clomipramine
CHEBI:47780
·resolve ·ANTIVIRAL
·EXACT
SEEDED
A dibenzoazepine that is 10,11-dihydro-5H-dibenzo[b,f]azepine which is substituted by chlorine at position 3 and in which the hydrogen attached to the nitrogen is replaced by a 3-(dimethylamino)propyl group. One of the more sedating tricyclic antidepressants, it is used as the hydrochloride salt for the treatment of depression as well as obsessive-compulsive disorder and phobias. — 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 | C19H23ClN2 |
|---|
| Charge | 0 |
|---|
| Average mass | 314.86 Da |
|---|
| Monoisotopic mass | 314.15498 Da |
|---|
| Source | ChEBI |
|---|
| InChIKey | GDLIGKIOYRNHDA-UHFFFAOYSA-N |
|---|
SMILES
CN(C)CCCN1c2ccccc2CCc2ccc(Cl)cc21
InChI
InChI=1S/C19H23ClN2/c1-21(2)12-5-13-22-18-7-4-3-6-15(18)8-9-16-10-11-17(20)14-19(16)22/h3-4,6-7,10-11,14H,5,8-9,12-13H2,1-2H3
Also called
- 3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine (EXACT_SYNONYM)— chebi
- 3-(3-CHLORO-5H-DIBENZO[B,F]AZEPIN-5-YL)-N,N-DIMETHYLPROPAN-1-AMINE (EXACT_SYNONYM)— chebi
- 3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethyl-1-propanamine (EXACT_SYNONYM)— chebi
- 3-chloroimipramine (EXACT_SYNONYM)— chebi
- Clomipramine (EXACT_SYNONYM)— chebi
- G 34586 (EXACT_SYNONYM)— chebi
- chlorimipramine (EXACT_SYNONYM)— chebi
- monochlorimipramine (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:47780 |
clomipramine |
antibioticmech:chebi-128e1e474f |
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.
Orf1a 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).
Middle East respiratory syndrome-related coronavirus NCBITaxon:1335626
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| EC50 |
9330 nM |
No assay is provided
This is a review article. |
RSID 869020
assay 8918_1
monomer 77970 |
PMID:32852058 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Orf1a protein UniProtKB:A0A1L2E0X0 |
— |
Middle East respiratory syndrome-related coronavirus |
UNREVIEWED |
- PMID:32852058 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Replicase polyprotein 1ab 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).
Severe acute respiratory syndrome coronavirus NCBITaxon:2901879
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| EC50 |
13230 nM |
No assay is provided
This is a review article. |
RSID 869021
assay 8918_1
monomer 77970 |
PMID:32852058 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Replicase polyprotein 1ab UniProtKB:P0C6X7 |
— |
Severe acute respiratory syndrome coronavirus |
REVIEWED |
- PMID:32852058 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
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
Provenance
Seeded by scripts/seed_from_sources.py from the committed
inventories in data/raw/.
View the record.