SID49679409

ID: ALA1438889

PubChem CID: 1587127

Max Phase: Preclinical

Molecular Formula: C22H20N2O6S2

Molecular Weight: 472.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C2\SC(=S)N(CCC(=O)Nc3ccc(C(=O)O)cc3)C2=O)cc1OC

Standard InChI:  InChI=1S/C22H20N2O6S2/c1-29-16-8-3-13(11-17(16)30-2)12-18-20(26)24(22(31)32-18)10-9-19(25)23-15-6-4-14(5-7-15)21(27)28/h3-8,11-12H,9-10H2,1-2H3,(H,23,25)(H,27,28)/b18-12-

Standard InChI Key:  SXQHJEJEQMJASD-PDGQHHTCSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   -2.2623    1.2166    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6824    1.5972    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2303   -0.9179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7306    3.2582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9104    3.0857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989   -1.0129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5857   -1.0129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8713   -2.2504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1555    0.2246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0134    0.2246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8498    0.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4018   -0.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0693    1.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0293    0.4159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5444    1.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8700   -0.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3950    2.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8800    1.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4255    2.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2761    0.9971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5844    0.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7610    1.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989   -0.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7279   -0.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1568   -1.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7279   -1.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4423    0.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4423   -1.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1568   -0.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8713   -1.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2457    3.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5748    3.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0
  1 13  1  0
  2 13  2  0
  3 12  2  0
  4 17  1  0
  4 31  1  0
  5 19  1  0
  5 32  1  0
  6 23  2  0
  7 30  2  0
  8 30  1  0
  9 12  1  0
  9 13  1  0
  9 16  1  0
 10 23  1  0
 10 24  1  0
 11 12  1  0
 11 14  2  0
 14 15  1  0
 15 18  1  0
 15 20  2  0
 16 21  1  0
 17 18  2  0
 17 19  1  0
 19 22  2  0
 20 22  1  0
 21 23  1  0
 24 26  2  0
 24 27  1  0
 25 28  2  0
 25 29  1  0
 25 30  1  0
 26 28  1  0
 27 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1438889

   4-[3-[(5Z)-5-[(3,4-dimethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoylamino]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: 472.54

Molecular Weight (Monoisotopic): 472.0763

AlogP: 3.63

#Rotatable Bonds: 8

Polar Surface Area: 105.17

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.16

CX Basic pKa: ┄

CX LogP: 3.46

CX LogD: 0.40

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -1.50

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays