Structure of PDB 4qhp Chain A Binding Site BS02

Receptor Information

>4qhp Chain A (length=866) Species: 487 (Neisseria meningitidis) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

SKTVHYLKDYQTPAYHILKTDLHFDINEPQTVVKSRLTVEPQRVGEPLVL
DGSAKLLSVKINGAAADYVLEGETLTIAGVPSERFTVEVETEILPAENKS
LMGLYASGGNLFTQCEPEGFRKITFYIDRPDVMSKFTTTIVADKKRYPVL
LSNGNKIDGGEFSDGRHWVKWEDPFSKPSYLFALVAGDLAVTEDYFTTMS
GRNVKIEFYTTEADKPKVGFAVESLKNAMKWDETRFGLEYDLDIFMVVAV
GDFNMGAMENKGLNIFNTKFVLADSRTATDTDFEGIESVVGHEYFHNWTG
NRVTCRDWFQLSLKEGLTVFRDQEFSGDRASRAVRRIENIRLLRQHQFPE
DAGPTAHPVRPASYEEMNNFYTMTVYEKGAEVVRMYHTLLGEEGFQKGMK
LYFQRHDGQAVTCDDFRAAMADANGINLDQFALWYSQAGTPVLEAEGRLK
NNIFELTVKQTVPPTPDMTDKQPMMIPVKVGLLNRNGEAVAFDYQGKRAT
EAVLLLTEAEQTFLLEGVTEAVVPSLLRGFSAPVHLNYPYSDDDLLLLLA
HDSDAFTRWEAAQTLYRRAVAANLATLSDGVELPKHEKLLAAVEKVISDD
LLDNAFKALLLGVPSEAELWDGAENIDPLRYHQAREALLDTLAVHFLPKW
HELNRQAAKQENQSYEYSPEAAGWRTLRNVCRAFVLRADPAHIETVAEKY
GEMAQNMTHEWGILSAVNGNESDTRNRLLAQFADKFSDDALVMDKYFALV
GSSRRSDTLQQVRTALQHPKFSLENPNKARSLIGSFSRNVPHFHAEDGSG
YRFIADKVIEIDRFNPQVAARLVQAFNLCNKLEPHRKNLVKQALQRIRAQ
EGLSKDVGEIVGKILD

Ligand information

Ligand ID

32R

InChI

InChI=1S/C20H27N2O4P/c21-13-17-8-6-16(7-9-17)12-18(20(23)24)14-27(25,26)19(22)11-10-15-4-2-1-3-5-15/h1-9,18-19H,10-14,21-22H2,(H,23,24)(H,25,26)/t18-,19+/m0/s1

InChIKey

XZFPYKBNMOQQLL-RBUKOAKNSA-N

SMILES

Software	SMILES
ACDLabs 12.01	O=C(O)C(Cc1ccc(cc1)CN)CP(=O)(O)C(N)CCc2ccccc2
OpenEye OEToolkits 1.7.6	c1ccc(cc1)CC[C@H](N)P(=O)(C[C@H](Cc2ccc(cc2)CN)C(=O)O)O
CACTVS 3.385	NCc1ccc(C[CH](C[P](O)(=O)[CH](N)CCc2ccccc2)C(O)=O)cc1
OpenEye OEToolkits 1.7.6	c1ccc(cc1)CCC(N)P(=O)(CC(Cc2ccc(cc2)CN)C(=O)O)O
CACTVS 3.385	NCc1ccc(C[C@@H](C[P](O)(=O)[C@@H](N)CCc2ccccc2)C(O)=O)cc1

Formula

C20 H27 N2 O4 P

Name

(2R)-2-[4-(aminomethyl)benzyl]-3-[(R)-[(1R)-1-amino-3-phenylpropyl](hydroxy)phosphoryl]propanoic acid

PDB chain

4qhp Chain A Residue 902 [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	4qhp Structure-guided, single-point modifications in the phosphinic dipeptide structure yield highly potent and selective inhibitors of neutral aminopeptidases.
Resolution	1.6 Å
Binding residue (original residue number in PDB)	N156 P175 F176 R203 D242 L243 D244
Binding residue (residue number reindexed from 1)	N155 P174 F175 R202 D241 L242 D243
Annotation score	1
Binding affinity	MOAD: Ki=9nM

Enzymatic activity

Catalytic site (original residue number in PDB)	E260 H293 E294 H297 E316 N369 Y377
Catalytic site (residue number reindexed from 1)	E259 H292 E293 H296 E315 N368 Y376
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

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Molecular Function

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Biological Process

External links

PDB	RCSB:4qhp, PDBe:4qhp, PDBj:4qhp
PDBsum	4qhp
PubMed	25192493
UniProt	Q9JYV4

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