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

ID: ALA2289312

PubChem CID: 14678394

Max Phase: Preclinical

Molecular Formula: C17H20N2O7

Molecular Weight: 364.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOCCOc1cccc(Oc2nc(OC)cc(OC)n2)c1C(=O)O

Standard InChI:  InChI=1S/C17H20N2O7/c1-4-24-8-9-25-11-6-5-7-12(15(11)16(20)21)26-17-18-13(22-2)10-14(19-17)23-3/h5-7,10H,4,8-9H2,1-3H3,(H,20,21)

Standard InChI Key:  YEMJHWXICZCXCO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   24.7042   -5.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7030   -5.9992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4111   -6.4081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1207   -5.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1179   -5.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4093   -4.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8291   -6.4062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8304   -7.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1220   -7.6315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1229   -8.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8318   -8.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5412   -8.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5368   -7.6271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4157   -8.8573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7075   -8.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2510   -8.8471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2552   -9.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8256   -4.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5348   -5.1705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8225   -3.9473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4068   -3.9536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6979   -3.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6955   -2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9865   -2.3281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9841   -1.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2752   -1.1078    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
 23 24  1  0
 24 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289312

   2-(4,6-Dimethoxypyrimidin-2-yl)oxy-6-(2-ethoxyethoxy)benzoic 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: 364.35

Molecular Weight (Monoisotopic): 364.1271

AlogP: 2.40

#Rotatable Bonds: 10

Polar Surface Area: 109.23

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.15

CX Basic pKa: 0.03

CX LogP: 2.91

CX LogD: -0.54

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: -0.67

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