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

ID: ALA4531181

PubChem CID: 89818914

Max Phase: Preclinical

Molecular Formula: C18H17F3N2O4S

Molecular Weight: 414.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(F)c(F)c(F)c1)c1cccc(S(=O)(=O)N2CCC(O)CC2)c1

Standard InChI:  InChI=1S/C18H17F3N2O4S/c19-15-9-12(10-16(20)17(15)21)22-18(25)11-2-1-3-14(8-11)28(26,27)23-6-4-13(24)5-7-23/h1-3,8-10,13,24H,4-7H2,(H,22,25)

Standard InChI Key:  RLZOKSHPNCHTIR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   17.0785   -6.0588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2572   -6.0588    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.6657   -6.7706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5500   -4.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5488   -4.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2610   -5.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9748   -4.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9720   -3.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2592   -3.5945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6823   -3.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3956   -3.9944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6792   -2.7672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1018   -3.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8136   -3.9925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5234   -3.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5208   -2.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8024   -2.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0955   -2.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7964   -1.5286    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.2305   -2.3434    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.2366   -3.9882    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.5489   -6.4699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8405   -6.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1307   -6.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1263   -7.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8379   -7.7005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5539   -7.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4128   -7.6953    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA4531181

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

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: 414.41

Molecular Weight (Monoisotopic): 414.0861

AlogP: 2.50

#Rotatable Bonds: 4

Polar Surface Area: 86.71

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.62

CX Basic pKa: ┄

CX LogP: 1.86

CX LogD: 1.86

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.75

Np Likeness Score: -1.94

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