(E)-3-((2-(4-(Dimethylamino)benzoyl)hydrazono)methyl)benzoic Acid

ID: ALA3764386

Chembl Id: CHEMBL3764386

PubChem CID: 127042960

Max Phase: Preclinical

Molecular Formula: C17H17N3O3

Molecular Weight: 311.34

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(C(=O)N/N=C/c2cccc(C(=O)O)c2)cc1

Standard InChI:  InChI=1S/C17H17N3O3/c1-20(2)15-8-6-13(7-9-15)16(21)19-18-11-12-4-3-5-14(10-12)17(22)23/h3-11H,1-2H3,(H,19,21)(H,22,23)/b18-11+

Standard InChI Key:  FRZXAZJKIVFGKG-WOJGMQOQSA-N

Alternative Forms

  1. Parent:

    ALA3764386

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Associated Targets(non-human)

Hdac3 Histone deacetylase (262 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: 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: 311.34Molecular Weight (Monoisotopic): 311.1270AlogP: 2.21#Rotatable Bonds: 5
Polar Surface Area: 82.00Molecular Species: ACIDHBA: 4HBD: 2
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 4.05CX Basic pKa: 3.20CX LogP: 2.34CX LogD: -0.45
Aromatic Rings: 2Heavy Atoms: 23QED Weighted: 0.66Np Likeness Score: -1.38

References

1. Rodrigues DA, Ferreira-Silva GÀ, Ferreira AC, Fernandes RA, Kwee JK, Sant'Anna CM, Ionta M, Fraga CA..  (2016)  Design, Synthesis, and Pharmacological Evaluation of Novel N-Acylhydrazone Derivatives as Potent Histone Deacetylase 6/8 Dual Inhibitors.,  59  (2): [PMID:26705137] [10.1021/acs.jmedchem.5b01525]

Source