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BDBM50329104 CHEMBL182120::Indole alkaloid derivative::voacangine

SMILES: CC[C@H]1C[C@@H]2CN3CCc4c([nH]c5ccc(OC)cc45)[C@](C2)([C@H]13)C(=O)OC

InChI Key: InChIKey=MMAYTCMMKJYIAM-RUGRQLENSA-N

Data: 7 IC50  2 Kd  2 EC50

Find this compound or compounds like it in BindingDB or PDB:
   Substructure
Similarity at least:  must be >=0.5
Exact match

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 11 hits for monomerid = 50329104   
Target/Host
(Institution)
LigandTarget/Host
Links
Ligand
Links
Trg + Lig
Links
Ki
nM
ΔG°
kcal/mole
IC50
nM
Kd
nM
EC50/IC50
nM
koff
s-1
kon
M-1s-1
pHTemp
°C
Transient receptor potential cation channel subfamily M member 8


(Mus musculus)
BDBM50329104
PNG
(CHEMBL182120 | Indole alkaloid derivative | voacan...)
Show SMILES CC[C@H]1C[C@@H]2CN3CCc4c([nH]c5ccc(OC)cc45)[C@](C2)([C@H]13)C(=O)OC |r,THB:2:22:10.9.8.7:21.4.5,1:2:20.21:6.5|
Show InChI InChI=1S/C22H28N2O3/c1-4-14-9-13-11-22(21(25)27-3)19-16(7-8-24(12-13)20(14)22)17-10-15(26-2)5-6-18(17)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3/t13-,14-,20-,22+/m0/s1
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n/an/a 9.00E+3n/an/an/an/an/an/a



University of Shizuoka

Curated by ChEMBL


Assay Description
Antagonist activity against mouse TRPM8 expressed in T-REx HEK cells assessed as inhibition of menthol-induced increase in intracellular Ca2+ accumul...


J. Nat. Prod. 77: 1831-8 (2014)


Article DOI: 10.1021/np500235b
BindingDB Entry DOI: 10.7270/Q27S7QDF
More data for this
Ligand-Target Pair
Transient receptor potential cation channel subfamily A member 1


(Homo sapiens (Human))
BDBM50329104
PNG
(CHEMBL182120 | Indole alkaloid derivative | voacan...)
Show SMILES CC[C@H]1C[C@@H]2CN3CCc4c([nH]c5ccc(OC)cc45)[C@](C2)([C@H]13)C(=O)OC |r,THB:2:22:10.9.8.7:21.4.5,1:2:20.21:6.5|
Show InChI InChI=1S/C22H28N2O3/c1-4-14-9-13-11-22(21(25)27-3)19-16(7-8-24(12-13)20(14)22)17-10-15(26-2)5-6-18(17)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3/t13-,14-,20-,22+/m0/s1
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n/an/an/an/a 8.00E+3n/an/an/an/a



University of Shizuoka

Curated by ChEMBL


Assay Description
Agonist activity at human TRPA1 expressed in T-REx HEK cells assessed as increase in intracellular Ca2+ accumulation by Fluo-4 AM dye based fluoresce...


J. Nat. Prod. 77: 1831-8 (2014)


Article DOI: 10.1021/np500235b
BindingDB Entry DOI: 10.7270/Q27S7QDF
More data for this
Ligand-Target Pair
Transient receptor potential cation channel subfamily V member 1


(Homo sapiens (Human))
BDBM50329104
PNG
(CHEMBL182120 | Indole alkaloid derivative | voacan...)
Show SMILES CC[C@H]1C[C@@H]2CN3CCc4c([nH]c5ccc(OC)cc45)[C@](C2)([C@H]13)C(=O)OC |r,THB:2:22:10.9.8.7:21.4.5,1:2:20.21:6.5|
Show InChI InChI=1S/C22H28N2O3/c1-4-14-9-13-11-22(21(25)27-3)19-16(7-8-24(12-13)20(14)22)17-10-15(26-2)5-6-18(17)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3/t13-,14-,20-,22+/m0/s1
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n/an/a 3.00E+4n/an/an/an/an/an/a



University of Shizuoka

Curated by ChEMBL


Assay Description
Antagonist activity against human TRPV1 expressed in T-REx HEK cells assessed as inhibition of capsaicin-induced increase in intracellular Ca2+ accum...


J. Nat. Prod. 77: 1831-8 (2014)


Article DOI: 10.1021/np500235b
BindingDB Entry DOI: 10.7270/Q27S7QDF
More data for this
Ligand-Target Pair
Transient receptor potential cation channel subfamily M member 8


(Mus musculus)
BDBM50329104
PNG
(CHEMBL182120 | Indole alkaloid derivative | voacan...)
Show SMILES CC[C@H]1C[C@@H]2CN3CCc4c([nH]c5ccc(OC)cc45)[C@](C2)([C@H]13)C(=O)OC |r,THB:2:22:10.9.8.7:21.4.5,1:2:20.21:6.5|
Show InChI InChI=1S/C22H28N2O3/c1-4-14-9-13-11-22(21(25)27-3)19-16(7-8-24(12-13)20(14)22)17-10-15(26-2)5-6-18(17)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3/t13-,14-,20-,22+/m0/s1
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n/an/a 7.00E+3n/an/an/an/an/an/a



University of Shizuoka

Curated by ChEMBL


Assay Description
Antagonist activity against mouse TRPM8 expressed in T-REx HEK cells assessed as inhibition of icilin-induced increase in intracellular Ca2+ accumula...


J. Nat. Prod. 77: 1831-8 (2014)


Article DOI: 10.1021/np500235b
BindingDB Entry DOI: 10.7270/Q27S7QDF
More data for this
Ligand-Target Pair
Transient receptor potential cation channel subfamily M member 8


(Mus musculus)
BDBM50329104
PNG
(CHEMBL182120 | Indole alkaloid derivative | voacan...)
Show SMILES CC[C@H]1C[C@@H]2CN3CCc4c([nH]c5ccc(OC)cc45)[C@](C2)([C@H]13)C(=O)OC |r,THB:2:22:10.9.8.7:21.4.5,1:2:20.21:6.5|
Show InChI InChI=1S/C22H28N2O3/c1-4-14-9-13-11-22(21(25)27-3)19-16(7-8-24(12-13)20(14)22)17-10-15(26-2)5-6-18(17)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3/t13-,14-,20-,22+/m0/s1
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n/an/a 9.00E+3n/an/an/an/an/an/a



University of Shizuoka

Curated by ChEMBL


Assay Description
Antagonist at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as inhibition of menthol-induced intracellul...


J Nat Prod 77: 285-97 (2014)


Article DOI: 10.1021/np400885u
BindingDB Entry DOI: 10.7270/Q20P11H1
More data for this
Ligand-Target Pair
Acetylcholinesterase


(Electrophorus electricus (Electric eel))
BDBM50329104
PNG
(CHEMBL182120 | Indole alkaloid derivative | voacan...)
Show SMILES CC[C@H]1C[C@@H]2CN3CCc4c([nH]c5ccc(OC)cc45)[C@](C2)([C@H]13)C(=O)OC |r,THB:2:22:10.9.8.7:21.4.5,1:2:20.21:6.5|
Show InChI InChI=1S/C22H28N2O3/c1-4-14-9-13-11-22(21(25)27-3)19-16(7-8-24(12-13)20(14)22)17-10-15(26-2)5-6-18(17)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3/t13-,14-,20-,22+/m0/s1
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n/an/a 4.40E+3n/an/an/an/an/an/a



Zhejiang University

Curated by ChEMBL


Assay Description
Inhibition of electric eel AChE by Ellman's method


Bioorg Med Chem Lett 20: 6185-7 (2010)


Article DOI: 10.1016/j.bmcl.2010.08.123
BindingDB Entry DOI: 10.7270/Q28053KV
More data for this
Ligand-Target Pair
Transient receptor potential cation channel subfamily V member 1


(Homo sapiens (Human))
BDBM50329104
PNG
(CHEMBL182120 | Indole alkaloid derivative | voacan...)
Show SMILES CC[C@H]1C[C@@H]2CN3CCc4c([nH]c5ccc(OC)cc45)[C@](C2)([C@H]13)C(=O)OC |r,THB:2:22:10.9.8.7:21.4.5,1:2:20.21:6.5|
Show InChI InChI=1S/C22H28N2O3/c1-4-14-9-13-11-22(21(25)27-3)19-16(7-8-24(12-13)20(14)22)17-10-15(26-2)5-6-18(17)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3/t13-,14-,20-,22+/m0/s1
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n/an/an/a 2.00E+4n/an/an/an/an/a



University of Shizuoka

Curated by ChEMBL


Assay Description
Competitive antagonist activity at human brain TRPV1 expressed in HEK293T cells assessed as inhibition of CAP-induced intracellular Ca2+ influx prein...


J Nat Prod 77: 285-97 (2014)


Article DOI: 10.1021/np400885u
BindingDB Entry DOI: 10.7270/Q20P11H1
More data for this
Ligand-Target Pair
Transient receptor potential cation channel subfamily M member 8


(Mus musculus)
BDBM50329104
PNG
(CHEMBL182120 | Indole alkaloid derivative | voacan...)
Show SMILES CC[C@H]1C[C@@H]2CN3CCc4c([nH]c5ccc(OC)cc45)[C@](C2)([C@H]13)C(=O)OC |r,THB:2:22:10.9.8.7:21.4.5,1:2:20.21:6.5|
Show InChI InChI=1S/C22H28N2O3/c1-4-14-9-13-11-22(21(25)27-3)19-16(7-8-24(12-13)20(14)22)17-10-15(26-2)5-6-18(17)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3/t13-,14-,20-,22+/m0/s1
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n/an/an/a 7.94E+3n/an/an/an/an/a



University of Shizuoka

Curated by ChEMBL


Assay Description
Competitive antagonist at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as inhibition of menthol-induced...


J Nat Prod 77: 285-97 (2014)


Article DOI: 10.1021/np400885u
BindingDB Entry DOI: 10.7270/Q20P11H1
More data for this
Ligand-Target Pair
Transient receptor potential cation channel subfamily V member 1


(Homo sapiens (Human))
BDBM50329104
PNG
(CHEMBL182120 | Indole alkaloid derivative | voacan...)
Show SMILES CC[C@H]1C[C@@H]2CN3CCc4c([nH]c5ccc(OC)cc45)[C@](C2)([C@H]13)C(=O)OC |r,THB:2:22:10.9.8.7:21.4.5,1:2:20.21:6.5|
Show InChI InChI=1S/C22H28N2O3/c1-4-14-9-13-11-22(21(25)27-3)19-16(7-8-24(12-13)20(14)22)17-10-15(26-2)5-6-18(17)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3/t13-,14-,20-,22+/m0/s1
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n/an/a 2.40E+4n/an/an/an/an/an/a



University of Shizuoka

Curated by ChEMBL


Assay Description
Antagonist activity at human brain TRPV1 expressed in HEK293T cells assessed as inhibition of heat-induced intracellular Ca2+ influx measured for 42 ...


J Nat Prod 77: 285-97 (2014)


Article DOI: 10.1021/np400885u
BindingDB Entry DOI: 10.7270/Q20P11H1
More data for this
Ligand-Target Pair
Transient receptor potential cation channel subfamily A member 1


(Homo sapiens (Human))
BDBM50329104
PNG
(CHEMBL182120 | Indole alkaloid derivative | voacan...)
Show SMILES CC[C@H]1C[C@@H]2CN3CCc4c([nH]c5ccc(OC)cc45)[C@](C2)([C@H]13)C(=O)OC |r,THB:2:22:10.9.8.7:21.4.5,1:2:20.21:6.5|
Show InChI InChI=1S/C22H28N2O3/c1-4-14-9-13-11-22(21(25)27-3)19-16(7-8-24(12-13)20(14)22)17-10-15(26-2)5-6-18(17)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3/t13-,14-,20-,22+/m0/s1
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n/an/an/an/a 8.00E+3n/an/an/an/a



University of Shizuoka

Curated by ChEMBL


Assay Description
Agonist activity at TRPA1 isolated from human W138 cells expressed in HEK293T cells assessed as intracellular Ca2+ influx by Fluo-4 AM staining-based...


J Nat Prod 77: 285-97 (2014)


Article DOI: 10.1021/np400885u
BindingDB Entry DOI: 10.7270/Q20P11H1
More data for this
Ligand-Target Pair
Transient receptor potential cation channel subfamily V member 1


(Homo sapiens (Human))
BDBM50329104
PNG
(CHEMBL182120 | Indole alkaloid derivative | voacan...)
Show SMILES CC[C@H]1C[C@@H]2CN3CCc4c([nH]c5ccc(OC)cc45)[C@](C2)([C@H]13)C(=O)OC |r,THB:2:22:10.9.8.7:21.4.5,1:2:20.21:6.5|
Show InChI InChI=1S/C22H28N2O3/c1-4-14-9-13-11-22(21(25)27-3)19-16(7-8-24(12-13)20(14)22)17-10-15(26-2)5-6-18(17)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3/t13-,14-,20-,22+/m0/s1
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n/an/a 5.00E+4n/an/an/an/an/an/a



University of Shizuoka

Curated by ChEMBL


Assay Description
Antagonist activity at human brain TRPV1 expressed in HEK293T cells assessed as inhibition of CAP-induced intracellular Ca2+ influx by fluorescence-b...


J Nat Prod 77: 285-97 (2014)


Article DOI: 10.1021/np400885u
BindingDB Entry DOI: 10.7270/Q20P11H1
More data for this
Ligand-Target Pair