BMS-986278   Click here for help

GtoPdb Ligand ID: 11798

Synonyms: BMS986278 | compound 33 [PMID: 34709814]
Compound class: Synthetic organic
Comment: BMS-986278 a lysophosphatidic acid receptor 1 (LPA1) antagonist [1]. It was advanced into clinical trials to determine its efficacy as a treatment for fibrotic lung conditions.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 119.67
Molecular weight 445.23
XLogP 2.15
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCCN(C(=O)OCc1n(C)nnc1c1ccc(c(n1)C)O[C@H]1CCC[C@@H](C1)C(=O)O)C
Isomeric SMILES Cc1nc(c2c(COC(=O)N(C)CCC)n(C)nn2)ccc1O[C@@H]1C[C@@H](C(=O)O)CCC1
InChI InChI=1S/C22H31N5O5/c1-5-11-26(3)22(30)31-13-18-20(24-25-27(18)4)17-9-10-19(14(2)23-17)32-16-8-6-7-15(12-16)21(28)29/h9-10,15-16H,5-8,11-13H2,1-4H3,(H,28,29)/t15-,16-/m0/s1
InChI Key UEUNDURNLYLSNB-HOTGVXAUSA-N
References
1. Cheng PTW, Kaltenbach 3rd RF, Zhang H, Shi J, Tao S, Li J, Kennedy LJ, Walker SJ, Shi Y, Wang Y et al.. (2021)
Discovery of an Oxycyclohexyl Acid Lysophosphatidic Acid Receptor 1 (LPA1) Antagonist BMS-986278 for the Treatment of Pulmonary Fibrotic Diseases.
J Med Chem, 64 (21): 15549-15581. [PMID:34709814]