SID16953552

ID: ALA3189714

PubChem CID: 11834470

Max Phase: Preclinical

Molecular Formula: C21H16N2O3S2

Molecular Weight: 408.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1NC1=C/C(=N\S(=O)(=O)c2cccs2)c2ccccc2C1=O

Standard InChI:  InChI=1S/C21H16N2O3S2/c1-14-7-2-5-10-17(14)22-19-13-18(15-8-3-4-9-16(15)21(19)24)23-28(25,26)20-11-6-12-27-20/h2-13,22H,1H3/b23-18+

Standard InChI Key:  DBVTXTMIOWGNNH-PTGBLXJZSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   -2.5870   -3.7544    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3643   -6.1102    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2928    2.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6288   -3.1588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5923   -2.5544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2907   -2.9981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122    1.4966    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
    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
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5812   -5.2552    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
   -5.2109    0.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7914   -6.1197    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
   -6.5125    1.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223   -7.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3223   -7.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2061   -0.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8091    0.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5027   -1.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8042   -0.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5165    2.6901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0
  1  5  2  0
  1  6  1  0
  1 14  1  0
  2 14  1  0
  2 22  1  0
  3 11  2  0
  6  9  2  0
  7 12  1  0
  7 17  1  0
  8  9  1  0
  8 10  1  0
  8 15  2  0
  9 13  1  0
 10 11  1  0
 10 16  2  0
 11 12  1  0
 12 13  2  0
 14 18  2  0
 15 19  1  0
 16 20  1  0
 17 21  1  0
 17 24  2  0
 18 23  1  0
 19 20  2  0
 21 25  2  0
 21 28  1  0
 22 23  2  0
 24 26  1  0
 25 27  1  0
 26 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3189714

   (NE)-N-[4-keto-3-(o-toluidino)-1-naphthylidene]thiophene-2-sulfonamide

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: 408.50

Molecular Weight (Monoisotopic): 408.0602

AlogP: 4.43

#Rotatable Bonds: 4

Polar Surface Area: 75.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.92

CX Basic pKa: ┄

CX LogP: 4.03

CX LogD: 4.03

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.69

Np Likeness Score: -1.34

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays