2-(4,6-dimethoxypyrimidin-2-yloxy)-5-(methylamino)benzoic acid

ID: ALA2289340

PubChem CID: 76309360

Max Phase: Preclinical

Molecular Formula: C14H15N3O5

Molecular Weight: 305.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNc1ccc(Oc2nc(OC)cc(OC)n2)c(C(=O)O)c1

Standard InChI:  InChI=1S/C14H15N3O5/c1-15-8-4-5-10(9(6-8)13(18)19)22-14-16-11(20-2)7-12(17-14)21-3/h4-7,15H,1-3H3,(H,18,19)

Standard InChI Key:  CFLCZUBTNVLOPF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   35.4391   -8.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4379   -9.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1460   -9.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8557   -9.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8528   -8.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1442   -8.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5640   -9.6626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.5653  -10.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8569  -10.8879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.8578  -11.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5667  -12.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2761  -11.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2717  -10.8835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1506  -12.1137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.4424  -11.7059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9859  -12.1035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9901  -12.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5605   -8.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2698   -8.4268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.5574   -7.2037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7313   -8.0276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7311   -7.2104    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
M  END

Alternative Forms

1. Parent:

   

   ALA2289340

   2-(4,6-Dimethoxypyrimidin-2-yl)oxy-5-(methylamino)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: 305.29

Molecular Weight (Monoisotopic): 305.1012

AlogP: 2.03

#Rotatable Bonds: 6

Polar Surface Area: 102.80

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.28

CX Basic pKa: 5.43

CX LogP: 1.00

CX LogD: -0.75

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.84

Np Likeness Score: -0.78

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