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

ID: ALA2228707

PubChem CID: 136264492

Max Phase: Preclinical

Molecular Formula: C20H21ClN3O5PS

Molecular Weight: 481.90

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H21ClN3O5PS/c1-3-27-30(31,28-4-2)29-18(13-26-15-11-9-14(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:  FWTSHBSPCNMJTF-NKFKGCMQSA-N

Molfile:  

     RDKit          2D

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    8.3571  -30.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9394  -30.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9407  -29.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1645  -28.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6835  -29.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1625  -30.2872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8663  -29.6248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1141  -28.0174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8627  -27.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4105  -26.6334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2085  -26.8051    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.7573  -26.1980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4609  -27.5821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0556  -26.0024    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2599  -27.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8077  -27.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0636  -27.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8123  -26.2911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0132  -26.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7654  -25.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9672  -25.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4185  -25.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6737  -26.5595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713  -26.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6192  -25.6086    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
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 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:

   

   ALA2228707

   ---

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: 481.90

Molecular Weight (Monoisotopic): 481.0628

AlogP: 4.79

#Rotatable Bonds: 9

Polar Surface Area: 90.74

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.85

CX Basic pKa: ┄

CX LogP: 4.62

CX LogD: 4.62

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.24

Np Likeness Score: -0.64

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