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Compound Detail

CHEMBL1989043

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CN1CCN(c2ccc(Nc3nc(N)c(C(=O)c4c(Cl)cccc4Cl)s3)cc2)CC1

Basic Information

ChEMBL ID CHEMBL1989043
Phase Preclinical
Structure Type MOL
InChI Key QDMKHRICOLBXIP-UHFFFAOYSA-N
16
Targets
20
Activities
3
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

462.4
MW (Da)
4.76
ALogP
7
HBA
2
HBD
74.5
PSA (Ų)
0.53
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H21Cl2N5OS
MW 462.41
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.61

Activity Summary

Ki 12 meas. best 7.7
IC50 7 meas. best 8.4
Kd 1 meas. best 7.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
CDK6/cyclin D1
CHEMBL2111455
IC50 8.4 8.1 4.0 2
Cyclin-dependent kinase 4/cyclin D1
CHEMBL1907601
IC50 8.15 8.055 7.0 2
Cyclin-dependent kinase 5
CHEMBL4036
Ki 7.7 7.7 19.9 1
Cyclin-dependent kinase 11A
CHEMBL5416
Kd 7.48 7.48 33.0 1
CDK9/cyclin T1
CHEMBL2111389
IC50 7.36 6.615 44.0 2
Cyclin-dependent kinase 9
CHEMBL3116
Ki 7.2 7.2 63.1 1
Dual specificity protein kinase CLK2
CHEMBL4225
Ki 6.9 6.9 125.9 1
Cyclin-dependent kinase 11A
CHEMBL5416
IC50 6.77 6.77 170.0 1
Serine/threonine-protein kinase TAO1
CHEMBL5261
Ki 6.7 6.7 199.5 1
Protein kinase C theta type
CHEMBL3920
Ki 6.5 6.5 316.2 1
ALK tyrosine kinase receptor
CHEMBL4247
Ki 6.5 6.5 316.2 1
Cyclin-dependent kinase 7
CHEMBL3055
Ki 6.4 6.4 398.1 1
Leukocyte tyrosine kinase receptor
CHEMBL5627
Ki 5.9 5.9 1258.9 1
Dual specificity protein kinase CLK4
CHEMBL4203
Ki 5.8 5.8 1584.9 1
LIM domain kinase 1
CHEMBL3836
Ki 5.6 5.6 2511.9 1
Glycogen synthase kinase-3 alpha
CHEMBL2850
Ki 5.5 5.5 3162.3 1
Glycogen synthase kinase-3 beta
CHEMBL262
Ki 5.5 5.5 3162.3 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
CDK6/cyclin D1 IC50 = 4.0 nM 8.4 Inhibition of human recombinant full length GST-tagged CDK6/Cyclin D1 expressed ... 35597007
Cyclin-dependent kinase 4/cyclin D1 IC50 = 7.0 nM 8.15 Inhibition of human recombinant full length GST-tagged CDK4/Cyclin D1 expressed ... 35597007
Cyclin-dependent kinase 4/cyclin D1 IC50 = 11.0 nM 7.96 Inhibition of N-terminus or C-terminus NLuc fused CDK4/Cyclin D1 (unknown origin... 35597007
CDK6/cyclin D1 IC50 = 16.0 nM 7.8 Inhibition of N-terminus or C-terminus NLuc fused CDK6/Cyclin D1 (unknown origin... 35597007
Cyclin-dependent kinase 5 Ki = 19.95 nM 7.7 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Cyclin-dependent kinase 11A Kd = 33.0 nM 7.48 Binding affinity to wild type human partial length CDK11A (D391 to K730 residues... 35597007
CDK9/cyclin T1 IC50 = 44.0 nM 7.36 Inhibition of human recombinant full length His-tagged CDK9/Cyclin T1 expressed ... 35597007
Cyclin-dependent kinase 9 Ki = 63.1 nM 7.2 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Dual specificity protein kinase CLK2 Ki = 125.89 nM 6.9 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Cyclin-dependent kinase 11A IC50 = 170.0 nM 6.77 Inhibition of N-terminus or C-terminus NLuc fused CDK11A (unknown origin) transf... 35597007
Serine/threonine-protein kinase TAO1 Ki = 199.53 nM 6.7 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
ALK tyrosine kinase receptor Ki = 316.23 nM 6.5 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Protein kinase C theta type Ki = 316.23 nM 6.5 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Cyclin-dependent kinase 7 Ki = 398.11 nM 6.4 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Leukocyte tyrosine kinase receptor Ki = 1258.93 nM 5.9 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
CDK9/cyclin T1 IC50 = 1340.0 nM 5.87 Inhibition of N-terminus or C-terminus NLuc fused CDK9/Cyclin T1 (unknown origin... 35597007
Dual specificity protein kinase CLK4 Ki = 1584.89 nM 5.8 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
LIM domain kinase 1 Ki = 2511.89 nM 5.6 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Glycogen synthase kinase-3 alpha Ki = 3162.28 nM 5.5 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Glycogen synthase kinase-3 beta Ki = 3162.28 nM 5.5 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -

Literature References

PubMed DOI Target Context # Activities
35597007 10.1016/j.ejmech.2022.114433 Cyclin-dependent kinase 11A 3
35597007 10.1016/j.ejmech.2022.114433 Cyclin-dependent kinase 4/cyclin D1 2
35597007 10.1016/j.ejmech.2022.114433 CDK6/cyclin D1 2
35597007 10.1016/j.ejmech.2022.114433 CDK9/cyclin T1 2
35597007 10.1016/j.ejmech.2022.114433 Cyclin-dependent kinase 11B 1

Data from ChEMBL 36 via Core Engine