Maedamine A; N-De-Me
AlkaPlorer ID: AK030651
Synonym: Maedamine B
IUPAC Name: 3-[(3-bromo-4-methoxyphenyl)methyl]-5-[3,5-dibromo-4-[3-(methylamino)propoxy]phenyl]-1H-pyrazin-2-one
Structure
SMILES: CNCCCOC1=C(Br)C=C(C2=CNC(=O)C(CC3=CC=C(OC)C(Br)=C3)=N2)C=C1Br
InChI: InChI=1S/C22H22Br3N3O3/c1-26-6-3-7-31-21-16(24)10-14(11-17(21)25)19-12-27-22(29)18(28-19)9-13-4-5-20(30-2)15(23)8-13/h4-5,8,10-12,26H,3,6-7,9H2,1-2H3,(H,27,29)
InChIKey: NDGJXFQQCGZNIA-UHFFFAOYSA-N
Reference
Suberedamines A and B, New Bromotyrosine Alkaloids from a Sponge <i>Suberea</i> Species
PubChem CID: 10770106
CAS: 310396-70-4
LOTUS: LTS0208711
COCONUT: CNP0185783
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| None | Suberea | Aplysinellidae | Verongiida | Demospongiae | Porifera | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 616.1480000000003
TPSA？: 76.24
MolLogP？: 5.312100000000004
Number of H-Donors: 2
Number of H-Acceptors: 5
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A549 | IC50 | 15400.0 | nM | 10.1016/j.bmcl.2012.12.033 |
| Homo sapiens | CAMA-1 | IC50 | 5770.0 | nM | 10.1016/j.bmcl.2013.07.017 |
| Homo sapiens | COLO 205 | IC50 | 10300.0 | nM | 10.1016/j.bmcl.2012.12.033 |
| Homo sapiens | HepG2 | IC50 | 53300.0 | nM | 10.1016/j.bmcl.2012.12.033 |
| Homo sapiens | MCF7 | Activity | nan | None | 10.1016/j.bmcl.2012.12.033 |
| Homo sapiens | MCF7 | IC50 | 10900.0 | nM | 10.1016/j.bmcl.2012.12.033 |
| Homo sapiens | MCF7 | Survival | 49.26 | % | 10.1016/j.bmcl.2012.12.033 |
| Homo sapiens | SK-BR-3 | IC50 | 4000.0 | nM | 10.1016/j.bmcl.2013.07.017 |
| Homo sapiens | T47D | IC50 | 6000.0 | nM | 10.1016/j.bmcl.2013.07.017 |
| Homo sapiens | THP-1 | IC50 | 90700.0 | nM | 10.1016/j.bmcl.2012.12.033 |
| Mus musculus | B16-F10 | IC50 | 42800.0 | nM | 10.1016/j.bmcl.2012.12.033 |