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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL643
CHEMBL643
Compound Name PROMETHAZINE
ChEMBL Synonyms SARANTIHIST | PROMETHAZINE PLAIN | PROMETHACON | Promethacon | PROMETHEGAN | PROMETHAZINE HYDROCHLORIDE | Remsed | ZIPAN-50 | SOMINEX | PROMETHAZINE | PHENERGAN NIGHTIME | Zipan-25 | Promethegan | PROMETH FORTIS | PHENSEDYL | MYMETHAZINE FORTIS | Promethazine | Phenergan | REMSED | Q-MAZINE | PROMETH PLAIN | PHENHALAL | PHENERGAN | Zipan-50 | ZIPAN-25 | PROMETHAZINE HYDROCHLORIDE PLAIN
Max Phase 4 (Approved)
Trade Names PHENERGAN | PHENHALAL | PROMETH PLAIN | Q-MAZINE | REMSED | PROMETHAZINE PLAIN | ZIPAN-25 | PROMETHAZINE HYDROCHLORIDE | PROMETHEGAN | PHENERGAN NIGHTIME | PROMETHAZINE | SOMINEX | ZIPAN-50 | PROMETH FORTIS | MYMETHAZINE FORTIS | PHENSEDYL | PROMETHACON | PROMETHAZINE HYDROCHLORIDE PLAIN | SARANTIHIST
Molecular Formula C17H20N2S

Additional synonyms for CHEMBL643 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(CN1c2ccccc2Sc3ccccc13)N(C)C
Standard InChI InChI=1S/C17H20N2S/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-1 ...
Download InChI
Standard InChI Key PWWVAXIEGOYWEE-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • HeCaToS Compounds
  • 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


CHEMBL643

Molecule Features

CHEMBL643 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:Y Topical:Y Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Histamine H1 receptor antagonist Histamine H1 receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Crohn DiseaseD003424EFO:0000384Crohn's disease2ClinicalTrials
HypersensitivityD006967EFO:0003785allergy1ClinicalTrials
Sleep Initiation and Maintenance DisordersD007319EFO:0004698insomnia3ClinicalTrials
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
Migraine without AuraD020326EFO:0005296migraine without aura3ClinicalTrials
ClinicalTrials
PruritusD011537HP:0000989Pruritus4ATC
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
Hyperemesis GravidarumD006939EFO:1000971hyperemesis gravidarum3ClinicalTrials
ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
Migraine with AuraD020325EFO:0005295migraine with aura3ClinicalTrials
ClinicalTrials
GastroparesisD018589EFO:1000948gastroparesis2ClinicalTrials
PainD010146EFO:0003843pain2ClinicalTrials

Clinical Data

ClinicalTrials.gov PROMETHAZINE
The Cochrane Collaboration PROMETHAZINE

Metabolites for CHEMBL643

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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 CHEMBL643. 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
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL1287628 NADPH oxidase 1 Homo sapiens 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 1.000
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 1.000
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.999
CHEMBL2367 Peptide deformylase Staphylococcus aureus subsp. aureus Mu50 0.999
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 0.999
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.997
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.990
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.985
CHEMBL3762 Voltage-gated L-type calcium channel alpha-1C subunit Rattus norvegicus 0.984
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 0.982
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.971
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.955
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 0.951
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.933
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.908
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 0.701
CHEMBL250 Platelet activating factor receptor Homo sapiens 0.555



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5131 Trypanothione reductase Trypanosoma cruzi 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL1287628 NADPH oxidase 1 Homo sapiens 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.998
CHEMBL2367 Peptide deformylase Staphylococcus aureus subsp. aureus Mu50 0.997
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 0.996
CHEMBL3805 Voltage-gated L-type calcium channel alpha-1S subunit Homo sapiens 0.996
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.983
CHEMBL1941 Histamine H2 receptor Homo sapiens 0.982
CHEMBL2428 Myosin light chain kinase, smooth muscle Homo sapiens 0.972
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.928
CHEMBL3762 Voltage-gated L-type calcium channel alpha-1C subunit Rattus norvegicus 0.921
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 0.900
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 0.892
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.881
CHEMBL4869 Prion protein Homo sapiens 0.879
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.866
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.810
CHEMBL4143 Calpain 2 Sus scrofa 0.755

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
284.4 284.1347 4.24 3 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
- 8.98 4.89 3.4 2 20 0.83

Structural Alerts

There are no structural alerts for CHEMBL643

Compound Cross References

ATC R - RESPIRATORY SYSTEM
R06 - ANTIHISTAMINES FOR SYSTEMIC USE
R06A - ANTIHISTAMINES FOR SYSTEMIC USE
R06AD - Phenothiazine derivatives
R06AD02 - promethazine

R - RESPIRATORY SYSTEM
R06 - ANTIHISTAMINES FOR SYSTEMIC USE
R06A - ANTIHISTAMINES FOR SYSTEMIC USE
R06AD - Phenothiazine derivatives
R06AD52 - promethazine, combinations

D - DERMATOLOGICALS
D04 - ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
D04A - ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
D04AA - Antihistamines for topical use
D04AA10 - promethazine

ChemSpider ChemSpider:PWWVAXIEGOYWEE-UHFFFAOYSA-N
DailyMed promethazine hydrochloride
PubChem SID: 104171211 SID: 124881100 SID: 124881103 SID: 144203778 SID: 170465107 SID: 26752304 SID: 50105224 SID: 90341785
Wikipedia Promethazine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL643



ACToR 60-87-7 38878-40-9
Atlas promethazine
BindingDB 50017696
Brenda 162812 6584
ChEBI 8461
DrugBank DB01069
DrugCentral 2286
eMolecules 975923
EPA CompTox Dashboard DTXSID7023518
Guide to Pharmacology 7282
Human Metabolome Database HMDB0015202
IBM Patent System DE741EC4B39FD8E8D7FE5228C98C3F51
KEGG Ligand C07404
LINCS LSM-4440
Mcule MCULE-8146430046
MolPort MolPort-001-783-684
Nikkaji J4.809G
NMRShiftDB 20209869
PharmGKB PA451128
PubChem 4927
PubChem: Thomson Pharma 14848899
SureChEMBL SCHEMBL4700

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