compound 27 [PMID: 36449304]   Click here for help

GtoPdb Ligand ID: 12314

Synonyms: inhibitor T35
PDB Ligand
Compound class: Synthetic organic
Comment: This compound is a first-in-class inhibitor of the cytidine 5'-triphosphate synthetases, CTPS1 and -2 [1], that are key enzymes that mediate the final step in de novo cytidine biosynthesis. Rapidly proliferating cancer cells are sensitive to reduced availability of pyrimidines, so the development of small molecule inhibitors of critical steps in the de novo synthesis pathway are the focus of active drug development programmes. CTPS1-selective inhibitors are proposed for anti-inflammatory activity, as CTPS1 is the isoform that is predominantly responsible for CTP synthesis in activated lymphocytes. Compound 27 is potent, and orally bioavailable, and it provides a chemotype for non-nucleotide CTPS inhibitors for the design of agents with improved CTPS1-selectivity.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 163.45
Molecular weight 512.09
XLogP 2.2
No. Lipinski's rules broken 0
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Canonical SMILES O=C(C(c1csc(n1)NS(=O)(=O)C1CC1)(C)C)Nc1ccc(cn1)c1cncc(n1)C(F)(F)F
Isomeric SMILES CC(C)(C(=O)Nc1ccc(cn1)c1cncc(n1)C(F)(F)F)c1csc(n1)NS(=O)(=O)C1CC1
InChI InChI=1S/C20H19F3N6O3S2/c1-19(2,15-10-33-18(27-15)29-34(31,32)12-4-5-12)17(30)28-16-6-3-11(7-25-16)13-8-24-9-14(26-13)20(21,22)23/h3,6-10,12H,4-5H2,1-2H3,(H,27,29)(H,25,28,30)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
inhibitor T35
Database Links Click here for help
GtoPdb PubChem SID 479821105
PubChem CID 138674003
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