1'-(6-oxooctyl)spiro[fluorene-9,4'-imidazolidine]-2',5'-dione

ID: ALA5286946

Max Phase: Preclinical

Molecular Formula: C23H24N2O3

Molecular Weight: 376.46

Names and Identifiers

Canonical SMILES:  CCC(=O)CCCCCN1C(=O)NC2(C1=O)c1ccccc1-c1ccccc12

Standard InChI:  InChI=1S/C23H24N2O3/c1-2-16(26)10-4-3-9-15-25-21(27)23(24-22(25)28)19-13-7-5-11-17(19)18-12-6-8-14-20(18)23/h5-8,11-14H,2-4,9-10,15H2,1H3,(H,24,28)

Standard InChI Key:  PBILODCOIFYBSL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -4.4140    0.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7006    0.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9935    0.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9935    1.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7024    1.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3851    0.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7162   -0.5813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5292   -0.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0102   -1.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6720   -1.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8630   -1.9877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3838   -1.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0923    0.9288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2761    0.9288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0540    0.0995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7500   -0.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7500   -1.1654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2647   -0.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3130    0.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1022    0.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6800    0.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4692    0.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0470    1.1984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8362    0.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4140    1.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8355    1.9877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8676    1.6364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  4  7  1  0
  7  8  1  0
  8  9  2  0
  3  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  8 13  1  0
  7 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  7 17  1  0
 17 18  2  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 15 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286946

   ---

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: 376.46

Molecular Weight (Monoisotopic): 376.1787

AlogP: 4.00

#Rotatable Bonds: 7

Polar Surface Area: 66.48

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.76

CX Basic pKa: ┄

CX LogP: 3.97

CX LogD: 3.97

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.59

Np Likeness Score: -0.26

References

1. Pal R, Singh K, Khan SA, Chawla P, Kumar B, Akhtar MJ..  (2021)  Reactive metabolites of the anticonvulsant drugs and approaches to minimize the adverse drug reaction.,  226  [PMID:34628237] [10.1016/j.ejmech.2021.113890]

Source

Source(1):

• Scientific Literature