2-chloro-6-(4,6-dimethoxypyrimidin-2-yloxy)benzoic acid

ID: ALA2289343

Cas Number: 113761-80-1

PubChem CID: 15611944

Max Phase: Preclinical

Molecular Formula: C13H11ClN2O5

Molecular Weight: 310.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)nc(Oc2cccc(Cl)c2C(=O)O)n1

Standard InChI:  InChI=1S/C13H11ClN2O5/c1-19-9-6-10(20-2)16-13(15-9)21-8-5-3-4-7(14)11(8)12(17)18/h3-6H,1-2H3,(H,17,18)

Standard InChI Key:  LJSAQLRCMQXRTJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   13.0654  -14.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0642  -15.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7723  -16.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4820  -15.7266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4791  -14.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7705  -14.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1903  -16.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1916  -16.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4832  -17.3594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4841  -18.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1930  -18.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9024  -18.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8980  -17.3550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7769  -18.5852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0687  -18.1774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6122  -18.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6164  -19.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1868  -14.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8961  -14.8983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1837  -13.6752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7681  -13.6815    0.0000 Cl  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
M  END

Alternative Forms

1. Parent:

   

   ALA2289343

   2-Chloro-6-(4,6-dimethoxypyrimidin-2-yl)oxybenzoic 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: 310.69

Molecular Weight (Monoisotopic): 310.0356

AlogP: 2.64

#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: 2.50

CX Basic pKa: 0.03

CX LogP: 3.36

CX LogD: -0.15

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.91

Np Likeness Score: -0.83

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