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

CHEMBL1738702

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=C1NCC2(CCNCC2)c2[nH]c(-c3ccnc(-c4ccc5c(c4)OCO5)n3)cc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1738702
Phase Preclinical
Structure Type MOL
InChI Key QSDGMDKMSSYMKU-UHFFFAOYSA-N
3
Targets
11
Activities
1
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

403.4
MW (Da)
2.23
ALogP
6
HBA
3
HBD
101.2
PSA (Ų)
0.61
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H21N5O3
MW 403.44
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -0.23

Activity Summary

EC50 11 meas. best 8.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MAP kinase-activated protein kinase 2
CHEMBL2208
 EC50 8.4 7.295 4.0 6
PBMC
CHEMBL613107
 EC50 6.58 6.58 260.0 2
THP-1
CHEMBL614245
 EC50 6.04 6.03 910.0 3

Pharmacokinetic Data

Parameter Value Units Species
AUC 2.421 ng.hr.mL-1 Rattus norvegicus
AUC 6.455 ng.hr.mL-1 Rattus norvegicus
AUC 508.33 ng.hr.mL-1 Rattus norvegicus
AUC 1093.32 ng.hr.mL-1 Rattus norvegicus
F 0.7 % Mus musculus
T1/2 1.0 hr Homo sapiens
T1/2 1.0 hr Rattus norvegicus
T1/2 1.517 hr Homo sapiens
T1/2 2.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MAP kinase-activated protein kinase 2 EC50 = 4.0 nM 8.4 Inhibition of MK2 pretreated for 30 mins before substrate addition measured afte... 21565500
MAP kinase-activated protein kinase 2 EC50 = 4.3 nM 8.37 Inhibition of MK2 pretreated for 30 mins before fluorescein labeled substrate pe... 21565498
MAP kinase-activated protein kinase 2 EC50 = 4.3 nM 8.37 Inhibition of MK2 using Fluo-betaA-11A NeoMPS as substrate pre-incubated for 30 ... 22119462
PBMC EC50 = 260.0 nM 6.58 Antiinflammatory activity in human PBMC cells assessed as inhibition of LPS-indu... 21565500
PBMC EC50 = 260.0 nM 6.58 Inhibition of LPS-induced TNFalpha production in human PBMC pre-incubated for 30... 22119462
MAP kinase-activated protein kinase 2 EC50 = 620.0 nM 6.21 Inhibition of MK2 in LPS-stimulated human THP1 cells assessed as inhibition of H... 21565498
MAP kinase-activated protein kinase 2 EC50 = 620.0 nM 6.21 Inhibition of MK2 in human THP1 cells assessed as Hsp27 phosphorylation 21565500
MAP kinase-activated protein kinase 2 EC50 = 620.0 nM 6.21 Inhibition of MK2-mediated HSP27 phosphorylation in LPS-stimulated human THP1 ce... 22119462
THP-1 EC50 = 910.0 nM 6.04 Antiinflammatory activity in human THP1 cells assessed as inhibition of LPS-indu... 21565498
THP-1 EC50 = 910.0 nM 6.04 Inhibition of LPS-induced TNFalpha production in human THP1 cells pre-incubated ... 22119462
THP-1 EC50 = 980.0 nM 6.01 Antiinflammatory activity in human THP1 cells assessed as inhibition of LPS-indu... 21565500

Literature References

PubMed DOI Target Context # Activities
21565500 10.1016/j.bmcl.2011.04.018 Rattus norvegicus 7
22119462 10.1016/j.bmcl.2011.10.071 MAP kinase-activated protein kinase 2 2
21565500 10.1016/j.bmcl.2011.04.018 Liver microsomes 2
21565498 10.1016/j.bmcl.2011.04.016 Liver microsomes 2
21565500 10.1016/j.bmcl.2011.04.018 ADMET 2
21565500 10.1016/j.bmcl.2011.04.018 MAP kinase-activated protein kinase 2 2
21565498 10.1016/j.bmcl.2011.04.016 MAP kinase-activated protein kinase 2 2
21565498 10.1016/j.bmcl.2011.04.016 Mitogen-activated protein kinase 3 2
21565498 10.1016/j.bmcl.2011.04.016 Serine/threonine-protein kinase Chk2 1
22119462 10.1016/j.bmcl.2011.10.071 THP-1 1
21565500 10.1016/j.bmcl.2011.04.018 Caco-2 1
21565500 10.1016/j.bmcl.2011.04.018 THP-1 1
21565498 10.1016/j.bmcl.2011.04.016 Serine/threonine-protein kinase 17A 1
21565498 10.1016/j.bmcl.2011.04.016 Serine/threonine-protein kinase pim-3 1
21565498 10.1016/j.bmcl.2011.04.016 Serine/threonine-protein kinase pim-1 1
21565498 10.1016/j.bmcl.2011.04.016 Unchecked 1
21565498 10.1016/j.bmcl.2011.04.016 Mus musculus 1
21565498 10.1016/j.bmcl.2011.04.016 Rattus norvegicus 1
21565498 10.1016/j.bmcl.2011.04.016 No relevant target 1
21565498 10.1016/j.bmcl.2011.04.016 Caco-2 1

Data from ChEMBL 36 via Core Engine