Compound Detail

CHEMBL1256876

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Cl.NC[C@@H]1O[C@H](C23CC4CC(CC(C4)C2)C3)Cc2c1ccc(O)c2O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1256876
Phase	Preclinical
Structure Type	MOL
InChI Key	BWHPNJVKFAPVOG-QYFJGNGUSA-N
Parent Compound	CHEMBL291143
Active Moiety	CHEMBL291143

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

329.4

MW (Da)

3.26

ALogP

HBA

HBD

75.7

PSA (Å²)

0.73

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	C20H28ClNO3
MW	365.90
Aromatic Rings	1
Heavy Atoms	24
NP-Likeness	1.28

Activity Summary

IC50 23 meas. best 5.84

Ki 11 meas. best 8.52

EC50 7 meas. best 6.54

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
D(1B) dopamine receptor CHEMBL1850	Ki	8.52	8.52	3.0	1
D(1A) dopamine receptor CHEMBL2056	Ki	8.03	8.03	9.3	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	7.14	7.14	71.7	1
Alpha-2A adrenergic receptor CHEMBL1867	EC50	6.54	6.54	291.1	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	6.32	6.32	478.1	1
D(3) dopamine receptor CHEMBL234	Ki	6.26	6.26	545.0	1
D(4) dopamine receptor CHEMBL219	Ki	6.25	6.25	562.1	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	6.12	6.12	754.5	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	6.05	6.05	898.5	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	6.05	6.05	889.5	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	6.02	6.02	951.1	1
Glucagon-like peptide 1 receptor CHEMBL1784	IC50	5.84	5.84	1458.5	1
Psychosine receptor CHEMBL3714081	IC50	5.84	5.84	1449.0	1
CX3C chemokine receptor 1 CHEMBL4843	IC50	5.8	5.8	1575.8	1
Beta-2 adrenergic receptor CHEMBL210	IC50	5.78	5.78	1644.1	1
Glucose-dependent insulinotropic receptor CHEMBL5652	IC50	5.73	5.73	1865.8	1
Plasmodium falciparum CHEMBL364	IC50	5.7	5.5571	1995.3	7
Adhesion G-protein coupled receptor F1 CHEMBL4523872	IC50	5.58	5.58	2598.5	1
Apelin receptor CHEMBL1628481	IC50	5.56	5.56	2779.0	1
N-formyl peptide receptor 3 CHEMBL5646	IC50	5.51	5.51	3055.4	1
Type-1 angiotensin II receptor CHEMBL227	IC50	5.5	5.5	3130.2	1
G-protein coupled receptor 183 CHEMBL3259470	IC50	5.5	5.5	3174.4	1
G-protein coupled receptor 35 CHEMBL1293267	IC50	5.5	5.5	3155.2	1
ATP-dependent molecular chaperone HSP82 CHEMBL1293251	EC50	5.47	5.47	3364.0	1
Muscarinic acetylcholine receptor M2 CHEMBL211	IC50	5.45	5.45	3565.6	1
Unchecked CHEMBL612545	EC50	5.44	5.2233	3600.0	3
Alpha-1B adrenergic receptor CHEMBL232	Ki	5.38	5.38	4207.8	1
BJ CHEMBL614358	EC50	4.99	4.925	10309.0	2
fMet-Leu-Phe receptor CHEMBL3359	IC50	4.66	4.66	21729.9	1
Unchecked CHEMBL612545	IC50	4.57	4.4233	27010.0	3

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
D(1B) dopamine receptor	Ki	=	3.02	nM	8.52	PDSP Secondary Binding target: DRD5 - Compounds are tested at 10 uM concentratio...	-
D(1A) dopamine receptor	Ki	=	9.257	nM	8.03	PDSP Secondary Binding target: DRD1 - Compounds are tested at 10 uM concentratio...	-
Alpha-2C adrenergic receptor	Ki	=	71.73	nM	7.14	PDSP Secondary Binding target: ADRA2C - Compounds are tested at 10 uM concentrat...	-
Alpha-2A adrenergic receptor	EC50	=	291.09	nM	6.54	GPCR PRESTO-Tango dose-response in agonist mode with target: ADRA2A	-
Sodium-dependent dopamine transporter	Ki	=	478.08	nM	6.32	PDSP Secondary Binding target: SLC6A3 - Compounds are tested at 10 uM concentrat...	-
D(3) dopamine receptor	Ki	=	545.01	nM	6.26	PDSP Secondary Binding target: DRD3 - Compounds are tested at 10 uM concentratio...	-
D(4) dopamine receptor	Ki	=	562.14	nM	6.25	PDSP Secondary Binding target: DRD4 - Compounds are tested at 10 uM concentratio...	-
Sigma intracellular receptor 2	Ki	=	754.48	nM	6.12	PDSP Secondary Binding target: TMEM97 - Compounds are tested at 10 uM concentrat...	-
Alpha-2A adrenergic receptor	Ki	=	898.46	nM	6.05	PDSP Secondary Binding target: ADRA2A - Compounds are tested at 10 uM concentrat...	-
Alpha-2B adrenergic receptor	Ki	=	889.5	nM	6.05	PDSP Secondary Binding target: ADRA2B - Compounds are tested at 10 uM concentrat...	-
Sodium-dependent noradrenaline transporter	Ki	=	951.15	nM	6.02	PDSP Secondary Binding target: SLC6A2 - Compounds are tested at 10 uM concentrat...	-
Glucagon-like peptide 1 receptor	IC50	=	1458.46	nM	5.84	GPCR PRESTO-Tango dose-response in antagonist mode with target: GLP1R	-
Psychosine receptor	IC50	=	1449.0	nM	5.84	GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR65	-
CX3C chemokine receptor 1	IC50	=	1575.75	nM	5.8	GPCR PRESTO-Tango dose-response in antagonist mode with target: CX3CR1	-
Beta-2 adrenergic receptor	IC50	=	1644.1	nM	5.78	GPCR PRESTO-Tango dose-response in antagonist mode with target: ADRB2	-
Glucose-dependent insulinotropic receptor	IC50	=	1865.75	nM	5.73	GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR119	-
Plasmodium falciparum	IC50	=	1995.26	nM	5.7	Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	1995.26	nM	5.7	Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	1995.26	nM	5.7	Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr...	19734910
Plasmodium falciparum	IC50	=	2511.89	nM	5.6	Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g...	19734910

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	HEK-293T	345
-	10.6019/CHEMBL4689842	U2OS	344
-	10.6019/CHEMBL4689842	Fibroblast	344
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	8
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	8
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	8
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	8
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	8
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	8
-	10.6019/CHEMBL5209801	Apelin receptor	8
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	8
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	8
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	8
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	8
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	8
19734910	10.1038/nchembio.215	Plasmodium falciparum	7
-	10.6019/CHEMBL5209801	G-protein coupled receptor 35	2
-	10.6019/CHEMBL5060014	Fibroblast growth factor receptor 3	1
-	10.6019/CHEMBL5060014	Casein kinase I isoform delta	1
-	10.6019/CHEMBL5665443	Uracil-DNA glycosylase	1

Data from ChEMBL 36 via Core Engine