Structure of PDB 4x6x Chain A Binding Site BS01

Receptor Information
>4x6x Chain A (length=316) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
TSCNPSDMSHGYVTVKPRVRLHFVELGSGPAVCLCHGFPESWYSWRYQIP
ALAQAGYRVLAMDMKGYGESSAPPEIEEYCMEVLCKEMVTFLDKLGLSQA
VFIGHDWGGMLVWYMALFYPERVRAVASLNTPFIPANPNMSPLESIKANP
VFDYQLYFQEPGVAEAELEQNLSRTFKSLFRASDESVLSMHKVCEAGGLF
VNSPEEPSLSRMVTEEEIQFYVQQFKKSGFRGPLNWYRNMERNWKWACKS
LGRKILIPALMVTAEKDFVLVPQMSQHMEDWIPHLKRGHIEDCGHWTQMD
KPTEVNQILIKWLDSD
Ligand information
Ligand IDS74
InChIInChI=1S/C30H32N2O4/c33-26(34)16-13-21-11-14-24(15-12-21)36-25-17-19-32(20-18-25)30(35)31-29-27(22-7-3-1-4-8-22)28(29)23-9-5-2-6-10-23/h1-12,14-15,25,27-29H,13,16-20H2,(H,31,35)(H,33,34)/t27-,28+,29+
InChIKeyVQQDJLMIDZHNMF-WLNZHLEZSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.9.2c1ccc(cc1)[C@@H]2[C@@H](C2NC(=O)N3CCC(CC3)Oc4ccc(cc4)CCC(=O)O)c5ccccc5
OpenEye OEToolkits 1.9.2c1ccc(cc1)C2C(C2NC(=O)N3CCC(CC3)Oc4ccc(cc4)CCC(=O)O)c5ccccc5
CACTVS 3.385OC(=O)CCc1ccc(O[CH]2CCN(CC2)C(=O)N[CH]3[CH]([CH]3c4ccccc4)c5ccccc5)cc1
CACTVS 3.385OC(=O)CCc1ccc(O[C@H]2CCN(CC2)C(=O)N[C@@H]3[C@H]([C@H]3c4ccccc4)c5ccccc5)cc1
ACDLabs 12.01O=C(NC3C(c1ccccc1)C3c2ccccc2)N5CCC(Oc4ccc(cc4)CCC(=O)O)CC5
FormulaC30 H32 N2 O4
Name3-{4-[(1-{[(1s,2R,3S)-2,3-diphenylcyclopropyl]carbamoyl}piperidin-4-yl)oxy]phenyl}propanoic acid
ChEMBLCHEMBL3401634
DrugBank
ZINCZINC000263621138
PDB chain4x6x Chain A Residue 601 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
Global viewLocal viewStructure summary

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PDB4x6x Three-dimensional rational approach to the discovery of potent substituted cyclopropyl urea soluble epoxide hydrolase inhibitors.
Resolution1.8 Å
Binding residue
(original residue number in PDB)		F267 D335 W336 P361 I363 Y383 F387 M419 Y466 V498 L499 M503 H524 W525
Binding residue
(residue number reindexed from 1)		F38 D106 W107 P132 I134 Y154 F158 M190 Y237 V269 L270 M274 H295 W296
Annotation score1
Binding affinityMOAD: ic50=2.3nM
PDBbind-CN: -logKd/Ki=8.64,IC50=2.3nM
BindingDB: IC50=2.3nM
Enzymatic activity
Catalytic site (original residue number in PDB) F267 H334 D335 W336 N359 N378 Y383 Y466 D496 H524
Catalytic site (residue number reindexed from 1) F38 H105 D106 W107 N130 N149 Y154 Y237 D267 H295
Enzyme Commision number 3.1.3.76: lipid-phosphate phosphatase.
3.3.2.10: soluble epoxide hydrolase.
Gene Ontology
Molecular Function
GO:0003824 catalytic activity

View graph for
Molecular Function
External links
PDB RCSB:4x6x, PDBe:4x6x, PDBj:4x6x
PDBsum4x6x
PubMed25800114
UniProtP34913|HYES_HUMAN Bifunctional epoxide hydrolase 2 (Gene Name=EPHX2)

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