2-((2-chlorophenoxy)methyl)-5H-[1,3,4]thiadiazolo[2,3-b]quinazolin-5-one

ID: ALA2285707

PubChem CID: 14491438

Max Phase: Preclinical

Molecular Formula: C16H10ClN3O2S

Molecular Weight: 343.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2ccccc2nc2sc(COc3ccccc3Cl)nn12

Standard InChI:  InChI=1S/C16H10ClN3O2S/c17-11-6-2-4-8-13(11)22-9-14-19-20-15(21)10-5-1-3-7-12(10)18-16(20)23-14/h1-8H,9H2

Standard InChI Key:  PUNBPSNATBZAHP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   20.4692   -6.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4680   -7.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1829   -8.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1810   -6.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8964   -6.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8952   -7.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6081   -8.1877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6105   -6.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6106   -5.7057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3280   -6.9483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3289   -7.7744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1148   -8.0289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.5998   -7.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1135   -6.6923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4248   -7.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8380   -8.0733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6630   -8.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0728   -8.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8970   -8.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3096   -8.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8920   -7.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0691   -7.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6593   -9.5016    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  8  1  0
  6  7  1  0
  7 11  2  0
 10  8  1  0
  8  9  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 18 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2285707

   2-[(2-chlorophenoxy)methyl]-5H-[1,3,4]thiadiazolo[2,3-b]quinazolin-5-one

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: 343.80

Molecular Weight (Monoisotopic): 343.0182

AlogP: 3.54

#Rotatable Bonds: 3

Polar Surface Area: 56.49

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.53

CX LogP: 4.18

CX LogD: 4.18

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.57

Np Likeness Score: -2.04

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