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Compound Detail

CHEMBL301267

ARTEMOTIL
🧪 Phase II
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🧪 Phase II
CCO[C@H]1O[C@@H]2O[C@@]3(C)CC[C@H]4[C@H](C)CC[C@@H]([C@H]1C)[C@@]24OO3

Basic Information

ChEMBL ID CHEMBL301267
Name ARTEMOTIL
Phase Phase II
Structure Type MOL
InChI Key NLYNIRQVMRLPIQ-XQLAAWPRSA-N
Therapeutic ✓ Yes

Known Names

.beta.-arteether Arteether Artemotil Artemotilo Artemotilum NSC-665971
4
Targets
16
Activities
2
Assay Types
30
PK Parameters
20
Publications
6
Known Names
1
Indications
1
Mechanisms

Molecular Properties

312.4
MW (Da)
3.23
ALogP
5
HBA
0
HBD
46.1
PSA (Ų)
0.73
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem arte-

Extended Properties

Molecular Formula C17H28O5
MW 312.41
Aromatic Rings 0
Heavy Atoms 22
NP-Likeness 3.54

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Unknown - -

Indications

Malaria

ATC Classification

P01BE04
artemotil
Level 1: ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
Level 2: ANTIPROTOZOALS

Activity Summary

IC50 15 meas. best 8.97
EC50 1 meas. best 4.38

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
IC50 8.97 8.684 1.1 10
NON-PROTEIN TARGET
CHEMBL3879801
IC50 4.88 4.88 13100.0 2
ADMET
CHEMBL612558
IC50 4.51 4.51 30900.0 1
ADMET
CHEMBL612558
EC50 4.38 4.38 41200.0 1
Leishmania donovani
CHEMBL367
IC50 4.35 4.35 45000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2330.9 ng.hr.mL-1 Homo sapiens
AUC 1220.2 ng.hr.mL-1 Macaca mulatta
AUC 746.5 ng.hr.mL-1 Macaca mulatta
AUC 8.5 ng.hr.mL-1 Macaca mulatta
AUC 46.8 ng.hr.mL-1 Rattus norvegicus
AUC 184.8 ng.hr.mL-1 Rattus norvegicus
AUC 25.6 ng.hr.mL-1 Rattus norvegicus
AUC 33.9 ng.hr.mL-1 Rattus norvegicus
AUC 407.1 ng.hr.mL-1 Rattus norvegicus
AUC 2414.4 ng.hr.mL-1 Rattus norvegicus
AUC 1183.3 ng.hr.mL-1 Rattus norvegicus
CL 13.33 mL.min-1.kg-1 Homo sapiens
CL 38.33 mL.min-1.kg-1 Macaca mulatta
CL 118.33 mL.min-1.kg-1 Macaca mulatta
CL 50350.0 mL.min-1.kg-1 Macaca mulatta
CL 2125.0 mL.min-1.kg-1 Rattus norvegicus
CL 126.67 mL.min-1.kg-1 Rattus norvegicus
CL 12378.33 mL.min-1.kg-1 Rattus norvegicus
CL 5063.33 mL.min-1.kg-1 Rattus norvegicus
CL 761.67 mL.min-1.kg-1 Rattus norvegicus
CL 83.33 mL.min-1.kg-1 Rattus norvegicus
CL 86.67 mL.min-1.kg-1 Rattus norvegicus
CL 36.58 mL.min-1.g-1 Rattus norvegicus
Cmax 159.41 nM Homo sapiens
Cmax 144.68 nM Macaca mulatta
Cmax 5.442 nM Macaca mulatta
Cmax 32.97 nM Rattus norvegicus
Cmax 25.93 nM Rattus norvegicus
Cmax 25.93 nM Rattus norvegicus
Cmax 88.99 nM Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 1.08 nM 8.97 Antimalarial activity against chloroquine-resistant Plasmodium falciparum K1 aft... 23270565
Plasmodium falciparum IC50 = 1.37 nM 8.86 Antimalarial activity against schizont stage of chloroquine-sensitive Plasmodium... 23270565
Plasmodium falciparum IC50 = 1.4 nM 8.85 Antimalarial activity against chloroquine-resistant Plasmodium falciparum W2 10893313
Plasmodium falciparum IC50 = 1.4 nM 8.85 In vitro inhibitory activity against chloroquine-resistant Plasmodium falciparum... 12139444
Plasmodium falciparum IC50 = 2.18 nM 8.66 Intrinsic equimolar activity against Plasmodium falciparum W2 Indochina relative... 3279208
Plasmodium falciparum IC50 = 2.58 nM 8.59 Intrinsic equimolar activity against Plasmodium falciparum D6 (Sierra Leone) rel... 3279208
Plasmodium falciparum IC50 = 2.7 nM 8.57 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum D6 10893313
Plasmodium falciparum IC50 = 2.7 nM 8.57 In vitro inhibitory activity against chloroquine-sensitive Plasmodium falciparum... 12139444
Plasmodium falciparum IC50 = 2.94 nM 8.53 Inhibitory concentration against Plasmodium falciparum W2 Indochina 3279208
Plasmodium falciparum IC50 = 4.07 nM 8.39 Inhibitory concentration against Plasmodium falciparum D6 (Sierra Leone) 3279208
NON-PROTEIN TARGET IC50 = 13100.0 nM 4.88 Cytotoxicity against mouse Ehrlich Ascites carcinoma by trypan blue exclusion as... 17618015
NON-PROTEIN TARGET IC50 = 13100.0 nM 4.88 Cytotoxicity against mouse EAC after 3 days by MTT assay 8350087
ADMET IC50 = 30900.0 nM 4.51 In vitro anti-HIV activity assessed by measuring [3H]-thymidine uptake in human ... -
ADMET EC50 = 41200.0 nM 4.38 In vitro anti-HIV activity in human peripheral blood mononuclear (PBM) cells acu... -
Leishmania donovani IC50 = 45000.0 nM 4.35 Antimicrobial activity against Leishmania donovani 20185316

Literature References

PubMed DOI Target Context # Activities
- 10.1007/s00044-004-0053-3 Rattus norvegicus 54
3279208 10.1021/jm00398a026 Plasmodium berghei 26
- 10.1007/s00044-004-0053-3 Rhesus monkey 22
- 10.1007/s00044-004-0053-3 Homo sapiens 8
7783124 10.1021/jm00011a012 Mus musculus 5
3279208 10.1021/jm00398a026 Plasmodium falciparum 5
24900640 10.1021/ml300188t Plasmodium yoelii nigeriensis 4
22216834 10.1021/jm2010699 Plasmodium yoelii nigeriensis 4
24524185 10.1021/jm401774f Plasmodium yoelii 4
14698181 10.1016/j.bmcl.2003.10.051 Mus musculus 4
23163291 10.1021/jm301323k Plasmodium yoelii nigeriensis 4
23270565 10.1021/jm300588j Plasmodium falciparum 3
16190773 10.1021/jm0504252 Rattus norvegicus 3
38777279 10.1016/j.bmcl.2024.129801 Plasmodium yoelii nigeriensis 3
24900640 10.1021/ml300188t Liver microsomes 3
12773055 10.1021/jm020584a Mus musculus 3
10893313 10.1021/jm0000766 Mus musculus 3
19105653 10.1021/np800653z Plasmodium berghei 3
11543673 10.1021/jm0102396 Mus musculus 3
20598529 10.1016/j.bmcl.2010.06.045 Plasmodium yoelii nigeriensis 3

Data from ChEMBL 36 via Core Engine