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

ID: ALA2289318

PubChem CID: 15059426

Max Phase: Preclinical

Molecular Formula: C13H11IN2O4S

Molecular Weight: 418.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)nc(Sc2cccc(I)c2C(=O)O)n1

Standard InChI:  InChI=1S/C13H11IN2O4S/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:  ZKIGNJMVACVDBC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   22.9336  -11.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9324  -12.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6405  -12.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3502  -12.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3473  -11.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6387  -10.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0585  -12.6012    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.0598  -13.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3514  -13.8265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3523  -14.6429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0612  -15.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7706  -14.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7662  -13.8220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6451  -15.0523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9369  -14.6444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4804  -15.0421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4846  -15.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0550  -10.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7643  -11.3654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0519  -10.1423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6363  -10.1486    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:

   

   ALA2289318

   2-(4,6-Dimethoxypyrimidin-2-yl)sulfanyl-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: 418.21

Molecular Weight (Monoisotopic): 417.9484

AlogP: 2.95

#Rotatable Bonds: 5

Polar Surface Area: 81.54

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.49

CX Basic pKa: 1.48

CX LogP: 4.10

CX LogD: 0.86

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.59

Np Likeness Score: -0.94

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