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

ID: ALA2289338

PubChem CID: 15611939

Max Phase: Preclinical

Molecular Formula: C13H11IN2O5

Molecular Weight: 402.14

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H11IN2O5/c1-19-10-6-11(20-2)16-13(15-10)21-9-4-3-7(14)5-8(9)12(17)18/h3-6H,1-2H3,(H,17,18)

Standard InChI Key:  OCUAIIAOPFARKZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   23.9283   -8.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9271   -9.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6352   -9.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3448   -9.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3420   -8.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6334   -7.9570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0532   -9.5924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0544  -10.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3461  -10.8177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3470  -11.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0559  -12.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7653  -11.6284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7609  -10.8133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6397  -12.0435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9316  -11.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4751  -12.0334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4792  -12.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0497   -7.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7589   -8.3567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0466   -7.1336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2204   -7.9574    0.0000 I   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
M  END

Alternative Forms

1. Parent:

   

   ALA2289338

   2-(4,6-Dimethoxypyrimidin-2-yl)oxy-5-iodobenzoic 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: 402.14

Molecular Weight (Monoisotopic): 401.9713

AlogP: 2.59

#Rotatable Bonds: 5

Polar Surface Area: 90.77

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.36

CX Basic pKa: 0.03

CX LogP: 3.69

CX LogD: 0.28

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: -1.11

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