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Compound Detail

CHEMBL57004

SITAMAQUINE
🧪 Phase II
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🧪 Phase II
CCN(CC)CCCCCCNc1cc(OC)cc2c(C)ccnc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL57004
Name SITAMAQUINE
Phase Phase II
Structure Type MOL
InChI Key RVAKDGYPIVSYEU-UHFFFAOYSA-N

Known Names

NSC-2452 Sitamaquina Sitamaquine Sitamaquine dihydrochloride WR-6026
6
Targets
13
Activities
1
Assay Types
0
PK Parameters
20
Publications
5
Known Names
1
Indications

Molecular Properties

343.5
MW (Da)
4.87
ALogP
4
HBA
1
HBD
37.4
PSA (Ų)
0.59
QED
0
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C21H33N3O
MW 343.52
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.87

Indications

Leishmaniasis

Activity Summary

IC50 13 meas. best 7.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 7.1 7.1 80.0 1
Leishmania donovani
CHEMBL367
 IC50 6.0 5.084 1000.0 5
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 5.13 5.13 7390.0 1
Leishmania infantum
CHEMBL612848
 IC50 5.11 4.9233 7800.0 3
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.67 4.58 21370.0 2
Trypanosoma cruzi
CHEMBL368
 IC50 4.66 4.66 21980.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 80.0 nM 7.1 DNDI: Malaria in Vitro, 72 hour -
Leishmania donovani IC50 = 1000.0 nM 6.0 Antileishmanial activity against intracellular amastigote stage of Leishmania do... 25846065
Leishmania donovani IC50 = 4000.0 nM 5.4 Antiprotozoal activity against Leishmania donovani LV9 strain amastigotes 28886510
Trypanosoma brucei rhodesiense IC50 = 7390.0 nM 5.13 DNDI: HAT in Vitro, 72 hour -
Leishmania infantum IC50 = 7800.0 nM 5.11 Antileishmanial activity against GFP-tagged at NH2 terminus Leishmania infantum ... 18644961
Leishmania donovani IC50 = 13650.0 nM 4.87 DNDI: Leish (axenic) in Vitro, 72 hour -
Leishmania infantum IC50 = 14300.0 nM 4.84 Antileishmanial activity against Leishmania infantum promastigotes overexpressin... 18644961
Leishmania infantum IC50 = 15200.0 nM 4.82 Antileishmanial activity against GFP-tagged at COOH terminus Leishmania infantum... 18644961
Leishmania donovani IC50 = 19480.0 nM 4.71 DNDI: Leish (macro) in Vitro, 96 hour -
NON-PROTEIN TARGET IC50 = 21370.0 nM 4.67 DNDI: Cytotoxicity in Vitro, 96 hour, in primary peritoneal mouse macrophages -
Trypanosoma cruzi IC50 = 21980.0 nM 4.66 DNDI: Chagas in Vitro, 96 hour -
NON-PROTEIN TARGET IC50 = 32310.0 nM 4.49 DNDI: Cytotoxicity in Vitro, 72 hour, in rat skeletal myoblast cells -
Leishmania donovani IC50 = 36100.0 nM 4.44 Antileishmanial activity against promastigote stage of Leishmania donovani MHOM/... 30878827

Literature References

PubMed DOI Target Context # Activities
6827535 10.1021/jm00356a013 Leishmania donovani 7
7411553 10.1021/jm00183a004 Cricetinae gen. sp. 3
- 10.6019/CHEMBL3392926 NON-PROTEIN TARGET 3
18644961 10.1128/aac.00587-08 Leishmania infantum 3
28886510 10.1016/j.ejmech.2017.08.014 Leishmania donovani 2
- 10.6019/CHEMBL3392926 Leishmania donovani 2
18378716 10.1128/aac.00645-07 Leishmania donovani 2
22122518 10.1021/jm201095h Plasmodium cynomolgi 1
23719286 10.1016/j.bmc.2013.04.063 ADMET 1
23719286 10.1016/j.bmc.2013.04.063 Leishmania braziliensis 1
- 10.6019/CHEMBL3392926 Plasmodium falciparum 1
7411553 10.1021/jm00183a004 Unchecked 1
- 10.6019/CHEMBL3392926 Trypanosoma brucei rhodesiense 1
- 10.6019/CHEMBL3392926 Trypanosoma cruzi 1
25846065 10.1016/j.bmc.2015.03.064 Leishmania donovani 1
- 10.6019/CHEMBL3987221 Ferrochelatase, mitochondrial 1
- 10.6019/CHEMBL3987221 Porphobilinogen deaminase 1
30878827 10.1016/j.ejmech.2019.02.070 Leishmania donovani 1
- 10.6019/CHEMBL4513101 Naegleria gruberi 1
28886510 10.1016/j.ejmech.2017.08.014 Leishmania amazonensis 1

Data from ChEMBL 36 via Core Engine