2-(4,6-dimethoxypyrimidin-2-yloxy)-5-(trifluoromethyl)benzoic acid

ID: ALA2289341

PubChem CID: 76316582

Max Phase: Preclinical

Molecular Formula: C14H11F3N2O5

Molecular Weight: 344.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)nc(Oc2ccc(C(F)(F)F)cc2C(=O)O)n1

Standard InChI:  InChI=1S/C14H11F3N2O5/c1-22-10-6-11(23-2)19-13(18-10)24-9-4-3-7(14(15,16)17)5-8(9)12(20)21/h3-6H,1-2H3,(H,20,21)

Standard InChI Key:  ARAUVQFAKUOXLF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    1.4266  -14.7589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4255  -15.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1335  -15.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8432  -15.5780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8403  -14.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1317  -14.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5515  -15.9855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5528  -16.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8444  -17.2108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8454  -18.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542  -18.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2636  -18.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2592  -17.2064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1381  -18.4366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4299  -18.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9734  -18.4264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9776  -19.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5480  -14.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2573  -14.7498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5450  -13.5266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7188  -14.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7186  -13.5333    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.0112  -14.7593    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.0083  -13.9418    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
  1 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289341

   2-(4,6-Dimethoxypyrimidin-2-yl)oxy-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: 344.25

Molecular Weight (Monoisotopic): 344.0620

AlogP: 3.00

#Rotatable Bonds: 5

Polar Surface Area: 90.77

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.36

CX Basic pKa: 0.03

CX LogP: 3.64

CX LogD: 0.22

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.89

Np Likeness Score: -1.03

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