Also known as: Prn1371, 1802929-43-6, Prn-1371, S3ope9ia3q, 6-(2,6-dichloro-3,5-dimethoxyphenyl)-2-(methylamino)-8-[3-(4-prop-2-enoylpiperazin-1-yl)propyl]pyrido[2,3-d]pyrimidin-7-one, Unii-s3ope9ia3q

Molecular Formula

C₂₆H₃₀Cl₂N₆O₄

Molecular Weight

561.5 g/mol

InChI Key

PUIXMSRTTHLNKI-UHFFFAOYSA-N

FDA UNII

S3OPE9IA3Q

pan FGFR Inhibitor PRN1371 is a highly specific covalent inhibitor of human fibroblast growth factor receptor types 1, 2, 3 and 4 (FGFR1-4) with potential antiangiogenic and antineoplastic activities. FGFR1-4 tyrosine kinase inhibitor PRN1371 specifically binds to a conserved cysteine residue in the glycine-rich loop in FGFRs and inhibits their tyrosine kinase activity, which may result in the inhibition of both tumor angiogenesis and tumor cell proliferation, and the induction of tumor cell death. FGFRs are a family of receptor tyrosine kinases, which may be upregulated in various tumor cell types and may be involved in tumor cell differentiation, proliferation and survival, and in tumor angiogenesis. This agent potently inhibits FGFR1-4 but does not inhibit other tyrosine kinases, even those that share the conserved cysteine, which may improve therapeutic responses and decrease toxicity when compared with less selective inhibitors.

1 2D Structure

2D Structure

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

6-(2,6-dichloro-3,5-dimethoxyphenyl)-2-(methylamino)-8-[3-(4-prop-2-enoylpiperazin-1-yl)propyl]pyrido[2,3-d]pyrimidin-7-one

2.1.2 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)

2.1.3 InChI Key

PUIXMSRTTHLNKI-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CNC1=NC=C2C=C(C(=O)N(C2=N1)CCCN3CCN(CC3)C(=O)C=C)C4=C(C(=CC(=C4Cl)OC)OC)Cl

2.2 Other Identifiers

2.2.1 UNII

S3OPE9IA3Q

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 8-(3-(4-acryloylpiperazin-1-yl)propyl)-6-(2,6-dichloro-3,5-dimethoxyphenyl)-2-(methylamino)pyrido(2,3-d)pyrimidin-7(8h)-one

2. Prn1371

2.3.2 Depositor-Supplied Synonyms

1. Prn1371

2. 1802929-43-6

3. Prn-1371

4. S3ope9ia3q

5. 6-(2,6-dichloro-3,5-dimethoxyphenyl)-2-(methylamino)-8-[3-(4-prop-2-enoylpiperazin-1-yl)propyl]pyrido[2,3-d]pyrimidin-7-one

6. Unii-s3ope9ia3q

7. Gtpl9788

8. Chembl4068509

9. Schembl16993012

10. Us9567334, Example 6

11. Prn 1371 [who-dd]

12. Bdbm286984

13. Bcp20493

14. Ex-a2927

15. Nsc801089

16. S8578

17. Ccg-270053

18. Cs-7485

19. Nsc-801089

20. Compound 34 [pmid: 28665128]

21. Ac-35543

22. Bp179867

23. Hy-101768

24. J3.662.238e

25. C92492

26. A936037

27. Q29213602

28. Pyrido(2,3-d)pyrimidin-7(8h)-one, 6-(2,6-dichloro-3,5-dimethoxyphenyl)-2-(methylamino)-8-(3-(4-(1-oxo-2-propen-1-yl)-1-piperazinyl)propyl)-

2.4 Create Date

2016-02-23

3 Chemical and Physical Properties

Molecular Formula	C₂₆H₃₀Cl₂N₆O₄
Molecular Weight	561.5 g/mol
XLogP3	3.5
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	9
Exact Mass	560.1705588 g/mol
Monoisotopic Mass	560.1705588 g/mol
Topological Polar Surface Area	100 Å²
Heavy Atom Count	38
Formal Charge	0
Complexity	870
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

Prn1371

Prn1371

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