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

ID: ALA3770354

Chembl Id: CHEMBL3770354

PubChem CID: 86282627

Max Phase: Preclinical

Molecular Formula: C16H22N2O3

Molecular Weight: 290.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc(CCCCOC(=O)N[C@H]2CNC2=O)cc1

Standard InChI:  InChI=1S/C16H22N2O3/c1-2-12-6-8-13(9-7-12)5-3-4-10-21-16(20)18-14-11-17-15(14)19/h6-9,14H,2-5,10-11H2,1H3,(H,17,19)(H,18,20)/t14-/m0/s1

Standard InChI Key:  ZWIPZHLOULJEGO-AWEZNQCLSA-N

Alternative Forms

1. Parent:

   

   ALA3770354

   4-(4-ethylphenyl)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: 290.36

Molecular Weight (Monoisotopic): 290.1630

AlogP: 1.80

#Rotatable Bonds: 7

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.35

CX Basic pKa: ┄

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.59

Np Likeness Score: -0.06

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