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

ID: ALA2289308

PubChem CID: 76327494

Max Phase: Preclinical

Molecular Formula: C15H16N2O5S

Molecular Weight: 336.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCSc1cccc(Oc2nc(OC)cc(OC)n2)c1C(=O)O

Standard InChI:  InChI=1S/C15H16N2O5S/c1-4-23-10-7-5-6-9(13(10)14(18)19)22-15-16-11(20-2)8-12(17-15)21-3/h5-8H,4H2,1-3H3,(H,18,19)

Standard InChI Key:  WPSKMNOPHARDTC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    1.2533   -3.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2521   -4.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9602   -5.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6698   -4.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6670   -3.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9584   -3.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3782   -5.0194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3795   -5.8366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711   -6.2448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6720   -7.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809   -7.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0903   -7.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859   -6.2403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9648   -7.4706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2566   -7.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8001   -7.4604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8043   -8.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3747   -3.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0839   -3.7837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3716   -2.5606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9559   -2.5668    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2470   -2.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2446   -1.3478    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
  6 21  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289308

   2-(4,6-Dimethoxypyrimidin-2-yl)oxy-6-ethylsulfanylbenzoic 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: 336.37

Molecular Weight (Monoisotopic): 336.0780

AlogP: 3.10

#Rotatable Bonds: 7

Polar Surface Area: 90.77

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.85

CX Basic pKa: 0.03

CX LogP: 3.64

CX LogD: 0.15

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.77

Np Likeness Score: -0.96

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