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Compound Detail

CHEMBL19954

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COc1ccc2[nH]c3c(C)c4ccncc4c(C)c3c2c1

Basic Information

ChEMBL ID CHEMBL19954
Phase Preclinical
Structure Type MOL
InChI Key BKRMCDAOAQWNTG-UHFFFAOYSA-N
14
Targets
34
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

276.3
MW (Da)
4.49
ALogP
2
HBA
1
HBD
37.9
PSA (Ų)
0.56
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 C18H16N2O
MW 276.34
Aromatic Rings 4
Heavy Atoms 21
NP-Likeness 0.27

Activity Summary

IC50 21 meas. best 6.96
EC50 12 meas. best 6.16
Kd 1 meas. best 5.07

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Toll-like receptor 3
CHEMBL1075113
IC50 6.96 6.96 110.0 1
Influenza A virus
CHEMBL613740
IC50 6.85 6.6433 140.0 3
Mast/stem cell growth factor receptor Kit
CHEMBL1936
IC50 6.52 6.285 300.0 4
SARS-CoV-2
CHEMBL4303835
IC50 6.37 6.37 430.0 1
Unchecked
CHEMBL612545
EC50 6.16 5.772 698.0 5
Unchecked
CHEMBL612545
IC50 6.05 4.8 890.0 9
Plasmodium falciparum
CHEMBL364
IC50 5.94 5.94 1150.0 1
ATP-dependent molecular chaperone HSP82
CHEMBL1293251
EC50 5.84 5.84 1439.0 1
Streptokinase A
CHEMBL1293228
EC50 5.73 5.73 1867.0 1
Streptococcus sp. 'group A'
CHEMBL612389
EC50 5.6 5.6 2524.0 1
BJ
CHEMBL614358
EC50 5.44 5.26 3648.0 3
DNA damage-inducible transcript 3 protein
CHEMBL2146304
IC50 5.28 5.28 5280.0 1
quadruplex DNA
CHEMBL3832742
Kd 5.07 5.07 8500.0 1
Streptococcus
CHEMBL612313
EC50 5.05 5.05 8858.0 1
Glucocorticoid receptor
CHEMBL2034
IC50 4.05 4.05 90000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Toll-like receptor 3 IC50 = 110.0 nM 6.96 Inhibition of TLR3 in HEK-Blue hTLR3 assessed as inhibition of poly (I:C) induce... 38387691
Influenza A virus IC50 = 140.0 nM 6.85 Antiviral activity against Influenza A virus A/Puerto Rico/8/34 (H1N1) infected ... 38387691
Influenza A virus IC50 = 250.0 nM 6.6 Antiviral activity against Influenza A virus A/Aichi/2/68 (H3N2) infected in dog... 38387691
Mast/stem cell growth factor receptor Kit IC50 = 300.0 nM 6.52 Inhibitory concentration against IL-3 independent Ba/F3 Kit D816V cell line 16190746
Influenza A virus IC50 = 330.0 nM 6.48 Antiviral activity against Influenza A virus A/WSN/33 (H1N1) infected in dog MDC... 38387691
SARS-CoV-2 IC50 = 430.0 nM 6.37 Antiviral activity against SARS-CoV-2 infected in African green monkey Vero E6 c... 38387691
Mast/stem cell growth factor receptor Kit IC50 = 500.0 nM 6.3 Inhibitory concentration against IL-3 independent Ba/F3 Kit cell line with SCF (... 16190746
Mast/stem cell growth factor receptor Kit IC50 = 600.0 nM 6.22 Inhibitory concentration against c-Kit D816V type expressed in recombinant bacul... 16190746
Unchecked EC50 = 698.0 nM 6.16 PUBCHEM_BIOASSAY: Fluorescence Cell-Based Retest of Candida albicans Growth in t... -
Mast/stem cell growth factor receptor Kit IC50 = 800.0 nM 6.1 Inhibitory concentration against c-Kit wild type expressed in recombinant baculo... 16190746
Unchecked IC50 = 890.0 nM 6.05 PUBCHEM_BIOASSAY: High Throughput Screening Assay used to Identify Novel Compoun... -
Plasmodium falciparum IC50 = 1150.0 nM 5.94 Antiplasmodial activity against Plasmodium falciparum 24813729
Unchecked EC50 = 1270.0 nM 5.9 PUBCHEM_BIOASSAY: A cytotoxicity screen of small molecule inhibitors of the PhoP... -
Unchecked IC50 = 1330.0 nM 5.88 PUBCHEM_BIOASSAY: A High Throughput Confirmatory Assay used to Identify Novel Co... -
ATP-dependent molecular chaperone HSP82 EC50 = 1439.0 nM 5.84 PUBCHEM_BIOASSAY: Fluorescence Cell-Based Secondary Assay to Identify Inhibitors... -
Unchecked EC50 = 1450.0 nM 5.84 PUBCHEM_BIOASSAY: A cytotoxicity screen of small molecule inhibitors of the PhoP... -
Streptokinase A EC50 = 1867.0 nM 5.73 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden... -
Unchecked EC50 = 2509.0 nM 5.6 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response HTS to Identify Compound... -
Streptococcus sp. 'group A' EC50 = 2524.0 nM 5.6 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden... -
BJ EC50 = 3648.0 nM 5.44 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response HTS to Identify Compound... -

Literature References

PubMed DOI Target Context # Activities
38387691 10.1016/j.bmcl.2024.129672 Influenza A virus 13
16190746 10.1021/jm050231m Mast/stem cell growth factor receptor Kit 4
38387691 10.1016/j.bmcl.2024.129672 ADMET 4
7265115 10.1021/jm00135a010 Mus musculus 3
8035425 10.1021/jm00040a010 Homo sapiens 3
38387691 10.1016/j.bmcl.2024.129672 Toll-like receptor 3 2
7265115 10.1021/jm00135a010 L1210 2
38387691 10.1016/j.bmcl.2024.129672 SARS-CoV-2 2
4009597 10.1021/jm00383a011 Calf thymus DNA 2
21831641 10.1016/j.bmc.2011.07.020 Unchecked 2
21831641 10.1016/j.bmc.2011.07.020 Escherichia coli 2
21831641 10.1016/j.bmc.2011.07.020 Staphylococcus aureus 2
7130986 10.1021/np50022a010 KB 1
38387691 10.1016/j.bmcl.2024.129672 A549 1
31926785 10.1016/j.bmcl.2019.126942 quadruplex DNA 1
24813729 10.1016/j.bmcl.2014.04.070 Plasmodium falciparum 1
18412397 10.1021/np070655e R1 1
18412397 10.1021/np070655e Glucocorticoid receptor 1
1710653 10.1021/np50073a012 Human immunodeficiency virus type 1 reverse transcriptase 1
8035425 10.1021/jm00040a010 Unchecked 1

Data from ChEMBL 36 via Core Engine