ID: ALA2419812

Max Phase: Preclinical

Molecular Formula: C14H25NO4

Molecular Weight: 271.36

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  CCCCCCC[C@@H](C)OC(=O)N[C@H]1C(=O)O[C@H]1C

Standard InChI:  InChI=1S/C14H25NO4/c1-4-5-6-7-8-9-10(2)18-14(17)15-12-11(3)19-13(12)16/h10-12H,4-9H2,1-3H3,(H,15,17)/t10-,11+,12-/m1/s1

Standard InChI Key:  ROFODRYNJKSNQS-GRYCIOLGSA-N

Associated Targets(non-human)

N-acylethanolamine-hydrolyzing acid amidase 372 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

Properties

Molecular Weight: 271.36Molecular Weight (Monoisotopic): 271.1784AlogP: 2.78#Rotatable Bonds: 8
Polar Surface Area: 64.63Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: 0HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski): 0
CX Acidic pKa: 13.27CX Basic pKa: CX LogP: 3.41CX LogD: 3.41
Aromatic Rings: 0Heavy Atoms: 19QED Weighted: 0.54Np Likeness Score: 1.12

References

1. Ponzano S, Bertozzi F, Mengatto L, Dionisi M, Armirotti A, Romeo E, Berteotti A, Fiorelli C, Tarozzo G, Reggiani A, Duranti A, Tarzia G, Mor M, Cavalli A, Piomelli D, Bandiera T..  (2013)  Synthesis and structure-activity relationship (SAR) of 2-methyl-4-oxo-3-oxetanylcarbamic acid esters, a class of potent N-acylethanolamine acid amidase (NAAA) inhibitors.,  56  (17): [PMID:23991897] [10.1021/jm400739u]

Source