Methyl (E)-4-((2-(4-(Dimethylamino)benzoyl)hydrazono)methyl)-benzoate

ID: ALA3764764

Chembl Id: CHEMBL3764764

PubChem CID: 6874231

Max Phase: Preclinical

Molecular Formula: C18H19N3O3

Molecular Weight: 325.37

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(/C=N/NC(=O)c2ccc(N(C)C)cc2)cc1

Standard InChI:  InChI=1S/C18H19N3O3/c1-21(2)16-10-8-14(9-11-16)17(22)20-19-12-13-4-6-15(7-5-13)18(23)24-3/h4-12H,1-3H3,(H,20,22)/b19-12+

Standard InChI Key:  XJECZSHBMZANSI-XDHOZWIPSA-N

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: 325.37Molecular Weight (Monoisotopic): 325.1426AlogP: 2.30#Rotatable Bonds: 5
Polar Surface Area: 71.00Molecular Species: NEUTRALHBA: 5HBD: 1
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 12.77CX Basic pKa: 3.28CX LogP: 3.07CX LogD: 3.07
Aromatic Rings: 2Heavy Atoms: 24QED Weighted: 0.52Np Likeness Score: -1.44

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