3,4-dihydroxy-N-[4-(4-hydroxyphenyl)-5-methylthiazol-2-yl]-benzamide

ID: ALA4446090

PubChem CID: 57991641

Max Phase: Preclinical

Molecular Formula: C17H14N2O4S

Molecular Weight: 342.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1sc(NC(=O)c2ccc(O)c(O)c2)nc1-c1ccc(O)cc1

Standard InChI:  InChI=1S/C17H14N2O4S/c1-9-15(10-2-5-12(20)6-3-10)18-17(24-9)19-16(23)11-4-7-13(21)14(22)8-11/h2-8,20-22H,1H3,(H,18,19,23)

Standard InChI Key:  HLFIJOMGOMELDG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   30.1396   -4.4772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9650   -4.4772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2220   -3.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5523   -3.2057    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.8870   -3.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0073   -3.4387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1019   -3.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6542   -5.1412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8324   -5.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3466   -5.7188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6813   -6.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5065   -6.5595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9887   -5.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1961   -7.1420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6200   -3.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4053   -3.7379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4473   -4.7990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0138   -4.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7986   -4.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9719   -3.2318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3543   -2.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5720   -2.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4109   -4.5932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7569   -2.9768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  1  2  0
  3  6  1  0
  5  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  1  8  1  0
 11 14  1  0
  6 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 16  1  0
 19 23  1  0
 20 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4446090

   3,4-dihydroxy-N-[4-(4-hydroxy-phenyl)-5-methyl-thiazol-2-yl]-benzamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 342.38

Molecular Weight (Monoisotopic): 342.0674

AlogP: 3.49

#Rotatable Bonds: 3

Polar Surface Area: 102.68

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.46

CX Basic pKa: ┄

CX LogP: 4.18

CX LogD: 4.14

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.55

Np Likeness Score: -1.00

References

1.  (2014)  2,4,5-trisubstituted thiazole compounds,preparation methods,pharmaceutical compositions and medical uses thereof, 

2.  (2016)  2,4,5-trisubstituted thiazole compounds,preparation methods,pharmaceutical compositions and medical uses thereof, 

Source

Source(1):

• Patent Bioactivity Data