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

ID: ALA2288971

PubChem CID: 14690719

Max Phase: Preclinical

Molecular Formula: C17H13N5O5S

Molecular Weight: 399.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(COc1ccccc1[N+](=O)[O-])NC(=S)Nc1nnc(-c2ccccc2)o1

Standard InChI:  InChI=1S/C17H13N5O5S/c23-14(10-26-13-9-5-4-8-12(13)22(24)25)18-17(28)19-16-21-20-15(27-16)11-6-2-1-3-7-11/h1-9H,10H2,(H2,18,19,21,23,28)

Standard InChI Key:  WCWXHOCDFKPJMG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    2.4214   -7.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7058   -6.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9963   -7.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0011   -7.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7214   -8.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4280   -7.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1469   -8.2735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1543   -9.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8733   -9.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8808  -10.3315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5847   -9.0863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3036   -9.4926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0149   -9.0733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3111  -10.3185    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7338   -9.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8313  -10.2972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6407  -10.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0470   -9.7426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4888   -9.1341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9829  -11.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5018  -11.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8439  -12.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6668  -12.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1464  -12.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8017  -11.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7314   -9.1135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4506   -9.5193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0204   -9.5335    0.0000 O   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
 26 27  2  0
 26 28  1  0
  5 26  1  0
M  CHG  2  26   1  28  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2288971

   2-(2-nitrophenoxy)-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: 399.39

Molecular Weight (Monoisotopic): 399.0637

AlogP: 2.54

#Rotatable Bonds: 6

Polar Surface Area: 132.42

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.97

CX Basic pKa: ┄

CX LogP: 2.90

CX LogD: 2.89

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.36

Np Likeness Score: -2.27

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