5-Chloro-N-(2-((2-chloro-4-nitrophenyl)amino)-2-oxoethyl)-2-hydroxybenzamide

ID: ALA4550712

PubChem CID: 155555124

Max Phase: Preclinical

Molecular Formula: C15H11Cl2N3O5

Molecular Weight: 384.18

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CNC(=O)c1cc(Cl)ccc1O)Nc1ccc([N+](=O)[O-])cc1Cl

Standard InChI:  InChI=1S/C15H11Cl2N3O5/c16-8-1-4-13(21)10(5-8)15(23)18-7-14(22)19-12-3-2-9(20(24)25)6-11(12)17/h1-6,21H,7H2,(H,18,23)(H,19,22)

Standard InChI Key:  GKYOCNABAGOCKD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   20.5357   -2.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5345   -3.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2426   -3.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9522   -3.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9494   -2.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2408   -2.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6556   -2.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3648   -2.4963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0710   -2.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6525   -1.2731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2424   -4.5509    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.7802   -2.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4864   -2.0797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7833   -3.3081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1956   -2.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1958   -3.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9043   -3.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6114   -3.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6057   -2.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8967   -2.0738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3215   -3.7025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0271   -3.2903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3256   -4.5197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2383   -1.2791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8905   -1.2567    0.0000 Cl  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
  3 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 21 22  2  0
 21 23  1  0
 18 21  1  0
  6 24  1  0
 20 25  1  0
M  CHG  2  21   1  23  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4550712

   ---

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: 384.18

Molecular Weight (Monoisotopic): 383.0076

AlogP: 2.98

#Rotatable Bonds: 5

Polar Surface Area: 121.57

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.66

CX Basic pKa: ┄

CX LogP: 3.45

CX LogD: 3.27

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: -1.92

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