Structure of PDB 4ca7 Chain A Binding Site BS02

Receptor Information
>4ca7 Chain A (length=596) Species: 7227 (Drosophila melanogaster) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
VKEEIQAKEYLENLNKELAKRTNVETEAAWAYGSNITDENEKKKNEISAE
LAKFMKEVASDTTKFQWRSYQSEDLKRQFKALTKLGYAALPEDDYAELLD
TLSAMESNFAKVKVCDYKDSTKCDLALDPEIEEVISKSRDHEELAYYWRE
FYDKAGTAVRSQFERYVELNTKAAKLNNFTSGAEAWLDEYEDDTFEQQLE
DIFADIRPLYQQIHGYVRFRLRKHYGDAVVSETGPIPMHLLGNMWAQQWS
EIADIVSPFPEKPLVDVSAEMEKQGYTPLKMFQMGDDFFTSMNLTKLPQD
FWDKSIIEKPTDGRDLVCHASAWDFYLTDDVRIKQCTRVTQDQLFTVHHE
LGHIQYFLQYQHQPFVYRTGANPGFHEAVGDVLSLSVSTPKHLEKIGLLK
DYVRDDEARINQLFLTALDKIVFLPFAFTMDKYRWSLFRGEVDKANWNCA
FWKLRDEYSGIEPPVVRSEKDFDAPAKYHISADVEYLRYLVSFIIQFQFY
KSACIKAGQYDPDNVELPLDNCDIYGSAAAGAAFHNMLSMGASKPWPDAL
EAFNGERIMSGKAIAEYFEPLRVWLEAENIKNNVHIGWTTSNKCVS
Ligand information
Ligand ID3EF
InChIInChI=1S/C38H38N3O9P/c42-31-18-16-27(17-19-31)20-34(37(44)45)39-36(43)30(22-32-23-33(41-50-32)29-14-8-3-9-15-29)25-51(47,48)35(21-26-10-4-1-5-11-26)40-38(46)49-24-28-12-6-2-7-13-28/h1-19,23,30,34-35,42H,20-22,24-25H2,(H,39,43)(H,40,46)(H,44,45)(H,47,48)/t30-,34+,35-/m1/s1
InChIKeyZPFSKFCSVXPMBD-JHOVWCEZSA-N
SMILES
SoftwareSMILES
CACTVS 3.385OC(=O)[CH](Cc1ccc(O)cc1)NC(=O)[CH](Cc2onc(c2)c3ccccc3)C[P](O)(=O)[CH](Cc4ccccc4)NC(=O)OCc5ccccc5
ACDLabs 12.01O=C(O)C(NC(=O)C(CP(=O)(O)C(NC(=O)OCc1ccccc1)Cc2ccccc2)Cc4onc(c3ccccc3)c4)Cc5ccc(O)cc5
OpenEye OEToolkits 1.7.6c1ccc(cc1)C[C@H](NC(=O)OCc2ccccc2)P(=O)(C[C@@H](Cc3cc(no3)c4ccccc4)C(=O)N[C@@H](Cc5ccc(cc5)O)C(=O)O)O
CACTVS 3.385OC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](Cc2onc(c2)c3ccccc3)C[P](O)(=O)[C@H](Cc4ccccc4)NC(=O)OCc5ccccc5
OpenEye OEToolkits 1.7.6c1ccc(cc1)CC(NC(=O)OCc2ccccc2)P(=O)(CC(Cc3cc(no3)c4ccccc4)C(=O)NC(Cc5ccc(cc5)O)C(=O)O)O
FormulaC38 H38 N3 O9 P
NameN-{(2S)-3-[(S)-[(1R)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl](hydroxy)phosphoryl]-2-[(3-phenyl-1,2-oxazol-5-yl)methyl]propanoyl}-L-tyrosine
ChEMBLCHEMBL570732
DrugBank
ZINCZINC000049695103
PDB chain4ca7 Chain A Residue 1715 [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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PDB4ca7 Crystal Structures of Highly Specific Phosphinic Tripeptide Enantiomers in Complex with the Angiotensin-I Converting Enzyme.
Resolution1.82 Å
Binding residue
(original residue number in PDB)		Q265 Q266 H337 A338 S339 A340 D360 F363 T364 H367 E368 H371 F375 H394 D399 K495 H497 V502 Y504 Y507 F511
Binding residue
(residue number reindexed from 1)		Q247 Q248 H319 A320 S321 A322 D342 F345 T346 H349 E350 H353 F357 H376 D381 K477 H479 V484 Y486 Y489 F493
Annotation score1
Binding affinityMOAD: Ki=24nM
PDBbind-CN: -logKd/Ki=7.36,Ki=44nM
Enzymatic activity
Catalytic site (original residue number in PDB) H337 A338 H367 E368 H371 E395 H497 Y507
Catalytic site (residue number reindexed from 1) H319 A320 H349 E350 H353 E377 H479 Y489
Enzyme Commision number 3.4.15.1: peptidyl-dipeptidase A.
Gene Ontology
Molecular Function
GO:0008237 metallopeptidase activity
GO:0008241 peptidyl-dipeptidase activity
Biological Process
GO:0006508 proteolysis
Cellular Component
GO:0016020 membrane

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Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:4ca7, PDBe:4ca7, PDBj:4ca7
PDBsum4ca7
PubMed24289879
UniProtQ10714|ACE_DROME Angiotensin-converting enzyme (Gene Name=Ance)

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