2-(4,6-dimethoxypyrimidin-2-yloxy)-5-methylbenzoic acid

ID: ALA2289332

PubChem CID: 14677861

Max Phase: Preclinical

Molecular Formula: C14H14N2O5

Molecular Weight: 290.28

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H14N2O5/c1-8-4-5-10(9(6-8)13(17)18)21-14-15-11(19-2)7-12(16-14)20-3/h4-7H,1-3H3,(H,17,18)

Standard InChI Key:  RVTKAZOCAVAISP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   29.6238   -2.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6227   -2.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3307   -3.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0404   -2.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0376   -2.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3289   -1.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7487   -3.3892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7500   -4.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0417   -4.6145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0426   -5.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7515   -5.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4609   -5.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4565   -4.6101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3353   -5.8403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6272   -5.4325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1707   -5.8301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.1748   -6.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7453   -1.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4545   -2.1535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7422   -0.9303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9160   -1.7542    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA2289332

   2-(4,6-Dimethoxypyrimidin-2-yl)oxy-5-methylbenzoic 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: 290.28

Molecular Weight (Monoisotopic): 290.0903

AlogP: 2.29

#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: 3.51

CX Basic pKa: 0.04

CX LogP: 3.27

CX LogD: -0.10

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.90

Np Likeness Score: -0.85

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