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Compound Detail

CHEMBL5557736

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N[C@H]1CCCN(C(=O)c2ccc(-c3ccc4ncc(-c5cc6ccccc6o5)n4n3)cc2)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5557736
Phase Preclinical
Structure Type MOL
InChI Key WCADNSJQHAGKBX-FQEVSTJZSA-N
10
Targets
10
Activities
1
Assay Types
14
PK Parameters
18
Publications
0
Known Names

Molecular Properties

437.5
MW (Da)
4.37
ALogP
6
HBA
1
HBD
89.7
PSA (Ų)
0.45
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H23N5O2
MW 437.50
Aromatic Rings 5
Heavy Atoms 33
NP-Likeness -1.29

Activity Summary

IC50 10 meas. best 8.81

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MAP kinase-interacting serine/threonine-protein kinase 2
CHEMBL4204
 IC50 8.81 8.81 1.5 1
MAP kinase-interacting serine/threonine-protein kinase 1
CHEMBL4718
 IC50 8.54 8.54 2.9 1
Eukaryotic translation initiation factor 4E
CHEMBL4848
 IC50 6.14 6.14 721.8 1
DOHH-2
CHEMBL2366181
 IC50 6.0 6.0 1000.0 1
HT-29
CHEMBL384
 IC50 5.6 5.6 2500.0 1
PC-3
CHEMBL390
 IC50 5.58 5.58 2600.0 1
TMD8
CHEMBL4296503
 IC50 5.28 5.28 5300.0 1
PANC-1
CHEMBL614139
 IC50 5.22 5.22 6000.0 1
A549
CHEMBL392
 IC50 5.09 5.09 8100.0 1
MDA-MB-231
CHEMBL400
 IC50 5.03 5.03 9300.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 59000.0 ng.hr.mL-1 Rattus norvegicus
AUC 232000.0 ng.hr.mL-1 Rattus norvegicus
AUC 74000.0 ng.hr.mL-1 Rattus norvegicus
CL 0.2267 mL.min-1.kg-1 Rattus norvegicus
Cmax 13.2 ug.mL-1 Rattus norvegicus
Cmax 14.4 ug.mL-1 Rattus norvegicus
F 78.7 % Rattus norvegicus
T1/2 2.0 hr Homo sapiens
T1/2 2.0 hr Canis lupus familiaris
T1/2 2.0 hr Rattus norvegicus
T1/2 11.1 hr Rattus norvegicus
T1/2 24.0 hr Rattus norvegicus
Tmax 0.083 hr Rattus norvegicus
Tmax 7.3 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MAP kinase-interacting serine/threonine-protein kinase 2 IC50 = 1.54 nM 8.81 Inhibition of recombinant MNK2 (unknown origin) using TATKSGSTTKNR as substrate ... 38564512
MAP kinase-interacting serine/threonine-protein kinase 1 IC50 = 2.9 nM 8.54 Inhibition of recombinant MNK1 (unknown origin) using TATKSGSTTKNR as substrate ... 38564512
Eukaryotic translation initiation factor 4E IC50 = 721.8 nM 6.14 Inhibition of eIF4E phosphorylation at ser209 residue in human HeLa cells incuba... 38564512
DOHH-2 IC50 = 1000.0 nM 6.0 Antiproliferative activity against human DOHH-2 cells assessed as inhibition of ... 38564512
HT-29 IC50 = 2500.0 nM 5.6 Antiproliferative activity against human HT-29 cells assessed as inhibition of c... 38564512
PC-3 IC50 = 2600.0 nM 5.58 Antiproliferative activity against human PC-3 cells assessed as inhibition of ce... 38564512
TMD8 IC50 = 5300.0 nM 5.28 Antiproliferative activity against human TMD8 cells assessed as inhibition of ce... 38564512
PANC-1 IC50 = 6000.0 nM 5.22 Antiproliferative activity against human PANC-1 cells assessed as inhibition of ... 38564512
A549 IC50 = 8100.0 nM 5.09 Antiproliferative activity against human A549 cells assessed as inhibition of ce... 38564512
MDA-MB-231 IC50 = 9300.0 nM 5.03 Antiproliferative activity against human MDA-MB-231 cells assessed as inhibition... 38564512

Literature References

PubMed DOI Target Context # Activities
38564512 10.1021/acs.jmedchem.3c02008 ADMET 16
38564512 10.1021/acs.jmedchem.3c02008 Eukaryotic translation initiation factor 4E 4
38564512 10.1021/acs.jmedchem.3c02008 MAP kinase-interacting serine/threonine-protein kinase 2 2
38564512 10.1021/acs.jmedchem.3c02008 MAP kinase-interacting serine/threonine-protein kinase 1 2
38564512 10.1021/acs.jmedchem.3c02008 DOHH-2 2
38564512 10.1021/acs.jmedchem.3c02008 Dual specificity mitogen-activated protein kinase kinase 1 1
38564512 10.1021/acs.jmedchem.3c02008 Mitogen-activated protein kinase; ERK1/ERK2 1
38564512 10.1021/acs.jmedchem.3c02008 Serine/threonine-protein kinase pim-2 1
38564512 10.1021/acs.jmedchem.3c02008 Serine/threonine-protein kinase pim-1 1
38564512 10.1021/acs.jmedchem.3c02008 Mitogen-activated protein kinase 9 1
38564512 10.1021/acs.jmedchem.3c02008 Mitogen-activated protein kinase 8 1
38564512 10.1021/acs.jmedchem.3c02008 Voltage-gated inwardly rectifying potassium channel KCNH2 1
38564512 10.1021/acs.jmedchem.3c02008 MDA-MB-231 1
38564512 10.1021/acs.jmedchem.3c02008 PANC-1 1
38564512 10.1021/acs.jmedchem.3c02008 A549 1
38564512 10.1021/acs.jmedchem.3c02008 PC-3 1
38564512 10.1021/acs.jmedchem.3c02008 HT-29 1
38564512 10.1021/acs.jmedchem.3c02008 TMD8 1

Data from ChEMBL 36 via Core Engine