2-((4-chlorophenoxy)methyl)-5-((2,4-dichlorophenoxy)methyl)-7H-[1,3,4]thiadiazolo[3,2-a][1,3,5]triazine-7-thione

ID: ALA2288977

PubChem CID: 76320275

Max Phase: Preclinical

Molecular Formula: C18H11Cl3N4O2S2

Molecular Weight: 485.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  S=c1nc(COc2ccc(Cl)cc2Cl)n2nc(COc3ccc(Cl)cc3)sc2n1

Standard InChI:  InChI=1S/C18H11Cl3N4O2S2/c19-10-1-4-12(5-2-10)26-9-16-24-25-15(22-17(28)23-18(25)29-16)8-27-14-6-3-11(20)7-13(14)21/h1-7H,8-9H2

Standard InChI Key:  DGHNAJXNEBBXCP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.8263  -28.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0554  -29.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632  -28.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0511  -27.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2804  -28.4186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6927  -29.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5099  -29.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9963  -29.7807    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7679  -28.7069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7713  -29.5217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4748  -29.9239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1793  -29.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1759  -28.7010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4679  -28.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.4634  -27.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0091  -28.4312    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.1688  -27.0646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1643  -26.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8709  -25.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8667  -25.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1562  -24.6176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4484  -25.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4561  -25.8495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7527  -26.2656    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.1505  -23.8004    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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  3  4  2  0
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 17 19  1  0
  2 20  1  0
 19 21  1  0
 21 22  1  0
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 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 27 28  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288977

   2-[(4-Chlorophenoxy)methyl]-5-[(2,4-dichlorophenoxy)methyl]-[1,3,4]thiadiazolo[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: 485.81

Molecular Weight (Monoisotopic): 483.9389

AlogP: 6.03

#Rotatable Bonds: 6

Polar Surface Area: 61.54

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.77

CX LogD: 5.77

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.31

Np Likeness Score: -1.89

References

1. TIWARI N, DWIVEDI B, NIZAMUDDIN.  (1990)  Synthesis of Some 2-Aryloxymethyl-1, 3, 4-thiadiazolo[2, 3-b]-quinazolin-4-ones and 2-Aryloxymethyl-5-substituted-1, 3, 4-thiadiazolo[3, 2-a]-s-triazin-7-thiones as Potential Biocides,  15  (3): [10.1584/jpestics.15.357]

Source

Source(1):

• Scientific Literature