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

ID: ALA2289325

PubChem CID: 76313070

Max Phase: Preclinical

Molecular Formula: C16H18N2O5S

Molecular Weight: 350.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)nc(Sc2cccc(OC(C)C)c2C(=O)O)n1

Standard InChI:  InChI=1S/C16H18N2O5S/c1-9(2)23-10-6-5-7-11(14(10)15(19)20)24-16-17-12(21-3)8-13(18-16)22-4/h5-9H,1-4H3,(H,19,20)

Standard InChI Key:  XLAOANJPJHAFBR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   23.1523  -18.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1512  -19.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8592  -19.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5689  -19.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5661  -18.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8574  -18.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2772  -19.9270    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.2785  -20.7442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5702  -21.1523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5711  -21.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2800  -22.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9894  -21.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9850  -21.1479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8638  -22.3781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1557  -21.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6992  -22.3679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7033  -23.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2738  -18.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9830  -18.6913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2707  -17.4681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8550  -17.4744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1461  -17.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1436  -16.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4396  -17.4786    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
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289325

   2-(4,6-Dimethoxypyrimidin-2-yl)sulfanyl-6-propan-2-yloxybenzoic 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: 350.40

Molecular Weight (Monoisotopic): 350.0936

AlogP: 3.13

#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: 2.87

CX Basic pKa: 1.52

CX LogP: 3.87

CX LogD: 0.57

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: -0.87

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