SID24823721

ID: ALA3210264

PubChem CID: 9580224

Max Phase: Preclinical

Molecular Formula: C20H17N3O3

Molecular Weight: 347.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CNc1ccc2ccccc2c1)N/N=C/c1ccc(C(=O)O)cc1

Standard InChI:  InChI=1S/C20H17N3O3/c24-19(23-22-12-14-5-7-16(8-6-14)20(25)26)13-21-18-10-9-15-3-1-2-4-17(15)11-18/h1-12,21H,13H2,(H,23,24)(H,25,26)/b22-12+

Standard InChI Key:  ZWXVOKHGRSAQRF-WSDLNYQXSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
  -12.7340    9.9112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6974   11.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2452    3.1579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091    1.5019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2025    5.2568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5006    6.0101    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
    0.0000   -0.7486    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
   -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
   -2.6111   -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
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3943    9.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7964    8.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0952   10.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3946    8.2646    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
   -7.7963    9.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0956    7.5144    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
  -11.6955   10.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9067    3.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2049    3.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4983    7.5109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  2  0
  2 23  1  0
  3 25  2  0
  4  9  1  0
  4 24  1  0
  5  6  1  0
  5 25  1  0
  6 26  2  0
  7  8  1  0
  7 10  2  0
  7 13  1  0
  8 11  2  0
  8 14  1  0
  9 10  1  0
  9 12  2  0
 11 12  1  0
 13 19  2  0
 14 22  2  0
 15 17  2  0
 15 18  1  0
 15 23  1  0
 16 20  2  0
 16 21  1  0
 16 26  1  0
 17 20  1  0
 18 21  2  0
 19 22  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3210264

   4-((E)-{[(2-naphthylamino)acetyl]hydrazono}methyl)benzoic acid

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: 347.37

Molecular Weight (Monoisotopic): 347.1270

AlogP: 3.10

#Rotatable Bonds: 6

Polar Surface Area: 90.79

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.96

CX Basic pKa: 1.98

CX LogP: 2.90

CX LogD: -0.28

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.47

Np Likeness Score: -1.41

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays