Compound Detail

CHEMBL1241913

Enter ChEMBL ID:

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

Cc1ccc2c(N3CCN(CCc4cccc5c4OCc4c(C(N)=O)ncn4-5)CC3)cccc2n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1241913
Phase	Preclinical
Structure Type	MOL
InChI Key	HLQJZFFWUXHYMB-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

468.6

MW (Da)

3.08

ALogP

HBA

HBD

89.5

PSA (Å²)

0.48

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C27H28N6O2
MW	468.56
Aromatic Rings	4
Heavy Atoms	35
NP-Likeness	-0.98

Activity Summary

Ki 16 meas. best 10.24

IC50 6 meas. best 4.21

Kd 3 meas. best 9.77

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Ki	10.24	10.0075	0.1	4
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	10.16	10.16	0.1	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	10.0	9.9	0.1	2
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	9.94	9.72	0.1	2
5-hydroxytryptamine receptor 1D CHEMBL1983	Kd	9.77	9.77	0.2	1
5-hydroxytryptamine receptor 1A CHEMBL214	Kd	9.69	9.69	0.2	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	9.1	8.95	0.8	2
5-hydroxytryptamine receptor 1B CHEMBL1898	Kd	8.93	8.93	1.2	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	8.56	8.56	2.8	1
5-hydroxytryptamine receptor 1B CHEMBL3459	Ki	8.49	8.49	3.2	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	7.54	7.52	28.8	2
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	Ki	4.5	4.5	31622.8	1
Cytochrome P450 3A4 CHEMBL340	IC50	4.21	4.045	61000.0	6

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	0.8	mL.min-1.g-1	Rattus norvegicus
CL	1.0	mL.min-1.g-1	Homo sapiens
CL	10.0	mL.min-1.kg-1	Rattus norvegicus
F	45.0	%	Rattus norvegicus
T1/2	4.4	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Ki	=	0.05754	nM	10.24	Displacement of [3H]-WAY100635 from 5HT1A receptor in guinea pig brain cortex af...	20590088
Unchecked	Ki	=	0.06607	nM	10.18	Displacement of [3H]-WAY100635 from 5HT1A receptor in marmoset brain cortex afte...	20590088
5-hydroxytryptamine receptor 1A	Ki	=	0.06918	nM	10.16	Displacement of [3H]-WAY100635 from 5HT1A receptor in rat brain cortex after 45 ...	20590088
5-hydroxytryptamine receptor 1D	Ki	=	0.1	nM	10.0	Displacement of [3H]-5-HT from human recombinant 5HT1D receptor expressed in CHO...	20590088
5-hydroxytryptamine receptor 1A	Ki	=	0.1148	nM	9.94	Displacement of [3H]-WAY100635 from human recombinant 5HT1A receptor expressed i...	20590088
Unchecked	Ki	=	0.1549	nM	9.81	Displacement of [3H]-GR125743 from 5HT1B receptor in marmoset brain cortex after...	20590088
Unchecked	Ki	=	0.1585	nM	9.8	Displacement of [3H]-GR125743 from 5HT1B receptor in guinea pig brain cortex aft...	20590088
5-hydroxytryptamine receptor 1D	Ki	=	0.1585	nM	9.8	Antagonist activity against human recombinant 5HT1D receptor expressed in CHO ce...	20590088
5-hydroxytryptamine receptor 1D	Kd	=	0.1698	nM	9.77	Antagonist activity against human recombinant 5HT1D receptor expressed in CHO ce...	20590088
5-hydroxytryptamine receptor 1A	Kd	=	0.2042	nM	9.69	Antagonist activity against human recombinant 5HT1A receptor expressed in HEK293...	20590088
5-hydroxytryptamine receptor 1A	Ki	=	0.3162	nM	9.5	Antagonist activity against human recombinant 5HT1A receptor expressed in HEK293...	20590088
5-hydroxytryptamine receptor 1B	Ki	=	0.7943	nM	9.1	Displacement of [3H]-5-HT from human recombinant 5HT1B receptor expressed in CHO...	20590088
5-hydroxytryptamine receptor 1B	Kd	=	1.175	nM	8.93	Antagonist activity against human recombinant 5HT1B receptor expressed in CHO ce...	20590088
5-hydroxytryptamine receptor 1B	Ki	=	1.585	nM	8.8	Antagonist activity against human recombinant 5HT1B receptor expressed in CHO ce...	20590088
Alpha-1A adrenergic receptor	Ki	=	2.754	nM	8.56	Displacement of [3H]prazosin from human adrenergic alpha1A receptor by filtratio...	20590088
5-hydroxytryptamine receptor 1B	Ki	=	3.236	nM	8.49	Displacement of [3H]-GR125743 from 5HT1B receptor in rat brain cortex after 45 m...	20590088
Sodium-dependent serotonin transporter	Ki	=	28.84	nM	7.54	Displacement of [3H]citalopram from human recombinant SERT expressed in LLCPK ce...	20590088
Sodium-dependent serotonin transporter	Ki	=	31.62	nM	7.5	Displacement of [3H]citalopram from human recombinant SERT expressed in LLCPK ce...	20590088
Voltage-gated inwardly rectifying potassium channel KCNH2	Ki	=	31622.78	nM	4.5	Displacement of [3H]-dofetilide from human ERG by scintillation proximity assay	20590088
Cytochrome P450 3A4	IC50	=	61000.0	nM	4.21	Inhibition of CYP3A4 in human liver microsomes measured after incubation	20590088

Literature References

PubMed	DOI	Target Context	# Activities
20590088	10.1021/jm100482n	Cytochrome P450 3A4	11
20590088	10.1021/jm100482n	Cavia porcellus	8
20590088	10.1021/jm100482n	Rattus norvegicus	7
20590088	10.1021/jm100482n	5-hydroxytryptamine receptor 1B	5
20590088	10.1021/jm100482n	5-hydroxytryptamine receptor 1A	5
20590088	10.1021/jm100482n	5-hydroxytryptamine receptor 1D	4
20590088	10.1021/jm100482n	Unchecked	4
20590088	10.1021/jm100482n	Sodium-dependent serotonin transporter	2
20590088	10.1021/jm100482n	Voltage-gated inwardly rectifying potassium channel KCNH2	2
20590088	10.1021/jm100482n	Liver microsomes	2
20590088	10.1021/jm100482n	Cytochrome P450 2C9	1
20590088	10.1021/jm100482n	Cytochrome P450 2C19	1
20590088	10.1021/jm100482n	Cytochrome P450 1A2	1
20590088	10.1021/jm100482n	Cytochrome P450 2D6	1
20590088	10.1021/jm100482n	ADMET	1
20590088	10.1021/jm100482n	Alpha-1A adrenergic receptor	1

Data from ChEMBL 36 via Core Engine