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Receptor Information

>1q6s Chain B (length=289) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

KLEFMEMEKEFEQIDKSGSWAAIYQDIRHEASDFPCRVAKLPKNKNRNRY
RDVSPFDHSRIKLHQEDNDYINASLIKMEEAQRSYILTQGPLPNTCGHFW
EMVWEQKSRGVVMLNRVMEKGSLKCAQYWPQKEEKEMIFEDTNLKLTLIS
EDIKSYYTVRQLELENLTTQETREILHFHYTTWPDFGVPESPASFLNFLF
KVRESGSLSPEHGPVVVHCSAGIGRSGTFCLADTCLLLMDKRKDPSSVDI
KKVLLEMRKFRMGLIQTADQLRFSYLAVIEGAKFIMGDS

Ligand ID

214

InChI

InChI=1S/C38H32F2N4O6P2/c1-25-11-16-29-21-30(22-35(36(29)41-25)51(45,46)47)28-17-12-26(13-18-28)23-37(31-7-3-2-4-8-31,44-34-10-6-5-9-33(34)42-43-44)24-27-14-19-32(20-15-27)38(39,40)52(48,49)50/h2-22H,23-24H2,1H3,(H2,45,46,47)(H2,48,49,50)/t37-/m1/s1

InChIKey

SZXQFEXBARNEFM-DIPNUNPCSA-N

SMILES

Software	SMILES
OpenEye OEToolkits 1.5.0	Cc1ccc2cc(cc(c2n1)P(=O)(O)O)c3ccc(cc3)CC(Cc4ccc(cc4)C(F)(F)P(=O)(O)O)(c5ccccc5)n6c7ccccc7nn6
OpenEye OEToolkits 1.5.0	Cc1ccc2cc(cc(c2n1)P(=O)(O)O)c3ccc(cc3)C[C@@](Cc4ccc(cc4)C(F)(F)P(=O)(O)O)(c5ccccc5)n6c7ccccc7nn6
CACTVS 3.341	Cc1ccc2cc(cc(c2n1)[P](O)(O)=O)c3ccc(C[C](Cc4ccc(cc4)C(F)(F)[P](O)(O)=O)(n5nnc6ccccc56)c7ccccc7)cc3
CACTVS 3.341	Cc1ccc2cc(cc(c2n1)[P](O)(O)=O)c3ccc(C[C@](Cc4ccc(cc4)C(F)(F)[P](O)(O)=O)(n5nnc6ccccc56)c7ccccc7)cc3
ACDLabs 10.04	O=P(O)(O)c1c7nc(ccc7cc(c1)c2ccc(cc2)CC(c3ccccc3)(n5nnc4ccccc45)Cc6ccc(cc6)C(F)(F)P(=O)(O)O)C

Formula

C38 H32 F2 N4 O6 P2

Name

6-[4-((2R)-2-(1H-1,2,3-BENZOTRIAZOL-1-YL)-3-{4-[DIFLUORO(PHOSPHONO)METHYL]PHENYL}-2-PHENYLPROPYL)PHENYL]-2-METHYLQUINOLIN-8-YLPHOSPHONIC ACID

PDB chain

1q6s Chain B Residue 1301 [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	1q6s The Structural Basis for the Selectivity of Benzotriazole Inhibitors of Ptp1B
Resolution	2.2 Å
Binding residue (original residue number in PDB)	R1024 D1029 Y1046 R1047 D1048 L1119 F1182 C1215 S1216 A1217 I1219 G1220 R1221 R1254 M1258 Q1262
Binding residue (residue number reindexed from 1)	R28 D33 Y50 R51 D52 L123 F186 C219 S220 A221 I223 G224 R225 R258 M262 Q266
Annotation score	1
Binding affinity	MOAD: ic50=12nM BindingDB: IC50=220nM

Catalytic site (original residue number in PDB)	D1181 C1215 R1221 S1222 Q1262
Catalytic site (residue number reindexed from 1)	D185 C219 R225 S226 Q266
Enzyme Commision number	3.1.3.48: protein-tyrosine-phosphatase.

	Molecular Function
GO:0004725	protein tyrosine phosphatase activity

	Biological Process
GO:0006470	protein dephosphorylation
GO:0016311	dephosphorylation

PDB	RCSB:1q6s, PDBe:1q6s, PDBj:1q6s
PDBsum	1q6s
PubMed	14516196
UniProt	P18031\|PTN1_HUMAN Tyrosine-protein phosphatase non-receptor type 1 (Gene Name=PTPN1)

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Structure of PDB 1q6s Chain B Binding Site BS02