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

ID: ALA3763822

Chembl Id: CHEMBL3763822

PubChem CID: 136385195

Max Phase: Preclinical

Molecular Formula: C20H16FN5O

Molecular Weight: 361.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1ccnc1[C@H]1c2n[nH]c(=O)c3cccc(c23)N[C@@H]1c1ccc(F)cc1

Standard InChI:  InChI=1S/C20H16FN5O/c1-26-10-9-22-19(26)16-17(11-5-7-12(21)8-6-11)23-14-4-2-3-13-15(14)18(16)24-25-20(13)27/h2-10,16-17,23H,1H3,(H,25,27)/t16-,17-/m1/s1

Standard InChI Key:  SOMLCVOFFCJGNU-IAGOWNOFSA-N

Alternative Forms

1. Parent:

   

   ALA3763822

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 361.38

Molecular Weight (Monoisotopic): 361.1339

AlogP: 3.09

#Rotatable Bonds: 2

Polar Surface Area: 75.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.04

CX Basic pKa: 5.91

CX LogP: 2.33

CX LogD: 2.32

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -1.11

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

Source(1):

• Scientific Literature