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Lysergic acid alpha-hydroxyethylamide

PubChem CID: 134553

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Compound Synonyms Lysergic acid alpha-hydroxyethylamide, 3343-15-5, Lysergic acid methyl carbinolamide, N-(alpha-Hydroxyethyl)lysergamide, EINECS 222-086-0, Lysergamide, N-(1-hydroxyethyl)-, (6aR,9R)-N-(1-hydroxyethyl)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide, Ergoline-8-carboxamide, 9,10-didehydro-N-(1-hydroxyethyl)-6-methyl-, (8-beta)-, (S)-9,10-Didehydro-N-(1-hydroxyethyl)-6-methylergoline-8beta-carboxamide, (6aR,9R)-N-(1-hydroxyethyl)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo(4,3-fg)quinoline-9-carboxamide, SCHEMBL3190210, DTXSID10955057, Lysergamide, N-(1-hydroxyethyl)-(7CI), NS00047807, N-(1-Hydroxyethyl)-6-methyl-9,10-didehydroergoline-8-carboximidic acid
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 68.4
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CC1CCC3CCCC2C31
Np Classifier Class Ergot alkaloids
Deep Smiles CCNC=O)[C@H]CNC)[C@H]C=C6)cccccc6cC%10)c[nH]5))))))))))))))))O
Heavy Atom Count 23.0
Classyfire Class Ergoline and derivatives
Scaffold Graph Node Level C1CNC2CC3CNC4CCCC(C2C1)C34
Classyfire Subclass Lysergic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 520.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 2.0
Iupac Name (6aR,9R)-N-(1-hydroxyethyl)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 1.9
Gsk 4 400 Rule True
Molecular Formula C18H21N3O2
Scaffold Graph Node Bond Level C1=C2c3cccc4[nH]cc(c34)CC2NCC1
Inchi Key WYTJZJPVCDWOOI-WPJLSRQMSA-N
Silicos It Class Soluble
Rotatable Bond Count 2.0
Synonyms lysergic acid α-hydroxyethylamide
Esol Class Soluble
Functional Groups CC(O)NC(C)=O, CN(C)C, cC(C)=CC, c[nH]c
Compound Name Lysergic acid alpha-hydroxyethylamide
Exact Mass 311.163
Formal Charge 0.0
Monoisotopic Mass 311.163
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 311.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C18H21N3O2/c1-10(22)20-18(23)12-6-14-13-4-3-5-15-17(13)11(8-19-15)7-16(14)21(2)9-12/h3-6,8,10,12,16,19,22H,7,9H2,1-2H3,(H,20,23)/t10?,12-,16-/m1/s1
Smiles CC(NC(=O)[C@H]1CN([C@@H]2CC3=CNC4=CC=CC(=C34)C2=C1)C)O
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tryptophan alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Argyreia Nervosa (Plant) Rel Props:Reference:ISBN:9788172361150