Structure of PDB 1r5h Chain A Binding Site BS03

Receptor Information
>1r5h Chain A (length=369) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
KVQTDPPSVPICDLYPNGVFPKGQECEYPPTQDGRTAAWRTTSEEKKALD
QASEEIWNDFREAAEAHRQVRKYVMSWIKPGMTMIEICEKLEDCSRKLIK
ENGLNAGLAFPTGCSLNNCAAHYTPNAGDTTVLQYDDICKIDFGTHISGR
IIDCAFTVTFNPKYDTLLKAVKDATNTGIKCAGIDVRLCDVGEAIQEVME
SYEVEIDGKTYQVKPIRNLNGHSIGQYRIHAGKTVPIIKGGEATRMEEGE
VYAIETFGSTGKGVVHDDMECSHYMKNFDVGHVPIRLPRTKHLLNVINEN
FGTLAFCRRWLDRLGESKYLMALKNLCDLGIVDPYPPLCDIKGSYTAQFE
HTILLRPTCKEVVSRGDDY
Ligand information
Ligand IDAO2
InChIInChI=1S/C17H27N3O2/c1-12-7-9-14(10-8-12)19-20-17(22)16(21)15(18)11-13-5-3-2-4-6-13/h7-10,13,15-16,19,21H,2-6,11,18H2,1H3,(H,20,22)/t15-,16+/m1/s1
InChIKeyIQMLIGOOOFEBAH-CVEARBPZSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.5.0Cc1ccc(cc1)NNC(=O)C(C(CC2CCCCC2)N)O
CACTVS 3.341Cc1ccc(NNC(=O)[CH](O)[CH](N)CC2CCCCC2)cc1
ACDLabs 10.04O=C(NNc1ccc(cc1)C)C(O)C(N)CC2CCCCC2
CACTVS 3.341Cc1ccc(NNC(=O)[C@@H](O)[C@H](N)CC2CCCCC2)cc1
OpenEye OEToolkits 1.5.0Cc1ccc(cc1)NNC(=O)[C@H]([C@@H](CC2CCCCC2)N)O
FormulaC17 H27 N3 O2
NameN'-(2S,3R)-3-AMINO-4-CYCLOHEXYL-2-HYDROXY-BUTANO-N-(4-METHYLPHENYL)HYDRAZIDE
ChEMBLCHEMBL354739
DrugBankDB03086
ZINCZINC000006522559
PDB chain1r5h Chain A Residue 501 [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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PDB1r5h 3-Amino-2-hydroxyamides and related compounds as inhibitors of methionine aminopeptidase-2.
Resolution2.4 Å
Binding residue
(original residue number in PDB)		F219 H231 D251 D262 L328 N329 H331 H339 E364 M384 Y444 E459
Binding residue
(residue number reindexed from 1)		F110 H122 D142 D153 L219 N220 H222 H230 E255 M275 Y335 E350
Annotation score1
Binding affinityMOAD: ic50=0.17uM
PDBbind-CN: -logKd/Ki=6.74,IC50=0.18uM
BindingDB: IC50=170nM
Enzymatic activity
Catalytic site (original residue number in PDB) D251 D262 H331 H339 E364 E459
Catalytic site (residue number reindexed from 1) D142 D153 H222 H230 E255 E350
Enzyme Commision number 3.4.11.18: methionyl aminopeptidase.
Gene Ontology
Molecular Function
GO:0070006 metalloaminopeptidase activity
Biological Process
GO:0006508 proteolysis

View graph for
Molecular Function
View graph for
Biological Process
External links
PDB RCSB:1r5h, PDBe:1r5h, PDBj:1r5h
PDBsum1r5h
PubMed15012983
UniProtP50579|MAP2_HUMAN Methionine aminopeptidase 2 (Gene Name=METAP2)

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