663597-85-1
AlkaPlorer ID: AK000897
Synonym: '(+)-(6S,8S)-Discorhabdin I', '(+)-Discorhabdine I', 'Discorhabdin I'
IUPAC Name: (1S,14S)-11-hydroxy-15-thia-4,9,13-triazahexacyclo[12.6.1.13,7.01,16.02,12.010,22]docosa-2(12),3,7(22),8,10,16,19-heptaen-18-one
Structure
SMILES: O=C1C=C[C@@]23C[C@@H](NC4=C2C2=NCCC5=CNC(=C25)C4=O)SC3=C1
InChI: InChI=1S/C18H13N3O2S/c22-9-1-3-18-6-11(24-10(18)5-9)21-16-13(18)14-12-8(2-4-19-14)7-20-15(12)17(16)23/h1,3,5,7,11,20-21H,2,4,6H2/t11-,18-/m0/s1
InChIKey: XLFZHGPPKSMYOB-VOJFVSQTSA-N
Reference
Discorhabdins I and L, Cytotoxic Alkaloids from the Sponge <i>Latrunculia </i><i>b</i><i>revis</i>
LOTUS: LTS0127988
NPASS: NPC23476
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| None | Latrunculia | Latrunculiidae | Poecilosclerida | Demospongiae | Porifera | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 335.38800000000003
TPSA？: 74.32
MolLogP？: 1.8857
Number of H-Donors: 2
Number of H-Acceptors: 5
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus subtilis | Bacillus subtilis | MIC | 12.5 | ug.mL-1 | 10.1021/np9005629 |
| Escherichia coli | Escherichia coli | MIC | 100.0 | ug.mL-1 | 10.1021/np9005629 |
| Homo sapiens | 786-0 | GI50 | 4335.11 | nM | None |
| Homo sapiens | A498 | GI50 | 9036.49 | nM | None |
| Homo sapiens | A549 | Activity | nan | None | 10.1021/np0303761 |
| Homo sapiens | A549 | GI50 | 8629.79 | nM | None |
| Homo sapiens | ACHN | GI50 | 3349.65 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 17701.09 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 2857.59 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 1545.25 | nM | None |
| Homo sapiens | DLD-1 | GI50 | 1737.8 | nM | None |
| Homo sapiens | DMS-114 | GI50 | 1794.73 | nM | None |
| Homo sapiens | DMS-273 | GI50 | 2426.61 | nM | None |
| Homo sapiens | DU-145 | Activity | nan | None | 10.1021/np0303761 |
| Homo sapiens | DU-145 | GI50 | 17139.57 | nM | None |
| Homo sapiens | EKVX | GI50 | 7744.62 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 4385.31 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 1749.85 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 2844.46 | nM | None |
| Homo sapiens | HL-60 | GI50 | 1667.25 | nM | None |
| Homo sapiens | HOP-18 | GI50 | 14757.07 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 3176.87 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 3749.73 | nM | None |
| Homo sapiens | HT-29 | GI50 | 350.0 | nM | 10.1021/np0303761 |
| Homo sapiens | HT-29 | GI50 | 2218.2 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 2009.09 | nM | None |
| Homo sapiens | K562 | Activity | nan | None | 10.1021/np0303761 |
| Homo sapiens | K562 | GI50 | 2660.73 | nM | None |
| Homo sapiens | K562 | IC50 | 25000.0 | nM | 10.1021/np9005629 |
| Homo sapiens | KM12 | GI50 | 6426.88 | nM | None |
| Homo sapiens | KM-20L2 | GI50 | 3006.08 | nM | None |
| Homo sapiens | LNCaP | Activity | nan | None | 10.1021/np0303761 |
| Homo sapiens | LoVo | Activity | nan | None | 10.1021/np0303761 |
| Homo sapiens | LOX IMVI | GI50 | 1761.98 | nM | None |
| Homo sapiens | LXFL 529 | GI50 | 1794.73 | nM | None |
| Homo sapiens | M14 | GI50 | 2162.72 | nM | None |
| Homo sapiens | M19-MEL | GI50 | 1713.96 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 1253.14 | nM | None |
| Homo sapiens | MCF7 | GI50 | 1995.26 | nM | None |
| Homo sapiens | MDA-MB-231 | GI50 | 1621.81 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 1629.3 | nM | None |
| Homo sapiens | MDA-N | GI50 | 1725.84 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 1986.09 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 2884.03 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 14554.59 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 2517.68 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 10789.47 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 7194.49 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 1690.44 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 1496.24 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 1828.1 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 5128.61 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 1874.99 | nM | None |
| Homo sapiens | PANC-1 | Activity | nan | None | 10.1021/np0303761 |
| Homo sapiens | PC-3 | GI50 | 2415.46 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 3133.29 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 2511.89 | nM | None |
| Homo sapiens | SF-268 | GI50 | 3033.89 | nM | None |
| Homo sapiens | SF-295 | GI50 | 6683.44 | nM | None |
| Homo sapiens | SF-539 | GI50 | 3076.1 | nM | None |
| Homo sapiens | SK-BR-3 | Activity | nan | None | 10.1021/np0303761 |
| Homo sapiens | SK-MEL-2 | GI50 | 1940.89 | nM | None |
| Homo sapiens | SK-MEL-28 | Activity | nan | None | 10.1021/np0303761 |
| Homo sapiens | SK-MEL-28 | GI50 | 7481.7 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 1931.97 | nM | None |
| Homo sapiens | SK-OV-3 | Activity | nan | None | 10.1021/np0303761 |
| Homo sapiens | SK-OV-3 | GI50 | 18663.8 | nM | None |
| Homo sapiens | SN12C | GI50 | 2360.48 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 16255.49 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 11967.41 | nM | None |
| Homo sapiens | SNB-78 | GI50 | 3235.94 | nM | None |
| Homo sapiens | SR | GI50 | 2041.74 | nM | None |
| Homo sapiens | SW-620 | GI50 | 1674.94 | nM | None |
| Homo sapiens | T47D | GI50 | 2958.01 | nM | None |
| Homo sapiens | TK-10 | GI50 | 14621.77 | nM | None |
| Homo sapiens | U-251 | GI50 | 2722.7 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 1671.09 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 1640.59 | nM | None |
| Homo sapiens | UO-31 | GI50 | 9354.06 | nM | None |
| Homo sapiens | XF498 | GI50 | 2338.84 | nM | None |
| Micrococcus luteus | Micrococcus luteus | MIC | 25.0 | ug.mL-1 | 10.1021/np9005629 |
| Proteus vulgaris | Proteus vulgaris | MIC | 50.0 | ug.mL-1 | 10.1021/np9005629 |
| Salmonella enterica | Salmonella enterica | MIC | 50.0 | ug.mL-1 | 10.1021/np9005629 |
| Staphylococcus aureus | Sortase A | IC50 | 159900.0 | nM | 10.1021/np9005629 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 25.0 | ug.mL-1 | 10.1021/np9005629 |
| None | ADMET | Activity | nan | None | 10.1021/np0303761 |
| None | NON-PROTEIN TARGET | Activity | nan | None | 10.1021/np0303761 |