baclofen   

GtoPdb Ligand ID: 1084

Synonyms: Baclon® | Kemstro® | Lioresal®
baclofen is an approved drug (FDA (2007))
Compound class: Synthetic organic
Comment: The approved drug baclofen is a racemic mixture of two enantiomers; (R)-baclofen and (S)-baclofen. We show the non-stereo structure to represent the mixture.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 63.32
Molecular weight 213.06
XLogP 1.33
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES NCC(c1ccc(cc1)Cl)CC(=O)O
Isomeric SMILES NCC(c1ccc(cc1)Cl)CC(=O)O
InChI InChI=1S/C10H12ClNO2/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14/h1-4,8H,5-6,12H2,(H,13,14)
InChI Key KPYSYYIEGFHWSV-UHFFFAOYSA-N
References
1. Hirst WD, Babbs AJ, Green A, Minton JA, Shaw TE, Wise A, Rice SQ, Pangalos MN, Price GW. (2003)
Pharmacological characterisation of a cell line expressing GABA B1b and GABA B2 receptor subunits.
Biochem. Pharmacol., 65 (7): 1103-13. [PMID:12663046]
2. Wood MD, Murkitt KL, Rice SQ, Testa T, Punia PK, Stammers M, Jenkins O, Elshourbagy NA, Shabon U, Taylor SJ et al.. (2000)
The human GABA(B1b) and GABA(B2) heterodimeric recombinant receptor shows low sensitivity to phaclofen and saclofen.
Br. J. Pharmacol., 131 (6): 1050-4. [PMID:11082110]