2-(4-chlorophenoxy)-N'-(2-oxoindolin-3-ylidene)acetohydrazonic(diethyl phosphoric)anhydride

ID: ALA2228704

PubChem CID: 136241465

Max Phase: Preclinical

Molecular Formula: C20H21ClN3O6P

Molecular Weight: 465.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP(=O)(OCC)O/C(COc1ccc(Cl)cc1)=N\N=C1/C(=O)Nc2ccccc21

Standard InChI:  InChI=1S/C20H21ClN3O6P/c1-3-28-31(26,29-4-2)30-18(13-27-15-11-9-14(21)10-12-15)23-24-19-16-7-5-6-8-17(16)22-20(19)25/h5-12H,3-4,13H2,1-2H3,(H,22,24,25)/b23-18-

Standard InChI Key:  SORQJVUKVQLYIY-NKFKGCMQSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   16.7109  -24.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4205  -24.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4177  -23.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7091  -23.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0028  -24.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0040  -23.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2279  -23.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7469  -23.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2259  -24.5339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9297  -23.8715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9765  -22.4352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1774  -22.2640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9261  -21.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4739  -20.8800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2719  -21.0518    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.8207  -20.4447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5243  -21.8287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1190  -20.2490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6197  -20.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1675  -20.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3233  -21.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8711  -21.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1270  -21.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8757  -20.5378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0766  -20.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8288  -19.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0306  -19.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4819  -20.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7371  -20.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5347  -20.9737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6826  -19.8552    0.0000 Cl  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
M  END

Alternative Forms

1. Parent:

   

   ALA2228704

   ---

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: 465.83

Molecular Weight (Monoisotopic): 465.0856

AlogP: 4.67

#Rotatable Bonds: 9

Polar Surface Area: 107.81

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.85

CX Basic pKa: ┄

CX LogP: 3.73

CX LogD: 3.73

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.25

Np Likeness Score: -0.60

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