(S,S)-2-(3'-Chlorophenyl)-3,5,5-trimethyl-4-propylmorpholine

ID: ALA1765600

Chembl Id: CHEMBL1765600

PubChem CID: 54584239

Max Phase: Preclinical

Molecular Formula: C16H24ClNO2

Molecular Weight: 297.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN1[C@@H](C)[C@](O)(c2cccc(Cl)c2)OCC1(C)C

Standard InChI:  InChI=1S/C16H24ClNO2/c1-5-9-18-12(2)16(19,20-11-15(18,3)4)13-7-6-8-14(17)10-13/h6-8,10,12,19H,5,9,11H2,1-4H3/t12-,16+/m0/s1

Standard InChI Key:  XNZHLLAIQAZMMY-BLLLJJGKSA-N

Alternative Forms

1. Parent:

   

   ALA1765600

   (S,S)-2-(3''-Chlorophenyl)-3,5,5-trimethyl-4-propylmorpholine

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: 297.83

Molecular Weight (Monoisotopic): 297.1496

AlogP: 3.39

#Rotatable Bonds: 3

Polar Surface Area: 32.70

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.74

CX Basic pKa: 6.76

CX LogP: 4.16

CX LogD: 4.07

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.93

Np Likeness Score: 0.02

References

1. Carroll FI, Muresan AZ, Blough BE, Navarro HA, Mascarella SW, Eaton JB, Huang X, Damaj MI, Lukas RJ..  (2011)  Synthesis of 2-(substituted phenyl)-3,5,5-trimethylmorpholine analogues and their effects on monoamine uptake, nicotinic acetylcholine receptor function, and behavioral effects of nicotine.,  54  (5): [PMID:21319801] [10.1021/jm1014555]

Source

Source(1):

• Scientific Literature