2-(2-Methoxy-4-pyridyl)-1H-benzimidazole-4-carboxamide

ID: ALA4645636

PubChem CID: 156019494

Max Phase: Preclinical

Molecular Formula: C14H12N4O2

Molecular Weight: 268.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(-c2nc3c(C(N)=O)cccc3[nH]2)ccn1

Standard InChI:  InChI=1S/C14H12N4O2/c1-20-11-7-8(5-6-16-11)14-17-10-4-2-3-9(13(15)19)12(10)18-14/h2-7H,1H3,(H2,15,19)(H,17,18)

Standard InChI Key:  RVDXXLOGIBGQMO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    3.0238  -13.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0227  -13.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7307  -14.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7290  -12.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4376  -13.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4378  -13.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2165  -14.2377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6975  -13.5753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2161  -12.9132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5147  -13.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9198  -14.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7362  -14.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1454  -13.5770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7321  -12.8671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9170  -12.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7265  -11.9439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330  -11.5332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0176  -11.5374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1380  -12.1578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9551  -12.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  4 16  1  0
 16 17  1  0
 16 18  2  0
 14 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4645636

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 268.28

Molecular Weight (Monoisotopic): 268.0960

AlogP: 1.73

#Rotatable Bonds: 3

Polar Surface Area: 93.89

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.24

CX Basic pKa: 4.01

CX LogP: 1.35

CX LogD: 1.35

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.76

Np Likeness Score: -1.06

References

1. Scott F, Fala AM, Pennicott LE, Reuillon TD, Massirer KB, Elkins JM, Ward SE..  (2020)  Development of 2-(4-pyridyl)-benzimidazoles as PKN2 chemical tools to probe cancer.,  30  (8): [PMID:32085971] [10.1016/j.bmcl.2020.127040]

Source

Source(1):

• Scientific Literature