chlorpheniramine   

GtoPdb Ligand ID: 6976

Synonyms: chlorprophenpyridamine maleate | Phenetron® | Teldrin®
chlorpheniramine is an approved drug (FDA (1950))
Compound class: Synthetic organic
Comment: The approved drug is a racemic mixture of stereoisomers; (-)-chlorpheniramine (R-isomer) and (+)-chlorpheniramine (S-isomer). We show the non-isomeric molecule to represent the mixture.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 16.13
Molecular weight 274.12
XLogP 3.24
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CN(CCC(c1ccccn1)c1ccc(cc1)Cl)C
Isomeric SMILES CN(CCC(c1ccccn1)c1ccc(cc1)Cl)C
InChI InChI=1S/C16H19ClN2/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13/h3-9,11,15H,10,12H2,1-2H3
InChI Key SOYKEARSMXGVTM-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1950))
IUPAC Name
3-(4-chlorophenyl)-N,N-dimethyl-3-pyridin-2-ylpropan-1-amine
International Nonproprietary Names
INN number INN
104 chlorphenamine
Synonyms
chlorprophenpyridamine maleate | Phenetron® | Teldrin®
Database Links
BitterDB Ligand 60
CAS Registry No. 132-22-9
ChEBI CHEBI:52010
ChEMBL Ligand CHEMBL505
DrugBank Ligand DB01114
DrugCentral Ligand 616
GtoPdb PubChem SID 178103555
PubChem CID 2725
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Wikipedia Chlorpheniramine