N-(1H-imidazol-2-yl)-3-nitrobenzamide

ID: ALA4100414

PubChem CID: 60968221

Max Phase: Preclinical

Molecular Formula: C10H8N4O3

Molecular Weight: 232.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ncc[nH]1)c1cccc([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C10H8N4O3/c15-9(13-10-11-4-5-12-10)7-2-1-3-8(6-7)14(16)17/h1-6H,(H2,11,12,13,15)

Standard InChI Key:  SXOYSAUXPPSOPO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   15.5582   -8.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5571   -9.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2651   -9.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9748   -9.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9720   -8.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2633   -8.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6831   -9.8153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6844  -10.6325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8491   -9.8163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1417   -9.4071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8484  -10.6335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3902   -9.4056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0986   -9.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1879  -10.6232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9875  -10.7919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3950  -10.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8472   -9.4772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  1  0
  9 11  2  0
  7 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  1  0
M  CHG  2   9   1  10  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4100414

   N-(1H-imidazol-2-yl)-3-nitrobenzamide

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: 232.20

Molecular Weight (Monoisotopic): 232.0596

AlogP: 1.57

#Rotatable Bonds: 3

Polar Surface Area: 100.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.16

CX Basic pKa: 3.67

CX LogP: 1.57

CX LogD: 1.57

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.62

Np Likeness Score: -1.89

References

1. Siddiqui-Jain A, Hoj JP, Hargiss JB, Hoj TH, Payne CJ, Ritchie CA, Herron SR, Quinn C, Schuler JT, Hansen MDH..  (2017)  Pyridine-pyrimidine amides that prevent HGF-induced epithelial scattering by two distinct mechanisms.,  27  (17): [PMID:28780159] [10.1016/j.bmcl.2017.07.063]

Source

Source(1):

• Scientific Literature