1-(2-(2-(2-(2,6-dioxopiperazin-1-yl)ethoxy)ethoxy)ethyl)piperazine-2,6-dione

ID: ALA4076601

PubChem CID: 137652093

Max Phase: Preclinical

Molecular Formula: C14H22N4O6

Molecular Weight: 342.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CNCC(=O)N1CCOCCOCCN1C(=O)CNCC1=O

Standard InChI:  InChI=1S/C14H22N4O6/c19-11-7-15-8-12(20)17(11)1-3-23-5-6-24-4-2-18-13(21)9-16-10-14(18)22/h15-16H,1-10H2

Standard InChI Key:  JWPIIWHYQJVNSG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    2.7770   -8.3788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5942   -8.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0028   -9.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8200   -9.0866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2286   -8.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0458   -8.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4544   -9.0866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2716   -9.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6802   -8.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4973   -8.3789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9011   -9.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7147   -9.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1271   -8.3858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7197   -7.6763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8999   -7.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3694   -7.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5557   -7.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433   -8.3741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5507   -9.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3705   -9.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7784   -9.7953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7794   -6.9633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4891   -9.7955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4910   -6.9652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  1 16  1  0
  1 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 16 22  2  0
 11 23  2  0
 15 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4076601

   ---

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: 342.35

Molecular Weight (Monoisotopic): 342.1539

AlogP: -3.06

#Rotatable Bonds: 9

Polar Surface Area: 117.28

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.59

CX LogP: -3.48

CX LogD: -3.48

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.33

Np Likeness Score: -0.62

References

1. Kumar A, Banerjee S, Roy P, Sondhi SM, Sharma A..  (2017)  Solvent free, catalyst free, microwave or grinding assisted synthesis of bis-cyclic imide derivatives and their evaluation for anticancer activity.,  27  (3): [PMID:28011220] [10.1016/j.bmcl.2016.12.031]

Source

Source(1):

• Scientific Literature