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

ID: ALA5287354

Max Phase: Preclinical

Molecular Formula: C24H14ClNO3

Molecular Weight: 399.83

Names and Identifiers

Canonical SMILES:  O=C1NC2(C3=C(C(=O)C4C=CC=CC4C3=O)c3cc(Cl)ccc32)c2ccccc21

Standard InChI:  InChI=1S/C24H14ClNO3/c25-12-9-10-18-16(11-12)19-20(22(28)14-6-2-1-5-13(14)21(19)27)24(18)17-8-4-3-7-15(17)23(29)26-24/h1-11,13-14H,(H,26,29)

Standard InChI Key:  PCFFMJBMEWQPLC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.2408    0.2908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7478    0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2557    1.1242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7266    1.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5130    2.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7759    0.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7759    1.4873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2272    0.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9536    0.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9572   -0.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2360   -1.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7812   -1.8459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0062   -2.5750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 20 27  1  0
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 17 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287354

   ---

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: 399.83

Molecular Weight (Monoisotopic): 399.0662

AlogP: 3.60

#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: 10.33

CX Basic pKa: ┄

CX LogP: 3.75

CX LogD: 3.75

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.74

Np Likeness Score: 0.21

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