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

ID: ALA2289333

PubChem CID: 15611935

Max Phase: Preclinical

Molecular Formula: C14H14N2O6

Molecular Weight: 306.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Oc2nc(OC)cc(OC)n2)c(C(=O)O)c1

Standard InChI:  InChI=1S/C14H14N2O6/c1-19-8-4-5-10(9(6-8)13(17)18)22-14-15-11(20-2)7-12(16-14)21-3/h4-7H,1-3H3,(H,17,18)

Standard InChI Key:  XECAUWWADRSHSN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   35.5670   -2.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5659   -2.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2739   -3.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9836   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9808   -2.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2721   -1.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6919   -3.2654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6932   -4.0826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9849   -4.4907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.9858   -5.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6947   -5.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4041   -5.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3997   -4.4863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.2785   -5.7165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5704   -5.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1139   -5.7063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.1180   -6.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6885   -1.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3977   -2.0296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6854   -0.8065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8592   -1.6304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8590   -0.8132    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
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289333

   2-(4,6-Dimethoxypyrimidin-2-yl)oxy-5-methoxybenzoic 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: 306.27

Molecular Weight (Monoisotopic): 306.0852

AlogP: 1.99

#Rotatable Bonds: 6

Polar Surface Area: 100.00

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.25

CX Basic pKa: 0.04

CX LogP: 2.60

CX LogD: -0.83

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.86

Np Likeness Score: -0.70

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