Notoamide B
AlkaPlorer ID: AK004476
Synonym: None
IUPAC Name: (1'S,3R,7'S,9'S)-7,7,10',10'-tetramethylspiro[1H-pyrano[2,3-g]indole-3,11'-3,13-diazatetracyclo[5.5.2.01,9.03,7]tetradecane]-2,2',14'-trione
Structure
SMILES: CC1(C)C=CC2=C(C=CC3=C2N=C(O)[C@@]32C[C@@]34N=C(O)[C@]5(CCCN5C3=O)C[C@H]4C2(C)C)O1
InChI: InChI=1S/C26H29N3O4/c1-22(2)10-8-14-16(33-22)7-6-15-18(14)27-20(31)25(15)13-26-17(23(25,3)4)12-24(19(30)28-26)9-5-11-29(24)21(26)32/h6-8,10,17H,5,9,11-13H2,1-4H3,(H,27,31)(H,28,30)/t17-,24-,25+,26-/m0/s1
InChIKey: RNWRZMCJFWSZOX-OFVWMMNVSA-N
Reference
Fungal Origins of the Bicyclo[2.2.2]diazaoctane Ring System of Prenylated Indole Alkaloids
PubChem CID: 16127923
LOTUS: LTS0043919
NPASS: NPC205926
{NPAtlas: NPA002656
data_source: manually
Source
Properties Information
Molecule Weight: 447.5350000000003
TPSA？: 94.72
MolLogP？: 4.230100000000003
Number of H-Donors: 2
Number of H-Acceptors: 4
RingCount: 8
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus cereus | Bacillus cereus | GI | nan | None | 10.1021/np300707x |
| Candida albicans | Candida albicans | IC50 | 108600.0 | nM | 10.1021/np2009994 |
| Candida albicans | Candida albicans | MIC | 200000.0 | nM | 10.1021/np2009994 |
| Escherichia coli | Escherichia coli | GI | nan | None | 10.1021/np300707x |
| Escherichia coli (strain K12) | ATP-dependent Clp protease proteolytic subunit | Activity | nan | None | 10.1021/acs.jnatprod.5b01091 |
| Homo sapiens | HL-60 | IC50 | 10000.0 | nM | 10.1021/np300707x |
| Homo sapiens | K562 | IC50 | 10000.0 | nM | 10.1021/np300707x |
| Micrococcus | Micrococcus | GI | nan | None | 10.1021/np300707x |
| Pseudomonas putida | Pseudomonas putida | GI | nan | None | 10.1021/np300707x |
| Staphylococcus aureus | Staphylococcus aureus | GI | nan | None | 10.1021/np300707x |
| Staphylococcus epidermidis | Staphylococcus epidermidis | GI | nan | None | 10.1021/np300707x |
| Vibrio anguillarum | Vibrio anguillarum | GI | nan | None | 10.1021/np300707x |
| Vibrio parahaemolyticus | Vibrio parahaemolyticus | GI | nan | None | 10.1021/np300707x |
| None | Unchecked | Inhibition | nan | % | 10.1016/j.bmcl.2017.10.017 |