2-(4,6-dimethoxypyrimidin-2-ylthio)-6-ethoxybenzoic acid

ID: ALA2289323

PubChem CID: 76313069

Max Phase: Preclinical

Molecular Formula: C15H16N2O5S

Molecular Weight: 336.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cccc(Sc2nc(OC)cc(OC)n2)c1C(=O)O

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

Standard InChI Key:  JCFCBZWHKYRAJR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   12.2069  -18.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2058  -19.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9138  -19.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6235  -19.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6207  -18.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9120  -17.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3318  -19.4400    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.3331  -20.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6247  -20.6653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6257  -21.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3346  -21.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0440  -21.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0395  -20.6609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9184  -21.8911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2103  -21.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7538  -21.8809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7579  -22.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3284  -17.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0376  -18.2042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3253  -16.9811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9096  -16.9874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2007  -16.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1982  -15.7637    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:

   

   ALA2289323

   2-(4,6-Dimethoxypyrimidin-2-yl)sulfanyl-6-ethoxybenzoic 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: 2.74

#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: 2.88

CX Basic pKa: 1.52

CX LogP: 3.46

CX LogD: 0.16

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.77

Np Likeness Score: -0.97

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