PDB Entry (2yjb)
PDB ID: 2yjb Resolution: 1.4 Å Exp. Method: X-RAY DIFFRACTION
PMID: 21898833 DOI: 10.1002/CMDC.201100353
Protein
Protein Name: Procathepsin L
Uniprot ID/ACC: P07711 (CATL1_HUMAN) Organism: Homo sapiens (Human)
Gene Symbol: CTSL Gene ID: 1514
Protein Class: HYDROLASE
Ligand
Ligand Name:   (2S,4R)-4-(2-chlorobenzenesulfonyl)-N-(1-cyanocyclopropyl)-1-{1-[4-(trifluoromethyl)phenyl]cyclopropanecarbonyl}pyrrolidine-2-carboxamide
Canonical SMILES:   FC(F)(F)c1ccc(cc1)C2(CC2)C(=O)N3C[C@@H](C[C@H]3C(=O)NC4(C#N)CC4)S(=O)(=O)c5ccccc5Cl
Standard InChI:   InChI=1S/C26H23ClF3N3O4S/c27-19-3-1-2-4-21(19)38(36,37)18-13-20(22(34)32-24(15-31)9-10-24)33(14-18)23(35)25(11-12-25)16-5-7-17(8-6-16)26(28,29)30/h1-8,18,20H,9-14H2,(H,32,34)/t18-,20+/m1/s1
HET Code:   YJ9 PubChem:   51031603
DrugBank:   - ChEMBL:   -
Molecular Formula:   C26H23ClF3N3O4S Mol. Weight:   565.105 logP:   4.00618
HBD:   1 HBA:   5
#Rotatable Bonds:   6 TPSA:   107.34
Covalent Mechanism
Reaction Name Residue Chain ID SASA pKa Warhead Name Warhead Structure
Nucleophilic Addition to a Triple Bond CYS 25 A 16.12 12.7 Nitrile
Binding Affinity
Database Name Value
PDBBind IC50 : 95 nM