Compound Detail

CHEMBL1257131

RAUWOLSCINE HYDROCHLORIDE

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COC(=O)[C@H]1[C@H]2C[C@H]3c4[nH]c5ccccc5c4CCN3C[C@H]2CC[C@@H]1O.Cl

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1257131
Name	RAUWOLSCINE HYDROCHLORIDE
Phase	Preclinical
Structure Type	MOL
InChI Key	PIPZGJSEDRMUAW-ZKKXXTDSSA-N
Parent Compound	CHEMBL10347
Active Moiety	CHEMBL10347

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

354.4

MW (Da)

2.65

ALogP

HBA

HBD

65.6

PSA (Å²)

0.77

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C21H27ClN2O3
MW	390.91
Aromatic Rings	2
Heavy Atoms	26
NP-Likeness	1.17

Activity Summary

Ki 10 meas. best 7.89

IC50 5 meas. best 8.17

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Alpha-2A adrenergic receptor CHEMBL1867	IC50	8.17	7.81	6.8	2
Alpha-2C adrenergic receptor CHEMBL1916	Ki	7.89	7.89	13.0	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	7.8	7.8	15.7	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	7.72	7.72	18.9	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	6.63	6.63	232.3	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	6.48	6.48	333.5	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	6.23	6.23	588.2	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	6.15	6.15	705.8	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	5.56	5.56	2781.6	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	5.5	5.5	3136.5	1
Histamine H1 receptor CHEMBL231	Ki	5.24	5.24	5824.4	1
Cholinesterase CHEMBL5763	IC50	5.08	5.08	8380.0	1
Cholinesterase CHEMBL1914	IC50	4.86	4.86	13680.0	1
Plasmodium falciparum CHEMBL364	IC50	4.8	4.8	15848.9	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Alpha-2A adrenergic receptor	IC50	=	6.822	nM	8.17	GPCR PRESTO-Tango dose-response in antagonist mode with target: ADRA2A	-
Alpha-2C adrenergic receptor	Ki	=	13.01	nM	7.89	PDSP Secondary Binding target: ADRA2C - Compounds are tested at 10 uM concentrat...	-
Alpha-2B adrenergic receptor	Ki	=	15.68	nM	7.8	PDSP Secondary Binding target: ADRA2B - Compounds are tested at 10 uM concentrat...	-
Alpha-2A adrenergic receptor	Ki	=	18.88	nM	7.72	PDSP Secondary Binding target: ADRA2A - Compounds are tested at 10 uM concentrat...	-
Alpha-2A adrenergic receptor	IC50	=	35.61	nM	7.45	GPCR PRESTO-Tango dose-response in antagonist mode with target: ADRA2A	-
5-hydroxytryptamine receptor 1B	Ki	=	232.27	nM	6.63	PDSP Secondary Binding target: HTR1B - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 7	Ki	=	333.46	nM	6.48	PDSP Secondary Binding target: HTR7 - Compounds are tested at 10 uM concentratio...	-
5-hydroxytryptamine receptor 6	Ki	=	588.17	nM	6.23	PDSP Secondary Binding target: HTR6 - Compounds are tested at 10 uM concentratio...	-
Alpha-1A adrenergic receptor	Ki	=	705.75	nM	6.15	PDSP Secondary Binding target: ADRA1A - Compounds are tested at 10 uM concentrat...	-
Sigma non-opioid intracellular receptor 1	Ki	=	2781.64	nM	5.56	PDSP Secondary Binding target: SIGMAR1 - Compounds are tested at 10 uM concentra...	-
Alpha-1B adrenergic receptor	Ki	=	3136.53	nM	5.5	PDSP Secondary Binding target: ADRA1B - Compounds are tested at 10 uM concentrat...	-
Histamine H1 receptor	Ki	=	5824.38	nM	5.24	PDSP Secondary Binding target: HRH1 - Compounds are tested at 10 uM concentratio...	-
Cholinesterase	IC50	=	8380.0	nM	5.08	Inhibition of horse BChE by Ellman's method	23062825
Cholinesterase	IC50	=	13680.0	nM	4.86	Inhibition of human BChE by Ellman's method	23062825
Plasmodium falciparum	IC50	=	15848.93	nM	4.8	Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr...	19734910

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5058564	U2OS	7
-	10.6019/CHEMBL5058564	HEK-293T	4
-	10.6019/CHEMBL5058564	Fibroblast	3
-	10.6019/CHEMBL5442687	Alpha-2A adrenergic receptor	2
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	2
-	10.6019/CHEMBL5209801	Apelin receptor	2
-	10.6019/CHEMBL5209801	G-protein coupled receptor 35	2
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	2
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	2
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	2
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	2
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	2
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	2
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	2
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	2
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	2
23062825	10.1016/j.bmc.2012.09.040	Cholinesterase	2
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	2
-	10.6019/CHEMBL5060014	Peregrin	1
-	10.6019/CHEMBL5060014	Bromodomain-containing protein 4	1

Data from ChEMBL 36 via Core Engine