(4aS,5S,6S,8aS)-2-Benzyl-5,8a-dimethyl-decahydro-isoquinolin-6-ol

ID: ALA17413

Chembl Id: CHEMBL17413

PubChem CID: 44271522

Max Phase: Preclinical

Molecular Formula: C18H27NO

Molecular Weight: 273.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1[C@@H](O)CC[C@]2(C)CN(Cc3ccccc3)CC[C@@H]12

Standard InChI:  InChI=1S/C18H27NO/c1-14-16-9-11-19(12-15-6-4-3-5-7-15)13-18(16,2)10-8-17(14)20/h3-7,14,16-17,20H,8-13H2,1-2H3/t14-,16-,17-,18+/m0/s1

Standard InChI Key:  WOBWPNVQJOHAFG-LEUOFYLZSA-N

Alternative Forms

1. Parent:

   

   ALA17413

   (4aS,5S,6S,8aS)-2-benzyl-5,8a-dimethyl-1,3,4,4a,5,6,7,8-octahydroisoquinolin-6-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: 273.42

Molecular Weight (Monoisotopic): 273.2093

AlogP: 3.31

#Rotatable Bonds: 2

Polar Surface Area: 23.47

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.49

CX LogP: 3.20

CX LogD: 1.13

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.89

Np Likeness Score: 0.89

References

1. Wannamaker M, Waid PP, Moore WR, Schatzman GL, Van Sickle WA, Wilson PK.  (1993)  Inhibition of 2,3-oxidosqualene cyclase by N-alkylpiperidines,  3  (6): [10.1016/S0960-894X(00)80309-1]

2. Taton M, Benveniste P, Rahier A..  (1989)  Microsomal delta 8,14-sterol delta 14-reductase in higher plants. Characterization and inhibition by analogues of a presumptive carbocationic intermediate of the reduction reaction.,  185  (3): [PMID:2591378] [10.1111/j.1432-1033.1989.tb15156.x]

Source

Source(1):

• Scientific Literature