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

ID: ALA2289334

PubChem CID: 15611940

Max Phase: Preclinical

Molecular Formula: C16H18N2O6

Molecular Weight: 334.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)nc(Oc2ccc(OC(C)C)cc2C(=O)O)n1

Standard InChI:  InChI=1S/C16H18N2O6/c1-9(2)23-10-5-6-12(11(7-10)15(19)20)24-16-17-13(21-3)8-14(18-16)22-4/h5-9H,1-4H3,(H,19,20)

Standard InChI Key:  ABDUIJISJSKKEF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    1.4885   -8.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4874   -9.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1954   -9.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9051   -9.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9022   -8.5686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1936   -8.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6134   -9.7988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6147  -10.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9063  -11.0241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9073  -11.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6162  -12.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3256  -11.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3211  -11.0197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2000  -12.2499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4919  -11.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0353  -12.2397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0395  -13.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6099   -8.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3192   -8.5630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6069   -7.3399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7807   -8.1638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7805   -7.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727   -6.9382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4881   -6.9378    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
 22 23  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289334

   2-(4,6-Dimethoxypyrimidin-2-yl)oxy-5-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: 334.33

Molecular Weight (Monoisotopic): 334.1165

AlogP: 2.77

#Rotatable Bonds: 7

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: 3.38

CX LogD: -0.06

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.82

Np Likeness Score: -0.92

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