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Compound Detail

CHEMBL44541

MERIDIANIN C
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Nc1nccc(-c2c[nH]c3ccc(Br)cc23)n1

Basic Information

ChEMBL ID CHEMBL44541
Name MERIDIANIN C
Phase Preclinical
Structure Type MOL
InChI Key PKQJCYXKRNGUKQ-UHFFFAOYSA-N
27
Targets
39
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

289.1
MW (Da)
2.97
ALogP
3
HBA
2
HBD
67.6
PSA (Ų)
0.72
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C12H9BrN4
MW 289.14
Aromatic Rings 3
Heavy Atoms 17
NP-Likeness -0.52

Activity Summary

IC50 37 meas. best 6.67
Ki 2 meas. best 5.06

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cytochrome P450 1B1
CHEMBL4878
IC50 6.67 6.67 213.0 1
Dual specificity protein kinase CLK1
CHEMBL4224
IC50 6.66 6.66 220.0 1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL5508
IC50 6.48 6.48 330.0 1
Unchecked
CHEMBL612545
IC50 6.4 5.77 400.0 2
cAMP-dependent protein kinase (PKA)
CHEMBL2094138
IC50 6.16 6.16 700.0 1
Serine/threonine-protein kinase pim-1
CHEMBL2147
IC50 6.0 5.99 1000.0 2
Cyclin-dependent kinase 5/CDK5 activator 1
CHEMBL1907600
IC50 5.92 5.57 1200.0 2
Glycogen synthase kinase-3
CHEMBL2366565
IC50 5.89 5.89 1300.0 1
Glycogen synthase kinase-3 beta
CHEMBL262
IC50 5.7 5.7 2000.0 2
U-937
CHEMBL612794
IC50 5.57 5.57 2700.0 1
Cyclin-dependent kinase 1/cyclin B
CHEMBL2094127
IC50 5.52 5.52 3000.0 1
HT-29
CHEMBL384
IC50 5.26 5.26 5500.0 1
RD
CHEMBL614144
IC50 5.18 5.18 6600.0 1
Cytochrome P450 1A2
CHEMBL3356
Ki 5.06 5.06 8780.0 1
Cytochrome P450 1A2
CHEMBL3356
IC50 5.06 5.06 8720.0 1
Cytochrome P450 1A1
CHEMBL2231
IC50 5.04 5.04 9230.0 1
LMM3 cell line
CHEMBL614095
IC50 5.03 5.03 9300.0 2
NON-PROTEIN TARGET
CHEMBL3879801
IC50 5.03 5.03 9300.0 1
HT-22
CHEMBL614316
IC50 5.03 5.03 9300.0 1
Cytochrome P450 1A1
CHEMBL2231
Ki 5.02 5.02 9480.0 1
HEp-2
CHEMBL614735
IC50 5.01 5.01 9700.0 1
Plasmodium falciparum
CHEMBL364
IC50 4.93 4.885 11668.1 6
3-phosphoinositide-dependent protein kinase 1
CHEMBL2534
IC50 4.92 4.92 12000.0 1
Mycolicibacterium smegmatis
CHEMBL613088
IC50 4.64 4.64 22700.0 1
PTP
CHEMBL614851
IC50 4.62 4.62 23900.0 1
MCF7
CHEMBL387
IC50 4.62 4.62 24000.0 1
Casein kinase I
CHEMBL2111458
IC50 4.52 4.52 30000.0 1
Cryptococcus neoformans
CHEMBL365
IC50 4.25 4.25 56500.0 1
Leishmania donovani
CHEMBL367
IC50 4.19 4.19 64860.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cytochrome P450 1B1 IC50 = 213.0 nM 6.67 Inhibition of human recombinant CYP1B1 expressed in HEK293 cells using 7-ethoxyr... 30108931
Dual specificity protein kinase CLK1 IC50 = 220.0 nM 6.66 Inhibition of human recombinant GST-tagged CLK1 using GRSRSRSRSRSR as substrate 21623630
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 330.0 nM 6.48 Inhibition of rat recombinant GST-tagged DYRK1A using myelin protein as substrat... 21623630
Unchecked IC50 = 400.0 nM 6.4 Inhibition of PKG (protein kinase G) 15026054
cAMP-dependent protein kinase (PKA) IC50 = 700.0 nM 6.16 Inhibition of PKA (protein kinase A) 15026054
Serine/threonine-protein kinase pim-1 IC50 = 1000.0 nM 6.0 Inhibition of PIM1 (unknown origin) 29871845
Serine/threonine-protein kinase pim-1 IC50 = 1040.0 nM 5.98 Inhibition of PIM1 kinase (unknown origin) using 5-FAM-labeled BAD peptide as su... 24775304
Cyclin-dependent kinase 5/CDK5 activator 1 IC50 = 1200.0 nM 5.92 Inhibition of human recombinant CDK5/p25 using Histone H1 and [gamma32]-ATP afte... 21623630
Glycogen synthase kinase-3 IC50 = 1300.0 nM 5.89 Inhibition of pig brain GSK-3alpha/beta using YRRAAVPPSPSLSRHSSPHQSpEDEEE as sub... 21623630
Glycogen synthase kinase-3 beta IC50 = 2000.0 nM 5.7 Inhibition of glycogen synthase kinase-3 beta 15026054
Glycogen synthase kinase-3 beta IC50 = 2000.0 nM 5.7 Inhibition of human GSK3-beta 18929433
U-937 IC50 = 2700.0 nM 5.57 Inhibition of U937 cell proliferation 15026054
Cyclin-dependent kinase 1/cyclin B IC50 = 3000.0 nM 5.52 Inhibition of cyclin-dependent kinase 1-cyclin B 15026054
HT-29 IC50 = 5500.0 nM 5.26 Inhibition of HT-29 colon carcinoma cell proliferation 15026054
Cyclin-dependent kinase 5/CDK5 activator 1 IC50 = 6000.0 nM 5.22 Inhibition of human Cyclin-dependent kinase 5-p35nck5a 15026054
RD IC50 = 6600.0 nM 5.18 Inhibition of RD rhabdomyocarcinoma cell proliferation 15026054
Unchecked IC50 = 7300.0 nM 5.14 Inhibition of pig brain CK1 delta/epsilon using RRKHAAIGpSAYSITA as substrate 21623630
Cytochrome P450 1A2 IC50 = 8720.0 nM 5.06 Inhibition of human recombinant CYP1A2 expressed in HEK293 cells using 3-cyano-7... 30108931
Cytochrome P450 1A2 Ki = 8780.0 nM 5.06 Inhibition of human recombinant CYP1A2 expressed in HEK293 cells using 3-cyano-7... 30108931
Cytochrome P450 1A1 IC50 = 9230.0 nM 5.04 Inhibition of human recombinant CYP1A1 expressed in HEK293 cells using 7-ethoxyr... 30108931

Literature References

PubMed DOI Target Context # Activities
- 10.1039/C3MD00097D Staphylococcus aureus 6
- 10.1039/C3MD00097D Unchecked 6
26005918 10.1016/j.ejmech.2015.05.020 Plasmodium falciparum 4
26005918 10.1016/j.ejmech.2015.05.020 Unchecked 4
30108931 10.1039/C7MD00388A Cytochrome P450 1A1 4
- 10.1039/C3MD00097D Cryptococcus neoformans 3
30108931 10.1039/C7MD00388A Cytochrome P450 1A2 3
30108931 10.1039/C7MD00388A Cytochrome P450 2C9 2
30108931 10.1039/C7MD00388A Cytochrome P450 2D6 2
33479607 10.1039/c9md00466a Mycolicibacterium smegmatis 2
30108931 10.1039/C7MD00388A Cytochrome P450 2C19 2
- 10.1039/C3MD00097D Plasmodium falciparum 2
30108931 10.1039/C7MD00388A Cytochrome P450 3A4 2
30108931 10.1039/C7MD00388A Cytochrome P450 1B1 2
15026054 10.1016/j.bmcl.2004.01.050 U-937 1
18929433 10.1016/j.ejmech.2008.08.012 Glycogen synthase kinase-3 beta 1
9748381 10.1021/np970493u NON-PROTEIN TARGET 1
15026054 10.1016/j.bmcl.2004.01.050 LMM3 cell line 1
15026054 10.1016/j.bmcl.2004.01.050 Casein kinase I 1
15026054 10.1016/j.bmcl.2004.01.050 Glycogen synthase kinase-3 beta 1

Data from ChEMBL 36 via Core Engine