5-Chloro-3-methyl-N-(3-oxo-1-thia-4-azaspiro[4.4]nonan-4-yl)-1H-indole-2-carboxamide

ID: ALA4642582

PubChem CID: 156016135

Max Phase: Preclinical

Molecular Formula: C17H18ClN3O2S

Molecular Weight: 363.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)NN2C(=O)CSC23CCCC3)[nH]c2ccc(Cl)cc12

Standard InChI:  InChI=1S/C17H18ClN3O2S/c1-10-12-8-11(18)4-5-13(12)19-15(10)16(23)20-21-14(22)9-24-17(21)6-2-3-7-17/h4-5,8,19H,2-3,6-7,9H2,1H3,(H,20,23)

Standard InChI Key:  RJKATHLMJZFZGS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    8.2237   -4.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6282   -3.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0780   -3.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3335   -3.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4236   -4.2139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0280   -3.9291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0268   -4.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7349   -5.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7331   -3.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -3.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4420   -4.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2206   -4.9969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7016   -4.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2202   -3.6723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4724   -2.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3202   -3.5207    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.5188   -4.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9277   -5.0417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9272   -3.6262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7449   -5.0414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2221   -5.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9992   -5.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9989   -4.6316    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9688   -6.4786    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  2  0
  7  8  1  0
  8 11  2  0
 10  9  2  0
  9  6  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
 14 15  1  0
  6 16  1  0
 13 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23  1  1  0
  1 20  1  0
 21 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4642582

   ---

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: 363.87

Molecular Weight (Monoisotopic): 363.0808

AlogP: 3.62

#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: 3.12

CX LogD: 3.12

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.86

Np Likeness Score: -0.87

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