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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL71
CHEMBL71
Compound Name CHLORPROMAZINE
ChEMBL Synonyms CHLORACTIL | Sonazine | LARGACTIL | PROMAPAR | Elmarin | CHLORAZINE | RIMAZINE | SONAZINE | LARGACTIL FTE | CHLORPROMAZINE | THORAZINE | Megaphen | CHLORPROMAZINE PHENOLPHTHALINATE | CHLORPROMAZINE HIBENZATE | CHLORPROMAZINE HYDROCHLORIDE | CHLORPROMAZINE HYDROCHLORIDE INTENSOL | Largactil | CHLORPROMAZINE TANNATE
Max Phase 4 (Approved)
Trade Names THORAZINE | Largactil | CHLORPROMAZINE HYDROCHLORIDE INTENSOL | LARGACTIL | RIMAZINE | PROMAPAR | CHLORACTIL | LARGACTIL FTE | Elmarin | CHLORPROMAZINE HYDROCHLORIDE | Megaphen | CHLORAZINE | SONAZINE
Molecular Formula C17H19ClN2S

Additional synonyms for CHEMBL71 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)CCCN1c2ccccc2Sc3ccc(Cl)cc13
Standard InChI InChI=1S/C17H19ClN2S/c1-19(2)10-5-11-20-14-6-3-4-7-16(14)21- ...
Download InChI
Standard InChI Key ZPEIMTDSQAKGNT-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Drugs for Neglected Diseases Initiative (DNDi)
  • Open TG-GATEs
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL71

Molecule Features

CHEMBL71 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:Y Topical:Y Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
D2-like dopamine receptor antagonist D2-like dopamine receptor ISBN PubMed
Serotonin 2a (5-HT2a) receptor antagonist Serotonin 2a (5-HT2a) receptor ISBN PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Neonatal Abstinence SyndromeD009357EFO:0005799neonatal abstinence syndrome3ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm2ClinicalTrials
Psychotic DisordersD011618EFO:0005407psychosis4ATC
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials

Clinical Data

ClinicalTrials.gov CHLORPROMAZINE
The Cochrane Collaboration CHLORPROMAZINE

Metabolites for CHEMBL71

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Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL71. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 1.000
CHEMBL1850 Dopamine D5 receptor Homo sapiens 1.000
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 1.000
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 1.000
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 1.000
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 1.000
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 1.000
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 1.000
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 1.000
CHEMBL2056 Dopamine D1 receptor Homo sapiens 1.000
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 1.000
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.999
CHEMBL1287628 NADPH oxidase 1 Homo sapiens 0.999
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 0.999
CHEMBL287 Sigma opioid receptor Homo sapiens 0.999



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5131 Trypanothione reductase Trypanosoma cruzi 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 1.000
CHEMBL1941 Histamine H2 receptor Homo sapiens 1.000
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 1.000
CHEMBL2056 Dopamine D1 receptor Homo sapiens 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 1.000
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 1.000
CHEMBL1850 Dopamine D5 receptor Homo sapiens 1.000
CHEMBL1287628 NADPH oxidase 1 Homo sapiens 1.000
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 1.000
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.999
CHEMBL1837 Trypanothione reductase Trypanosoma brucei brucei 0.998
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.997
CHEMBL326 Alpha-1d adrenergic receptor Rattus norvegicus 0.996

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
318.9 318.0957 4.89 4 6.48 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 0 0 2 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.41 5.18 3.24 2 21 0.79

Structural Alerts

There are no structural alerts for CHEMBL71

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05A - ANTIPSYCHOTICS
N05AA - Phenothiazines with aliphatic side-chain
N05AA01 - chlorpromazine

ChemSpider ChemSpider:ZPEIMTDSQAKGNT-UHFFFAOYSA-N
DailyMed chlorpromazine hydrochloride
PubChem SID: 104171139 SID: 11110990 SID: 11110991 SID: 124879752 SID: 124879754 SID: 124879757 SID: 144203671 SID: 152146164 SID: 170465371 SID: 26747094 SID: 26747095 SID: 26751620 SID: 26751621 SID: 50100209 SID: 50104291 SID: 57287810 SID: 90340916
Wikipedia Chlorpromazine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL71



ACToR 34468-21-8 50-53-3
Atlas chlorpromazine
BindingDB 50001888
Brenda 162818 113197 74854 75626 145046 727 145960 6497
ChEBI 3647
DrugBank DB00477
DrugCentral 621
eMolecules 730270
EPA CompTox Dashboard DTXSID0022808
FDA SRS U42B7VYA4P
Guide to Pharmacology 83
Human Metabolome Database HMDB0014620
IBM Patent System 31A5759036F97844A2663FF6CCECB0CD
KEGG Ligand C06906
LINCS LSM-4017
Mcule MCULE-5976054678
MolPort MolPort-001-727-953
Nikkaji J2.794D
PDBe Z80
PharmGKB PA448964
PubChem 2726
PubChem: Drugs of the Future 12014508
PubChem: Thomson Pharma 14923746
SureChEMBL SCHEMBL8321
ZINC ZINC000000044027

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/ZPEIMTDSQAKGNT-UHFFFAOYSA-N spacer
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