1-methyl-3-(trifluoromethyl)-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazole-4-carboxamide

ID: ALA2272354

PubChem CID: 14127892

Max Phase: Preclinical

Molecular Formula: C18H20F3N3O

Molecular Weight: 351.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CC(C)(C)c2cccc(NC(=O)c3cn(C)nc3C(F)(F)F)c21

Standard InChI:  InChI=1S/C18H20F3N3O/c1-10-8-17(2,3)12-6-5-7-13(14(10)12)22-16(25)11-9-24(4)23-15(11)18(19,20)21/h5-7,9-10H,8H2,1-4H3,(H,22,25)

Standard InChI Key:  LRCCWFKSGWHDQR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   24.7056  -11.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1278  -11.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9207  -11.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0711  -13.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8866  -13.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2935  -13.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6643  -13.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0676  -12.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8840  -12.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4656  -11.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8091  -11.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8472  -13.2730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4364  -12.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6193  -12.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8429  -11.8576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1381  -11.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3616  -12.1684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3641  -12.9857    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1420  -13.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3875  -11.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1861  -10.9623    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.8383  -10.5303    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.5949  -10.3428    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.7044  -13.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2251  -11.2054    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  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9  2  1  0
  2 10  1  0
 10 11  1  0
 11  8  1  0
  7 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 14  2  0
 16 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 18 24  1  0
 11 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272354

   1-methyl-3-(trifluoromethyl)-N-(1,1,3-trimethyl-2,3-dihydroinden-4-yl)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: 351.37

Molecular Weight (Monoisotopic): 351.1558

AlogP: 4.48

#Rotatable Bonds: 2

Polar Surface Area: 46.92

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.64

CX LogD: 4.64

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.87

Np Likeness Score: -0.85

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