(4aS,5S,6S,8aS)-5,8a-Dimethyl-2-(1,5,9-trimethyl-decyl)-decahydro-isoquinolin-6-ol

ID: ALA17470

Chembl Id: CHEMBL17470

PubChem CID: 9799239

Max Phase: Preclinical

Molecular Formula: C24H47NO

Molecular Weight: 365.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCCC(C)CCCC(C)N1CC[C@H]2[C@H](C)[C@@H](O)CC[C@]2(C)C1

Standard InChI:  InChI=1S/C24H47NO/c1-18(2)9-7-10-19(3)11-8-12-20(4)25-16-14-22-21(5)23(26)13-15-24(22,6)17-25/h18-23,26H,7-17H2,1-6H3/t19?,20?,21-,22-,23-,24+/m0/s1

Standard InChI Key:  YSACNAXEZHCMEQ-MEPSBQSWSA-N

Alternative Forms

1. Parent:

   

   ALA17470

   5,8a-Dimethyl-2-(1,5,9-trimethyl-decyl)-decahydro-isoquinolin-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: 365.65

Molecular Weight (Monoisotopic): 365.3658

AlogP: 6.13

#Rotatable Bonds: 9

Polar Surface Area: 23.47

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 10.34

CX LogP: 6.46

CX LogD: 3.62

Aromatic Rings: 0

Heavy Atoms: 26

QED Weighted: 0.53

Np Likeness Score: 1.18

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. Wannamaker MW, Waid PP, Van Sickle WA, McCarthy JR, Wilson PK, Schatzman GL, Moore WR..  (1992)  N-(1-oxododecyl)-4 alpha,10-dimethyl-8-aza-trans-decal-3 beta-ol: a potent competitive inhibitor of 2,3-oxidosqualene cyclase.,  35  (19): [PMID:1404239] [10.1021/jm00097a017]

3. Laggner C, Schieferer C, Fiechtner B, Poles G, Hoffmann RD, Glossmann H, Langer T, Moebius FF..  (2005)  Discovery of high-affinity ligands of sigma1 receptor, ERG2, and emopamil binding protein by pharmacophore modeling and virtual screening.,  48  (15): [PMID:16033255] [10.1021/jm049073+]

4. 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