2-(2-(2-(2-(1,3-dioxo-3a,4,7,7a-tetrahydro-1H-isoindol-2(3H)-yl)ethoxy)ethoxy)ethyl)-3a,4,7,7a-tetrahydro-2H-isoindole-1,3-dione

ID: ALA4079481

PubChem CID: 137651761

Max Phase: Preclinical

Molecular Formula: C22H28N2O6

Molecular Weight: 416.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C2CC=CCC2C(=O)N1CCOCCOCCN1C(=O)C2CC=CCC2C1=O

Standard InChI:  InChI=1S/C22H28N2O6/c25-19-15-5-1-2-6-16(15)20(26)23(19)9-11-29-13-14-30-12-10-24-21(27)17-7-3-4-8-18(17)22(24)28/h1-4,15-18H,5-14H2

Standard InChI Key:  OJUOQWIEFWANDB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.6670  -11.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6670  -12.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3722  -12.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3722  -10.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0775  -11.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0775  -12.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8556  -12.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3367  -11.6228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8557  -10.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1082  -10.1838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1081  -13.0620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1539  -11.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5624  -12.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3796  -12.3306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7882  -11.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6054  -11.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0140  -12.3306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8312  -12.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2398  -11.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0570  -11.6229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5319  -12.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5319  -10.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2770  -10.1845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2775  -13.0597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3091  -11.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3081  -12.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0117  -12.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7208  -12.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7218  -11.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0137  -10.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  9 10  2  0
  7 11  2  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 26  1  0
 25 22  1  0
 22 20  1  0
 22 23  2  0
 21 24  2  0
 25 26  1  0
 25 30  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4079481

   ---

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: 416.47

Molecular Weight (Monoisotopic): 416.1947

AlogP: 0.92

#Rotatable Bonds: 9

Polar Surface Area: 93.22

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.49

CX LogD: 0.49

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.32

Np Likeness Score: -0.41

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