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Compound Detail

CHEMBL52387

(RS)-ROSCOVITINE
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CCC(CO)Nc1nc(NCc2ccccc2)c2ncn(C(C)C)c2n1

Basic Information

ChEMBL ID CHEMBL52387
Name (RS)-ROSCOVITINE
Phase Preclinical
Structure Type MOL
InChI Key BTIHMVBBUGXLCJ-UHFFFAOYSA-N
15
Targets
20
Activities
2
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

354.5
MW (Da)
3.20
ALogP
7
HBA
3
HBD
87.9
PSA (Ų)
0.58
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C19H26N6O
MW 354.46
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.75

Activity Summary

Ki 14 meas. best 7.1
IC50 6 meas. best 6.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cyclin-dependent kinase 7
CHEMBL3055
Ki 7.1 7.1 79.4 1
Cyclin-dependent kinase 9
CHEMBL3116
Ki 6.9 6.9 125.9 1
Cyclin-dependent kinase 5
CHEMBL4036
IC50 6.8 6.8 160.0 1
Cyclin-dependent kinase 5
CHEMBL4036
Ki 6.7 6.7 199.5 1
Cyclin-dependent kinase 2
CHEMBL301
Ki 6.7 6.7 199.5 1
Dual specificity protein kinase CLK2
CHEMBL4225
Ki 6.3 6.3 501.2 1
Dual specificity protein kinase CLK4
CHEMBL4203
Ki 6.3 6.3 501.2 1
Cyclin-dependent kinase 1
CHEMBL308
IC50 6.19 6.19 650.0 3
Casein kinase I isoform delta
CHEMBL2828
Ki 5.9 5.9 1258.9 1
Cyclin-dependent kinase 1
CHEMBL308
Ki 5.9 5.9 1258.9 1
Aldo-keto reductase family 1 member C3
CHEMBL4681
Ki 5.85 5.85 1400.0 1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
Ki 5.8 5.8 1584.9 1
Homeodomain-interacting protein kinase 4
CHEMBL1075167
Ki 5.8 5.8 1584.9 1
Aldo-keto reductase family 1 member C3
CHEMBL4681
IC50 5.67 5.67 2150.0 1
Casein kinase I isoform gamma-2
CHEMBL2543
Ki 5.6 5.6 2511.9 1
SRSF protein kinase 1
CHEMBL4375
Ki 5.6 5.6 2511.9 1
Casein kinase I isoform gamma-1
CHEMBL2426
Ki 5.4 5.4 3981.1 1
Cdk-related protein kinase 6
CHEMBL3301558
IC50 4.52 4.52 30000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cyclin-dependent kinase 7 Ki = 79.43 nM 7.1 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Cyclin-dependent kinase 9 Ki = 125.89 nM 6.9 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Cyclin-dependent kinase 5 IC50 = 160.0 nM 6.8 Inhibitory activity against Cyclin-dependent kinase 5 11063606
Cyclin-dependent kinase 5 Ki = 199.53 nM 6.7 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Cyclin-dependent kinase 2 Ki = 199.53 nM 6.7 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Dual specificity protein kinase CLK4 Ki = 501.19 nM 6.3 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Dual specificity protein kinase CLK2 Ki = 501.19 nM 6.3 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Cyclin-dependent kinase 1 IC50 = 650.0 nM 6.19 In vitro inhibitory activity against cyclin-dependent kinase 1-cyclin B (Cyclin-... 10425100
Cyclin-dependent kinase 1 IC50 = 650.0 nM 6.19 Inhibition of Cyclin-dependent kinase 1 (CDK1) 11063606
Cyclin-dependent kinase 1 IC50 = 650.0 nM 6.19 Inhibitory activity against purified cdc2 p34/Cyclin B obtained from M phase ooc... 9046330
Casein kinase I isoform delta Ki = 1258.93 nM 5.9 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Cyclin-dependent kinase 1 Ki = 1258.93 nM 5.9 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Aldo-keto reductase family 1 member C3 Ki = 1400.0 nM 5.85 Inhibition of human AKR1C3 expressed in Escherichia coli incubated for 30 mins i... 32463235
Dual specificity tyrosine-phosphorylation-regulated kinase 1A Ki = 1584.89 nM 5.8 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Homeodomain-interacting protein kinase 4 Ki = 1584.89 nM 5.8 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Aldo-keto reductase family 1 member C3 IC50 = 2150.0 nM 5.67 Inhibition of human AKR1C3 expressed in Escherichia coli incubated for 30 mins i... 32463235
Casein kinase I isoform gamma-2 Ki = 2511.89 nM 5.6 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
SRSF protein kinase 1 Ki = 2511.89 nM 5.6 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Casein kinase I isoform gamma-1 Ki = 3981.07 nM 5.4 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Cdk-related protein kinase 6 IC50 = 30000.0 nM 4.52 Inhibition of N-terminal 6His-tagged plasmodium falciparum PK6 expressed in Esch... 36736152

Literature References

PubMed DOI Target Context # Activities
10425100 10.1021/jm9900570 HCT-116 2
10425100 10.1021/jm9900570 Tumor Cell line 2
32463235 10.1021/acs.jmedchem.9b02138 Aldo-keto reductase family 1 member C3 2
10425100 10.1021/jm9900570 Cyclin-dependent kinase 1 1
9046330 10.1021/jm960666x Cyclin-dependent kinase 1 1
11063606 10.1021/jm000965t Cyclin-dependent kinase 1 1
11063606 10.1021/jm000965t Cyclin-dependent kinase 5 1
36736152 10.1016/j.ejmech.2022.115043 Cdk-related protein kinase 6 1

Data from ChEMBL 36 via Core Engine