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Compound Detail

CHEMBL2030402

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O=c1[nH]c([C@@H]2CCCN2)nc2c1oc1ccc(Cl)cc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2030402
Phase Preclinical
Structure Type MOL
InChI Key JJWLXRKVUJDJKG-VIFPVBQESA-N
11
Targets
17
Activities
3
Assay Types
5
PK Parameters
20
Publications
0
Known Names

Molecular Properties

289.7
MW (Da)
2.75
ALogP
4
HBA
2
HBD
70.9
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 C14H12ClN3O2
MW 289.72
Aromatic Rings 3
Heavy Atoms 20
NP-Likeness -0.40

Activity Summary

IC50 9 meas. best 8.47
Kd 7 meas. best 8.05
EC50 1 meas. best 5.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cell division cycle 7-related protein kinase
CHEMBL5443
 IC50 8.47 7.4167 3.4 3
Unchecked
CHEMBL612545
 Kd 8.05 8.05 9.0 1
Serine/threonine-protein kinase pim-1
CHEMBL2147
 Kd 7.66 7.66 22.0 1
Casein kinase II subunit alpha'
CHEMBL4070
 Kd 7.66 7.66 22.0 1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
 Kd 7.4 7.4 40.0 1
Serine/threonine-protein kinase pim-1
CHEMBL2147
 IC50 7.38 7.38 42.0 1
Casein kinase II alpha/beta
CHEMBL3038477
 IC50 6.67 6.67 215.0 1
Caco-2
CHEMBL614058
 IC50 6.15 5.7967 715.0 3
Serine/threonine-protein kinase TAO3
CHEMBL5701
 Kd 5.64 5.64 2292.0 1
Caco-2
CHEMBL614058
 EC50 5.64 5.64 2288.0 1
Citron Rho-interacting kinase
CHEMBL5579
 Kd 5.44 5.44 3659.0 1
Cytochrome P450 1A2
CHEMBL3356
 IC50 5.16 5.16 6900.0 1
Glycogen synthase kinase-3 beta
CHEMBL262
 Kd 5.06 5.06 8793.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 21729.0 ng.hr.mL-1 Rattus norvegicus
CL 1.95 mL.min-1.kg-1 Rattus norvegicus
Cmax 8610.0 nM Rattus norvegicus
F 95.0 % Rattus norvegicus
T1/2 2.32 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cell division cycle 7-related protein kinase IC50 = 3.4 nM 8.47 Inhibition of N-terminus Myc-tagged human CDC7 expressed in Escherichia coli by ... 22560567
Unchecked Kd = 9.0 nM 8.05 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Casein kinase II subunit alpha' Kd = 22.0 nM 7.66 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Serine/threonine-protein kinase pim-1 Kd = 22.0 nM 7.66 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Dual specificity tyrosine-phosphorylation-regulated kinase 1A Kd = 40.0 nM 7.4 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Serine/threonine-protein kinase pim-1 IC50 = 42.0 nM 7.38 Inhibition of N-terminus His-tagged human PIM1 expressed in Escherichia coli usi... 22560567
Cell division cycle 7-related protein kinase IC50 = 118.0 nM 6.93 Inhibition of CDC7 in human MDA-MB-231T cells assessed as inhibition of MCM2 pho... 22560567
Cell division cycle 7-related protein kinase IC50 = 140.0 nM 6.85 Inhibition of CDC7 in human Caco2 cells assessed as inhibition of MCM2 phosphory... 22560567
Casein kinase II alpha/beta IC50 = 215.0 nM 6.67 Inhibition of human tertrameric CK2alphabeta holoenzyme using casein as substrat... 22560567
Caco-2 IC50 = 715.0 nM 6.15 Antiproliferative activity against human Caco2 cells assessed as inhibition of a... 22560567
Caco-2 IC50 = 2142.0 nM 5.67 Antiproliferative activity against human Caco2 cells assessed as decrease in cel... 22560567
Caco-2 EC50 = 2288.0 nM 5.64 Induction of apoptosis in human Caco2 cells assessed as increase in caspase 3/7 ... 22560567
Serine/threonine-protein kinase TAO3 Kd = 2292.0 nM 5.64 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Caco-2 IC50 = 2685.0 nM 5.57 Antiproliferative activity against human Caco2 cells after 3 days by BrdU incorp... 22560567
Citron Rho-interacting kinase Kd = 3659.0 nM 5.44 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Cytochrome P450 1A2 IC50 = 6900.0 nM 5.16 Inhibition of CYP1A2 22560567
Glycogen synthase kinase-3 beta Kd = 8793.0 nM 5.06 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878

Literature References

PubMed DOI Target Context # Activities
22560567 10.1016/j.bmcl.2012.04.024 Caco-2 15
22560567 10.1016/j.bmcl.2012.04.024 Mus musculus 9
22560567 10.1016/j.bmcl.2012.04.024 Plasma 6
22560567 10.1016/j.bmcl.2012.04.024 Rattus norvegicus 6
29191878 10.1126/science.aan4368 Unchecked 4
22560567 10.1016/j.bmcl.2012.04.024 ADMET 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
22560567 10.1016/j.bmcl.2012.04.024 Cell division cycle 7-related protein kinase 3
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
22560567 10.1016/j.bmcl.2012.04.024 Unchecked 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
22560567 10.1016/j.bmcl.2012.04.024 Cytochrome P450 2C9 1
29191878 10.1126/science.aan4368 Tyrosine-protein kinase ABL1 1
29191878 10.1126/science.aan4368 AP2-associated protein kinase 1 1
- 10.6019/CHEMBL3301361 No relevant target 1
22560567 10.1016/j.bmcl.2012.04.024 Voltage-gated inwardly rectifying potassium channel KCNH2 1
22560567 10.1016/j.bmcl.2012.04.024 Cytochrome P450 1A2 1
22560567 10.1016/j.bmcl.2012.04.024 Cytochrome P450 2C19 1
22560567 10.1016/j.bmcl.2012.04.024 Cytochrome P450 2D6 1
22560567 10.1016/j.bmcl.2012.04.024 Serine/threonine-protein kinase pim-1 1

Data from ChEMBL 36 via Core Engine