N-(2-isopentylthiophen-3-yl)-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide

ID: ALA2272346

PubChem CID: 68515050

Max Phase: Preclinical

Molecular Formula: C15H18F3N3OS

Molecular Weight: 345.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCc1sccc1NC(=O)c1cn(C)nc1C(F)(F)F

Standard InChI:  InChI=1S/C15H18F3N3OS/c1-9(2)4-5-12-11(6-7-23-12)19-14(22)10-8-21(3)20-13(10)15(16,17)18/h6-9H,4-5H2,1-3H3,(H,19,22)

Standard InChI Key:  GUKWDMYNJDQKHS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.4875  -21.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0788  -22.5382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2616  -22.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7500  -23.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8528  -21.8307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9339  -23.1390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6449  -23.9034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2826  -24.4145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9656  -23.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4847  -22.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8513  -21.7260    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6689  -22.5041    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.0699  -21.7464    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.2439  -25.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2344  -21.5090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1620  -20.6950    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.3654  -20.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9457  -21.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9359  -21.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6497  -21.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3512  -21.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0650  -21.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3390  -22.7665    0.0000 C   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  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9  4  2  0
  6 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  8 14  1  0
  1 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18  1  1  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272346

   1-methyl-N-[2-(3-methylbutyl)thiophen-3-yl]-3-(trifluoromethyl)pyrazole-4-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: 345.39

Molecular Weight (Monoisotopic): 345.1123

AlogP: 4.34

#Rotatable Bonds: 5

Polar Surface Area: 46.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.36

CX Basic pKa: ┄

CX LogP: 4.80

CX LogD: 4.80

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.88

Np Likeness Score: -1.89

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