firsocostat   Click here for help

GtoPdb Ligand ID: 10645

Synonyms: GS-0976 | GS-ACC | ND-630 | NDI-010976
Compound class: Synthetic organic
Comment: Firsocostat (GS-0976) is a liver-directed acetyl-CoA carboxylase (ACC) inhibitor [2]. It was initially identified by Nimbus Therapeutics [3], and is being developed by Gilead as an antilipemic agent for potential to treat non-alcoholic steatohepatitis (NASH) [1]. Firsocostat is an allosteric inhibitor that binds to the ACC biotin carboxylase dimerization site, rather than to the previously targeted carboxyltransferase domain. The firsocostat-ACC interaction mimics the physiological inhibition of ACC by AMPK.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 9
Topological polar surface area 163.26
Molecular weight 569.18
XLogP 3.12
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1ccccc1[C@H](Cn1c(=O)n(c(=O)c2c1sc(c2C)c1ncco1)C(C(=O)O)(C)C)OC1CCOCC1
Isomeric SMILES COc1ccccc1[C@H](Cn1c(=O)n(c(=O)c2c1sc(c2C)c1ncco1)C(C(=O)O)(C)C)OC1CCOCC1
InChI InChI=1S/C28H31N3O8S/c1-16-21-24(32)31(28(2,3)26(33)34)27(35)30(25(21)40-22(16)23-29-11-14-38-23)15-20(39-17-9-12-37-13-10-17)18-7-5-6-8-19(18)36-4/h5-8,11,14,17,20H,9-10,12-13,15H2,1-4H3,(H,33,34)/t20-/m0/s1
InChI Key ZZWWXIBKLBMSCS-FQEVSTJZSA-N
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Molecular structure representations generated using Open Babel