Compound Detail

CHEMBL10347

RAUWOLSCINE

Enter ChEMBL ID:

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

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

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL10347
Name	RAUWOLSCINE
Phase	Preclinical
Structure Type	MOL
InChI Key	BLGXFZZNTVWLAY-DIRVCLHFSA-N

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	C21H26N2O3
MW	354.45
Aromatic Rings	2
Heavy Atoms	26
NP-Likeness	1.17

Activity Summary

Ki 50 meas. best 10.0

Kd 12 meas. best 7.92

IC50 3 meas. best 7.8

EC50 1 meas. best 4.18

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Adrenergic receptor alpha-2 CHEMBL2095158	Ki	10.0	8.9967	0.1	9
Adrenergic receptor alpha-2 CHEMBL2093864	Ki	9.4	8.0968	0.4	19
Alpha-1B adrenergic receptor CHEMBL232	Ki	9.22	7.7333	0.6	3
Alpha-2 adrenergic receptor CHEMBL2111338	Ki	9.1	8.4933	0.8	3
Alpha-2C adrenergic receptor CHEMBL1916	Ki	9.0	9.0	1.0	1
Alpha-2A adrenergic receptor CHEMBL4744	Ki	8.47	8.11	3.4	2
Alpha-1D adrenergic receptor CHEMBL223	Ki	8.46	7.17	3.5	2
Unchecked CHEMBL612545	Ki	8.4	8.075	4.0	2
Alpha-2A adrenergic receptor CHEMBL1867	Ki	8.34	8.34	4.6	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	8.33	8.33	4.7	1
Adrenergic receptor alpha-2 CHEMBL2093864	Kd	7.92	7.695	12.0	4
Adenosine receptor A2b CHEMBL2592	Kd	7.86	7.44	13.8	2
Alpha-2C adrenergic receptor CHEMBL1916	IC50	7.8	7.8	16.0	1
Alpha-1D adrenergic receptor CHEMBL326	Ki	7.46	7.46	35.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	Kd	7.4	7.4	39.8	1
Voltage-dependent L-type calcium channel subunit alpha-1C CHEMBL3762	Ki	7.4	7.4	40.0	1
Adrenergic receptor alpha-2 CHEMBL2093864	IC50	6.78	6.78	165.0	1
Adrenergic receptor alpha-1 CHEMBL1907610	Ki	6.5	6.425	316.2	2
Adrenergic receptor alpha-1 CHEMBL1907610	Kd	6.27	5.8475	537.0	4
Alpha-1A adrenergic receptor CHEMBL4892	Ki	6.03	6.03	940.0	2
Adrenergic receptor alpha-1 CHEMBL2094251	Kd	5.89	5.89	1288.2	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	5.36	5.36	4400.0	1
Adrenergic receptor alpha-1 CHEMBL1907610	IC50	5.2	5.2	6300.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	4.18	4.18	66370.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Adrenergic receptor alpha-2	Ki	=	0.1	nM	10.0	Compound was evaluated for inhibition of binding of [3H]rauwolscine to Alpha-2 a...	7658428
Adrenergic receptor alpha-2	Ki	=	0.3	nM	9.52	Compound was evaluated for inhibition of binding of [3H]rauwolscine to Alpha-2 a...	7658428
Adrenergic receptor alpha-2	Ki	=	0.4	nM	9.4	Compound was evaluated for inhibition of binding of [3H]rauwolscine to Alpha-2 a...	7658428
Adrenergic receptor alpha-2	Ki	=	0.4	nM	9.4	Compound was evaluated for inhibition of binding of [3H]rauwolscine to Alpha-2 a...	7658428
Alpha-1B adrenergic receptor	Ki	=	0.6	nM	9.22	Binding affinity against Alpha-1B adrenergic receptor from hamster clones.	7658428
Alpha-2 adrenergic receptor	Ki	=	0.8	nM	9.1	Compound was evaluated for inhibition of binding of [3H]rauwolscine to Alpha-2 a...	7658428
Adrenergic receptor alpha-2	Ki	=	0.8	nM	9.1	Compound was evaluated for inhibition of binding of [3H]rauwolscine to Alpha-2 a...	7658428
Alpha-2 adrenergic receptor	Ki	=	0.8	nM	9.1	Compound was evaluated for inhibition of binding of [3H]rauwolscine to Alpha-2 a...	7658428
Adrenergic receptor alpha-2	Ki	=	0.9	nM	9.05	Compound was evaluated for inhibition of binding of [3H]rauwolscine to Alpha-2 a...	7658428
Alpha-2C adrenergic receptor	Ki	=	1.0	nM	9.0	Inhibition of [3H]rauwolscine to CHO cells expressing the human Alpha-2C adrener...	7562902
Adrenergic receptor alpha-2	Ki	=	1.2	nM	8.92	Compound was evaluated for inhibition of binding of [3H]L-rauwolscine to Alpha-2...	7658428
Adrenergic receptor alpha-2	Ki	=	1.3	nM	8.89	Compound was evaluated for inhibition of binding of [3H]L-rauwolscine to Alpha-2...	7658428
Adrenergic receptor alpha-2	Ki	=	2.5	nM	8.6	Compound was evaluated for inhibition of binding of [3H]rauwolscine to Alpha-2 a...	7658428
Adrenergic receptor alpha-2	Ki	=	2.89	nM	8.54	Evaluated for affinity at Alpha-2 adrenergic receptor of rat brain using [3H]rau...	-
Adrenergic receptor alpha-2	Ki	=	2.89	nM	8.54	Ability to displace [3H]rauwolscine from Alpha-2 adrenergic receptor in rat cort...	9089327
Alpha-2A adrenergic receptor	Ki	=	3.4	nM	8.47	Compound was evaluated for inhibition of binding of [3H]rauwolscine to Alpha-2 a...	7658428
Alpha-1D adrenergic receptor	Ki	=	3.5	nM	8.46	Binding affinity against Alpha-1D adrenergic receptor, from human clones.	7658428
Adrenergic receptor alpha-2	Ki	=	3.9	nM	8.41	Compound was evaluated for inhibition of binding of [3H]rauwolscine to Alpha-2 a...	7658428
Adrenergic receptor alpha-2	Ki	=	4.0	nM	8.4	Compound was evaluated for inhibition of binding of [3H]L-rauwolscine to Alpha-2...	7658428
Adrenergic receptor alpha-2	Ki	=	4.0	nM	8.4	Binding affinity by its ability to displace [3H]rauwolscine radioligand from Alp...	11814815

Literature References

PubMed	DOI	Target Context	# Activities
7658428	10.1021/jm00018a001	Adrenergic receptor alpha-2	17
16407989	10.1038/nchembio705	Alpha-2A adrenergic receptor	4
6142954	10.1021/jm00370a011	Adrenergic receptor alpha-1	3
2153820	10.1021/jm00164a021	Adrenergic receptor alpha-2	3
6088770	10.1021/jm00375a017	Unchecked	3
7658428	10.1021/jm00018a001	Alpha-2 adrenergic receptor	3
-	10.1016/0960-894X(95)00398-D	Rattus norvegicus	3
6142954	10.1021/jm00370a011	Adrenergic receptor alpha-2	3
17417631	10.1038/nchembio873	NON-PROTEIN TARGET	2
6139479	10.1021/jm00366a007	Adrenergic receptor alpha-2	2
7658428	10.1021/jm00018a001	Alpha-1D adrenergic receptor	2
7658428	10.1021/jm00018a001	Alpha-1B adrenergic receptor	2
37938154	10.1021/acs.jnatprod.3c00661	20S proteasome	2
6133953	10.1021/jm00360a008	Adenosine receptor A2b	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
6142954	10.1021/jm00370a011	Adrenergic receptor alpha	2
-	10.1016/0960-894X(95)00398-D	Adrenergic receptor alpha-2	1
1671705	10.1021/jm00106a036	Adrenergic receptor alpha-1	1
1671705	10.1021/jm00106a036	Adrenergic receptor alpha	1
-	10.1016/0960-894X(95)00398-D	Adrenergic receptor alpha-1	1

Data from ChEMBL 36 via Core Engine