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Compound Detail

CHEMBL44889

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COc1ccc2c3ccnc(C)c3n(C)c2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL44889
Phase Preclinical
Structure Type MOL
InChI Key LJQLTQRHIJBENP-UHFFFAOYSA-N
14
Targets
16
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

226.3
MW (Da)
3.04
ALogP
3
HBA
0
HBD
27.1
PSA (Ų)
0.64
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H14N2O
MW 226.28
Aromatic Rings 3
Heavy Atoms 17
NP-Likeness 0.10

Activity Summary

EC50 8 meas. best 5.96
IC50 8 meas. best 7.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Amine oxidase [flavin-containing] A
CHEMBL1951
 IC50 7.96 7.96 11.0 1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
 IC50 7.46 7.39 35.0 2
Human immunodeficiency virus 1
CHEMBL378
 EC50 5.96 5.96 1100.0 1
dengue virus type 3
CHEMBL612717
 EC50 5.5 5.5 3200.0 1
dengue virus type 1
CHEMBL613360
 EC50 5.5 5.5 3200.0 1
dengue virus type 4
CHEMBL613728
 EC50 5.5 5.5 3200.0 1
dengue virus type 2
CHEMBL613966
 EC50 5.5 5.5 3200.0 2
A549
CHEMBL392
 IC50 5.3 5.3 4970.0 1
SGC-7901
CHEMBL614909
 IC50 5.01 5.01 9670.0 1
H9
CHEMBL614806
 IC50 5.0 5.0 10100.0 1
HepG2
CHEMBL395
 IC50 4.8 4.8 16000.0 1
Plasmodium falciparum
CHEMBL364
 EC50 4.51 4.51 31000.0 1
FM3A
CHEMBL614297
 EC50 4.5 4.5 32000.0 1
SMMC-7721
CHEMBL613831
 IC50 4.36 4.36 43620.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Amine oxidase [flavin-containing] A IC50 = 11.0 nM 7.96 Inhibition of MAO-A (unknown origin) 33528252
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 35.0 nM 7.46 Inhibition of DYRK1A (unknown origin) 33528252
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 48.0 nM 7.32 Inhibition of DYRK1A (unknown origin) 33528252
Human immunodeficiency virus 1 EC50 = 1100.0 nM 5.96 Antiviral activity against HIV1 in human H9 cells assessed as inhibition of vira... 11473435
dengue virus type 1 EC50 = 3200.0 nM 5.5 Antiviral activity against DENV1 infected in African green monkey Vero cells ass... 31128447
dengue virus type 2 EC50 = 3200.0 nM 5.5 Antiviral activity against DENV2 infected in African green monkey Vero cells ass... 31128447
dengue virus type 3 EC50 = 3200.0 nM 5.5 Antiviral activity against DENV3 infected in African green monkey Vero cells ass... 31128447
dengue virus type 4 EC50 = 3200.0 nM 5.5 Antiviral activity against DENV4 infected in African green monkey Vero cells ass... 31128447
dengue virus type 2 EC50 = 3200.0 nM 5.5 Antiviral activity against DENV-2 strain New Guinea C infected in Vero cells ass... 30125723
A549 IC50 = 4970.0 nM 5.3 Cytotoxicity against human A549 cells assessed as inhibition of cell growth afte... 27397495
SGC-7901 IC50 = 9670.0 nM 5.01 Cytotoxicity against human SGC7901 cells assessed as inhibition of cell growth a... 27397495
H9 IC50 = 10100.0 nM 5.0 Cytotoxicity against human H9 cells 11473435
HepG2 IC50 = 16000.0 nM 4.8 Cytotoxicity against human HepG2 cells by MTT assay 30684866
Plasmodium falciparum EC50 = 31000.0 nM 4.51 In vitro antimalarial activity against Plasmodium falciparum FCR3 15026051
FM3A EC50 = 32000.0 nM 4.5 In vitro cytotoxic activity tested in mouse mammary tumor FM3A cells 15026051
SMMC-7721 IC50 = 43620.0 nM 4.36 Cytotoxicity against human SMMC7721 cells assessed as inhibition of cell growth ... 27397495

Literature References

PubMed DOI Target Context # Activities
15026051 10.1016/j.bmcl.2004.01.055 FM3A 2
33528252 10.1021/acs.jmedchem.0c01887 Dual specificity tyrosine-phosphorylation-regulated kinase 1A 2
11473435 10.1021/np0101189 ADMET 1
15026051 10.1016/j.bmcl.2004.01.055 Plasmodium falciparum 1
30125723 10.1016/j.ejmech.2018.08.027 dengue virus type 2 1
27397495 10.1016/j.bmcl.2016.06.087 SGC-7901 1
27397495 10.1016/j.bmcl.2016.06.087 MCF7 1
31128447 10.1016/j.ejmech.2019.05.010 dengue virus type 4 1
31128447 10.1016/j.ejmech.2019.05.010 dengue virus type 3 1
31128447 10.1016/j.ejmech.2019.05.010 dengue virus type 2 1
31128447 10.1016/j.ejmech.2019.05.010 dengue virus type 1 1
30684866 10.1016/j.ejmech.2019.01.028 HepG2 1
10612592 10.1016/s0960-894x(99)00598-3 KB 1
11473435 10.1021/np0101189 Human immunodeficiency virus 1 1
11473435 10.1021/np0101189 H9 1
10612592 10.1016/s0960-894x(99)00598-3 U-87 MG 1
10612592 10.1016/s0960-894x(99)00598-3 HCT-8 1
10612592 10.1016/s0960-894x(99)00598-3 1A9 1
10612592 10.1016/s0960-894x(99)00598-3 MCF7 1
10612592 10.1016/s0960-894x(99)00598-3 CAKI-1 1

Data from ChEMBL 36 via Core Engine