Compound Detail

CHEMBL300555

SPIROXATRINE

🧪 Phase II

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🧪 Phase II

O=C1NCN(c2ccccc2)C12CCN(CC1COc3ccccc3O1)CC2

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL300555
Name	SPIROXATRINE
Phase	Phase II
Structure Type	MOL
InChI Key	JVGBTTIJPBFLTE-UHFFFAOYSA-N

Known Names

Espiroxatrina NSC-665322 R 5188 R-5188 Spiroxatrine

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

379.5

MW (Da)

2.25

ALogP

HBA

HBD

54.0

PSA (Å²)

0.89

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Racemic

Extended Properties

Molecular Formula	C22H25N3O3
MW	379.46
Aromatic Rings	2
Heavy Atoms	28
NP-Likeness	-0.35

Activity Summary

Ki 25 meas. best 9.66

IC50 4 meas. best 5.0

EC50 3 meas. best 4.7

Kd 1 meas. best 8.6

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
D(2) dopamine receptor CHEMBL339	Ki	9.66	9.25	0.2	2
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	8.72	8.2	1.9	2
5-hydroxytryptamine receptor 1A CHEMBL214	Kd	8.6	8.6	2.5	1
D(2) dopamine receptor CHEMBL217	Ki	8.17	8.17	6.7	1
D(3) dopamine receptor CHEMBL234	Ki	8.11	8.11	7.7	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	8.07	8.07	8.6	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	7.97	7.97	10.7	1
Mu-type opioid receptor CHEMBL233	Ki	7.89	7.89	12.8	1
D(4) dopamine receptor CHEMBL219	Ki	7.71	7.71	19.4	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	7.25	7.25	56.6	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	7.18	7.18	66.1	1
Serotonin 2 (5-HT2) receptor CHEMBL2093870	Ki	6.95	6.51	113.0	2
Alpha-1D adrenergic receptor CHEMBL223	Ki	6.86	6.86	138.7	1
Adrenergic receptor alpha-1 CHEMBL1907610	Ki	6.83	6.405	149.0	2
Alpha-1B adrenergic receptor CHEMBL232	Ki	6.5	6.5	319.4	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	6.35	6.35	446.0	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	6.21	6.21	616.9	1
Kappa-type opioid receptor CHEMBL237	Ki	6.15	6.15	711.3	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	6.15	6.15	702.1	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	6.0	6.0	1010.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.58	5.58	2610.1	1
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	5.42	5.42	3798.0	1
Plasmodium falciparum CHEMBL364	IC50	5.0	4.975	10000.0	4
Nuclear receptor subfamily 1 group I member 2 CHEMBL3401	EC50	4.7	4.5833	20000.0	3

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
D(2) dopamine receptor	Ki	=	0.22	nM	9.66	Binding affinity against Dopamine receptor D2 of rat was determined using 2 nM o...	2902227
D(2) dopamine receptor	Ki	=	1.45	nM	8.84	Binding affinity against Dopamine receptor D2 of rat was determined using 2 nM o...	2902227
5-hydroxytryptamine receptor 1A	Ki	=	1.9	nM	8.72	Binding affinity against 5-hydroxytryptamine 1A receptor of rat was determined u...	2902227
5-hydroxytryptamine receptor 1A	Kd	=	2.512	nM	8.6	Binding affinity to 5HT1A receptor	19754201
D(2) dopamine receptor	Ki	=	6.711	nM	8.17	PDSP Secondary Binding target: DRD2 - Compounds are tested at 10 uM concentratio...	-
D(3) dopamine receptor	Ki	=	7.739	nM	8.11	PDSP Secondary Binding target: DRD3 - Compounds are tested at 10 uM concentratio...	-
Alpha-2C adrenergic receptor	Ki	=	8.553	nM	8.07	PDSP Secondary Binding target: ADRA2C - Compounds are tested at 10 uM concentrat...	-
Alpha-2B adrenergic receptor	Ki	=	10.67	nM	7.97	PDSP Secondary Binding target: ADRA2B - Compounds are tested at 10 uM concentrat...	-
Mu-type opioid receptor	Ki	=	12.81	nM	7.89	PDSP Secondary Binding target: OPRM1 - Compounds are tested at 10 uM concentrati...	-
D(4) dopamine receptor	Ki	=	19.36	nM	7.71	PDSP Secondary Binding target: DRD4 - Compounds are tested at 10 uM concentratio...	-
5-hydroxytryptamine receptor 1A	Ki	=	21.0	nM	7.68	Binding affinity against 5-hydroxytryptamine 1A receptor of rat was determined u...	2902227
5-hydroxytryptamine receptor 1A	Ki	=	56.64	nM	7.25	PDSP Secondary Binding target: HTR1A - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 7	Ki	=	66.12	nM	7.18	PDSP Secondary Binding target: HTR7 - Compounds are tested at 10 uM concentratio...	-
Serotonin 2 (5-HT2) receptor	Ki	=	113.0	nM	6.95	Binding affinity towards serotonin 5-hydroxytryptamine 2 receptor of rat determi...	2902227
Alpha-1D adrenergic receptor	Ki	=	138.71	nM	6.86	PDSP Secondary Binding target: ADRA1D - Compounds are tested at 10 uM concentrat...	-
Adrenergic receptor alpha-1	Ki	=	149.0	nM	6.83	Binding affinity against alpha-1 adrenergic receptor of rat was determined using...	2902227
Alpha-1B adrenergic receptor	Ki	=	319.41	nM	6.5	PDSP Secondary Binding target: ADRA1B - Compounds are tested at 10 uM concentrat...	-
Alpha-1A adrenergic receptor	Ki	=	445.96	nM	6.35	PDSP Secondary Binding target: ADRA1A - Compounds are tested at 10 uM concentrat...	-
Alpha-2A adrenergic receptor	Ki	=	616.88	nM	6.21	PDSP Secondary Binding target: ADRA2A - Compounds are tested at 10 uM concentrat...	-
5-hydroxytryptamine receptor 2A	Ki	=	702.1	nM	6.15	PDSP Secondary Binding target: HTR2A - Compounds are tested at 10 uM concentrati...	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	Fibroblast	10
-	10.6019/CHEMBL4689842	HEK-293T	10
-	10.6019/CHEMBL4689842	U2OS	8
20966043	10.1124/dmd.110.035105	Nuclear receptor subfamily 1 group I member 2	7
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	5
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	5
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	5
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	5
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	5
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	5
-	10.6019/CHEMBL5209801	Apelin receptor	5
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	5
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	5
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	5
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	5
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	5
19734910	10.1038/nchembio.215	Plasmodium falciparum	4
2902227	10.1021/jm00118a017	Adrenergic receptor alpha-1	2
2902227	10.1021/jm00118a017	D(2) dopamine receptor	2
2902227	10.1021/jm00118a017	5-hydroxytryptamine receptor 1A	2

Data from ChEMBL 36 via Core Engine