5-((4-hydroxypiperidin-1-yl)sulfonyl)-2-(methylthio)-N-(3,4,5-trifluorophenyl)benzamide

ID: ALA4475720

PubChem CID: 155537696

Max Phase: Preclinical

Molecular Formula: C19H19F3N2O4S2

Molecular Weight: 460.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CSc1ccc(S(=O)(=O)N2CCC(O)CC2)cc1C(=O)Nc1cc(F)c(F)c(F)c1

Standard InChI:  InChI=1S/C19H19F3N2O4S2/c1-29-17-3-2-13(30(27,28)24-6-4-12(25)5-7-24)10-14(17)19(26)23-11-8-15(20)18(22)16(21)9-11/h2-3,8-10,12,25H,4-7H2,1H3,(H,23,26)

Standard InChI Key:  RANHYSJUFDBZCI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   16.0343  -14.5485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2171  -14.5485    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.6257  -15.2562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5140  -12.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5129  -13.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2209  -13.7340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9306  -13.3245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9278  -12.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2192  -12.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6339  -12.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3432  -12.4965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6309  -11.2734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0493  -12.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7570  -12.4946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4627  -12.0840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4601  -11.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7458  -10.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0431  -11.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7399  -10.0430    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.1657  -10.8538    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.1717  -12.4903    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.5129  -14.9596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8087  -14.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1030  -14.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0986  -15.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8061  -16.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5179  -15.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3893  -16.1767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2167  -11.2794    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.5078  -10.8729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 17 19  1  0
 16 20  1  0
 15 21  1  0
  6  2  1  0
  2 22  1  0
 22 23  1  0
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
  9 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475720

   ---

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: 460.50

Molecular Weight (Monoisotopic): 460.0738

AlogP: 3.22

#Rotatable Bonds: 5

Polar Surface Area: 86.71

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.23

CX Basic pKa: ┄

CX LogP: 2.49

CX LogD: 2.49

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.53

Np Likeness Score: -1.91

References

1. Na HG, Imran A, Kim K, Han HS, Lee YJ, Kim MJ, Yun CS, Jung YS, Lee JY, Han SB..  (2020)  Discovery of a New Sulfonamide Hepatitis B Capsid Assembly Modulator.,  11  (2): [PMID:32071684] [10.1021/acsmedchemlett.9b00550]

Source

Source(1):

• Scientific Literature