(1R,6aS,8S,10aS,12aR)-8-hydroxy-10a,12a-dimethyl-1-((R)-6-methyl-5-methyleneheptan-2-yl)-1,2,3,5,6,6a,7,8,9,10,10a,11,12,12a-tetradecahydronaphtho[1,2-h]quinolinium

ID: ALA2253388

Chembl Id: CHEMBL2253388

Cas Number: 50686-98-1

PubChem CID: 10070225

Max Phase: Preclinical

Molecular Formula: C28H45NO

Molecular Weight: 411.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(CC[C@@H](C)[C@H]1CCN=C2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O)C[C@@H]1CC3)C(C)C

Standard InChI:  InChI=1S/C28H45NO/c1-18(2)19(3)7-8-20(4)24-13-16-29-26-23-10-9-21-17-22(30)11-14-27(21,5)25(23)12-15-28(24,26)6/h18,20-22,24,30H,3,7-17H2,1-2,4-6H3/t20-,21+,22+,24-,27+,28-/m1/s1

Standard InChI Key:  JZFNKAMRJSGWIF-QOPGFCJXSA-N

Alternative Forms

1. Parent:

   

   ALA2253388

   CID 10070225

Molecule Features

Natural Product: Yes

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: 411.67

Molecular Weight (Monoisotopic): 411.3501

AlogP: 7.13

#Rotatable Bonds: 5

Polar Surface Area: 32.59

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: 8.88

CX LogP: 6.79

CX LogD: 5.31

Aromatic Rings: 0

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: 2.80

References

1. 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