5-Chloro-N-(2-chloro-4-(((4-chloropyridin-3-yl)methyl)-amino)phenyl)-2-hydroxybenzamide

ID: ALA4755467

PubChem CID: 162655386

Max Phase: Preclinical

Molecular Formula: C19H14Cl3N3O2

Molecular Weight: 422.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(NCc2cnccc2Cl)cc1Cl)c1cc(Cl)ccc1O

Standard InChI:  InChI=1S/C19H14Cl3N3O2/c20-12-1-4-18(26)14(7-12)19(27)25-17-3-2-13(8-16(17)22)24-10-11-9-23-6-5-15(11)21/h1-9,24,26H,10H2,(H,25,27)

Standard InChI Key:  JMHJVEDGMZCGSM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.4897  -10.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7837  -10.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0716  -10.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3698  -10.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3801  -11.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0921  -11.7386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7940  -11.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4794   -9.2707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1976  -10.4880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0614   -9.2873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9036  -10.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6156  -10.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3175  -10.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3072   -9.2373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5951   -8.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8933   -9.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0132   -8.8204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7252   -9.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4168   -7.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4271   -8.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1391   -9.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8410   -8.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8348   -7.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1186   -7.5698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1494  -10.0211    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.6259  -11.2884    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.1024  -12.5557    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  2  0
  1  9  1  0
  3 10  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 19 24  2  0
 21 25  1  0
 18 20  1  0
 17 18  1  0
 14 17  1  0
 12 26  1  0
  9 11  1  0
  6 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755467

   ---

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: 422.70

Molecular Weight (Monoisotopic): 421.0152

AlogP: 5.61

#Rotatable Bonds: 5

Polar Surface Area: 74.25

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.39

CX Basic pKa: 3.91

CX LogP: 4.55

CX LogD: 4.25

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.50

Np Likeness Score: -1.67

References

1. Xu J,Berastegui-Cabrera J,Ye N,Carretero-Ledesma M,Pachón-Díaz J,Chen H,Pachón-Ibáñez ME,Sánchez-Céspedes J,Zhou J.  (2020)  Discovery of Novel Substituted N-(4-Amino-2-chlorophenyl)-5-chloro-2-hydroxybenzamide Analogues as Potent Human Adenovirus Inhibitors.,  63  (21): [PMID:33112138] [10.1021/acs.jmedchem.0c01226]

Source

Source(1):

• Scientific Literature