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Vincristine

PubChem CID: 5978

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Compound Synonyms vincristine, 22-Oxovincaleukoblastine, Leurocristine, Vinkristin, Vincrystine, 57-22-7, Vincristina, leucristine, vincristin, Vincristinum [INN-Latin], Tecnocris, Oncovine, Vincristina [DCIT], Oncotcs, rel-Vincristine, Vincristinum, oncovin (brand name), DTXSID1032278, CHEBI:28445, NSC-67574, 22-oxo-vincaleukoblastine, Farmistin, DTXCID9012278, Vincristine (INN), CCRIS 5763, VIN, HSDB 3199, NCGC00163700-01, NCI-C04864, Vincrstine, EINECS 200-318-1, Leurocristine sulfate, Vincristinum (INN-Latin), UNII-5J49Q6B70F, (+)-Vincristine, LCR, VCR, CAS-57-22-7, Tecnocris (TN), 22-Oxovincaleukoblastin, 1217704-92-1, methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate, Vincasar (1:1 sulfate salt), Oncovin (1:1 sulfate salt), Vincrex (1:1 sulfate salt), Leurocristine, NSC-67574, 22-Oxovincaleukoblastine, Vincristine (Leurocristine), SCHEMBL3709, CHEMBL90555, GTPL6785, L01CA02, HMS2090E19, Tox21_112067, BDBM50139772, Lilly 37231 (1:1 sulfate salt), Tox21_112067_1, FV73877, NCGC00163700-02, NCGC00163700-04, NCGC00163700-12, NCGC00263543-01, NCI60_026703, SRI-10749-04, SRI-10749-05, NS00009299, C07204, D08679, Q408977, BRD-K49229349-065-01-6, BRD-K49229349-065-02-4, Vincaleukoblastine, 22-oxo- 22-Oxovincaleukoblastine, 200-318-1, methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-hydroxy-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0^{4,12}.0^{5,10}]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 171.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CC2CCC3C4CCCCC4CC3C(C3CCC4CC5CCC6CCCC7CCC5(C4C3)C67)CC(C1)C2
Np Classifier Class Aspidosperma type, Aspidosperma-Iboga hybrid type (Vinca alkaloids)
Deep Smiles O=CNcccOC))ccc6[C@@][C@@H]9[C@@]O)C=O)OC)))[C@H]OC=O)C)))[C@][C@@H]6NCC9))CC=C6)))))CC)))))))))[C@]C[C@@H]CNCCcc9[nH]cc5cccc6)))))))))))C[C@]C6)O)CC))))))))C=O)OC
Heavy Atom Count 60.0
Classyfire Class Vinca alkaloids
Scaffold Graph Node Level C1CCC2C(C1)NC1C(C3CCC4NC5CCC6CCCN7CCC5(C4C3)C67)CC3CCCN(CCC21)C3
Isotope Atom Count 0.0
Molecular Complexity 1750.0
Database Name cmaup_ingredients;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Uniprot Id P08684, P20815, P24462, Q92887, P33527, O15438, O95342, P08183, Q9UNQ0, O75751, P07437, P68366, P02550, n.a., Q6B856, Q9BUF5, Q862F3, Q25270, Q72547, P02545, P42858, Q96KQ7, O89049, P84022, P25094, Q63120, Q96QA9, Q5T3U5, O75496, Q9NPD5, Q9Y6L6, O94956, Q9NUW8, P10275, P05412
Iupac Name methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
Prediction Hob 0.0
Class Carboxylic acids and derivatives
Veber Rule False
Classyfire Superclass Alkaloids and derivatives
Target Id NPT483, NPT1197, NPT1594, NPT668, NPT612, NPT72, NPT73
Xlogp 2.8
Superclass Organic acids and derivatives
Subclass Amino acids, peptides, and analogues
Gsk 4 400 Rule False
Molecular Formula C46H56N4O10
Scaffold Graph Node Bond Level C1=CC2CCC3Nc4ccc(C5CC6CCCN(CCc7c5[nH]c5ccccc75)C6)cc4C34CCN(C1)C24
Prediction Swissadme 0.0
Inchi Key OGWKCGZFUXNPDA-XQKSVPLYSA-N
Silicos It Class Poorly soluble
Fcsp3 0.5652173913043478
Logs -4.519
Rotatable Bond Count 10.0
State Solid
Logd 2.776
Synonyms (+)-Vincristine, 22-oxo-Vincaleukoblastine, 22-Oxovincaleukoblastine, Leucristine, Leurocristine, Oncovin, Vincristin, Vinkristin, Tecnocris, Indole alkaloid, LCR, VCR, VIN, Vincristina, Vincristine sulfate, Vincrstine, Vincrystine, Z-D-Val-lys(Z)-OH, Citomid, Oncovine, Sulfate, vincristine, Vincasar PFS, Vincrisul, Onkocristin, Vincasar, Farmistin, PFS, Vincasar, Vincristin bristol, Vincristin medac, Vintec, Cellcristin, leurocristine, vincristine, vincristine (vcr)
Esol Class Poorly soluble
Functional Groups CC(=O)OC, CC=CC, CN(C)C, CO, COC(C)=O, cN(C)C=O, cOC, c[nH]c
Compound Name Vincristine
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 824.4
Formal Charge 0.0
Monoisotopic Mass 824.4
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 825.0
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 False
Esol -6.385726399999999
Inchi InChI=1S/C46H56N4O10/c1-7-42(55)22-28-23-45(40(53)58-5,36-30(14-18-48(24-28)25-42)29-12-9-10-13-33(29)47-36)32-20-31-34(21-35(32)57-4)50(26-51)38-44(31)16-19-49-17-11-15-43(8-2,37(44)49)39(60-27(3)52)46(38,56)41(54)59-6/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3/t28-,37+,38-,39-,42+,43-,44-,45+,46+/m1/s1
Smiles CC[C@@]1(C[C@@H]2C[C@@](C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)[C@]78CCN9[C@H]7[C@@](C=CC9)([C@H]([C@@]([C@@H]8N6C=O)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O
Nring 9.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Dipeptides
Np Classifier Superclass Tryptophan alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Catharanthus Roseus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Ginkgo Biloba (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/1453701
  • 3. Outgoing r'ship FOUND_IN to/from Hypericum Perforatum (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/8851648
  • 4. Outgoing r'ship FOUND_IN to/from Kopsia Pauciflora (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Panax Ginseng (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/8851648
  • 6. Outgoing r'ship FOUND_IN to/from Tabernaemontana Corymbosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all