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Compound Detail

CHEMBL3353355

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COc1ccc2c(c1)[C@]1(C[C@H]1c1ccc3c(/C=C/c4ccc(CN5CCOCC5)cc4)n[nH]c3c1)C(=O)N2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3353355
Phase Preclinical
Structure Type MOL
InChI Key RMGQWXVHWUUVLJ-DSUKGUNVSA-N
7
Targets
12
Activities
1
Assay Types
18
PK Parameters
20
Publications
0
Known Names

Molecular Properties

506.6
MW (Da)
4.95
ALogP
5
HBA
2
HBD
79.5
PSA (Ų)
0.39
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C31H30N4O3
MW 506.61
Aromatic Rings 4
Heavy Atoms 38
NP-Likeness -0.22

Activity Summary

IC50 12 meas. best 9.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase PLK4
CHEMBL3788
 IC50 9.05 8.79 0.9 3
Aurora kinase B
CHEMBL2185
 IC50 7.54 7.54 29.0 1
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
 IC50 7.19 7.19 65.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 6.1 5.975 800.0 2
Cytochrome P450 2C19
CHEMBL3622
 IC50 5.92 5.8 1200.0 2
Cytochrome P450 3A4
CHEMBL340
 IC50 5.62 5.405 2400.0 2
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 4.62 4.62 24000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 4900.0 ng.hr.mL-1 Mus musculus
AUC 9500.0 ng.hr.mL-1 Mus musculus
AUC 250.0 ng.hr.mL-1 Rattus norvegicus
AUC 272.0 ng.hr.mL-1 Rattus norvegicus
AUC 402.0 ng.hr.mL-1 Canis lupus familiaris
AUC 1423.0 ng.hr.mL-1 Canis lupus familiaris
CL 66.67 mL.min-1.kg-1 Rattus norvegicus
CL 41.67 mL.min-1.kg-1 Canis lupus familiaris
Cmax 3355.64 nM Mus musculus
Cmax 6908.67 nM Mus musculus
F 22.0 % Rattus norvegicus
F 71.0 % Canis lupus familiaris
T1/2 0.2 hr Mus musculus
T1/2 0.1383 hr Rattus norvegicus
T1/2 0.1567 hr Canis lupus familiaris
T1/2 0.6833 hr Homo sapiens
T1/2 1.1 hr Rattus norvegicus
T1/2 0.87 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase PLK4 IC50 = 0.9 nM 9.05 Inhibition of PLK4 (unknown origin) by ELISA 25723005
Serine/threonine-protein kinase PLK4 IC50 = 2.2 nM 8.66 Inhibition of human N-terminal GST-tagged PLK4 (1 to 391 residues) expressed in ... 24867403
Serine/threonine-protein kinase PLK4 IC50 = 2.2 nM 8.66 Inhibition of PLK4 (unknown origin) by ELISA 25723005
Aurora kinase B IC50 = 29.0 nM 7.54 Inhibition of AURKB (unknown origin) by FRET-based homogeneous assay 24867403
Receptor-type tyrosine-protein kinase FLT3 IC50 = 65.0 nM 7.19 Inhibition of FLT3 (unknown origin) by FRET-based homogeneous assay 24867403
Cytochrome P450 2C9 IC50 = 800.0 nM 6.1 Inhibition of CYP2C9 (unknown origin) by fluorescence assay 25723005
Cytochrome P450 2C19 IC50 = 1200.0 nM 5.92 Inhibition of CYP2C19 (unknown origin) by fluorescence assay 25723005
Cytochrome P450 2C9 IC50 = 1400.0 nM 5.85 Inhibition of CYP2C9 (unknown origin) using MFC substrate after 45 mins by fluor... 24867403
Cytochrome P450 2C19 IC50 = 2100.0 nM 5.68 Inhibition of CYP2C19 (unknown origin) using MFC substrate after 30 mins by fluo... 24867403
Cytochrome P450 3A4 IC50 = 2400.0 nM 5.62 Inhibition of CYP3A4 (unknown origin) using BFC as substrate by fluorescence ass... 25723005
Cytochrome P450 3A4 IC50 = 6400.0 nM 5.19 Inhibition of CYP3A4 (unknown origin) using DBF as substrate by fluorescence ass... 25723005
Vascular endothelial growth factor receptor 2 IC50 = 24000.0 nM 4.62 Inhibition of KDR (unknown origin) by FRET-based homogeneous assay 24867403

Literature References

PubMed DOI Target Context # Activities
25723005 10.1021/jm5005336 Rattus norvegicus 5
25723005 10.1021/jm5005336 Canis familiaris 5
25723005 10.1021/jm5005336 Liver microsome 3
25723005 10.1021/jm5005336 HMEC 2
24867403 10.1021/jm5005336 Mus musculus 2
25723005 10.1021/jm5005336 MDA-MB-231 2
25723005 10.1021/jm5005336 HCC1954 2
25723005 10.1021/jm5005336 Mus musculus 2
25723005 10.1021/jm5005336 MCF7 2
25723005 10.1021/jm5005336 MDA-MB-468 2
25723005 10.1021/jm5005336 Serine/threonine-protein kinase PLK4 2
25723005 10.1021/jm5005336 Cytochrome P450 3A4 2
24867403 10.1021/jm5005336 MDA-MB-468 1
24867403 10.1021/jm5005336 Receptor-type tyrosine-protein kinase FLT3 1
24867403 10.1021/jm5005336 NON-PROTEIN TARGET 1
24867403 10.1021/jm5005336 MDA-MB-231 1
24867403 10.1021/jm5005336 Aurora kinase B 1
24867403 10.1021/jm5005336 Cytochrome P450 2C19 1
24867403 10.1021/jm5005336 Cytochrome P450 1A2 1
24867403 10.1021/jm5005336 Unchecked 1

Data from ChEMBL 36 via Core Engine