5-Chloro-N-(2,4-difluorobenzyl)-2-hydroxybenzamide

ID: ALA4550809

PubChem CID: 60739715

Max Phase: Preclinical

Molecular Formula: C14H10ClF2NO2

Molecular Weight: 297.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccc(F)cc1F)c1cc(Cl)ccc1O

Standard InChI:  InChI=1S/C14H10ClF2NO2/c15-9-2-4-13(19)11(5-9)14(20)18-7-8-1-3-10(16)6-12(8)17/h1-6,19H,7H2,(H,18,20)

Standard InChI Key:  RJIVIJGWTQDTLR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    2.3263   -2.4350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3252   -3.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0332   -3.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7429   -3.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7401   -2.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0314   -2.0262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4462   -2.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1555   -2.4261    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8616   -2.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4432   -1.2030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0290   -1.2090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0330   -4.4807    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.5709   -2.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5709   -3.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2793   -3.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9864   -3.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9807   -2.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2717   -2.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2650   -1.1906    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.6962   -3.6363    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
  6 11  1  0
  3 12  1  0
  9 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
 18 19  1  0
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4550809

   5-chloro-N-[(2,4-difluorophenyl)methyl]-2-hydroxybenzamide

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: 297.69

Molecular Weight (Monoisotopic): 297.0368

AlogP: 3.25

#Rotatable Bonds: 3

Polar Surface Area: 49.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.66

CX Basic pKa: ┄

CX LogP: 4.01

CX LogD: 3.82

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.91

Np Likeness Score: -1.82

References

1. Xu J, Berastegui-Cabrera J, Chen H, Pachón J, Zhou J, Sánchez-Céspedes J..  (2020)  Structure-Activity Relationship Studies on Diversified Salicylamide Derivatives as Potent Inhibitors of Human Adenovirus Infection.,  63  (6): [PMID:32045239] [10.1021/acs.jmedchem.9b01950]

Source

Source(1):

• Scientific Literature