Topsentin A; 6,21-Dibromo, 13S,14-dihydro
AlkaPlorer ID: AK316171
Synonym: Spongotine C
IUPAC Name: (6-bromo-1H-indol-3-yl)-[5-(6-bromo-1H-indol-3-yl)-4,5-dihydro-1H-imidazol-2-yl]methanone
Structure
SMILES: O=C(C1=NC(C2=CNC3=C2C=CC(Br)=C3)CN1)C1=CNC2=CC(Br)=CC=C12
InChI: InChI=1S/C20H14Br2N4O/c21-10-1-3-12-14(7-23-16(12)5-10)18-9-25-20(26-18)19(27)15-8-24-17-6-11(22)2-4-13(15)17/h1-8,18,23-24H,9H2,(H,25,26)
InChIKey: YFOAHBJMHACINK-UHFFFAOYSA-N
Reference
PubChem CID: 16104846
CAS: 925910-75-4
LOTUS: LTS0030359
NPASS: NPC470703
COCONUT: CNP0134865.2
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| None | Spongosorites | Halichondriidae | Suberitida | Demospongiae | Porifera | Metazoa | Eukaryota |
| None | Spongosorites | Halichondriidae | Suberitida | Demospongiae | Porifera | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 486.1670000000001
TPSA？: 73.03999999999999
MolLogP？: 5.099900000000002
Number of H-Donors: 3
Number of H-Acceptors: 3
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Chlorocebus aethiops | BSC-1 | IC50 | 120000.0 | nM | 10.1021/acs.jnatprod.7b00452 |
| Escherichia coli | Escherichia coli | MIC | 100.0 | ug.mL-1 | 10.1021/acs.jnatprod.7b00452 |
| Homo sapiens | A549 | ED50 | 5.22 | ug ml-1 | 10.1021/np060206z |
| Homo sapiens | HCT-116 | IC50 | 180000.0 | nM | 10.1021/acs.jnatprod.7b00452 |
| Homo sapiens | HCT-15 | ED50 | 4.88 | ug ml-1 | 10.1021/np060206z |
| Homo sapiens | SK-MEL-2 | ED50 | 4.82 | ug ml-1 | 10.1021/np060206z |
| Homo sapiens | SK-OV-3 | ED50 | 4.81 | ug ml-1 | 10.1021/np060206z |
| Homo sapiens | XF498 | ED50 | 5.16 | ug ml-1 | 10.1021/np060206z |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | IC50 | 57000.0 | nM | 10.1021/acs.jnatprod.7b00452 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | IC50 | nan | None | 10.1021/acs.jnatprod.7b00452 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 11.0 | ug.mL-1 | 10.1021/acs.jnatprod.7b00452 |