2-(2-isopropyl-5-methylphenoxy)-N-(5-phenyl-1,3,4-oxadiazol-2-ylcarbamothioyl)acetamide

ID: ALA2288968

PubChem CID: 14690722

Max Phase: Preclinical

Molecular Formula: C21H22N4O3S

Molecular Weight: 410.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(C)C)c(OCC(=O)NC(=S)Nc2nnc(-c3ccccc3)o2)c1

Standard InChI:  InChI=1S/C21H22N4O3S/c1-13(2)16-10-9-14(3)11-17(16)27-12-18(26)22-21(29)23-20-25-24-19(28-20)15-7-5-4-6-8-15/h4-11,13H,12H2,1-3H3,(H2,22,23,25,26,29)

Standard InChI Key:  AYGLZUWYIXSZHC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   30.5715   -7.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8626   -7.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8674   -8.7579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5869   -9.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2928   -8.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0110   -9.1530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0186   -9.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7368  -10.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7443  -11.2090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4475   -9.9650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1657  -10.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8764   -9.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1732  -11.1960    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   35.5946  -10.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6919  -11.1748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5005  -11.3390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9066  -10.6207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3489  -10.0128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.8425  -12.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3618  -12.7589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7036  -13.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5256  -13.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0049  -12.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6604  -12.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5951   -9.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8848  -10.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3136  -10.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5670   -6.6950    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
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 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
  5 26  1  0
 26 27  1  0
 26 28  1  0
  2 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288968

   2-(5-methyl-2-propan-2-ylphenoxy)-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: 410.50

Molecular Weight (Monoisotopic): 410.1413

AlogP: 4.06

#Rotatable Bonds: 6

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: 4.72

CX LogD: 4.71

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.59

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