Compound Detail

CHEMBL519240

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

Nc1nc2c(c(N3CCNCC3)n1)CCC1=C2[C@@H]2CCCC[C@@H]2O1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL519240
Phase	Preclinical
Structure Type	MOL
InChI Key	DJKJVWJQAVGLHJ-YPMHNXCESA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

327.4

MW (Da)

1.71

ALogP

HBA

HBD

76.3

PSA (Å²)

0.82

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C18H25N5O
MW	327.43
Aromatic Rings	1
Heavy Atoms	24
NP-Likeness	0.05

Activity Summary

Ki 18 meas. best 10.37

IC50 5 meas. best 10.06

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
C-C chemokine receptor type 1 CHEMBL2413	Ki	10.37	10.37	0.0	1
C-C chemokine receptor type 1 CHEMBL2413	IC50	10.06	10.06	0.1	1
Unchecked CHEMBL612545	Ki	9.72	9.72	0.2	1
Unchecked CHEMBL612545	IC50	9.62	9.62	0.2	1
Vasopressin V1a receptor CHEMBL1889	Ki	8.62	8.62	2.4	1
Substance-K receptor CHEMBL2327	Ki	8.51	8.51	3.1	1
Histamine H4 receptor CHEMBL4468	Ki	8.47	8.47	3.4	1
Vasopressin V1a receptor CHEMBL1889	IC50	8.41	8.41	3.9	1
Substance-K receptor CHEMBL2327	IC50	8.24	8.24	5.7	1
Histamine H4 receptor CHEMBL3759	Ki	8.24	7.6933	5.8	3
Histamine H3 receptor CHEMBL4124	Ki	7.87	7.87	13.5	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.55	6.55	279.6	1
5-hydroxytryptamine receptor 3A CHEMBL1899	Ki	6.45	6.45	351.8	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	6.33	6.33	462.8	1
Histamine H3 receptor CHEMBL264	Ki	6.03	6.03	933.2	1
Histamine H1 receptor CHEMBL231	Ki	5.89	5.67	1284.7	2
Beta-1 adrenergic receptor CHEMBL213	Ki	5.33	5.33	4622.8	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	5.19	5.19	6425.4	1
Alpha-1D adrenergic receptor CHEMBL223	Ki	5.09	5.09	8031.6	1
5-hydroxytryptamine receptor 2C CHEMBL225	IC50	4.93	4.93	11700.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Cmax	1730.0	nM	Rattus norvegicus
Cmax	300.0	nM	Rattus norvegicus
F	72.0	%	Rattus norvegicus
F	26.0	%	Rattus norvegicus
T1/2	4.7	hr	Rattus norvegicus
T1/2	3.7	hr	Rattus norvegicus
Tmax	0.25	hr	Rattus norvegicus
Tmax	1.5	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
C-C chemokine receptor type 1	Ki	=	0.043	nM	10.37	Displacement of radiolabeled MIP1alpha from human CCR1 receptor	18983139
C-C chemokine receptor type 1	IC50	=	0.087	nM	10.06	Displacement of radiolabeled MIP1alpha from human CCR1 receptor	18983139
Unchecked	Ki	=	0.19	nM	9.72	Displacement of radiolabeled alpha-dendrotoxin from voltage-gated potassium chan...	18983139
Unchecked	IC50	=	0.24	nM	9.62	Displacement of radiolabeled alpha-dendrotoxin from voltage-gated potassium chan...	18983139
Vasopressin V1a receptor	Ki	=	2.4	nM	8.62	Displacement of radiolabeled [d(CH2)51,Tyr(Me)2]-AVP from human vasopressin V1a ...	18983139
Substance-K receptor	Ki	=	3.1	nM	8.51	Displacement of radiolabeled [Nle10]-NKA(4-10) from human NK2 receptor	18983139
Histamine H4 receptor	Ki	=	3.388	nM	8.47	Displacement of [3H]histamine from rat histamine H4 receptor expressed in HEK293...	18983139
Vasopressin V1a receptor	IC50	=	3.9	nM	8.41	Displacement of radiolabeled [d(CH2)51,Tyr(Me)2]-AVP from human vasopressin V1a ...	18983139
Substance-K receptor	IC50	=	5.7	nM	8.24	Displacement of radiolabeled [Nle10]-NKA(4-10) from human NK2 receptor	18983139
Histamine H4 receptor	Ki	=	5.754	nM	8.24	Displacement of [3H]histamine from human histamine H4 receptor expressed in HEK2...	18983139
Histamine H3 receptor	Ki	=	13.49	nM	7.87	Binding affinity to rat histamine H3 receptor	18983139
Histamine H4 receptor	Ki	=	18.04	nM	7.74	PDSP Secondary Binding target: HRH4 - Compounds are tested at 10 uM concentratio...	-
Histamine H4 receptor	Ki	=	79.43	nM	7.1	Binding affinity to H4R receptor	21782429
5-hydroxytryptamine receptor 2B	Ki	=	279.58	nM	6.55	PDSP Secondary Binding target: HTR2B - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 3A	Ki	=	351.84	nM	6.45	PDSP Secondary Binding target: HTR3A - Compounds are tested at 10 uM concentrati...	-
Sigma non-opioid intracellular receptor 1	Ki	=	462.81	nM	6.33	PDSP Secondary Binding target: SIGMAR1 - Compounds are tested at 10 uM concentra...	-
Histamine H3 receptor	Ki	=	933.25	nM	6.03	Binding affinity to human histamine H3 receptor	18983139
Histamine H1 receptor	Ki	=	1284.69	nM	5.89	PDSP Secondary Binding target: HRH1 - Compounds are tested at 10 uM concentratio...	-
Histamine H1 receptor	Ki	=	3548.13	nM	5.45	Binding affinity to human histamine H1 receptor	18983139
Beta-1 adrenergic receptor	Ki	=	4622.75	nM	5.33	PDSP Secondary Binding target: ADRB1 - Compounds are tested at 10 uM concentrati...	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	HEK-293T	346
-	10.6019/CHEMBL4689842	Fibroblast	345
-	10.6019/CHEMBL4689842	U2OS	344
18983139	10.1021/jm8007618	Unchecked	51
18983139	10.1021/jm8007618	Rattus norvegicus	12
18983139	10.1021/jm8007618	Histamine H4 receptor	6
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	5
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	5
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	5
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	5
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	5
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	5
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	5
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	5
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	5
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	5
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	5
-	10.6019/CHEMBL5209801	Apelin receptor	5
18983139	10.1021/jm8007618	Mus musculus	4
18983139	10.1021/jm8007618	Substance-K receptor	4

Data from ChEMBL 36 via Core Engine