PRN1371   Click here for help

GtoPdb Ligand ID: 9788

Synonyms: compound 34 [PMID: 28665128] | PRN-1371
Compound class: Synthetic organic
Comment: PRN1371 is an irreversible (covalent) and potent FGFR inhibitor that is being developed for antineoplastic potential [1]. It is highly selective for FGFR1-4 compared to other kinase enzymes.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 101.82
Molecular weight 560.17
XLogP 4.05
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES C=CC(=O)N1CCN(CC1)CCCn1c2nc(NC)ncc2cc(c1=O)c1c(Cl)c(OC)cc(c1Cl)OC
Isomeric SMILES C=CC(=O)N1CCN(CC1)CCCn1c2nc(NC)ncc2cc(c1=O)c1c(Cl)c(OC)cc(c1Cl)OC
InChI InChI=1S/C26H30Cl2N6O4/c1-5-20(35)33-11-9-32(10-12-33)7-6-8-34-24-16(15-30-26(29-2)31-24)13-17(25(34)36)21-22(27)18(37-3)14-19(38-4)23(21)28/h5,13-15H,1,6-12H2,2-4H3,(H,29,30,31)
InChI Key PUIXMSRTTHLNKI-UHFFFAOYSA-N
References
1. Brameld KA, Owens TD, Verner E, Venetsanakos E, Bradshaw JM, Phan VT, Tam D, Leung K, Shu J, LaStant J et al.. (2017)
Discovery of the Irreversible Covalent FGFR Inhibitor 8-(3-(4-Acryloylpiperazin-1-yl)propyl)-6-(2,6-dichloro-3,5-dimethoxyphenyl)-2-(methylamino)pyrido[2,3-d]pyrimidin-7(8H)-one (PRN1371) for the Treatment of Solid Tumors.
J Med Chem, 60 (15): 6516-6527. [PMID:28665128]