Molecule

Cinchonidine

AlkaPlorer ID: AK002040

Synonym: None

IUPAC Name: (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol

Structure

SMILES: C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@H](O)C1=CC=NC2=CC=CC=C12

InChI: InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18-,19+/m0/s1

InChIKey: KMPWYEUPVWOPIM-KODHJQJWSA-N

Reference

Chinchona Alkaloid from<i>Dendrosenecio kilimanjari</i>subsp.<i>cottonii</i>

PubChem CID: 101744

CAS: 485-71-2

LOTUS: LTS0145071

SuperNatural Ⅲ: SN0189705-07

NPASS: NPC203754

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NPAtlas: NPA009420

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Cinchona calisaya	Cinchona	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Diaporthe sp.	Diaporthe	Diaporthaceae	Diaporthales	Sordariomycetes	Ascomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 294.398

TPSA？: 36.36

MolLogP？: 3.164600000000002

Number of H-Donors: 1

Number of H-Acceptors: 3

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Electrophorus electricus	Acetylcholinesterase	Inhibition	3.63	%	10.1016/j.bmc.2012.09.040
Equus caballus	Cholinesterase	Inhibition	-0.03	%	10.1016/j.bmc.2012.09.040
Escherichia coli K-12	Beta-lactamase AmpC	Potency	7943.3	nM	None
Homo sapiens	Chromobox protein homolog 1	Potency	100000.0	nM	None
Homo sapiens	DNA polymerase iota	Potency	100000.0	nM	None
Homo sapiens	Glucose transporter	Inhibition	0.68	%	10.6019/CHEMBL3433997
Homo sapiens	HepG2	Inhibition	9.0	%	10.1038/nature09107
Homo sapiens	Histone deacetylase 6	Inhibition	-11.73	%	10.6019/CHEMBL4808148
Homo sapiens	Histone deacetylase 6	Inhibition	-1.76	%	10.6019/CHEMBL4808148
Homo sapiens	Solute carrier organic anion transporter family member 1B1	Inhibition	86.58	%	10.1124/mol.112.084152
Homo sapiens	Solute carrier organic anion transporter family member 1B3	Inhibition	111.06	%	10.1124/mol.112.084152
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	14581.0	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	29092.9	nM	None
Homo sapiens	WI-38	IC50	20.0	ug.mL-1	10.1016/j.ejmech.2013.06.004
Leishmania mexicana	Glucose transporter	Inhibition	1.5	%	10.6019/CHEMBL3433997
Leishmania mexicana mexicana	Leishmania mexicana mexicana	IC50	5.74	ug.mL-1	10.1016/j.ejmech.2013.06.004
Plasmodium falciparum	Hexose transporter 1	Inhibition	1.87	%	10.6019/CHEMBL3433997
Plasmodium falciparum	Plasmodium falciparum	IC50	0.28	ug.mL-1	10.1016/j.ejmech.2013.06.004
Plasmodium falciparum	Plasmodium falciparum	IC50	40.0	nM	10.1007/s00044-007-9025-8
Plasmodium falciparum	Plasmodium falciparum	IC50	70.0	nM	10.1016/j.bmc.2012.03.042
Plasmodium falciparum	Plasmodium falciparum	IC50	91.0	nM	10.1007/s00044-007-9025-8
Plasmodium falciparum	Plasmodium falciparum	IC50	207.0	nM	10.1016/j.bmc.2012.03.042
Plasmodium falciparum	Plasmodium falciparum	IC50	290.0	nM	10.1016/s0960-894x(02)00173-7
Plasmodium falciparum	Plasmodium falciparum	IC50	380.0	nM	10.1016/s0960-894x(02)00173-7
Plasmodium falciparum	Plasmodium falciparum	IC50	962.6	nM	10.1016/j.ejmech.2015.05.044
Plasmodium falciparum	Plasmodium falciparum	IC50	27000.0	nM	10.1016/j.bmc.2010.01.068
Plasmodium falciparum	Plasmodium falciparum	Inhibition	2.0	%	10.1038/nature09107
Plasmodium falciparum	Plasmodium falciparum	Inhibition	3.0	%	10.1038/nature09107
Plasmodium falciparum	Plasmodium falciparum	Inhibition	100.0	%	10.1038/nature09107
Plasmodium falciparum	Plasmodium falciparum	Potency	73.8	nM	None
Plasmodium falciparum	Plasmodium falciparum	Potency	147.2	nM	None
Plasmodium falciparum	Plasmodium falciparum	XC50	172.35	nM	10.1038/nature09107
Severe acute respiratory syndrome coronavirus 2	Replicase polyprotein 1ab	Inhibition	16.54	%	10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	19952.62	nM	10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	20000.0	nM	10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	-23.41	%	10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	0.01	%	10.6019/CHEMBL4495565
Trypanosoma brucei brucei	Trypanosoma brucei brucei	IC50	18.28	ug.mL-1	10.1016/j.ejmech.2013.06.004
Trypanosoma brucei brucei	Trypanosoma brucei brucei	IC50	62180.0	nM	10.1016/j.ejmech.2015.05.044
None	ADMET	IC50	68030.0	nM	10.1016/j.ejmech.2015.05.044
None	Heme	IC50	27000.0	nM	10.1007/s00044-007-9025-8
None	Unchecked	IC50	142000.0	nM	10.1016/j.bmc.2012.03.042
None	Unchecked	IC50	321000.0	nM	10.1016/j.bmc.2012.03.042
None	Unchecked	IFI	0.0	%	10.1038/nature09107
None	Unchecked	Ratio IC50	0.96	None	10.1016/j.ejmech.2013.06.004
None	Unchecked	Ratio IC50	71.0	None	10.1016/j.ejmech.2013.06.004
None	Unchecked	Ratio IC50	71.0	None	10.1016/j.ejmech.2015.05.044
None	Unchecked	Ratio IC50	nan	None	10.1016/j.ejmech.2013.06.004
None	Unchecked	Ratio IC50	nan	None	10.1016/j.ejmech.2015.05.044