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Receptor Information

>3hd3 Chain A (length=215) Species: 5693 (Trypanosoma cruzi) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

APAAVDWRARGAVTAVKDQGQCGSCWAFSAIGNVECQWFLAGHPLTNLAE
QMLVSCDKTDSGCSGGLMNNAFEWIVQENNGAVYTEDSYPYASGEGISPP
CTTSGHTVGATITGHVELPQDEAQIAAWLAVNGPVAVAVDASSWMTYTGG
VMTSCVSEQLDHGVLLVGYNDGAAVPYWIIKNSWTTQWGEEGYIRIAKGS
NQCLVKEEASSAVVG

Ligand ID

25B

InChI

InChI=1S/C27H34ClNO4S/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/h4-6,10-11,14-17,22,24-25H,2-3,7-9,12-13,18-19H2,1H3,(H,29,31)/t22-,24+,25+/m0/s1

InChIKey

GOPKEHWOLDXUST-ICDZXHCJSA-N

SMILES

Software	SMILES
OpenEye OEToolkits 1.5.0	CCCC[C@@H](CCS(=O)(=O)c1ccccc1)NC(=O)[C@@H]2CCCC[C@H]2C(=O)c3ccc(cc3)Cl
CACTVS 3.341	CCCC[CH](CC[S](=O)(=O)c1ccccc1)NC(=O)[CH]2CCCC[CH]2C(=O)c3ccc(Cl)cc3
OpenEye OEToolkits 1.5.0	CCCCC(CCS(=O)(=O)c1ccccc1)NC(=O)C2CCCCC2C(=O)c3ccc(cc3)Cl
CACTVS 3.341	CCCC[C@@H](CC[S](=O)(=O)c1ccccc1)NC(=O)[C@@H]2CCCC[C@H]2C(=O)c3ccc(Cl)cc3
ACDLabs 10.04	O=C(c1ccc(Cl)cc1)C3C(C(=O)NC(CCS(=O)(=O)c2ccccc2)CCCC)CCCC3

Formula

C27 H34 Cl N O4 S

Name

(1R,2R)-2-[(4-chlorophenyl)carbonyl]-N-{(1S)-1-[2-(phenylsulfonyl)ethyl]pentyl}cyclohexanecarboxamide;
(1R,2R)-2-(4-chlorobenzoyl)-N-((S,E)-1-(phenylsulfonyl)hept-1-en-3-yl)cyclohexanecarboxamide

PDB chain

3hd3 Chain A Residue 216 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]

Receptor-Ligand Complex Structure

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Structure summary

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PDB	3hd3 Novel non-peptidic vinylsulfones targeting the S2 and S3 subsites of parasite cysteine proteases.
Resolution	1.75 Å
Binding residue (original residue number in PDB)	Q19 G23 C25 S61 G65 G66 D161 H162
Binding residue (residue number reindexed from 1)	Q19 G23 C25 S61 G65 G66 D161 H162
Annotation score	1
Binding affinity	PDBbind-CN: -logKd/Ki=7.00,IC50=0.1uM

Catalytic site (original residue number in PDB)	Q19 C25 H162 N182
Catalytic site (residue number reindexed from 1)	Q19 C25 H162 N182
Enzyme Commision number	3.4.22.51: cruzipain.

	Molecular Function
GO:0008234	cysteine-type peptidase activity

	Biological Process
GO:0006508	proteolysis

PDB	RCSB:3hd3, PDBe:3hd3, PDBj:3hd3
PDBsum	3hd3
PubMed	19773167
UniProt	P25779\|CYSP_TRYCR Cruzipain

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Structure of PDB 3hd3 Chain A Binding Site BS01