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

ID: ALA2289345

PubChem CID: 15612013

Max Phase: Preclinical

Molecular Formula: C13H11IN2O5

Molecular Weight: 402.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)nc(Oc2cccc(I)c2C(=O)O)n1

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

Standard InChI Key:  HMJGYTVUVRUMDD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   23.7714  -14.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7703  -15.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4783  -15.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1880  -15.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1852  -14.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4765  -14.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8963  -15.9772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8976  -16.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1892  -17.2026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1902  -18.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8991  -18.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6085  -18.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6040  -17.1981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4829  -18.4283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7748  -18.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3182  -18.4182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3224  -19.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8928  -14.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6021  -14.7415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8898  -13.5184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4741  -13.5246    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
  6 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289345

   2-(4,6-Dimethoxypyrimidin-2-yl)oxy-6-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: 2.73

CX Basic pKa: 0.03

CX LogP: 3.69

CX LogD: 0.19

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: -0.65

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