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

ID: ALA2288985

PubChem CID: 14491439

Max Phase: Preclinical

Molecular Formula: C17H13N3O2S

Molecular Weight: 323.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(OCc2nn3c(=O)c4ccccc4nc3s2)cc1

Standard InChI:  InChI=1S/C17H13N3O2S/c1-11-6-8-12(9-7-11)22-10-15-19-20-16(21)13-4-2-3-5-14(13)18-17(20)23-15/h2-9H,10H2,1H3

Standard InChI Key:  JDNRALNYJDZPQR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   29.4983   -6.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4971   -7.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2119   -7.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2101   -6.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9255   -6.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9243   -7.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6372   -7.8168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6395   -6.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6396   -5.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3571   -6.5775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3579   -7.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1438   -7.6581    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.6288   -6.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1425   -6.3215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4538   -6.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8670   -7.7024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6920   -7.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1019   -8.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9261   -8.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3387   -7.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9210   -6.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0982   -6.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1637   -7.6991    0.0000 C   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
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288985

   2-[(4-methylphenoxy)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: 323.38

Molecular Weight (Monoisotopic): 323.0728

AlogP: 3.19

#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: 4.08

CX LogD: 4.08

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.58

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