(3Z,6Z)-1-Allyl-6-(4-methoxybenzylidene)-3-octylidenepiperazine-2,5-dione

ID: ALA4743751

PubChem CID: 162646956

Max Phase: Preclinical

Molecular Formula: C23H30N2O3

Molecular Weight: 382.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CCn1c(=O)/c(=C/CCCCCCC)[nH]c(=O)/c1=C/c1ccc(OC)cc1

Standard InChI:  InChI=1S/C23H30N2O3/c1-4-6-7-8-9-10-11-20-23(27)25(16-5-2)21(22(26)24-20)17-18-12-14-19(28-3)15-13-18/h5,11-15,17H,2,4,6-10,16H2,1,3H3,(H,24,26)/b20-11-,21-17-

Standard InChI Key:  JCDOHZUMDZABMC-DSWZVGNYSA-N

Molfile:  

 
     RDKit          2D

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    2.9124   -9.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9113  -10.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6193  -10.9233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3290  -10.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3261   -9.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6175   -9.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0323   -9.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7415   -9.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4477   -9.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7446  -10.5031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1570   -9.6806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1600  -10.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4539  -10.9090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0385  -10.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0415  -11.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3354  -12.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4569  -11.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4446   -8.4574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8693  -10.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5754  -10.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2847  -10.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9908  -10.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7001  -10.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4063  -10.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1155  -10.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8217  -10.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2032  -10.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4958  -10.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  5  6  2  0
  6  1  1  0
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  9 11  1  0
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 10 13  1  0
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 14 15  1  0
 15 16  2  0
 13 17  2  0
  9 18  2  0
 12 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
  2 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743751

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 382.50

Molecular Weight (Monoisotopic): 382.2256

AlogP: 2.70

#Rotatable Bonds: 10

Polar Surface Area: 64.09

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.65

CX Basic pKa: ┄

CX LogP: 4.84

CX LogD: 4.67

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: 0.23

References

1. Liao SR,Qin XC,Wang Z,Li D,Xu L,Li JS,Tu ZC,Liu Y.  (2016)  Design, synthesis and cytotoxic activities of novel 2,5-diketopiperazine derivatives.,  121  [PMID:27318124] [10.1016/j.ejmech.2016.06.002]

Source

Source(1):

• Scientific Literature