Molecule

Neoechinulin A

AlkaPlorer ID: AK005453

Synonym: None

IUPAC Name: (3S,6Z)-3-methyl-6-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene]piperazine-2,5-dione

Structure

SMILES: C=CC(C)(C)C1=C(/C=C2\N=C(O)[C@H](C)N=C2O)C2=CC=CC=C2N1

InChI: InChI=1S/C19H21N3O2/c1-5-19(3,4)16-13(12-8-6-7-9-14(12)21-16)10-15-18(24)20-11(2)17(23)22-15/h5-11,21H,1H2,2-4H3,(H,20,24)(H,22,23)/b15-10-/t11-/m0/s1

InChIKey: MYRPIYZIAHOECW-SAIXKJTDSA-N

Reference

Isoechinulin-type Alkaloids, Variecolorins A–L, from Halotolerant Aspergillus variecolor

PubChem CID: 9996305

LOTUS: LTS0236008

NPASS: NPC37548

{

NPAtlas: NPA020091

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Saussurea involucrata	Saussurea	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
None	Eurotium	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Plumbago zeylanica	Plumbago	Plumbaginaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Aspergillus amstelodami	Aspergillus	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Bridelia ferruginea	Bridelia	Phyllanthaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Pinellia ternata	Pinellia	Araceae	Alismatales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
None	Eurotium	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 323.396

TPSA？: 80.97

MolLogP？: 4.287500000000002

Number of H-Donors: 3

Number of H-Acceptors: 2

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Artemia salina	Artemia salina	LD50	20.3	uM	10.1021/np5007839
Canis lupus familiaris	MDCK	CC50	200000.0	nM	10.1016/j.ejmech.2015.02.006
Chlorocebus sabaeus	Vero C1008	CC50	100000.0	nM	10.1021/acs.jnatprod.1c01120
Hepacivirus hominis	Hepatitis C virus	IC50	20000.0	nM	10.1021/acs.jnatprod.1c01120
Hepacivirus hominis	Hepatitis C virus	IC90	20000.0	nM	10.1021/acs.jnatprod.1c01120
Homo sapiens	BXPC-3	Activity	0.25	ug ml-1	10.1021/np700738k
Homo sapiens	DU-145	Activity	0.27	ug ml-1	10.1021/np700738k
Homo sapiens	Huh7.5.1	CC50	20000.0	nM	10.1021/acs.jnatprod.1c01120
Homo sapiens	KM-20L2	Activity	0.19	ug ml-1	10.1021/np700738k
Homo sapiens	NCI-H460	Activity	0.21	ug ml-1	10.1021/np700738k
Homo sapiens	OVCAR-3	Activity	0.24	ug ml-1	10.1021/np700738k
Homo sapiens	SF-295	Activity	0.21	ug ml-1	10.1021/np700738k
Influenza A virus	Hemagglutinin	Activity	1.0	None	10.1016/j.ejmech.2015.02.006
Influenza A virus	Hemagglutinin	Activity	4.5	None	10.1016/j.ejmech.2015.02.006
Influenza A virus	Hemagglutinin	Activity	12.3	None	10.1016/j.ejmech.2015.02.006
Influenza A virus	Hemagglutinin	Activity	26.5	None	10.1016/j.ejmech.2015.02.006
Influenza A virus	Hemagglutinin	Kd	98000.0	nM	10.1016/j.ejmech.2015.02.006
Mus musculus	Mus musculus	Activity	70.0	%	10.1016/j.bmcl.2016.09.017
Mus musculus	P388	Activity	0.21	ug ml-1	10.1021/np700738k
Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	100.0	ug.mL-1	10.1016/j.ejmech.2014.10.026
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	40000.0	nM	10.1021/acs.jnatprod.1c01120
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC90	40000.0	nM	10.1021/acs.jnatprod.1c01120
None	NON-PROTEIN TARGET	Inhibition	35.9	%	10.1016/j.ejmech.2015.02.006
None	No relevant target	IC50	103000.0	nM	10.1021/np070208z
None	Unchecked	Activity	58.0	None	10.1016/j.ejmech.2015.02.006
None	Unchecked	Activity	119.0	None	10.1016/j.ejmech.2015.02.006
None	Unchecked	IC50	nan	None	10.1016/j.bmcl.2016.09.017
None	Unchecked	Kd	83000.0	nM	10.1016/j.ejmech.2015.02.006