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Compound Detail

CHEMBL4446357

EBVACICLIB
🧪 Phase II
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🧪 Phase II
C[C@@]1(O)CCC[C@H]1n1c(=O)c(C(F)F)cc2cnc(NC3CCN(S(C)(=O)=O)CC3)nc21

Basic Information

ChEMBL ID CHEMBL4446357
Name EBVACICLIB
Phase Phase II
Structure Type MOL
InChI Key QIEKHLDZKRQLLN-FOIQADDNSA-N

Known Names

Ebvaciclib Pf-06873600
17
Targets
35
Activities
3
Assay Types
6
PK Parameters
20
Publications
2
Known Names
4
Indications

Molecular Properties

471.5
MW (Da)
2.04
ALogP
8
HBA
2
HBD
117.4
PSA (Ų)
0.69
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer
USAN Stem -ciclib
USAN Year 2020

Extended Properties

Molecular Formula C20H27F2N5O4S
MW 471.53
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness -0.85

Indications

Breast Neoplasms, Male Fallopian Tube Neoplasms Ovarian Neoplasms Neoplasms

Activity Summary

Ki 22 meas. best 10.1
IC50 8 meas. best 7.7
EC50 5 meas. best 8.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
CDK6/cyclin D1
CHEMBL2111455
Ki 10.1 10.072 0.1 5
Cyclin-dependent kinase 2
CHEMBL301
Ki 10.05 10.05 0.1 1
Cyclin-dependent kinase 2/cyclin E1
CHEMBL1907605
Ki 9.92 9.915 0.1 6
Cyclin-dependent kinase 4
CHEMBL331
Ki 9.89 9.89 0.1 1
Cyclin-dependent kinase 6
CHEMBL2508
Ki 9.8 9.8 0.2 1
Cyclin-dependent kinase 2/cyclin E
CHEMBL2094126
Ki 9.0 9.0 1.0 1
Cyclin-dependent kinase 4/cyclin D1
CHEMBL1907601
Ki 8.9 8.9 1.2 1
CDK4/Cyclin D3
CHEMBL3038472
Ki 8.86 8.86 1.4 4
OVCAR-3
CHEMBL614213
EC50 8.4 7.875 4.0 2
Unchecked
CHEMBL612545
Ki 8.35 8.35 4.5 1
Cyclin-dependent kinase 2
CHEMBL301
EC50 8.05 8.05 9.0 1
Retinoblastoma-associated protein
CHEMBL5288
EC50 7.72 7.72 19.0 1
CDK9/cyclin T1
CHEMBL2111389
Ki 7.71 7.71 19.6 1
Cyclin-dependent kinase 2/cyclin E
CHEMBL2094126
IC50 7.7 7.7 20.0 1
CDK6/cyclin D3
CHEMBL2111448
IC50 7.52 7.52 30.0 1
Cyclin-dependent kinase 4/cyclin D1
CHEMBL1907601
IC50 7.4 7.4 40.0 1
Unchecked
CHEMBL612545
IC50 7.34 7.34 46.0 1
MCF7
CHEMBL387
IC50 7.32 7.32 48.0 1
OVCAR-3
CHEMBL614213
IC50 7.32 7.32 48.0 1
HCT-116
CHEMBL394
IC50 6.66 6.66 220.0 1
MV4-11
CHEMBL613835
IC50 6.24 6.24 570.0 1
Cyclin-dependent kinase 1
CHEMBL308
EC50 6.22 6.22 597.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 63.0 mL.min-1.kg-1 Mus musculus
CL 8.4 mL.min-1.kg-1 Canis lupus familiaris
F 13.0 % Mus musculus
F 59.0 % Canis lupus familiaris
Tmax 0.25 hr Mus musculus
Tmax 1.0 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
CDK6/cyclin D1 Ki = 0.08 nM 10.1 CDK6/Cyclin D1 Mobility Shift Assay: The purpose of the CDK6/Cyclin D1 assay is ... -
CDK6/cyclin D1 Ki = 0.08 nM 10.1 CDK6/Cyclin D1 Mobility Shift Assay: The purpose of the CDK6/Cyclin D1 assay is ... -
CDK6/cyclin D1 Ki = 0.08 nM 10.1 CDK6/Cyclin D1 Mobility Shift Assay: The purpose of the CDK6/Cyclin D1 assay is ... -
CDK6/cyclin D1 Ki = 0.08 nM 10.1 Inhibition of non-phosphorylated CDK6/Cyclin D1 (unknown origin) assessed as red... 33603963
Cyclin-dependent kinase 2 Ki = 0.09 nM 10.05 Inhibition of CDK2 (unknown origin) assessed as inhibition constant 33650861
CDK6/cyclin D1 Ki = 0.11 nM 9.96 Inhibition of CDK6/cyclin D1 (unknown origin) assessed as reduction in substrate... 34110834
Cyclin-dependent kinase 2/cyclin E1 Ki = 0.12 nM 9.92 CDK2/Cyclin E1 Mobility Shift Assay : The purpose of the CDK2/Cyclin E1 assay is... -
Cyclin-dependent kinase 2/cyclin E1 Ki = 0.12 nM 9.92 CDK2/Cyclin E1 Mobility Shift Assay: The purpose of the CDK2/Cyclin E1 assay is ... -
Cyclin-dependent kinase 2/cyclin E1 Ki = 0.12 nM 9.92 Binding affinity to CDK2/Cyclin E1 (unknown origin) using Ulight-MBP as substrat... 37736184
Cyclin-dependent kinase 2/cyclin E1 Ki = 0.12 nM 9.92 Inhibition of recombinant full length wild-type phosphorylated CDK2/Cyclin E1 (u... 33603963
Cyclin-dependent kinase 2/cyclin E1 Ki = 0.12 nM 9.92 CDK2/Cyclin E1 Mobility Shift Assay: The mobility shift assay electrophoreticall... -
Cyclin-dependent kinase 4 Ki = 0.13 nM 9.89 Inhibition of CDK4 (unknown origin) assessed as inhibition constant 33650861
Cyclin-dependent kinase 2/cyclin E1 Ki = 0.13 nM 9.89 Inhibition of CDK2/cyclin E1 (unknown origin) assessed as reduction in substrate... 34110834
Cyclin-dependent kinase 6 Ki = 0.16 nM 9.8 Inhibition of CDK6 (unknown origin) assessed as inhibition constant 33650861
Cyclin-dependent kinase 2/cyclin E Ki = 1.0 nM 9.0 Inhibition of CDK2/cyclin E (unknown origin) assessed as inhibition constant 36706608
Cyclin-dependent kinase 4/cyclin D1 Ki = 1.25 nM 8.9 Inhibition of CDK4/cyclin D1 (unknown origin) assessed as reduction in substrate... 34110834
CDK4/Cyclin D3 Ki = 1.37 nM 8.86 Inhibition of non-phosphorylated CDK4/Cyclin D3 (unknown origin) assessed as red... 33603963
CDK4/Cyclin D3 Ki = 1.37 nM 8.86 CDK4/Cyclin D3 Mobility Shift Assay: The purpose CDK4/Cyclin D3 assay is to eval... -
CDK4/Cyclin D3 Ki = 1.37 nM 8.86 CDK4/Cyclin D3 Mobility Shift Assay: The purpose CDK4/Cyclin D3 assay is to eval... -
CDK4/Cyclin D3 Ki = 1.37 nM 8.86 CDK4/Cyclin D3 Mobility Shift Assay: The purpose CDK4/Cyclin D3 assay is to eval... -

Literature References

PubMed DOI Target Context # Activities
34110834 10.1021/acs.jmedchem.1c00159 ADMET 12
37736184 10.1021/acsmedchemlett.3c00142 Unchecked 4
34110834 10.1021/acs.jmedchem.1c00159 OVCAR-3 4
37060933 10.1016/j.bmcl.2023.129284 Cyclin-dependent kinase 2/cyclin E 2
34110834 10.1021/acs.jmedchem.1c00159 NSCLC 2
34110834 10.1021/acs.jmedchem.1c00159 Unchecked 2
34110834 10.1021/acs.jmedchem.1c00159 CDK6/cyclin D1 1
34110834 10.1021/acs.jmedchem.1c00159 Cyclin-dependent kinase 1 1
34110834 10.1021/acs.jmedchem.1c00159 Cyclin-dependent kinase 2 1
34110834 10.1021/acs.jmedchem.1c00159 Retinoblastoma-associated protein 1
34110834 10.1021/acs.jmedchem.1c00159 CDK9/cyclin T1 1
31477350 10.1016/j.bmcl.2019.126637 MCF7 1
34110834 10.1021/acs.jmedchem.1c00159 Cyclin-dependent kinase 4/cyclin D1 1
34110834 10.1021/acs.jmedchem.1c00159 Cyclin-dependent kinase 2/cyclin E1 1
33650861 10.1021/acs.jmedchem.0c01180 Cyclin-dependent kinase 2 1
33650861 10.1021/acs.jmedchem.0c01180 Cyclin-dependent kinase 4 1
33650861 10.1021/acs.jmedchem.0c01180 Cyclin-dependent kinase 6 1
33603963 10.1021/acsmedchemlett.1c00017 Cyclin-dependent kinase 2/cyclin E1 1
33603963 10.1021/acsmedchemlett.1c00017 CDK6/cyclin D1 1
33603963 10.1021/acsmedchemlett.1c00017 CDK4/Cyclin D3 1

Data from ChEMBL 36 via Core Engine