(3Z,6Z)-1-Allyl-3-heptylidene-6-(2-methoxybenzylidene)piperazine-2,5-dione

ID: ALA4743607

PubChem CID: 162645407

Max Phase: Preclinical

Molecular Formula: C22H28N2O3

Molecular Weight: 368.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CCn1c(=O)/c(=C/CCCCCC)[nH]c(=O)/c1=C/c1ccccc1OC

Standard InChI:  InChI=1S/C22H28N2O3/c1-4-6-7-8-9-13-18-22(26)24(15-5-2)19(21(25)23-18)16-17-12-10-11-14-20(17)27-3/h5,10-14,16H,2,4,6-9,15H2,1,3H3,(H,23,25)/b18-13-,19-16-

Standard InChI Key:  CGZWQGBCXBCQQQ-RGDAZOANSA-N

Molfile:  

 
     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
    2.1447  -10.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436  -11.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8516  -11.7240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5613  -11.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5585  -10.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8499  -10.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2646  -10.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9739  -10.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6800  -10.0753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9770  -11.3038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3893  -10.4812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3924  -11.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6862  -11.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2708  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2739  -12.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5677  -12.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6893  -12.5269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6770   -9.2581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1016  -11.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8078  -11.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5170  -11.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2232  -11.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9324  -11.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6386  -11.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3478  -11.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8474   -9.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5539   -8.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 10 13  1  0
 10 14  1  0
 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
  6 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743607

   ---

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: 368.48

Molecular Weight (Monoisotopic): 368.2100

AlogP: 2.31

#Rotatable Bonds: 9

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: 4.39

CX LogD: 4.22

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: 0.09

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