(2S,3S)-2-(3-Chlorophenyl)-5,5-dimethyl-3-propyl-morpholin-2-ol

ID: ALA1173597

Chembl Id: CHEMBL1173597

PubChem CID: 46837923

Max Phase: Preclinical

Molecular Formula: C15H22ClNO2

Molecular Weight: 283.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC[C@@H]1NC(C)(C)CO[C@@]1(O)c1cccc(Cl)c1

Standard InChI:  InChI=1S/C15H22ClNO2/c1-4-6-13-15(18,19-10-14(2,3)17-13)11-7-5-8-12(16)9-11/h5,7-9,13,17-18H,4,6,10H2,1-3H3/t13-,15-/m0/s1

Standard InChI Key:  ZWMHSADWUIOURG-ZFWWWQNUSA-N

Alternative Forms

1. Parent:

   

   ALA1173597

   (2S,3S)-2-(3-Chlorophenyl)-5,5-dimethyl-3-propyl-morpholin-2-ol

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: 283.80

Molecular Weight (Monoisotopic): 283.1339

AlogP: 3.05

#Rotatable Bonds: 3

Polar Surface Area: 41.49

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.75

CX Basic pKa: 7.79

CX LogP: 3.87

CX LogD: 3.32

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.90

Np Likeness Score: 0.35

References

1. Lukas RJ, Muresan AZ, Damaj MI, Blough BE, Huang X, Navarro HA, Mascarella SW, Eaton JB, Marxer-Miller SK, Carroll FI..  (2010)  Synthesis and characterization of in vitro and in vivo profiles of hydroxybupropion analogues: aids to smoking cessation.,  53  (12): [PMID:20509659] [10.1021/jm1003232]

2. 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