2-(4,6-dimethoxypyrimidin-2-ylthio)-6-(trifluoromethyl)benzoic acid

ID: ALA2289320

PubChem CID: 76313068

Max Phase: Preclinical

Molecular Formula: C14H11F3N2O4S

Molecular Weight: 360.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)nc(Sc2cccc(C(F)(F)F)c2C(=O)O)n1

Standard InChI:  InChI=1S/C14H11F3N2O4S/c1-22-9-6-10(23-2)19-13(18-9)24-8-5-3-4-7(14(15,16)17)11(8)12(20)21/h3-6H,1-2H3,(H,20,21)

Standard InChI Key:  AOBDKCMCPUXSBO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   34.6178  -11.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6166  -12.3262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3247  -12.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0343  -12.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0315  -11.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3229  -11.0978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7427  -12.7332    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.7440  -13.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0356  -13.9586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0365  -14.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7454  -15.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4548  -14.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4504  -13.9541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3293  -15.1843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6211  -14.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1646  -15.1742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1688  -15.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7392  -11.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4484  -11.4975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.7361  -10.2744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3204  -10.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0269   -9.8699    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.6115   -9.8741    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.3126   -9.4596    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
  4  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 10 14  1  0
 14 15  1  0
 12 16  1  0
 16 17  1  0
 18 19  1  0
 18 20  2  0
  5 18  1  0
  6 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289320

   2-(4,6-Dimethoxypyrimidin-2-yl)sulfanyl-6-(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: 360.31

Molecular Weight (Monoisotopic): 360.0392

AlogP: 3.36

#Rotatable Bonds: 5

Polar Surface Area: 81.54

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.34

CX Basic pKa: 1.45

CX LogP: 3.99

CX LogD: 0.81

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.82

Np Likeness Score: -1.04

References

1. NEZU Y, WADA N, SAITOH Y, TAKAHASHI S, MIYAZAWA T.  (1996)  Synthesis and Herbicidal Activity of Pyrimidinyl Salicylic and Thiosalicylic Acids,  21  (3): [10.1584/jpestics.21.293]

Source

Source(1):

• Scientific Literature