Structure of PDB 3bkk Chain A Binding Site BS03

Receptor Information
>3bkk Chain A (length=586) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
VTDEAEASKFVEEYDRTSQVVWNEYAGANWNYNTNITTETSKILLQKNMQ
IAQHTLKYGTQARKFDVNQLQNTTIKRIIKKVQDLERAALPAQELEEYNK
ILLDMETTYSVATVCHPQGSCLQLEPDLTNVMATSRKYEDLLWAWEGWRD
KAGRAILQFYPKYVELINQAARLNGYVDAGDSWRSMYETPSLEQDLERLF
QELQPLYLNLHAYVRRALHRHYGAQHINLEGPIPAHLLGNMWAQTWSNIY
DLVVPFPSAPSMDTTEAMLKQGWTPRRMFKEADDFFTSLGLLPVPPEFWQ
KSMLEKPTDGREVVCHASAWDFYNGKDFRIKQCTTVNLEDLVVAHHEMGH
IQYFMQYKDLPVALREGANPGFHEAIGDVLALSVSTPKHLHSLNLLSSEG
GSDEHDINFLMKMALDKIAFIPFSYLVDQWRWRVFDGSITKENYNQEWWS
LRLKYQGLCPPVPRTQGDFDPGAKFHIPSSVPYIRYFVSFIIQFQFHEAL
CQAAGHTGPLHKCDIYQSKEAGQRLATAMKLGFSRPWPEAMQLITGQPQM
SASAMLSYFKPLLDWLRTENELHGEKLGWPQYNWTP
Ligand information
Ligand IDKAF
InChIInChI=1S/C28H30N2O6/c31-25(29-23(27(33)34)18-20-10-4-1-5-11-20)16-17-28(35,36)24(19-21-12-6-2-7-13-21)30-26(32)22-14-8-3-9-15-22/h1-15,23-24,35-36H,16-19H2,(H,29,31)(H,30,32)(H,33,34)/t23-,24-/m0/s1
InChIKeyXSYPPQBCHNRTIT-ZEQRLZLVSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.5.0c1ccc(cc1)C[C@@H](C(=O)O)NC(=O)CCC([C@H](Cc2ccccc2)NC(=O)c3ccccc3)(O)O
CACTVS 3.341OC(=O)[CH](Cc1ccccc1)NC(=O)CCC(O)(O)[CH](Cc2ccccc2)NC(=O)c3ccccc3
CACTVS 3.341OC(=O)[C@H](Cc1ccccc1)NC(=O)CCC(O)(O)[C@H](Cc2ccccc2)NC(=O)c3ccccc3
ACDLabs 10.04O=C(O)C(NC(=O)CCC(O)(O)C(NC(=O)c1ccccc1)Cc2ccccc2)Cc3ccccc3
OpenEye OEToolkits 1.5.0c1ccc(cc1)CC(C(=O)O)NC(=O)CCC(C(Cc2ccccc2)NC(=O)c3ccccc3)(O)O
FormulaC28 H30 N2 O6
NameN-{(5S)-4,4-dihydroxy-6-phenyl-5-[(phenylcarbonyl)amino]hexanoyl}-L-phenylalanine
ChEMBL
DrugBank
ZINCZINC000024965020
PDB chain3bkk Chain A Residue 704 [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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PDB3bkk Probing the basis of domain-dependent inhibition using novel ketone inhibitors of Angiotensin-converting enzyme
Resolution2.17 Å
Binding residue
(original residue number in PDB)		Q281 H353 A354 S355 A356 H383 E384 H387 F391 E411 K511 F512 H513 V518 Y520 Y523
Binding residue
(residue number reindexed from 1)		Q244 H316 A317 S318 A319 H346 E347 H350 F354 E374 K474 F475 H476 V481 Y483 Y486
Annotation score2
Binding affinityMOAD: Ki=0.83uM
PDBbind-CN: -logKd/Ki=6.08,Ki=0.83uM
Enzymatic activity
Catalytic site (original residue number in PDB) H353 A354 H383 E384 H387 E411 H513 Y523
Catalytic site (residue number reindexed from 1) H316 A317 H346 E347 H350 E374 H476 Y486
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

View graph for
Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:3bkk, PDBe:3bkk, PDBj:3bkk
PDBsum3bkk
PubMed18457420
UniProtP12821|ACE_HUMAN Angiotensin-converting enzyme (Gene Name=ACE)

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