PDB Entry (3hd3)
PDB ID: 3hd3 Resolution: 1.75 Å Exp. Method: X-RAY DIFFRACTION
PMID: 19773167 DOI: 10.1016/j.bmcl.2009.08.098
Protein
Protein Name: Cruzipain
Uniprot ID/ACC: P25779 (CYSP_TRYCR) Organism: Trypanosoma cruzi
Gene Symbol: - Gene ID: -
Protein Class: HYDROLASE
Ligand
Ligand Name:   (1R,2R)-N-[(1E,3S)-1-(benzenesulfonyl)hept-1-en-3-yl]-2-(4-chlorobenzoyl)cyclohexane-1-carboxamide
Canonical SMILES:   c1ccccc1S(=O)(=O)/C=C/[C@H](CCCC)NC(=O)[C@@H]2CCCC[C@H]2C(=O)c3ccc(Cl)cc3
Standard InChI:   InChI=1S/C27H32ClNO4S/c1-2-3-9-22(18-19-34(32,33)23-10-5-4-6-11-23)29-27(31)25-13-8-7-12-24(25)26(30)20-14-16-21(28)17-15-20/h4-6,10-11,14-19,22,24-25H,2-3,7-9,12-13H2,1H3,(H,29,31)/b19-18+/t22-,24+,25+/m0/s1
HET Code:   25B PubChem:   -
DrugBank:   - ChEMBL:   -
Molecular Formula:   C27H32ClNO4S Mol. Weight:   501.17407 logP:   5.9917
HBD:   1 HBA:   4
#Rotatable Bonds:   10 TPSA:   80.31
Covalent Mechanism
Reaction Name Residue Chain ID SASA pKa Warhead Name Warhead Structure
Michael Addition CYS 25 A 16.27 13.8 Vinyl Sulfonyl
Binding Affinity
Database Name Value
PDBBind IC50 : 100 nM