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

ID: ALA4764963

PubChem CID: 162661131

Max Phase: Preclinical

Molecular Formula: C20H15BrCl2N2O2

Molecular Weight: 466.16

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(NCc2ccc(Br)cc2)cc1Cl)c1cc(Cl)ccc1O

Standard InChI:  InChI=1S/C20H15BrCl2N2O2/c21-13-3-1-12(2-4-13)11-24-15-6-7-18(17(23)10-15)25-20(27)16-9-14(22)5-8-19(16)26/h1-10,24,26H,11H2,(H,25,27)

Standard InChI Key:  FJFQDIKADDYFDV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.4864   -9.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7840   -9.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0683   -9.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3659   -9.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3751  -10.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0866  -10.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7931  -10.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4772   -8.2088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1979   -9.4272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0633   -8.2236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0958  -11.4921    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.9003   -9.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6118   -9.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3184   -8.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3092   -8.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5935   -7.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8911   -8.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6210  -10.2295    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.0116   -7.7593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7231   -8.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4255   -7.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1371   -8.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8394   -7.7339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8344   -6.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1187   -6.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4164   -6.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5392   -6.5031    0.0000 Br  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
  6 11  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
 13 18  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 21 26  2  0
 19 20  1  0
 15 19  1  0
  9 12  1  0
 24 27  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4764963

    ---

Associated Targets(Human)

A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Human adenovirus 5 (897 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 466.16Molecular Weight (Monoisotopic): 463.9694AlogP: 6.33#Rotatable Bonds: 5
Polar Surface Area: 61.36Molecular Species: NEUTRALHBA: 3HBD: 3
#RO5 Violations: 1HBA (Lipinski): 4HBD (Lipinski): 3#RO5 Violations (Lipinski): 1
CX Acidic pKa: 7.39CX Basic pKa: 3.45CX LogP: 5.94CX LogD: 5.63
Aromatic Rings: 3Heavy Atoms: 27QED Weighted: 0.41Np Likeness Score: -1.57

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