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

ID: ALA4647754

PubChem CID: 156020715

Max Phase: Preclinical

Molecular Formula: C18H20ClN3O2S

Molecular Weight: 377.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)NN2C(=O)CSC23CCCCC3)[nH]c2ccc(Cl)cc12

Standard InChI:  InChI=1S/C18H20ClN3O2S/c1-11-13-9-12(19)5-6-14(13)20-16(11)17(24)21-22-15(23)10-25-18(22)7-3-2-4-8-18/h5-6,9,20H,2-4,7-8,10H2,1H3,(H,21,24)

Standard InChI Key:  ZMPLYSZBRPRHMB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   17.9619   -5.7226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7832   -5.7226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0376   -4.9417    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.3705   -4.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7118   -4.9417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6769   -3.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6769   -4.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0916   -4.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0916   -3.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3822   -2.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8886   -4.9362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4807   -4.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6594   -4.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8982   -3.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1822   -3.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1732   -4.8799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3936   -4.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4009   -3.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6952   -3.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9817   -3.7922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9782   -4.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6846   -5.0239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4379   -2.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2723   -3.3752    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.4766   -6.3872    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA4647754

   ---

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: 377.90

Molecular Weight (Monoisotopic): 377.0965

AlogP: 4.01

#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: 3.57

CX LogD: 3.57

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.83

Np Likeness Score: -0.85

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