 |
200 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 18551
assay 1334_1
monomer 1434 |
PMID:11052800 |
| IC50 |
300 nM |
HIV-1 RT Assay.
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 21759
assay 1549_1
monomer 1434 |
PMID:15537346 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Gag-Pol polyprotein UniProtKB:P04585 |
— |
Human immunodeficiency virus 1 |
REVIEWED |
- PMID:7689109 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:8523406 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:8809165 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:8863804 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:7683725 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:7684450 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:11472208 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:8558522 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:10052969 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:10794705 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:9154967 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:8818233 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:12773052 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:10514285 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:10821714 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:15519161 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:11052800 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:15537346 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Gag-Pol polyprotein [588-1127,L687I]/[588-1147,L687I] VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 1 NCBITaxon:11676
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| IC50 |
11800 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 2638
assay 416_1
monomer 1434 |
PMID:8863804 |
| IC50 |
3500 nM |
HIV RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV RT RNA-directed DNA polymerase activity in vitro. |
RSID 2875
assay 430_1
monomer 1434 |
PMID:8558522 |
| IC50 |
>100000 nM |
HIV-1 RT Assay.
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 21769
assay 1549_1
monomer 1434 |
PMID:15537346 |
| KI |
9000 nM |
Reverse Transcriptase Assay
The inhibition of the RNA-dependent DNA polymerase activity of the HIV-1 reverse transcriptase enzyme was measured using a primer extension assay. The substrate-incorporated radioactivity was quantitated by scintillation counting. |
RSID 50475
assay 3068_1
monomer 1434 |
PMID:19170521 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Gag-Pol polyprotein UniProtKB:P04585 |
— |
Human immunodeficiency virus 1 |
REVIEWED |
- PMID:8863804 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:8558522 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:15537346 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:19170521 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Gag-Pol polyprotein [588-1127,Y768C]/[588-1147,Y768C] VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 1 NCBITaxon:11676
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| IC50 |
201000 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 2639
assay 416_1
monomer 1434 |
PMID:8863804 |
| IC50 |
11300 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 2792
assay 426_1
monomer 1434 |
PMID:7683725 |
| IC50 |
>20000 nM |
HIV RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV RT RNA-directed DNA polymerase activity in vitro. |
RSID 2869
assay 430_1
monomer 1434 |
PMID:8558522 |
| IC50 |
>60000 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 3278
assay 402_1
monomer 1434 |
PMID:8809165 |
| IC50 |
>50000 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 3483
assay 457_1
monomer 1434 |
PMID:10514285 |
| IC50 |
1900 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 8173
assay 695_1
monomer 1434 |
PMID:15519161 |
| IC50 |
>100000 nM |
HIV-1 RT Assay.
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 21764
assay 1549_1
monomer 1434 |
PMID:15537346 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Gag-Pol polyprotein UniProtKB:P04585 |
— |
Human immunodeficiency virus 1 |
REVIEWED |
- PMID:8863804 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:7683725 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:8558522 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:8809165 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:10514285 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:15519161 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:15537346 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Gag-Pol polyprotein [600-1027,K702N]/[600-1155,K702N] VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 1 NCBITaxon:11676
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| IC50 |
1900 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 2477
assay 410_1
monomer 1434 |
PMID:9685235 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Gag-Pol polyprotein UniProtKB:P03366 |
— |
Human immunodeficiency virus 1 |
REVIEWED |
- PMID:9685235 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Gag-Pol polyprotein [600-1027,P835L]/[600-1155,P835L] VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 1 NCBITaxon:11676
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| IC50 |
80 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 2478
assay 410_1
monomer 1434 |
PMID:9685235 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Gag-Pol polyprotein UniProtKB:P03366 |
— |
Human immunodeficiency virus 1 |
REVIEWED |
- PMID:9685235 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Gag-Pol polyprotein [600-1027,R876K]/[600-1155] VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 1 NCBITaxon:11676
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| IC50 |
80 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 1642
assay 382_1
monomer 1434 |
PMID:7490732 |
| IC50 |
80 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 1762
assay 386_1
monomer 1434 |
PMID:7490733 |
| IC50 |
84 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 1854
assay 389_1
monomer 1434 |
PMID:1712395 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Gag-Pol polyprotein UniProtKB:P03366 |
— |
Human immunodeficiency virus 1 |
REVIEWED |
- PMID:7490732 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:7490733 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:1712395 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Gag-Pol polyprotein [600-1027,Y780C]/[600-1155,Y780C] VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 1 NCBITaxon:11676
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| IC50 |
2600 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 1657
assay 382_1
monomer 1434 |
PMID:7490732 |
| IC50 |
2600 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 1782
assay 386_1
monomer 1434 |
PMID:7490733 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Gag-Pol polyprotein UniProtKB:P03366 |
— |
Human immunodeficiency virus 1 |
REVIEWED |
- PMID:7490732 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:7490733 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Gag-Pol polyprotein [600-1029,C879S]/[600-1159,C879S] VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 1 NCBITaxon:11676
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| IC50 |
1700 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 29395
assay 2026_1
monomer 1434 |
PMID:17458947 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Gag-Pol polyprotein UniProtKB:P03366 |
— |
Human immunodeficiency virus 1 |
REVIEWED |
- PMID:17458947 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Gag-Pol polyprotein [600-1159,Y780C]/Imidazoleglycerol-phosphate dehydratase [600-1029,Y780C] VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 1 NCBITaxon:11676
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| IC50 |
100000 nM |
HIV-1 RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV-1 RT RNA-directed DNA polymerase activity in vitro. |
RSID 29396
assay 2026_1
monomer 1434 |
PMID:17458947 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Gag-Pol polyprotein UniProtKB:P03366 |
— |
Human immunodeficiency virus 1 |
REVIEWED |
Imidazoleglycerol-phosphate dehydratase UniProtKB:P06633 |
— |
Human immunodeficiency virus 1 |
REVIEWED |
- PMID:17458947 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Gag-Pol polyprotein [613-1167,R896S,E946D,S1117V]/[618-1043,R896S,E946D] VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 2 NCBITaxon:11709
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| IC50 |
>20000 nM |
HIV RT Assay
The IC50 of reverse transcriptase is the concentration that inhibits 50% of recombinant HIV RT RNA-directed DNA polymerase activity in vitro. |
RSID 2879
assay 430_1
monomer 1434 |
PMID:8558522 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Gag-Pol polyprotein UniProtKB:P04584 |
— |
Human immunodeficiency virus 2 |
REVIEWED |
- PMID:8558522 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Reverse transcriptase VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 2 NCBITaxon:11709
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| IC50 |
4.20e+3 nM |
In Vitro Enzyme Assay
The reverse transcriptase inhibitory activity of compound was evaluated by a non-radioactive colorimetric assay method. This procedure uses RT to synthesize DNA starting from the template/primer hybridpoly (A) x oligo (dT)15 and avoids the use of radio-labeled nucleotides. |
RSID 159029
assay 4807_1
monomer 1434 |
PMID:19703027 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Reverse transcriptase UniProtKB:Q06347 |
— |
Human immunodeficiency virus 2 |
UNREVIEWED |
- PMID:19703027 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Reverse transcriptase protein VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Human immunodeficiency virus 1 NCBITaxon:11676
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| IC50 |
5.8e+2 nM |
In vitro Anti-HIV RT Assay
The HIV-1 RTwt inhibition assay was implemented using the template/primer hybrid poly(A)9oligo(dT)15, digoxigenin- and biotin-labeled nucleotides, an antibody to digoxigenin which is conjugated to peroxidase (anti-DIG-POD), and the peroxidase substrate ABTS for quantifying the RT polymerase activity. The incorporation quantities of the digoxigenin- and biotin-labeled dUTP into DNA represented the activity of HIV-1 RT. The IC50 value corresponds to the concentration of the tested compound required to inhibit the incorporation of the labeled dUTP by 50%. The procedure for RT assay was performed as described in the kit (Roche) protocol |
RSID 306799
assay 6988_1
monomer 1434 |
PMID:25511999 |
| IC50 |
1.6e+4 nM |
HIV-1 RT Inhibitory Assay
The NNRTI compound to be evaluated (NVP) was serially diluted in 50% DMSO. The reaction mixtures containing 150 nM labeled primer−template hybrid, 100 μM dATP, 0.25 or 6 mM free Mg2+ (adjusted according to the concentration of dATP), and 5% DMSO were preincubated at 37 °C for 3 min in a total volume of 8.5 μL of reaction buffer (see above). Twenty-five nM HIV-1 or K103N RT (at similar activities of primer extension) was preincubated with different dilutions of NVP (as noted in the figure legends) for 10 min at room temperature. Reaction was then initiated by adding the NVP/ RT mix to the primer−template hybrid. The final pH of the reactions was 7.7. After extension for 3 min, the reactions were stopped by adding 12.5 μL of 2× gel loading buffer and the samples were resolved in a 16% denaturing polyacrylamide−7 M urea gel. |
RSID 370981
assay 7676_1
monomer 1434 |
PMID:27936595 |
| IC50 |
4.3e+3 nM |
HIV-1 RT Inhibitory Assay
The NNRTI compound to be evaluated (NVP) was serially diluted in 50% DMSO. The reaction mixtures containing 150 nM labeled primer−template hybrid, 100 μM dATP, 0.25 or 6 mM free Mg2+ (adjusted according to the concentration of dATP), and 5% DMSO were preincubated at 37 °C for 3 min in a total volume of 8.5 μL of reaction buffer (see above). Twenty-five nM HIV-1 or K103N RT (at similar activities of primer extension) was preincubated with different dilutions of NVP (as noted in the figure legends) for 10 min at room temperature. Reaction was then initiated by adding the NVP/ RT mix to the primer−template hybrid. The final pH of the reactions was 7.7. After extension for 3 min, the reactions were stopped by adding 12.5 μL of 2× gel loading buffer and the samples were resolved in a 16% denaturing polyacrylamide−7 M urea gel. |
RSID 370982
assay 7676_1
monomer 1434 |
PMID:27936595 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Reverse transcriptase protein UniProtKB:Q9WJQ1 |
— |
Human immunodeficiency virus 1 |
UNREVIEWED |
- PMID:25511999 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:27936595 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Mechanism summary
- Mode of action
- VIRAL_POLYMERASE_INHIBITION microbial target — Assigned from ChEBI role CHEBI:53756 (HIV-1 reverse transcriptase inhibitor). ChEBI asserts the role on the compound. The role names a target specific to the microbe or virus — see mode_of_action_target_scope. Not a curator's mechanistic review.
- Clinical status
- APPROVED
Causal graphs
Evidence-backed mechanism graphs: how the compound reaches its
target, what the target does, and how the effect propagates to growth inhibition
or death.
Nevirapine allosterically inhibits HIV-1 reverse transcriptase MECHANISTIC
Nevirapine binds the non-nucleoside inhibitor pocket of HIV-1 reverse transcriptase, distorts the polymerase active-site geometry, and prevents RNA-templated viral DNA synthesis.
Nodes — nevirapine_hiv1_reverse_transcriptase_inhibition
| Node | Label | Type | Grounding |
|---|
nevirapine |
nevirapine |
COMPOUND |
CHEBI:63613 |
hiv1_reverse_transcriptase |
HIV-1 reverse transcriptase |
GENE_OR_PROTEIN |
REVIEWED_LABEL_ONLY |
nnrti_pocket |
HIV-1 reverse transcriptase non-nucleoside inhibitor pocket |
STATE |
REVIEWED_LABEL_ONLY |
primer_active_site_alignment |
DNA primer 3' end aligned with the polymerase active site |
STATE |
REVIEWED_LABEL_ONLY |
rna_directed_dna_polymerase_activity |
RNA-directed DNA polymerase activity |
MOLECULAR_FUNCTION |
GO:0003964 |
hiv1_reverse_transcription |
HIV-1 reverse transcription |
BIOLOGICAL_PROCESS |
REVIEWED_LABEL_ONLY |
Edges — nevirapine_hiv1_reverse_transcriptase_inhibition
| Subject | Predicate | Object | Evidence |
|---|
nevirapine |
opens and occupies |
nnrti_pocket |
- PMID:22266819 (Crystal structures of HIV-1 RT-DNA-nevirapine and comparator complexes resolve nevirapine in the NNRTI pocket.)
|
nnrti_pocket |
displaces |
primer_active_site_alignment |
- PMID:22266819 (Das and colleagues observed nevirapine-associated primer displacement and distortion of the dNTP-binding pocket in RT-DNA crystals.)
|
primer_active_site_alignment |
is required for |
rna_directed_dna_polymerase_activity |
- PMID:22266819 (RT-DNA-nevirapine structural comparisons support the allosteric block between NNRTI-pocket occupancy and polymerase activity.)
|
rna_directed_dna_polymerase_activity |
is required for |
hiv1_reverse_transcription |
- PMID:1377403 (The first HIV-1 reverse transcriptase-inhibitor crystal structure supports reverse transcriptase as a viral DNA polymerase drug target.)
|
Curation history
-
SEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
-
RESEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
CURATED_CAUSAL_GRAPH
2026-09-04 · codex · LLM-assisted
Added a PMID-supported causal graph for nevirapine allosteric inhibition of HIV-1 reverse transcriptase.
Provenance
Seeded by scripts/seed_from_sources.py from the committed
inventories in data/raw/.
View the record.