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Compound Detail

CHEMBL4211840

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COc1cc(C(N)=O)nc(-c2cccc(C#C[C@]3(O)CCN(C)C3=O)c2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4211840
Phase Preclinical
Structure Type MOL
InChI Key LQSHXYHWYGKAMX-FQEVSTJZSA-N
4
Targets
11
Activities
2
Assay Types
22
PK Parameters
20
Publications
0
Known Names

Molecular Properties

365.4
MW (Da)
0.80
ALogP
5
HBA
2
HBD
105.8
PSA (Ų)
0.78
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C20H19N3O4
MW 365.39
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.31

Activity Summary

IC50 8 meas. best 8.0
Ki 3 meas. best 9.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mitogen-activated protein kinase kinase kinase 14
CHEMBL5888
 Ki 9.64 9.64 0.2 2
Mitogen-activated protein kinase kinase kinase 14
CHEMBL5888
 IC50 8.0 7.5433 10.0 3
Polycystin-1
CHEMBL5772
 Ki 7.18 7.18 66.0 1
Polycystin-1
CHEMBL5772
 IC50 6.66 6.66 220.0 1
Mus musculus
CHEMBL375
 IC50 6.43 6.43 373.0 3
B-cell line
CHEMBL614724
 IC50 6.43 6.43 373.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 53.0 mL.min-1.kg-1 Mus musculus
CL 16.0 mL.min-1.kg-1 Canis lupus familiaris
CL 19.0 mL.min-1.kg-1 Macaca fascicularis
CL 18.0 mL.min-1.kg-1 Rattus norvegicus
CL 38.0 mL.min-1.kg-1 Mus musculus
CL 21.0 mL.min-1.kg-1 Canis lupus familiaris
CL 17.0 mL.min-1.kg-1 Macaca fascicularis
CL 20.0 mL.min-1.kg-1 Rattus norvegicus
CL 32.0 mL.min-1.kg-1 Mus musculus
CL 18.0 mL.min-1.kg-1 Canis lupus familiaris
CL 7.8 mL.min-1.kg-1 Macaca fascicularis
CL 21.0 mL.min-1.kg-1 Rattus norvegicus
CL 5.8 mL.min-1.kg-1 Homo sapiens
CL 6.5 mL.min-1.kg-1 Homo sapiens
F 97.0 % Rattus norvegicus
F 54.0 % Mus musculus
F 56.0 % Canis lupus familiaris
F 100.0 % Macaca fascicularis
Vd 1.35 L.kg-1 Rattus norvegicus
Vd 1.58 L.kg-1 Mus musculus
Vd 0.778 L.kg-1 Canis lupus familiaris
Vd 1.39 L.kg-1 Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mitogen-activated protein kinase kinase kinase 14 Ki = 0.23 nM 9.64 Inhibition of NIK (unknown origin) expressed in baculovirus infected insect cell... 29940120
Mitogen-activated protein kinase kinase kinase 14 Ki = 0.23 nM 9.64 Inhibition of NIK (unknown origin) 33199201
Mitogen-activated protein kinase kinase kinase 14 IC50 = 10.0 nM 8.0 Inhibition of His6-tagged human NIK (330 to 680 residues) S549D mutant expressed... 34212719
Mitogen-activated protein kinase kinase kinase 14 IC50 = 34.0 nM 7.47 Inhibition of NIK (unknown origin) expressed in HEK293 cells harboring NFkB-Luc ... 29940120
Polycystin-1 Ki = 66.0 nM 7.18 Inhibition of PKD1 (unknown origin) assessed as inhibition constant 37105490
Mitogen-activated protein kinase kinase kinase 14 IC50 = 70.0 nM 7.16 Inhibition of NIK in human HeLa cells assessed as inhibition of non-classical NF... 29940120
Polycystin-1 IC50 = 220.0 nM 6.66 Inhibition of PKD1 (unknown origin) 37105490
Mus musculus IC50 = 373.0 nM 6.43 In vivo inhibition of BAFF-stimulated marginal zone B cell survival in C57BL/6 m... 29940120
B-cell line IC50 = 373.0 nM 6.43 Inhibition of BAFF-stimulated mouse splenic B cell survival preincubated for 1 h... 29940120
Mus musculus IC50 = 373.0 nM 6.43 In vivo inhibition of BAFF-stimulated marginal zone B cell survival in C57BL/6 m... 29940120
Mus musculus IC50 = 373.0 nM 6.43 In vivo inhibition of BAFF-stimulated marginal zone B cell survival in C57BL/6 m... 29940120

Literature References

PubMed DOI Target Context # Activities
29940120 10.1021/acs.jmedchem.8b00678 ADMET 17
29940120 10.1021/acs.jmedchem.8b00678 Mus musculus 15
- 10.6019/CHEMBL5303304 U2OS 7
- 10.6019/CHEMBL5303304 Fibroblast 6
29940120 10.1021/acs.jmedchem.8b00678 Mitogen-activated protein kinase kinase kinase 14 3
29940120 10.1021/acs.jmedchem.8b00678 Rattus norvegicus 3
29940120 10.1021/acs.jmedchem.8b00678 Canis familiaris 3
29940120 10.1021/acs.jmedchem.8b00678 Cynomolgus monkey 3
37105490 10.1016/j.bmcl.2023.129277 Polycystin-1 2
- 10.6019/CHEMBL5303304 HEK-293T 2
29940120 10.1021/acs.jmedchem.8b00678 B-cell line 2
29940120 10.1021/acs.jmedchem.8b00678 No relevant target 2
29940120 10.1021/acs.jmedchem.8b00678 Mitogen-activated protein kinase kinase kinase kinase 5 1
33199201 10.1016/j.bmc.2020.115856 Mitogen-activated protein kinase kinase kinase 14 1
34212719 10.1021/acs.jmedchem.0c01249 Mitogen-activated protein kinase kinase kinase 14 1
34212719 10.1021/acs.jmedchem.0c01249 Z-138 1
34212719 10.1021/acs.jmedchem.0c01249 Maver1 1
34212719 10.1021/acs.jmedchem.0c01249 MCF7 1
37105490 10.1016/j.bmcl.2023.129277 Unchecked 1
29940120 10.1021/acs.jmedchem.8b00678 B cell 1

Data from ChEMBL 36 via Core Engine