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

ID: ALA4557194

PubChem CID: 155554574

Max Phase: Preclinical

Molecular Formula: C18H17F3N2O5S

Molecular Weight: 430.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(F)c(F)c(F)c1)c1cc(S(=O)(=O)N2CCC(O)CC2)ccc1O

Standard InChI:  InChI=1S/C18H17F3N2O5S/c19-14-7-10(8-15(20)17(14)21)22-18(26)13-9-12(1-2-16(13)25)29(27,28)23-5-3-11(24)4-6-23/h1-2,7-9,11,24-25H,3-6H2,(H,22,26)

Standard InChI Key:  LEAWGGDJFLXVLQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.9350  -14.8663    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.3436  -15.5781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2278  -12.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2266  -13.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9388  -14.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6526  -13.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6498  -12.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370  -12.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3601  -12.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0734  -12.8019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3570  -11.5747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7796  -12.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4914  -12.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2012  -12.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1986  -11.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4802  -11.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7733  -11.5744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4742  -10.3361    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.9083  -11.1509    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.9144  -12.7957    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2267  -15.2774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5183  -14.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8085  -15.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8041  -16.0929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5157  -16.5080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2317  -16.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0906  -16.5028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9346  -11.5807    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
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  6  2  1  0
  2 22  1  0
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 22 27  1  0
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 24 25  1  0
 25 26  1  0
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 25 28  1  0
  9 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4557194

   ---

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: 430.40

Molecular Weight (Monoisotopic): 430.0810

AlogP: 2.21

#Rotatable Bonds: 4

Polar Surface Area: 106.94

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.77

CX Basic pKa: ┄

CX LogP: 1.56

CX LogD: 0.85

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.65

Np Likeness Score: -1.67

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