Desmethylsidenafil

Basic Info

FADB-China IDC0451
Substance NameDesmethylsidenafil
Substance Chinese Name去甲基西地那非
Molecular NameDesmethylsidenafil
Molecular Chinese Name去甲基西地那非
2D StructureNo image
CAS Number139755-82-1
PubChem CID135455980
FormulaC21H28N6O4S
IUPAC Name5-(2-ethoxy-5-piperazin-1-ylsulfonylphenyl)-1-methyl-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-7-one
InChI KeyUZTKBZXHEOVDRL-UHFFFAOYSA-N
InChIInChI=1S/C21H28N6O4S/c1-4-6-16-18-19(26(3)25-16)21(28)24-20(23-18)15-13-14(7-8-17(15)31-5-2)32(29,30)27-11-9-22-10-12-27/h7-8,13,22H,4-6,9-12H2,1-3H3,(H,23,24,28)
Canonical SMILES

CCCC1=NN(C2=C1N=C(NC2=O)C3=C(C=CC(=C3)S(=O)(=O)N4CCNCC4)OCC)C

Isomeric SMILES

CCCC1=NN(C2=C1N=C(NC2=O)C3=C(C=CC(=C3)S(=O)(=O)N4CCNCC4)OCC)C

CFM-ID 3.0URL Link
Related linksProcessing
Addition PurposesReduce cost
Molecular Synonyms
        
            Desmethylsildenafil
        
            N-Desmethyl Sildenafil
        
            139755-82-1
        
            UNII-L6WO34R9YG
        
            CHEMBL910
        
            L6WO34R9YG
        
            Desmethyl sildenafil
        
            N-Demethylsildenafil
        
            N-Desmethylsildenafil
        
            5-(2-ethoxy-5-(piperazin-1-ylsulfonyl)phenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one
Data UploaderShuyu Ouyang
Update DateJul 25, 2019 20:46

Properties

Property NameProperty Value
Molecular Weight460.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count8
Rotatable Bond Count7
Complexity810
Monoisotopic Mass460.18927458
Exact Mass460.18927458
XLogP1
Formal Charge0
Heavy Atom Count32
Defined Atom Stereocenter Count0
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-0.5787
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2-0.6018
P-glycoprotein SubstrateSubstrate0.7827
P-glycoprotein InhibitorInhibitor0.6122
Inhibitor0.8780
Renal Organic Cation TransporterNon-inhibitor0.7661
Distribution
Subcellular localizationMitochondria0.4707
Metabolism
CYP450 2C9 SubstrateNon-substrate0.5916
CYP450 2D6 SubstrateSubstrate0.5572
CYP450 3A4 SubstrateSubstrate0.6857
CYP450 1A2 InhibitorNon-inhibitor0.8148
CYP450 2C9 InhibitorInhibitor0.5810
CYP450 2D6 InhibitorNon-inhibitor0.8763
CYP450 2C19 InhibitorNon-inhibitor0.7583
CYP450 3A4 InhibitorInhibitor0.8707
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.7742
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8582
Inhibitor0.7257
AMES ToxicityNon AMES toxic0.5742
CarcinogensNon-carcinogens0.5918
Fish ToxicityHigh FHMT0.9922
Tetrahymena Pyriformis ToxicityHigh TPT0.8793
Honey Bee ToxicityLow HBT0.6785
BiodegradationNot ready biodegradable0.8140
Acute Oral ToxicityIII0.5230
Carcinogenicity (Three-class)Non-required0.6055

ADMET -- Regression

Model Value Unit
Aqueous solubility-3.7987LogS
Caco-2 Permeability0.8840LogPapp, cm/s
Rat Acute Toxicity2.6562LD50, mol/kg
Fish Toxicity1.4747pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5118pIGC50, ug/L

Related Foods

FADB-China ID F0071
Food Image No Pictures
Food Name Liquor
Food Chinese Name 酒类
Food Type Processed food
References Phosphodiesterase-5 inhibitors in Chinese tonic liquors by liquid chromatography coupled with quadrupole time of flight mass spectrometry

Potential Illegal Additives

ID Structure Name Source PubChem Link


No Image

Sildenafil		 

FRCD

Link

References

TitleDOI/PubMed/ISSN
Phosphodiesterase-5 inhibitors in Chinese tonic liquors by liquid chromatography coupled with quadrupole time of flight mass spectrometry