TAS1553   Click here for help

GtoPdb Ligand ID: 12113

Synonyms: TAS-1553
Compound class: Synthetic organic
Comment: TAS1553 is a small-molecule inhibitor of the interaction between ribonucleotide reductase R1 and R2 subunits [1]. It binds to the R1 subunit. As a rate-limiting enzyme for dNTP production, ribonucleotide reductase is a molecular target for cancer therapeutics, as its inhibition blocks DNA synthesis and inhibits proliferation of tumour cells. TAS1553 is orally bioavailable.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 156.53
Molecular weight 482.08
XLogP 3.74
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES Clc1ccc(c(c1)C(=O)N)S(=O)(=O)N[C@@H]([C@@H](c1c(F)ccc(c1C)C)C)c1n[nH]c(=O)o1
Isomeric SMILES C[C@@H]([C@H](NS(=O)(=O)c1ccc(Cl)cc1C(=O)N)c1n[nH]c(=O)o1)c1c(C)c(C)ccc1F
InChI InChI=1S/C20H20ClFN4O5S/c1-9-4-6-14(22)16(10(9)2)11(3)17(19-24-25-20(28)31-19)26-32(29,30)15-7-5-12(21)8-13(15)18(23)27/h4-8,11,17,26H,1-3H3,(H2,23,27)(H,25,28)/t11-,17+/m1/s1
InChI Key DUYRWEBTZNUILI-DIFFPNOSSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
5-chloro-2-[[(1S,2R)-2-(6-fluoro-2,3-dimethylphenyl)-1-(2-oxo-3H-1,3,4-oxadiazol-5-yl)propyl]sulfamoyl]benzamide
Synonyms Click here for help
TAS-1553
Database Links Click here for help
BindingDB Ligand 477269
GtoPdb PubChem SID 472319235
PubChem CID 132203319
Search Google for chemical match using the InChIKey DUYRWEBTZNUILI-DIFFPNOSSA-N
Search Google for chemicals with the same backbone DUYRWEBTZNUILI
UniChem Compound Search for chemical match using the InChIKey DUYRWEBTZNUILI-DIFFPNOSSA-N
UniChem Connectivity Search for chemical match using the InChIKey DUYRWEBTZNUILI-DIFFPNOSSA-N