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

CHEMBL561057

SQ109
🧪 Phase II
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
🧪 Phase II
CC(C)=CCC/C(C)=C/CNCCNC1C2CC3CC(C2)CC1C3

Basic Information

ChEMBL ID CHEMBL561057
Name SQ109
Phase Phase II
Structure Type MOL
InChI Key JFIBVDBTCDTBRH-REZTVBANSA-N

Known Names

NSC-722041 Sq-109 Sq109
19
Targets
44
Activities
3
Assay Types
21
PK Parameters
20
Publications
3
Known Names
2
Indications

Molecular Properties

330.6
MW (Da)
4.68
ALogP
2
HBA
2
HBD
24.1
PSA (Ų)
0.47
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C22H38N2
MW 330.56
Aromatic Rings 0
Heavy Atoms 24
NP-Likeness 0.85

Indications

Helicobacter Infections Tuberculosis

Activity Summary

IC50 39 meas. best 8.0
Ki 3 meas. best 6.44
Kd 2 meas. best 5.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Leishmania mexicana
CHEMBL612880
IC50 8.0 7.98 10.0 2
4,4'-diapophytoene synthase
CHEMBL5440
Ki 6.44 6.44 360.0 1
Mycobacterium tuberculosis
CHEMBL360
IC50 6.39 5.8 410.0 2
Trypanosoma cruzi
CHEMBL368
IC50 6.3 5.2 500.0 2
Squalene synthase
CHEMBL3338
Ki 6.13 6.13 740.0 1
Escherichia coli
CHEMBL354
IC50 6.1 5.585 800.0 2
Unchecked
CHEMBL612545
Ki 5.92 5.92 1200.0 1
Mycolicibacterium smegmatis
CHEMBL613088
IC50 5.85 5.1373 1400.0 15
Trehalose monomycolate exporter MmpL3
CHEMBL5465372
Kd 5.8 5.8 1600.0 1
Cell membrane
CHEMBL2364031
IC50 5.64 5.64 2300.0 1
Plasmodium falciparum
CHEMBL364
IC50 5.52 5.52 3000.0 1
Unchecked
CHEMBL612545
IC50 5.48 5.185 3300.0 4
Saccharomyces cerevisiae
CHEMBL361
IC50 5.48 5.48 3300.0 1
Geranylgeranyl pyrophosphate synthase
CHEMBL4769
IC50 5.35 5.35 4500.0 1
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
IC50 5.26 5.26 5500.0 1
Candida albicans
CHEMBL366
IC50 5.0 5.0 10000.0 1
MCF7
CHEMBL387
IC50 4.75 4.75 18000.0 1
Bacillus subtilis
CHEMBL359
IC50 4.64 4.64 23000.0 1
ADMET
CHEMBL612558
IC50 4.58 4.58 26000.0 1
Undecaprenyl-diphosphatase
CHEMBL4295581
IC50 4.5 4.5 32000.0 1
4,4'-diapophytoene synthase
CHEMBL5440
IC50 4.0 4.0 100000.0 1
Squalene synthase
CHEMBL3338
IC50 4.0 4.0 100000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1228.16 ng.hr.mL-1 Rattus norvegicus
AUC 2326.05 ng.hr.mL-1 Rattus norvegicus
AUC 254.0 ng.hr.mL-1 Mus musculus
CL 17.5 mL.min-1.kg-1 Rattus norvegicus
CL 82.33 mL.min-1.kg-1 Rattus norvegicus
Cmax 2688.77 nM Rattus norvegicus
Cmax 1508.35 nM Rattus norvegicus
Cmax 408.4 nM Mus musculus
F 21.9 % Rattus norvegicus
F 12.0 % Rattus norvegicus
F 3.8 % Canis lupus familiaris
F 8.0 % Mus musculus
F 2.4 % Canis lupus familiaris
F 12.0 % Rattus norvegicus
F 3.8 % Mus musculus
T1/2 5.06 hr Rattus norvegicus
T1/2 3.71 hr Rattus norvegicus
T1/2 61.0 hr Homo sapiens
Tmax 0.75 hr Rattus norvegicus
Tmax 0.31 hr Mus musculus
Vd 11.8 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Leishmania mexicana IC50 = 10.0 nM 8.0 Antiprotozoal activity against Leishmania mexicana infected in mouse J774 cells 28886510
Leishmania mexicana IC50 = 11.0 nM 7.96 Antileishmanial activity against Leishmania mexicana intracellular amastigotes i... 31514064
4,4'-diapophytoene synthase Ki = 360.0 nM 6.44 Inhibition of Staphylococcus aureus ATCC 27659 dehydrosqualene synthase expresse... 22486710
Mycobacterium tuberculosis IC50 = 410.0 nM 6.39 Antimycobacterial activity against Mycobacterium tuberculosis HN878 assessed as ... 37235809
Trypanosoma cruzi IC50 = 500.0 nM 6.3 Antiprotozoal activity against Trypanosoma cruzi infected in Rhesus monkey LLC-M... 28886510
Squalene synthase Ki = 740.0 nM 6.13 Inhibition of human squalene synthase 22486710
Escherichia coli IC50 = 800.0 nM 6.1 Induction of collapse in deltapH in Escherichia coli inverted membrane vesicles ... 24568559
Unchecked Ki = 1200.0 nM 5.92 Inhibition of Trypanosoma cruzi squalene synthase 22486710
Mycolicibacterium smegmatis IC50 = 1400.0 nM 5.85 Antimycobacterial activity against Mycobacterium smegmatis assessed as inhibitio... 37235809
Mycolicibacterium smegmatis IC50 = 1500.0 nM 5.82 Antimycobacterial activity against Mycobacterium smegmatis assessed as inhibitio... 37235809
Trehalose monomycolate exporter MmpL3 Kd = 1600.0 nM 5.8 Binding affinity to C-terminal 10XHis-tagged Mycobacterium smegmatis mc2 155 Mmp... 37235809
Mycolicibacterium smegmatis IC50 = 2100.0 nM 5.68 Antimycobacterial activity against Mycobacterium smegmatis assessed as inhibitio... 37235809
Cell membrane IC50 = 2300.0 nM 5.64 Uncoupling activity in Escherichia coli inverted membrane vesicles assessed as c... 37235809
Mycolicibacterium smegmatis IC50 = 2900.0 nM 5.54 Antimycobacterial activity against Mycobacterium smegmatis assessed as inhibitio... 37235809
Plasmodium falciparum IC50 = 3000.0 nM 5.52 Antimicrobial activity against Plasmodium falciparum 3D7 by intraerythrocytic as... 24568559
Unchecked IC50 = 3300.0 nM 5.48 Inhibition of Escherichia coli N-terminal strep-tagged MenA expressed in Escheri... 24568559
Saccharomyces cerevisiae IC50 = 3300.0 nM 5.48 Antimicrobial activity against Saccharomyces cerevisiae ATCC 208352 after 48 hrs... 24568559
Mycolicibacterium smegmatis IC50 = 3700.0 nM 5.43 Antimycobacterial activity against Mycobacterium smegmatis assessed as inhibitio... 37235809
Mycolicibacterium smegmatis IC50 = 4200.0 nM 5.38 Antimycobacterial activity against Mycobacterium smegmatis assessed as inhibitio... 37235809
Geranylgeranyl pyrophosphate synthase IC50 = 4500.0 nM 5.35 Inhibition of human geranylgeranyl diphosphate synthase 24568559

Literature References

PubMed DOI Target Context # Activities
24568559 10.1021/jm500131s Unchecked 16
37235809 10.1021/acs.jmedchem.3c00398 Mycolicibacterium smegmatis 16
19362471 10.1016/j.bmcl.2009.03.091 Rattus norvegicus 11
24568559 10.1021/jm500131s Mycobacterium tuberculosis 8
24568559 10.1021/jm500131s Mycolicibacterium smegmatis 6
22421275 10.1016/j.ejmech.2012.02.033 Mycobacterium tuberculosis 6
37235809 10.1021/acs.jmedchem.3c00398 Unchecked 6
36804747 10.1016/j.bmc.2023.117212 Mycobacterium tuberculosis 5
26907951 10.1021/acs.jmedchem.6b00031 Mycobacterium tuberculosis 5
19075046 10.1128/aac.00749-08 Plasma 4
22421275 10.1016/j.ejmech.2012.02.033 Mus musculus 4
37235809 10.1021/acs.jmedchem.3c00398 Mycobacterium tuberculosis 3
24568559 10.1021/jm500131s Escherichia coli 3
35612311 10.1021/acs.jmedchem.2c00227 Mycobacterium tuberculosis 2
19075046 10.1128/aac.00749-08 Mycobacterium tuberculosis 2
28886510 10.1016/j.ejmech.2017.08.014 Trypanosoma cruzi 2
20149497 10.1016/j.ejmech.2010.01.046 Mycobacterium tuberculosis 2
- 10.6019/CHEMBL4513161 Pseudomonas aeruginosa 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
26907951 10.1021/acs.jmedchem.6b00031 NON-PROTEIN TARGET 2

Data from ChEMBL 36 via Core Engine