2-(3-(9-(3-(1,3-dioxo-hexahydro-1H-isoindol-2(3H)-yl)propyl)-(2,4,8,10-tetraoxaspiro[5,5]-undecane-3-yl))propyl)-hexahydro-2H-isoindole-1,3-dione

ID: ALA4059502

PubChem CID: 137635835

Max Phase: Preclinical

Molecular Formula: C29H42N2O8

Molecular Weight: 546.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C2CCCCC2C(=O)N1CCCC1OCC2(CO1)COC(CCCN1C(=O)C3CCCCC3C1=O)OC2

Standard InChI:  InChI=1S/C29H42N2O8/c32-25-19-7-1-2-8-20(19)26(33)30(25)13-5-11-23-36-15-29(16-37-23)17-38-24(39-18-29)12-6-14-31-27(34)21-9-3-4-10-22(21)28(31)35/h19-24H,1-18H2

Standard InChI Key:  IIUFNLMICQNFBR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 39 44  0  0  0  0  0  0  0  0999 V2000
    8.8552  -18.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2640  -18.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0815  -18.9811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4965  -18.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0878  -17.5588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2640  -17.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2160  -18.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6248  -18.9743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4423  -18.9768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4485  -17.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6248  -17.5503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3224  -18.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7321  -18.9930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5578  -18.9968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9676  -19.7139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6312  -20.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7915  -19.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9596  -20.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2414  -21.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2340  -21.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9429  -22.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6612  -21.8504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6704  -21.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3455  -19.1883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8230  -20.6333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3901  -18.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9766  -18.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1508  -18.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7372  -19.6895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9149  -19.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0715  -20.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4575  -20.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7415  -20.5886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0324  -21.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0330  -21.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7488  -22.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4641  -21.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3620  -19.1639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8790  -20.6197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  8  1  0
  7 11  1  0
  8  9  1  0
  9  1  1  0
  1 10  1  0
 10 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 19  1  0
 18 17  1  0
 17 15  1  0
 18 19  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 17 24  2  0
 16 25  2  0
  7 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 33  1  0
 32 31  1  0
 31 29  1  0
 32 33  1  0
 32 37  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 30 38  2  0
 31 39  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4059502

   ---

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: 546.66

Molecular Weight (Monoisotopic): 546.2941

AlogP: 2.63

#Rotatable Bonds: 8

Polar Surface Area: 111.68

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.98

CX LogD: 1.98

Aromatic Rings: ┄

Heavy Atoms: 39

QED Weighted: 0.43

Np Likeness Score: -0.03

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