Molecule

Leuconicine A

AlkaPlorer ID: AK024326

Synonym: None

IUPAC Name: (1R,13S,14S,19S)-14-ethyl-9-oxo-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,10,12(21)-pentaene-10-carboxamide

Structure

SMILES: CC[C@@H]1CN2CC[C@]34C5=CC=CC=C5N5C3=C(C=C(C(N)=O)C5=O)[C@H]1C[C@H]24

InChI: InChI=1S/C22H23N3O2/c1-2-12-11-24-8-7-22-16-5-3-4-6-17(16)25-19(22)14(13(12)10-18(22)24)9-15(20(23)26)21(25)27/h3-6,9,12-13,18H,2,7-8,10-11H2,1H3,(H2,23,26)/t12-,13+,18+,22-/m1/s1

InChIKey: CDEKPRALPONZLA-VXRMTAITSA-N

Reference

Leuconicines A−G and (−)-Eburnamaline, Biologically Active Strychnan and Eburnan Alkaloids from <i>Leuconotis</i>

PubChem CID: 44626771

LOTUS: LTS0044505

SuperNatural Ⅲ: SN0042526-01

NPASS: NPC130251

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
None	Melodinus	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
None	Leuconotis	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 361.44500000000016

TPSA？: 68.33

MolLogP？: 2.1373

Number of H-Donors: 1

Number of H-Acceptors: 4

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Enterococcus faecalis	Enterococcus faecalis	MIC	150000.0	nM	10.1021/acs.jnatprod.6b00011
Escherichia coli	Escherichia coli	MIC	150000.0	nM	10.1021/acs.jnatprod.6b00011
Homo sapiens	A549	IC50	40000.0	nM	10.1021/np900595v
Homo sapiens	HL-60	IC50	40000.0	nM	10.1021/np900595v
Homo sapiens	KB	Activity	nan	None	10.1016/j.bmc.2013.12.022
Homo sapiens	KB	IC50	25.0	ug.mL-1	10.1021/np900576b
Homo sapiens	P-glycoprotein 1	FC	0.3	None	10.1016/j.bmc.2013.12.022
Homo sapiens	P-glycoprotein 1	FC	0.6	None	10.1016/j.bmc.2013.12.022
Homo sapiens	P-glycoprotein 1	FC	3.8	None	10.1016/j.bmc.2013.12.022
Homo sapiens	P-glycoprotein 1	FC	5.0	None	10.1016/j.bmc.2013.12.022
Homo sapiens	SK-BR-3	IC50	40000.0	nM	10.1021/np900595v
Homo sapiens	SMMC-7721	IC50	40000.0	nM	10.1021/np900595v
Klebsiella pneumoniae	Klebsiella pneumoniae	MIC	69000.0	nM	10.1021/acs.jnatprod.6b00011
Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	2000.0	nM	10.1021/acs.jnatprod.6b00011
Staphylococcus aureus	Staphylococcus aureus	MIC	150000.0	nM	10.1021/acs.jnatprod.6b00011
None	NON-PROTEIN TARGET	Activity	nan	None	10.1016/j.bmc.2013.12.022
None	NON-PROTEIN TARGET	IC50	2.57	ug.mL-1	10.1021/np900576b
None	NON-PROTEIN TARGET	IC50	25.0	ug.mL-1	10.1021/np900576b
None	NON-PROTEIN TARGET	IC50	7120.0	nM	10.1021/np900576b
None	Unchecked	Kd	14100.0	nM	10.1016/j.bmc.2013.12.022