chlorpheniramine   Click here for help

GtoPdb Ligand ID: 6976

Synonyms: chlorprophenpyridamine maleate | Phenetron® | Teldrin®
Approved drug
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
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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
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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
1. Procopiou PA, Browning C, Buckley JM, Clark KL, Fechner L, Gore PM, Hancock AP, Hodgson ST, Holmes DS, Kranz M et al.. (2011)
The discovery of phthalazinone-based human H1 and H3 single-ligand antagonists suitable for intranasal administration for the treatment of allergic rhinitis.
J Med Chem, 54 (7): 2183-95. [PMID:21381763]