(S)-heptyl 2-oxoazetidin-3-ylcarbamate

ID: ALA3770640

Chembl Id: CHEMBL3770640

PubChem CID: 86282210

Max Phase: Preclinical

Molecular Formula: C11H20N2O3

Molecular Weight: 228.29

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCCCCCCOC(=O)N[C@H]1CNC1=O

Standard InChI:  InChI=1S/C11H20N2O3/c1-2-3-4-5-6-7-16-11(15)13-9-8-12-10(9)14/h9H,2-8H2,1H3,(H,12,14)(H,13,15)/t9-/m0/s1

Standard InChI Key:  XJZMVHQSWGIMLG-VIFPVBQESA-N

Alternative Forms

Associated Targets(Human)

NAAA Tchem N-acylsphingosine-amidohydrolase (450 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: 228.29Molecular Weight (Monoisotopic): 228.1474AlogP: 1.18#Rotatable Bonds: 7
Polar Surface Area: 67.43Molecular Species: NEUTRALHBA: 3HBD: 2
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 13.42CX Basic pKa: CX LogP: 1.41CX LogD: 1.41
Aromatic Rings: Heavy Atoms: 16QED Weighted: 0.51Np Likeness Score: 0.27

References

1. Nuzzi A, Fiasella A, Ortega JA, Pagliuca C, Ponzano S, Pizzirani D, Bertozzi SM, Ottonello G, Tarozzo G, Reggiani A, Bandiera T, Bertozzi F, Piomelli D..  (2016)  Potent α-amino-β-lactam carbamic acid ester as NAAA inhibitors. Synthesis and structure-activity relationship (SAR) studies.,  111  [PMID:26866968] [10.1016/j.ejmech.2016.01.046]
2. Tuo W, Leleu-Chavain N, Spencer J, Sansook S, Millet R, Chavatte P..  (2017)  Therapeutic Potential of Fatty Acid Amide Hydrolase, Monoacylglycerol Lipase, and N-Acylethanolamine Acid Amidase Inhibitors.,  60  (1): [PMID:27766867] [10.1021/acs.jmedchem.6b00538]

Source