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

ID: ALA2288974

PubChem CID: 14690716

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)COc3cccc(C)c3)o2)cc1

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

Standard InChI Key:  SKPVNVHXRAQQFE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   10.6072   -0.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8923   -0.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1835   -0.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1882   -1.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9079   -1.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6138   -1.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3321   -1.7488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3395   -2.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0578   -2.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0653   -3.8049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7685   -2.5608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4868   -2.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1975   -2.5478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4943   -3.7919    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.9157   -2.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0132   -3.7707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8218   -3.9348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2277   -3.2166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6700   -2.6086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1636   -4.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6830   -5.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0248   -6.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8469   -6.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3261   -5.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9817   -4.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4769   -1.7717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1904   -6.9344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7124   -7.6069    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
  4 26  1  0
 23 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288974

   N-[[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]carbamothioyl]-2-(3-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: -2.05

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