5-nitro-N-(quinolin-2-yl)nicotinamide

ID: ALA4095322

PubChem CID: 137652656

Max Phase: Preclinical

Molecular Formula: C15H10N4O3

Molecular Weight: 294.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc2ccccc2n1)c1cncc([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C15H10N4O3/c20-15(11-7-12(19(21)22)9-16-8-11)18-14-6-5-10-3-1-2-4-13(10)17-14/h1-9H,(H,17,18,20)

Standard InChI Key:  NOCQSSKMZXDVJI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    4.2166   -8.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2155   -9.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9235   -9.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6332   -9.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6303   -8.2797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9217   -7.8744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3415   -9.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3428  -10.3270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0486   -9.1002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7569   -9.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7536  -10.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4611  -10.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4571   -9.0958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1652   -9.4995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1681  -10.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8794  -10.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5881  -10.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5812   -9.4889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8695   -9.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5074   -9.5109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8000   -9.1017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5068  -10.3281    0.0000 O   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
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 15  2  0
 14 13  2  0
 13 10  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  2 20  1  0
 20 21  2  0
 20 22  1  0
M  CHG  2  20   1  22  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4095322

   ---

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: 294.27

Molecular Weight (Monoisotopic): 294.0753

AlogP: 2.79

#Rotatable Bonds: 3

Polar Surface Area: 98.02

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.65

CX Basic pKa: 2.09

CX LogP: 2.54

CX LogD: 2.54

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.59

Np Likeness Score: -1.78

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