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

ID: ALA2289331

PubChem CID: 76323939

Max Phase: Preclinical

Molecular Formula: C13H13N3O5

Molecular Weight: 291.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)nc(Oc2cc(N)ccc2C(=O)O)n1

Standard InChI:  InChI=1S/C13H13N3O5/c1-19-10-6-11(20-2)16-13(15-10)21-9-5-7(14)3-4-8(9)12(17)18/h3-6H,14H2,1-2H3,(H,17,18)

Standard InChI Key:  LSFSQZMIWIWBTB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   23.9324   -2.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9312   -2.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6393   -3.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3489   -2.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3461   -2.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6375   -1.5969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0573   -3.2323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0586   -4.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3502   -4.4577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3511   -5.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0600   -5.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7694   -5.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7650   -4.4532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6439   -5.6835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9357   -5.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4792   -5.6733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4834   -6.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0538   -1.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7631   -1.9966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0507   -0.7735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2232   -3.2334    0.0000 N   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
  2 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289331

   4-Amino-2-(4,6-dimethoxypyrimidin-2-yl)oxybenzoic 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: 291.26

Molecular Weight (Monoisotopic): 291.0855

AlogP: 1.57

#Rotatable Bonds: 5

Polar Surface Area: 116.79

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.22

CX Basic pKa: 1.98

CX LogP: 1.93

CX LogD: -1.10

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.80

Np Likeness Score: -0.63

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