3-(Pyridin-3-yl)-5-(trifluoromethyl)benzoic Acid

ID: ALA4101940

Cas Number: 1214340-73-4

PubChem CID: 46316122

Max Phase: Preclinical

Molecular Formula: C13H8F3NO2

Molecular Weight: 267.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(-c2cccnc2)cc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C13H8F3NO2/c14-13(15,16)11-5-9(4-10(6-11)12(18)19)8-2-1-3-17-7-8/h1-7H,(H,18,19)

Standard InChI Key:  ROGZCHMNVGDKKI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   19.6590  -12.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9560  -12.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9770  -13.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6911  -13.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3974  -13.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3779  -12.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1134  -13.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1248  -14.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8399  -14.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5400  -14.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5206  -13.5794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8049  -13.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6414  -11.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3401  -10.7599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9250  -10.7904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2772  -13.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5619  -13.2698    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.2926  -14.4820    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.5655  -14.0656    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  5  7  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
  1 13  1  0
 13 14  1  0
 13 15  2  0
  3 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4101940

   3-(Pyridin-3-yl)-5-(trifluoromethyl)benzoic acid

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: 267.21

Molecular Weight (Monoisotopic): 267.0507

AlogP: 3.47

#Rotatable Bonds: 2

Polar Surface Area: 50.19

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.79

CX Basic pKa: 4.77

CX LogP: 2.06

CX LogD: -0.21

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.91

Np Likeness Score: -1.14

References

1. Sandoval E, Lafuente-Monasterio MJ, Almela MJ, Castañeda P, Jiménez Díaz MB, Martínez-Martínez MS, Vidal J, Angulo-Barturen Í, Bamborough P, Burrows J, Cammack N, Chaparro MJ, Coterón JM, de Cozar C, Crespo B, Díaz B, Drewes G, Fernández E, Ferrer-Bazaga S, Fraile MT, Gamo FJ, Ghidelli-Disse S, Gómez R, Haselden J, Huss S, León ML, de Mercado J, Macdonald SJF, Martín Hernando JI, Prats S, Puente M, Rodríguez A, de la Rosa JC, Rueda L, Selenski C, Willis P, Wilson DM, Witty M, Calderón F..  (2017)  The Discovery of Novel Antimalarial Aminoxadiazoles as a Promising Nonendoperoxide Scaffold.,  60  (16): [PMID:28806082] [10.1021/acs.jmedchem.6b01441]

Source

Source(1):

• Scientific Literature