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Compound Detail

CHEMBL104466

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COc1cc2ncc(N[C@H]3CC[C@H](O)CC3)nc2cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL104466
Phase Preclinical
Structure Type MOL
InChI Key CYVRFHRDWQAJGA-XYPYZODXSA-N
8
Targets
11
Activities
1
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

303.4
MW (Da)
2.36
ALogP
6
HBA
2
HBD
76.5
PSA (Ų)
0.90
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H21N3O3
MW 303.36
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness -0.56

Activity Summary

IC50 11 meas. best 7.12

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Platelet-derived growth factor receptor
CHEMBL2095189
 IC50 7.12 7.12 76.0 2
Unchecked
CHEMBL612545
 IC50 6.54 6.475 292.0 2
Platelet-derived growth factor receptor alpha
CHEMBL2007
 IC50 6.52 6.52 299.0 1
Platelet-derived growth factor receptor beta
CHEMBL1913
 IC50 6.45 6.45 353.0 1
HASMC
CHEMBL614150
 IC50 6.45 6.45 353.0 2
Tyrosine-protein kinase Lck
CHEMBL258
 IC50 5.85 5.85 1400.0 1
Epidermal growth factor receptor
CHEMBL203
 IC50 5.43 5.43 3700.0 1
Insulin receptor
CHEMBL1981
 IC50 4.48 4.48 33000.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 82.0 % Rattus norvegicus
F 72.0 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Platelet-derived growth factor receptor IC50 = 76.0 nM 7.12 Inhibition of Platelet-derived growth factor receptor 12941342
Platelet-derived growth factor receptor IC50 = 76.0 nM 7.12 Inhibition of Platelet-derived growth factor receptor 12941341
Unchecked IC50 = 292.0 nM 6.54 Inhibition of Chemotaxis 12941342
Platelet-derived growth factor receptor alpha IC50 = 299.0 nM 6.52 Inhibition of Mitogenesis, PDGF-AA, assay. 12941342
HASMC IC50 = 353.0 nM 6.45 Inhibition of mitogenesis in human aortic smooth muscle cells (HASMC) 12941342
Platelet-derived growth factor receptor beta IC50 = 353.0 nM 6.45 Inhibition of Mitogenesis, PDGF-BB, assay 12941342
HASMC IC50 = 353.0 nM 6.45 Inhibition of mitogenesis in human aortic smooth muscle cells(HASMC) 12941341
Unchecked IC50 = 389.0 nM 6.41 Inhibition of Collagen production 12941342
Tyrosine-protein kinase Lck IC50 = 1400.0 nM 5.85 Inhibition of p56 Lck tyrosine kinase 12941342
Epidermal growth factor receptor IC50 = 3700.0 nM 5.43 Inhibition of Epidermal growth factor receptor 12941342
Insulin receptor IC50 = 33000.0 nM 4.48 Inhibition of Insulin receptor 12941342

Literature References

PubMed DOI Target Context # Activities
12941342 10.1016/s0960-894x(03)00655-3 Rattus norvegicus 2
12941341 10.1016/s0960-894x(03)00654-1 Platelet-derived growth factor receptor 2
12941342 10.1016/s0960-894x(03)00655-3 Unchecked 2
12941342 10.1016/s0960-894x(03)00655-3 Platelet-derived growth factor receptor 2
12941342 10.1016/s0960-894x(03)00655-3 c-Jun N-terminal kinase, JNK 1
12941342 10.1016/s0960-894x(03)00655-3 HASMC 1
12941341 10.1016/s0960-894x(03)00654-1 HASMC 1
12941342 10.1016/s0960-894x(03)00655-3 Platelet-derived growth factor receptor beta 1
12941342 10.1016/s0960-894x(03)00655-3 Protein kinase C (PKC) 1
12941342 10.1016/s0960-894x(03)00655-3 cAMP-dependent protein kinase (PKA) 1
12941342 10.1016/s0960-894x(03)00655-3 Hepatocyte growth factor receptor 1
12941342 10.1016/s0960-894x(03)00655-3 Tyrosine-protein kinase Lck 1
12941342 10.1016/s0960-894x(03)00655-3 Epidermal growth factor receptor 1
12941342 10.1016/s0960-894x(03)00655-3 Tyrosine-protein kinase JAK3 1
12941342 10.1016/s0960-894x(03)00655-3 Tyrosine-protein kinase JAK2 1
12941342 10.1016/s0960-894x(03)00655-3 Tyrosine-protein kinase ZAP-70 1
12941342 10.1016/s0960-894x(03)00655-3 Tyrosine-protein kinase SYK 1
12941342 10.1016/s0960-894x(03)00655-3 Insulin-like growth factor 1 receptor 1
12941342 10.1016/s0960-894x(03)00655-3 Insulin receptor 1
12941342 10.1016/s0960-894x(03)00655-3 Vascular endothelial growth factor receptor 1

Data from ChEMBL 36 via Core Engine