5-Chloro-N-(3-hydroxybenzyl)-2-hydroxybenzamide

ID: ALA5204849

PubChem CID: 28739891

Max Phase: Preclinical

Molecular Formula: C13H10ClNO3

Molecular Weight: 263.68

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(O)c1)c1cc(Cl)ccc1O

Standard InChI:  InChI=1S/C13H10ClNO3/c14-8-4-5-12(17)11(6-8)13(18)15-9-2-1-3-10(16)7-9/h1-7,16-17H,(H,15,18)

Standard InChI Key:  ZYCJCUABUFONAM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -2.8573    0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1427    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4307    0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4307   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1409   -1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573   -0.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1409   -1.8553    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161    0.6194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161    1.4445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015    0.2068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7131    0.6194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7133    1.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4262    1.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1410    1.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426    0.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4308    0.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8573    0.2089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1427    1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  5  7  1  0
  3  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 11 16  1  0
 15 17  1  0
  2 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5204849

   5-chloro-2-hydroxy-N-(3-hydroxyphenyl)benzamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 263.68

Molecular Weight (Monoisotopic): 263.0349

AlogP: 3.00

#Rotatable Bonds: 2

Polar Surface Area: 69.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.39

CX Basic pKa: ┄

CX LogP: 3.06

CX LogD: 2.75

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.78

Np Likeness Score: -1.10

References

1. Juang YP, Chou YT, Lin RX, Ma HH, Chao TL, Jan JT, Chang SY, Liang PH..  (2022)  Design, synthesis and biological evaluations of niclosamide analogues against SARS-CoV-2.,  235  [PMID:35344901] [10.1016/j.ejmech.2022.114295]

Source

Source(1):

• Scientific Literature