GB88   Click here for help

GtoPdb Ligand ID: 6658

Synonyms: GB 88 | GB-88
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: GB88 is a PAR2 receptor antagonist [1]. It inhibits the proinflammatory and pronociceptive actions of trypsin, cathepsin-S and elastase, consistent with the observation that PAR2 deletion inhibits trypsin-, cathepsin-S- and elastase-induced inflammation and nociception [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 12
Topological polar surface area 104.54
Molecular weight 546.32
XLogP 6.88
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCC(C(C(=O)N1CCC2(CC1)C=Cc1c2cccc1)NC(=O)C(NC(=O)c1ccno1)CC1CCCCC1)C
Isomeric SMILES CC[C@H]([C@@H](C(=O)N1CCC2(CC1)C=Cc1c2cccc1)NC(=O)[C@@H](NC(=O)c1ccno1)CC1CCCCC1)C
InChI InChI=1S/C32H42N4O4/c1-3-22(2)28(31(39)36-19-16-32(17-20-36)15-13-24-11-7-8-12-25(24)32)35-29(37)26(21-23-9-5-4-6-10-23)34-30(38)27-14-18-33-40-27/h7-8,11-15,18,22-23,26,28H,3-6,9-10,16-17,19-21H2,1-2H3,(H,34,38)(H,35,37)/t22-,26+,28+/m1/s1
InChI Key DCUDDCGUKZLQLN-ZEZZXZOMSA-N
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Compound class Synthetic organic
IUPAC Name Click here for help
N-[(2S)-3-cyclohexyl-1-[[(2S,3R)-3-methyl-1-oxo-1-spiro[indene-1,4'-piperidine]-1'-ylpentan-2-yl]amino]-1-oxopropan-2-yl]-1,2-oxazole-5-carboxamide
Synonyms Click here for help
GB 88 | GB-88
Database Links Click here for help
CAS Registry No. 1416435-96-5 (source: PubChem)
ChEMBL Ligand CHEMBL2431617
GtoPdb PubChem SID 178103270
PubChem CID 57330164
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