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

ID: ALA3769678

Chembl Id: CHEMBL3769678

PubChem CID: 86281540

Max Phase: Preclinical

Molecular Formula: C14H22F2N2O3

Molecular Weight: 304.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@H]1CNC1=O)OCCCCC1CCC(F)(F)CC1

Standard InChI:  InChI=1S/C14H22F2N2O3/c15-14(16)6-4-10(5-7-14)3-1-2-8-21-13(20)18-11-9-17-12(11)19/h10-11H,1-9H2,(H,17,19)(H,18,20)/t11-/m0/s1

Standard InChI Key:  YDTGZZSYJJFDFK-NSHDSACASA-N

Alternative Forms

1. Parent:

   

   ALA3769678

   4-(4,4-difluorocyclohexyl)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: 304.34

Molecular Weight (Monoisotopic): 304.1598

AlogP: 2.21

#Rotatable Bonds: 6

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: 13.48

CX Basic pKa: ┄

CX LogP: 1.60

CX LogD: 1.60

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.58

Np Likeness Score: 0.34

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