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Compound Detail

CHEMBL445022

VOACAMINE
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C/C=C1/CC2[C@H](C(=O)OC)C(NC)Cc3c([nH]c4ccccc34)[C@@H](c3cc4c(cc3OC)C3CCN5C[C@H]6C[C@H](CC)[C@H]5[C@@](C(=O)OC)(C6)C3N4)C[C@H]12

Basic Information

ChEMBL ID CHEMBL445022
Name VOACAMINE
Phase Preclinical
Structure Type MOL
InChI Key YASZRXHHZSXNQI-VRHVUSBISA-N
1
Targets
1
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

721.0
MW (Da)
6.78
ALogP
8
HBA
3
HBD
104.9
PSA (Ų)
0.19
QED
2
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C44H56N4O5
MW 720.96
Aromatic Rings 3
Heavy Atoms 53
NP-Likeness 1.38

Activity Summary

IC50 1 meas. best 7.39

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 1
CHEMBL218
IC50 7.39 7.39 41.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
24720452 10.1021/np400950h ADMET 12
24720452 10.1021/np400950h ATP-dependent translocase ABCB1 8
25052206 10.1021/np500235b Transient receptor potential cation channel subfamily M member 8 5
7853002 10.1021/np50113a007 NON-PROTEIN TARGET 4
25052206 10.1021/np500235b Transient receptor potential cation channel subfamily V member 1 3
25052206 10.1021/np500235b Transient receptor potential cation channel subfamily A member 1 3
24720452 10.1021/np400950h Unchecked 3
24720452 10.1021/np400950h SAOS-2 2
7853002 10.1021/np50113a007 SK-MEL-2 1
7853002 10.1021/np50113a007 P388 1
7853002 10.1021/np50113a007 ZR-75-1 1
7853002 10.1021/np50113a007 Unchecked 1
7130986 10.1021/np50022a010 KB 1
21376588 10.1016/j.bmcl.2011.02.036 Cannabinoid receptor 1 1
7853002 10.1021/np50113a007 Lu1 1
7853002 10.1021/np50113a007 LNCaP 1
7853002 10.1021/np50113a007 KB 1
25052206 10.1021/np500235b ADMET 1
7853002 10.1021/np50113a007 HT 1
7853002 10.1021/np50113a007 Col2 1

Data from ChEMBL 36 via Core Engine