Cordyheptapeptide A
AlkaPlorer ID: AK059009
Synonym: None
IUPAC Name: (3R,6S,9S,12S,15S,21S)-3,15-dibenzyl-9-[(2S)-butan-2-yl]-12-[(4-hydroxyphenyl)methyl]-4,13,19-trimethyl-6-(2-methylpropyl)-1,4,7,10,13,16,19-heptazabicyclo[19.3.0]tetracosane-2,5,8,11,14,17,20-heptone
Structure
SMILES: CC[C@H](C)[C@@H]1N=C(O)[C@H](CC2=CC=C(O)C=C2)N(C)C(=O)[C@H](CC2=CC=CC=C2)N=C(O)CN(C)C(=O)[C@@H]2CCCN2C(=O)[C@@H](CC2=CC=CC=C2)N(C)C(=O)[C@H](CC(C)C)N=C1O
InChI: InChI=1S/C49H65N7O8/c1-8-32(4)43-45(60)51-37(26-31(2)3)46(61)55(7)41(29-34-18-13-10-14-19-34)49(64)56-25-15-20-39(56)48(63)53(5)30-42(58)50-38(27-33-16-11-9-12-17-33)47(62)54(6)40(44(59)52-43)28-35-21-23-36(57)24-22-35/h9-14,16-19,21-24,31-32,37-41,43,57H,8,15,20,25-30H2,1-7H3,(H,50,58)(H,51,60)(H,52,59)/t32-,37-,38-,39-,40-,41+,43-/m0/s1
InChIKey: ZXPWAGZHBVVLJM-PPLXTMPISA-N
Reference
A Cyclopeptide from the Insect Pathogenic Fungus <i>Cordyceps </i>sp. BCC 1788
PubChem CID: 11542476
LOTUS: LTS0175023
SuperNatural Ⅲ: SN0483018-02
NPASS: NPC233702
{NPAtlas: NPA012153
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Cordyceps sp. | Cordyceps | Cordycipitaceae | Hypocreales | Sordariomycetes | Ascomycota | Fungi | Eukaryota |
| None | Cordyceps | Cordycipitaceae | Hypocreales | Sordariomycetes | Ascomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 880.0999999999998
TPSA？: 199.24
MolLogP？: 5.604600000000007
Number of H-Donors: 4
Number of H-Acceptors: 8
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Chlorocebus sabaeus | Vero | IC50 | 14000.0 | nM | 10.1021/np070357h |
| Chlorocebus sabaeus | Vero | IC50 | 56880.0 | nM | 10.1021/np050433l |
| Homo sapiens | KB | IC50 | 780.0 | nM | 10.1021/np070357h |
| Homo sapiens | NCI-H187 | IC50 | 180.0 | nM | 10.1021/np070357h |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 3800.0 | nM | 10.1021/np070357h |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 5350.0 | nM | 10.1021/np050433l |
| Plasmodium falciparum | Plasmodium falciparum | Inhibition | 50.0 | % | 10.1021/np070357h |
| None | NON-PROTEIN TARGET | IC50 | 200.0 | nM | 10.1021/np070357h |
| None | No relevant target | LogD | -0.13 | None | 10.1021/acs.jmedchem.8b01259 |
| None | No relevant target | Papp | 1.2 | 10'-6 cm/s | 10.1021/acs.jmedchem.8b01259 |
| None | No relevant target | Solubility | 450.0 | nM | 10.1021/acs.jmedchem.8b01259 |