Isoplysin A
AlkaPlorer ID: AK325047
Synonym: None
IUPAC Name: 5-(indol-3-ylidenemethyl)-1-methyl-2-(methylamino)imidazol-4-ol
Structure
SMILES: CN=C1N=C(O)/C(=C\C2=CNC3=CC=CC=C23)N1C
InChI: InChI=1S/C14H14N4O/c1-15-14-17-13(19)12(18(14)2)7-9-8-16-11-6-4-3-5-10(9)11/h3-8,16H,1-2H3,(H,15,17,19)/b12-7+
InChIKey: UVIKYYAHZODERH-KPKJPENVSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| None | Aplysina | Aplysinidae | Verongiida | Demospongiae | Porifera | Metazoa | Eukaryota |
| Smenospongia aurea | Smenospongia | Thorectidae | Dictyoceratida | Demospongiae | Porifera | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 254.293
TPSA？: 63.98
MolLogP？: 2.3965000000000005
Number of H-Donors: 2
Number of H-Acceptors: 1
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Chlorocebus sabaeus | Vero | Activity | nan | None | 10.1021/np010471e |
| Homo sapiens | KB | Inhibition | 31.0 | % | 10.1021/np50109a023 |
| Homo sapiens | Monoamine oxidase A | IC50 | 3075.0 | nM | 10.1016/j.bmcl.2012.06.058 |
| Homo sapiens | Monoamine oxidase B | IC50 | 33833.0 | nM | 10.1016/j.bmcl.2012.06.058 |
| Homo sapiens | Serotonin 2a (5-HT2a) receptor | Ki | nan | None | 10.1021/np010471e |
| Homo sapiens | Serotonin 2b (5-HT2b) receptor | Ki | 716.0 | nM | 10.1016/j.bmc.2013.09.011 |
| Homo sapiens | Serotonin 2c (5-HT2c) receptor | Ki | 2354.0 | nM | 10.1016/j.bmc.2013.09.011 |
| Homo sapiens | Serotonin 2c (5-HT2c) receptor | Ki | nan | None | 10.1021/np010471e |
| Mus musculus | L1210 | IC50 | 11.5 | ug.mL-1 | 10.1021/np50109a023 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 0.97 | ug.mL-1 | 10.1021/np010471e |
| None | Unchecked | Activity | nan | None | 10.1021/np010471e |
| None | Unchecked | Ratio IC50 | 11.0 | None | 10.1016/j.bmcl.2012.06.058 |
| None | Unchecked | Selectivity Index | 4.9 | None | 10.1021/np010471e |