Structure of PDB 4quo Chain A Binding Site BS01

Receptor Information
>4quo Chain A (length=865) Species: 122586 (Neisseria meningitidis MC58) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
KTVHYLKDYQTPAYHILKTDLHFDINEPQTVVKSRLTVEPQRVGEPLVLD
GSAKLLSVKINGAAADYVLEGETLTIAGVPSERFTVEVETEILPAENKSL
MGLYASGGNLFTQCEPEGFRKITFYIDRPDVMSKFTTTIVADKKRYPVLL
SNGNKIDGGEFSDGRHWVKWEDPFSKPSYLFALVAGDLAVTEDYFTTMSG
RNVKIEFYTTEADKPKVGFAVESLKNAMKWDETRFGLEYDLDIFMVVAVG
DFNMGAMENKGLNIFNTKFVLADSRTATDTDFEGIESVVGHEYFHNWTGN
RVTCRDWFQLSLKEGLTVFRDQEFSGDRASRAVRRIENIRLLRQHQFPED
AGPTAHPVRPASYEEMNNFYTMTVYEKGAEVVRMYHTLLGEEGFQKGMKL
YFQRHDGQAVTCDDFRAAMADANGINLDQFALWYSQAGTPVLEAEGRLKN
NIFELTVKQTVPPTPDMTDKQPMMIPVKVGLLNRNGEAVAFDYQGKRATE
AVLLLTEAEQTFLLEGVTEAVVPSLLRGFSAPVHLNYPYSDDDLLLLLAH
DSDAFTRWEAAQTLYRRAVAANLATLSDGVELPKHEKLLAAVEKVISDDL
LDNAFKALLLGVPSEAELWDGAENIDPLRYHQAREALLDTLAVHFLPKWH
ELNRQAAKQENQSYEYSPEAAGWRTLRNVCRAFVLRADPAHIETVAEKYG
EMAQNMTHEWGILSAVNGNESDTRNRLLAQFADKFSDDALVMDKYFALVG
SSRRSDTLQQVRTALQHPKFSLENPNKARSLIGSFSRNVPHFHAEDGSGY
RFIADKVIEIDRFNPQVAARLVQAFNLCNKLEPHRKNLVKQALQRIRAQE
GLSKDVGEIVGKILD
Ligand information
Ligand ID3DZ
InChIInChI=1S/C20H27N2O4P/c21-13-17-8-4-7-16(11-17)12-18(20(23)24)14-27(25,26)19(22)10-9-15-5-2-1-3-6-15/h1-8,11,18-19H,9-10,12-14,21-22H2,(H,23,24)(H,25,26)/t18-,19-/m1/s1
InChIKeyOGZYJUYHRXGJNP-RTBURBONSA-N
SMILES
SoftwareSMILES
ACDLabs 12.01O=C(O)C(Cc1cccc(c1)CN)CP(=O)(O)C(N)CCc2ccccc2
OpenEye OEToolkits 1.7.6c1ccc(cc1)CCC(N)P(=O)(CC(Cc2cccc(c2)CN)C(=O)O)O
CACTVS 3.385NCc1cccc(C[CH](C[P](O)(=O)[CH](N)CCc2ccccc2)C(O)=O)c1
OpenEye OEToolkits 1.7.6c1ccc(cc1)CC[C@H](N)P(=O)(C[C@@H](Cc2cccc(c2)CN)C(=O)O)O
CACTVS 3.385NCc1cccc(C[C@H](C[P](O)(=O)[C@@H](N)CCc2ccccc2)C(O)=O)c1
FormulaC20 H27 N2 O4 P
Name(2S)-2-[3-(aminomethyl)benzyl]-3-[(R)-[(1R)-1-amino-3-phenylpropyl](hydroxy)phosphoryl]propanoic acid
ChEMBL
DrugBank
ZINCZINC000098208430
PDB chain4quo Chain A Residue 901 [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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PDB4quo Structure-guided, single-point modifications in the phosphinic dipeptide structure yield highly potent and selective inhibitors of neutral aminopeptidases.
Resolution1.65 Å
Binding residue
(original residue number in PDB)		Q115 E117 M256 G257 A258 M259 E260 V290 H293 E294 H297 E316 Y377
Binding residue
(residue number reindexed from 1)		Q113 E115 M254 G255 A256 M257 E258 V288 H291 E292 H295 E314 Y375
Annotation score1
Binding affinityMOAD: Ki=12nM
PDBbind-CN: -logKd/Ki=7.92,Ki=12nM
Enzymatic activity
Catalytic site (original residue number in PDB) E260 H293 E294 H297 E316 N369 Y377
Catalytic site (residue number reindexed from 1) E258 H291 E292 H295 E314 N367 Y375
Enzyme Commision number 3.4.11.2: membrane alanyl aminopeptidase.
Gene Ontology
Molecular Function
GO:0004177 aminopeptidase activity
GO:0008237 metallopeptidase activity
GO:0008270 zinc ion binding
GO:0046872 metal ion binding
Biological Process
GO:0006508 proteolysis

View graph for
Molecular Function
View graph for
Biological Process
External links
PDB RCSB:4quo, PDBe:4quo, PDBj:4quo
PDBsum4quo
PubMed25192493
UniProtQ9JYV4

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