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Compound Detail

CHEMBL2103840

DINACICLIB
🧪 Phase III
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🧪 Phase III
CCc1cnn2c(NCc3ccc[n+]([O-])c3)cc(N3CCCC[C@H]3CCO)nc12

Basic Information

ChEMBL ID CHEMBL2103840
Name DINACICLIB
Phase Phase III
Structure Type MOL
InChI Key PIMQWRZWLQKKBJ-SFHVURJKSA-N

Known Names

Dinaciclib Mk-7965 SCH 727965 SCH-727965 SCH727965
75
Targets
208
Activities
4
Assay Types
2
PK Parameters
20
Publications
5
Known Names
12
Indications
4
Mechanisms

Molecular Properties

396.5
MW (Da)
2.28
ALogP
7
HBA
2
HBD
92.6
PSA (Ų)
0.47
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -ciclib
USAN Year 2009

Extended Properties

Molecular Formula C21H28N6O2
MW 396.50
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -1.10

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Cyclin-dependent kinase 1 inhibitor INHIBITOR Cyclin-dependent kinase 1
Cyclin-dependent kinase 2 inhibitor INHIBITOR Cyclin-dependent kinase 2
Cyclin-dependent kinase 5 inhibitor INHIBITOR Cyclin-dependent kinase 5
Cyclin-dependent kinase 9 inhibitor INHIBITOR Cyclin-dependent kinase 9

Indications

Leukemia, Lymphocytic, Chronic, B-Cell Leukemia, Myeloid, Acute Multiple Myeloma Precursor Cell Lymphoblastic Leukemia-Lymphoma Breast Neoplasms Breast Neoplasms, Male Leukemia, Lymphoid Leukemia, Prolymphocytic Lymphoma, Non-Hodgkin Melanoma Neoplasms Pancreatic Neoplasms

Activity Summary

IC50 179 meas. best 9.0
Kd 24 meas. best 8.52
Ki 4 meas. best 9.0
EC50 1 meas. best 7.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cyclin-dependent kinase 1
CHEMBL308
IC50 9.0 8.4681 1.0 21
Cyclin-dependent kinase 2
CHEMBL301
IC50 9.0 8.8468 1.0 22
Cyclin-dependent kinase 9
CHEMBL3116
IC50 9.0 8.3178 1.0 18
Unchecked
CHEMBL612545
IC50 9.0 7.9962 1.0 13
Cyclin-dependent kinase 4
CHEMBL331
IC50 9.0 8.3 1.0 3
CDK2/Cyclin A2
CHEMBL3038469
IC50 9.0 8.5467 1.0 3
Cyclin-dependent kinase 2/cyclin E
CHEMBL2094126
Ki 9.0 9.0 1.0 1
Cyclin-dependent kinase 5
CHEMBL4036
IC50 9.0 8.8595 1.0 19
Cyclin-dependent kinase 5/CDK5 activator 1
CHEMBL1907600
IC50 9.0 8.0543 1.0 7
Cyclin-dependent kinase 2/cyclin E1
CHEMBL1907605
IC50 8.7 8.58 2.0 4
OCI-Ly7
CHEMBL4523564
IC50 8.7 8.7 2.0 1
CDK9/cyclin T1
CHEMBL2111389
IC50 8.57 8.12 2.7 8
Cyclin-dependent kinase 1/cyclin B1
CHEMBL1907602
IC50 8.52 7.6 3.0 3
Cyclin-dependent kinase 1/cyclin B
CHEMBL2094127
Ki 8.52 8.52 3.0 1
Chromodomain-helicase-DNA-binding protein 4
CHEMBL4105742
Kd 8.52 8.52 3.0 1
CDK12/Cyclin K
CHEMBL4106169
IC50 8.52 8.0233 3.0 3
CDK2/Cyclin A1
CHEMBL3038470
IC50 8.52 8.52 3.0 1
Cyclin-dependent kinase 8
CHEMBL5719
IC50 8.47 8.41 3.4 2
MM1.S
CHEMBL4296471
IC50 8.44 8.44 3.6 1
CDK9/Cyclin T
CHEMBL5291961
Ki 8.4 8.4 4.0 1
HOS-TE85
CHEMBL614038
IC50 8.26 8.26 5.5 1
U-266
CHEMBL2366315
IC50 8.22 8.22 6.0 1
SK-UT-1
CHEMBL2366316
IC50 8.22 8.22 6.0 1
MCF7
CHEMBL387
IC50 8.22 7.96 6.0 2
NON-PROTEIN TARGET
CHEMBL3879801
IC50 8.22 8.135 6.0 2
Cyclin-dependent kinase 9
CHEMBL3116
Kd 8.15 8.15 7.0 1
Heat shock factor protein 1
CHEMBL5869
IC50 8.15 8.15 7.0 1
HCT-116
CHEMBL394
IC50 8.15 8.15 7.0 1
CCRF-CEM
CHEMBL382
IC50 8.15 8.15 7.0 1
MV4-11
CHEMBL613835
IC50 8.15 8.15 7.0 1
THP-1
CHEMBL614245
IC50 8.15 8.15 7.0 1
RPMI-8226
CHEMBL614882
IC50 8.05 8.05 9.0 1
SW872
CHEMBL2366302
IC50 8.02 8.02 9.5 1
SUD4
CHEMBL613711
IC50 8.0 8.0 10.0 1
T47D
CHEMBL614361
IC50 8.0 8.0 10.0 1
BT-549
CHEMBL614072
IC50 7.98 7.98 10.4 1
U2932
CHEMBL4296507
IC50 7.96 7.96 11.0 1
K562
CHEMBL385
IC50 7.96 7.925 11.0 2
A673
CHEMBL614517
EC50 7.96 7.96 11.0 1
MDA-MB-468
CHEMBL614335
IC50 7.93 7.93 11.8 1
HeLa
CHEMBL399
IC50 7.89 7.89 13.0 1
MDA-MB-231
CHEMBL400
IC50 7.87 7.87 13.4 1
JeKo-1
CHEMBL4296445
IC50 7.85 7.85 14.0 1
Ramos
CHEMBL614629
IC50 7.82 7.82 15.0 1
G-361
CHEMBL614036
IC50 7.8 7.8 16.0 1
Maver1
CHEMBL4483260
IC50 7.77 7.77 17.0 1
TMD8
CHEMBL4296503
IC50 7.77 7.77 17.0 1
Cyclin-dependent kinase 2
CHEMBL301
Kd 7.74 7.395 18.4 2
HT
CHEMBL2366130
IC50 7.72 7.72 19.0 1
Cyclin-dependent kinase 13
CHEMBL1795192
Kd 7.68 7.68 21.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 150.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 150.0 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cyclin-dependent kinase 2 IC50 = 1.0 nM 9.0 Inhibition of CDK2 (unknown origin) 27559828
Cyclin-dependent kinase 5 IC50 = 1.0 nM 9.0 Inhibition of CDK5 (unknown origin) expressed in Sf9 insect cells using biotinyl... 34477384
Cyclin-dependent kinase 9 IC50 = 1.0 nM 9.0 Inhibition of CDK9 (unknown origin) expressed in Sf9 insect cells using biotinyl... 34477384
Unchecked IC50 = 1.0 nM 9.0 Inhibition of CDK2/Cyclin E (unknown origin) 35485642
Cyclin-dependent kinase 5/CDK5 activator 1 IC50 = 1.0 nM 9.0 Inhibition of CDK5/p35 (unknown origin) 35485642
Cyclin-dependent kinase 4 IC50 = 1.0 nM 9.0 Inhibition of CDK4 (unknown origin) 33539089
Cyclin-dependent kinase 1 IC50 = 1.0 nM 9.0 Inhibition of CDK1 (unknown origin) 33539089
Cyclin-dependent kinase 2 IC50 = 1.0 nM 9.0 Inhibition of CDK2 (unknown origin) 33539089
Cyclin-dependent kinase 5 IC50 = 1.0 nM 9.0 Inhibition of Cdk5 (unknown origin) 33539089
Cyclin-dependent kinase 2 IC50 = 1.0 nM 9.0 Inhibition of CDK2 (unknown origin) 35814933
Cyclin-dependent kinase 2 IC50 = 1.0 nM 9.0 Inhibition of CDK2 (unknown origin) 32707525
Cyclin-dependent kinase 5 IC50 = 1.0 nM 9.0 Inhibition of CDK5 (unknown origin) 32707525
Cyclin-dependent kinase 5 IC50 = 1.0 nM 9.0 Inhibition of CDK5 (unknown origin) 36054949
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 5 IC50 = 1.0 nM 9.0 Inhibition of CDK5 (unknown origin) 38564299
Cyclin-dependent kinase 2 IC50 = 1.0 nM 9.0 Inhibition of CDK2 (unknown origin) 38564299
Cyclin-dependent kinase 5 IC50 = 1.0 nM 9.0 Inhibition of recombinant CDK5 (unknown origin) expressed in baculovirus infecte... 38885173
Cyclin-dependent kinase 2 IC50 = 1.0 nM 9.0 Inhibition of recombinant CDK2 (unknown origin) expressed in baculovirus infecte... 38885173
Cyclin-dependent kinase 2 IC50 = 1.0 nM 9.0 Inhibition of CDK2 (unknown origin) 37234044
Cyclin-dependent kinase 5 IC50 = 1.0 nM 9.0 Inhibition of CDK5 (unknown origin) 27559828

Literature References

Data from ChEMBL 36 via Core Engine