N-(1-Ethyl-1-methyl-prop-2-ynyl)-4-(3,4-dimethoxyphenyl)-2-methylthiazole-5-carboxamide

ID: ALA2289413

PubChem CID: 76331173

Max Phase: Preclinical

Molecular Formula: C19H22N2O3S

Molecular Weight: 358.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CC(C)(CC)NC(=O)c1sc(C)nc1-c1ccc(OC)c(OC)c1

Standard InChI:  InChI=1S/C19H22N2O3S/c1-7-19(4,8-2)21-18(22)17-16(20-12(3)25-17)13-9-10-14(23-5)15(11-13)24-6/h1,9-11H,8H2,2-6H3,(H,21,22)

Standard InChI Key:  XWALQLJJRQAAAC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   20.2895  -18.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0790  -17.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5015  -18.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8848  -14.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8836  -15.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5917  -15.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3013  -15.3758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2985  -14.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5899  -14.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1760  -15.7815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4297  -15.4486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8824  -16.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2905  -16.7635    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.0899  -16.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5875  -13.3306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2939  -12.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0047  -14.1418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7139  -14.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6968  -17.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5263  -17.9406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4742  -16.8895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0698  -15.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8585  -17.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7111  -18.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6344  -16.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 10  2  0
  5 10  1  0
  9 15  1  0
 15 16  1  0
  8 17  1  0
 17 18  1  0
 14 19  1  0
 19 20  2  0
 19 21  1  0
 12 22  1  0
 21  2  1  0
  2 23  1  0
  1 24  1  0
 23 25  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289413

   4-(3,4-dimethoxyphenyl)-2-methyl-N-(3-methylpent-1-yn-3-yl)-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: 358.46

Molecular Weight (Monoisotopic): 358.1351

AlogP: 3.67

#Rotatable Bonds: 6

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: 1.01

CX LogP: 3.13

CX LogD: 3.13

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.80

Np Likeness Score: -1.13

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