Compound Detail

CHEMBL1091110

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Cc1ccc(-n2nccn2)c(C(=O)N2CC3CC(C2)N(c2ncc4ccccc4n2)C3)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1091110
Phase	Preclinical
Structure Type	MOL
InChI Key	DAHCXLGKBDYGNR-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

425.5

MW (Da)

2.87

ALogP

HBA

HBD

80.0

PSA (Å²)

0.50

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C24H23N7O
MW	425.50
Aromatic Rings	4
Heavy Atoms	32
NP-Likeness	-1.28

Activity Summary

IC50 6 meas. best 7.62

Ki 6 meas. best 9.15

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Orexin/Hypocretin receptor type 1 CHEMBL5113	Ki	9.15	8.25	0.7	3
Orexin receptor type 2 CHEMBL4792	Ki	9.05	8.1	0.9	3
Orexin/Hypocretin receptor type 1 CHEMBL5113	IC50	7.62	6.8667	24.0	3
Orexin receptor type 2 CHEMBL4792	IC50	7.36	6.5867	44.0	3

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	97.87	ng.hr.mL-1	Rattus norvegicus
AUC	208.5	ng.hr.mL-1	Canis lupus familiaris
CL	45.0	mL.min-1.kg-1	Rattus norvegicus
CL	24.0	mL.min-1.kg-1	Canis lupus familiaris
Cmax	150.0	nM	Rattus norvegicus
Cmax	510.0	nM	Canis lupus familiaris
F	2.0	%	Rattus norvegicus
F	8.0	%	Canis lupus familiaris
T1/2	0.7	hr	Rattus norvegicus
T1/2	0.9	hr	Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Orexin/Hypocretin receptor type 1	Ki	=	0.7	nM	9.15	Binding affinity to OX1 receptor by radioligand displacement assay	20207138
Orexin receptor type 2	Ki	=	0.9	nM	9.05	Binding affinity to OX2 receptor by radioligand displacement assay	20207138
Orexin/Hypocretin receptor type 1	Ki	=	2.3	nM	8.64	Binding affinity to OX1 receptor by radioligand displacement assay	20207138
Orexin receptor type 2	Ki	=	3.6	nM	8.44	Binding affinity to OX2 receptor by radioligand displacement assay	20207138
Orexin/Hypocretin receptor type 1	IC50	=	24.0	nM	7.62	Antagonist activity at OX1 receptor assessed as inhibition of calcium flux by FL...	20207138
Orexin/Hypocretin receptor type 1	IC50	=	42.0	nM	7.38	Antagonist activity at OX1 receptor assessed as inhibition of calcium flux by FL...	20207138
Orexin receptor type 2	IC50	=	44.0	nM	7.36	Antagonist activity at OX2 receptor assessed as inhibition of calcium flux by FL...	20207138
Orexin receptor type 2	IC50	=	65.0	nM	7.19	Antagonist activity at OX2 receptor assessed as inhibition of calcium flux by FL...	20207138
Orexin/Hypocretin receptor type 1	Ki	=	110.0	nM	6.96	Binding affinity to OX1 receptor by radioligand displacement assay	20207138
Orexin receptor type 2	Ki	=	155.0	nM	6.81	Binding affinity to OX2 receptor by radioligand displacement assay	20207138
Orexin/Hypocretin receptor type 1	IC50	=	2500.0	nM	5.6	Antagonist activity at OX1 receptor assessed as inhibition of calcium flux by FL...	20207138
Orexin receptor type 2	IC50	=	6200.0	nM	5.21	Antagonist activity at OX2 receptor assessed as inhibition of calcium flux by FL...	20207138

Literature References

PubMed	DOI	Target Context	# Activities
20207138	10.1016/j.bmcl.2010.01.138	Orexin/Hypocretin receptor type 1	6
20207138	10.1016/j.bmcl.2010.01.138	Orexin receptor type 2	6
20207138	10.1016/j.bmcl.2010.01.138	Rattus norvegicus	6
20207138	10.1016/j.bmcl.2010.01.138	Canis familiaris	5
20207138	10.1016/j.bmcl.2010.01.138	LLC-PK1	2
20207138	10.1016/j.bmcl.2010.01.138	Plasma	1
20207138	10.1016/j.bmcl.2010.01.138	Brain	1
20207138	10.1016/j.bmcl.2010.01.138	Cerebrospinal fluid	1
20207138	10.1016/j.bmcl.2010.01.138	ADMET	1
20207138	10.1016/j.bmcl.2010.01.138	Homo sapiens	1
20207138	10.1016/j.bmcl.2010.01.138	No relevant target	1

Data from ChEMBL 36 via Core Engine