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Compound Detail

CHEMBL4456283

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N#CN1CCC[C@@H](n2nc(-c3ccc(Oc4ccc(Cl)cc4)cc3)c(C(N)=O)c2N)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4456283
Phase Preclinical
Structure Type MOL
InChI Key YQUQOLJFVODMTO-MRXNPFEDSA-N
3
Targets
11
Activities
1
Assay Types
3
PK Parameters
5
Publications
0
Known Names

Molecular Properties

436.9
MW (Da)
3.79
ALogP
7
HBA
2
HBD
123.2
PSA (Ų)
0.59
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H21ClN6O2
MW 436.90
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -0.96

Activity Summary

IC50 11 meas. best 9.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase BTK
CHEMBL5251
 IC50 9.19 7.9713 0.6 8
Proto-oncogene tyrosine-protein kinase Src
CHEMBL267
 IC50 5.85 5.85 1400.0 1
Epidermal growth factor receptor
CHEMBL203
 IC50 5.41 5.41 3890.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 8.0 mL.min-1.g-1 Homo sapiens
F 76.0 % Rattus norvegicus
T1/2 6.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase BTK IC50 = 0.64 nM 9.19 Inhibition of BTK (unknown origin) 30565923
Tyrosine-protein kinase BTK IC50 = 0.64 nM 9.19 Inhibition of full-length human His-tagged BTK expressed in baculovirus expressi... 30655951
Tyrosine-protein kinase BTK IC50 = 0.64 nM 9.19 LanthaScreen Assay: BTK: TR-FRET LanthaScreen assays were performed by incubatin... -
Tyrosine-protein kinase BTK IC50 = 1.7 nM 8.77 Inhibition of BTK in goat anti-human IgM F(ab')2-stimulated human B cells assess... 30655951
Tyrosine-protein kinase BTK IC50 = 21.0 nM 7.68 Inhibition of BTK in human whole blood assessed as reduction in anti-human IgE a... 30655951
Tyrosine-protein kinase BTK IC50 = 46.0 nM 7.34 Inhibition of BTK in goat anti-human IgM F(ab')2-stimulated human whole blood as... 30655951
Tyrosine-protein kinase BTK IC50 = 48.0 nM 7.32 Inhibition of full-length human C-terminal His6-tagged BTK C481S mutant expresse... 30655951
Proto-oncogene tyrosine-protein kinase Src IC50 = 1400.0 nM 5.85 Inhibition of full-length recombinant human C-terminal His-tagged SRC cytoplasmi... 30655951
Epidermal growth factor receptor IC50 = 3890.0 nM 5.41 Inhibition of human EGFR cytoplasmic domain expressed in baculovirus expression ... 30655951
Epidermal growth factor receptor IC50 = 3890.0 nM 5.41 TR-FRET LanthaScreen Assay: EGFR: TR-FRET LanthaScreen assays were performed by ... -
Tyrosine-protein kinase BTK IC50 = 8150.0 nM 5.09 Inhibition of BTK in anti-CD3/CD28-stimulated human CD4-positive T cells assesse... 30655951

Literature References

PubMed DOI Target Context # Activities
30655951 10.1021/acsmedchemlett.8b00461 Tyrosine-protein kinase BTK 8
30655951 10.1021/acsmedchemlett.8b00461 ADMET 3
30655951 10.1021/acsmedchemlett.8b00461 Epidermal growth factor receptor 2
30565923 10.1021/acs.jmedchem.8b01153 Tyrosine-protein kinase BTK 1
30655951 10.1021/acsmedchemlett.8b00461 Proto-oncogene tyrosine-protein kinase Src 1

Data from ChEMBL 36 via Core Engine