N-(Phenyl)-4-(3,4-dimethoxyphenyl)-2-methylthiazole-5-carboxamide

ID: ALA2289414

PubChem CID: 76323950

Max Phase: Preclinical

Molecular Formula: C19H18N2O3S

Molecular Weight: 354.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nc(C)sc2C(=O)Nc2ccccc2)cc1OC

Standard InChI:  InChI=1S/C19H18N2O3S/c1-12-20-17(13-9-10-15(23-2)16(11-13)24-3)18(25-12)19(22)21-14-7-5-4-6-8-14/h4-11H,1-3H3,(H,21,22)

Standard InChI Key:  HKHZUYYPQUQWAH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   26.9411  -14.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9400  -15.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6480  -15.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3577  -15.5161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3549  -14.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6462  -14.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2324  -15.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4861  -15.5889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9388  -16.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3469  -16.9039    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.1463  -16.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6438  -13.4710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3503  -13.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0610  -14.2822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7703  -14.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7532  -17.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5827  -18.0809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5305  -17.0298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1261  -16.1097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1374  -17.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9626  -18.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5687  -18.9201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3471  -18.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5159  -17.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9085  -17.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11  7  2  0
  2  7  1  0
  6 12  1  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 11 16  1  0
 16 17  2  0
 16 18  1  0
  9 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289414

   4-(3,4-dimethoxyphenyl)-2-methyl-N-phenyl-1,3-thiazole-5-carboxamide

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: 354.43

Molecular Weight (Monoisotopic): 354.1038

AlogP: 4.39

#Rotatable Bonds: 5

Polar Surface Area: 60.45

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.77

CX LogP: 3.70

CX LogD: 3.70

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -1.44

References

1. Liu CL, Li L, Li ZM..  (2004)  Design, synthesis, and biological activity of novel 4-(3,4-dimethoxyphenyl)-2-methylthiazole-5-carboxylic acid derivatives.,  12  (11): [PMID:15142542] [10.1016/j.bmc.2004.03.050]

Source

Source(1):

• Scientific Literature