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Compound Detail

CHEMBL4063500

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CN(C)C(=O)c1cc2cnc(Nc3ccc(NC(=O)CCCCCCC(=O)NO)cc3)nc2n1C1CCCC1

Basic Information

ChEMBL ID CHEMBL4063500
Phase Preclinical
Structure Type MOL
InChI Key JWILUIVAYLRFIY-UHFFFAOYSA-N
20
Targets
20
Activities
1
Assay Types
19
PK Parameters
20
Publications
0
Known Names

Molecular Properties

535.6
MW (Da)
4.78
ALogP
8
HBA
4
HBD
141.5
PSA (Ų)
0.15
QED
1
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H37N7O4
MW 535.65
Aromatic Rings 3
Heavy Atoms 39
NP-Likeness -1.02

Activity Summary

IC50 20 meas. best 8.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 1
CHEMBL325
IC50 8.66 8.66 2.2 1
CDK4/Cyclin D3
CHEMBL3038472
IC50 8.06 8.06 8.8 1
CDK9/cyclin T1
CHEMBL2111389
IC50 8.05 8.05 9.0 1
Aurora kinase A
CHEMBL4722
IC50 7.92 7.92 12.0 1
Aurora kinase B/Inner centromere protein
CHEMBL3430907
IC50 7.72 7.72 19.0 1
Aurora-C/INCENP
CHEMBL4106141
IC50 7.66 7.66 22.0 1
High affinity nerve growth factor receptor
CHEMBL2815
IC50 7.51 7.51 31.0 1
Vascular endothelial growth factor receptor 3
CHEMBL1955
IC50 7.37 7.37 43.0 1
LIM domain kinase 1
CHEMBL3836
IC50 7.36 7.36 44.0 1
Calcium/calmodulin-dependent protein kinase kinase 2
CHEMBL5284
IC50 7.28 7.28 53.0 1
Serine/threonine-protein kinase TAO2
CHEMBL1075195
IC50 7.08 7.08 84.0 1
4T1
CHEMBL612589
IC50 5.96 5.96 1110.0 1
Hep 3B2
CHEMBL4296437
IC50 5.91 5.91 1240.0 1
A549
CHEMBL392
IC50 5.88 5.88 1330.0 1
MDA-MB-468
CHEMBL614335
IC50 5.74 5.74 1820.0 1
MDA-MB-231
CHEMBL400
IC50 5.73 5.73 1860.0 1
NCI-H1299
CHEMBL612255
IC50 5.73 5.73 1870.0 1
T47D
CHEMBL614361
IC50 5.59 5.59 2590.0 1
HepG2
CHEMBL395
IC50 5.47 5.47 3370.0 1
NCI-H460
CHEMBL396
IC50 5.42 5.42 3780.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 6158.0 ng.hr.mL-1 Rattus norvegicus
AUC 2133.7 ng.hr.mL-1 Rattus norvegicus
AUC 1130.6 ng.hr.mL-1 Rattus norvegicus
CL 69.0 mL.min-1.kg-1 Rattus norvegicus
CL 210.17 mL.min-1.kg-1 Rattus norvegicus
CL 343.67 mL.min-1.kg-1 Rattus norvegicus
Cmax 7193.13 nM Rattus norvegicus
Cmax 671.71 nM Rattus norvegicus
Cmax 255.39 nM Rattus norvegicus
F 34.7 % Rattus norvegicus
F 18.4 % Rattus norvegicus
MRT 14.07 hr Rattus norvegicus
MRT 13.75 hr Rattus norvegicus
MRT 20.3 hr Rattus norvegicus
T1/2 10.76 hr Rattus norvegicus
T1/2 9.65 hr Rattus norvegicus
T1/2 14.91 hr Rattus norvegicus
Tmax 0.262 hr Rattus norvegicus
Tmax 1.8 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 1 IC50 = 2.2 nM 8.66 Inhibition of HDAC1 (unknown origin) 29518312
CDK4/Cyclin D3 IC50 = 8.8 nM 8.06 Inhibition of recombinant human full length N-terminal GST-tagged CDK4/Cyclin-D3... 29518312
CDK9/cyclin T1 IC50 = 9.0 nM 8.05 Inhibition of recombinant human full length C-terminal 6His-tagged CDK9/Cyclin-T... 29518312
Aurora kinase A IC50 = 12.0 nM 7.92 Inhibition of recombinant human full length C-terminal 6His-tagged Aurora-A expr... 29518312
Aurora kinase B/Inner centromere protein IC50 = 19.0 nM 7.72 Inhibition of recombinant human full length C-terminal His6-tagged Aurora B//N-t... 29518312
Aurora-C/INCENP IC50 = 22.0 nM 7.66 Inhibition of recombinant human N-terminal His6-tagged Aurora-C (35-end residues... 29518312
High affinity nerve growth factor receptor IC50 = 31.0 nM 7.51 Inhibition of recombinant human N-terminal His6-tagged TrkA (440-end residues) e... 29518312
Vascular endothelial growth factor receptor 3 IC50 = 43.0 nM 7.37 Inhibition of recombinant human N-terminal GST-tagged FLT4 (800-end residues) ex... 29518312
LIM domain kinase 1 IC50 = 44.0 nM 7.36 Inhibition of recombinant human N-terminal His6-tagged LIMK1 (285 to 638 residue... 29518312
Calcium/calmodulin-dependent protein kinase kinase 2 IC50 = 53.0 nM 7.28 Inhibition of recombinant human full length C-terminal 6His-tagged CaMKK2 expres... 29518312
Serine/threonine-protein kinase TAO2 IC50 = 84.0 nM 7.08 Inhibition of recombinant human N-terminal His6-tagged TAO2 expressed in sf21 ce... 29518312
4T1 IC50 = 1110.0 nM 5.96 Cytotoxicity against mouse 4T1 cells assessed as reduction in cell viability aft... 29518312
Hep 3B2 IC50 = 1240.0 nM 5.91 Cytotoxicity against human Hep3B cells assessed as reduction in cell viability a... 29518312
A549 IC50 = 1330.0 nM 5.88 Cytotoxicity against human A549 cells assessed as reduction in cell viability af... 29518312
MDA-MB-468 IC50 = 1820.0 nM 5.74 Cytotoxicity against human MDA-MB-468 cells assessed as reduction in cell viabil... 29518312
NCI-H1299 IC50 = 1870.0 nM 5.73 Cytotoxicity against human NCI-H1299 cells assessed as reduction in cell viabili... 29518312
MDA-MB-231 IC50 = 1860.0 nM 5.73 Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viabil... 29518312
T47D IC50 = 2590.0 nM 5.59 Cytotoxicity against human T47D cells assessed as reduction in cell viability af... 29518312
HepG2 IC50 = 3370.0 nM 5.47 Cytotoxicity against human HepG2 cells assessed as reduction in cell viability a... 29518312
NCI-H460 IC50 = 3780.0 nM 5.42 Cytotoxicity against human NCI-H460 cells assessed as reduction in cell viabilit... 29518312

Literature References

Data from ChEMBL 36 via Core Engine