1-(3-(4-(3-(2,6-dioxopiperazin-1-yl)propyl)piperazin-1-yl)propyl)piperazine-2,6-dione

ID: ALA4091722

PubChem CID: 137653902

Max Phase: Preclinical

Molecular Formula: C18H30N6O4

Molecular Weight: 394.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CNCC(=O)N1CCCN1CCN(CCCN2C(=O)CNCC2=O)CC1

Standard InChI:  InChI=1S/C18H30N6O4/c25-15-11-19-12-16(26)23(15)5-1-3-21-7-9-22(10-8-21)4-2-6-24-17(27)13-20-14-18(24)28/h19-20H,1-14H2

Standard InChI Key:  UGMKYQUIKXYRDV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.9025  -14.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3207  -15.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1379  -15.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5561  -15.9390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1563  -16.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5710  -17.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3885  -17.3411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7896  -16.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3731  -15.9218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8041  -18.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6213  -18.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0369  -18.7402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8540  -18.7321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6670  -13.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8534  -13.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4507  -14.5756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8677  -15.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6875  -15.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2658  -19.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0794  -19.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4848  -18.7195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0704  -18.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2507  -18.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667  -13.1422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1048  -15.9745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8620  -20.1460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8344  -17.3154    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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  1 15  1  0
  1 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 14 20  1  0
 14 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 15 25  2  0
 19 26  2  0
 20 27  2  0
 24 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4091722

   ---

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: 394.48

Molecular Weight (Monoisotopic): 394.2329

AlogP: -2.70

#Rotatable Bonds: 8

Polar Surface Area: 105.30

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.77

CX LogP: -3.40

CX LogD: -3.93

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.43

Np Likeness Score: -0.66

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