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(1S,18S,19R,20S)-19-ethenyl-7-hydroxy-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4(9),5,7,15-pentaen-14-one

PubChem CID: 70675008

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Compound Synonyms CHEMBL4450691
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 165.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1C2CCC(CC3CCCCC3)CC2CC2C1CCC1C3CCCCC3CC12
Np Classifier Class Carboline alkaloids
Deep Smiles C=C[C@H][C@@H]OC=C[C@H]6C[C@@H]NC6=O))CCcc6[nH]cc5cccc6))O)))))))))))))))))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O
Heavy Atom Count 37.0
Classyfire Class Indoles and derivatives
Scaffold Graph Node Level OC1C2COC(OC3CCCCO3)CC2CC2C3NC4CCCCC4C3CCN12
Classyfire Subclass Pyridoindoles
Isotope Atom Count 0.0
Molecular Complexity 932.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name (1S,18S,19R,20S)-19-ethenyl-7-hydroxy-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4(9),5,7,15-pentaen-14-one
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Organoheterocyclic compounds
Xlogp 0.1
Gsk 4 400 Rule False
Molecular Formula C26H30N2O9
Scaffold Graph Node Bond Level O=C1C2=COC(OC3CCCCO3)CC2CC2c3[nH]c4ccccc4c3CCN12
Prediction Swissadme 0.0
Inchi Key ZDYTVCFDZWEYRR-KDLXYAJASA-N
Silicos It Class Soluble
Fcsp3 0.5
Logs -2.979
Rotatable Bond Count 4.0
Logd 1.024
Synonyms 10-hydroxystrictosamide
Esol Class Soluble
Functional Groups C=CC, CN(C)C(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, CO, cO, c[nH]c
Compound Name (1S,18S,19R,20S)-19-ethenyl-7-hydroxy-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4(9),5,7,15-pentaen-14-one
Prediction Hob Swissadme 0.0
Exact Mass 514.195
Formal Charge 0.0
Monoisotopic Mass 514.195
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 514.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Esol -2.983892200000001
Inchi InChI=1S/C26H30N2O9/c1-2-12-14-8-18-20-13(15-7-11(30)3-4-17(15)27-20)5-6-28(18)24(34)16(14)10-35-25(12)37-26-23(33)22(32)21(31)19(9-29)36-26/h2-4,7,10,12,14,18-19,21-23,25-27,29-33H,1,5-6,8-9H2/t12-,14+,18+,19-,21-,22+,23-,25+,26+/m1/s1
Smiles C=C[C@@H]1[C@@H]2C[C@H]3C4=C(CCN3C(=O)C2=CO[C@H]1O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C6=C(N4)C=CC(=C6)O
Nring 6.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Tryptophan alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Nauclea Orientalis (Plant) Rel Props:Reference:ISBN:9788172362461
  • 2. Outgoing r'ship FOUND_IN to/from Uncaria Rhynchophylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all