Usambarensine
AlkaPlorer ID: AK016006
Synonym: None
IUPAC Name: (2R,3E,12bS)-3-ethylidene-2-(9H-pyrido[3,4-b]indol-1-ylmethyl)-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizine
Structure
SMILES: C/C=C1/CN2CCC3=C(NC4=CC=CC=C34)[C@@H]2C[C@@H]1CC1=NC=CC2=C1NC1=CC=CC=C12
InChI: InChI=1S/C29H28N4/c1-2-18-17-33-14-12-23-21-8-4-6-10-25(21)32-29(23)27(33)16-19(18)15-26-28-22(11-13-30-26)20-7-3-5-9-24(20)31-28/h2-11,13,19,27,31-32H,12,14-17H2,1H3/b18-2-/t19-,27-/m0/s1
InChIKey: VUMZOPMHFVDIMF-NLLHOBBWSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Strychnos usambarensis | Strychnos | Loganiaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 432.5710000000002
TPSA？: 47.71
MolLogP？: 6.305500000000006
Number of H-Donors: 2
Number of H-Acceptors: 2
RingCount: 7
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Entamoeba histolytica | Entamoeba histolytica | IC50 | 0.49 | ug.mL-1 | 10.1007/s00044-011-9767-1 |
| Homo sapiens | KB | IC50 | 9700.0 | nM | 10.1021/np000285t |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 0.265 | ug.mL-1 | 10.1021/np980375m |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 0.655 | ug.mL-1 | 10.1021/np980375m |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 594.0 | nM | 10.1021/np020070e |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 1520.0 | nM | 10.1021/np020070e |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 2000.0 | nM | 10.1016/j.bmc.2010.01.068 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | nan | None | 10.1021/np020070e |
| Plasmodium falciparum | Plasmodium falciparum | IC90 | 4410.0 | nM | 10.1021/np020070e |
| Plasmodium falciparum | Plasmodium falciparum | IC90 | 4830.0 | nM | 10.1021/np020070e |
| None | ADMET | IC50 | 4620.0 | nM | 10.1021/np000285t |
| None | Unchecked | Ratio IC50 | 3.1 | None | 10.1021/np000285t |
| None | Unchecked | Ratio IC50 | 7.8 | None | 10.1021/np000285t |
| None | Unchecked | Ratio IC50 | 14.8 | None | 10.1021/np000285t |
| None | Unchecked | Ratio IC50 | 36.6 | None | 10.1021/np000285t |