compound 35 [PMID: 24157366]   Click here for help

GtoPdb Ligand ID: 8554

Compound class: Synthetic organic
Comment: This a tool compound reported as a prolylcarboxypeptidase (PRCP) inhibitor [1]. Additional structure-activity relationship (SAR) information for this (Example 12) and related compounds is provided in patent US8669252 B2 [2]. Prolylcarboxypeptidase is being investigated as a novel target for anti-obesity therapeutics due to its role in regulating metabolism.
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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 7
Topological polar surface area 54.46
Molecular weight 585.12
XLogP 5.21
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES Brc1ccc(cc1)C1CC(CCC1C(=O)NC(c1ccnc(c1)F)c1ccc(cc1)Cl)N1CCOCC1
Isomeric SMILES Brc1ccc(cc1)[C@@H]1C[C@@H](CC[C@H]1C(=O)NC(c1ccnc(c1)F)c1ccc(cc1)Cl)N1CCOCC1
InChI InChI=1S/C29H30BrClFN3O2/c30-22-5-1-19(2-6-22)26-18-24(35-13-15-37-16-14-35)9-10-25(26)29(36)34-28(20-3-7-23(31)8-4-20)21-11-12-33-27(32)17-21/h1-8,11-12,17,24-26,28H,9-10,13-16,18H2,(H,34,36)/t24-,25-,26+,28?/m1/s1
InChI Key ABJSOROVZZKJGI-OCYUSGCXSA-N
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Compound class Synthetic organic
IUPAC Name Click here for help
(1R,2R,4R)-2-(4-bromophenyl)-N-[(4-chlorophenyl)-(2-fluoropyridin-4-yl)methyl]-4-morpholin-4-ylcyclohexane-1-carboxamide
Database Links Click here for help
ChEMBL Ligand CHEMBL3086040
GtoPdb PubChem SID 252166755
PubChem CID 54670056
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