Molecule

Meridianin A; Deoxy, 5-bromo

AlkaPlorer ID: AK001643

Synonym: Meridianin C

IUPAC Name: 4-(5-bromo-1H-indol-3-yl)pyrimidin-2-amine

Structure

SMILES: N=C1N=C(C2=CNC3=CC=C(Br)C=C23)C=CN1

InChI: InChI=1S/C12H9BrN4/c13-7-1-2-10-8(5-7)9(6-16-10)11-3-4-15-12(14)17-11/h1-6,16H,(H2,14,15,17)

InChIKey: PKQJCYXKRNGUKQ-UHFFFAOYSA-N

Reference

Indole Alkaloids from the Tunicate Aplidium meridianum

PubChem CID: 10017019

CAS: 213473-00-8

LOTUS: LTS0073686

NPASS: NPC280864

COCONUT: CNP0330115

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
None	Synoicum	Polyclinidae	Aplousobranchia	Ascidiacea	Chordata	Metazoa	Eukaryota
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
Aspergillus fumigatus	Aspergillus fumigatus	Activity	nan	None	10.1039/C3MD00097D
Candida albicans	Candida albicans	Activity	nan	None	10.1039/C3MD00097D
Chlorocebus sabaeus	Vero	IC50	87000.0	nM	10.1016/j.ejmech.2015.05.020
Chlorocebus sabaeus	Vero	IC50	87000.0	nM	10.1039/C3MD00097D
Cryptococcus neoformans	Cryptococcus neoformans	IC50	56500.0	nM	10.1039/C3MD00097D
Cryptococcus neoformans	Cryptococcus neoformans	MBC	nan	None	10.1039/C3MD00097D
Cryptococcus neoformans	Cryptococcus neoformans	MIC	nan	None	10.1039/C3MD00097D
Homo sapiens	3-phosphoinositide dependent protein kinase-1	IC50	12000.0	nM	10.1016/j.bmcl.2016.05.005
Homo sapiens	BT-549	IC50	nan	None	10.1016/j.ejmech.2015.05.020
Homo sapiens	cAMP-dependent protein kinase (PKA)	IC50	700.0	nM	10.1016/j.bmcl.2004.01.050
Homo sapiens	Casein kinase I	IC50	30000.0	nM	10.1016/j.bmcl.2004.01.050
Homo sapiens	Cyclin-dependent kinase 1/cyclin B	IC50	3000.0	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	6000.0	nM	10.1016/j.bmcl.2004.01.050
Homo sapiens	Cytochrome P450 1A1	IC50	9230.0	nM	10.1039/C7MD00388A
Homo sapiens	Cytochrome P450 1A1	Inhibition	41.0	%	10.1039/C7MD00388A
Homo sapiens	Cytochrome P450 1A1	Inhibition	50.0	%	10.1039/C7MD00388A
Homo sapiens	Cytochrome P450 1A1	Ki	9480.0	nM	10.1039/C7MD00388A
Homo sapiens	Cytochrome P450 1A2	IC50	8720.0	nM	10.1039/C7MD00388A
Homo sapiens	Cytochrome P450 1A2	Inhibition	55.0	%	10.1039/C7MD00388A
Homo sapiens	Cytochrome P450 1A2	Ki	8780.0	nM	10.1039/C7MD00388A
Homo sapiens	Cytochrome P450 1B1	IC50	213.0	nM	10.1039/C7MD00388A
Homo sapiens	Cytochrome P450 1B1	Inhibition	7.0	%	10.1039/C7MD00388A
Homo sapiens	Cytochrome P450 2C19	IC50	10000.0	nM	10.1039/C7MD00388A
Homo sapiens	Cytochrome P450 2C19	Inhibition	2.0	%	10.1039/C7MD00388A
Homo sapiens	Cytochrome P450 2C9	IC50	10000.0	nM	10.1039/C7MD00388A
Homo sapiens	Cytochrome P450 2C9	Inhibition	3.0	%	10.1039/C7MD00388A
Homo sapiens	Cytochrome P450 2D6	IC50	10000.0	nM	10.1039/C7MD00388A
Homo sapiens	Cytochrome P450 2D6	Inhibition	5.0	%	10.1039/C7MD00388A
Homo sapiens	Cytochrome P450 3A4	IC50	10000.0	nM	10.1039/C7MD00388A
Homo sapiens	Cytochrome P450 3A4	Inhibition	10.0	%	10.1039/C7MD00388A
Homo sapiens	DU-145	IC50	nan	None	10.1021/jm200464w
Homo sapiens	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	Inhibition	56.7	%	10.1016/j.bmcl.2015.05.034
Homo sapiens	Dual specificty protein kinase CLK1	IC50	220.0	nM	10.1021/jm200464w
Homo sapiens	Glycogen synthase kinase-3 beta	IC50	2000.0	nM	10.1016/j.bmcl.2004.01.050
Homo sapiens	Glycogen synthase kinase-3 beta	IC50	2000.0	nM	10.1016/j.ejmech.2008.08.012
Homo sapiens	HEp-2	IC50	9700.0	nM	10.1016/j.bmcl.2004.01.050
Homo sapiens	HepG2	IC50	87000.0	nM	10.1039/C3MD00097D
Homo sapiens	HT-29	IC50	5500.0	nM	10.1016/j.bmcl.2004.01.050
Homo sapiens	IMR-32	IC50	25000.0	nM	10.1021/jm200464w
Homo sapiens	KB	IC50	nan	None	10.1016/j.ejmech.2015.05.020
Homo sapiens	MCF7	IC50	24000.0	nM	10.1021/jm200464w
Homo sapiens	PA-1	IC50	nan	None	10.1021/jm200464w
Homo sapiens	PC-3	IC50	nan	None	10.1021/jm200464w
Homo sapiens	RD	IC50	6600.0	nM	10.1016/j.bmcl.2004.01.050
Homo sapiens	Serine/threonine-protein kinase PIM1	IC50	1000.0	nM	10.1016/j.bmcl.2018.05.054
Homo sapiens	Serine/threonine-protein kinase PIM1	IC50	1040.0	nM	10.1016/j.bmcl.2014.04.035
Homo sapiens	Serine/threonine-protein kinase PIM2	IC50	nan	None	10.1016/j.bmcl.2014.04.035
Homo sapiens	Serine/threonine-protein kinase PIM2	IC50	nan	None	10.1016/j.bmcl.2018.05.054
Homo sapiens	Serine/threonine-protein kinase PIM3	IC50	nan	None	10.1016/j.bmcl.2014.04.035
Homo sapiens	Serine/threonine-protein kinase PIM3	IC50	nan	None	10.1016/j.bmcl.2018.05.054
Homo sapiens	SH-SY5Y	Activity	92.9	%	10.1016/j.bmcl.2015.05.034
Homo sapiens	SH-SY5Y	IC50	25000.0	nM	10.1021/jm200464w
Homo sapiens	SK-MEL	IC50	nan	None	10.1016/j.ejmech.2015.05.020
Homo sapiens	SK-OV-3	IC50	nan	None	10.1016/j.ejmech.2015.05.020
Homo sapiens	U-937	IC50	2700.0	nM	10.1016/j.bmcl.2004.01.050
Leishmania donovani	Leishmania donovani	IC50	64860.0	nM	10.1039/C3MD00097D
Mus musculus	HT-22	IC50	9300.0	nM	10.1021/jm200464w
Mus musculus	LMM3 cell line	IC50	9300.0	nM	10.1016/j.bmcl.2004.01.050
Mus musculus	LMM3 cell line	IC50	9300.0	nM	10.1016/j.ejmech.2017.04.003
Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC90	111100.0	nM	10.1016/j.ejmech.2015.05.020
Mycolicibacterium smegmatis	Mycolicibacterium smegmatis	EC50	50000.0	nM	10.1039/c9md00466a
Mycolicibacterium smegmatis	Mycolicibacterium smegmatis	IC50	22700.0	nM	10.1039/c9md00466a
Plasmodium falciparum	Plasmodium falciparum	IC50	11668.1	nM	10.1016/j.ejmech.2015.05.020
Plasmodium falciparum	Plasmodium falciparum	IC50	11670.0	nM	10.1016/j.ejmech.2015.05.020
Plasmodium falciparum	Plasmodium falciparum	IC50	11670.0	nM	10.1039/C3MD00097D
Plasmodium falciparum	Plasmodium falciparum	IC50	14421.15	nM	10.1016/j.ejmech.2015.05.020
Plasmodium falciparum	Plasmodium falciparum	IC50	14430.0	nM	10.1016/j.ejmech.2015.05.020
Plasmodium falciparum	Plasmodium falciparum	IC50	14430.0	nM	10.1039/C3MD00097D
Rattus norvegicus	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	330.0	nM	10.1021/jm200464w
Staphylococcus aureus	Staphylococcus aureus	IC50	nan	None	10.1039/C3MD00097D
Staphylococcus aureus	Staphylococcus aureus	MBC	nan	None	10.1039/C3MD00097D
Staphylococcus aureus	Staphylococcus aureus	MIC	nan	None	10.1039/C3MD00097D
Sus scrofa	Glycogen synthase kinase-3	IC50	1300.0	nM	10.1021/jm200464w
Sus scrofa	LLC-PK1	IC50	87000.0	nM	10.1016/j.ejmech.2015.05.020
Sus scrofa	LLC-PK1	IC50	87000.0	nM	10.1039/C3MD00097D
None	ADMET	IC50	nan	None	10.1021/jm200464w
None	NON-PROTEIN TARGET	IC50	9300.0	nM	10.1021/np970493u
None	PTP	IC50	23900.0	nM	10.1016/j.bmcl.2004.01.050
None	Unchecked	IC50	400.0	nM	10.1016/j.bmcl.2004.01.050
None	Unchecked	IC50	7300.0	nM	10.1021/jm200464w
None	Unchecked	Ratio IC50	6.0	None	10.1016/j.ejmech.2015.05.020
None	Unchecked	Ratio IC50	6.0	None	10.1039/C3MD00097D
None	Unchecked	Ratio IC50	7.4	None	10.1016/j.ejmech.2015.05.020
None	Unchecked	Ratio IC50	7.4	None	10.1039/C3MD00097D