Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL3609749

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1cc(-c2cn([C@H]3CCc4c(F)cccc4N(CC(F)(F)F)C3=O)nn2)ccc1-n1cnc(C)c1

Basic Information

ChEMBL ID CHEMBL3609749
Phase Preclinical
Structure Type MOL
InChI Key AAHNBILIYONQLX-QFIPXVFZSA-N
10
Targets
27
Activities
3
Assay Types
11
PK Parameters
20
Publications
0
Known Names

Molecular Properties

514.5
MW (Da)
4.67
ALogP
7
HBA
0
HBD
78.1
PSA (Ų)
0.36
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H22F4N6O2
MW 514.48
Aromatic Rings 4
Heavy Atoms 37
NP-Likeness -1.30

Activity Summary

Ki 14 meas. best 7.62
IC50 12 meas. best 7.89
EC50 1 meas. best 4.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent serotonin transporter
CHEMBL228
IC50 7.89 7.89 13.0 2
Sodium-dependent serotonin transporter
CHEMBL228
Ki 7.62 7.6133 24.0 3
Gamma-secretase
CHEMBL2094135
IC50 7.51 6.2867 31.0 3
Presenilin-1
CHEMBL2473
IC50 7.51 7.51 31.0 1
Amyloid-beta precursor protein
CHEMBL2487
IC50 7.51 7.195 31.0 2
Sodium-dependent dopamine transporter
CHEMBL238
Ki 6.72 6.7133 191.0 3
Sodium-dependent dopamine transporter
CHEMBL238
IC50 6.27 6.27 536.0 2
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 6.09 6.09 808.0 3
Sigma intracellular receptor 2
CHEMBL4105907
Ki 6.05 6.05 890.0 2
Histamine H2 receptor
CHEMBL1941
Ki 6.01 6.01 975.0 2
Sodium channel regulatory subunit beta-2
CHEMBL5446
IC50 6.0 6.0 1000.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
Ki 5.54 5.54 2900.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
EC50 4.89 4.89 13000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 210.0 mL.min-1.kg-1 Rattus norvegicus
CL 400.0 mL.min-1.kg-1 Canis lupus familiaris
CL 94.0 mL.min-1.kg-1 Homo sapiens
CL 38.0 mL.min-1.kg-1 Rattus norvegicus
CL 98.0 mL.min-1.kg-1 Canis lupus familiaris
F 100.0 % Rattus norvegicus
F - % Canis lupus familiaris
T1/2 0.8 hr Rattus norvegicus
T1/2 0.7 hr Canis lupus familiaris
Vd 4.8 L.kg-1 Rattus norvegicus
Vd 5.6 L.kg-1 Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent serotonin transporter IC50 = 13.0 nM 7.89 Serotonin-uptake assay -
Sodium-dependent serotonin transporter IC50 = 13.0 nM 7.89 Selectivity interaction (Enzyme and Receptor panel (MSD Pharma/Taiwan)) EUB00007... -
Sodium-dependent serotonin transporter Ki = 24.0 nM 7.62 Selectivity interaction (GPCR panel (PDSP screen)) EUB0000753a SLC6A4 -
Sodium-dependent serotonin transporter Ki = 24.0 nM 7.62 GPCRScan assay: inhibition of SERT -
Sodium-dependent serotonin transporter Ki = 25.12 nM 7.6 GPCRScan assay: inhibition of SERT -
Presenilin-1 IC50 = 31.0 nM 7.51 Affinity Phenotypic Cellular interaction (Abeta42 inhibition assay (electrochemi... -
Amyloid-beta precursor protein IC50 = 31.0 nM 7.51 Aβ42 inhibition assay -
Gamma-secretase IC50 = 31.0 nM 7.51 Modulation of gamma-secretase in human SH-SY5Y cells overexpressing APP C-termin... 26142947
Gamma-secretase IC50 = 130.0 nM 6.89 Modulation of gamma-secretase in human SH-SY5Y cells overexpressing APP C-termin... 26142947
Amyloid-beta precursor protein IC50 = 131.0 nM 6.88 Aβ40 inhibition assay -
Sodium-dependent dopamine transporter Ki = 191.0 nM 6.72 GPCRScan assay: inhibition of DAT -
Sodium-dependent dopamine transporter Ki = 191.0 nM 6.72 Selectivity interaction (GPCR panel (PDSP screen)) EUB0000753a SLC6A3 -
Sodium-dependent dopamine transporter Ki = 199.53 nM 6.7 GPCRScan assay: inhibition of DAT -
Sodium-dependent dopamine transporter IC50 = 536.0 nM 6.27 Selectivity interaction (Enzyme and Receptor panel (MSD Pharma/Taiwan)) EUB00007... -
Sodium-dependent dopamine transporter IC50 = 536.0 nM 6.27 Dopamine-uptake assay -
Sodium-dependent noradrenaline transporter Ki = 808.0 nM 6.09 GPCRScan assay: inhibition of NET -
Sodium-dependent noradrenaline transporter Ki = 812.83 nM 6.09 GPCRScan assay: inhibition of NET -
Sodium-dependent noradrenaline transporter Ki = 808.0 nM 6.09 Selectivity interaction (GPCR panel (PDSP screen)) EUB0000753a SLC6A2 -
Sigma intracellular receptor 2 Ki = 890.0 nM 6.05 GPCRScan assay: inhibition of Sigma 2 -
Sigma intracellular receptor 2 Ki = 891.25 nM 6.05 GPCRScan assay: inhibition of Sigma 2 -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4507289 Tyrosine-protein kinase ABL1 15
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL4507289 Epidermal growth factor receptor 12
- 10.6019/CHEMBL4507289 Receptor-type tyrosine-protein kinase FLT3 11
- 10.6019/CHEMBL4689842 Fibroblast 10
- 10.6019/CHEMBL4689842 HEK-293T 10
- 10.6019/CHEMBL4507289 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 10
- 10.6019/CHEMBL4507289 Mast/stem cell growth factor receptor Kit 9
26142947 10.1016/j.bmcl.2015.06.032 ADMET 9
- 10.6019/CHEMBL4689842 U2OS 9
- 10.6019/CHEMBL4507289 Unchecked 8
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
26142947 10.1016/j.bmcl.2015.06.032 Rattus norvegicus 5
- 10.1158/2159-8290.CD-23-0050 Colon cancer organoid 5
26142947 10.1016/j.bmcl.2015.06.032 Canis familiaris 4
- 10.6019/CHEMBL4507289 Proto-oncogene tyrosine-protein kinase receptor Ret 4
- 10.6019/CHEMBL4507289 Sodium-dependent serotonin transporter 4
- 10.6019/CHEMBL4507289 Sodium-dependent dopamine transporter 4
- 10.6019/CHEMBL4507289 ALK tyrosine kinase receptor 3

Data from ChEMBL 36 via Core Engine