Compound Detail

CHEMBL319352

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Cn1nnc(-c2ccc3c(c2)c(C2CCN(CCN4CCNC4=O)CC2)cn3-c2ccc(F)cc2)n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL319352
Phase	Preclinical
Structure Type	MOL
InChI Key	USCDVFNXTCISHV-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

488.6

MW (Da)

3.16

ALogP

HBA

HBD

84.1

PSA (Å²)

0.45

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H29FN8O
MW	488.57
Aromatic Rings	4
Heavy Atoms	36
NP-Likeness	-1.66

Activity Summary

Ki 21 meas. best 9.64

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Alpha-1A adrenergic receptor CHEMBL4892	Ki	9.64	9.64	0.2	3
Alpha-1B adrenergic receptor CHEMBL3122	Ki	8.96	8.96	1.1	3
Adrenergic receptor alpha-1 CHEMBL1907610	Ki	8.74	8.74	1.8	1
Alpha-1D adrenergic receptor CHEMBL326	Ki	8.7	8.7	2.0	3
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	7.32	7.32	48.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	7.22	7.22	60.0	1
5-hydroxytryptamine receptor 2A CHEMBL322	Ki	7.22	7.22	60.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	6.89	6.89	130.0	1
D(2) dopamine receptor CHEMBL217	Ki	6.85	6.85	140.0	2
D(2) dopamine receptor CHEMBL339	Ki	6.85	6.85	140.0	1
5-hydroxytryptamine receptor 2C CHEMBL324	Ki	6.48	6.48	330.0	1
Histamine H1 receptor CHEMBL231	Ki	6.3	6.3	500.0	1
D(3) dopamine receptor CHEMBL234	Ki	5.92	5.92	1200.0	1
D(4) dopamine receptor CHEMBL219	Ki	5.37	5.37	4300.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Fu	0.0035	-	Rattus norvegicus
Fu	0.022	-	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Alpha-1A adrenergic receptor	Ki	=	0.23	nM	9.64	Displacement of [3H]prozosin from bovine cloned Alpha-1A receptor expressed in B...	20857909
Alpha-1A adrenergic receptor	Ki	=	0.23	nM	9.64	Displacement of [3H]prazosine from bovine alpha1A adrenoceptor expressed in BHK ...	23218776
Alpha-1A adrenergic receptor	Ki	=	0.23	nM	9.64	Displacement of [3H]prazosin (0.3 nM) from bovine Alpha-1A adrenergic receptor e...	12519065
Alpha-1B adrenergic receptor	Ki	=	1.1	nM	8.96	Displacement of [3H]prazosin (0.5 nM) from hamster Alpha-1B adrenergic receptor ...	12519065
Alpha-1B adrenergic receptor	Ki	=	1.1	nM	8.96	Displacement of [3H]prozosin from hamster cloned alpha-1b receptor	20857909
Alpha-1B adrenergic receptor	Ki	=	1.1	nM	8.96	Displacement of [3H]prazosine from hamster alpha1B adrenoceptor expressed in Rat...	23218776
Adrenergic receptor alpha-1	Ki	=	1.8	nM	8.74	Ability to displace [3H]prazosin (0.25 nM) from whole brain of rat alpha-1 adren...	12519065
Alpha-1D adrenergic receptor	Ki	=	2.0	nM	8.7	Displacement of [3H]prazosin (0.3 nM) from rat Alpha-1D adrenergic receptor expr...	12519065
Alpha-1D adrenergic receptor	Ki	=	2.0	nM	8.7	Displacement of [3H]prozosin from rat cloned alpha1d receptor	20857909
Alpha-1D adrenergic receptor	Ki	=	2.0	nM	8.7	Displacement of [3H]prazosine from rat alpha1D adrenoceptor expressed in CHO cel...	23218776
5-hydroxytryptamine receptor 1B	Ki	=	48.0	nM	7.32	Ability to displace [3H]5-CT (1.5 nM) from HeLa cells of human 5-hydroxytryptami...	12519065
5-hydroxytryptamine receptor 2A	Ki	=	60.0	nM	7.22	Displacement of [3H]ketanserin (0.5 nM) from rat cerebral cortex 5-hydroxytrypta...	12519065
5-hydroxytryptamine receptor 2C	Ki	=	60.0	nM	7.22	Displacement of [3H]prozosin from human cloned 5HT2C receptor expressed in CHO c...	20857909
5-hydroxytryptamine receptor 1A	Ki	=	130.0	nM	6.89	Ability to displace [3H]5-CT (2.0 nM) from HeLa cells of human 5-hydroxytryptami...	12519065
D(2) dopamine receptor	Ki	=	140.0	nM	6.85	Displacement of [3H]spiperone (0.5 nM) from rat corpus striatum dopamine D2 rece...	12519065
D(2) dopamine receptor	Ki	=	140.0	nM	6.85	Displacement of [3H]prozosin from human cloned dopamine D2 receptor expressed in...	20857909
D(2) dopamine receptor	Ki	=	140.0	nM	6.85	Displacement of [3H]spiperone from human dopamine D2 receptor expressed in CHO c...	23218776
5-hydroxytryptamine receptor 2C	Ki	=	330.0	nM	6.48	Displacement of [3H]mesulergine (0.5 nM) from rat 5-hydroxytryptamine 2C recepto...	12519065
Histamine H1 receptor	Ki	=	500.0	nM	6.3	Displacement of [3H]prozosin from human cloned histamine H1 receptor expressed i...	20857909
D(3) dopamine receptor	Ki	=	1200.0	nM	5.92	Ability to displace [3H]spiperone (0.3 nM) from CHO cells of human Dopamine rece...	12519065

Literature References

PubMed	DOI	Target Context	# Activities
23218776	10.1016/j.bmc.2012.10.049	Nucleic Acid	2
23218776	10.1016/j.bmc.2012.10.049	Caco-2	2
20857909	10.1021/jm100652h	Caco-2	2
12519065	10.1021/jm020938y	5-hydroxytryptamine receptor 2A	1
23218776	10.1016/j.bmc.2012.10.049	Alpha-1A adrenergic receptor	1
20857909	10.1021/jm100652h	5-hydroxytryptamine receptor 2C	1
20857909	10.1021/jm100652h	D(2) dopamine receptor	1
20857909	10.1021/jm100652h	Alpha-1D adrenergic receptor	1
20857909	10.1021/jm100652h	Alpha-1B adrenergic receptor	1
20857909	10.1021/jm100652h	Alpha-1A adrenergic receptor	1
12519065	10.1021/jm020938y	5-hydroxytryptamine receptor 2C	1
12519065	10.1021/jm020938y	Adrenergic receptor alpha-1	1
12519065	10.1021/jm020938y	5-hydroxytryptamine receptor 1B	1
12519065	10.1021/jm020938y	5-hydroxytryptamine receptor 1A	1
12519065	10.1021/jm020938y	D(4) dopamine receptor	1
12519065	10.1021/jm020938y	D(3) dopamine receptor	1
12519065	10.1021/jm020938y	D(2) dopamine receptor	1
12519065	10.1021/jm020938y	D(1A) dopamine receptor	1
12519065	10.1021/jm020938y	Alpha-1D adrenergic receptor	1
12519065	10.1021/jm020938y	Alpha-1B adrenergic receptor	1

Data from ChEMBL 36 via Core Engine