N-(4-((2-Aminoethyl)amino)-2-chlorophenyl)-5-chloro-2-hydroxybenzamide

ID: ALA4782099

PubChem CID: 162665246

Max Phase: Preclinical

Molecular Formula: C15H15Cl2N3O2

Molecular Weight: 340.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCCNc1ccc(NC(=O)c2cc(Cl)ccc2O)c(Cl)c1

Standard InChI:  InChI=1S/C15H15Cl2N3O2/c16-9-1-4-14(21)11(7-9)15(22)20-13-3-2-10(8-12(13)17)19-6-5-18/h1-4,7-8,19,21H,5-6,18H2,(H,20,22)

Standard InChI Key:  PHUCPEVSXBLDTG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   14.4620   -7.8094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7462   -7.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7462   -6.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0344   -6.1594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3187   -6.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6028   -6.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8911   -6.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8911   -7.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6028   -7.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3187   -7.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4593   -7.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7477   -7.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0318   -7.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3160   -7.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3160   -8.6344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0318   -9.0469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7477   -8.6344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4593   -6.5719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1752   -7.8094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0318   -6.5719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0318   -9.8719    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.1752   -6.1594    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
 11 18  2  0
 11 19  1  0
 13 20  1  0
 16 21  1  0
  8 19  1  0
  7 22  1  0
  4  5  1  0
  3  4  1  0
  1  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4782099

   ---

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: 340.21

Molecular Weight (Monoisotopic): 339.0541

AlogP: 3.32

#Rotatable Bonds: 5

Polar Surface Area: 87.38

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.39

CX Basic pKa: 9.62

CX LogP: 1.72

CX LogD: 1.52

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.67

Np Likeness Score: -1.56

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