Molecule

2-methyl-11-[(morpholin-4-yl)methyl]-3-(naphthalene-1-carbonyl)-9-oxa-1-azatricyclo[6.3.1.0?,¹²]dodeca-2,4,6,8(12)-tetraene

AlkaPlorer ID: AK030224

Synonym: None

IUPAC Name: [(11R)-2-methyl-11-(morpholin-4-ylmethyl)-9-oxa-1-azatricyclo[6.3.1.04,12]dodeca-2,4(12),5,7-tetraen-3-yl]-naphthalen-1-ylmethanone

Structure

SMILES: CC1=C(C(=O)C2=CC=CC3=CC=CC=C23)C2=C3C(=CC=C2)OC[C@@H](CN2CCOCC2)N13

InChI: InChI=1S/C27H26N2O3/c1-18-25(27(30)22-9-4-7-19-6-2-3-8-21(19)22)23-10-5-11-24-26(23)29(18)20(17-32-24)16-28-12-14-31-15-13-28/h2-11,20H,12-17H2,1H3/t20-/m1/s1

InChIKey: HQVHOQAKMCMIIM-HXUWFJFHSA-N

Reference

Ircinialactams: Subunit-selective glycine receptor modulators from Australian sponges of the family Irciniidae

PubChem CID: 5311501

LOTUS: LTS0059445

NPASS: NPC329631

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
None	Machaerium	Dolichopodidae	Diptera	Insecta	Arthropoda	Metazoa	Eukaryota
None	None	Irciniidae	Dictyoceratida	Demospongiae	Porifera	Metazoa	Eukaryota

Properties Information

Molecule Weight: 426.5160000000003

TPSA？: 43.7

MolLogP？: 4.599620000000004

Number of H-Donors: 0

Number of H-Acceptors: 5

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Canis lupus familiaris	Canis familiaris	Inhibition	14.1	%	10.1021/jm301511h
Canis lupus familiaris	Canis familiaris	Inhibition	58.0	%	10.1021/jm301511h
Canis lupus familiaris	Canis familiaris	Inhibition	81.7	%	10.1021/jm301511h
Canis lupus familiaris	Canis familiaris	Inhibition	nan	%	10.1021/jm301511h
Cavia porcellus	Cavia porcellus	EC50	4.92	nM	10.1021/jm9801197
Cavia porcellus	Cavia porcellus	Emax	61.93	%	10.1021/jm9801197
Chlorocebus sabaeus	Vero C1008	CC50	7060.0	nM	10.6019/CHEMBL4495565
Homo sapiens	Aldehyde dehydrogenase 1A1	Potency	17.8	nM	None
Homo sapiens	ATPase family AAA domain-containing protein 5	Potency	23099.9	nM	None
Homo sapiens	ATPase family AAA domain-containing protein 5	Potency	32629.4	nM	None
Homo sapiens	Beta-glucocerebrosidase	Potency	39810.7	nM	None
Homo sapiens	Caco-2	Papp	12.1	10'-6 cm/s	10.1016/j.ejmech.2011.08.021
Homo sapiens	Caco-2	Papp	nan	None	10.1016/j.bmcl.2012.04.128
Homo sapiens	Caco-2	Ratio	0.74	None	10.1016/j.ejmech.2011.08.021
Homo sapiens	Cannabinoid CB1 receptor	Activity	0.69	pmol	10.1016/j.bmcl.2007.12.036
Homo sapiens	Cannabinoid CB1 receptor	Activity	1.27	pmol	10.1016/j.bmcl.2007.12.036
Homo sapiens	Cannabinoid CB1 receptor	Activity	3.1	pmol	10.1016/j.bmcl.2008.06.045
Homo sapiens	Cannabinoid CB1 receptor	Activity	61.0	%	10.1039/C0MD00022A
Homo sapiens	Cannabinoid CB1 receptor	Activity	113.0	%	10.1021/jm901214q
Homo sapiens	Cannabinoid CB1 receptor	Activity	nan	None	10.1016/j.bmc.2008.06.001
Homo sapiens	Cannabinoid CB1 receptor	Activity	nan	None	10.1016/j.bmcl.2006.09.049
Homo sapiens	Cannabinoid CB1 receptor	Activity	nan	None	10.1021/jm0503906
Homo sapiens	Cannabinoid CB1 receptor	Activity	nan	None	10.1021/jm070387h
Homo sapiens	Cannabinoid CB1 receptor	Bmax	1.2	pmol/mg	10.1021/jm060446b
Homo sapiens	Cannabinoid CB1 receptor	EC50	7.2	nM	10.1021/acs.jmedchem.8b00435
Homo sapiens	Cannabinoid CB1 receptor	EC50	12.3	nM	10.1021/jm070317a
Homo sapiens	Cannabinoid CB1 receptor	EC50	16.0	nM	10.1021/acs.jmedchem.8b00435
Homo sapiens	Cannabinoid CB1 receptor	EC50	31.62	nM	10.1016/j.bmcl.2010.07.056
Homo sapiens	Cannabinoid CB1 receptor	EC50	31.62	nM	10.1016/j.ejmech.2011.08.021
Homo sapiens	Cannabinoid CB1 receptor	EC50	37.0	nM	10.1021/jm901214q
Homo sapiens	Cannabinoid CB1 receptor	EC50	37.6	nM	10.1021/np058114h
Homo sapiens	Cannabinoid CB1 receptor	EC50	44.0	nM	10.1021/acs.jmedchem.6b00397
Homo sapiens	Cannabinoid CB1 receptor	EC50	50.12	nM	10.1016/j.bmcl.2010.10.061
Homo sapiens	Cannabinoid CB1 receptor	EC50	50.12	nM	10.1016/j.bmcl.2011.01.082
Homo sapiens	Cannabinoid CB1 receptor	EC50	50.12	nM	10.1039/C0MD00022A
Homo sapiens	Cannabinoid CB1 receptor	EC50	110.0	nM	10.1021/jm301511h
Homo sapiens	Cannabinoid CB1 receptor	EC50	112.0	nM	10.1016/j.bmcl.2012.04.128
Homo sapiens	Cannabinoid CB1 receptor	EC50	316.23	nM	10.1016/j.bmcl.2006.09.049
Homo sapiens	Cannabinoid CB1 receptor	EC50	1760.0	nM	10.1021/jm4000775
Homo sapiens	Cannabinoid CB1 receptor	EC50	nan	None	10.1016/j.ejmech.2014.07.062
Homo sapiens	Cannabinoid CB1 receptor	Emax	30.0	%	10.1021/acs.jmedchem.8b00435
Homo sapiens	Cannabinoid CB1 receptor	Emax	40.0	%	10.1021/acs.jmedchem.8b00435
Homo sapiens	Cannabinoid CB1 receptor	Emax	98.3	%	10.1021/jm070317a
Homo sapiens	Cannabinoid CB1 receptor	Emax	153.0	%	10.1021/acs.jmedchem.6b00397
Homo sapiens	Cannabinoid CB1 receptor	IC50	2.0	nM	10.1016/j.ejmech.2007.04.007
Homo sapiens	Cannabinoid CB1 receptor	IC50	16.0	nM	10.1016/j.bmc.2010.07.034
Homo sapiens	Cannabinoid CB1 receptor	IC50	17.0	nM	10.1016/j.bmcl.2007.04.093
Homo sapiens	Cannabinoid CB1 receptor	IC50	59.0	nM	10.1021/jm301511h
Homo sapiens	Cannabinoid CB1 receptor	IC50	63.1	nM	10.1016/j.bmcl.2006.09.049
Homo sapiens	Cannabinoid CB1 receptor	IC50	140.0	nM	10.1021/jm070317a
Homo sapiens	Cannabinoid CB1 receptor	IC50	200.0	nM	10.1016/j.bmcl.2013.01.025
Homo sapiens	Cannabinoid CB1 receptor	Inhibition	27.0	%	10.1016/j.bmcl.2013.01.025
Homo sapiens	Cannabinoid CB1 receptor	Inhibition	70.0	%	10.1021/acs.jmedchem.5b01331
Homo sapiens	Cannabinoid CB1 receptor	Inhibition	nan	%	10.1021/jm0302647
Homo sapiens	Cannabinoid CB1 receptor	Ki	1.89	nM	10.1016/j.ejmech.2016.08.005
Homo sapiens	Cannabinoid CB1 receptor	Ki	1.9	nM	10.1016/j.bmc.2012.01.038
Homo sapiens	Cannabinoid CB1 receptor	Ki	1.9	nM	10.1016/j.bmcl.2013.02.025
Homo sapiens	Cannabinoid CB1 receptor	Ki	1.9	nM	10.1021/jm020329q
Homo sapiens	Cannabinoid CB1 receptor	Ki	1.9	nM	10.1021/jm400132d
Homo sapiens	Cannabinoid CB1 receptor	Ki	1.9	nM	10.1021/jm4005626
Homo sapiens	Cannabinoid CB1 receptor	Ki	1.9	nM	10.1021/jm800463f
Homo sapiens	Cannabinoid CB1 receptor	Ki	2.48	nM	10.1021/jm9801197
Homo sapiens	Cannabinoid CB1 receptor	Ki	2.5	nM	10.1016/j.ejmech.2014.07.062
Homo sapiens	Cannabinoid CB1 receptor	Ki	2.5	nM	10.1016/j.ejmech.2018.05.019
Homo sapiens	Cannabinoid CB1 receptor	Ki	2.5	nM	10.1016/j.ejmech.2020.112858
Homo sapiens	Cannabinoid CB1 receptor	Ki	6.06	nM	10.1016/j.bmc.2009.02.027
Homo sapiens	Cannabinoid CB1 receptor	Ki	8.72	nM	10.1039/C7MD00296C
Homo sapiens	Cannabinoid CB1 receptor	Ki	8.8	nM	10.1021/acs.jnatprod.5b00301
Homo sapiens	Cannabinoid CB1 receptor	Ki	9.2	nM	10.1016/j.bmcl.2009.11.134
Homo sapiens	Cannabinoid CB1 receptor	Ki	9.2	nM	10.1021/np200500p
Homo sapiens	Cannabinoid CB1 receptor	Ki	9.2	nM	10.1021/np200610t
Homo sapiens	Cannabinoid CB1 receptor	Ki	11.3	nM	10.1021/jm301527r
Homo sapiens	Cannabinoid CB1 receptor	Ki	12.0	nM	10.1021/jm0302647
Homo sapiens	Cannabinoid CB1 receptor	Ki	12.4	nM	10.1021/jm300763w
Homo sapiens	Cannabinoid CB1 receptor	Ki	12.5	nM	10.1016/j.ejmech.2016.02.032
Homo sapiens	Cannabinoid CB1 receptor	Ki	12.59	nM	10.1016/j.bmcl.2010.10.061
Homo sapiens	Cannabinoid CB1 receptor	Ki	12.59	nM	10.1016/j.bmcl.2011.01.082
Homo sapiens	Cannabinoid CB1 receptor	Ki	12.59	nM	10.1039/C0MD00022A
Homo sapiens	Cannabinoid CB1 receptor	Ki	13.18	nM	10.1021/jm7011613
Homo sapiens	Cannabinoid CB1 receptor	Ki	13.18	nM	10.1021/jm901214q
Homo sapiens	Cannabinoid CB1 receptor	Ki	13.3	nM	10.1016/j.ejmech.2010.11.034
Homo sapiens	Cannabinoid CB1 receptor	Ki	13.3	nM	10.1021/jm7011613
Homo sapiens	Cannabinoid CB1 receptor	Ki	13.3	nM	10.1021/jm901214q
Homo sapiens	Cannabinoid CB1 receptor	Ki	14.0	nM	10.1016/j.bmcl.2007.04.093
Homo sapiens	Cannabinoid CB1 receptor	Ki	15.0	nM	10.1021/jm0302647
Homo sapiens	Cannabinoid CB1 receptor	Ki	16.1	nM	10.1016/j.bmcl.2014.01.056
Homo sapiens	Cannabinoid CB1 receptor	Ki	19.0	nM	10.1016/j.ejmech.2018.12.008
Homo sapiens	Cannabinoid CB1 receptor	Ki	20.0	nM	10.1021/jm200529h
Homo sapiens	Cannabinoid CB1 receptor	Ki	21.0	nM	10.1016/j.bmc.2007.05.060
Homo sapiens	Cannabinoid CB1 receptor	Ki	21.0	nM	10.1016/j.bmc.2014.07.006
Homo sapiens	Cannabinoid CB1 receptor	Ki	21.0	nM	10.1016/j.bmc.2020.115513
Homo sapiens	Cannabinoid CB1 receptor	Ki	21.0	nM	10.1016/j.bmcl.2005.09.023
Homo sapiens	Cannabinoid CB1 receptor	Ki	21.0	nM	10.1016/j.bmcl.2007.09.089
Homo sapiens	Cannabinoid CB1 receptor	Ki	21.0	nM	10.1021/jm0501533
Homo sapiens	Cannabinoid CB1 receptor	Ki	21.0	nM	10.1021/jm8016255
Homo sapiens	Cannabinoid CB1 receptor	Ki	23.0	nM	10.1021/np0102861
Homo sapiens	Cannabinoid CB1 receptor	Ki	28.8	nM	10.1016/j.bmc.2017.11.051
Homo sapiens	Cannabinoid CB1 receptor	Ki	28.8	nM	10.1016/j.ejmech.2017.01.002
Homo sapiens	Cannabinoid CB1 receptor	Ki	36.2	nM	10.1016/j.bmc.2020.115672
Homo sapiens	Cannabinoid CB1 receptor	Ki	36.2	nM	10.1016/j.ejmech.2013.11.026
Homo sapiens	Cannabinoid CB1 receptor	Ki	36.2	nM	10.1016/j.ejmech.2015.06.057
Homo sapiens	Cannabinoid CB1 receptor	Ki	40.0	nM	10.1016/s0960-894x(02)00466-3
Homo sapiens	Cannabinoid CB1 receptor	Ki	40.9	nM	10.1016/j.bmcl.2007.09.019
Homo sapiens	Cannabinoid CB1 receptor	Ki	45.0	nM	10.1021/jm0302647
Homo sapiens	Cannabinoid CB1 receptor	Ki	45.59	nM	10.1016/j.bmc.2013.01.055
Homo sapiens	Cannabinoid CB1 receptor	Ki	45.6	nM	10.1016/j.ejmech.2013.09.043
Homo sapiens	Cannabinoid CB1 receptor	Ki	45.6	nM	10.1021/acs.jmedchem.5b01331
Homo sapiens	Cannabinoid CB1 receptor	Ki	45.6	nM	10.1021/acs.jmedchem.6b00397
Homo sapiens	Cannabinoid CB1 receptor	Ki	45.6	nM	10.1021/ml200091q
Homo sapiens	Cannabinoid CB1 receptor	Ki	46.0	nM	10.1016/j.bmcl.2012.04.128
Homo sapiens	Cannabinoid CB1 receptor	Ki	52.4	nM	10.1016/j.ejmech.2012.10.031
Homo sapiens	Cannabinoid CB1 receptor	Ki	52.4	nM	10.1021/jm3008568
Homo sapiens	Cannabinoid CB1 receptor	Ki	52.4	nM	10.1021/ml500439x
Homo sapiens	Cannabinoid CB1 receptor	Ki	79.43	nM	10.1016/j.ejmech.2011.08.021
Homo sapiens	Cannabinoid CB1 receptor	Ki	94.5	nM	10.1016/j.bmcl.2010.07.056
Homo sapiens	Cannabinoid CB1 receptor	Ki	107.0	nM	10.1021/jm0302647
Homo sapiens	Cannabinoid CB1 receptor	Ki	140.0	nM	10.1016/j.bmcl.2008.05.073
Homo sapiens	Cannabinoid CB1 receptor	Ki	150.0	nM	10.1016/j.bmcl.2013.01.025
Homo sapiens	Cannabinoid CB1 receptor	Ki	152.2	nM	10.1016/s0960-894x(99)00353-4
Homo sapiens	Cannabinoid CB1 receptor	Ki	199.0	nM	10.1021/jm0302647
Homo sapiens	Cannabinoid CB1 receptor	Ki	3800.0	nM	10.1021/jm0503906
Homo sapiens	Cannabinoid CB1 receptor	Ki	3802.0	nM	10.1021/jm049263k
Homo sapiens	Cannabinoid CB1 receptor	Ki	3802.0	nM	10.1021/jm050484f
Homo sapiens	Cannabinoid CB1 receptor	Ki	nan	None	10.1021/jm100286k
Homo sapiens	Cannabinoid CB1 receptor	Log Ki	0.28	nM	10.1021/jm991074s
Homo sapiens	Cannabinoid CB1 receptor	Ratio	1.0	None	10.1021/jm4000775
Homo sapiens	Cannabinoid CB1 receptor	Ratio EC50	7.41	None	10.1021/acs.jmedchem.8b00435
Homo sapiens	Cannabinoid CB2 receptor	Activity	50.0	%	10.1016/j.bmcl.2008.11.091
Homo sapiens	Cannabinoid CB2 receptor	Activity	74.0	%	10.1021/jm7011613
Homo sapiens	Cannabinoid CB2 receptor	Activity	74.0	%	10.1021/jm901214q
Homo sapiens	Cannabinoid CB2 receptor	Activity	98.0	%	10.1021/jm901214q
Homo sapiens	Cannabinoid CB2 receptor	Activity	127.8	%	10.1021/jm050467q
Homo sapiens	Cannabinoid CB2 receptor	Activity	207.1	%	10.1021/jm070387h
Homo sapiens	Cannabinoid CB2 receptor	Activity	nan	None	10.1021/jm0503906
Homo sapiens	Cannabinoid CB2 receptor	Activity	nan	None	10.1021/jm070387h
Homo sapiens	Cannabinoid CB2 receptor	EC50	0.39	nM	10.1021/jm901214q
Homo sapiens	Cannabinoid CB2 receptor	EC50	0.47	nM	10.1021/jm070317a
Homo sapiens	Cannabinoid CB2 receptor	EC50	1.5	nM	10.1016/j.bmcl.2007.09.019
Homo sapiens	Cannabinoid CB2 receptor	EC50	1.585	nM	10.1016/j.ejmech.2011.08.021
Homo sapiens	Cannabinoid CB2 receptor	EC50	2.0	nM	10.1016/j.bmcl.2014.01.056
Homo sapiens	Cannabinoid CB2 receptor	EC50	2.04	nM	10.1016/j.bmc.2013.06.010
Homo sapiens	Cannabinoid CB2 receptor	EC50	11.5	nM	10.1016/j.ejmech.2018.12.008
Homo sapiens	Cannabinoid CB2 receptor	EC50	14.0	nM	10.1016/j.bmcl.2008.05.073
Homo sapiens	Cannabinoid CB2 receptor	EC50	14.8	nM	10.1021/jm301527r
Homo sapiens	Cannabinoid CB2 receptor	EC50	15.6	nM	10.1016/j.ejmech.2016.02.032
Homo sapiens	Cannabinoid CB2 receptor	EC50	24.5	nM	10.1021/ml500439x
Homo sapiens	Cannabinoid CB2 receptor	EC50	24.6	nM	10.1021/jm050467q
Homo sapiens	Cannabinoid CB2 receptor	EC50	24.6	nM	10.1021/jm100286k
Homo sapiens	Cannabinoid CB2 receptor	EC50	86.0	nM	10.1021/jm7011613
Homo sapiens	Cannabinoid CB2 receptor	EC50	86.0	nM	10.1021/jm901214q
Homo sapiens	Cannabinoid CB2 receptor	EC50	89.6	nM	10.1016/j.ejmech.2012.10.031
Homo sapiens	Cannabinoid CB2 receptor	EC50	89.6	nM	10.1021/jm3008568
Homo sapiens	Cannabinoid CB2 receptor	EC50	nan	None	10.1016/j.ejmech.2014.07.062
Homo sapiens	Cannabinoid CB2 receptor	Emax	53.0	%	10.1016/j.ejmech.2016.02.032
Homo sapiens	Cannabinoid CB2 receptor	Emax	64.0	%	10.1016/j.bmcl.2008.05.073
Homo sapiens	Cannabinoid CB2 receptor	Emax	64.0	%	10.1016/j.ejmech.2018.01.034
Homo sapiens	Cannabinoid CB2 receptor	Emax	96.9	%	10.1021/jm070317a
Homo sapiens	Cannabinoid CB2 receptor	Emax	100.0	%	10.1016/j.bmcl.2007.09.019
Homo sapiens	Cannabinoid CB2 receptor	Emax	126.2	%	10.1021/jm050467q
Homo sapiens	Cannabinoid CB2 receptor	Emax	132.0	%	10.1016/j.ejmech.2016.02.032
Homo sapiens	Cannabinoid CB2 receptor	Emax	181.0	%	10.1016/j.ejmech.2018.12.008
Homo sapiens	Cannabinoid CB2 receptor	Emax	207.0	%	10.1021/ml500439x
Homo sapiens	Cannabinoid CB2 receptor	Emax	207.1	%	10.1021/jm100286k
Homo sapiens	Cannabinoid CB2 receptor	Emax	232.0	%	10.1016/j.ejmech.2012.10.031
Homo sapiens	Cannabinoid CB2 receptor	Emax	232.0	%	10.1021/jm3008568
Homo sapiens	Cannabinoid CB2 receptor	Emax	243.0	%	10.1016/j.bmc.2013.06.010
Homo sapiens	Cannabinoid CB2 receptor	Emax	243.0	%	10.1016/j.bmcl.2014.01.056
Homo sapiens	Cannabinoid CB2 receptor	Emax	nan	None	10.1021/jm3008568
Homo sapiens	Cannabinoid CB2 receptor	IC50	1.1	nM	10.1016/j.bmcl.2007.04.093
Homo sapiens	Cannabinoid CB2 receptor	IC50	2.7	nM	10.1021/acs.jnatprod.9b00876
Homo sapiens	Cannabinoid CB2 receptor	IC50	3.4	nM	10.1021/jm301511h
Homo sapiens	Cannabinoid CB2 receptor	IC50	8.9	nM	10.1021/jm070317a
Homo sapiens	Cannabinoid CB2 receptor	IC50	15.7	nM	10.1021/jm300763w
Homo sapiens	Cannabinoid CB2 receptor	Inhibition	70.0	%	10.1021/acs.jmedchem.5b01331
Homo sapiens	Cannabinoid CB2 receptor	Inhibition	nan	%	10.1016/j.ejmech.2014.08.042
Homo sapiens	Cannabinoid CB2 receptor	Intrinsic activity	190.0	%	10.1016/j.ejmech.2014.05.055
Homo sapiens	Cannabinoid CB2 receptor	Ki	0.28	nM	10.1016/j.bmc.2012.01.038
Homo sapiens	Cannabinoid CB2 receptor	Ki	0.28	nM	10.1016/j.bmcl.2005.06.008
Homo sapiens	Cannabinoid CB2 receptor	Ki	0.28	nM	10.1016/j.ejmech.2016.08.005
Homo sapiens	Cannabinoid CB2 receptor	Ki	0.28	nM	10.1021/jm9801197
Homo sapiens	Cannabinoid CB2 receptor	Ki	0.3	nM	10.1016/j.bmcl.2013.02.025
Homo sapiens	Cannabinoid CB2 receptor	Ki	0.3	nM	10.1021/jm020329q
Homo sapiens	Cannabinoid CB2 receptor	Ki	0.3	nM	10.1021/jm400132d
Homo sapiens	Cannabinoid CB2 receptor	Ki	0.3	nM	10.1021/jm4005626
Homo sapiens	Cannabinoid CB2 receptor	Ki	0.3	nM	10.1021/jm800463f
Homo sapiens	Cannabinoid CB2 receptor	Ki	0.45	nM	10.1016/j.ejmech.2014.07.062
Homo sapiens	Cannabinoid CB2 receptor	Ki	0.9	nM	10.1021/acs.jnatprod.5b00301
Homo sapiens	Cannabinoid CB2 receptor	Ki	1.2	nM	10.1016/j.bmc.2009.02.027
Homo sapiens	Cannabinoid CB2 receptor	Ki	1.288	nM	10.1021/jm7011613
Homo sapiens	Cannabinoid CB2 receptor	Ki	1.288	nM	10.1021/jm901214q
Homo sapiens	Cannabinoid CB2 receptor	Ki	1.3	nM	10.1016/j.ejmech.2010.11.034
Homo sapiens	Cannabinoid CB2 receptor	Ki	1.3	nM	10.1021/jm7011613
Homo sapiens	Cannabinoid CB2 receptor	Ki	1.3	nM	10.1021/jm901214q
Homo sapiens	Cannabinoid CB2 receptor	Ki	1.57	nM	10.1016/j.ejmech.2018.12.008
Homo sapiens	Cannabinoid CB2 receptor	Ki	1.6	nM	10.1016/j.ejmech.2018.05.019
Homo sapiens	Cannabinoid CB2 receptor	Ki	1.6	nM	10.1016/j.ejmech.2020.112858
Homo sapiens	Cannabinoid CB2 receptor	Ki	1.7	nM	10.1021/acs.jnatprod.9b00876
Homo sapiens	Cannabinoid CB2 receptor	Ki	2.0	nM	10.1016/j.bmcl.2005.09.023
Homo sapiens	Cannabinoid CB2 receptor	Ki	2.0	nM	10.1016/j.bmcl.2012.04.128
Homo sapiens	Cannabinoid CB2 receptor	Ki	2.0	nM	10.1021/jm200529h
Homo sapiens	Cannabinoid CB2 receptor	Ki	2.1	nM	10.1016/j.bmc.2007.05.060
Homo sapiens	Cannabinoid CB2 receptor	Ki	2.1	nM	10.1016/j.bmc.2014.07.006
Homo sapiens	Cannabinoid CB2 receptor	Ki	2.1	nM	10.1016/j.bmc.2020.115513
Homo sapiens	Cannabinoid CB2 receptor	Ki	2.1	nM	10.1016/j.bmcl.2007.09.089
Homo sapiens	Cannabinoid CB2 receptor	Ki	2.1	nM	10.1016/j.bmcl.2009.11.134
Homo sapiens	Cannabinoid CB2 receptor	Ki	2.1	nM	10.1021/jm0501533
Homo sapiens	Cannabinoid CB2 receptor	Ki	2.1	nM	10.1021/jm8016255
Homo sapiens	Cannabinoid CB2 receptor	Ki	2.1	nM	10.1021/np200500p
Homo sapiens	Cannabinoid CB2 receptor	Ki	2.1	nM	10.1021/np200610t
Homo sapiens	Cannabinoid CB2 receptor	Ki	2.2	nM	10.1016/j.bmcl.2007.04.093
Homo sapiens	Cannabinoid CB2 receptor	Ki	2.512	nM	10.1016/j.bmcl.2010.10.061
Homo sapiens	Cannabinoid CB2 receptor	Ki	2.512	nM	10.1016/j.bmcl.2011.01.082
Homo sapiens	Cannabinoid CB2 receptor	Ki	2.512	nM	10.1039/C0MD00022A
Homo sapiens	Cannabinoid CB2 receptor	Ki	2.9	nM	10.1016/j.bmcl.2007.09.019
Homo sapiens	Cannabinoid CB2 receptor	Ki	3.01	nM	10.1016/j.ejmech.2018.01.034
Homo sapiens	Cannabinoid CB2 receptor	Ki	3.1	nM	10.1016/j.ejmech.2012.10.031
Homo sapiens	Cannabinoid CB2 receptor	Ki	3.1	nM	10.1021/jm3008568
Homo sapiens	Cannabinoid CB2 receptor	Ki	3.1	nM	10.1021/ml500439x
Homo sapiens	Cannabinoid CB2 receptor	Ki	3.55	nM	10.1016/j.ejmech.2021.113878
Homo sapiens	Cannabinoid CB2 receptor	Ki	3.7	nM	10.1016/j.bmc.2017.11.051
Homo sapiens	Cannabinoid CB2 receptor	Ki	3.7	nM	10.1016/j.bmc.2020.115672
Homo sapiens	Cannabinoid CB2 receptor	Ki	3.7	nM	10.1016/j.ejmech.2013.09.043
Homo sapiens	Cannabinoid CB2 receptor	Ki	3.7	nM	10.1016/j.ejmech.2013.11.026
Homo sapiens	Cannabinoid CB2 receptor	Ki	3.7	nM	10.1016/j.ejmech.2015.06.057
Homo sapiens	Cannabinoid CB2 receptor	Ki	3.7	nM	10.1016/j.ejmech.2017.01.002
Homo sapiens	Cannabinoid CB2 receptor	Ki	3.7	nM	10.1021/acs.jmedchem.5b01331
Homo sapiens	Cannabinoid CB2 receptor	Ki	3.7	nM	10.1021/acs.jmedchem.6b00397
Homo sapiens	Cannabinoid CB2 receptor	Ki	3.73	nM	10.1016/j.bmc.2013.01.055
Homo sapiens	Cannabinoid CB2 receptor	Ki	3.9	nM	10.1021/jm015545y
Homo sapiens	Cannabinoid CB2 receptor	Ki	4.0	nM	10.1016/s0960-894x(02)00466-3
Homo sapiens	Cannabinoid CB2 receptor	Ki	4.53	nM	10.1021/jm300763w
Homo sapiens	Cannabinoid CB2 receptor	Ki	4.6	nM	10.1016/j.ejmech.2016.02.032
Homo sapiens	Cannabinoid CB2 receptor	Ki	4.95	nM	10.1021/jm301527r
Homo sapiens	Cannabinoid CB2 receptor	Ki	6.31	nM	10.1016/j.ejmech.2011.08.021
Homo sapiens	Cannabinoid CB2 receptor	Ki	8.57	nM	10.1039/C7MD00296C
Homo sapiens	Cannabinoid CB2 receptor	Ki	9.1	nM	10.1016/j.bmc.2013.06.010
Homo sapiens	Cannabinoid CB2 receptor	Ki	9.1	nM	10.1016/j.bmcl.2010.07.056
Homo sapiens	Cannabinoid CB2 receptor	Ki	9.1	nM	10.1016/j.bmcl.2014.01.056
Homo sapiens	Cannabinoid CB2 receptor	Ki	9.1	nM	10.1021/jm050467q
Homo sapiens	Cannabinoid CB2 receptor	Ki	9.1	nM	10.1021/jm100286k
Homo sapiens	Cannabinoid CB2 receptor	Ki	13.0	nM	10.1016/j.ejmech.2013.09.038
Homo sapiens	Cannabinoid CB2 receptor	Ki	16.1	nM	10.1016/j.bmc.2013.06.010
Homo sapiens	Cannabinoid CB2 receptor	Ki	20.0	nM	10.1016/j.bmcl.2008.05.073
Homo sapiens	Cannabinoid CB2 receptor	Ki	70.0	nM	10.1016/j.bmc.2013.09.040
Homo sapiens	Cannabinoid CB2 receptor	Log Ki	0.55	nM	10.1021/jm991074s
Homo sapiens	Cannabinoid receptor	Ki	24.0	nM	10.1016/S0960-894X(01)80155-4
Homo sapiens	Cannabinoid receptor	Ratio	10.0	None	10.1016/s0960-894x(02)00466-3
Homo sapiens	Chromobox protein homolog 1	Potency	6.0	nM	None
Homo sapiens	Glycine receptor subunit alpha-1	Activity	nan	None	10.1016/j.bmc.2010.03.002
Homo sapiens	Glycine receptor subunit alpha-2	Activity	nan	None	10.1016/j.bmc.2010.03.002
Homo sapiens	HEK293	Activity	96.1	%	10.1016/j.ejmech.2017.11.076
Homo sapiens	HEK293	Activity	102.6	%	10.1016/j.ejmech.2017.11.076
Homo sapiens	HEK293	Potency	20587.8	nM	None
Homo sapiens	HERG	IC50	nan	None	10.1016/j.bmcl.2012.04.128
Homo sapiens	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Potency	11220.2	nM	None
Homo sapiens	Liver microsomes	CLH	nan	None	10.1016/j.bmcl.2012.02.048
Homo sapiens	Liver microsomes	CLH	nan	None	10.1016/j.bmcl.2012.04.128
Homo sapiens	Niemann-Pick C1 protein	Potency	58047.9	nM	None
Homo sapiens	Ras-related protein Rab-9A	Potency	58047.9	nM	None
Homo sapiens	Serine/threonine-protein kinase mTOR	Potency	14689.2	nM	None
Homo sapiens	Serine/threonine-protein kinase mTOR	Potency	16481.6	nM	None
Homo sapiens	Serine/threonine-protein kinase mTOR	Potency	18492.7	nM	None
Homo sapiens	Ubiquitin carboxyl-terminal hydrolase 1	Potency	56234.1	nM	None
Homo sapiens	Vitamin D receptor	Potency	89125.1	nM	None
Methanococcus maripaludis (strain S2 / LL)	Chaperonin GroEL (Thermosome, HSP60 family)	Potency	100000.0	nM	None
Mus musculus	Cannabinoid CB1 receptor	Activity	nan	None	10.1016/j.bmcl.2006.09.049
Mus musculus	Cannabinoid CB1 receptor	Activity	nan	None	10.1016/j.ejmech.2009.08.003
Mus musculus	Cannabinoid CB1 receptor	Activity	nan	None	10.1016/j.ejmech.2012.12.056
Mus musculus	Cannabinoid CB1 receptor	Activity	nan	None	10.1021/jm0501533
Mus musculus	Cannabinoid CB1 receptor	EC50	204.0	nM	10.1021/jm0603466
Mus musculus	Cannabinoid CB1 receptor	EC50	1450.0	nM	10.1016/j.bmc.2007.07.056
Mus musculus	Cannabinoid CB1 receptor	Emax	187.0	%	10.1021/jm0603466
Mus musculus	Cannabinoid CB1 receptor	Inhibition	nan	%	10.1016/j.ejmech.2013.11.026
Mus musculus	Cannabinoid CB1 receptor	Intrinsic activity	nan	None	10.1016/j.ejmech.2014.05.055
Mus musculus	Cannabinoid CB1 receptor	Ki	1.6	nM	10.1021/jm050135l
Mus musculus	Cannabinoid CB1 receptor	Ki	7.0	nM	10.1016/j.bmcl.2007.04.093
Mus musculus	Cannabinoid CB1 receptor	Ki	20.0	nM	10.1021/jm050135l
Mus musculus	Cannabinoid CB1 receptor	pD2	6.64	None	10.1016/j.bmcl.2006.09.049
Mus musculus	Cannabinoid CB1 receptor	pKb	8.6	None	10.1016/j.ejmech.2007.04.007
Mus musculus	Cannabinoid CB2 receptor	Activity	56.0	%	10.1021/jm070441u
Mus musculus	Cannabinoid CB2 receptor	Ki	6.0	nM	10.1016/j.bmcl.2007.04.093
Mus musculus	Cannabinoid CB2 receptor	Ki	nan	None	10.1021/jm070441u
Mus musculus	Cannabinoid receptor	Inhibition	-3.9	%	10.1016/j.ejmech.2019.01.030
Mus musculus	Cannabinoid receptor	Inhibition	-2.7	%	10.1016/j.ejmech.2019.01.030
Mus musculus	Cannabinoid receptor	Inhibition	-1.1	%	10.1016/j.ejmech.2019.01.030
Mus musculus	Cannabinoid receptor	Inhibition	2.0	%	10.1016/j.ejmech.2019.01.030
Mus musculus	Cannabinoid receptor	Inhibition	11.5	%	10.1016/j.ejmech.2019.01.030
Mus musculus	Cannabinoid receptor	Inhibition	17.8	%	10.1016/j.ejmech.2019.01.030
Mus musculus	Cannabinoid receptor	Inhibition	22.0	%	10.1016/j.ejmech.2019.01.030
Mus musculus	Cannabinoid receptor	Inhibition	31.9	%	10.1016/j.ejmech.2019.01.030
Mus musculus	Cannabinoid receptor	Inhibition	32.7	%	10.1016/j.ejmech.2019.01.030
Mus musculus	Cannabinoid receptor	Inhibition	33.2	%	10.1016/j.ejmech.2019.01.030
Mus musculus	Cannabinoid receptor	Inhibition	52.0	%	10.1016/j.ejmech.2019.01.030
Mus musculus	Cannabinoid receptor	Inhibition	54.5	%	10.1016/j.ejmech.2019.01.030
Mus musculus	Cannabinoid receptor	Inhibition	54.8	%	10.1016/j.ejmech.2019.01.030
Mus musculus	Cannabinoid receptor	Inhibition	61.8	%	10.1016/j.ejmech.2019.01.030
Mus musculus	Cannabinoid receptor	Inhibition	68.9	%	10.1016/j.ejmech.2019.01.030
Mus musculus	Cannabinoid receptor	Inhibition	71.4	%	10.1016/j.ejmech.2019.01.030
Mus musculus	Cannabinoid receptor	Inhibition	81.3	%	10.1016/j.ejmech.2019.01.030
Mus musculus	Mus musculus	Activity	nan	None	10.1016/j.bmc.2007.07.056
Mus musculus	Mus musculus	Activity	nan	None	10.1016/j.bmcl.2006.09.049
Mus musculus	Mus musculus	Activity	nan	None	10.1021/acsmedchemlett.3c00024
Mus musculus	Mus musculus	ED50	0.0017	umol.kg-1	10.1016/j.bmcl.2010.10.061
Mus musculus	Mus musculus	ED50	0.21	mg.kg-1	10.1016/j.bmcl.2006.09.049
Mus musculus	Mus musculus	ED50	0.23	umol.kg-1	10.1016/j.bmc.2012.01.038
Mus musculus	Mus musculus	ED50	0.25	mg.kg-1	10.1021/jm00079a016
Mus musculus	Mus musculus	ED50	0.94	umol.kg-1	10.1016/j.bmc.2012.01.038
Mus musculus	Mus musculus	ED50	2.8	umol.kg-1	10.1016/j.bmc.2012.01.038
Mus musculus	Mus musculus	ED50	6.53	umol.kg-1	10.1016/S0960-894X(01)80155-4
Mus musculus	Mus musculus	ED50	28.0	umol.kg-1	10.1016/j.bmc.2012.01.038
Mus musculus	Mus musculus	ED50	33.0	mg.kg-1	10.1021/jm00079a016
Mus musculus	Mus musculus	IC50	0.43	nM	10.1021/jm00079a016
Mus musculus	Mus musculus	IC50	6.0	nM	10.1021/jm00079a016
Mus musculus	Mus musculus	IC50	8000.0	nM	10.1016/s0960-894x(02)00466-3
Mus musculus	Mus musculus	IC50	9000.0	nM	10.1021/jm00079a016
Mus musculus	Mus musculus	Inhibition	nan	%	10.1021/acs.jnatprod.9b01134
Mus musculus	Nuclear receptor ROR-gamma	Potency	19952.6	nM	None
Rattus norvegicus	Cannabinoid CB1 receptor	Activity	47.1	%	10.1021/jm060446b
Rattus norvegicus	Cannabinoid CB1 receptor	Activity	108.0	%	10.1021/jm901214q
Rattus norvegicus	Cannabinoid CB1 receptor	EC50	10.0	nM	10.1021/jm901214q
Rattus norvegicus	Cannabinoid CB1 receptor	EC50	143.0	nM	10.1021/acsmedchemlett.3c00024
Rattus norvegicus	Cannabinoid CB1 receptor	Emax	170.0	%	10.1021/acsmedchemlett.3c00024
Rattus norvegicus	Cannabinoid CB1 receptor	IC50	430.0	nM	10.1016/j.ejmech.2007.04.007
Rattus norvegicus	Cannabinoid CB1 receptor	Ki	1.9	nM	10.1016/j.bmcl.2005.06.008
Rattus norvegicus	Cannabinoid CB1 receptor	Ki	4.5	nM	10.1021/jm015545y
Rattus norvegicus	Cannabinoid CB1 receptor	Ki	6.06	nM	10.1016/j.bmc.2009.02.027
Rattus norvegicus	Cannabinoid CB1 receptor	Ki	9.9	nM	10.1021/jm058183t
Rattus norvegicus	Cannabinoid CB1 receptor	Ki	11.0	nM	10.1021/acsmedchemlett.3c00024
Rattus norvegicus	Cannabinoid CB1 receptor	Ki	14.4	nM	10.1021/jm301527r
Rattus norvegicus	Cannabinoid CB1 receptor	Ki	15.6	nM	10.1021/jm300763w
Rattus norvegicus	Cannabinoid CB1 receptor	Ki	36.0	nM	10.1016/j.ejmech.2013.09.038
Rattus norvegicus	Cannabinoid CB1 receptor	Ki	912010839.36	nM	10.1021/jm980305c
Rattus norvegicus	Cannabinoid CB1 receptor	Ki	nan	None	10.1021/jm070441u
Rattus norvegicus	Cannabinoid CB2 receptor	Activity	46.0	%	10.1021/jm901214q
Rattus norvegicus	Cannabinoid CB2 receptor	EC50	1.5	nM	10.1021/jm901214q
Rattus norvegicus	Cannabinoid CB2 receptor	IC50	2200.0	nM	10.1016/j.ejmech.2007.04.007
Rattus norvegicus	Cannabinoid CB2 receptor	Ki	7.58	nM	10.1021/jm300763w
Rattus norvegicus	Cannabinoid CB2 receptor	Ki	7.73	nM	10.1021/jm301527r
Rattus norvegicus	Cannabinoid receptor	IC50	2.77	nM	10.1021/jm00079a016
Rattus norvegicus	Cannabinoid receptor	IC50	5.56	nM	10.1021/jm00079a016
Rattus norvegicus	Cannabinoid receptor	Inhibition	-35.0	%	10.1021/jm00079a016
Rattus norvegicus	Inositol monophosphatase 1	Potency	2511.9	nM	None
Rattus norvegicus	Liver microsomes	CLH	nan	None	10.1016/j.bmcl.2012.02.048
Rattus norvegicus	Rattus norvegicus	Activity	nan	None	10.1021/ml5001239
Rattus norvegicus	Rattus norvegicus	AUC	nan	None	10.1016/j.bmcl.2007.04.093
Rattus norvegicus	Rattus norvegicus	D50	0.52	mg kg-1	10.1021/jm070317a
Rattus norvegicus	Rattus norvegicus	EC50	180.0	nM	10.1021/jm970257g
Rattus norvegicus	Rattus norvegicus	EC50	186208713.67	nM	10.1021/jm970257g
Rattus norvegicus	Rattus norvegicus	ED50	1.6	umol.kg-1	10.1016/j.bmcl.2012.02.048
Rattus norvegicus	Rattus norvegicus	Emax	150.0	%	10.1021/jm970257g
Rattus norvegicus	Rattus norvegicus	F	0.0	%	10.1016/j.bmcl.2012.02.048
Rattus norvegicus	Rattus norvegicus	MED	5.7	umol/Kg	10.1016/j.bmcl.2012.02.048
Rattus norvegicus	Rattus norvegicus	Ratio	3.7	None	10.1016/j.bmcl.2012.02.048
Rattus norvegicus	Thioredoxin reductase 1, cytoplasmic	Potency	15003.0	nM	None
Saccharomyces cerevisiae	Saccharomyces cerevisiae	Potency	9200.0	nM	None
Severe acute respiratory syndrome coronavirus 2	Replicase polyprotein 1ab	Inhibition	9.73	%	10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	33000.0	nM	10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	23.21	%	10.6019/CHEMBL4495565
None	ADMET	Activity	nan	None	10.1021/acs.jnatprod.9b01134
None	ADMET	Selectivity index	0.21	None	10.6019/CHEMBL4495565
None	NON-PROTEIN TARGET	IC50	7.0	nM	10.1016/j.ejmech.2016.08.005
None	NON-PROTEIN TARGET	IC50	310.0	nM	10.1016/j.ejmech.2016.08.005
None	NON-PROTEIN TARGET	IC50	920.0	nM	10.1016/j.ejmech.2016.08.005
None	NON-PROTEIN TARGET	IC50	980.0	nM	10.1016/j.ejmech.2016.08.005
None	NON-PROTEIN TARGET	IC50	3800.0	nM	10.1016/j.ejmech.2016.08.005
None	No relevant target	LogD	4.08	None	10.1016/j.ejmech.2011.08.021
None	No relevant target	LogD	5.2	None	10.1021/jm301511h
None	No relevant target	pKa	4.14	None	10.1016/j.ejmech.2011.08.021
None	No relevant target	solubility	nan	None	10.1016/j.bmcl.2012.02.048
None	No relevant target	Solubility	2000.0	nM	10.1016/j.bmcl.2012.04.128
None	No relevant target	Solubility	3000.0	nM	10.1016/j.ejmech.2011.08.021
None	No relevant target	Solubility	5000.0	nM	10.1016/j.ejmech.2011.08.021
None	No relevant target	Solubility	8000.0	nM	10.1016/j.ejmech.2011.08.021
None	No relevant target	Solubility	20000.0	nM	10.1016/j.ejmech.2011.08.021
None	Nucleic Acid	BPR	1.3	None	10.1016/j.bmcl.2012.02.048
None	Nucleic Acid	BPR	2.3	None	10.1016/j.bmcl.2012.04.128
None	Nucleic Acid	BPR	2.5	None	10.1021/jm301511h
None	Unchecked	Activity	nan	None	10.1021/jm031099y
None	Unchecked	EC50	47.0	nM	10.1021/jm301511h
None	Unchecked	Inhibition	50.0	%	10.1016/j.bmc.2019.05.018
None	Unchecked	Ki	1.8	nM	10.1021/jm058183t
None	Unchecked	log(ratioKi)	1.01	None	10.1016/j.ejmech.2010.11.034
None	Unchecked	Potency	8912.5	nM	None
None	Unchecked	Potency	25929.0	nM	None
None	Unchecked	Potency	29081.0	nM	None
None	Unchecked	Ratio	6.8	None	10.1016/j.bmcl.2005.06.008
None	Unchecked	Ratio Ki	0.07	None	10.1016/j.ejmech.2011.08.021
None	Unchecked	Ratio Ki	0.1	None	10.1016/j.bmcl.2010.07.056
None	Unchecked	Ratio Ki	0.1	None	10.1021/jm200529h
None	Unchecked	Ratio Ki	2.3	None	10.1021/jm301527r
None	Unchecked	Ratio Ki	2.7	None	10.1016/j.ejmech.2016.02.032
None	Unchecked	Ratio Ki	2.74	None	10.1021/jm300763w
None	Unchecked	Ratio Ki	2.77	None	10.1016/j.ejmech.2013.09.038
None	Unchecked	Ratio Ki	6.0	None	10.1021/jm400132d
None	Unchecked	Ratio Ki	6.8	None	10.1016/j.bmc.2012.01.038
None	Unchecked	Ratio Ki	7.8	None	10.1016/j.ejmech.2017.01.002
None	Unchecked	Ratio Ki	10.0	uM	10.1021/jm8016255
None	Unchecked	Ratio Ki	10.0	None	10.1016/j.bmcl.2007.09.089
None	Unchecked	Ratio Ki	10.0	None	10.1021/jm7011613
None	Unchecked	Ratio Ki	10.0	None	10.1021/jm901214q
None	Unchecked	Ratio Ki	12.0	None	10.1016/j.ejmech.2018.12.008
None	Unchecked	Ratio Ki	12.3	None	10.1021/acs.jmedchem.6b00397
None	Unchecked	Ratio Ki	14.1	None	10.1016/j.bmcl.2007.09.019