SID17415245

ID: ALA3211727

PubChem CID: 5729076

Max Phase: Preclinical

Molecular Formula: C19H17N3O5S

Molecular Weight: 399.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=N\N=C2/SC(CC(=O)O)C(=O)N2c2ccc(O)cc2)cc1

Standard InChI:  InChI=1S/C19H17N3O5S/c1-27-15-8-2-12(3-9-15)11-20-21-19-22(13-4-6-14(23)7-5-13)18(26)16(28-19)10-17(24)25/h2-9,11,16,23H,10H2,1H3,(H,24,25)/b20-11-,21-19-

Standard InChI Key:  TUXQJGHLHDZSOD-XZCOXTQUSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  1  0  0  0  0  0999 V2000
   -6.5475   -0.8857    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2915   -4.3953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3157   -7.0209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8422   -0.3382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9415    0.5023    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
   -5.3353   -2.9884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8978   -0.7554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990    0.7455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8027   -3.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1965   -1.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5519   -1.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2147   -3.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0415   -1.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7630   -3.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6398   -5.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7257   -4.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6025   -6.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1455   -6.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6492   -0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    1.4977    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
   -1.2990   -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
    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
    2.5956   -2.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0
  1 12  1  0
  2 10  2  0
  3 19  1  0
  4 20  2  0
  5 20  1  0
  6 25  1  0
  6 28  1  0
  7 10  1  0
  7 11  1  0
  7 13  1  0
  8  9  1  0
  8 11  2  0
  9 21  2  0
 10 12  1  0
 12 14  1  0
 13 15  2  0
 13 16  1  0
 14 20  1  0
 15 17  1  0
 16 18  2  0
 17 19  2  0
 18 19  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 23 26  1  0
 24 27  2  0
 25 26  2  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3211727

   {3-(4-Hydroxyphenyl)-2-[(4-methoxybenzylidene)hydrazono]-4-oxo-1,3-thiazolidin-5-yl}acetic 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: 399.43

Molecular Weight (Monoisotopic): 399.0889

AlogP: 2.71

#Rotatable Bonds: 6

Polar Surface Area: 111.79

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.48

CX Basic pKa: ┄

CX LogP: 2.82

CX LogD: -0.57

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.57

Np Likeness Score: -0.84

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays