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

ID: ALA2272611

PubChem CID: 59655673

Max Phase: Preclinical

Molecular Formula: C18H14F3N3O

Molecular Weight: 345.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cc(C(=O)Nc2ccccc2-c2ccccc2)c(C(F)(F)F)n1

Standard InChI:  InChI=1S/C18H14F3N3O/c1-24-11-14(16(23-24)18(19,20)21)17(25)22-15-10-6-5-9-13(15)12-7-3-2-4-8-12/h2-11H,1H3,(H,22,25)

Standard InChI Key:  VHUQMMXFLWRVDQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    4.5179   -1.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5168   -2.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2248   -2.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9345   -2.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9316   -1.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2230   -0.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2265   -3.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5170   -3.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5165   -4.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2246   -5.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9348   -4.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9318   -3.8527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8087   -2.6308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1013   -2.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3933   -2.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1020   -1.4044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6183   -2.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1343   -3.0270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6110   -3.6909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3895   -3.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3541   -4.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3720   -1.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9236   -0.9865    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.5740   -1.4132    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.0759   -0.8195    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3  7  1  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 15  2  0
 19 21  1  0
 17 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272611

   1-methyl-N-(2-phenylphenyl)-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: 345.32

Molecular Weight (Monoisotopic): 345.1089

AlogP: 4.36

#Rotatable Bonds: 3

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: 13.92

CX Basic pKa: ┄

CX LogP: 4.40

CX LogD: 4.40

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.77

Np Likeness Score: -1.65

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