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

ID: ALA2288986

PubChem CID: 14709603

Max Phase: Preclinical

Molecular Formula: C18H15N3O2S

Molecular Weight: 337.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(OCc2nn3c(=O)c4ccccc4nc3s2)cc1C

Standard InChI:  InChI=1S/C18H15N3O2S/c1-11-7-8-13(9-12(11)2)23-10-16-20-21-17(22)14-5-3-4-6-15(14)19-18(21)24-16/h3-9H,10H2,1-2H3

Standard InChI Key:  PDZIEJPNYSKMGV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   10.9026   -7.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9015   -8.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6162   -8.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6145   -7.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3299   -7.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3287   -8.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0416   -8.7669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0439   -7.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0439   -6.2849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7614   -7.5275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7622   -8.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5482   -8.6081    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.0332   -7.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5469   -7.2714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8582   -7.9385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2714   -8.6524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0964   -8.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5062   -9.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3305   -9.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7431   -8.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3255   -7.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5026   -7.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7433  -10.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5681   -8.6491    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
 19 23  1  0
 20 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288986

   2-[(3,4-dimethylphenoxy)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: 337.40

Molecular Weight (Monoisotopic): 337.0885

AlogP: 3.50

#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: 4.60

CX LogD: 4.60

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.57

Np Likeness Score: -1.91

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