General
Preferred name
voacamine
Synonyms
P&D ID
PD009354
CAS
3371-85-5
Tags
drug candidate
natural product
Drug Status
experimental
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
PHARMACODYNAMICS Voacamine is an anti-malarial extracted from the Brazilian tree Peschiera fuchsiaefolia. In one study (PMID: 11180519), the in vivo antiplasmodial activity of voacamine was assessed in a 4-day test. It was shown to exhibit in vivo activity with 25.4% and 43.4% inhibition of parasitaemia with 2.5 and 10 mg/kg, respectively. In synchronized cultures, it was found to act on trophozoite and schizont stages of Plasmodium falciparum.; Voacamine is a bisindolic alkaloid under investigation for modulation of multidrug resistance to enhance anticancer drugs such as doxorubicin.
DESCRIPTION Voacamine is an alkaloid originally isolated from Voacanga. It is a cannabinoid receptor 1 (CB1) antagonist with IC50 value of 41 nM. It has been approved as an antimalarial drug in several African countries. It is also under investigation for modulating multidrug-resistance in tumor cells. (BOC Sciences Bioactive Compounds)
Compound Sets
2
BOC Sciences Bioactive Compounds
methyl-12-methoxy-13-17-methoxy-17-oxovobasan-3-yl-ibogamine-18-carboxylate-cas-3371-85-5-item-440179
DrugBank
DB04877
External IDs
8
Properties
(calculated by RDKit )
Molecular Weight
704.39
Hydrogen Bond Acceptors
7
Hydrogen Bond Donors
2
Rotatable Bonds
5
Ring Count
10
Aromatic Ring Count
4
cLogP
6.49
TPSA
99.89
Fraction CSP3
0.53
Chiral centers
9.0
Largest ring
8.0
QED
0.18
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Source data