BIO-32546   Click here for help

GtoPdb Ligand ID: 11590

Synonyms: BIO32546 | example 12a [WO2014018881A1]
Compound class: Synthetic organic
Comment: BIO-32546 is an autotaxin (ENPP2) inhibitor from Biogen [1]. Autotaxin inhibitors are used to reduce LPA biosynthesis for anti-inflammatory effect. BIO-32546 shows efficacy in a rat complete Freund's adjuvant (CFA) rheumatoid arthritis model.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 49.77
Molecular weight 543.22
XLogP 7.82
No. Lipinski's rules broken 1
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Canonical SMILES OC(=O)C1CC2CCC(C1)N2[C@H](c1ccc2c(c1)c(c(cc2)OC1CCC(CC1)C(F)(F)F)C(F)(F)F)C
Isomeric SMILES OC(=O)C1CC2CCC(C1)N2[C@H](c1ccc2c(c1)c(c(cc2)OC1CCC(CC1)C(F)(F)F)C(F)(F)F)C
InChI InChI=1S/C28H31F6NO3/c1-15(35-20-7-8-21(35)13-18(12-20)26(36)37)17-3-2-16-4-11-24(25(23(16)14-17)28(32,33)34)38-22-9-5-19(6-10-22)27(29,30)31/h2-4,11,14-15,18-22H,5-10,12-13H2,1H3,(H,36,37)/t15-,18?,19?,20?,21?,22?/m0/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
8-[(1S)-1-[8-(trifluoromethyl)-7-[4-(trifluoromethyl)cyclohexyl]oxynaphthalen-2-yl]ethyl]-8-azabicyclo[3.2.1]octane-3-carboxylic acid
Synonyms Click here for help
BIO32546 | example 12a [WO2014018881A1]
Database Links Click here for help
GtoPdb PubChem SID 442878624
PubChem CID 90027494
Search Google for chemical match using the InChIKey PZASAAIJIFDWSB-CKPDSHCKSA-N
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UniChem Compound Search for chemical match using the InChIKey PZASAAIJIFDWSB-CKPDSHCKSA-N
UniChem Connectivity Search for chemical match using the InChIKey PZASAAIJIFDWSB-CKPDSHCKSA-N