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

ID: ALA2288972

PubChem CID: 14690718

Max Phase: Preclinical

Molecular Formula: C19H18N4O4S

Molecular Weight: 398.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nnc(NC(=S)NC(=O)COc3ccc(C)cc3)o2)cc1

Standard InChI:  InChI=1S/C19H18N4O4S/c1-12-3-7-15(8-4-12)26-11-16(24)20-19(28)21-18-23-22-17(27-18)13-5-9-14(25-2)10-6-13/h3-10H,11H2,1-2H3,(H2,20,21,23,24,28)

Standard InChI Key:  WAVRTBLLAPXWQM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   28.1586   -0.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4437   -0.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7349   -0.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7396   -1.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4593   -1.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1652   -1.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8835   -1.8322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8909   -2.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6092   -3.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6167   -3.8882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3200   -2.6442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0382   -3.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7489   -2.6312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0457   -3.8753    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.4671   -3.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5646   -3.8540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3731   -4.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7792   -3.2999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2214   -2.6919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7151   -4.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2345   -5.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5762   -6.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3984   -6.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8775   -5.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5332   -4.8433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0179   -0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7417   -7.0179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2638   -7.6904    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
 23 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288972

   N-[[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]carbamothioyl]-2-(4-methylphenoxy)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: 398.44

Molecular Weight (Monoisotopic): 398.1049

AlogP: 2.95

#Rotatable Bonds: 6

Polar Surface Area: 98.51

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.97

CX Basic pKa: ┄

CX LogP: 3.32

CX LogD: 3.31

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: -1.91

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