5'-(tert-butyl)-6-chloro-4'-(3-chlorophenyl)-5-fluoro-2'-phenyl-2',4'-dihydrospiro(indoline-3,3'-pyrazol)-2-one

ID: ALA4743916

PubChem CID: 162646184

Max Phase: Preclinical

Molecular Formula: C26H22Cl2FN3O

Molecular Weight: 482.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)C1=NN(c2ccccc2)[C@]2(C(=O)Nc3cc(Cl)c(F)cc32)[C@H]1c1cccc(Cl)c1

Standard InChI:  InChI=1S/C26H22Cl2FN3O/c1-25(2,3)23-22(15-8-7-9-16(27)12-15)26(32(31-23)17-10-5-4-6-11-17)18-13-20(29)19(28)14-21(18)30-24(26)33/h4-14,22H,1-3H3,(H,30,33)/t22-,26-/m0/s1

Standard InChI Key:  AWXLTJBBFJGQJU-NVQXNPDNSA-N

Molfile:  

 
     RDKit          2D

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   22.1839   -2.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0010   -2.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5960   -1.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1540   -4.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9423   -4.2705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9818   -3.4545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2178   -3.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7063   -3.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9608   -4.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9596   -5.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6677   -5.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6659   -4.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3745   -4.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3748   -5.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1534   -5.8141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6344   -5.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4516   -5.1530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9115   -3.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7028   -2.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9087   -2.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3240   -3.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5388   -3.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3324   -4.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7592   -4.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1685   -4.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9847   -4.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3914   -4.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9759   -3.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1611   -3.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5786   -1.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2530   -4.3378    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.2516   -5.9738    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.6996   -1.7836    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  4  1  0
  9 10  2  0
 10 11  1  0
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 13 12  2  0
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 14 15  1  0
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  4 13  1  1
 16 17  2  0
  8 18  1  1
 18 19  2  0
 19 20  1  0
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 21 22  1  0
 22 23  2  0
 23 18  1  0
  5 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
  7  2  1  0
  2 30  1  0
  9 31  1  0
 10 32  1  0
 20 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743916

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 482.39

Molecular Weight (Monoisotopic): 481.1124

AlogP: 6.99

#Rotatable Bonds: 2

Polar Surface Area: 44.70

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.36

CX Basic pKa: 3.04

CX LogP: 7.98

CX LogD: 7.98

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.43

Np Likeness Score: -0.79

References

1. Raposo LR,Silva A,Silva D,Roma-Rodrigues C,Espadinha M,Baptista PV,Santos MMM,Fernandes AR.  (2021)  Exploiting the antiproliferative potential of spiropyrazoline oxindoles in a human ovarian cancer cell line.,  30  [PMID:33348171] [10.1016/j.bmc.2020.115880]

Source

Source(1):

• Scientific Literature