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Vincosamide

PubChem CID: 10163855

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Compound Synonyms Vincosamide, 23141-27-7, (1R,18S,19R,20S)-19-Ethenyl-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),4,6,8,15-pentaen-14-one, CHEMBL4447303, Oxayohimban-21-one, 19,20-didehydro-16-ethenyl-17-(beta-D-glucopyranosyloxy)-, (3beta,15beta,16alpha,17beta)-, Vincoside lactam, (1R,18S,19R,20S)-19-ethenyl-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),4,6,8,15-pentaen-14-one, CHEBI:141963, DTXSID601316670, HY-N1089, YAA14127, BDBM50531280, AKOS032961753, FS-9630, Vincosamide, >=90% (LC/MS-ELSD), DA-78890, CS-0016377, E80772, (1R,18S,19R,20S)-19-ETHENYL-18-{[(2S,3R,4S,5S,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL]OXY}-17-OXA-3,13-DIAZAPENTACYCLO[11.8.0.0(2),(1)?.0?,?.0(1)?,(2)?]HENICOSA-2(10),4,6,8,15-PENTAEN-14-ONE
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 145.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1C2CCC(CC3CCCCC3)CC2CC2C1CCC1C3CCCCC3CC12
Np Classifier Class Carboline alkaloids
Deep Smiles OC[C@H]O[C@@H]O[C@@H]OC=C[C@H][C@H]6C=C)))C[C@H]NC6=O))CCcc6[nH]cc5cccc6))))))))))))))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 36.0
Classyfire Class Indoles and derivatives
Scaffold Graph Node Level OC1C2COC(OC3CCCCO3)CC2CC2C3NC4CCCCC4C3CCN12
Classyfire Subclass Pyridoindoles
Isotope Atom Count 0.0
Molecular Complexity 899.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Uniprot Id P08908
Iupac Name (1R,18S,19R,20S)-19-ethenyl-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),4,6,8,15-pentaen-14-one
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Organoheterocyclic compounds
Xlogp 0.4
Gsk 4 400 Rule False
Molecular Formula C26H30N2O8
Scaffold Graph Node Bond Level O=C1C2=COC(OC3CCCCO3)CC2CC2c3[nH]c4ccccc4c3CCN12
Prediction Swissadme 0.0
Inchi Key LBRPLJCNRZUXLS-AZVRXDBZSA-N
Silicos It Class Soluble
Fcsp3 0.5
Logs -2.853
Rotatable Bond Count 4.0
Logd 1.363
Synonyms vincosamide
Esol Class Soluble
Functional Groups C=CC, CN(C)C(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, CO, c[nH]c
Compound Name Vincosamide
Prediction Hob Swissadme 0.0
Exact Mass 498.2
Formal Charge 0.0
Monoisotopic Mass 498.2
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 498.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -3.110198400000001
Inchi InChI=1S/C26H30N2O8/c1-2-12-15-9-18-20-14(13-5-3-4-6-17(13)27-20)7-8-28(18)24(33)16(15)11-34-25(12)36-26-23(32)22(31)21(30)19(10-29)35-26/h2-6,11-12,15,18-19,21-23,25-27,29-32H,1,7-10H2/t12-,15+,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=CC=CC=C6N4
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 Cornus Walteri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Nauclea Orientalis (Plant) Rel Props:Reference:ISBN:9788172362461
  • 3. Outgoing r'ship FOUND_IN to/from Uncaria Rhynchophylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all