4-[3-(1,4-diazepan-1-ylcarbonyl)-4-fluorobenzyl]phthalazin-1(2H)-one

Details

Stereochemistry	ACHIRAL
Molecular Formula	C21H21FN4O2
Molecular Weight	380.4154
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of 4-[3-(1,4-diazepan-1-ylcarbonyl)-4-fluorobenzyl]phthalazin-1(2H)-one

SMILES

FC1=C(C=C(CC2=NNC(=O)C3=C2C=CC=C3)C=C1)C(=O)N4CCCNCC4

InChI

InChIKey=HGEPGGJUGUMFHT-UHFFFAOYSA-N

InChI=1S/C21H21FN4O2/c22-18-7-6-14(12-17(18)21(28)26-10-3-8-23-9-11-26)13-19-15-4-1-2-5-16(15)20(27)25-24-19/h1-2,4-7,12,23H,3,8-11,13H2,(H,25,27)

HIDE SMILES / InChI

Description

KU0058948 is an inhibitor of Poly(ADP-ribose) polymerase (PARP). In addition KU0058948 was shown to activate extracellular signal-regulated kinase 8 (ERK8). It affects viability of leukemia, pancreatic and endometrial cancer cells.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Poly [ADP-ribose] polymerase-1 23	Inhibitor 8,504	3.4 nM [IC50]
Poly [ADP-ribose] polymerase 2 16	Inhibitor 8,504	1.5 nM [IC50]
Poly [ADP-ribose] polymerase 3 4	Inhibitor 8,504	40.0 nM [IC50]
Mitogen-activated protein kinase 15 1	Activator 1,447

Conditions

Condition	Modality	Highest Phase	Product
Leukemia 72	Primary	Basic research	Unknown
Endometrial cancer 44	Primary	Basic research	Unknown
Pancreatic cancer 98	Primary	Basic research	Unknown

PubMed

Show entries

Title	Date	PubMed
Targeting the DNA repair defect in BRCA mutant cells as a therapeutic strategy.	2005 Apr 14	15829967
A high-throughput RNA interference screen for DNA repair determinants of PARP inhibitor sensitivity.	2008 Dec 1	18832051
Inhibitors of poly ADP-ribose polymerase (PARP) induce apoptosis of myeloid leukemic cells: potential for therapy of myeloid leukemia and myelodysplastic syndromes.	2009 May	19407318

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Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

CAPAN-1 cells wereextremely sensitive to treatment with potent PARP inhibitor KU0058948, it had SF50 values (dosage at which 50% of cells survived) in the low nM range (2.6 nM)

Show entries

Name

Type

Language

4-[3-(1,4-diazepan-1-ylcarbonyl)-4-fluorobenzyl]phthalazin-1(2H)-one

Systematic Name

English

KU-0058948

Preferred Name

English

4-((3-(1,4-Diazepan-1-ylcarbonyl)-4-fluoranyl-phenyl)methyl)-2H-phthalazin-1-one

Systematic Name

English

4-[[4-Fluoro-3-[(hexahydro-1H-1,4-diazepin-1-yl)carbonyl]phenyl]methyl]-1(2H)-phthalazinone

Systematic Name

English

1(2H)-Phthalazinone, 4-[[4-fluoro-3-[(hexahydro-1H-1,4-diazepin-1-yl)carbonyl]phenyl]methyl]-

Systematic Name

English

Showing 1 to 5 of 5 entries

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Code System

Code

Type

Description

CAS

763111-49-5

PRIMARY

PUBCHEM

11291932

PRIMARY

FDA UNII

NP74Y62UYL

PRIMARY

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SUBSTANCE RECORD


					NP74Y62UYL

4-[3-(1,4-diazepan-1-ylcarbonyl)-4-fluorobenzyl]phthalazin-1(2H)-one