4-(4-Methoxyphenyl)-butyl-N-[(S)-2-oxoazetidin-3-yl]-carbamate

ID: ALA3770722

Chembl Id: CHEMBL3770722

PubChem CID: 86282485

Max Phase: Preclinical

Molecular Formula: C15H20N2O4

Molecular Weight: 292.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CCCCOC(=O)N[C@H]2CNC2=O)cc1

Standard InChI:  InChI=1S/C15H20N2O4/c1-20-12-7-5-11(6-8-12)4-2-3-9-21-15(19)17-13-10-16-14(13)18/h5-8,13H,2-4,9-10H2,1H3,(H,16,18)(H,17,19)/t13-/m0/s1

Standard InChI Key:  SJNDCCZZPWVOCC-ZDUSSCGKSA-N

Alternative Forms

1. Parent:

   

   ALA3770722

   4-(4-methoxyphenyl)butyl N-[(3S)-2-oxoazetidin-3-yl]carbamate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 292.33

Molecular Weight (Monoisotopic): 292.1423

AlogP: 1.24

#Rotatable Bonds: 7

Polar Surface Area: 76.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.21

CX Basic pKa: ┄

CX LogP: 1.49

CX LogD: 1.49

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.59

Np Likeness Score: 0.04

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]

Source

Source(1):

• Scientific Literature