GAT100   Click here for help

GtoPdb Ligand ID: 9237

Synonyms: 5-(cyanosulfanyl)-3-ethyl-N-{2-[4-(piperidin-1-yl)phenyl]ethyl}-1H-indole-2-carboxamide
Compound class: Synthetic organic
Comment: GAT100 is a potent negative allosteric modulator (NAM) of the cannabinoid CB1 receptor, which exhibits irreversible binding [2-3]. GAT100 can be utilised as a covalent probe for mapping structure-function characteristics, which define the druggable CB1 receptor allosteric binding site. GAT100 is one of the compounds claimed in patent WO2015027160 [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 8
Topological polar surface area 97.22
Molecular weight 432.2
XLogP 5.28
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES N#CSc1ccc2c(c1)c(CC)c([nH]2)C(=O)NCCc1ccc(cc1)N1CCCCC1
Isomeric SMILES N#CSc1ccc2c(c1)c(CC)c([nH]2)C(=O)NCCc1ccc(cc1)N1CCCCC1
InChI InChI=1S/C25H28N4OS/c1-2-21-22-16-20(31-17-26)10-11-23(22)28-24(21)25(30)27-13-12-18-6-8-19(9-7-18)29-14-4-3-5-15-29/h6-11,16,28H,2-5,12-15H2,1H3,(H,27,30)
InChI Key OZEQTGDZTPJNAR-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
3-Ethyl-5-isothiocyanato-N-[4-(piperidin-1-yl)phenethyl]-1H-indole-2-carboxamide
Synonyms Click here for help
5-(cyanosulfanyl)-3-ethyl-N-{2-[4-(piperidin-1-yl)phenyl]ethyl}-1H-indole-2-carboxamide
Database Links Click here for help
GtoPdb PubChem SID 315661312
PubChem CID 117923261
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