BMS-986176   Click here for help

GtoPdb Ligand ID: 11957

Synonyms: BMS986176 | LX-9211 | LX9211
Compound class: Synthetic organic
Comment: BMS-986176 (LX-9211) is a clinical stage small molecule inhibitor of AP2 associated kinase 1 (AAK1) [1-2]. It is CNS-penetrable, and was designed as a drug for treating neuropathic pain. Additional inhibitors (e.g. compounds 43 and 58) were also discovered, but despite good selectivity, potency and favourable efficacy in the CCI rat model (a peripheral nerve injury model of chronic neuropathic pain), their preclinical toxicity profiles were inferior to that of BMS-986176.
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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 8
Topological polar surface area 61.03
Molecular weight 385.18
XLogP 4.38
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(C[C@@](COc1ccc(nc1C(F)F)c1ccnc(c1)C(F)F)(N)C)C
Isomeric SMILES CC(C)C[C@](C)(N)COc1c(nc(cc1)c1ccnc(c1)C(F)F)C(F)F
InChI InChI=1S/C19H23F4N3O/c1-11(2)9-19(3,24)10-27-15-5-4-13(26-16(15)18(22)23)12-6-7-25-14(8-12)17(20)21/h4-8,11,17-18H,9-10,24H2,1-3H3/t19-/m0/s1
InChI Key RKAHOQATMSONTM-IBGZPJMESA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2S)-1-[2-(difluoromethyl)-6-[2-(difluoromethyl)pyridin-4-yl]pyridin-3-yl]oxy-2,4-dimethylpentan-2-amine
Synonyms Click here for help
BMS986176 | LX-9211 | LX9211
Database Links Click here for help
BindingDB Ligand 311267
GtoPdb PubChem SID 461663512
PubChem CID 118419773
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