SANGLIFEHRIN A
AlkaPlorer ID: AK006618
Synonym: 'Sanglifehrin A'
IUPAC Name: (3S,6S,9R,10R,11S,12S,13E,15E,18S)-18-[(2E,4E,8S,9S)-10-[(2S,3R,4S,5S,6R,9S,11S)-9-ethyl-4-hydroxy-3,5,11-trimethyl-8-oxo-1-oxa-7-azaspiro[5.5]undecan-2-yl]-9-hydroxy-8-methyldeca-2,4-dien-2-yl]-10,12-dihydroxy-3-[(3-hydroxyphenyl)methyl]-11-methyl-9-(3-oxobutyl)-6-propan-2-yl-19-oxa-1,4,7,25-tetrazabicyclo[19.3.1]pentacosa-13,15-diene-2,5,8,20-tetrone
Structure
SMILES: CC[C@H]1C[C@H](C)[C@@]2(N=C1O)O[C@@H](C[C@H](O)[C@@H](C)CC/C=C/C=C(\C)[C@@H]1C/C=C/C=C/[C@H](O)[C@H](C)[C@@H](O)[C@@H](CCC(C)=O)C(O)=N[C@@H](C(C)C)C(O)=N[C@@H](CC3=CC=CC(O)=C3)C(=O)N3CCCC(N3)C(=O)O1)[C@H](C)[C@H](O)[C@@H]2C
InChI: InChI=1S/C60H91N5O13/c1-11-43-30-37(6)60(63-55(43)72)41(10)53(70)40(9)51(78-60)33-49(69)35(4)20-14-12-15-21-36(5)50-26-17-13-16-25-48(68)39(8)54(71)45(28-27-38(7)66)56(73)62-52(34(2)3)57(74)61-47(32-42-22-18-23-44(67)31-42)58(75)65-29-19-24-46(64-65)59(76)77-50/h12-13,15-18,21-23,25,31,34-35,37,39-41,43,45-54,64,67-71H,11,14,19-20,24,26-30,32-33H2,1-10H3,(H,61,74)(H,62,73)(H,63,72)/b15-12+,17-13+,25-16+,36-21+/t35-,37-,39-,40-,41-,43-,45+,46?,47-,48-,49-,50-,51-,52-,53-,54+,60+/m0/s1
InChIKey: ONJZYZYZIKTIEG-VGVJFUGUSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces flaveolus | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 1090.4099999999994
TPSA？: 283.86
MolLogP？: 7.92820000000001
Number of H-Donors: 9
Number of H-Acceptors: 14
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Hepacivirus hominis | Hepatitis C virus | EC50 | 222.0 | nM | 10.1039/C1MD00227A |
| Hepacivirus hominis | Hepatitis C virus | EC50 | 247.0 | nM | 10.1039/C1MD00227A |
| Hepacivirus hominis | Hepatitis C virus | EC50 | 301.0 | nM | 10.1039/C1MD00227A |
| Hepacivirus hominis | Hepatitis C virus | EC50 | 318.0 | nM | 10.1039/C1MD00227A |
| Hepacivirus hominis | Hepatitis C virus | EC90 | 5500.0 | nM | 10.1039/C1MD00227A |
| Homo sapiens | Cyclophilin A | IC50 | 2.4 | nM | 10.1039/C1MD00227A |
| Homo sapiens | Cyclophilin A | IC50 | 350.0 | nM | 10.1039/C1MD00227A |
| Homo sapiens | Hepatocyte | T1/2 | 2.417 | hr | 10.1039/C1MD00227A |
| Homo sapiens | Liver microsome | T1/2 | 0.1317 | hr | 10.1039/C1MD00227A |
| Homo sapiens | PBMC | IC50 | 215.0 | nM | 10.1039/C1MD00227A |
| Homo sapiens | Plasma | PPB | 99.0 | % | 10.1039/C1MD00227A |
| Mus musculus | Liver | T1/2 | 0.06667 | hr | 10.1039/C1MD00227A |
| None | ADMET | CC50 | 9100.0 | nM | 10.1039/C1MD00227A |
| None | No relevant target | LogD | 3.7 | None | 10.1039/C1MD00227A |
| None | No relevant target | Solubility | 45000.0 | nM | 10.1039/C1MD00227A |
| None | Unchecked | Ratio CC50/EC50 | 29.0 | None | 10.1039/C1MD00227A |