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.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
SMILES / InChI / InChIKey
Click here for help
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
InChI Key PZASAAIJIFDWSB-CKPDSHCKSA-N
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
autotaxin Hs Inhibitor Inhibition >6.3 pIC50 - 1
pIC50 >6.3 (IC50 <5x10-7 M) [1]
Description: Determined in a biochemical FRET (fluorescence resonance energy transfer) enzyme activity assay