Compound Detail

CHEMBL552338

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O=C(c1ccccc1C(F)(F)F)N(CC1CCC1)[C@H]1CCNC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL552338
Phase	Preclinical
Structure Type	MOL
InChI Key	SWADTMSKMJUFBO-ZDUSSCGKSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

326.4

MW (Da)

3.31

ALogP

HBA

HBD

32.3

PSA (Å²)

0.92

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

Ki 8 meas. best 8.41

IC50 4 meas. best 4.91

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Transporter CHEMBL6184	Ki	8.41	8.41	3.9	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	8.22	8.22	6.0	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	6.65	6.65	224.0	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	5.75	5.75	1800.0	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	5.64	5.64	2290.0	1
Unchecked CHEMBL612545	Ki	5.43	5.4	3700.0	2
Muscarinic acetylcholine receptor M4 CHEMBL1821	Ki	5.37	5.37	4300.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	4.91	4.6933	12200.0	3
Cytochrome P450 2D6 CHEMBL289	IC50	4.82	4.82	15100.0	1

Parameter	Value	Units	Species
CL	7.0	mL.min-1.g-1	Homo sapiens

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Transporter	Ki	=	3.9	nM	8.41	Binding affinity to rat NET expressed in HEK293 cells	19616432
Sodium-dependent noradrenaline transporter	Ki	=	6.0	nM	8.22	Displacement of [3H]nisoxetine from human recombinant NET expressed in HEK293 ce...	19616432
Sodium-dependent serotonin transporter	Ki	=	224.0	nM	6.65	Displacement of [3H]citalopram from human recombinant SERT expressed in HEK293 c...	19616432
Muscarinic acetylcholine receptor M5	Ki	=	1800.0	nM	5.75	Binding affinity to human muscarinic M5 receptor	19616432
Sodium-dependent dopamine transporter	Ki	=	2290.0	nM	5.64	Displacement of radioligand from human recombinant DAT expressed in HEK293 cells...	19616432
Unchecked	Ki	=	3700.0	nM	5.43	Binding affinity to sodium channel site 2	19616432
Muscarinic acetylcholine receptor M4	Ki	=	4300.0	nM	5.37	Binding affinity to human muscarinic M4 receptor	19616432
Unchecked	Ki	=	4300.0	nM	5.37	Binding affinity to L-type calcium channel diltiazem binding site	19616432
Cytochrome P450 3A4	IC50	=	12200.0	nM	4.91	Inhibition of CYP3A4 using midazolam as substrate	19616432
Cytochrome P450 2D6	IC50	=	15100.0	nM	4.82	Inhibition of CYP2D6	19616432
Cytochrome P450 3A4	IC50	=	22000.0	nM	4.66	Inhibition of CYP3A4 using felodipine as substrate	19616432
Cytochrome P450 3A4	IC50	=	31200.0	nM	4.51	Inhibition of CYP3A4 using testosterone as substrate	19616432

PubMed	DOI	Target Context	# Activities
19616432	10.1016/j.bmcl.2009.06.096	Unchecked	6
19616432	10.1016/j.bmcl.2009.06.096	Rattus norvegicus	4
19616432	10.1016/j.bmcl.2009.06.096	Cytochrome P450 3A4	3
19616432	10.1016/j.bmcl.2009.06.096	MDCK	3
19616432	10.1016/j.bmcl.2009.06.096	Voltage-gated inwardly rectifying potassium channel KCNH2	2
19616432	10.1016/j.bmcl.2009.06.096	Muscarinic acetylcholine receptor M4	2
19616432	10.1016/j.bmcl.2009.06.096	Muscarinic acetylcholine receptor M5	2
19616432	10.1016/j.bmcl.2009.06.096	No relevant target	2
19616432	10.1016/j.bmcl.2009.06.096	Caco-2	2
19616432	10.1016/j.bmcl.2009.06.096	Cytochrome P450 2C9	1
19616432	10.1016/j.bmcl.2009.06.096	Sodium-dependent dopamine transporter	1
19616432	10.1016/j.bmcl.2009.06.096	Sodium-dependent serotonin transporter	1
19616432	10.1016/j.bmcl.2009.06.096	Sodium-dependent noradrenaline transporter	1
19616432	10.1016/j.bmcl.2009.06.096	Transporter	1
19616432	10.1016/j.bmcl.2009.06.096	Sodium channel protein type 5 subunit alpha	1
19616432	10.1016/j.bmcl.2009.06.096	Cytochrome P450 2C19	1
19616432	10.1016/j.bmcl.2009.06.096	Liver microsomes	1
19616432	10.1016/j.bmcl.2009.06.096	Cytochrome P450 1A2	1
19616432	10.1016/j.bmcl.2009.06.096	Hepatocyte	1
19616432	10.1016/j.bmcl.2009.06.096	Cytochrome P450 2D6	1

Data from ChEMBL 36 via Core Engine