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

ID: ALA4641059

PubChem CID: 156015241

Max Phase: Preclinical

Molecular Formula: C19H22ClN3O2S

Molecular Weight: 391.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)NN2C(=O)CSC23CCC(C)CC3)[nH]c2ccc(Cl)cc12

Standard InChI:  InChI=1S/C19H22ClN3O2S/c1-11-5-7-19(8-6-11)23(16(24)10-26-19)22-18(25)17-12(2)14-9-13(20)3-4-15(14)21-17/h3-4,9,11,21H,5-8,10H2,1-2H3,(H,22,25)

Standard InChI Key:  AXQNNCHBTSIHLK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   19.4477  -14.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2690  -14.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5234  -14.1289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.8563  -13.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1976  -14.1289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1627  -12.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1627  -13.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5774  -13.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5774  -12.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8680  -12.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3744  -14.1234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9665  -13.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1452  -13.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3840  -12.7039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6680  -12.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6590  -14.0672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8794  -13.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8867  -12.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1810  -12.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4675  -12.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4640  -13.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1704  -14.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9237  -11.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7581  -12.5624    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.9624  -15.5744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8670  -11.1848    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
M  END

Alternative Forms

1. Parent:

   

   ALA4641059

   ---

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: 391.92

Molecular Weight (Monoisotopic): 391.1121

AlogP: 4.26

#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: 3.85

CX LogD: 3.85

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.80

Np Likeness Score: -0.77

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