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].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
GB 88 | GB-88
Database Links Click here for help
Specialist databases
GPCRdb Ligand GB88
Other databases
CAS Registry No. 1416435-96-5 (source: PubChem)
ChEMBL Ligand CHEMBL2431617
GtoPdb PubChem SID 178103270
PubChem CID 57330164
Search Google for chemical match using the InChIKey DCUDDCGUKZLQLN-ZEZZXZOMSA-N
Search Google for chemicals with the same backbone DCUDDCGUKZLQLN
UniChem Compound Search for chemical match using the InChIKey DCUDDCGUKZLQLN-ZEZZXZOMSA-N
UniChem Connectivity Search for chemical match using the InChIKey DCUDDCGUKZLQLN-ZEZZXZOMSA-N