Avanafil

Basic Info

FADB-China IDC0575
Substance NamePDE-5 inhibitors drugs
Substance Chinese NamePDE-5抑制剂药物
Molecular NameAvanafil
Molecular Chinese Name阿伐那菲
2D StructureNo image
CAS Number330784-47-9
PubChem CID9869929
FormulaC23H26ClN7O3
IUPAC Name4-[(3-chloro-4-methoxyphenyl)methylamino]-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide
InChI KeyWEAJZXNPAWBCOA-INIZCTEOSA-N
InChIInChI=1S/C23H26ClN7O3/c1-34-19-6-5-15(10-18(19)24)11-27-21-17(22(33)28-13-20-25-7-3-8-26-20)12-29-23(30-21)31-9-2-4-16(31)14-32/h3,5-8,10,12,16,32H,2,4,9,11,13-14H2,1H3,(H,28,33)(H,27,29,30)/t16-/m0/s1
Canonical SMILES

COC1=C(C=C(C=C1)CNC2=NC(=NC=C2C(=O)NCC3=NC=CC=N3)N4CCCC4CO)Cl

Isomeric SMILES

COC1=C(C=C(C=C1)CNC2=NC(=NC=C2C(=O)NCC3=NC=CC=N3)N4CCC[C@H]4CO)Cl

CFM-ID 3.0URL Link
Related linksProcessing
Addition PurposesEnhance health care function
Molecular Synonyms
        
            Avanafil
        
            330784-47-9
        
            STENDRA
        
            TA 1790
        
            TA-1790
        
            UNII-DR5S136IVO
        
            CHEBI:66876
        
            DR5S136IVO
        
            (S)-2-(2-Hydroxymethyl-1-pyrrolidinyl)-4-(3-chloro-4-methoxybenzylamino)-5-[(2-pyrimidinylmethyl)carbamoyl]pyrimidine
        
            (S)-4-((3-Chloro-4-methoxybenzyl)amino)-2-(2-(hydroxymethyl)pyrrolidin-1-yl)-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide
Data UploaderShuyu Ouyang
Update DateJul 25, 2019 20:46

Properties

Property NameProperty Value
Molecular Weight483.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count9
Rotatable Bond Count9
Complexity642
Monoisotopic Mass483.1785654
Exact Mass483.1785654
XLogP2.6
Formal Charge0
Heavy Atom Count34
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB-0.7165
Human Intestinal AbsorptionHIA+0.9958
Caco-2 PermeabilityCaco2-0.6100
P-glycoprotein SubstrateSubstrate0.6720
P-glycoprotein InhibitorNon-inhibitor0.6724
Inhibitor0.9038
Renal Organic Cation TransporterNon-inhibitor0.5282
Distribution
Subcellular localizationMitochondria0.7566
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7215
CYP450 2D6 SubstrateNon-substrate0.7950
CYP450 3A4 SubstrateSubstrate0.6184
CYP450 1A2 InhibitorNon-inhibitor0.5000
CYP450 2C9 InhibitorNon-inhibitor0.5841
CYP450 2D6 InhibitorNon-inhibitor0.7495
CYP450 2C19 InhibitorNon-inhibitor0.5892
CYP450 3A4 InhibitorNon-inhibitor0.5490
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.5277
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.6671
Inhibitor0.8671
AMES ToxicityNon AMES toxic0.6096
CarcinogensNon-carcinogens0.8809
Fish ToxicityHigh FHMT0.8114
Tetrahymena Pyriformis ToxicityHigh TPT0.9671
Honey Bee ToxicityLow HBT0.8880
BiodegradationNot ready biodegradable0.9929
Acute Oral ToxicityIII0.6560
Carcinogenicity (Three-class)Non-required0.5832

ADMET -- Regression

Model Value Unit
Aqueous solubility-3.6353LogS
Caco-2 Permeability0.8397LogPapp, cm/s
Rat Acute Toxicity2.5077LD50, mol/kg
Fish Toxicity1.4205pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5354pIGC50, ug/L

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FADB-China ID F0142
Food Image No Pictures
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Food Type Processed food
References Adulteration of Dietary Supplements by the Illegal Addition of Synthetic Drugs: A Review

References

TitleDOI/PubMed/ISSN
Adulteration of Dietary Supplements by the Illegal Addition of Synthetic Drugs: A Review