5-Chloro-N-(2-chloro-4-(isobutylamino)phenyl)-2-hydroxybenzamide

ID: ALA4755031

PubChem CID: 162654908

Max Phase: Preclinical

Molecular Formula: C17H18Cl2N2O2

Molecular Weight: 353.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)CNc1ccc(NC(=O)c2cc(Cl)ccc2O)c(Cl)c1

Standard InChI:  InChI=1S/C17H18Cl2N2O2/c1-10(2)9-20-12-4-5-15(14(19)8-12)21-17(23)13-7-11(18)3-6-16(13)22/h3-8,10,20,22H,9H2,1-2H3,(H,21,23)

Standard InChI Key:  IGRFCTHNZOPDJQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    9.9705   -6.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2601   -7.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5523   -6.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8460   -7.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8433   -7.8611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5510   -8.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2615   -7.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9691   -5.8252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6741   -7.0533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5551   -5.8205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3846   -6.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0923   -7.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7986   -6.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8013   -5.8305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0936   -5.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3873   -5.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5118   -5.4243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2154   -5.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9258   -5.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0895   -7.8711    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.5483   -9.0892    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.6336   -5.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9257   -4.6077    0.0000 C   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
 18 19  1  0
 17 18  1  0
 14 17  1  0
 12 20  1  0
  9 11  1  0
  6 21  1  0
 19 22  1  0
 19 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755031

   ---

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: 353.25

Molecular Weight (Monoisotopic): 352.0745

AlogP: 5.02

#Rotatable Bonds: 5

Polar Surface Area: 61.36

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.39

CX Basic pKa: 4.68

CX LogP: 4.69

CX LogD: 4.38

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.71

Np Likeness Score: -1.40

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