GSA-10   Click here for help

GtoPdb Ligand ID: 10326

Synonyms: GSA10
Compound class: Synthetic organic
Comment: GSA-10 is a small-molecule positive allosteric modulator of SMO [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 12
Topological polar surface area 97.63
Molecular weight 450.22
XLogP 7.01
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCCn1c(=O)c(C(=O)Nc2ccc(cc2)C(=O)OCCC)c(c2c1cccc2)O
Isomeric SMILES CCCCCCn1c(=O)c(C(=O)Nc2ccc(cc2)C(=O)OCCC)c(c2c1cccc2)O
InChI InChI=1S/C26H30N2O5/c1-3-5-6-9-16-28-21-11-8-7-10-20(21)23(29)22(25(28)31)24(30)27-19-14-12-18(13-15-19)26(32)33-17-4-2/h7-8,10-15,29H,3-6,9,16-17H2,1-2H3,(H,27,30)
InChI Key MDLUYYGRCGDKGL-UHFFFAOYSA-N
References
1. Gorojankina T, Hoch L, Faure H, Roudaut H, Traiffort E, Schoenfelder A, Girard N, Mann A, Manetti F, Solinas A et al.. (2013)
Discovery, molecular and pharmacological characterization of GSA-10, a novel small-molecule positive modulator of Smoothened.
Mol. Pharmacol., 83 (5): 1020-9. [PMID:23448715]