4-Nitro-2-(4-pyridyl)-1H-benzimidazole

ID: ALA4646744

PubChem CID: 10331848

Max Phase: Preclinical

Molecular Formula: C12H8N4O2

Molecular Weight: 240.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cccc2[nH]c(-c3ccncc3)nc12

Standard InChI:  InChI=1S/C12H8N4O2/c17-16(18)10-3-1-2-9-11(10)15-12(14-9)8-4-6-13-7-5-8/h1-7H,(H,14,15)

Standard InChI Key:  CMACQEDRXGKRBA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   12.0418  -20.8631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0407  -21.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7487  -22.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7469  -20.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4556  -20.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4558  -21.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2345  -21.9309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7155  -21.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2341  -20.6064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5327  -21.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9378  -21.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7542  -21.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1634  -21.2702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7501  -20.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9350  -20.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7404  -19.6329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4469  -19.2222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0314  -19.2264    0.0000 O   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
 16 17  1  0
 16 18  2  0
  4 16  1  0
M  CHG  2  16   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4646744

   4-nitro-2-pyridin-4-yl-1H-benzimidazole

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: 240.22

Molecular Weight (Monoisotopic): 240.0647

AlogP: 2.53

#Rotatable Bonds: 2

Polar Surface Area: 84.71

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.56

CX Basic pKa: 4.12

CX LogP: 2.01

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.55

Np Likeness Score: -1.37

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