5-Chloro-3-methyl-N-(7,7,9-trimethyl-3-oxo-1-thia-4-azaspiro[4.5]decan-4-yl)-1H-indole-2-carboxamide

ID: ALA4638697

PubChem CID: 156011201

Max Phase: Preclinical

Molecular Formula: C21H26ClN3O2S

Molecular Weight: 419.98

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)NN2C(=O)CSC23CC(C)CC(C)(C)C3)[nH]c2ccc(Cl)cc12

Standard InChI:  InChI=1S/C21H26ClN3O2S/c1-12-8-20(3,4)11-21(9-12)25(17(26)10-28-21)24-19(27)18-13(2)15-7-14(22)5-6-16(15)23-18/h5-7,12,23H,8-11H2,1-4H3,(H,24,27)

Standard InChI Key:  FKOKUWYOLBKVCA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.5322  -23.4820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3535  -23.4820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6079  -22.7012    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.9408  -22.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2821  -22.7012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2472  -20.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2472  -21.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6619  -21.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6619  -20.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9525  -20.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4589  -22.6956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0510  -21.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2297  -21.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4686  -21.2761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7525  -21.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7435  -22.6394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9639  -22.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9713  -21.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2655  -21.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5520  -21.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5486  -22.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2549  -22.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0082  -20.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8426  -21.1347    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.0469  -24.1467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3703  -20.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2431  -20.1698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4548  -20.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  1  0
  6 10  1  0
  7  4  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  2  0
 15 18  1  0
 17 16  1  0
 16 13  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 15 23  1  0
 20 24  1  0
  1 25  2  0
  9 26  1  0
  6 27  1  0
  6 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4638697

   ---

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: 419.98

Molecular Weight (Monoisotopic): 419.1434

AlogP: 4.89

#Rotatable Bonds: 2

Polar Surface Area: 65.20

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.39

CX Basic pKa: ┄

CX LogP: 4.44

CX LogD: 4.44

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.73

Np Likeness Score: -0.65

References

1. Cihan-Üstündağ G, Zopun M, Vanderlinden E, Ozkirimli E, Persoons L, Çapan G, Naesens L..  (2020)  Superior inhibition of influenza virus hemagglutinin-mediated fusion by indole-substituted spirothiazolidinones.,  28  (1): [PMID:31753804] [10.1016/j.bmc.2019.115130]

Source

Source(1):

• Scientific Literature