2-(4-((methylamino)methyl)phenyl)-2H-indazole-7-carboxamide

ID: ALA609862

Chembl Id: CHEMBL609862

PubChem CID: 44549775

Max Phase: Preclinical

Molecular Formula: C16H16N4O

Molecular Weight: 280.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCc1ccc(-n2cc3cccc(C(N)=O)c3n2)cc1

Standard InChI:  InChI=1S/C16H16N4O/c1-18-9-11-5-7-13(8-6-11)20-10-12-3-2-4-14(16(17)21)15(12)19-20/h2-8,10,18H,9H2,1H3,(H2,17,21)

Standard InChI Key:  BNTVUFYBGXHEDO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA609862

   2-(4-((methylamino)methyl)phenyl)-2H-indazole-7-carboxamide

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: 280.33

Molecular Weight (Monoisotopic): 280.1324

AlogP: 1.84

#Rotatable Bonds: 4

Polar Surface Area: 72.94

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.37

CX LogP: 1.84

CX LogD: -0.10

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: -1.11

References

1. Scarpelli R, Boueres JK, Cerretani M, Ferrigno F, Ontoria JM, Rowley M, Schultz-Fademrecht C, Toniatti C, Jones P..  (2010)  Synthesis and biological evaluation of substituted 2-phenyl-2H-indazole-7-carboxamides as potent poly(ADP-ribose) polymerase (PARP) inhibitors.,  20  (2): [PMID:20007017] [10.1016/j.bmcl.2009.11.127]

2. Jones P, Altamura S, Boueres J, Ferrigno F, Fonsi M, Giomini C, Lamartina S, Monteagudo E, Ontoria JM, Orsale MV, Palumbi MC, Pesci S, Roscilli G, Scarpelli R, Schultz-Fademrecht C, Toniatti C, Rowley M..  (2009)  Discovery of 2-{4-[(3S)-piperidin-3-yl]phenyl}-2H-indazole-7-carboxamide (MK-4827): a novel oral poly(ADP-ribose)polymerase (PARP) inhibitor efficacious in BRCA-1 and -2 mutant tumors.,  52  (22): [PMID:19873981] [10.1021/jm901188v]

3. Jones P, Wilcoxen K, Rowley M, Toniatti C..  (2015)  Niraparib: A Poly(ADP-ribose) Polymerase (PARP) Inhibitor for the Treatment of Tumors with Defective Homologous Recombination.,  58  (8): [PMID:25761096] [10.1021/jm5018237]

Source

Source(1):

• Scientific Literature