Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL533841

CINCHONIDINE
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@H](O)c1ccnc2ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL533841
Name CINCHONIDINE
Phase Preclinical
Structure Type MOL
InChI Key KMPWYEUPVWOPIM-KODHJQJWSA-N

Known Names

.alpha.-quinidine Cinchovatine- NSC-5364
3
Targets
12
Activities
1
Assay Types
0
PK Parameters
20
Publications
3
Known Names

Molecular Properties

294.4
MW (Da)
3.16
ALogP
3
HBA
1
HBD
36.4
PSA (Ų)
0.88
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula C19H22N2O
MW 294.40
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness 0.88

Activity Summary

IC50 12 meas. best 7.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 7.4 6.4788 40.0 8
Heme
CHEMBL4651321
 IC50 4.57 4.57 27000.0 1
Trypanosoma brucei brucei
CHEMBL612851
 IC50 4.21 4.21 62180.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 40.0 nM 7.4 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum 3D7 as... -
Plasmodium falciparum IC50 = 70.0 nM 7.16 Antimalarial activity against chloroquine sensitive Plasmodium falciparum HB3 af... 22512909
Plasmodium falciparum IC50 = 91.0 nM 7.04 Antimalarial activity against chloroquine-resistant Plasmodium falciparum K1 ass... -
Plasmodium falciparum IC50 = 207.0 nM 6.68 Antimalarial activity against chloroquine resistant Plasmodium falciparum Dd2 af... 22512909
Plasmodium falciparum IC50 = 290.0 nM 6.54 In vitro inhibition of parasite development of Plasmodium falciparum W2 in human... 11992775
Plasmodium falciparum IC50 = 380.0 nM 6.42 In vitro antimalarial activity against Plasmodium falciparum W2 in human erythro... 11992775
Plasmodium falciparum IC50 = 962.6 nM 6.02 Antiplasmodial activity against Plasmodium falciparum 3D7 assessed as reduction ... 26063305
Plasmodium falciparum IC50 = 27000.0 nM 4.57 Antimicrobial activity against Plasmodium falciparum 20185316
Heme IC50 = 27000.0 nM 4.57 Inhibition of heme polymerization in Plasmodium falciparum after 15 min by liqui... -
Trypanosoma brucei brucei IC50 = 62180.0 nM 4.21 Antitrypanosomal activity against Trypanosoma brucei brucei Lister 427 bloodstre... 26063305

Literature References

PubMed DOI Target Context # Activities
20485427 10.1038/nature09107 Plasmodium falciparum 4
23816880 10.1016/j.ejmech.2013.06.004 Unchecked 3
26063305 10.1016/j.ejmech.2015.05.044 Unchecked 2
11992775 10.1016/s0960-894x(02)00173-7 Plasmodium falciparum 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.1007/s00044-007-9025-8 Plasmodium falciparum 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
22512909 10.1016/j.bmc.2012.03.042 Plasmodium falciparum 2
22512909 10.1016/j.bmc.2012.03.042 Unchecked 2
23062825 10.1016/j.bmc.2012.09.040 Acetylcholinesterase 1
- 10.1007/s00044-007-9025-8 Heme 1
23816880 10.1016/j.ejmech.2013.06.004 Trypanosoma brucei brucei 1
23816880 10.1016/j.ejmech.2013.06.004 WI-38 1
23816880 10.1016/j.ejmech.2013.06.004 Plasmodium falciparum 1
23816880 10.1016/j.ejmech.2013.06.004 Leishmania mexicana mexicana 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
- 10.6019/CHEMBL3433997 Solute carrier family 2, facilitated glucose transporter member 1 1
20485427 10.1038/nature09107 HepG2 1

Data from ChEMBL 36 via Core Engine