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.

Label unavailable CHEBI:51454
Label unavailable CHEBI:63667

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

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

wikipedia.en:Nevirapine

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

antiviral drug CHEBI:36044
HIV-1 reverse transcriptase inhibitor CHEBI:53756

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` BindingDB target chain 1	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	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

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` BindingDB target chain 1	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	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

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` BindingDB target chain 1	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	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

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` BindingDB target chain 1	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	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

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` BindingDB target chain 1	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	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

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` BindingDB target chain 1	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	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

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` BindingDB target chain 1	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	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

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` BindingDB target chain 1	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	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

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` BindingDB target chain 1	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	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

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`
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` BindingDB target chain 1	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	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: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

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	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`

Organism-specific examples
Protein	Gene	Organism	Entry
Gag-Pol polyprotein `UniProtKB:P04585` BindingDB target chain 1	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	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:15519161 (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

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` BindingDB target chain 1	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	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

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` BindingDB target chain 1	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	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

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` BindingDB target chain 1	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	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

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` BindingDB target chain 1	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	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

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` BindingDB target chain 1	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	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

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` BindingDB target chain 1	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	REVIEWED
Imidazoleglycerol-phosphate dehydratase `UniProtKB:P06633` BindingDB target chain 2	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	REVIEWED

PMID:17458947 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)

Reverse transcriptase VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION

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` BindingDB target chain 1	—	Human immunodeficiency virus 2 `NCBITaxon:11709`	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

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` BindingDB target chain 1	—	Human immunodeficiency virus 1 `NCBITaxon:11676`	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 Examples: Gag-Pol polyprotein (gag-pol) `UniProtKB:P04585`, Human immunodeficiency virus type 1 group M subtype B (isolate HXB2) `NCBITaxon:11706` REVIEWED — HIV-1 Gag-Pol precursor encoding the p66/p51 reverse transcriptase heterodimer noncompetitively bound at the NNRTI pocket by nevirapine (BI-RG-587) (PMID:1700970; PMID:7540824, PDB 1VRT; HXB2 reference isolate context).	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
RESEEDED_FROM_SOURCES 2026-09-02 · 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.
RESEEDED_FROM_SOURCES 2026-09-10 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-28 · seed_from_sources
Re-seeded; changed: genotype_resistance_score_rules (HIVDB_HIVFACTS be1c11a5145fea9073fdb71801919d4a34265336). Upstream retrieval date 2026-08-30, unchanged.
CURATED_UNIPROT_PROTEIN_EXAMPLES 2026-10-18 · antigravity · LLM-assisted
Added curated HIV-1 HXB2 Gag-Pol polyprotein (P04585) UniProtKB protein example on the nevirapine_hiv1_reverse_transcriptase_inhibition hiv1_reverse_transcriptase causal graph node.

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

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