Aaptamine; O9-De-Me, N1-Me
AlkaPlorer ID: AK029571
Synonym: 9-De-O-methyl-N1-methylaaptamine, Isoaaptamine
IUPAC Name: 11-methoxy-2-methyl-2,6-diazatricyclo[7.3.1.05,13]trideca-1(13),3,5,7,9,11-hexaen-12-ol
Structure
SMILES: COC1=CC2=CC=NC3=C2C(=C1O)N(C)C=C3
InChI: InChI=1S/C13H12N2O2/c1-15-6-4-9-11-8(3-5-14-9)7-10(17-2)13(16)12(11)15/h3-7,16H,1-2H3
InChIKey: MPBUGSHDXOJPKR-UHFFFAOYSA-N
Reference
Aaptamines as sortase A inhibitors from the tropical sponge Aaptos aaptos
PubChem CID: 395377
CAS: 117173-75-8
LOTUS: LTS0158314
COCONUT: CNP0142284
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| None | Hymeniacidon | Halichondriidae | Suberitida | Demospongiae | Porifera | Metazoa | Eukaryota |
| Aaptos aaptos | Aaptos | Suberitidae | Suberitida | Demospongiae | Porifera | Metazoa | Eukaryota |
| Suberites sp. | Suberites | Suberitidae | Suberitida | Demospongiae | Porifera | Metazoa | Eukaryota |
| None | Hymeniacidon | Halichondriidae | Suberitida | Demospongiae | Porifera | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 228.251
TPSA？: 45.59
MolLogP？: 2.3695000000000004
Number of H-Donors: 1
Number of H-Acceptors: 4
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Candida albicans | Candida albicans | Activity | nan | None | 10.1021/np0204592 |
| Cryptococcus neoformans | Cryptococcus neoformans | MIC | 64.0 | ug.mL-1 | 10.1021/np0204592 |
| Enterobacter cloacae | Enterobacter cloacae | Activity | nan | None | 10.1021/np0204592 |
| Enterococcus faecalis | Enterococcus faecalis | MIC | 32.0 | ug.mL-1 | 10.1021/np0204592 |
| Escherichia coli | Escherichia coli | Activity | nan | None | 10.1021/np0204592 |
| Homo sapiens | A498 | ED50 | 2.2 | ug ml-1 | 10.1021/np0204592 |
| Homo sapiens | A549 | IC50 | 0.3 | ug.mL-1 | 10.1021/np990156g |
| Homo sapiens | HeLa | IC50 | 3.1 | ug.mL-1 | 10.1016/j.bmcl.2010.04.029 |
| Homo sapiens | HL-60 | IC50 | 55000.0 | nM | 10.1021/np0204038 |
| Homo sapiens | HT-29 | IC50 | 0.4 | ug.mL-1 | 10.1021/np990156g |
| Homo sapiens | KM-20L2 | ED50 | 2.3 | ug ml-1 | 10.1021/np0204592 |
| Homo sapiens | NCI-H460 | ED50 | 2.4 | ug ml-1 | 10.1021/np0204592 |
| Homo sapiens | OVCAR-3 | ED50 | 1.2 | ug ml-1 | 10.1021/np0204592 |
| Homo sapiens | SF-295 | ED50 | 2.6 | ug ml-1 | 10.1021/np0204592 |
| Homo sapiens | SK-MEL-5 | ED50 | 1.6 | ug ml-1 | 10.1021/np0204592 |
| Micrococcus luteus | Micrococcus luteus | MIC | 32.0 | ug.mL-1 | 10.1021/np0204592 |
| Mus musculus | P388 | ED50 | 0.28 | ug ml-1 | 10.1021/jm030070r |
| Mus musculus | P388 | ED50 | 0.28 | ug ml-1 | 10.1021/np0204592 |
| Mus musculus | P388 | IC50 | 0.04 | ug.mL-1 | 10.1021/np990156g |
| Neisseria gonorrhoeae | Neisseria gonorrhoeae | MIC | 0.5 | ug.mL-1 | 10.1021/np0204592 |
| Staphylococcus aureus | Sortase A | IC50 | 3.7 | ug.mL-1 | 10.1016/j.bmc.2009.02.008 |
| Staphylococcus aureus | Sortase A | IC50 | 3.7 | ug.mL-1 | 10.1016/j.bmcl.2007.08.007 |
| Staphylococcus aureus | Sortase A | IC50 | 16200.0 | nM | 10.1021/acs.jmedchem.1c00386 |
| Staphylococcus aureus | Staphylococcus aureus | Activity | 99.0 | % | 10.1016/j.bmcl.2007.08.007 |
| Staphylococcus aureus | Staphylococcus aureus | Activity | nan | None | 10.1016/j.bmcl.2007.08.007 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 16.0 | ug.mL-1 | 10.1021/np0204592 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 50.0 | ug.mL-1 | 10.1016/j.bmcl.2007.08.007 |
| Stenotrophomonas maltophilia | Stenotrophomonas maltophilia | Activity | nan | None | 10.1021/np0204592 |
| Streptococcus pneumoniae | Streptococcus pneumoniae | MIC | 8.0 | ug.mL-1 | 10.1021/np0204592 |
| None | NON-PROTEIN TARGET | IC50 | 0.4 | ug.mL-1 | 10.1021/np990156g |
| None | Radical scavenging activity | Activity | nan | None | 10.1021/np0204038 |
| None | Unchecked | IC50 | 2e-06 | nM | 10.1021/jm030070r |
| None | Unchecked | IC50 | 1.7 | ug.mL-1 | 10.1016/j.bmcl.2010.04.029 |
| None | Unchecked | IC50 | 2.1 | ug.mL-1 | 10.1016/j.bmcl.2010.04.029 |
| None | Unchecked | IC50 | 2.4 | ug.mL-1 | 10.1016/j.bmcl.2010.04.029 |
| None | Unchecked | IC50 | 10.0 | ug.mL-1 | 10.1016/j.bmcl.2010.04.029 |