Structure of PDB 6i6z Chain B Binding Site BS01

Receptor Information

>6i6z Chain B (length=307) Species: 9606 (Homo sapiens)

RSTDTFNYATYHTLEEIYDFLDLLVAENPHLVSKIQIGNTYEGRPIYVLK
FSTGGSKRPAIWIDTGIHSREWVTQASGVWFAKKITQDYGQDAAFTAILD
TLDIFLEIVTNPDGFAFTHSTNRMWRKTRSHTAGSLCIGVDPNRNWDAGF
GLSGASSNPCSETYHGKFANSEVEVKSIVDFVKDHGNIKAFISIHSYSQL
LMYPYGYKTEPVPDQDELDQLSKAAVTALASLYGTKFNYGSIIKAIYQAS
GSTIDWTYSQGIKYSFTFELRDTGRYGFLLPASQIIPTAKETWLALLTIM
EHTLNHP

Ligand information

• Ligand ID: TJE
• InChI: InChI=1S/C24H31N2O7P/c1-16(27)25-22(14-19-9-12-21(28)13-10-19)23(29)26-17(2)34(32,33)15-20(24(30)31)11-8-18-6-4-3-5-7-18/h3-7,9-10,12-13,17,20,22,28H,8,11,14-15H2,1-2H3,(H,25,27)(H,26,29)(H,30,31)(H,32,33)/t17-,20-,22+/m1/s1
• InChIKey: WUDUKXMVLMXYCW-ZNLUXHQJSA-N
• SMILES:
  OpenEye OEToolkits 1.7.6: C[C@H](NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)C)P(=O)(C[C@@H](CCc2ccccc2)C(=O)O)O
  CACTVS 3.385: C[CH](NC(=O)[CH](Cc1ccc(O)cc1)NC(C)=O)[P](O)(=O)C[CH](CCc2ccccc2)C(O)=O
  OpenEye OEToolkits 1.7.6: CC(NC(=O)C(Cc1ccc(cc1)O)NC(=O)C)P(=O)(CC(CCc2ccccc2)C(=O)O)O
  CACTVS 3.385: C[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(C)=O)[P](O)(=O)C[C@@H](CCc2ccccc2)C(O)=O
  ACDLabs 12.01: O=C(O)C(CCc1ccccc1)CP(=O)(O)C(NC(=O)C(NC(=O)C)Cc2ccc(O)cc2)C
• Formula: C24 H31 N2 O7 P
• Name: (2S)-2-{[(S)-{(1R)-1-[(N-acetyl-L-tyrosyl)amino]ethyl}(hydroxy)phosphoryl]methyl}-4-phenylbutanoic acid;
  Acetyl-Tyr-Ala-Y(PO2CH2)-homoPhe-OH
• ChEMBL: CHEMBL4483485
• ZINC: ZINC000263621198
• PDB chain: 6i6z Chain B Residue 501

Receptor-Ligand Complex Structure

Structure summary

• PDB: 6i6z Synthesis and Structural/Functional Characterization of Selective M14 Metallocarboxypeptidase Inhibitors Based on Phosphinic Pseudopeptide Scaffold: Implications on the Design of Specific Optical Probes.
• Resolution: 1.72 Å
• Binding residue (original residue number in PDB): H179 R181 R237 N254 R255 H306 Y308 I353 Y358 T378 E380
• Binding residue (residue number reindexed from 1): H68 R70 R126 N143 R144 H195 Y197 I242 Y247 T267 E269
• Annotation score: 1
• Binding affinity: BindingDB: Ki=0.530000nM

Enzymatic activity

• Catalytic site (original residue number in PDB): H179 E182 R237 H306 E380
• Catalytic site (residue number reindexed from 1): H68 E71 R126 H195 E269
• Enzyme Commision number: 3.4.17.1: carboxypeptidase A.

Gene Ontology

Molecular Function

• GO:0004181 metallocarboxypeptidase activity
• GO:0008270 zinc ion binding

Biological Process

• GO:0006508 proteolysis

External links

• PDB: RCSB:6i6z, PDBe:6i6z, PDBj:6i6z
• PDBsum: 6i6z
• PubMed: 30688452
• UniProt: P15085|CBPA1_HUMAN Carboxypeptidase A1 (Gene Name=CPA1)