Compound Detail

CHEMBL551964

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Cc1ccc2c3c(ccc2n1)OC[C@H](CN1CCN(c2ccc4cc(C#N)ccc4n2)CC1)O3

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL551964
Phase	Preclinical
Structure Type	MOL
InChI Key	AIBSVCNXTNBLRF-NRFANRHFSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

451.5

MW (Da)

3.93

ALogP

HBA

HBD

74.5

PSA (Å²)

0.47

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

Ki 6 meas. best 8.43

IC50 5 meas. best 6.99

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	8.43	8.43	3.7	1
Sodium-dependent serotonin transporter CHEMBL313	Ki	7.86	7.86	13.8	1
5-hydroxytryptamine receptor 1A CHEMBL214	IC50	6.99	6.99	102.1	1
Adrenergic receptor alpha-1 CHEMBL1907610	Ki	5.96	5.96	1110.0	1
D(2) dopamine receptor CHEMBL217	Ki	5.88	5.88	1306.0	1
D(3) dopamine receptor CHEMBL234	Ki	5.88	5.88	1316.0	1
D(4) dopamine receptor CHEMBL219	Ki	5.85	5.85	1418.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	5.0	5.0	10000.0	1
Cytochrome P450 2C8 CHEMBL3721	IC50	4.54	4.54	29000.0	1
Cytochrome P450 2C19 CHEMBL3622	IC50	4.01	4.01	98000.0	1

Parameter	Value	Units	Species
AUC	2320.0	ng.hr.mL-1	Rattus norvegicus
AUC	1268.0	ng.hr.mL-1	Rattus norvegicus
AUC	4620.0	ng.hr.mL-1	Rattus norvegicus
CL	0.22	mL.min-1.kg-1	Rattus norvegicus
Cmax	1804.97	nM	Rattus norvegicus
Cmax	1009.9	nM	Rattus norvegicus
F	61.0	%	Rattus norvegicus
F	36.0	%	Rattus norvegicus
T1/2	3.8	hr	Rattus norvegicus
T1/2	4.0	hr	Rattus norvegicus
T1/2	3.8	hr	Rattus norvegicus
Tmax	1.0	hr	Rattus norvegicus
Tmax	1.3	hr	Rattus norvegicus
Vd	0.0025	L.kg-1	Rattus norvegicus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 1A	Ki	=	3.7	nM	8.43	Displacement of [3H]8-OH-DPAT from human 5HT1A receptor expressed in CHO cells	19719241
Sodium-dependent serotonin transporter	Ki	=	13.8	nM	7.86	Displacement of [3H]paroxetine from 5HT transporter in rat cortical membrane	19719241
5-hydroxytryptamine receptor 1A	IC50	=	102.1	nM	6.99	Antagonist activity at human 5HT1A receptor expressed in CHO cells assessed as s...	19719241
Adrenergic receptor alpha-1	Ki	=	1110.0	nM	5.96	Displacement of [3H]prazosin from alpha1 adrenergic receptor in rat cortical mem...	19719241
D(3) dopamine receptor	Ki	=	1316.0	nM	5.88	Displacement of [3H]spiperone from human dopamine D3 receptor expressed in CHO c...	19719241
D(2) dopamine receptor	Ki	=	1306.0	nM	5.88	Displacement of [3H]spiperone from human dopamine D2 receptor expressed in CHO c...	19719241
D(4) dopamine receptor	Ki	=	1418.0	nM	5.85	Displacement of [3H]spiperone from human dopamine D4 receptor expressed in CHO c...	19719241
Cytochrome P450 3A4	IC50	=	10000.0	nM	5.0	Inhibition of CYP3A4 in human liver microsomes	19719241
Cytochrome P450 2C8	IC50	=	29000.0	nM	4.54	Inhibition of CYP2C8 in human liver microsomes	19719241
Cytochrome P450 2C19	IC50	=	98000.0	nM	4.01	Inhibition of CYP2C19 in human liver microsomes	19719241

PubMed	DOI	Target Context	# Activities
19719241	10.1021/jm900374r	Rattus norvegicus	20
19719241	10.1021/jm900374r	5-hydroxytryptamine receptor 1A	3
19719241	10.1021/jm900374r	D(4) dopamine receptor	1
19719241	10.1021/jm900374r	D(3) dopamine receptor	1
19719241	10.1021/jm900374r	D(2) dopamine receptor	1
19719241	10.1021/jm900374r	Adrenergic receptor alpha-1	1
19719241	10.1021/jm900374r	Sodium-dependent serotonin transporter	1
19719241	10.1021/jm900374r	Cytochrome P450 2A6	1
19719241	10.1021/jm900374r	Cytochrome P450 2D6	1
19719241	10.1021/jm900374r	Cytochrome P450 2C9	1
19719241	10.1021/jm900374r	Cytochrome P450 2C8	1
19719241	10.1021/jm900374r	Cytochrome P450 2C19	1
19719241	10.1021/jm900374r	Cytochrome P450 3A4	1

Data from ChEMBL 36 via Core Engine