5-Chloro-N-(2-chloro-4-((4-Hydroxy-2-methylbutan-2-yl)-amino)phenyl)-2-hydroxybenzamide

ID: ALA4789840

PubChem CID: 162670063

Max Phase: Preclinical

Molecular Formula: C18H20Cl2N2O3

Molecular Weight: 383.28

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)(CCO)Nc1ccc(NC(=O)c2cc(Cl)ccc2O)c(Cl)c1

Standard InChI:  InChI=1S/C18H20Cl2N2O3/c1-18(2,7-8-23)22-12-4-5-15(14(20)10-12)21-17(25)13-9-11(19)3-6-16(13)24/h3-6,9-10,22-24H,7-8H2,1-2H3,(H,21,25)

Standard InChI Key:  JPCDXPSOXNWKOD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   11.9318   -6.0505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3540   -6.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1469   -6.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1107   -7.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4016   -7.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6926   -7.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9876   -7.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9876   -8.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6926   -9.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4017   -8.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1107   -6.6357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8198   -7.8615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6926   -6.6357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5248   -7.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2339   -7.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9388   -7.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9388   -6.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2339   -6.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5248   -6.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6479   -6.2271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3570   -7.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0661   -7.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0661   -8.6787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2339   -8.6787    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.6926   -9.9045    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  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
  4 11  2  0
  4 12  1  0
  6 13  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
  2 21  1  0
 21 22  1  0
 22 23  1  0
 20  2  1  0
 17 20  1  0
 15 24  1  0
 12 14  1  0
  9 25  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4789840

    ---

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: 383.28Molecular Weight (Monoisotopic): 382.0851AlogP: 4.52#Rotatable Bonds: 6
Polar Surface Area: 81.59Molecular Species: NEUTRALHBA: 4HBD: 4
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 7.39CX Basic pKa: 4.43CX LogP: 3.51CX LogD: 3.21
Aromatic Rings: 2Heavy Atoms: 25QED Weighted: 0.59Np Likeness Score: -1.23

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