Natural Product (NP) Details

General Information of the NP (ID: NP3152)
Name
Milrinone
Synonyms
milrinone; 78415-72-2; Primacor; Milrinona; Milrinonum; 6-methyl-2-oxo-5-pyridin-4-yl-1H-pyridine-3-carbonitrile; WIN 47203; 2-methyl-6-oxo-1,6-dihydro-[3,4'-bipyridine]-5-carbonitrile; UNII-JU9YAX04C7; 3-Cyano-6-methyl-5-(4-pyridyl)-2-pyridone; MFCD00133539; 2-methyl-6-oxo-1,6-dihydro-3,4'-bipyridine-5-carbonitrile; 1,6-Dihydro-2-methyl-6-oxo(3,4'-bipyridine)-5-carbonitrile; 6-methyl-2-oxo-5-(pyridin-4-yl)-1,2-dihydropyridine-3-carbonitrile; Win-47203-2; Corotrope; 1,6-Dihydro-2-methyl-6-oxo-(3,4'-bipyridine)-5-carbonitrile; CHEMBL189; JU9YAX04C7; CHEBI:50693; Milrinone, 97%; Milrinonum [Latin]; NCGC00015675-08; NCGC00164390-01; Milrinona [Spanish]; WIN 47,203-2; [3,4'-Bipyridine]-5-carbonitrile, 1,6-dihydro-2-methyl-6-oxo-; CAS-78415-72-2; (3,4'-BIPYRIDINE)-5-CARBONITRILE, 1,6-DIHYDRO-2-METHYL-6-OXO-; DSSTox_CID_3324; DSSTox_RID_76978; DSSTox_GSID_23324; 1,6-Dihydro-2-methyl-6-oxo-[3,4'-bipyridine]-5-carbonitrile; 2-Methyl-6-oxo-1,6-dihydro-3,4'-bipyridine-5-carbonitrile (Milrinone); YM 018; SMR000058475; Milrila (TN); Milrinone(Primacor); WIN 47203-2; CCRIS 3795; SR-01000075524; EINECS 278-903-6; BRN 3546821; Milrinone [USAN:USP:INN:BAN]; 6-Methyl-5-(4-pyridyl)-2-pyridone-3-carbonitrile; Milrinone (Primacor); Tocris-1504; 111GE027; (3,4'-Bipyridine)-5-carbonitrile, 6-dihydro-2-methyl-6-oxo-; 1,2-DIHYDRO-6-METHYL-2-OXO-5-(4-PYRIDINYL)NICOTINONITRILE; Prestwick0_001065; Prestwick1_001065; Prestwick2_001065; Prestwick3_001065; Lopac-M-4659; M1663; M 4659; (non-labelled)Milrinone-d3; Milrinone (JAN/USP/INN); Lopac0_000737; SCHEMBL36947; BSPBio_001050; MLS000028818; MLS001424052; MLS006011946; BIDD:GT0197; SPBio_002965; BPBio1_001156; GTPL5225; SCHEMBL8309385; DTXSID5023324; BDBM15296; AOB5617; HMS1571E12; HMS2051L10; HMS2090J14; HMS2098E12; HMS2234A23; HMS3262C16; HMS3267P12; HMS3370H18; HMS3393L10; HMS3656G06; HMS3715E12; HMS3742G09; Pharmakon1600-01505489; AMY40564; BCP02956; ZINC9224016; Tox21_112113; Tox21_400069; Tox21_500737; ANW-42920; CM0151; Milrinone, >=97% (TLC), powder; NSC760072; s2484; SBB055743; Milrinone - CAS 78415-72-2; AKOS015836135; Tox21_112113_1; AC-4730; BCP9000926; CCG-101020; CCG-204822; CS-1367; DB00235; KS-1440; LP00737; MCULE-8377851655; NC00270; NSC 760072; NSC-760072; SDCCGSBI-0050715.P002; NCGC00015675-01; NCGC00015675-02; NCGC00015675-03; NCGC00015675-04; NCGC00015675-05; NCGC00015675-06; NCGC00015675-07; NCGC00015675-09; NCGC00015675-11; NCGC00015675-24; NCGC00025189-01; NCGC00025189-02; NCGC00025189-03; NCGC00261422-01; HY-14252; SMR004703527; SY028050; BCP0726000256; AB0010910; AB00514027; EU-0100737; FT-0630859; SW197308-3; C07224; D00417; AB00514027-02; AB00514027-03; AB00514027_04; AB00514027_05; AB00597139-08; 415M722; A839417; Q847399; SR-01000075524-1; SR-01000075524-3; SR-01000075524-4; SR-01000075524-6; W-104284; BRD-K67080878-001-05-5; Z1522568219; 6-methyl-2-oxo-5-(4-pyridyl)hydropyridine-3-carbonitrile; 1,2-dihydro-6-methyl-2-oxo-5-(4 -pyridinyl)nicotinonitrile; 2-Methyl-6-oxo-1,6-dihydro-[3,4']bipyridinyl-5-carbonitrile; Milrinone, United States Pharmacopeia (USP) Reference Standard; 1,2-DIHYDRO-6-METHYL-2-OXO-5-(4-PYRIDINYL)-NICOTINONITRILE; 6-methyl-2-oxidanylidene-5-pyridin-4-yl-1H-pyridine-3-carbonitrile; 1,6-Dihydro-2-methyl-6-oxo-(3,4 inverted exclamation mark -bipyridine)-5-carbonitrile
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Species Origin Homo sapiens ...     Click to Show/Hide
Homo sapiens
Kingdom: Metazoa
Phylum: Chordata
Class: Mammalia
Order: Primates
Family: Hominidae
Genus: Homo
Species: Homo sapiens
Disease Heart failure [ICD-11: BD10] Approved [1]
Structure
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2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -5.013
 
MDCK Permeability
 -4.753
 
PAMPA
 - - -
 
HIA
 - - -
 
Distribution
VDss
 0.274
 
PPB
 37.3%
 
BBB
 +++
 
Metabolism
CYP1A2 inhibitor
 - - -
CYP1A2 substrate
 +++
CYP2C19 inhibitor
 - - -
CYP2C19 substrate
 +++
CYP2C9 inhibitor
 - - -
CYP2C9 substrate
 - -
CYP2D6 inhibitor
 - - -
CYP2D6 substrate
 - -
CYP3A4 inhibitor
 - - -
CYP3A4 substrate
 +++
CYP2B6 inhibitor
 - - -
CYP2B6 substrate
 - - -
CYP2C8 inhibitor
 - - -
HLM Stability
 - - -
 
Excretion
CLplasma
 11.454
 
T1/2
 1.727
Toxicity
DILI
 ++
 
Rat Oral Acute Toxicity
 ++
 
FDAMDD
 -
 
Respiratory
 ++
 
Human Hepatotoxicity
 +
 
Ototoxicity
 -
 
Drug-induced Nephrotoxicity
 - -
 
Drug-induced Neurotoxicity
 ++
 
Hematotoxicity
 - -
 
Genotoxicity
 +++
 
Tips: 1. For the classification endpoints, the prediction probability values are transformed into six symbols: 0-0.1 (- - -), 0.1-0.3 (- -), 0.3-0.5 (-), 0.5-0.7 (+), 0.7-0.9 (++), and 0.9-1.0 (+++). 2. Additionally, the corresponding relationships of the three labels are as follows: excellent; medium; poor.
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    Click to Show/Hide the Molecular Information and External Link(s) of This Natural Product
Formula
C12H9N3O
PubChem CID
4197
Canonical SMILES
CC1=C(C=C(C(=O)N1)C#N)C2=CC=NC=C2
InChI
1S/C12H9N3O/c1-8-11(9-2-4-14-5-3-9)6-10(7-13)12(16)15-8/h2-6H,1H3,(H,15,16)
InChIKey
PZRHRDRVRGEVNW-UHFFFAOYSA-N
CAS Number
CAS 78415-72-2
ChEBI ID
CHEBI:50693
Herb ID
HBIN035536
TTD Drug ID
D0Y9ZE
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Sildenafil      Erectile dysfunction     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vivo Model Male Wistar rat hearts were isolated using an in vitro Langendorff system.
                    Experimental
                    Result(s)		 Treatment with sildenafil and milrinone in lower concentrations had an equally strong cardioprotective effect regarding infarct size reduction compared with the administration of "protective" concentrations.
Target and Pathway
Target(s) Phosphodiesterase 3 (PDE3)  Molecule Info  [3]
References
Reference 1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 5225).
Reference 2 Combination of the Phosphodiesterase Inhibitors Sildenafil and Milrinone Induces Cardioprotection With Various Conditioning Strategies. J Cardiovasc Pharmacol. 2020 Dec;76(6):684-691.
Reference 3 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
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