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

ID: ALA4796412

PubChem CID: 162674543

Max Phase: Preclinical

Molecular Formula: C26H21Cl2F2N3O

Molecular Weight: 500.38

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)c1F

Standard InChI:  InChI=1S/C26H21Cl2F2N3O/c1-25(2,3)23-21(15-10-7-11-17(27)22(15)30)26(33(32-23)14-8-5-4-6-9-14)16-12-19(29)18(28)13-20(16)31-24(26)34/h4-13,21H,1-3H3,(H,31,34)/t21-,26-/m0/s1

Standard InChI Key:  SMORBRYKBXHMIM-LVXARBLLSA-N

Molfile:  

 
     RDKit          2D

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   32.1387   -1.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9282   -2.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7197   -2.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0812   -4.5759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8695   -4.3613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9090   -3.5453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1450   -3.2555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6335   -3.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8880   -4.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8868   -5.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5949   -6.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5931   -4.4282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3017   -4.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3020   -5.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0806   -5.9049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5616   -5.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3788   -5.2438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   29.8359   -2.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2512   -3.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4660   -4.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2596   -4.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6864   -4.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0957   -5.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9119   -5.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3186   -4.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9031   -3.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0883   -3.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1802   -4.4286    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.1788   -6.0646    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.6268   -1.8744    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.1401   -2.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4454   -2.8767    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
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 16 17  2  0
  8 18  1  1
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 20 21  2  0
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 22 23  2  0
 23 18  1  0
  5 24  1  0
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 25 26  1  0
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 28 29  2  0
 29 24  1  0
  9 30  1  0
 10 31  1  0
 20 32  1  0
  7  2  1  0
  2 33  1  0
 19 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4796412

   ---

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: 500.38

Molecular Weight (Monoisotopic): 499.1030

AlogP: 7.13

#Rotatable Bonds: 2

Polar Surface Area: 44.70

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.36

CX Basic pKa: 2.76

CX LogP: 8.13

CX LogD: 8.13

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.41

Np Likeness Score: -0.78

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