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Compound Detail

CHEMBL5206613

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Cc1ccc2c(Nc3cc(C4CC4)[nH]n3)nc(NCc3ccc(F)cc3F)nc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5206613
Phase Preclinical
Structure Type MOL
InChI Key CYMJCVZONIXLKV-UHFFFAOYSA-N
12
Targets
14
Activities
1
Assay Types
18
PK Parameters
20
Publications
0
Known Names

Molecular Properties

406.4
MW (Da)
5.17
ALogP
5
HBA
3
HBD
78.5
PSA (Ų)
0.41
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H20F2N6
MW 406.44
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -1.77

Activity Summary

IC50 14 meas. best 7.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
High affinity nerve growth factor receptor
CHEMBL2815
 IC50 7.92 7.92 12.0 1
KM12
CHEMBL614709
 IC50 7.92 7.92 12.0 1
BaF3
CHEMBL614524
 IC50 7.7 7.2133 20.0 3
BDNF/NT-3 growth factors receptor
CHEMBL4898
 IC50 7.34 7.34 46.0 1
NT-3 growth factor receptor
CHEMBL5608
 IC50 7.21 7.21 61.0 1
THLE-2
CHEMBL4296500
 IC50 5.89 5.89 1300.0 1
A549
CHEMBL392
 IC50 5.47 5.47 3400.0 1
MCF7
CHEMBL387
 IC50 5.25 5.25 5600.0 1
Cytochrome P450 1A2
CHEMBL3356
 IC50 5.23 5.23 5940.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 5.07 5.07 8610.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 4.81 4.81 15400.0 1
Cytochrome P450 2C19
CHEMBL3622
 IC50 4.8 4.8 15700.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 184.0 ng.hr.mL-1 Rattus norvegicus
AUC 273.0 ng.hr.mL-1 Rattus norvegicus
AUC 1020.0 ng.hr.mL-1 Rattus norvegicus
AUC 1043.0 ng.hr.mL-1 Rattus norvegicus
CL 19.7 mL.min-1.g-1 Homo sapiens
CL 17.7 mL.min-1.g-1 Homo sapiens
CL 49.3 mL.min-1.kg-1 Rattus norvegicus
Cmax 73.07 nM Rattus norvegicus
Cmax 2118.39 nM Rattus norvegicus
F 8.63 % Rattus norvegicus
MRT 12.3 hr Rattus norvegicus
MRT 2.14 hr Rattus norvegicus
T1/2 1.175 hr Homo sapiens
T1/2 4.818 hr Homo sapiens
T1/2 9.07 hr Rattus norvegicus
T1/2 2.71 hr Rattus norvegicus
Tmax 2.5 hr Rattus norvegicus
Vd 10.65 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
High affinity nerve growth factor receptor IC50 = 12.0 nM 7.92 Inhibition of N-terminal human TRKA (436 to 790 residues) expressed in baculovir... 35617855
KM12 IC50 = 12.0 nM 7.92 Antiproliferative activity against human KM12 cells assessed as inhibition of ce... 35617855
BaF3 IC50 = 20.0 nM 7.7 Antiproliferative activity against mouse BaF3 cells harboring TRKA F589L mutant ... 35617855
BDNF/NT-3 growth factors receptor IC50 = 46.0 nM 7.34 Inhibition of N-terminal human TRKB (456 to 822 residues) expressed in baculovir... 35617855
BaF3 IC50 = 46.0 nM 7.34 Antiproliferative activity against mouse BaF3 cells harboring TRKA G667C mutant ... 35617855
NT-3 growth factor receptor IC50 = 61.0 nM 7.21 Inhibition of N-terminal human TRKC (456 to 825 residues) expressed in baculovir... 35617855
BaF3 IC50 = 250.0 nM 6.6 Antiproliferative activity against mouse BaF3 cells harboring TRKA G595R mutant ... 35617855
THLE-2 IC50 = 1300.0 nM 5.89 Antiproliferative activity against human THLE-2 cells assessed as inhibition of ... 35617855
A549 IC50 = 3400.0 nM 5.47 Antiproliferative activity against human A549 cells assessed as inhibition of ce... 35617855
MCF7 IC50 = 5600.0 nM 5.25 Antiproliferative activity against human MCF7 cells assessed as inhibition of ce... 35617855
Cytochrome P450 1A2 IC50 = 5940.0 nM 5.23 Inhibition of CYP1A2 in human liver microsomes using phenacetin as substrate pre... 35617855
Cytochrome P450 2D6 IC50 = 8610.0 nM 5.07 Inhibition of CYP2D6 in human liver microsomes using dextromethorphan as substra... 35617855
Cytochrome P450 2C9 IC50 = 15400.0 nM 4.81 Inhibition of CYP2C9 in human liver microsomes using diclofenac as substrate pre... 35617855
Cytochrome P450 2C19 IC50 = 15700.0 nM 4.8 Inhibition of CYP2C19 in human liver microsomes using S-mephenytoin as substrate... 35617855

Literature References

PubMed DOI Target Context # Activities
35617855 10.1016/j.ejmech.2022.114451 ADMET 29
35617855 10.1016/j.ejmech.2022.114451 KM12 24
35617855 10.1016/j.ejmech.2022.114451 High affinity nerve growth factor receptor 6
35617855 10.1016/j.ejmech.2022.114451 BaF3 3
35617855 10.1016/j.ejmech.2022.114451 BDNF/NT-3 growth factors receptor 2
35617855 10.1016/j.ejmech.2022.114451 NT-3 growth factor receptor 2
35617855 10.1016/j.ejmech.2022.114451 A549 1
35617855 10.1016/j.ejmech.2022.114451 Tyrosine-protein kinase JAK1 1
35617855 10.1016/j.ejmech.2022.114451 LIM domain kinase 1 1
35617855 10.1016/j.ejmech.2022.114451 Serine/threonine-protein kinase 25 1
35617855 10.1016/j.ejmech.2022.114451 ALK tyrosine kinase receptor 1
35617855 10.1016/j.ejmech.2022.114451 Aurora kinase A 1
35617855 10.1016/j.ejmech.2022.114451 Serine/threonine-protein kinase PLK4 1
35617855 10.1016/j.ejmech.2022.114451 Proto-oncogene tyrosine-protein kinase receptor Ret 1
35617855 10.1016/j.ejmech.2022.114451 Tyrosine-protein kinase ABL1 1
35617855 10.1016/j.ejmech.2022.114451 Fibroblast growth factor receptor 1 1
35617855 10.1016/j.ejmech.2022.114451 Proto-oncogene tyrosine-protein kinase ROS 1
35617855 10.1016/j.ejmech.2022.114451 Focal adhesion kinase 1 1
35617855 10.1016/j.ejmech.2022.114451 Unchecked 1
35617855 10.1016/j.ejmech.2022.114451 THLE-2 1

Data from ChEMBL 36 via Core Engine