(8R,9S)-5-Fluoro-8-(4-fluorophenyl)-9-(1-methyl-1H-imidazol-2-yl)-8,9-dihydro-2H-pyrido[4,3,2-de]phthalazin-3(7H)-one

ID: ALA3764066

Chembl Id: CHEMBL3764066

PubChem CID: 135924321

Max Phase: Preclinical

Molecular Formula: C20H15F2N5O

Molecular Weight: 379.37

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Cn1ccnc1[C@@H]1c2n[nH]c(=O)c3cc(F)cc(c23)N[C@H]1c1ccc(F)cc1

Standard InChI:  InChI=1S/C20H15F2N5O/c1-27-7-6-23-19(27)16-17(10-2-4-11(21)5-3-10)24-14-9-12(22)8-13-15(14)18(16)25-26-20(13)28/h2-9,16-17,24H,1H3,(H,26,28)/t16-,17-/m0/s1

Standard InChI Key:  LJXPYHXSPQXFKB-IRXDYDNUSA-N

Alternative Forms

  1. Parent:

    ALA3764066

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Associated Targets(Human)

PARP1 Tclin PARP 1, 2 and 3 (151 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LoVo (4724 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PARP1 Tclin Poly [ADP-ribose] polymerase-1 (6206 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 379.37Molecular Weight (Monoisotopic): 379.1245AlogP: 3.23#Rotatable Bonds: 2
Polar Surface Area: 75.60Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 9.48CX Basic pKa: 5.91CX LogP: 2.48CX LogD: 2.46
Aromatic Rings: 4Heavy Atoms: 28QED Weighted: 0.56Np Likeness Score: -1.12

References

1. Wang B, Chu D, Feng Y, Shen Y, Aoyagi-Scharber M, Post LE..  (2016)  Discovery and Characterization of (8S,9R)-5-Fluoro-8-(4-fluorophenyl)-9-(1-methyl-1H-1,2,4-triazol-5-yl)-2,7,8,9-tetrahydro-3H-pyrido[4,3,2-de]phthalazin-3-one (BMN 673, Talazoparib), a Novel, Highly Potent, and Orally Efficacious Poly(ADP-ribose) Polymerase-1/2 Inhibitor, as an Anticancer Agent.,  59  (1): [PMID:26652717] [10.1021/acs.jmedchem.5b01498]

Source