N-(5-((2,4-dimethylphenoxy)methyl)-1,3,4-thiadiazol-2-ylcarbamothioyl)acetamide

ID: ALA2288983

PubChem CID: 76309330

Max Phase: Preclinical

Molecular Formula: C14H16N4O2S2

Molecular Weight: 336.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NC(=S)Nc1nnc(COc2ccc(C)cc2C)s1

Standard InChI:  InChI=1S/C14H16N4O2S2/c1-8-4-5-11(9(2)6-8)20-7-12-17-18-14(22-12)16-13(21)15-10(3)19/h4-6H,7H2,1-3H3,(H2,15,16,18,19,21)

Standard InChI Key:  GAPKPILLJOMSEZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   24.5967  -12.4494    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.2628  -11.9620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0050  -11.1777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1796  -11.1806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9280  -11.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0475  -12.2148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2087  -12.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4991  -11.9493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7798  -12.3534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0718  -11.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3531  -12.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3429  -13.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0575  -13.5822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7733  -13.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6271  -13.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7789  -11.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4753  -12.2751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8136  -11.0085    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.2065  -11.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9030  -12.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2414  -11.0688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0823  -11.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  2  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 12 15  1  0
  6 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
 10 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288983

   N-[[5-[(2,4-dimethylphenoxy)methyl]-1,3,4-thiadiazol-2-yl]carbamothioyl]acetamide

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: 336.44

Molecular Weight (Monoisotopic): 336.0715

AlogP: 2.57

#Rotatable Bonds: 4

Polar Surface Area: 76.14

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.31

CX Basic pKa: ┄

CX LogP: 2.88

CX LogD: 2.88

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.84

Np Likeness Score: -2.46

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