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Compound Detail

CHEMBL4079206

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CN1CC[C@H](c2c(O)cc(O)c3c(=O)cc(/C=C/c4c(Cl)cccc4Cl)oc23)[C@H](O)C1

Basic Information

ChEMBL ID CHEMBL4079206
Phase Preclinical
Structure Type MOL
InChI Key NFTJDXGFOUFNKG-UGBNQVSOSA-N
15
Targets
19
Activities
1
Assay Types
30
PK Parameters
20
Publications
0
Known Names

Molecular Properties

462.3
MW (Da)
4.46
ALogP
6
HBA
3
HBD
94.1
PSA (Ų)
0.53
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H21Cl2NO5
MW 462.33
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness 0.79

Activity Summary

IC50 19 meas. best 8.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
CDK9/cyclin T1
CHEMBL2111389
IC50 8.72 8.62 1.9 2
Cyclin-dependent kinase 9
CHEMBL3116
IC50 8.72 8.72 1.9 1
CDK1/Cyclin A
CHEMBL3038467
IC50 8.31 8.31 4.9 1
Cyclin-dependent kinase 1
CHEMBL308
IC50 8.31 8.31 4.9 1
Cyclin-dependent kinase 5/CDK5 activator 1
CHEMBL1907600
IC50 7.81 7.805 15.5 2
CDK2/Cyclin A2
CHEMBL3038469
IC50 7.81 7.81 15.5 1
CDK4/Cyclin D3
CHEMBL3038472
IC50 7.65 7.65 22.5 1
Cyclin-dependent kinase 4
CHEMBL331
IC50 7.65 7.65 22.5 1
CDK6/cyclin D1
CHEMBL2111455
IC50 7.35 7.35 45.0 1
Cyclin-dependent kinase 6
CHEMBL2508
IC50 7.35 7.35 45.0 1
CDK1/Cyclin E
CHEMBL3038468
IC50 7.12 7.12 75.9 1
CDK2/Cyclin O
CHEMBL4106152
IC50 6.86 6.86 138.0 1
CDK6/cyclin D3
CHEMBL2111448
IC50 6.7 6.7 199.0 1
CDK9/Cyclin K
CHEMBL3038475
IC50 6.5 6.44 320.0 2
Cyclin-dependent kinase 7/ cyclin H
CHEMBL2111288
IC50 6.15 6.15 710.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 2081.87 ng.hr.mL-1 Mus musculus
AUC 242.72 ng.hr.mL-1 Mus musculus
AUC 2033.79 ng.hr.mL-1 Mus musculus
AUC 301.9 ng.hr.mL-1 Mus musculus
AUC 297.23 ng.hr.mL-1 Mus musculus
AUC 1116.06 ng.hr.mL-1 Mus musculus
AUC 5210.46 ng.hr.mL-1 Mus musculus
AUC 666.22 ng.hr.mL-1 Rattus norvegicus
AUC 2624.19 ng.hr.mL-1 Rattus norvegicus
AUC 7341.8 ng.hr.mL-1 Rattus norvegicus
CL 55.4 mL.min-1.kg-1 Mus musculus
Cmax 670.0 nM Mus musculus
Cmax 677.0 nM Mus musculus
Cmax 216.0 nM Mus musculus
Cmax 4108.0 nM Mus musculus
Cmax 316.0 nM Rattus norvegicus
Cmax 900.0 nM Rattus norvegicus
Cmax 3623.0 nM Rattus norvegicus
F 70.7 % Mus musculus
T1/2 0.5 hr Mus musculus
T1/2 0.5 hr Rattus norvegicus
T1/2 0.5 hr Homo sapiens
T1/2 0.4 hr Canis lupus familiaris
T1/2 0.4167 hr Macaca mulatta
T1/2 3.1 hr Mus musculus
T1/2 6.267 hr Rattus norvegicus
T1/2 12.1 hr Homo sapiens
T1/2 4.683 hr Canis lupus familiaris
T1/2 5.433 hr Macaca mulatta
T1/2 1.433 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cyclin-dependent kinase 9 IC50 = 1.9 nM 8.72 Inhibition of human CDK9 30733087
CDK9/cyclin T1 IC50 = 1.9 nM 8.72 Inhibition of CDK9/cyclin T1 (unknown origin) using YSPTSPSYSPTSPSYSPTSPKKK as s... 29370702
CDK9/cyclin T1 IC50 = 3.0 nM 8.52 Inhibition of CDK9/cyclin T1 (unknown origin) by ADP-Glo assay 37302342
CDK1/Cyclin A IC50 = 4.93 nM 8.31 Inhibition of CDK1/cyclin A (unknown origin) after 30 mins in presence of [33P]-... 29370702
Cyclin-dependent kinase 1 IC50 = 4.9 nM 8.31 Inhibition of human CDK1 30733087
CDK2/Cyclin A2 IC50 = 15.5 nM 7.81 Inhibition of CDK2/cyclin A (unknown origin) using histone H1 as substrate after... 29370702
Cyclin-dependent kinase 5/CDK5 activator 1 IC50 = 15.5 nM 7.81 Inhibition of CDK5/cyclin p25 (unknown origin) after 30 mins in presence of [33P... 29370702
Cyclin-dependent kinase 5/CDK5 activator 1 IC50 = 15.7 nM 7.8 Inhibition of CDK5/cyclin p35 (unknown origin) after 30 mins in presence of [33P... 29370702
Cyclin-dependent kinase 4 IC50 = 22.5 nM 7.65 Inhibition of human CDK4 30733087
CDK4/Cyclin D3 IC50 = 22.5 nM 7.65 Inhibition of CDK4/cyclin D3 (unknown origin) after 30 mins in presence of [33P]... 29370702
CDK6/cyclin D1 IC50 = 45.0 nM 7.35 Inhibition of CDK6/cyclin D1 (unknown origin) after 30 mins in presence of [33P]... 29370702
Cyclin-dependent kinase 6 IC50 = 45.0 nM 7.35 Inhibition of human CDK6 30733087
CDK1/Cyclin E IC50 = 75.9 nM 7.12 Inhibition of CDK1/cyclin E (unknown origin) after 30 mins in presence of [33P]-... 29370702
CDK2/Cyclin O IC50 = 138.0 nM 6.86 Inhibition of CDK2/cyclin O (unknown origin) after 30 mins in presence of [33P]-... 29370702
CDK6/cyclin D3 IC50 = 199.0 nM 6.7 Inhibition of CDK6/cyclin D3 (unknown origin) after 30 mins in presence of [33P]... 29370702
CDK9/Cyclin K IC50 = 320.0 nM 6.5 Inhibition of CDK9/cyclin K (unknown origin) by ADP-Glo assay 37302342
CDK9/Cyclin K IC50 = 412.0 nM 6.38 Inhibition of CDK9/cyclin K (unknown origin) after 30 mins in presence of [33P]-... 29370702
Cyclin-dependent kinase 7/ cyclin H IC50 = 711.0 nM 6.15 Inhibition of CDK7/cyclin H (unknown origin) after 30 mins in presence of [33P]-... 29370702
Cyclin-dependent kinase 7/ cyclin H IC50 = 710.0 nM 6.15 Inhibition of CDK7/cyclin H (unknown origin) by ADP-Glo assay 37302342

Literature References

Data from ChEMBL 36 via Core Engine