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

ID: ALA2288975

PubChem CID: 14690715

Max Phase: Preclinical

Molecular Formula: C18H16N4O3S

Molecular Weight: 368.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(OCC(=O)NC(=S)Nc2nnc(-c3ccccc3)o2)c1

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

Standard InChI Key:  LZJFAMRFWWNZRN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.9845   -1.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2689   -1.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5594   -1.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5641   -2.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2845   -2.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9910   -2.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7099   -2.6846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7174   -3.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4363   -3.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4438   -4.7426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1478   -3.4974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8667   -3.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5780   -3.4844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8741   -4.7296    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.2969   -3.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3944   -4.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2037   -4.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6101   -4.1538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0519   -3.5452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5460   -5.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0649   -6.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4070   -7.0448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2299   -7.1242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7095   -6.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3648   -5.6986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8522   -2.7076    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
M  END

Alternative Forms

1. Parent:

   

   ALA2288975

   2-(3-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: -2.21

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