Chaiyaphumine A
AlkaPlorer ID: AK021460
Synonym: None
IUPAC Name: N-[(3R,6R,9S,10R,13S,16S)-6-benzyl-13-(1H-indol-3-ylmethyl)-3,10-dimethyl-2,5,8,12,15-pentaoxo-11-oxa-1,4,7,14-tetrazabicyclo[14.3.0]nonadecan-9-yl]-2-phenylacetamide
Structure
SMILES: C[C@H]1N=C(O)[C@@H](CC2=CC=CC=C2)N=C(O)[C@@H](N=C(O)CC2=CC=CC=C2)[C@@H](C)OC(=O)[C@H](CC2=CNC3=CC=CC=C23)N=C(O)[C@@H]2CCCN2C1=O
InChI: InChI=1S/C40H44N6O7/c1-24-39(51)46-19-11-18-33(46)37(49)44-32(22-28-23-41-30-17-10-9-16-29(28)30)40(52)53-25(2)35(45-34(47)21-27-14-7-4-8-15-27)38(50)43-31(36(48)42-24)20-26-12-5-3-6-13-26/h3-10,12-17,23-25,31-33,35,41H,11,18-22H2,1-2H3,(H,42,48)(H,43,50)(H,44,49)(H,45,47)/t24-,25-,31-,32+,33+,35+/m1/s1
InChIKey: YZLRYEXQPAXUDX-WRECJYPKSA-N
Reference
Antiparasitic Chaiyaphumines from Entomopathogenic <i>Xenorhabdus </i>sp<i>.</i> PB61.4
PubChem CID: 86302630
LOTUS: LTS0204939
NPASS: NPC478157
{NPAtlas: NPA000724
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Xenorhabdus sp. PB61.4 | Xenorhabdus | Morganellaceae | Enterobacterales | Gammaproteobacteria | Pseudomonadota | None | Bacteria |
| Xenorhabdus sp. | Xenorhabdus | Morganellaceae | Enterobacterales | Gammaproteobacteria | Pseudomonadota | None | Bacteria |
Properties Information
Molecule Weight: 720.827
TPSA？: 192.76
MolLogP？: 5.452400000000005
Number of H-Donors: 5
Number of H-Acceptors: 7
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus subtilis | Bacillus subtilis | Activity | nan | None | 10.1021/np4007525 |
| Escherichia coli | Escherichia coli | Activity | nan | None | 10.1021/np4007525 |
| Micrococcus luteus | Micrococcus luteus | Activity | nan | None | 10.1021/np4007525 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 610.0 | nM | 10.1021/np4007525 |
| Rattus norvegicus | L6 | IC50 | 92250.0 | nM | 10.1021/np4007525 |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | Activity | nan | None | 10.1021/np4007525 |
| Trypanosoma brucei rhodesiense | Trypanosoma brucei rhodesiense | IC50 | 5110.0 | nM | 10.1021/np4007525 |
| Trypanosoma cruzi | Trypanosoma cruzi | IC50 | 56400.0 | nM | 10.1021/np4007525 |
| None | Unchecked | Ratio IC50 | 151.0 | None | 10.1021/np4007525 |