bis(diethoxyphosphoryl)N1,N4-bis[(4-nitrophenyl)methyleneamino]piperazine-1,4-dicarboximidothioate

ID: ALA2252241

PubChem CID: 76326374

Max Phase: Preclinical

Molecular Formula: C28H38N8O10P2S2

Molecular Weight: 772.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP(=O)(OCC)S/C(=N\N=C\c1ccc([N+](=O)[O-])cc1)N1CCN(/C(=N\N=C\c2ccc([N+](=O)[O-])cc2)SP(=O)(OCC)OCC)CC1

Standard InChI:  InChI=1S/C28H38N8O10P2S2/c1-5-43-47(41,44-6-2)49-27(31-29-21-23-9-13-25(14-10-23)35(37)38)33-17-19-34(20-18-33)28(50-48(42,45-7-3)46-8-4)32-30-22-24-11-15-26(16-12-24)36(39)40/h9-16,21-22H,5-8,17-20H2,1-4H3/b29-21+,30-22+,31-27-,32-28+

Standard InChI Key:  KIYXIMJWIJGWFT-GGCFCEMTSA-N

Molfile:  

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M  CHG  4  45   1  47  -1  48   1  50  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2252241

   bis(diethoxyphosphoryl) (1E,4Z)-1-N,4-N-bis[(E)-(4-nitrophenyl)methylideneamino]piperazine-1,4-dicarboximidothioate

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: 772.74

Molecular Weight (Monoisotopic): 772.1628

AlogP: 7.03

#Rotatable Bonds: 16

Polar Surface Area: 213.26

Molecular Species: NEUTRAL

HBA: 16

HBD: ┄

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: 1.09

CX LogP: 5.64

CX LogD: 5.64

Aromatic Rings: 2

Heavy Atoms: 50

QED Weighted: 0.06

Np Likeness Score: -0.56

References

1. Chandra R, Pandey OP, Sengupta SK..  (2005)  Organophosphorus derivatives containing piperazine dithiosemicarbazones as chemotherapeutants against fungal pathogens of sugarcane.,  53  (6): [PMID:15769154] [10.1021/jf040134m]

Source

Source(1):

• Scientific Literature