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Also known as: Imp-4297, Senaparib [inn], 1401682-78-7, Imp4297, Mnz4op95cf, 5-fluoro-1-[[4-fluoro-3-(4-pyrimidin-2-ylpiperazine-1-carbonyl)phenyl]methyl]quinazoline-2,4-dione

Molecular Formula

C₂₄H₂₀F₂N₆O₃

Molecular Weight

478.5 g/mol

InChI Key

VBTUJTGLLREMNW-UHFFFAOYSA-N

FDA UNII

MNZ4OP95CF

Senaparib is an orally bioavailable inhibitor of the nuclear enzymes poly (ADP-ribose) polymerase (PARP) 1 and 2, with potential antineoplastic activity. Upon administration, senaparib selectively binds to PARP 1 and 2 and prevents PARP-mediated DNA repair of single-strand DNA breaks via the base-excision repair pathway. This enhances the accumulation of DNA strand breaks and promotes genomic instability and eventually leads to apoptosis. PARP catalyzes post-translational ADP-ribosylation of nuclear proteins that signal and recruit other proteins to repair damaged DNA and is activated by single-strand DNA breaks.

1 2D Structure

Senaparib

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

5-fluoro-1-[[4-fluoro-3-(4-pyrimidin-2-ylpiperazine-1-carbonyl)phenyl]methyl]quinazoline-2,4-dione

2.1.2 InChI

InChI=1S/C24H20F2N6O3/c25-17-6-5-15(14-32-19-4-1-3-18(26)20(19)21(33)29-24(32)35)13-16(17)22(34)30-9-11-31(12-10-30)23-27-7-2-8-28-23/h1-8,13H,9-12,14H2,(H,29,33,35)

2.1.3 InChI Key

VBTUJTGLLREMNW-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CN(CCN1C2=NC=CC=N2)C(=O)C3=C(C=CC(=C3)CN4C5=C(C(=CC=C5)F)C(=O)NC4=O)F

2.2 Other Identifiers

2.2.1 UNII

MNZ4OP95CF

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. Imp-4297

2. Senaparib [inn]

3. 1401682-78-7

4. Imp4297

5. Mnz4op95cf

6. 5-fluoro-1-[[4-fluoro-3-(4-pyrimidin-2-ylpiperazine-1-carbonyl)phenyl]methyl]quinazoline-2,4-dione

7. 2,4(1h,3h)-quinazolinedione, 5-fluoro-1-((4-fluoro-3-((4-(2-pyrimidinyl)-1-piperazinyl)carbonyl)phenyl)methyl)-

8. 5-fluoro-1-((4-fluoro-3-((4-(2-pyrimidinyl)-1-piperazinyl)carbonyl)phenyl)methyl)-2,4(1h,3h)-quinazolinedione

9. Unii-mnz4op95cf

10. Senaparib [who-dd]

11. Chembl4802152

12. Schembl12822522

13. Gtpl11199

14. Hy-137450

15. Cs-0138656

2.4 Create Date

2012-11-30

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₂₀F₂N₆O₃
Molecular Weight	478.5 g/mol
XLogP3	2
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	4
Exact Mass	478.15649485 g/mol
Monoisotopic Mass	478.15649485 g/mol
Topological Polar Surface Area	98.7 Å²
Heavy Atom Count	35
Formal Charge	0
Complexity	804
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