Nortadalafil

Basic Info

FADB-China IDC0450
Substance NameNortadalafil
Substance Chinese Name诺他达拉非
Molecular NameNortadalafil
Molecular Chinese Name诺他达拉非
2D StructureNo image
CAS Number171596-36-4
PubChem CID9820973
FormulaC21H17N3O4
IUPAC Name(2R,8R)-2-(1,3-benzodioxol-5-yl)-3,6,17-triazatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),11,13,15-tetraene-4,7-dione
InChI KeyXHDLVMPUSXRZOS-FOIQADDNSA-N
InChIInChI=1S/C21H17N3O4/c25-18-9-22-21(26)15-8-13-12-3-1-2-4-14(12)23-19(13)20(24(15)18)11-5-6-16-17(7-11)28-10-27-16/h1-7,15,20,23H,8-10H2,(H,22,26)/t15-,20-/m1/s1
Canonical SMILES

C1C2C(=O)NCC(=O)N2C(C3=C1C4=CC=CC=C4N3)C5=CC6=C(C=C5)OCO6

Isomeric SMILES

C1[C@@H]2C(=O)NCC(=O)N2[C@@H](C3=C1C4=CC=CC=C4N3)C5=CC6=C(C=C5)OCO6

CFM-ID 3.0URL Link
Related linksProcessing
Addition PurposesReduce cost
Molecular Synonyms
        
            Nortadalafil
        
            171596-36-4
        
            Demethyltadalafil
        
            N-Desmethyl Tadalafil
        
            UNII-5W59DMB3LD
        
            5W59DMB3LD
        
            CHEMBL342008
        
            Desmethyltadalafil (Nortadalafil)
        
            (+)-Nortadalafil
        
            (2R,8R)-2-(1,3-benzodioxol-5-yl)-3,6,17-triazatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-1(10),11,13,15-tetraene-4,7-dione
Data UploaderShuyu Ouyang
Update DateJul 25, 2019 20:46

Properties

Property NameProperty Value
Molecular Weight375.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Complexity672
Monoisotopic Mass375.12190604
Exact Mass375.12190604
XLogP2.1
Formal Charge0
Heavy Atom Count28
Defined Atom Stereocenter Count2
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+0.7544
Human Intestinal AbsorptionHIA+0.9784
Caco-2 PermeabilityCaco2-0.6825
P-glycoprotein SubstrateSubstrate0.5219
P-glycoprotein InhibitorNon-inhibitor0.8722
Non-inhibitor0.9482
Renal Organic Cation TransporterNon-inhibitor0.7496
Distribution
Subcellular localizationMitochondria0.4458
Metabolism
CYP450 2C9 SubstrateNon-substrate0.9102
CYP450 2D6 SubstrateNon-substrate0.8174
CYP450 3A4 SubstrateSubstrate0.5421
CYP450 1A2 InhibitorNon-inhibitor0.6889
CYP450 2C9 InhibitorNon-inhibitor0.6088
CYP450 2D6 InhibitorNon-inhibitor0.7462
CYP450 2C19 InhibitorNon-inhibitor0.5841
CYP450 3A4 InhibitorNon-inhibitor0.6521
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.7775
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9918
Non-inhibitor0.7726
AMES ToxicityNon AMES toxic0.5628
CarcinogensNon-carcinogens0.8889
Fish ToxicityHigh FHMT0.5690
Tetrahymena Pyriformis ToxicityHigh TPT0.6366
Honey Bee ToxicityLow HBT0.8007
BiodegradationNot ready biodegradable0.9772
Acute Oral ToxicityIII0.5508
Carcinogenicity (Three-class)Non-required0.6380

ADMET -- Regression

Model Value Unit
Aqueous solubility-2.8160LogS
Caco-2 Permeability0.5172LogPapp, cm/s
Rat Acute Toxicity2.4448LD50, mol/kg
Fish Toxicity1.5004pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.1875pIGC50, 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

Tadalafil		 

DrugBank, National Health Commission of the People's Republic of China, ToxCast & Tox21 Chemicals

Link

References

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