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

ID: ALA2288978

PubChem CID: 76320276

Max Phase: Preclinical

Molecular Formula: C19H15ClN4OS2

Molecular Weight: 414.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(OCc2nn3c(-c4ccc(Cl)cc4)nc(=S)nc3s2)c(C)c1

Standard InChI:  InChI=1S/C19H15ClN4OS2/c1-11-3-8-15(12(2)9-11)25-10-16-23-24-17(13-4-6-14(20)7-5-13)21-18(26)22-19(24)27-16/h3-9H,10H2,1-2H3

Standard InChI Key:  CGVVXJIXLMSYTM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   11.8815  -22.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2912  -23.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1105  -23.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5183  -22.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1063  -21.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3355  -22.4506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7478  -23.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5650  -23.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0515  -23.8127    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.0445  -22.4906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8231  -22.7389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8265  -23.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5299  -23.9559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2344  -23.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2310  -22.7330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5231  -22.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9433  -23.9544    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.5185  -21.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5117  -21.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0643  -22.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2257  -21.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2215  -20.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5110  -19.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8032  -20.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8109  -21.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5053  -19.0627    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
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  7  8  1  0
  8  9  1  0
  9 10  1  0
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  6 20  1  0
  2 21  1  0
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 26 19  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288978

   5-(4-Chlorophenyl)-2-[(2,4-dimethylphenoxy)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: 414.94

Molecular Weight (Monoisotopic): 414.0376

AlogP: 5.43

#Rotatable Bonds: 4

Polar Surface Area: 52.31

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.93

CX LogD: 5.93

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.42

Np Likeness Score: -1.86

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