SID17408281

ID: ALA3208842

PubChem CID: 765348

Max Phase: Preclinical

Molecular Formula: C18H16N2O3

Molecular Weight: 308.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc([N+](=O)[O-])cc1/N=C/C1=C(O)c2ccccc2CC1

Standard InChI:  InChI=1S/C18H16N2O3/c1-12-6-9-15(20(22)23)10-17(12)19-11-14-8-7-13-4-2-3-5-16(13)18(14)21/h2-6,9-11,21H,7-8H2,1H3/b19-11+

Standard InChI Key:  YVQWRSIXCPHLGE-YBFXNURJSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -1.2928    2.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8459    5.8453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7676    5.8418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2109    0.7445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8078    5.2434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5121    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8113    0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8110    3.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122    1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5121    2.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1101    2.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1103    1.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8115   -0.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0
  2  5  1  0
  3  5  2  0
  4 10  1  0
  4 15  2  0
  5 13  1  0
  6  7  1  0
  6  9  1  0
  6 17  2  0
  7  8  2  0
  8 12  1  0
  8 15  1  0
  9 14  1  0
  9 18  2  0
 10 11  1  0
 10 16  2  0
 11 20  2  0
 11 23  1  0
 12 14  1  0
 13 16  1  0
 13 19  2  0
 17 21  1  0
 18 22  1  0
 19 20  1  0
 21 22  2  0
M  CHG  2   2  -1   5   1
M  END

Alternative Forms

1. Parent:

   

   ALA3208842

   (2E)-2-[(2-methyl-5-nitroanilino)methylidene]-3,4-dihydronaphthalen-1-one

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: 308.34

Molecular Weight (Monoisotopic): 308.1161

AlogP: 4.52

#Rotatable Bonds: 3

Polar Surface Area: 75.73

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.97

CX Basic pKa: 3.96

CX LogP: 4.28

CX LogD: 4.27

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.51

Np Likeness Score: -0.73

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays