5-Chloro-N-(8-ethyl-3-oxo-1-thia-4-azaspiro[4.5]decan-4-yl)-3-methyl-1H-indole-2-carboxamide

ID: ALA4645759

PubChem CID: 156019200

Max Phase: Preclinical

Molecular Formula: C20H24ClN3O2S

Molecular Weight: 405.95

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC1CCC2(CC1)SCC(=O)N2NC(=O)c1[nH]c2ccc(Cl)cc2c1C

Standard InChI:  InChI=1S/C20H24ClN3O2S/c1-3-13-6-8-20(9-7-13)24(17(25)11-27-20)23-19(26)18-12(2)15-10-14(21)4-5-16(15)22-18/h4-5,10,13,22H,3,6-9,11H2,1-2H3,(H,23,26)

Standard InChI Key:  SOTWNQKVCJDSRC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.3465  -15.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1678  -15.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4222  -14.3477    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.7551  -13.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0964  -14.3477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0615  -12.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0615  -13.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4762  -13.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4762  -12.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7668  -12.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2732  -14.3421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8653  -13.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0440  -13.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2828  -12.9226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5668  -12.9596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5578  -14.2859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7782  -14.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7855  -13.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0798  -12.7919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3663  -13.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3628  -14.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0692  -14.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8225  -12.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6569  -12.7812    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.8612  -15.7931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7658  -11.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4730  -10.9940    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
 10 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4645759

   ---

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: 405.95

Molecular Weight (Monoisotopic): 405.1278

AlogP: 4.65

#Rotatable Bonds: 3

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: 4.30

CX LogD: 4.30

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.78

Np Likeness Score: -0.67

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