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

ID: ALA4639959

PubChem CID: 156015064

Max Phase: Preclinical

Molecular Formula: C19H22ClN3O2S

Molecular Weight: 391.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)NN2C(=O)CSC23CCCC(C)C3)[nH]c2ccc(Cl)cc12

Standard InChI:  InChI=1S/C19H22ClN3O2S/c1-11-4-3-7-19(9-11)23(16(24)10-26-19)22-18(25)17-12(2)14-8-13(20)5-6-15(14)21-17/h5-6,8,11,21H,3-4,7,9-10H2,1-2H3,(H,22,25)

Standard InChI Key:  GNHIYXPZHXASQT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    9.3848  -14.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2104  -14.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4661  -14.0160    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.7955  -13.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1333  -14.0160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0983  -12.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0983  -13.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5204  -13.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5204  -12.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8073  -11.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3059  -14.0105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8958  -13.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0702  -13.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3155  -12.5835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5905  -12.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5815  -13.9539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7978  -13.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8052  -12.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0958  -12.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3785  -12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3750  -13.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0851  -14.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8476  -11.8364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6654  -12.4414    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.8969  -15.4691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2325  -11.8834    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
M  END

Alternative Forms

1. Parent:

   

   ALA4639959

   ---

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: -0.62

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