3-((4-Hexylbenzyl)oxy)-N-hydroxy-4-methoxybenzamide

ID: ALA4588641

Chembl Id: CHEMBL4588641

PubChem CID: 155567757

Max Phase: Preclinical

Molecular Formula: C21H27NO4

Molecular Weight: 357.45

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  CCCCCCc1ccc(COc2cc(C(=O)NO)ccc2OC)cc1

Standard InChI:  InChI=1S/C21H27NO4/c1-3-4-5-6-7-16-8-10-17(11-9-16)15-26-20-14-18(21(23)22-24)12-13-19(20)25-2/h8-14,24H,3-7,15H2,1-2H3,(H,22,23)

Standard InChI Key:  BLEPAVYITTZZSM-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA4588641

    ---

Associated Targets(Human)

SMPD1 Tchem Sphingomyelin phosphodiesterase (13561 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SMPD2 Tchem Neutral sphingomyelinase (40 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: 357.45Molecular Weight (Monoisotopic): 357.1940AlogP: 4.52#Rotatable Bonds: 10
Polar Surface Area: 67.79Molecular Species: NEUTRALHBA: 4HBD: 2
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 9.20CX Basic pKa: CX LogP: 4.97CX LogD: 4.96
Aromatic Rings: 2Heavy Atoms: 26QED Weighted: 0.37Np Likeness Score: -0.28

References

1. Yang K, Yu J, Nong K, Wang Y, Niu A, Chen W, Dong J, Wang J..  (2020)  Discovery of Potent, Selective, and Direct Acid Sphingomyelinase Inhibitors with Antidepressant Activity.,  63  (3): [PMID:31944697] [10.1021/acs.jmedchem.9b00739]

Source