SID26658451

ID: ALA3198807

PubChem CID: 6891043

Max Phase: Preclinical

Molecular Formula: C24H23N3O7S

Molecular Weight: 497.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N(CC(=O)N/N=C/c2ccccc2C(=O)O)c2ccccc2OC)cc1

Standard InChI:  InChI=1S/C24H23N3O7S/c1-33-18-11-13-19(14-12-18)35(31,32)27(21-9-5-6-10-22(21)34-2)16-23(28)26-25-15-17-7-3-4-8-20(17)24(29)30/h3-15H,16H2,1-2H3,(H,26,28)(H,29,30)/b25-15+

Standard InChI Key:  FCEXQKOHNFCCEF-MFKUBSTISA-N

Molfile:  

     RDKit          2D

 35 37  0  0  1  0  0  0  0  0999 V2000
   -2.5988    1.5004    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6378    0.9001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6383    2.0999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5960    6.0066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0346    5.7527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1398   10.3639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1060    8.5609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5998    3.0012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2002    6.0029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2012    7.5037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3003    3.7520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2986    5.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995    3.7516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0019    3.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9005    5.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0012    6.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2979    3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2994    5.2494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5019    9.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7999   10.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5009    8.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5930    7.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1022    9.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2018   10.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7978   12.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1997   12.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4977   12.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956   -2.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  2  0
  1  9  1  0
  1 13  1  0
  4 14  1  0
  4 29  1  0
  5 21  1  0
  5 35  1  0
  6 19  2  0
  7 30  2  0
  8 30  1  0
  9 12  1  0
  9 15  1  0
 10 11  1  0
 10 19  1  0
 11 28  2  0
 12 14  1  0
 12 18  2  0
 13 16  2  0
 13 17  1  0
 14 20  2  0
 15 19  1  0
 16 22  1  0
 17 23  2  0
 18 24  1  0
 20 25  1  0
 21 22  2  0
 21 23  1  0
 24 25  2  0
 26 27  1  0
 26 28  1  0
 26 31  2  0
 27 30  1  0
 27 32  2  0
 31 33  1  0
 32 34  1  0
 33 34  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3198807

   2-{(E)-[2-({(2-methoxyphenyl)[(4-methoxyphenyl)sulfonyl]amino}acetyl)hydrazinylidene]methyl}benzoic acid (non-preferred name)

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: 497.53

Molecular Weight (Monoisotopic): 497.1257

AlogP: 2.75

#Rotatable Bonds: 10

Polar Surface Area: 134.60

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.47

CX Basic pKa: 0.59

CX LogP: 2.84

CX LogD: -0.55

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.32

Np Likeness Score: -1.58

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays