2-(4-methoxyphenyl)-5-(m-tolyloxymethyl)-7H-[1,3,4]oxadiazolo[3,2-a][1,3,5]triazine-7-thione

ID: ALA2288965

PubChem CID: 14690725

Max Phase: Preclinical

Molecular Formula: C19H16N4O3S

Molecular Weight: 380.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nn3c(COc4cccc(C)c4)nc(=S)nc3o2)cc1

Standard InChI:  InChI=1S/C19H16N4O3S/c1-12-4-3-5-15(10-12)25-11-16-20-18(27)21-19-23(16)22-17(26-19)13-6-8-14(24-2)9-7-13/h3-10H,11H2,1-2H3

Standard InChI Key:  LNKXWWIGENSOGU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   18.7421  -18.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4542  -18.9380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4542  -17.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1662  -17.7046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1707  -18.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9533  -18.7757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4326  -18.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9461  -17.4466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2558  -18.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6716  -18.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4959  -18.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9052  -18.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4843  -17.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6614  -17.3865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0283  -18.9432    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.4542  -16.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1687  -16.0504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1687  -15.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8862  -14.8160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8866  -13.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1715  -13.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4547  -13.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4578  -14.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6013  -13.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7302  -18.0876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1476  -18.7993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  2  0
  2  3  1  0
  3  6  2  0
  5  4  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
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 15 10  1  0
  8 10  1  0
  2 16  2  0
  4 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
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 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 21 25  1  0
 13 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288965

   2-(4-Methoxyphenyl)-5-[(3-methylphenoxy)methyl]-[1,3,4]oxadiazolo[3,2-a][1,3,5]triazine-7-thione

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: 380.43

Molecular Weight (Monoisotopic): 380.0943

AlogP: 4.01

#Rotatable Bonds: 5

Polar Surface Area: 74.68

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.17

CX LogD: 4.17

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.48

Np Likeness Score: -1.28

References

1. MISHRA B, NIZAMUDDIN.  (1990)  Synthesis and Fungicidal Activities of Some 1-Aryloxyaceto-3-(5-aryl-1, 3, 4-oxadiazol-2-yl) thioureas and Corresponding Oxadiazolo [3, 2-a]-s-triazines,  15  (3): [10.1584/jpestics.15.353]

Source

Source(1):

• Scientific Literature