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Compound Detail

CHEMBL493439

EMETINE HYDROCHLORIDE
🧪 Phase II
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🧪 Phase II
CC[C@H]1CN2CCc3cc(OC)c(OC)cc3[C@@H]2C[C@@H]1C[C@H]1NCCc2cc(OC)c(OC)cc21.Cl.Cl

Basic Information

ChEMBL ID CHEMBL493439
Name EMETINE HYDROCHLORIDE
Phase Phase II
Structure Type MOL
InChI Key JROGBPMEKVAPEH-GXGBFOEMSA-N
Parent Compound CHEMBL50588
Active Moiety CHEMBL50588

Known Names

(-)-emetine dihydrochloride Emetine dihydrochloride Emetine dihydrochloride anhydrous Emetine hcl Emetine hydrochloride Hemometina L-emetine dihydrochloride NSC-756754
8
Targets
14
Activities
1
Assay Types
0
PK Parameters
20
Publications
8
Known Names
1
Indications

Molecular Properties

480.6
MW (Da)
4.94
ALogP
6
HBA
1
HBD
52.2
PSA (Ų)
0.61
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula C29H42Cl2N2O4
MW 553.57
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness 0.96

Indications

Severe Acute Respiratory Syndrome

Activity Summary

IC50 14 meas. best 7.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
IC50 7.75 7.75 18.0 1
DU-145
CHEMBL613508
IC50 7.62 7.5667 23.7 3
PC-3
CHEMBL390
IC50 7.57 7.5167 26.8 3
LNCaP
CHEMBL612518
IC50 7.56 7.4933 27.8 3
Plasmodium berghei
CHEMBL612653
IC50 7.1 7.1 80.0 1
CHO
CHEMBL613853
IC50 6.86 6.86 139.0 1
Entamoeba histolytica
CHEMBL612853
IC50 5.65 5.65 2230.0 1
HepG2
CHEMBL395
IC50 5.0 5.0 10000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 18.0 nM 7.75 HARVARD: Inhibition of blood stage Plasmodium falciparum Dd2 infection 22586124
DU-145 IC50 = 23.74 nM 7.62 Cytotoxicity against human DU145 cells measured on day 7 by MTT assay 22867001
DU-145 IC50 = 25.27 nM 7.6 Cytotoxicity against human DU145 cells measured on day 5 by MTT assay 22867001
PC-3 IC50 = 26.84 nM 7.57 Cytotoxicity against human PC3 cells measured on day 5 by MTT assay 22867001
LNCaP IC50 = 27.82 nM 7.56 Cytotoxicity against human LNCAP cells measured on day 5 by MTT assay 22867001
PC-3 IC50 = 29.43 nM 7.53 Cytotoxicity against human PC3 cells measured on day 7 by MTT assay 22867001
LNCaP IC50 = 31.58 nM 7.5 Cytotoxicity against human LNCAP cells measured on day 7 by MTT assay 22867001
DU-145 IC50 = 32.88 nM 7.48 Cytotoxicity against human DU145 cells measured on day 3 by MTT assay 22867001
PC-3 IC50 = 35.13 nM 7.45 Cytotoxicity against human PC3 cells measured on day 3 by MTT assay 22867001
LNCaP IC50 = 37.87 nM 7.42 Cytotoxicity against human LNCAP cells measured on day 3 by MTT assay 22867001
Plasmodium berghei IC50 = 80.0 nM 7.1 HARVARD: Inhibition of liver stage Plasmodium berghei infection in HepG2 cells 22586124
CHO IC50 = 139.0 nM 6.86 In vitro cytotoxicity against CHO cells was determined using MTT colorimetric as... 15139771
Entamoeba histolytica IC50 = 2230.0 nM 5.65 Antiamnesic activity against Entamoeba histolytica NIH 200 after 72 hrs by micro... 11141105
HepG2 IC50 = 10000.0 nM 5.0 HARVARD: Cytotoxicity in HepG2 cell line 22586124

Literature References

PubMed DOI Target Context # Activities
22867001 10.1021/jm300426q LNCaP 7
22867001 10.1021/jm300426q PC-3 7
22867001 10.1021/jm300426q DU-145 7
22867001 10.1021/jm300426q Mus musculus 5
15139771 10.1021/jm031132g NON-PROTEIN TARGET 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
22586124 10.1073/pnas.1118370109 HepG2 1
22586124 10.1073/pnas.1118370109 Plasmodium berghei 1
22586124 10.1073/pnas.1118370109 Plasmodium falciparum 1
23062825 10.1016/j.bmc.2012.09.040 Acetylcholinesterase 1
23062825 10.1016/j.bmc.2012.09.040 Cholinesterase 1
20421407 10.1128/aac.00138-10 ADMET 1
20421407 10.1128/aac.00138-10 Ebolavirus 1
11141105 10.1021/np000144r KB 1
11141105 10.1021/np000144r Entamoeba histolytica 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
11141105 10.1021/np000144r Plasmodium falciparum 1
- 10.6019/EOS300108 HepG2 1

Data from ChEMBL 36 via Core Engine