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

ID: ALA2289412

PubChem CID: 76323949

Max Phase: Preclinical

Molecular Formula: C18H20N2O3S

Molecular Weight: 344.44

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H20N2O3S/c1-7-18(3,4)20-17(21)16-15(19-11(2)24-16)12-8-9-13(22-5)14(10-12)23-6/h1,8-10H,2-6H3,(H,20,21)

Standard InChI Key:  AGNCGMPRFSAYCN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   11.8740  -18.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6635  -17.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0861  -18.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4694  -14.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4682  -15.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1763  -16.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8859  -15.7059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8831  -14.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1745  -14.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7606  -16.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0143  -15.7788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4670  -16.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8751  -17.0937    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.6745  -16.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1720  -13.6608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8785  -13.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5893  -14.4720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2985  -14.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2814  -17.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1109  -18.2708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0588  -17.2196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6544  -16.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4430  -17.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2189  -17.2673    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
 23 24  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289412

   4-(3,4-dimethoxyphenyl)-2-methyl-N-(2-methylbut-3-yn-2-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: 344.44

Molecular Weight (Monoisotopic): 344.1195

AlogP: 3.28

#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: 1.01

CX LogP: 2.60

CX LogD: 2.60

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.85

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