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

ID: ALA2288981

PubChem CID: 76327471

Max Phase: Preclinical

Molecular Formula: C18H12Cl4N4O3S2

Molecular Weight: 538.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(COc1ccc(Cl)cc1Cl)NC(=S)Nc1nnc(COc2ccc(Cl)cc2Cl)s1

Standard InChI:  InChI=1S/C18H12Cl4N4O3S2/c19-9-1-3-13(11(21)5-9)28-7-15(27)23-17(30)24-18-26-25-16(31-18)8-29-14-4-2-10(20)6-12(14)22/h1-6H,7-8H2,(H2,23,24,26,27,30)

Standard InChI Key:  OUVCTFQOSGKNOZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.4798  -17.0757    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.1460  -16.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8882  -15.8041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0627  -15.8068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8111  -16.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9308  -16.8411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0917  -16.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3820  -16.5755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6628  -16.9797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9547  -16.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2358  -16.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2257  -17.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9404  -18.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6563  -17.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5099  -18.1928    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.6621  -16.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3586  -16.9013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6969  -15.6347    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0899  -16.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7864  -16.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1248  -15.6950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9652  -15.7335    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.7517  -17.7860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4481  -18.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4094  -19.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1050  -19.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8373  -19.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8696  -18.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1732  -17.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2044  -17.0205    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.5344  -19.5536    0.0000 Cl  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
 20 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 29 30  1  0
 27 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288981

   2-(2,4-dichlorophenoxy)-N-[[5-[(2,4-dichlorophenoxy)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: 538.27

Molecular Weight (Monoisotopic): 535.9105

AlogP: 5.62

#Rotatable Bonds: 7

Polar Surface Area: 85.37

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.99

CX Basic pKa: ┄

CX LogP: 5.79

CX LogD: 5.78

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.38

Np Likeness Score: -2.17

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