Compound Detail

CHEMBL189

MILRINONE

💊 Approved Drug

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💊 Approved Drug

Cc1[nH]c(=O)c(C#N)cc1-c1ccncc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL189
Name	MILRINONE
Phase	Approved
Structure Type	MOL
InChI Key	PZRHRDRVRGEVNW-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Milrila Milrinona Milrinone NSC-760072 WIN 47,203-2 WIN-47203-2

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

211.2

MW (Da)

1.62

ALogP

HBA

HBD

69.5

PSA (Å²)

0.78

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1987
Availability	Prescription
Chirality	Achiral

Routes of Administration

Parenteral

Flags

Natural Product

USAN Stem	-rinone
USAN Year	1983

Extended Properties

Molecular Formula	C12H9N3O
MW	211.22
Aromatic Rings	2
Heavy Atoms	16
NP-Likeness	-1.17

Indications

Cardiovascular Diseases Heart Failure Heart Defects, Congenital Hernias, Diaphragmatic, Congenital Hypertension, Pulmonary Muscle Cramp Shock, Septic Subarachnoid Hemorrhage Vasospasm, Intracranial Reperfusion Injury

ATC Classification

C01CE02

milrinone

Level 1: CARDIOVASCULAR SYSTEM

Level 2: CARDIAC THERAPY

Activity Summary

IC50 78 meas. best 7.0

EC50 7 meas. best 6.2

Ki 2 meas. best 6.82

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Homo sapiens CHEMBL372	IC50	7.0	5.8775	100.0	4
Aorta CHEMBL613606	IC50	6.91	6.91	122.0	1
Phosphodiesterase 3 CHEMBL2094125	Ki	6.82	6.82	150.0	1
Phosphodiesterase 3 CHEMBL2094125	IC50	6.68	5.7944	210.0	27
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A CHEMBL241	IC50	6.6	5.835	250.0	4
Unchecked CHEMBL612545	IC50	6.57	5.571	270.0	10
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B CHEMBL290	IC50	6.55	6.55	280.0	1
Unchecked CHEMBL612545	EC50	6.2	6.2	634.0	1
Canis familiaris CHEMBL373	EC50	6.16	5.98	700.0	2
cGMP-specific 3',5'-cyclic phosphodiesterase CHEMBL1827	IC50	6.13	6.13	740.0	1
Phosphodiesterase 3A CHEMBL3061	IC50	6.07	6.07	843.0	1
Phosphodiesterase 3B CHEMBL5129	IC50	6.0	6.0	1000.0	1
Phosphodiesterase; PDE3 & PDE4 CHEMBL2095153	IC50	5.96	5.96	1100.0	1
Cavia porcellus CHEMBL369	EC50	5.33	4.995	4700.0	2
3',5'-cyclic-AMP phosphodiesterase 4A CHEMBL2366459	Ki	5.33	5.33	4670.0	1
Prostaglandin G/H synthase 1 CHEMBL221	IC50	5.33	5.33	4700.0	1
Blood CHEMBL613416	IC50	5.33	5.33	4700.0	1
cGMP-specific 3',5'-cyclic phosphodiesterase CHEMBL3478	IC50	5.3	5.3	5000.0	1
Phosphodiesterase 4 CHEMBL2093863	IC50	5.22	5.22	6000.0	1
Felis catus CHEMBL612670	EC50	5.19	5.15	6500.0	2
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.96	4.7875	11000.0	4
Plasma CHEMBL613652	IC50	4.96	4.91	11000.0	3
Phosphodiesterase 4A CHEMBL3333	IC50	4.89	4.89	13000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	6.2	mL.min-1.kg-1	Homo sapiens
CL	1.2	mL.min-1.kg-1	Homo sapiens
CL	6.2	mL.min-1.kg-1	Homo sapiens
CL	6.2	mL.min-1.kg-1	Homo sapiens
F	80.0	%	Homo sapiens
F	92.0	%	Homo sapiens
Fu	0.035	-	Homo sapiens
Fu	0.035	-	Homo sapiens
MRT	0.67	hr	Homo sapiens
T1/2	0.8	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Homo sapiens	IC50	=	100.0	nM	7.0	In vitro inhibition of collagen stimulated platelet aggregation in human thrombo...	2536438
Aorta	IC50	=	122.0	nM	6.91	Vasorelaxant activity against noradrenaline-induced contraction in intact rat ao...	20880705
Phosphodiesterase 3	Ki	=	150.0	nM	6.82	Inhibition of human phosphodiesterase 3	15887951
Phosphodiesterase 3	IC50	=	210.0	nM	6.68	Inhibition of human platelet PDE3	17500510
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A	IC50	=	250.0	nM	6.6	Inhibition of human recombinant PDE3A using cAMP as substrate incubated for 20 m...	33022582
Unchecked	IC50	=	270.0	nM	6.57	Inhibition of human phosphodiesterase 3	18588282
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B	IC50	=	280.0	nM	6.55	Inhibitory concentration required to inhibit human phosphodiesterase 3B expresse...	14592490
Phosphodiesterase 3	IC50	=	300.0	nM	6.52	Inhibition of PDE 3 (phosphodiesterase III) from guinea pig ventricle	8388468
Homo sapiens	IC50	=	350.0	nM	6.46	In vitro inhibition of collagen stimulated platelet aggregation in human whole b...	2536438
Phosphodiesterase 3	IC50	=	360.0	nM	6.44	In vitro inhibitory activity against cAMP phosphodiesterase III in dog aorta	8295212
Phosphodiesterase 3	IC50	=	360.0	nM	6.44	Inhibition of cAMP Phosphodiesterase 3	1336055
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A	IC50	=	440.0	nM	6.36	Inhibitory concentration required to inhibit human phosphodiesterase 3A expresse...	14592490
Phosphodiesterase 3	IC50	=	450.0	nM	6.35	Inhibition of human recombinant PDE3 expressed in Escherichia coli	37077378
Phosphodiesterase 3	IC50	=	600.0	nM	6.22	Inhibition of human platelet phosphodiesterase 3	15125945
Unchecked	EC50	=	634.0	nM	6.2	PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Confirmation HTS to Identify Inhi...	-
Canis familiaris	EC50	=	700.0	nM	6.16	In vitro vascular relaxation in canine mesenteric veins precontracted with pheny...	1654425
Phosphodiesterase 3	IC50	=	730.0	nM	6.14	Inhibitory activity against cGMP inhibited Phosphodiesterase 3, isolated from gu...	9767640
Phosphodiesterase 3	IC50	=	730.0	nM	6.14	Inhibition of guinea pig ventricular Phosphodiesterase 3	9154964
cGMP-specific 3',5'-cyclic phosphodiesterase	IC50	=	740.0	nM	6.13	Inhibitory activity against cGMP-phosphodiesterase from porcine aorta	8027992
Unchecked	IC50	=	740.0	nM	6.13	Inhibition of Phosphodiesterase 3 from rat diaphragm	12161123

Literature References

PubMed	DOI	Target Context	# Activities
8809156	10.1021/jm9508649	Cavia porcellus	21
8355248	10.1021/jm00069a005	Cavia porcellus	18
3585900	10.1021/jm00389a011	Canis familiaris	16
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
1654425	10.1021/jm00113a002	Canis familiaris	11
3385731	10.1021/jm00402a020	Canis familiaris	8
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
20070106	10.1021/jm901371v	Homo sapiens	8
2832602	10.1021/jm00399a023	Canis familiaris	7
1311763	10.1021/jm00082a002	Rattus norvegicus	6
2536438	10.1021/jm00122a011	Canis familiaris	6
8386770	10.1021/jm00060a012	Canis familiaris	6
-	10.1016/S0960-894X(01)81217-8	Canis familiaris	5
3761304	10.1021/jm00160a006	Canis familiaris	5
-	10.1007/s00044-008-9100-9	3',5'-cyclic-AMP phosphodiesterase 4A	5
20801556	10.1016/j.ejmech.2010.08.001	H9c2	5
1447745	10.1021/jm00101a024	Canis familiaris	5
37468498	10.1038/s41467-023-40064-9	Alpha-1A adrenergic receptor	5
1447745	10.1021/jm00101a024	Cavia porcellus	4

Data from ChEMBL 36 via Core Engine