2-(4,6-dimethoxypyrimidin-2-yloxy)-5-(1H-pyrrol-1-yl)benzoic acid

ID: ALA2289339

PubChem CID: 76327496

Max Phase: Preclinical

Molecular Formula: C17H15N3O5

Molecular Weight: 341.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)nc(Oc2ccc(-n3cccc3)cc2C(=O)O)n1

Standard InChI:  InChI=1S/C17H15N3O5/c1-23-14-10-15(24-2)19-17(18-14)25-13-6-5-11(9-12(13)16(21)22)20-7-3-4-8-20/h3-10H,1-2H3,(H,21,22)

Standard InChI Key:  JABMXXJSGQNCQJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   29.8715   -8.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8703   -9.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5784   -9.7264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2880   -9.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2852   -8.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5766   -8.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9964   -9.7245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9977  -10.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2893  -10.9498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2902  -11.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9991  -12.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7085  -11.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7041  -10.9454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5830  -12.1756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8748  -11.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4183  -12.1654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4225  -12.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9929   -8.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7021   -8.4887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9898   -7.2656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1637   -8.0895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0780   -7.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2786   -7.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8701   -7.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4172   -8.4228    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  2  0
 23 24  1  0
 24 25  2  0
 25 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289339

   2-(4,6-Dimethoxypyrimidin-2-yl)oxy-5-pyrrol-1-ylbenzoic 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: 341.32

Molecular Weight (Monoisotopic): 341.1012

AlogP: 2.78

#Rotatable Bonds: 6

Polar Surface Area: 95.70

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.38

CX Basic pKa: 0.05

CX LogP: 3.72

CX LogD: 0.31

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -1.28

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