AntibioticMech

chlorpromazine

CHEBI:3647 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A substituted phenothiazine in which the ring nitrogen at position 10 is attached to C-3 of an N,N-dimethylpropanamine moiety. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:32876 CHEBI:32876
• CHEBI:36683 CHEBI:36683
• CHEBI:38093 CHEBI:38093

Chemical structure

Computed structure properties

Molecular formula	C17H19ClN2S
Charge	0
Average mass	318.873 Da
Monoisotopic mass	318.09575 Da
Source	ChEBI
InChIKey	ZPEIMTDSQAKGNT-UHFFFAOYSA-N

SMILES

CN(C)CCCN1c2ccccc2Sc2ccc(Cl)cc21

InChI

InChI=1S/C17H19ClN2S/c1-19(2)10-5-11-20-14-6-3-4-7-16(14)21-17-9-8-13(18)12-15(17)20/h3-4,6-9,12H,5,10-11H2,1-2H3

Also called

• Aminazine (BRAND_NAME)— chebi
• Chlorderazin (BRAND_NAME)— chebi
• Chloropromazine (BRAND_NAME)— chebi
• Chlorpromados (BRAND_NAME)— chebi
• Contomin (BRAND_NAME)— chebi
• Largactil (BRAND_NAME)— chebi
• Thorazine (BRAND_NAME)— chebi
• chlorpromazinum (INN)— chebi
• clorpromazina (INN)— chebi
• 3-(2-chloro-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-amine (EXACT_SYNONYM)— chebi
• 3-(2-chloro-10H-phenothiazin-10-yl)-N,N-dimethyl-1-propanamine (EXACT_SYNONYM)— chebi
• 3-(2-chlorophenothiazin-10-yl)-N,N-dimethyl-propan-1-amine (EXACT_SYNONYM)— chebi
• CPZ (EXACT_SYNONYM)— chebi
• Chlorpromazine (EXACT_SYNONYM)— chebi
• N-(3-dimethylaminopropyl)-3-chlorophenothiazine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:50-53-3
• drugbank:DB00477
• drugcentral:621
• hmdb:HMDB0014620
• kegg.compound:C06906
• kegg.drug:D00270
• lincs.smallmolecule:LSM-4017
• patent:US2645640
• pdb-ccd:Z80
• reaxys:289793
• wikipedia.en:Chlorpromazine

Activity roles

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

• CHEBI:149553 CHEBI:149553

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:3647	chlorpromazine	antibioticmech:chebi-4d269a9039	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	4900 nM	No assay is provided This is a review article.	RSID 868954 assay 8918_1 monomer 50001888	PMID:32852058
EC50	9510 nM	No assay is provided This is a review article.	RSID 869007 assay 8918_1 monomer 50001888	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).

Human coronavirus 229E NCBITaxon:11137

Quantitative measurements

Type	Reported value	Assay	BindingDB IDs	Reference
EC50	2500 nM	No assay is provided This is a review article.	RSID 868956 assay 8918_1 monomer 50001888	PMID:32852058

Organism-specific examples

Protein	Gene	Organism	Entry
Replicase polyprotein 1ab UniProtKB:P0C6X1	—	Human coronavirus 229E	REVIEWED

• 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	8800 nM	No assay is provided This is a review article.	RSID 868955 assay 8918_1 monomer 50001888	PMID:32852058
EC50	12970 nM	No assay is provided This is a review article.	RSID 869008 assay 8918_1 monomer 50001888	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.)

Spike glycoprotein 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
IC50	12970 nM	No assay is provided This is a review article.	RSID 868741 assay 8918_1 monomer 50001888	PMID:32852058

Organism-specific examples

Protein	Gene	Organism	Entry
Spike glycoprotein UniProtKB:P59594	—	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.)

Mechanism summary

Clinical status

APPROVED

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

4. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

5. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

6. 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.