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Receptor Information

>2gg9 Chain A (length=263) Species: 83333 (Escherichia coli K-12) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

AISIKTPEDIEKMRVAGRLAAEVLEMIEPYVKPGVSTGELDRICNDYIVN
EQHAVSACLGYHGYPKSVCISINEVVCHGIPDDAKLLKDGDIVNIDVTVI
KDGFHGDTSKMFIVGKPTIMGERLCRITQESLYLALRMVKPGINLREIGA
AIQKFVEAEGFSVVREYCGHGIGRGFHEEPQVLHYDSRETNVVLKPGMTF
TIEPMVNAGKKEIRTMKDGWTVKTKDRSLSAQYEHTIVVTDNGCEILTLR
KDDTIPAIISHDE

Ligand ID

U16

InChI

InChI=1S/C22H35N3O5/c1-12(2)11-17(22(29)30-6)25-20(27)14(5)24-21(28)19(26)18(23)16-9-7-15(8-10-16)13(3)4/h7-10,12-14,17-19,26H,11,23H2,1-6H3,(H,24,28)(H,25,27)/t14-,17+,18+,19-/m0/s1

InChIKey

WIWZNHHLFMPGGO-PIKADFDJSA-N

SMILES

Software	SMILES
CACTVS 3.341	COC(=O)[CH](CC(C)C)NC(=O)[CH](C)NC(=O)[CH](O)[CH](N)c1ccc(cc1)C(C)C
ACDLabs 10.04	O=C(OC)C(NC(=O)C(NC(=O)C(O)C(N)c1ccc(cc1)C(C)C)C)CC(C)C
OpenEye OEToolkits 1.5.0	CC(C)C[C@H](C(=O)OC)NC(=O)[C@H](C)NC(=O)[C@H]([C@@H](c1ccc(cc1)C(C)C)N)O
CACTVS 3.341	COC(=O)[C@@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@@H](O)[C@H](N)c1ccc(cc1)C(C)C
OpenEye OEToolkits 1.5.0	CC(C)CC(C(=O)OC)NC(=O)C(C)NC(=O)C(C(c1ccc(cc1)C(C)C)N)O

Formula

C22 H35 N3 O5

Name

METHYL N-[(2S,3R)-3-AMINO-2-HYDROXY-3-(4-ISOPROPYLPHENYL)PROPANOYL]-D-ALANYL-D-LEUCINATE;
2-{2-[3-AMINO-2-HYDROXY-3-(4-ISOPROPYL-PHENYL)-PROPIONYLAMINO]-PROPIONYLAMINO}-4-METHYL-PENTANOIC ACID METHYL ESTER

PDB chain

2gg9 Chain A Residue 801 [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	2gg9 Serendipitous discovery of novel bacterial methionine aminopeptidase inhibitors.
Resolution	1.05 Å
Binding residue (original residue number in PDB)	Y62 Y65 C70 H79 D97 D108 Y168 H171 F177 H178 E204 W221 E235
Binding residue (residue number reindexed from 1)	Y61 Y64 C69 H78 D96 D107 Y167 H170 F176 H177 E203 W220 E234
Annotation score	1
Binding affinity	MOAD: ic50=3.5uM PDBbind-CN: -logKd/Ki=5.46,IC50=3.5uM BindingDB: IC50=3500nM

Catalytic site (original residue number in PDB)	H79 D97 D108 H171 R175 H178 Q182 E204 N208 Q233 E235
Catalytic site (residue number reindexed from 1)	H78 D96 D107 H170 R174 H177 Q181 E203 N207 Q232 E234
Enzyme Commision number	3.4.11.18: methionyl aminopeptidase.

	Molecular Function
GO:0004177	aminopeptidase activity
GO:0004239	initiator methionyl aminopeptidase activity
GO:0008198	ferrous iron binding
GO:0008235	metalloexopeptidase activity
GO:0046872	metal ion binding
GO:0046914	transition metal ion binding
GO:0070006	metalloaminopeptidase activity

	Biological Process
GO:0006508	proteolysis

	Cellular Component
GO:0005829	cytosol

PDB	RCSB:2gg9, PDBe:2gg9, PDBj:2gg9
PDBsum	2gg9
PubMed	17120228
UniProt	P0AE18\|MAP1_ECOLI Methionine aminopeptidase (Gene Name=map)

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Structure of PDB 2gg9 Chain A Binding Site BS03