Molecule

Aplysinopsin

AlkaPlorer ID: AK289007

Synonym: 2-Imino-5-(1H-indol-3-ylmethylene)-1,3-dimethyl-4-imidazolidinone

IUPAC Name: 2-imino-5-(indol-3-ylidenemethyl)-1,3-dimethylimidazol-4-ol

Structure

SMILES: CN1C(=N)N(C)/C(=C/C2=CNC3=C2C=CC=C3)C1=O

InChI: InChI=1S/C14H14N4O/c1-17-12(13(19)18(2)14(17)15)7-9-8-16-11-6-4-3-5-10(9)11/h3-8,15-16H,1-2H3/b12-7+,15-14?

InChIKey: AZGOVLGMSGAOMP-FZYUQVBKSA-N

Reference

Investigation of Brominated Tryptophan Alkaloids from Two Thorectidae Sponges: <i>Thorectandra</i> and <i>Smenospongia</i>

CAS: 63153-56-0

LOTUS: LTS0035602

NPASS: NPC473380

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
None	Smenospongia	Thorectidae	Dictyoceratida	Demospongiae	Porifera	Metazoa	Eukaryota
None	Aplysina	Aplysinidae	Verongiida	Demospongiae	Porifera	Metazoa	Eukaryota
None	Thorecta	Thorectidae	Dictyoceratida	Demospongiae	Porifera	Metazoa	Eukaryota
Astroides calycularis	Astroides	Dendrophylliidae	Scleractinia	Anthozoa	Cnidaria	Metazoa	Eukaryota
None	Thorectandra	Thorectidae	Dictyoceratida	Demospongiae	Porifera	Metazoa	Eukaryota

Properties Information

Molecule Weight: 254.293

TPSA？: 63.190000000000005

MolLogP？: 1.84737

Number of H-Donors: 2

Number of H-Acceptors: 2

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	KB	IC50	6.4	ug.mL-1	10.1021/np50109a023
Homo sapiens	Monoamine oxidase A	IC50	35.0	nM	10.1016/j.bmc.2013.09.011
Homo sapiens	Monoamine oxidase A	IC50	35.0	nM	10.1016/j.bmcl.2012.06.058
Homo sapiens	Monoamine oxidase A	IC50	10017.0	nM	10.1016/j.bmc.2013.09.011
Homo sapiens	Monoamine oxidase B	IC50	10017.0	nM	10.1016/j.bmcl.2012.06.058
Homo sapiens	Serotonin 1a (5-HT1a) receptor	Activity	0.0	%	10.1016/j.bmc.2010.05.017
Homo sapiens	Serotonin 1a (5-HT1a) receptor	Ki	10000.0	nM	10.1016/j.bmc.2013.09.011
Homo sapiens	Serotonin 2a (5-HT2a) receptor	Activity	47.0	%	10.1016/j.bmc.2010.05.017
Homo sapiens	Serotonin 2a (5-HT2a) receptor	Ki	598.0	nM	10.1016/j.bmc.2010.05.017
Homo sapiens	Serotonin 2b (5-HT2b) receptor	Ki	4449.0	nM	10.1016/j.bmc.2013.09.011
Homo sapiens	Serotonin 2c (5-HT2c) receptor	Activity	0.0	%	10.1016/j.bmc.2010.05.017
Homo sapiens	Serotonin 2c (5-HT2c) receptor	Ki	10000.0	nM	10.1016/j.bmc.2013.09.011
Homo sapiens	Serotonin 2c (5-HT2c) receptor	Ki	14451.0	nM	10.1016/j.bmc.2010.05.017
Homo sapiens	Serotonin 2 receptors; 5-HT2a & 5-HT2c	Ki	0.041	nM	10.1016/j.bmc.2010.05.017
Homo sapiens	Serotonin 3a (5-HT3a) receptor	Ki	3029.0	nM	10.1016/j.bmc.2013.09.011
Homo sapiens	Serotonin 6 (5-HT6) receptor	Ki	8768.0	nM	10.1016/j.bmc.2013.09.011
Mus musculus	L1210	IC50	2.3	ug.mL-1	10.1021/np50109a023
Mus musculus	Mus musculus	Activity	nan	None	10.1021/np070371u
Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	25.0	ug.mL-1	10.1021/np0501334
None	No relevant target	-log(solubility)	4.1	None	10.1016/j.bmcl.2015.02.013
None	No relevant target	-log(solubility)	4.25	None	10.1016/j.bmcl.2015.02.013
None	No relevant target	-log(solubility)	4.5	None	10.1016/j.bmcl.2015.02.013
None	No relevant target	-log(solubility)	6.41	None	10.1016/j.bmcl.2015.02.013
None	No relevant target	-log(solubility)	nan	None	10.1016/j.bmcl.2015.02.013
None	Unchecked	Ratio IC50	290.34	None	10.1016/j.bmc.2013.09.011
None	Unchecked	Ratio IC50	290.34	None	10.1016/j.bmcl.2012.06.058