Structure of PDB 2cne Chain A Binding Site BS01

Receptor Information
>2cne Chain A (length=286) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
MHHHHHHEMEKEFEQIDKSGSWAAIYQDIRHEASDFPCRVAKLPKNKNRN
RYRDVSPFDHSRIKLHQEDNDYINASLIKMEEAQRSYILTQGPLPNTCGH
FWEMVWEQKSRGVVMLNRVMEKGSLKCAQYWPQKEEKEMIFEDTNLKLTL
ISEDIKSYYTVRQLELENLTTQETREILHFHYTTWPDFGVPESPASFLNF
LFKVRESGSLSPEHGPVVVHCSAGIGRSGTFCLADTCLLLMDKRKDPSSV
DIKKVLLEMRKFRMGLIQTADQLRFSYLAVIEGAKF
Ligand information
Ligand IDDFJ
InChIInChI=1S/C28H29F4N3O9P2/c29-27(30,45(39,40)41)20-10-6-18(7-11-20)14-22(25(33)37)35-26(38)23(15-17-4-2-1-3-5-17)34-24(36)16-19-8-12-21(13-9-19)28(31,32)46(42,43)44/h1-13,22-23H,14-16H2,(H2,33,37)(H,34,36)(H,35,38)(H2,39,40,41)(H2,42,43,44)/t22-,23-/m0/s1
InChIKeyLGZYIQKUXWAUAL-GOTSBHOMSA-N
SMILES
SoftwareSMILES
CACTVS 3.341NC(=O)[CH](Cc1ccc(cc1)C(F)(F)[P](O)(O)=O)NC(=O)[CH](Cc2ccccc2)NC(=O)Cc3ccc(cc3)C(F)(F)[P](O)(O)=O
OpenEye OEToolkits 1.5.0c1ccc(cc1)CC(C(=O)NC(Cc2ccc(cc2)C(F)(F)P(=O)(O)O)C(=O)N)NC(=O)Cc3ccc(cc3)C(F)(F)P(=O)(O)O
CACTVS 3.341NC(=O)[C@H](Cc1ccc(cc1)C(F)(F)[P](O)(O)=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)Cc3ccc(cc3)C(F)(F)[P](O)(O)=O
OpenEye OEToolkits 1.5.0c1ccc(cc1)C[C@@H](C(=O)N[C@@H](Cc2ccc(cc2)C(F)(F)P(=O)(O)O)C(=O)N)NC(=O)Cc3ccc(cc3)C(F)(F)P(=O)(O)O
ACDLabs 10.04FC(F)(c1ccc(cc1)CC(=O)NC(C(=O)NC(C(=O)N)Cc2ccc(cc2)C(F)(F)P(=O)(O)O)Cc3ccccc3)P(=O)(O)O
FormulaC28 H29 F4 N3 O9 P2
NameN-({4-[DIFLUORO(PHOSPHONO)METHYL]PHENYL}ACETYL)-L-PHENYLALANYL-4-[DIFLUORO(PHOSPHONO)METHYL]-L-PHENYLALANINAMIDE
ChEMBLCHEMBL1232186
DrugBank
ZINCZINC000024718363
PDB chain2cne Chain A Residue 1281 [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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PDB2cne Structural Insights Into the Design of Nonpeptidic Isothiazolidinone-Containing Inhibitors of Protein- Tyrosine Phosphatase 1B.
Resolution1.8 Å
Binding residue
(original residue number in PDB)		K41 Y46 R47 D48 F182 C215 S216 A217 I219 G220 R221 F280
Binding residue
(residue number reindexed from 1)		K47 Y52 R53 D54 F188 C221 S222 A223 I225 G226 R227 F286
Annotation score1
Binding affinityMOAD: ic50=1.7nM
PDBbind-CN: -logKd/Ki=8.77,IC50=1.7nM
BindingDB: Ki=1.7nM
Enzymatic activity
Catalytic site (original residue number in PDB) D181 C215 R221 S222 Q262
Catalytic site (residue number reindexed from 1) D187 C221 R227 S228 Q268
Enzyme Commision number 3.1.3.48: protein-tyrosine-phosphatase.
Gene Ontology
Molecular Function
GO:0004725 protein tyrosine phosphatase activity
Biological Process
GO:0006470 protein dephosphorylation
GO:0016311 dephosphorylation

View graph for
Molecular Function
View graph for
Biological Process
External links
PDB RCSB:2cne, PDBe:2cne, PDBj:2cne
PDBsum2cne
PubMed17028182
UniProtP18031|PTN1_HUMAN Tyrosine-protein phosphatase non-receptor type 1 (Gene Name=PTPN1)

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