N-(5-phenyl-1,3,4-oxadiazol-2-ylcarbamothioyl)-2-(p-tolyloxy)acetamide

ID: ALA2288973

PubChem CID: 14690717

Max Phase: Preclinical

Molecular Formula: C18H16N4O3S

Molecular Weight: 368.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(OCC(=O)NC(=S)Nc2nnc(-c3ccccc3)o2)cc1

Standard InChI:  InChI=1S/C18H16N4O3S/c1-12-7-9-14(10-8-12)24-11-15(23)19-18(26)20-17-22-21-16(25-17)13-5-3-2-4-6-13/h2-10H,11H2,1H3,(H2,19,20,22,23,26)

Standard InChI Key:  CCSANMRHMMSJHM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   18.7679   -0.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0524   -0.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3429   -0.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3478   -1.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0679   -1.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7744   -1.3980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4932   -1.8044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5007   -2.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2195   -3.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2270   -3.8619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9307   -2.6170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6495   -3.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3608   -2.6040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6570   -3.8490    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.0796   -3.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1770   -3.8277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9863   -3.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3926   -3.2732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8345   -2.6647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3285   -4.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8474   -5.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1895   -6.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0122   -6.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4918   -5.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1471   -4.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6255   -0.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 15  2  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 17 20  1  0
  3 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288973

   2-(4-methylphenoxy)-N-[(5-phenyl-1,3,4-oxadiazol-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: 368.42

Molecular Weight (Monoisotopic): 368.0943

AlogP: 2.94

#Rotatable Bonds: 5

Polar Surface Area: 89.28

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.97

CX Basic pKa: ┄

CX LogP: 3.48

CX LogD: 3.47

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.67

Np Likeness Score: -2.10

References

1. MISHRA B, NIZAMUDDIN.  (1990)  Synthesis and Fungicidal Activities of Some 1-Aryloxyaceto-3-(5-aryl-1, 3, 4-oxadiazol-2-yl) thioureas and Corresponding Oxadiazolo [3, 2-a]-s-triazines,  15  (3): [10.1584/jpestics.15.353]

Source

Source(1):

• Scientific Literature