(O,O-diethyl phosphorothioic)-2-(4-nitrophenoxy)-N'-(2-oxoindolin-3-ylidene)acetohydrazonic anhydride

ID: ALA2228708

PubChem CID: 136224014

Max Phase: Preclinical

Molecular Formula: C20H21N4O7PS

Molecular Weight: 492.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP(=S)(OCC)O/C(COc1ccc([N+](=O)[O-])cc1)=N\N=C1/C(=O)Nc2ccccc21

Standard InChI:  InChI=1S/C20H21N4O7PS/c1-3-29-32(33,30-4-2)31-18(13-28-15-11-9-14(10-12-15)24(26)27)22-23-19-16-7-5-6-8-17(16)21-20(19)25/h5-12H,3-4,13H2,1-2H3,(H,21,23,25)/b22-18-

Standard InChI Key:  WYDSGUXZHZZAPK-PYCFMQQDSA-N

Molfile:  

     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
   16.8388  -30.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5485  -29.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5457  -29.1222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8370  -28.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1308  -29.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1320  -29.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3558  -28.8753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8748  -29.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3538  -30.1964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0576  -29.5340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1045  -28.0977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3054  -27.9266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0541  -27.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6018  -26.5426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3999  -26.7143    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.9486  -26.1072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6522  -27.4913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2469  -25.9116    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.7477  -26.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2954  -25.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4513  -27.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9990  -27.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2550  -26.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0037  -26.2003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2046  -26.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9568  -25.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1585  -25.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6099  -25.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8650  -26.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6627  -26.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8106  -25.5178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2608  -26.1227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5554  -24.7383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  8 10  2  0
  7 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  2  0
 16 19  1  0
 19 20  1  0
 17 21  1  0
 21 22  1  0
 13 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 28 31  1  0
 31 32  2  0
 31 33  1  0
M  CHG  2  31   1  33  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2228708

   ---

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: 492.45

Molecular Weight (Monoisotopic): 492.0869

AlogP: 4.04

#Rotatable Bonds: 10

Polar Surface Area: 133.88

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.85

CX Basic pKa: ┄

CX LogP: 3.96

CX LogD: 3.96

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.17

Np Likeness Score: -0.74

References

1. Pandey VK, Dwivedi A, Pandey OP, Sengupta SK..  (2008)  Organophosphorus derivatives containing isatin-3-hydrazones as chemotherapeutants against fungal pathogens of sugarcane.,  56  (22): [PMID:18954075] [10.1021/jf801975z]

Source

Source(1):

• Scientific Literature