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.
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2D Structure
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Physico-chemical Properties
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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
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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
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Molecular structure representations generated using Open Babel