Compound Detail

CHEMBL225853

3-BROMOBOLDINE

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COc1cc2c(cc1O)C[C@H]1c3c(c(Br)c(O)c(OC)c3-2)CCN1C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL225853
Name	3-BROMOBOLDINE
Phase	Preclinical
Structure Type	MOL
InChI Key	ORZPHDSNVICTTE-LBPRGKRZSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

406.3

MW (Da)

3.63

ALogP

HBA

HBD

62.2

PSA (Å²)

0.80

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H20BrNO4
MW	406.28
Aromatic Rings	2
Heavy Atoms	25
NP-Likeness	1.83

Activity Summary

IC50 6 meas. best 7.18

Ki 6 meas. best 8.93

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Alpha-1A adrenergic receptor CHEMBL319	Ki	8.93	8.93	1.2	1
D(1A) dopamine receptor CHEMBL265	Ki	7.31	7.31	49.0	1
D(1A) dopamine receptor CHEMBL265	IC50	7.18	7.18	66.0	1
Alpha-1B adrenergic receptor CHEMBL315	Ki	6.87	6.87	134.9	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	6.26	6.175	550.0	2
D(2) dopamine receptor CHEMBL339	Ki	6.13	6.13	740.0	1
D(2) dopamine receptor CHEMBL339	IC50	5.98	5.98	1050.0	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	Ki	4.52	4.52	30000.0	1
Neuronal acetylcholine receptor subunit alpha-7 CHEMBL2492	Ki	4.08	4.08	83000.0	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	IC50	4.0	4.0	99000.0	1
Neuronal acetylcholine receptor subunit alpha-7 CHEMBL2492	IC50	4.0	4.0	100000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Alpha-1A adrenergic receptor	Ki	=	1.175	nM	8.93	Displacement of [3H]prazosin from adrenergic alpha1A receptor in rat brain membr...	10785418
D(1A) dopamine receptor	Ki	=	49.0	nM	7.31	Displacement of [3H]SCH-23390 from rat dopamine D1 receptor	17228858
D(1A) dopamine receptor	IC50	=	66.0	nM	7.18	Displacement of [3H]SCH23390 from dopamine D1 receptor in Wistar rat striatal me...	10785418
Alpha-1B adrenergic receptor	Ki	=	134.9	nM	6.87	Displacement of [3H]prazosin from adrenergic Alpha-1B receptor in rat brain memb...	10785418
NON-PROTEIN TARGET	IC50	=	550.0	nM	6.26	Antioxidant activity assessed as inhibition of hypoxanthine/xanthine oxidase-med...	-
D(2) dopamine receptor	Ki	=	740.0	nM	6.13	Displacement of [3H]raclopride from rat dopamine D2 receptor	17228858
NON-PROTEIN TARGET	IC50	=	810.0	nM	6.09	Antioxidant activity in Homo sapiens (human) PMNC assessed as inhibition of fMLP...	-
D(2) dopamine receptor	IC50	=	1050.0	nM	5.98	Displacement of [3H]raclopride from dopamine D2 receptor in Wistar rat striatal ...	10785418
Neuronal acetylcholine receptor; alpha4/beta2	Ki	=	30000.0	nM	4.52	Displacement of [3H]cytisine from human alpha-4-beta-2 nAChR expressed in SH-EP1...	17391965
Neuronal acetylcholine receptor subunit alpha-7	Ki	=	83000.0	nM	4.08	Displacement of [125I]alpha-bungarotoxin from human alpha-7 nAChR expressed in S...	17391965
Neuronal acetylcholine receptor subunit alpha-7	IC50	=	100000.0	nM	4.0	Displacement of [125I]alpha-bungarotoxin from human alpha-7 nAChR expressed in S...	17391965
Neuronal acetylcholine receptor; alpha4/beta2	IC50	=	99000.0	nM	4.0	Displacement of [3H]cytisine from human alpha-4-beta-2 nAChR expressed in SH-EP1...	17391965

Literature References

PubMed	DOI	Target Context	# Activities
-	10.1007/s00044-011-9844-5	NON-PROTEIN TARGET	4
17391965	10.1016/j.bmc.2007.03.023	Neuronal acetylcholine receptor subunit alpha-7	3
17391965	10.1016/j.bmc.2007.03.023	Neuronal acetylcholine receptor; alpha4/beta2	2
10785418	10.1021/np990433j	Unchecked	2
17228858	10.1021/jm060959i	D(1A) dopamine receptor	1
17228858	10.1021/jm060959i	D(2) dopamine receptor	1
10785418	10.1021/np990433j	D(1A) dopamine receptor	1
10785418	10.1021/np990433j	D(2) dopamine receptor	1
10785418	10.1021/np990433j	Alpha-1A adrenergic receptor	1
10785418	10.1021/np990433j	Alpha-1B adrenergic receptor	1
-	10.1007/s00044-011-9844-5	Xanthine dehydrogenase/oxidase	1

Data from ChEMBL 36 via Core Engine