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N(6)-(4-Hydroxyisopentenyl)-2-methylthioadenosine

PubChem CID: 6440977

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Compound Synonyms 2-Methylthioribosylzeatin, 2-Methylthiozeatin riboside, 2-Methylthio-cis-ribozeatin, 26190-61-4, DTXSID501017778, 2-Methylthio-N(6)-(4-hydroxyisopentenyl)adenosine, N(6)-(4-Hydroxyisopentenyl)-2-methylthioadenosine, Adenosine, N-(4-hydroxy-3-methyl-2-butenyl)-2-(methylthio)-, (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[[(E)-4-hydroxy-3-methylbut-2-enyl]amino]-2-methylsulfanylpurin-9-yl]oxolane-3,4-diol, DTXCID801475959, (2R,3R,4S,5R)-2-(6-(((E)-4-Hydroxy-3-methylbut-2-en-1-yl)amino)-2-(methylthio)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 171.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC2C(C1)CCC2C1CCCC1
Np Classifier Class Purine alkaloids
Deep Smiles OC/C=C/CNcncSC))ncc6ncn5[C@@H]O[C@@H][C@H][C@H]5O))O))CO)))))))))))))))))/C
Heavy Atom Count 27.0
Classyfire Class Purine nucleosides
Scaffold Graph Node Level C1COC(N2CNC3CNCNC32)C1
Isotope Atom Count 0.0
Molecular Complexity 529.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[[(E)-4-hydroxy-3-methylbut-2-enyl]amino]-2-methylsulfanylpurin-9-yl]oxolane-3,4-diol
Veber Rule False
Classyfire Superclass Nucleosides, nucleotides, and analogues
Xlogp 0.7
Gsk 4 400 Rule True
Molecular Formula C16H23N5O5S
Scaffold Graph Node Bond Level c1ncc2ncn(C3CCCO3)c2n1
Inchi Key QEWSGVMSLPHELX-LECLTHIMSA-N
Silicos It Class Soluble
Rotatable Bond Count 7.0
Synonyms 2-methylthioribosylzeatin
Esol Class Soluble
Functional Groups C/C=C(/C)C, CO, COC, cNC, cSC, cn(c)C, cnc
Compound Name N(6)-(4-Hydroxyisopentenyl)-2-methylthioadenosine
Exact Mass 397.142
Formal Charge 0.0
Monoisotopic Mass 397.142
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 397.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C16H23N5O5S/c1-8(5-22)3-4-17-13-10-14(20-16(19-13)27-2)21(7-18-10)15-12(25)11(24)9(6-23)26-15/h3,7,9,11-12,15,22-25H,4-6H2,1-2H3,(H,17,19,20)/b8-3+/t9-,11-,12-,15-/m1/s1
Smiles C/C(=C\CNC1=C2C(=NC(=N1)SC)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)/CO
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Pseudoalkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Pisum Sativum (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/16665334