N-(4-hydroxy-3-methylphenyl)-3-nitrobenzamide

ID: ALA4093115

PubChem CID: 3566355

Max Phase: Preclinical

Molecular Formula: C14H12N2O4

Molecular Weight: 272.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(NC(=O)c2cccc([N+](=O)[O-])c2)ccc1O

Standard InChI:  InChI=1S/C14H12N2O4/c1-9-7-11(5-6-13(9)17)15-14(18)10-3-2-4-12(8-10)16(19)20/h2-8,17H,1H3,(H,15,18)

Standard InChI Key:  DPGCGCDYLIBFMT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    4.5014   -1.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5002   -2.8088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2083   -3.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9180   -2.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9151   -1.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2065   -1.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6263   -3.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6276   -4.0330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3334   -2.8061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0417   -3.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0384   -4.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7459   -4.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4539   -4.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4500   -3.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7419   -2.8018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7922   -3.2169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0848   -2.8077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7916   -4.0340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1556   -2.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1628   -4.4334    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 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  2 16  1  0
 16 17  1  0
 16 18  2  0
 14 19  1  0
 13 20  1  0
M  CHG  2  16   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4093115

   Cambridge id 7153926

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: 272.26

Molecular Weight (Monoisotopic): 272.0797

AlogP: 2.86

#Rotatable Bonds: 3

Polar Surface Area: 92.47

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.80

CX Basic pKa: ┄

CX LogP: 3.21

CX LogD: 3.21

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.51

Np Likeness Score: -1.51

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