5a,9a-dihydrospiro[benzo[b]fluorene-11,1'-isoindoline]-3',5,10-trione

ID: ALA5284087

Max Phase: Preclinical

Molecular Formula: C24H15NO3

Molecular Weight: 365.39

Names and Identifiers

Canonical SMILES:  O=C1NC2(C3=C(C(=O)C4C=CC=CC4C3=O)c3ccccc32)c2ccccc21

Standard InChI:  InChI=1S/C24H15NO3/c26-21-13-7-1-2-8-14(13)22(27)20-19(21)15-9-3-5-11-17(15)24(20)18-12-6-4-10-16(18)23(28)25-24/h1-14H,(H,25,28)

Standard InChI Key:  WKWGXQNWVSLESH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.2426    1.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5308    1.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5308    0.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2409   -0.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9572    0.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7266    1.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2558    0.7597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7479    0.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0491   -0.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0491   -0.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6705   -1.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1879   -0.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9725   -2.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7927   -2.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3090   -1.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0114   -0.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7759    0.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5050   -0.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5068   -0.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7811   -1.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2272    0.2953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9535   -0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9572   -0.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2360   -1.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5130    2.2104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7759    1.1226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7811   -2.2104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 23 22  2  0
 24 23  1  0
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 20 25  1  0
  7 26  2  0
 18 27  2  0
 21 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284087

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 365.39

Molecular Weight (Monoisotopic): 365.1052

AlogP: 2.95

#Rotatable Bonds: ┄

Polar Surface Area: 63.24

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.79

CX Basic pKa: ┄

CX LogP: 3.15

CX LogD: 3.15

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.78

Np Likeness Score: 0.42

References

1. Bora D, Kaushal A, Shankaraiah N..  (2021)  Anticancer potential of spirocompounds in medicinal chemistry: A pentennial expedition.,  215  [PMID:33601313] [10.1016/j.ejmech.2021.113263]

Source

Source(1):

• Scientific Literature