2-(4-Methoxy-phenyl)-1H-benzoimidazole-4-carboxylic acid amide

ID: ALA131820

Chembl Id: CHEMBL131820

Cas Number: 181135-48-8

PubChem CID: 10423087

Max Phase: Preclinical

Molecular Formula: C15H13N3O2

Molecular Weight: 267.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nc3c(C(N)=O)cccc3[nH]2)cc1

Standard InChI:  InChI=1S/C15H13N3O2/c1-20-10-7-5-9(6-8-10)15-17-12-4-2-3-11(14(16)19)13(12)18-15/h2-8H,1H3,(H2,16,19)(H,17,18)

Standard InChI Key:  MKRGNKRNZLHINT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA131820

   2-(4-methoxyphenyl)-1H-1,3-benzodiazole-4-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: 267.29

Molecular Weight (Monoisotopic): 267.1008

AlogP: 2.34

#Rotatable Bonds: 3

Polar Surface Area: 81.00

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.44

CX Basic pKa: 4.19

CX LogP: 1.98

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.76

Np Likeness Score: -0.72

References

1. White AW, Almassy R, Calvert AH, Curtin NJ, Griffin RJ, Hostomsky Z, Maegley K, Newell DR, Srinivasan S, Golding BT..  (2000)  Resistance-modifying agents. 9. Synthesis and biological properties of benzimidazole inhibitors of the DNA repair enzyme poly(ADP-ribose) polymerase.,  43  (22): [PMID:11063605] [10.1021/jm000950v]

2. Moree WJ, Goldman P, Demaggio AJ, Christenson E, Herendeen D, Eksterowicz J, Kesicki EA, McElligott DL, Beaton G..  (2008)  Identification of ring-fused pyrazolo pyridin-2-ones as novel poly(ADP-ribose)polymerase-1 inhibitors.,  18  (18): [PMID:18713665] [10.1016/j.bmcl.2008.07.091]

3. Abdullah I, Chee CF, Lee YK, Thunuguntla SS, Satish Reddy K, Nellore K, Antony T, Verma J, Mun KW, Othman S, Subramanya H, Rahman NA..  (2015)  Benzimidazole derivatives as potential dual inhibitors for PARP-1 and DHODH.,  23  (15): [PMID:26088338] [10.1016/j.bmc.2015.05.051]

4. Sharma S, Kumar D, Singh G, Monga V, Kumar B..  (2020)  Recent advancements in the development of heterocyclic anti-inflammatory agents.,  200  [PMID:32485533] [10.1016/j.ejmech.2020.112438]

Source

Source(1):

• Scientific Literature