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Compound Detail

CHEMBL303697

LIGUSTRAZINE
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Cc1nc(C)c(C)nc1C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL303697
Name LIGUSTRAZINE
Phase Preclinical
Structure Type MOL
InChI Key FINHMKGKINIASC-UHFFFAOYSA-N
13
Targets
27
Activities
2
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

136.2
MW (Da)
1.71
ALogP
2
HBA
0
HBD
25.8
PSA (Ų)
0.54
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C8H12N2
MW 136.20
Aromatic Rings 1
Heavy Atoms 10
NP-Likeness -0.45

Activity Summary

IC50 14 meas. best 5.31
EC50 13 meas. best 4.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MDA-MB-231
CHEMBL400
 IC50 5.31 5.0 4860.0 2
K562
CHEMBL385
 IC50 5.29 5.29 5090.0 1
NCI-H1975
CHEMBL614348
 IC50 5.25 5.25 5610.0 1
A549
CHEMBL392
 IC50 5.19 4.8167 6420.0 3
HCT-116
CHEMBL394
 IC50 5.09 5.09 8170.0 1
Unchecked
CHEMBL612545
 IC50 5.02 5.02 9500.0 1
SK-HEP1
CHEMBL614912
 IC50 5.01 5.01 9670.0 1
Unchecked
CHEMBL612545
 EC50 4.82 4.82 15180.0 1
U-87 MG
CHEMBL614247
 IC50 4.79 4.79 16150.0 1
SH-SY5Y
CHEMBL614910
 EC50 4.75 4.75 17590.0 1
MCF7
CHEMBL387
 IC50 4.53 4.53 29850.0 1
HepG2
CHEMBL395
 IC50 4.42 4.42 38250.0 1
PC-12
CHEMBL612556
 EC50 4.22 4.205 60000.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 4.08 4.08 83400.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 2.89 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MDA-MB-231 IC50 = 4860.0 nM 5.31 Antiproliferative activity against human MDA-MB-231 cells assessed as inhibition... 37499289
K562 IC50 = 5090.0 nM 5.29 Antiproliferative activity against human K562 cells after 72 hrs in presence of ... 29424539
NCI-H1975 IC50 = 5610.0 nM 5.25 Antiproliferative activity against human NCI-H1975 cells assessed as inhibition ... 37499289
A549 IC50 = 6420.0 nM 5.19 Antiproliferative activity against human A549 cells assessed as inhibition of ce... 37499289
HCT-116 IC50 = 8170.0 nM 5.09 Antiproliferative activity against human HCT116 cells after 72 hrs in presence o... 29424539
Unchecked IC50 = 9500.0 nM 5.02 Antiproliferative activity against human LTEP-a2 cells assessed as inhibition of... 37499289
SK-HEP1 IC50 = 9670.0 nM 5.01 Antiproliferative activity against human SK-HEP1 cells assessed as inhibition of... 37499289
Unchecked EC50 = 15180.0 nM 4.82 Neuroprotective activity against H2O2-induced cell damage in human HBMEC2 cells ... 31541868
A549 IC50 = 15220.0 nM 4.82 Antiproliferative activity against human A549 cells after 72 hrs in presence of ... 29424539
U-87 MG IC50 = 16150.0 nM 4.79 Antiproliferative activity against human U87MG cells after 72 hrs in presence of... 29424539
SH-SY5Y EC50 = 17590.0 nM 4.75 Neuroprotective activity against H2O2-induced cell damage in human SH-SY5Y cells... 31541868
MDA-MB-231 IC50 = 20440.0 nM 4.69 Antiproliferation activity against human MDA-MB-231 cells assessed as reduction ... 34186178
MCF7 IC50 = 29850.0 nM 4.53 Antiproliferation activity against human MCF-7 cells assessed as reduction in ce... 34186178
A549 IC50 = 36460.0 nM 4.44 Antiproliferation activity against human A549 cells assessed as reduction in cel... 34186178
HepG2 IC50 = 38250.0 nM 4.42 Antiproliferation activity against human HepG2 cells assessed as reduction in ce... 34186178
PC-12 EC50 = 60000.0 nM 4.22 Neuroprotection against CoCl2-induced toxicity in rat PC12 cells 29432947
PC-12 EC50 = 64460.0 nM 4.19 Neuroprotection against CoCl2-induced toxicity in rat PC12 cells preincubated fo... 29432947
NON-PROTEIN TARGET EC50 = 83400.0 nM 4.08 Cytoprotective activity against H2O2-induced cytotoxicity in human EAhy926 cells... -

Literature References

PubMed DOI Target Context # Activities
26786697 10.1016/j.bmcl.2016.01.015 Rattus norvegicus 48
- 10.1039/C4MD00022F NON-PROTEIN TARGET 10
- 10.1039/C3MD20352B NON-PROTEIN TARGET 5
21993151 10.1016/j.ejmech.2011.09.030 ECV-304 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
31444086 10.1016/j.bmcl.2019.08.012 Plasma 4
18790647 10.1016/j.bmc.2008.08.075 Rattus norvegicus 3
26891099 10.1021/acs.jmedchem.5b01203 Thioredoxin reductase 3
37499289 10.1016/j.ejmech.2023.115656 A549 2
29432947 10.1016/j.ejmech.2018.01.097 HUVEC 2
29432947 10.1016/j.ejmech.2018.01.097 PC-12 2
26891099 10.1021/acs.jmedchem.5b01203 A549/CDDP 2
22579617 10.1016/j.bmc.2012.04.016 NON-PROTEIN TARGET 2
26891099 10.1021/acs.jmedchem.5b01203 A549 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
18790647 10.1016/j.bmc.2008.08.075 NON-PROTEIN TARGET 2
31444086 10.1016/j.bmcl.2019.08.012 No relevant target 2
37499289 10.1016/j.ejmech.2023.115656 Peroxiredoxin-1 2

Data from ChEMBL 36 via Core Engine