Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL3590107

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
O=C(Nc1ccc2[nH]nc(-c3ccncc3)c2c1)[C@@H]1CCN(CC(=O)N2CCN(c3ccc(-c4ncccn4)cc3)CC2)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3590107
Phase Preclinical
Structure Type MOL
InChI Key HDAJDNHIBCDLQF-RUZDIDTESA-N
11
Targets
29
Activities
2
Assay Types
25
PK Parameters
20
Publications
0
Known Names

Molecular Properties

587.7
MW (Da)
3.69
ALogP
8
HBA
2
HBD
123.2
PSA (Ų)
0.30
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C33H33N9O2
MW 587.69
Aromatic Rings 5
Heavy Atoms 44
NP-Likeness -2.07

Activity Summary

IC50 26 meas. best 9.4
Kd 3 meas. best 10.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mitogen-activated protein kinase 1
CHEMBL4040
 Kd 10.3 10.15 0.1 2
Mitogen-activated protein kinase 1
CHEMBL4040
 IC50 9.4 8.7375 0.4 8
Mitogen-activated protein kinase; ERK1/ERK2
CHEMBL1907606
 IC50 8.6 8.0733 2.5 3
Mitogen-activated protein kinase 3
CHEMBL3385
 IC50 8.4 8.3 4.0 3
Dual specificity mitogen-activated protein kinase kinase; MEK1/2
CHEMBL2111289
 IC50 8.05 8.05 9.0 1
COLO 205
CHEMBL614561
 IC50 7.8 7.8 16.0 1
A375-SM
CHEMBL4513121
 IC50 7.41 7.41 39.0 1
Unchecked
CHEMBL612545
 IC50 7.24 6.515 57.0 2
HT-29
CHEMBL384
 IC50 7.23 7.16 59.0 3
A-375
CHEMBL613859
 IC50 7.16 7.16 70.0 1
HL-60
CHEMBL383
 IC50 5.97 5.97 1060.0 1
Mitogen-activated protein kinase 6
CHEMBL5121
 Kd 4.84 4.84 14300.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC - ng.hr.mL-1 Rattus norvegicus
AUC - - Canis lupus familiaris
AUC - ng.hr.mL-1 Rattus norvegicus
AUC - - Canis lupus familiaris
CL 122.0 mL.min-1.kg-1 Rattus norvegicus
CL - - Canis lupus familiaris
CL - - Rattus norvegicus
CL - - Canis lupus familiaris
F - % Rattus norvegicus
F - % Canis lupus familiaris
F - % Rattus norvegicus
F - % Rattus norvegicus
F - % Canis lupus familiaris
Ka 9.4 10'-5/M/s Homo sapiens
Ka 1.3 10'-6/M/s Homo sapiens
MRT 1.6 hr Rattus norvegicus
MRT - - Canis lupus familiaris
MRT - - Rattus norvegicus
MRT - - Canis lupus familiaris
T1/2 1.5 hr Rattus norvegicus
t1/2 - - Canis lupus familiaris
t1/2 - - Rattus norvegicus
t1/2 - - Canis lupus familiaris
T1/2 4.85 hr Homo sapiens
T1/2 2.117 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mitogen-activated protein kinase 1 Kd = 0.05012 nM 10.3 Binding affinity to non-phosphorylated biotinylated ERK2 (unknown origin) by SPR... 31710489
Mitogen-activated protein kinase 1 Kd = 0.1 nM 10.0 Binding affinity to MEK-activated phosphorylated biotinylated ERK2 (unknown orig... 31710489
Mitogen-activated protein kinase 1 IC50 = 0.4 nM 9.4 Inhibition of human ERK2 preincubated for 15 mins followed by addition of IMAP p... 27329786
Mitogen-activated protein kinase 1 IC50 = 1.0 nM 9.0 Inhibition of ERK2 (unknown origin) after 45 mins by IMAP assay 26298497
Mitogen-activated protein kinase 1 IC50 = 1.0 nM 9.0 Inhibition of ERK2 (unknown origin) using peptide substrate measured after 45 mi... 30034615
Mitogen-activated protein kinase 1 IC50 = 1.0 nM 9.0 Inhibition of ERK2 (unknown origin) preincubated for 45 mins followed by substra... 29748051
Mitogen-activated protein kinase 1 IC50 = 1.0 nM 9.0 Inhibition of ERK2 (unknown origin) incubated for 45 mins in presence of ATP by ... 36205714
Mitogen-activated protein kinase; ERK1/ERK2 IC50 = 2.5 nM 8.6 Inhibition of ERK1/2 in human A375 cells assessed as inhibition of ERK phosphory... 31710489
Mitogen-activated protein kinase 1 IC50 = 4.0 nM 8.4 Inhibition of ERK2 in human A375 cells harboring B-RAF V600E mutant assessed as ... 25977981
Mitogen-activated protein kinase 3 IC50 = 4.0 nM 8.4 Inhibition of ERK1 (unknown origin) after 45 mins by IMAP assay 26298497
Mitogen-activated protein kinase 1 IC50 = 4.0 nM 8.4 Inhibition of ERK2 in human A375 cells harboring BRAF V600E mutant assessed as d... 28376306
Mitogen-activated protein kinase 3 IC50 = 4.0 nM 8.4 Inhibition of ERK1 (unknown origin) incubated for 45 mins in presence of ATP by ... 36205714
Mitogen-activated protein kinase 3 IC50 = 8.0 nM 8.1 Inhibition of ERK1 (unknown origin) using peptide substrate measured after 45 mi... 30034615
Dual specificity mitogen-activated protein kinase kinase; MEK1/2 IC50 = 9.0 nM 8.05 Inhibition of MEK in human A375 cells assessed as inhibition of ERK phosphorylat... 27329786
Mitogen-activated protein kinase; ERK1/ERK2 IC50 = 12.0 nM 7.92 Inhibition of ERK1/2 in human A375 cells assessed as inhibition of RSK phosphory... 31710489
COLO 205 IC50 = 16.0 nM 7.8 Antiproliferative activity against human COLO205 cells harboring BRAF V600E/D mu... 30034615
Mitogen-activated protein kinase 1 IC50 = 20.0 nM 7.7 Inhibition of ERK2 in human A375 cells harboring BRAF V600E mutant assessed as d... 28376306
Mitogen-activated protein kinase; ERK1/ERK2 IC50 = 20.0 nM 7.7 Inhibition of ERK1/2 in human A375 cells harboring B-RAF V600E mutant assessed a... 25977981
A375-SM IC50 = 39.0 nM 7.41 Antiproliferative activity against human A375SM cells harboring BRAF V600E mutan... 27329786
Unchecked IC50 = 57.0 nM 7.24 Inhibition of ERK (unknown origin) assessed as inhibition of RSK phosphorylation 27329786

Literature References

PubMed DOI Target Context # Activities
31710489 10.1021/acs.jmedchem.9b01295 Mitogen-activated protein kinase 1 8
29748051 10.1016/j.bmcl.2018.04.063 Rattus norvegicus 6
29748051 10.1016/j.bmcl.2018.04.063 Canis familiaris 5
30034615 10.1021/acsmedchemlett.8b00220 Canis familiaris 5
30034615 10.1021/acsmedchemlett.8b00220 Rattus norvegicus 5
30034615 10.1021/acsmedchemlett.8b00220 ADMET 3
29748051 10.1016/j.bmcl.2018.04.063 ADMET 3
25977981 10.1021/acs.jmedchem.5b00466 Mitogen-activated protein kinase 1 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
29748051 10.1016/j.bmcl.2018.04.063 HT-29 2
29748051 10.1016/j.bmcl.2018.04.063 Cytochrome P450 3A4 2
30034615 10.1021/acsmedchemlett.8b00220 Voltage-gated inwardly rectifying potassium channel KCNH2 2
30034615 10.1021/acsmedchemlett.8b00220 Cytochrome P450 3A4 2
29748051 10.1016/j.bmcl.2018.04.063 Voltage-gated inwardly rectifying potassium channel KCNH2 2
32078308 10.1021/acs.jmedchem.9b01896 Mitogen-activated protein kinase 7 2
28376306 10.1021/acs.jmedchem.7b00267 Mitogen-activated protein kinase 1 2
31710489 10.1021/acs.jmedchem.9b01295 Mitogen-activated protein kinase; ERK1/ERK2 2
- 10.6019/CHEMBL5724709 HEK-293T 2
25977981 10.1021/acs.jmedchem.5b00466 No relevant target 2
32927028 10.1016/j.bmcl.2020.127551 Mitogen-activated protein kinase 6 2

Data from ChEMBL 36 via Core Engine