SID49667091

ID: ALA1492211

PubChem CID: 1602029

Max Phase: Preclinical

Molecular Formula: C18H14N2O5S2

Molecular Weight: 402.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C2\SC(=S)N(NC(=O)c3cccc(O)c3)C2=O)ccc1O

Standard InChI:  InChI=1S/C18H14N2O5S2/c1-25-14-7-10(5-6-13(14)22)8-15-17(24)20(18(26)27-15)19-16(23)11-3-2-4-12(21)9-11/h2-9,21-22H,1H3,(H,19,23)/b15-8-

Standard InChI Key:  MBRBCOYLYGSXNW-NVNXTCNLSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   -0.1212    3.0650    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7886    4.3750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6860    1.6130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6822    1.9610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4209    3.2928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3908    1.9579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6492    2.1738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560    3.0650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2407    3.3200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2011    2.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3761    2.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7886    3.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1088    1.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9293    1.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8537    2.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6384    3.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2649    2.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0853    2.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4142    1.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5703    1.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2347    1.1180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2515    2.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8099    3.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0361    2.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5945    4.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2076    3.5328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2414    3.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0
  1 12  1  0
  2 12  2  0
  3 10  2  0
  4 15  2  0
  5 18  1  0
  5 27  1  0
  6 20  1  0
  7 24  1  0
  8  9  1  0
  8 10  1  0
  8 12  1  0
  9 15  1  0
 10 11  1  0
 11 13  2  0
 13 14  1  0
 14 17  1  0
 14 19  2  0
 15 16  1  0
 16 22  1  0
 16 23  2  0
 17 18  2  0
 18 20  1  0
 19 21  1  0
 20 21  2  0
 22 24  2  0
 23 25  1  0
 24 26  1  0
 25 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1492211

   (Z)-3-hydroxy-N-(5-(4-hydroxy-3-methoxybenzylidene)-4-oxo-2-thioxothiazolidin-3-yl)benzamide

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: 402.45

Molecular Weight (Monoisotopic): 402.0344

AlogP: 2.65

#Rotatable Bonds: 4

Polar Surface Area: 99.10

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.59

CX Basic pKa: ┄

CX LogP: 3.24

CX LogD: 3.21

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: -1.03

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays