Structure of PDB 1r58 Chain A Binding Site BS03

Receptor Information
>1r58 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 IDAO5
InChIInChI=1S/C15H22ClN3O3S/c1-9(2)23-7-6-12(17)13(20)15(22)19-18-14(21)10-4-3-5-11(16)8-10/h3-5,8-9,12-13,20H,6-7,17H2,1-2H3,(H,18,21)(H,19,22)/t12-,13+/m1/s1
InChIKeyBYBVYIPUGPZRSX-OLZOCXBDSA-N
SMILES
SoftwareSMILES
CACTVS 3.341CC(C)SCC[C@@H](N)[C@H](O)C(=O)NNC(=O)c1cccc(Cl)c1
OpenEye OEToolkits 1.5.0CC(C)SCC[C@H]([C@@H](C(=O)NNC(=O)c1cccc(c1)Cl)O)N
OpenEye OEToolkits 1.5.0CC(C)SCCC(C(C(=O)NNC(=O)c1cccc(c1)Cl)O)N
CACTVS 3.341CC(C)SCC[CH](N)[CH](O)C(=O)NNC(=O)c1cccc(Cl)c1
ACDLabs 10.04O=C(c1cc(Cl)ccc1)NNC(=O)C(O)C(N)CCSC(C)C
FormulaC15 H22 Cl N3 O3 S
NameN'-((2S,3R)-3-AMINO-2-HYDROXY-5-(ISOPROPYLSULFANYL)PENTANOYL)-N-3-CHLOROBENZOYL HYDRAZIDE
ChEMBLCHEMBL352764
DrugBankDB07377
ZINCZINC000001909912
PDB chain1r58 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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PDB1r58 3-Amino-2-hydroxyamides and related compounds as inhibitors of methionine aminopeptidase-2.
Resolution1.9 Å
Binding residue
(original residue number in PDB)		F219 H231 D251 D262 H331 H339 E364 M384 A414 Y444 E459
Binding residue
(residue number reindexed from 1)		F110 H122 D142 D153 H222 H230 E255 M275 A305 Y335 E350
Annotation score1
Binding affinityPDBbind-CN: -logKd/Ki=6.96,IC50=0.11uM
BindingDB: IC50=110nM
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

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Molecular Function
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Biological Process
External links
PDB RCSB:1r58, PDBe:1r58, PDBj:1r58
PDBsum1r58
PubMed15012983
UniProtP50579|MAP2_HUMAN Methionine aminopeptidase 2 (Gene Name=METAP2)

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