2-methyl-N-(2-(4-methylpentan-2-yl)thiophen-3-yl)-4-(trifluoromethyl)thiazole-5-carboxamide

ID: ALA2272332

PubChem CID: 59683027

Max Phase: Preclinical

Molecular Formula: C16H19F3N2OS2

Molecular Weight: 376.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(C(F)(F)F)c(C(=O)Nc2ccsc2C(C)CC(C)C)s1

Standard InChI:  InChI=1S/C16H19F3N2OS2/c1-8(2)7-9(3)12-11(5-6-23-12)21-15(22)13-14(16(17,18)19)20-10(4)24-13/h5-6,8-9H,7H2,1-4H3,(H,21,22)

Standard InChI Key:  VOQGNXPXIGANEG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   13.6819   -7.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2733   -8.1960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4561   -8.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9444   -8.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0473   -7.4886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1284   -8.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8394   -9.5613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4771  -10.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1601   -9.6238    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.4384  -10.8887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4289   -7.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3565   -6.3529    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.5599   -6.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1402   -6.8714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1304   -7.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8442   -7.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5457   -7.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1182   -8.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2594   -7.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5334   -8.4243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6792   -8.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0458   -7.3839    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.8634   -8.1620    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.2644   -7.4042    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  4  1  0
  8 10  1  0
  1 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14  1  1  0
 11 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 17 19  1  0
 17 20  1  0
  6 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272332

   2-methyl-N-[2-(4-methylpentan-2-yl)thiophen-3-yl]-4-(trifluoromethyl)-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: 376.47

Molecular Weight (Monoisotopic): 376.0891

AlogP: 5.93

#Rotatable Bonds: 5

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.51

CX Basic pKa: ┄

CX LogP: 5.58

CX LogD: 5.58

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.70

Np Likeness Score: -1.63

References

1. Yoshikawa Y, Katsuta H, Kishi J, Yanase Y.  (2011)  Structure-activity relationship of carboxin-related carboxamides as fungicide,  36  (3): [10.1584/jpestics.G10-70]

Source

Source(1):

• Scientific Literature