Meridianin A; Deoxy, 6-bromo
AlkaPlorer ID: AK001703
Synonym: Meridianin D
IUPAC Name: 4-(6-bromo-1H-indol-3-yl)pyrimidin-2-amine
Structure
SMILES: N=C1N=C(C2=CNC3=CC(Br)=CC=C23)C=CN1
InChI: InChI=1S/C12H9BrN4/c13-7-1-2-8-9(6-16-11(8)5-7)10-3-4-15-12(14)17-10/h1-6,16H,(H2,14,15,17)
InChIKey: VBPYLWZBNRFLEM-UHFFFAOYSA-N
Reference
Indole Alkaloids from the Tunicate <i>Aplidium</i> <i>m</i><i>eridianum</i>
PubChem CID: 401171
CAS: 213473-01-9
LOTUS: LTS0087293
NPASS: NPC17751
COCONUT: CNP0261278
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| None | Aplidium | Polyclinidae | Aplousobranchia | Ascidiacea | Chordata | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 289.136
TPSA？: 68.32
MolLogP？: 2.79997
Number of H-Donors: 3
Number of H-Acceptors: 2
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | 786-0 | GI50 | 21478.3 | nM | None |
| Homo sapiens | A549 | GI50 | 15703.63 | nM | None |
| Homo sapiens | ACHN | GI50 | 19769.7 | nM | None |
| Homo sapiens | BT-549 | GI50 | 31188.9 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 12647.36 | nM | None |
| Homo sapiens | cAMP-dependent protein kinase (PKA) | IC50 | 1000.0 | nM | 10.1016/j.bmcl.2004.01.050 |
| Homo sapiens | Casein kinase I | IC50 | 100000.0 | nM | 10.1016/j.bmcl.2004.01.050 |
| Homo sapiens | CCRF-CEM | GI50 | 41114.97 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 18663.8 | nM | None |
| Homo sapiens | Cyclin-dependent kinase 1/cyclin B | IC50 | 13000.0 | nM | 10.1016/j.bmcl.2004.01.050 |
| Homo sapiens | Cyclin-dependent kinase 5/CDK5 activator 1 | IC50 | 1200.0 | nM | 10.1021/jm200464w |
| Homo sapiens | Cyclin-dependent kinase 5/CDK5 activator 1 | IC50 | 5500.0 | nM | 10.1016/j.bmcl.2004.01.050 |
| Homo sapiens | DU-145 | GI50 | 34514.37 | nM | None |
| Homo sapiens | DU-145 | IC50 | nan | None | 10.1021/jm200464w |
| Homo sapiens | Dual specificty protein kinase CLK1 | IC50 | 120.0 | nM | 10.1021/jm200464w |
| Homo sapiens | EKVX | GI50 | 1592.21 | nM | None |
| Homo sapiens | Glycogen synthase kinase-3 beta | IC50 | 2500.0 | nM | 10.1016/j.bmcl.2004.01.050 |
| Homo sapiens | HCC 2998 | GI50 | 25061.09 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 18578.04 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 25061.09 | nM | None |
| Homo sapiens | HEp-2 | IC50 | 7300.0 | nM | 10.1016/j.bmcl.2004.01.050 |
| Homo sapiens | HL-60 | GI50 | 29241.52 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 29991.63 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 23659.2 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 25882.13 | nM | None |
| Homo sapiens | HT-29 | GI50 | 20323.57 | nM | None |
| Homo sapiens | HT-29 | IC50 | 36600.0 | nM | 10.1016/j.bmcl.2004.01.050 |
| Homo sapiens | IGROV-1 | GI50 | 23713.74 | nM | None |
| Homo sapiens | IMR-32 | IC50 | 25000.0 | nM | 10.1021/jm200464w |
| Homo sapiens | K562 | GI50 | 33496.54 | nM | None |
| Homo sapiens | KM12 | GI50 | 24154.61 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 25292.98 | nM | None |
| Homo sapiens | M14 | GI50 | 24547.09 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 34833.73 | nM | None |
| Homo sapiens | MCF7 | GI50 | 19906.73 | nM | None |
| Homo sapiens | MCF7 | IC50 | 25000.0 | nM | 10.1021/jm200464w |
| Homo sapiens | MDA-MB-231 | GI50 | 33189.45 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 26546.06 | nM | None |
| Homo sapiens | MDA-N | GI50 | 21037.78 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 24717.24 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 30831.88 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 45603.69 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 25176.77 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 24099.05 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 29991.63 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 17701.09 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 28773.98 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 48865.24 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 17498.47 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 35727.28 | nM | None |
| Homo sapiens | PA-1 | IC50 | nan | None | 10.1021/jm200464w |
| Homo sapiens | PC-3 | GI50 | 30130.06 | nM | None |
| Homo sapiens | PC-3 | IC50 | nan | None | 10.1021/jm200464w |
| Homo sapiens | RD | IC50 | 21700.0 | nM | 10.1016/j.bmcl.2004.01.050 |
| Homo sapiens | RPMI-8226 | GI50 | 22646.44 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 15488.17 | nM | None |
| Homo sapiens | SF-268 | GI50 | 31045.6 | nM | None |
| Homo sapiens | SF-295 | GI50 | 35318.32 | nM | None |
| Homo sapiens | SF-539 | GI50 | 32583.67 | nM | None |
| Homo sapiens | SH-SY5Y | IC50 | 25000.0 | nM | 10.1021/jm200464w |
| Homo sapiens | SK-MEL-2 | GI50 | 19952.62 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 30549.21 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 18923.44 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 29107.17 | nM | None |
| Homo sapiens | SN12C | GI50 | 21677.04 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 20701.41 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 20464.45 | nM | None |
| Homo sapiens | SR | GI50 | 17338.04 | nM | None |
| Homo sapiens | SW-620 | GI50 | 33342.64 | nM | None |
| Homo sapiens | T47D | GI50 | 30408.85 | nM | None |
| Homo sapiens | TK-10 | GI50 | 22284.35 | nM | None |
| Homo sapiens | U-251 | GI50 | 30831.88 | nM | None |
| Homo sapiens | U-937 | IC50 | 16900.0 | nM | 10.1016/j.bmcl.2004.01.050 |
| Homo sapiens | UACC-257 | GI50 | 30199.52 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 22029.26 | nM | None |
| Homo sapiens | UO-31 | GI50 | 18706.82 | nM | None |
| Mus musculus | HT-22 | IC50 | 25000.0 | nM | 10.1021/jm200464w |
| Mus musculus | LMM3 cell line | IC50 | 33900.0 | nM | 10.1016/j.bmcl.2004.01.050 |
| Mus musculus | LMM3 cell line | IC50 | 33900.0 | nM | 10.1016/j.ejmech.2017.04.003 |
| Mycolicibacterium smegmatis | Mycolicibacterium smegmatis | EC50 | 51000.0 | nM | 10.1039/c9md00466a |
| Mycolicibacterium smegmatis | Mycolicibacterium smegmatis | FC | 0.0 | None | 10.1039/c9md00466a |
| Mycolicibacterium smegmatis | Mycolicibacterium smegmatis | IC50 | 21500.0 | nM | 10.1039/c9md00466a |
| Mycolicibacterium smegmatis | Mycolicibacterium smegmatis | MIC | 200000.0 | nM | 10.1039/c9md00466a |
| Rattus norvegicus | Dual specificity tyrosine-phosphorylation-regulated kinase 1A | IC50 | 130.0 | nM | 10.1021/jm200464w |
| Sus scrofa | Glycogen synthase kinase-3 | IC50 | 7200.0 | nM | 10.1021/jm200464w |
| None | ADMET | IC50 | nan | None | 10.1021/jm200464w |
| None | Erythrocyte | Activity | 8.0 | % | 10.1039/c9md00466a |
| None | Erythrocyte | Activity | 13.0 | % | 10.1039/c9md00466a |
| None | NON-PROTEIN TARGET | IC50 | 33900.0 | nM | 10.1021/np970493u |
| None | PTP | IC50 | 42000.0 | nM | 10.1016/j.bmcl.2004.01.050 |
| None | Unchecked | IC50 | 800.0 | nM | 10.1016/j.bmcl.2004.01.050 |
| None | Unchecked | IC50 | 3800.0 | nM | 10.1021/jm200464w |