Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3)transporters (1) Show 4 proteins XML

enzymes (3)transporters (1) Show 4 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:38 UTC

HMDB ID

HMDB0014505

Secondary Accession Numbers

HMDB14505

Metabolite Identification

Common Name

Vinorelbine

Description

Vinorelbine is only found in individuals that have used or taken this drug. It is an anti-mitotic chemotherapy drug that is given as a treatment for some types of cancer, including breast cancer and non-small cell lung cancer. [Wikipedia ]The antitumor activity of vinorelbine is thought to be due primarily to inhibition of mitosis at metaphase through its interaction with tubulin. Vinorelbine binds to the microtubular proteins of the mitotic spindle, leading to crystallization of the microtubule and mitotic arrest or cell death. Like other vinca alkaloids, vinorelbine may also interfere with: 1) amino acid, cyclic AMP, and glutathione metabolism, 2) calmodulin-dependent Ca²⁺-transport ATPase activity, 3) cellular respiration, and 4) nucleic acid and lipid biosynthesis.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 04191212122D          

 60 68  0  0  1  0            999 V2000
    8.3363  -26.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5554  -27.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3543  -27.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9126  -25.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7111  -26.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9325  -26.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7627  -26.9594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0545  -26.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4045  -25.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8687  -24.9027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8292  -25.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5205  -26.1714    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.2549  -25.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2936  -24.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5979  -24.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4807  -26.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7472  -27.3730    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1233  -27.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4627  -27.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4674  -28.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1821  -29.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1659  -27.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8811  -27.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8941  -28.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6806  -28.8261    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6596  -27.4949    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.1525  -28.1556    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.9665  -28.0596    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.2940  -27.3044    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.8025  -26.6467    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.1322  -25.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6442  -25.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8225  -25.3185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9856  -26.7400    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.4888  -26.0767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7044  -26.3442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7164  -27.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4731  -28.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5935  -26.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7982  -25.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1190  -27.3081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6176  -26.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4362  -26.7541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2977  -25.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9476  -29.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5684  -28.8653    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7559  -29.0182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2879  -28.7228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7618  -29.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3418  -27.6524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7221  -28.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0998  -26.7501    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0270  -24.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0665  -23.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6958  -27.1500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.2458  -27.6458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1624  -29.4752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2903  -28.5979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7968  -29.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4412  -24.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 26 34  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 34 30  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  5  4  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 35  1  0  0  0  0
 34 35  1  0  0  0  0
 12 16  1  0  0  0  0
  6  7  1  0  0  0  0
 16 17  1  0  0  0  0
 17  8  1  0  0  0  0
 35 36  1  0  0  0  0
 37 36  1  0  0  0  0
 26 37  1  1  0  0  0
  7  8  1  0  0  0  0
 28 38  1  6  0  0  0
 17 18  1  1  0  0  0
 30 39  1  6  0  0  0
 18 48  2  0  0  0  0
 39 40  1  0  0  0  0
  8  9  2  0  0  0  0
 29 41  1  1  0  0  0
 17 19  1  0  0  0  0
 41 42  1  0  0  0  0
  9  5  1  0  0  0  0
 42 43  2  0  0  0  0
 19 20  2  0  0  0  0
 42 44  1  0  0  0  0
  4  1  1  0  0  0  0
 25 45  1  0  0  0  0
 20 21  1  0  0  0  0
 27 46  1  1  0  0  0
 21 24  2  0  0  0  0
 20 47  1  0  0  0  0
 10 11  1  0  0  0  0
 23 22  2  0  0  0  0
 47 49  1  0  0  0  0
 22 19  1  0  0  0  0
 18 50  1  0  0  0  0
 23 24  1  0  0  0  0
 50 51  1  0  0  0  0
  5  6  1  0  0  0  0
 12 52  1  6  0  0  0
 14 53  1  0  0  0  0
  2  3  1  0  0  0  0
 53 54  1  0  0  0  0
 24 25  1  0  0  0  0
 34 55  1  6  0  0  0
 25 27  1  0  0  0  0
 28 56  1  0  0  0  0
 26 23  1  0  0  0  0
 38 57  2  0  0  0  0
 26 27  1  0  0  0  0
 38 58  1  0  0  0  0
  3  6  2  0  0  0  0
 58 59  1  0  0  0  0
  1  2  2  0  0  0  0
  9 60  1  0  0  0  0
 60 10  1  0  0  0  0
M  END

HMDB0014505
     RDKit          3D
Vinorelbine
111119  0  0  0  0  0  0  0  0999 V2000
    5.9042    4.4757   -3.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5448    3.8413   -3.8671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3684    2.7557   -2.8633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888    1.5188   -3.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7932    0.6195   -2.0848 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9809    0.8299   -1.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6642    2.0667   -0.5026 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5147    3.1168   -1.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638    1.7882    0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3273    0.3868    0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9820   -0.7955    0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0603   -1.7500    0.9959 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4338   -1.2547    2.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6489   -1.8307    3.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0393   -1.0966    4.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2156    0.2543    4.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0010    0.8310    3.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6093    0.0992    2.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5719   -1.3240   -1.2816 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7593   -2.8029   -1.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8092   -3.6158   -1.5385 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0113   -3.3978   -1.1687 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1824   -4.8058   -1.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1219   -1.0873   -1.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3626   -0.3966   -0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9828   -0.1236   -0.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6138   -0.5378   -1.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8803   -1.2320   -2.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630   -1.4932   -2.6699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1795   -2.1974   -3.6650 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5637   -2.6373   -4.8435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9797   -0.1433   -1.8241 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8705   -0.0624   -2.9554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2675    0.1487   -0.4270 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7398   -1.0310    0.3610 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7916   -2.0527    0.4127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9902   -1.5375   -0.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9474   -0.7415   -0.4062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1526   -2.8452   -0.6704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3880   -3.2236   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0718   -0.5301    1.7429 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2157    0.3250    1.6364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4482    0.0240    2.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6170    0.9426    2.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5847   -1.0624    2.8086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9170    0.1704    2.4145 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5657   -0.7017    3.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7581   -0.7947    4.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4496    1.4538    2.9404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6001    2.3987    3.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1480    2.1449    3.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8357    1.4235    1.9344 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7051    2.3727    0.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8896    2.0896   -0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9408    0.5654    0.1108 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7218    0.3839    1.5706 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4589   -0.7760   -2.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7018    3.7474   -4.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9171    5.2379   -4.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0275    4.9841   -2.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3677    3.4137   -4.8640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7993    4.6535   -3.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0925    1.2600   -4.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386    1.0591   -1.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9222    1.0459   -1.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2297   -0.0013   -0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4363    3.7726   -1.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6709    3.7637   -1.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6204    2.4298    1.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5494    2.2694   -0.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8627   -2.7861    0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4997   -2.8953    3.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2066   -1.5538    5.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5180    0.8754    5.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1538    1.8843    3.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8808   -5.1689   -0.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5490   -5.0343   -2.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1731   -5.2470   -1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8276   -0.0676    0.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3900   -1.5558   -3.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4159   -3.1276   -4.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3647   -1.8428   -5.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1865   -3.3966   -5.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4603   -1.0020   -2.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5593    0.7901   -2.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3028    0.0007   -3.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0456    0.9288   -0.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7665   -2.5714   -0.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1005   -3.6113   -0.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8305   -2.4002   -1.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1601   -4.0433   -1.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4316   -1.4102    2.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3279    0.8159    2.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1678    0.6796    1.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2596    1.9767    1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3968   -1.7583    3.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6310   -0.4143    4.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3149   -1.7529    4.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896    0.0110    4.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4825   -0.7018    5.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5212    1.6380    3.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0022    3.3311    3.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6850    3.1721    3.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596    1.7532    4.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1992    2.2369    0.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214    3.4219    1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6970    2.3204   -1.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8233    2.5270    0.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1127   -0.5780    1.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8710   -0.7888   -3.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3385   -1.4367   -2.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  1  1
 20 21  2  0
 20 22  1  0
 22 23  1  0
 19 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 27 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 35 36  1  1
 35 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 35 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 43 45  2  0
 41 46  1  0
 46 47  1  1
 47 48  1  0
 46 49  1  0
 49 50  2  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 55 54  1  1
 55 56  1  0
 19 57  1  0
  8  3  1  0
 18 10  1  0
 29 24  1  0
 55 34  1  0
 57  5  1  0
 18 13  1  0
 55 26  1  0
 56 46  1  0
 56 52  1  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  2 61  1  0
  2 62  1  0
  4 63  1  0
  5 64  1  1
  6 65  1  0
  6 66  1  0
  8 67  1  0
  8 68  1  0
  9 69  1  0
  9 70  1  0
 12 71  1  0
 14 72  1  0
 15 73  1  0
 16 74  1  0
 17 75  1  0
 23 76  1  0
 23 77  1  0
 23 78  1  0
 25 79  1  0
 28 80  1  0
 31 81  1  0
 31 82  1  0
 31 83  1  0
 33 84  1  0
 33 85  1  0
 33 86  1  0
 34 87  1  6
 36 88  1  0
 40 89  1  0
 40 90  1  0
 40 91  1  0
 41 92  1  1
 44 93  1  0
 44 94  1  0
 44 95  1  0
 47 96  1  0
 47 97  1  0
 48 98  1  0
 48 99  1  0
 48100  1  0
 49101  1  0
 50102  1  0
 51103  1  0
 51104  1  0
 53105  1  0
 53106  1  0
 54107  1  0
 54108  1  0
 56109  1  6
 57110  1  0
 57111  1  0
M  END


  Mrv0541 04191212122D          

 60 68  0  0  1  0            999 V2000
    8.3363  -26.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5554  -27.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3543  -27.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9126  -25.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7111  -26.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9325  -26.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7627  -26.9594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0545  -26.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4045  -25.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8687  -24.9027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8292  -25.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5205  -26.1714    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.2549  -25.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2936  -24.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5979  -24.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4807  -26.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7472  -27.3730    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1233  -27.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4627  -27.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4674  -28.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1821  -29.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1659  -27.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8811  -27.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8941  -28.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6806  -28.8261    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6596  -27.4949    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.1525  -28.1556    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.9665  -28.0596    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.2940  -27.3044    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.8025  -26.6467    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.1322  -25.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6442  -25.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8225  -25.3185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9856  -26.7400    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.4888  -26.0767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7044  -26.3442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7164  -27.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4731  -28.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5935  -26.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7982  -25.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1190  -27.3081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6176  -26.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4362  -26.7541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2977  -25.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9476  -29.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5684  -28.8653    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7559  -29.0182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2879  -28.7228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7618  -29.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3418  -27.6524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7221  -28.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0998  -26.7501    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0270  -24.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0665  -23.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6958  -27.1500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.2458  -27.6458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1624  -29.4752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2903  -28.5979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7968  -29.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4412  -24.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 26 34  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 34 30  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  5  4  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 35  1  0  0  0  0
 34 35  1  0  0  0  0
 12 16  1  0  0  0  0
  6  7  1  0  0  0  0
 16 17  1  0  0  0  0
 17  8  1  0  0  0  0
 35 36  1  0  0  0  0
 37 36  1  0  0  0  0
 26 37  1  1  0  0  0
  7  8  1  0  0  0  0
 28 38  1  6  0  0  0
 17 18  1  1  0  0  0
 30 39  1  6  0  0  0
 18 48  2  0  0  0  0
 39 40  1  0  0  0  0
  8  9  2  0  0  0  0
 29 41  1  1  0  0  0
 17 19  1  0  0  0  0
 41 42  1  0  0  0  0
  9  5  1  0  0  0  0
 42 43  2  0  0  0  0
 19 20  2  0  0  0  0
 42 44  1  0  0  0  0
  4  1  1  0  0  0  0
 25 45  1  0  0  0  0
 20 21  1  0  0  0  0
 27 46  1  1  0  0  0
 21 24  2  0  0  0  0
 20 47  1  0  0  0  0
 10 11  1  0  0  0  0
 23 22  2  0  0  0  0
 47 49  1  0  0  0  0
 22 19  1  0  0  0  0
 18 50  1  0  0  0  0
 23 24  1  0  0  0  0
 50 51  1  0  0  0  0
  5  6  1  0  0  0  0
 12 52  1  6  0  0  0
 14 53  1  0  0  0  0
  2  3  1  0  0  0  0
 53 54  1  0  0  0  0
 24 25  1  0  0  0  0
 34 55  1  6  0  0  0
 25 27  1  0  0  0  0
 28 56  1  0  0  0  0
 26 23  1  0  0  0  0
 38 57  2  0  0  0  0
 26 27  1  0  0  0  0
 38 58  1  0  0  0  0
  3  6  2  0  0  0  0
 58 59  1  0  0  0  0
  1  2  2  0  0  0  0
  9 60  1  0  0  0  0
 60 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014505

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12N(C)C3=CC(OC)=C(C=C3[C@@]11CCN3CC=C[C@@](CC)([C@@H](OC(C)=O)[C@@]2(O)C(=O)OC)[C@@]13[H])[C@]1(C[C@@]2([H])CN(CC(CC)=C2)CC2=C1NC1=CC=CC=C21)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C45H54N4O8/c1-8-27-19-28-22-44(40(51)55-6,36-30(25-48(23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)54-5)47(4)38-43(31)16-18-49-17-12-15-42(9-2,37(43)49)39(57-26(3)50)45(38,53)41(52)56-7/h10-15,19-21,28,37-39,46,53H,8-9,16-18,22-25H2,1-7H3/t28-,37-,38+,39+,42+,43+,44-,45+/m0/s1

> <INCHI_KEY>
GBABOYUKABKIAF-GHYRFKGUSA-N

> <FORMULA>
C45H54N4O8

> <MOLECULAR_WEIGHT>
778.9323

> <EXACT_MASS>
778.394164724

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
84.69568470367211

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1R,9R,10R,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(12S,14R)-16-ethyl-12-(methoxycarbonyl)-1,10-diazatetracyclo[12.3.1.0³,¹¹.0⁴,⁹]octadeca-3(11),4,6,8,15-pentaen-12-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,13-tetraene-10-carboxylate

> <ALOGPS_LOGP>
4.39

> <JCHEM_LOGP>
4.648204366666668

> <ALOGPS_LOGS>
-4.81

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
15.049389417207031

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.868410669211885

> <JCHEM_PKA_STRONGEST_BASIC>
8.718613643658665

> <JCHEM_POLAR_SURFACE_AREA>
133.87

> <JCHEM_REFRACTIVITY>
216.98749999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.22e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nor-5'-anhydrovinblastine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014505
     RDKit          3D
Vinorelbine
111119  0  0  0  0  0  0  0  0999 V2000
    5.9042    4.4757   -3.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5448    3.8413   -3.8671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3684    2.7557   -2.8633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888    1.5188   -3.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7932    0.6195   -2.0848 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9809    0.8299   -1.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6642    2.0667   -0.5026 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5147    3.1168   -1.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638    1.7882    0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3273    0.3868    0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9820   -0.7955    0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0603   -1.7500    0.9959 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4338   -1.2547    2.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6489   -1.8307    3.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0393   -1.0966    4.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2156    0.2543    4.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0010    0.8310    3.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6093    0.0992    2.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5719   -1.3240   -1.2816 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7593   -2.8029   -1.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8092   -3.6158   -1.5385 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0113   -3.3978   -1.1687 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1824   -4.8058   -1.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1219   -1.0873   -1.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3626   -0.3966   -0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9828   -0.1236   -0.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6138   -0.5378   -1.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8803   -1.2320   -2.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630   -1.4932   -2.6699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1795   -2.1974   -3.6650 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5637   -2.6373   -4.8435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9797   -0.1433   -1.8241 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8705   -0.0624   -2.9554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2675    0.1487   -0.4270 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7398   -1.0310    0.3610 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7916   -2.0527    0.4127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9902   -1.5375   -0.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9474   -0.7415   -0.4062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1526   -2.8452   -0.6704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3880   -3.2236   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0718   -0.5301    1.7429 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2157    0.3250    1.6364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4482    0.0240    2.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6170    0.9426    2.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5847   -1.0624    2.8086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9170    0.1704    2.4145 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5657   -0.7017    3.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7581   -0.7947    4.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4496    1.4538    2.9404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6001    2.3987    3.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1480    2.1449    3.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8357    1.4235    1.9344 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7051    2.3727    0.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8896    2.0896   -0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9408    0.5654    0.1108 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7218    0.3839    1.5706 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4589   -0.7760   -2.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7018    3.7474   -4.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9171    5.2379   -4.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0275    4.9841   -2.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3677    3.4137   -4.8640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7993    4.6535   -3.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0925    1.2600   -4.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386    1.0591   -1.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9222    1.0459   -1.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2297   -0.0013   -0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4363    3.7726   -1.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6709    3.7637   -1.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6204    2.4298    1.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5494    2.2694   -0.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8627   -2.7861    0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4997   -2.8953    3.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2066   -1.5538    5.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5180    0.8754    5.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1538    1.8843    3.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8808   -5.1689   -0.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5490   -5.0343   -2.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1731   -5.2470   -1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8276   -0.0676    0.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3900   -1.5558   -3.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4159   -3.1276   -4.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3647   -1.8428   -5.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1865   -3.3966   -5.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4603   -1.0020   -2.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5593    0.7901   -2.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3028    0.0007   -3.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0456    0.9288   -0.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7665   -2.5714   -0.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1005   -3.6113   -0.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8305   -2.4002   -1.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1601   -4.0433   -1.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4316   -1.4102    2.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3279    0.8159    2.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1678    0.6796    1.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2596    1.9767    1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3968   -1.7583    3.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6310   -0.4143    4.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3149   -1.7529    4.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896    0.0110    4.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4825   -0.7018    5.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5212    1.6380    3.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0022    3.3311    3.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6850    3.1721    3.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596    1.7532    4.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1992    2.2369    0.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214    3.4219    1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6970    2.3204   -1.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8233    2.5270    0.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1127   -0.5780    1.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8710   -0.7888   -3.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3385   -1.4367   -2.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  1  1
 20 21  2  0
 20 22  1  0
 22 23  1  0
 19 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 27 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 35 36  1  1
 35 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 35 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 43 45  2  0
 41 46  1  0
 46 47  1  1
 47 48  1  0
 46 49  1  0
 49 50  2  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 55 54  1  1
 55 56  1  0
 19 57  1  0
  8  3  1  0
 18 10  1  0
 29 24  1  0
 55 34  1  0
 57  5  1  0
 18 13  1  0
 55 26  1  0
 56 46  1  0
 56 52  1  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  2 61  1  0
  2 62  1  0
  4 63  1  0
  5 64  1  1
  6 65  1  0
  6 66  1  0
  8 67  1  0
  8 68  1  0
  9 69  1  0
  9 70  1  0
 12 71  1  0
 14 72  1  0
 15 73  1  0
 16 74  1  0
 17 75  1  0
 23 76  1  0
 23 77  1  0
 23 78  1  0
 25 79  1  0
 28 80  1  0
 31 81  1  0
 31 82  1  0
 31 83  1  0
 33 84  1  0
 33 85  1  0
 33 86  1  0
 34 87  1  6
 36 88  1  0
 40 89  1  0
 40 90  1  0
 40 91  1  0
 41 92  1  1
 44 93  1  0
 44 94  1  0
 44 95  1  0
 47 96  1  0
 47 97  1  0
 48 98  1  0
 48 99  1  0
 48100  1  0
 49101  1  0
 50102  1  0
 51103  1  0
 51104  1  0
 53105  1  0
 53106  1  0
 54107  1  0
 54108  1  0
 56109  1  6
 57110  1  0
 57111  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0      15.561 -49.475   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.970 -50.965   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.461 -51.353   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.637 -48.379   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.127 -48.760   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.541 -50.255   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      20.090 -50.324   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      20.635 -48.872   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.422 -47.905   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      22.155 -46.485   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      22.081 -48.025   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.372 -48.853   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.742 -48.150   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.815 -46.610   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.516 -45.773   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.297 -50.391   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      21.928 -51.096   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.763 -52.111   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      23.264 -51.852   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.272 -53.388   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.607 -54.143   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      24.576 -51.073   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      25.911 -51.821   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      25.936 -53.357   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      27.404 -53.809   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      27.365 -51.324   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      28.285 -52.557   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      29.804 -52.378   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      30.415 -50.968   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      29.498 -49.741   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      30.113 -48.335   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      29.203 -47.090   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      27.669 -47.261   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      27.973 -49.915   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0      27.046 -48.677   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0      25.582 -49.176   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      25.604 -50.723   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      30.750 -53.594   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      30.975 -49.327   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      31.357 -47.836   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      31.955 -50.975   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      32.886 -49.748   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      34.414 -49.941   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      32.289 -48.329   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      27.902 -55.266   0.000  0.00  0.00           C+0
HETATM   46  H   UNK     0      29.061 -53.882   0.000  0.00  0.00           H+0
HETATM   47  O   UNK     0      21.944 -54.167   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      21.071 -53.616   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      21.955 -55.707   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      19.305 -51.618   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      18.148 -52.634   0.000  0.00  0.00           C+0
HETATM   52  H   UNK     0      24.453 -49.934   0.000  0.00  0.00           H+0
HETATM   53  C   UNK     0      26.184 -45.905   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      26.257 -44.367   0.000  0.00  0.00           C+0
HETATM   55  H   UNK     0      29.299 -50.680   0.000  0.00  0.00           H+0
HETATM   56  O   UNK     0      28.459 -51.605   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      30.170 -55.020   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      32.275 -53.383   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      33.221 -54.598   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      19.490 -46.367   0.000  0.00  0.00           C+0
CONECT    1    4    2                                                       
CONECT    2    3    1                                                       
CONECT    3    2    6                                                       
CONECT    4    5    1                                                       
CONECT    5    4    9    6                                                  
CONECT    6    7    5    3                                                  
CONECT    7    6    8                                                       
CONECT    8   17    7    9                                                  
CONECT    9    8    5   60                                                  
CONECT   10   15   11   60                                                  
CONECT   11   12   10                                                       
CONECT   12   11   13   16   52                                             
CONECT   13   12   14                                                       
CONECT   14   13   15   53                                                  
CONECT   15   10   14                                                       
CONECT   16   12   17                                                       
CONECT   17   16    8   18   19                                             
CONECT   18   17   48   50                                                  
CONECT   19   17   20   22                                                  
CONECT   20   19   21   47                                                  
CONECT   21   20   24                                                       
CONECT   22   23   19                                                       
CONECT   23   22   24   26                                                  
CONECT   24   21   23   25                                                  
CONECT   25   45   24   27                                                  
CONECT   26   34   37   23   27                                             
CONECT   27   28   46   25   26                                             
CONECT   28   27   29   38   56                                             
CONECT   29   28   30   41                                                  
CONECT   30   29   34   31   39                                             
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   35                                                       
CONECT   34   26   30   35   55                                             
CONECT   35   33   34   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36   26                                                       
CONECT   38   28   57   58                                                  
CONECT   39   30   40                                                       
CONECT   40   39                                                            
CONECT   41   29   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45   25                                                            
CONECT   46   27                                                            
CONECT   47   20   49                                                       
CONECT   48   18                                                            
CONECT   49   47                                                            
CONECT   50   18   51                                                       
CONECT   51   50                                                            
CONECT   52   12                                                            
CONECT   53   14   54                                                       
CONECT   54   53                                                            
CONECT   55   34                                                            
CONECT   56   28                                                            
CONECT   57   38                                                            
CONECT   58   38   59                                                       
CONECT   59   58                                                            
CONECT   60    9   10                                                       
MASTER        0    0    0    0    0    0    0    0   60    0  136    0
END

COMPND    HMDB0014505
HETATM    1  C1  UNL     1       5.904   4.476  -3.818  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.545   3.841  -3.867  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.368   2.756  -2.863  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.089   1.519  -3.233  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.793   0.620  -2.085  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.981   0.830  -1.173  1.00  0.00           C  
HETATM    7  N1  UNL     1       4.664   2.067  -0.503  1.00  0.00           N  
HETATM    8  C7  UNL     1       4.515   3.117  -1.441  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.464   1.788   0.290  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.327   0.387   0.665  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.982  -0.796   0.044  1.00  0.00           C  
HETATM   12  N2  UNL     1       3.060  -1.750   0.996  1.00  0.00           N  
HETATM   13  C11 UNL     1       3.434  -1.255   2.185  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.649  -1.831   3.436  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.039  -1.097   4.530  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.216   0.254   4.351  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.001   0.831   3.102  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.609   0.099   2.001  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.572  -1.324  -1.282  1.00  0.00           C  
HETATM   20  C18 UNL     1       2.759  -2.803  -1.337  1.00  0.00           C  
HETATM   21  O1  UNL     1       1.809  -3.616  -1.539  1.00  0.00           O  
HETATM   22  O2  UNL     1       4.011  -3.398  -1.169  1.00  0.00           O  
HETATM   23  C19 UNL     1       4.182  -4.806  -1.223  1.00  0.00           C  
HETATM   24  C20 UNL     1       1.122  -1.087  -1.532  1.00  0.00           C  
HETATM   25  C21 UNL     1       0.363  -0.397  -0.576  1.00  0.00           C  
HETATM   26  C22 UNL     1      -0.983  -0.124  -0.745  1.00  0.00           C  
HETATM   27  C23 UNL     1      -1.614  -0.538  -1.886  1.00  0.00           C  
HETATM   28  C24 UNL     1      -0.880  -1.232  -2.861  1.00  0.00           C  
HETATM   29  C25 UNL     1       0.463  -1.493  -2.670  1.00  0.00           C  
HETATM   30  O3  UNL     1       1.180  -2.197  -3.665  1.00  0.00           O  
HETATM   31  C26 UNL     1       0.564  -2.637  -4.844  1.00  0.00           C  
HETATM   32  N3  UNL     1      -2.980  -0.143  -1.824  1.00  0.00           N  
HETATM   33  C27 UNL     1      -3.871  -0.062  -2.955  1.00  0.00           C  
HETATM   34  C28 UNL     1      -3.268   0.149  -0.427  1.00  0.00           C  
HETATM   35  C29 UNL     1      -3.740  -1.031   0.361  1.00  0.00           C  
HETATM   36  O4  UNL     1      -2.792  -2.053   0.413  1.00  0.00           O  
HETATM   37  C30 UNL     1      -4.990  -1.538  -0.255  1.00  0.00           C  
HETATM   38  O5  UNL     1      -5.947  -0.742  -0.406  1.00  0.00           O  
HETATM   39  O6  UNL     1      -5.153  -2.845  -0.670  1.00  0.00           O  
HETATM   40  C31 UNL     1      -6.388  -3.224  -1.246  1.00  0.00           C  
HETATM   41  C32 UNL     1      -4.072  -0.530   1.743  1.00  0.00           C  
HETATM   42  O7  UNL     1      -5.216   0.325   1.636  1.00  0.00           O  
HETATM   43  C33 UNL     1      -6.448   0.024   2.181  1.00  0.00           C  
HETATM   44  C34 UNL     1      -7.617   0.943   2.047  1.00  0.00           C  
HETATM   45  O8  UNL     1      -6.585  -1.062   2.809  1.00  0.00           O  
HETATM   46  C35 UNL     1      -2.917   0.170   2.415  1.00  0.00           C  
HETATM   47  C36 UNL     1      -2.566  -0.702   3.634  1.00  0.00           C  
HETATM   48  C37 UNL     1      -3.758  -0.795   4.552  1.00  0.00           C  
HETATM   49  C38 UNL     1      -3.450   1.454   2.940  1.00  0.00           C  
HETATM   50  C39 UNL     1      -2.600   2.399   3.286  1.00  0.00           C  
HETATM   51  C40 UNL     1      -1.148   2.145   3.135  1.00  0.00           C  
HETATM   52  N4  UNL     1      -0.836   1.424   1.934  1.00  0.00           N  
HETATM   53  C41 UNL     1      -0.705   2.373   0.864  1.00  0.00           C  
HETATM   54  C42 UNL     1      -1.890   2.090  -0.032  1.00  0.00           C  
HETATM   55  C43 UNL     1      -1.941   0.565   0.111  1.00  0.00           C  
HETATM   56  C44 UNL     1      -1.722   0.384   1.571  1.00  0.00           C  
HETATM   57  C45 UNL     1       3.459  -0.776  -2.398  1.00  0.00           C  
HETATM   58  H1  UNL     1       6.702   3.747  -4.004  1.00  0.00           H  
HETATM   59  H2  UNL     1       5.917   5.238  -4.648  1.00  0.00           H  
HETATM   60  H3  UNL     1       6.027   4.984  -2.856  1.00  0.00           H  
HETATM   61  H4  UNL     1       4.368   3.414  -4.864  1.00  0.00           H  
HETATM   62  H5  UNL     1       3.799   4.653  -3.735  1.00  0.00           H  
HETATM   63  H6  UNL     1       4.092   1.260  -4.262  1.00  0.00           H  
HETATM   64  H7  UNL     1       2.839   1.059  -1.668  1.00  0.00           H  
HETATM   65  H8  UNL     1       5.922   1.046  -1.762  1.00  0.00           H  
HETATM   66  H9  UNL     1       5.230  -0.001  -0.529  1.00  0.00           H  
HETATM   67  H10 UNL     1       5.436   3.773  -1.328  1.00  0.00           H  
HETATM   68  H11 UNL     1       3.671   3.764  -1.105  1.00  0.00           H  
HETATM   69  H12 UNL     1       3.620   2.430   1.197  1.00  0.00           H  
HETATM   70  H13 UNL     1       2.549   2.269  -0.141  1.00  0.00           H  
HETATM   71  H14 UNL     1       2.863  -2.786   0.880  1.00  0.00           H  
HETATM   72  H15 UNL     1       3.500  -2.895   3.535  1.00  0.00           H  
HETATM   73  H16 UNL     1       4.207  -1.554   5.509  1.00  0.00           H  
HETATM   74  H17 UNL     1       4.518   0.875   5.162  1.00  0.00           H  
HETATM   75  H18 UNL     1       4.154   1.884   3.019  1.00  0.00           H  
HETATM   76  H19 UNL     1       4.881  -5.169  -0.448  1.00  0.00           H  
HETATM   77  H20 UNL     1       4.549  -5.034  -2.247  1.00  0.00           H  
HETATM   78  H21 UNL     1       3.173  -5.247  -1.135  1.00  0.00           H  
HETATM   79  H22 UNL     1       0.828  -0.068   0.313  1.00  0.00           H  
HETATM   80  H23 UNL     1      -1.390  -1.556  -3.762  1.00  0.00           H  
HETATM   81  H24 UNL     1      -0.416  -3.128  -4.618  1.00  0.00           H  
HETATM   82  H25 UNL     1       0.365  -1.843  -5.577  1.00  0.00           H  
HETATM   83  H26 UNL     1       1.187  -3.397  -5.343  1.00  0.00           H  
HETATM   84  H27 UNL     1      -4.460  -1.002  -2.975  1.00  0.00           H  
HETATM   85  H28 UNL     1      -4.559   0.790  -2.908  1.00  0.00           H  
HETATM   86  H29 UNL     1      -3.303   0.001  -3.886  1.00  0.00           H  
HETATM   87  H30 UNL     1      -4.046   0.929  -0.412  1.00  0.00           H  
HETATM   88  H31 UNL     1      -2.767  -2.571  -0.425  1.00  0.00           H  
HETATM   89  H32 UNL     1      -7.100  -3.611  -0.489  1.00  0.00           H  
HETATM   90  H33 UNL     1      -6.831  -2.400  -1.842  1.00  0.00           H  
HETATM   91  H34 UNL     1      -6.160  -4.043  -1.980  1.00  0.00           H  
HETATM   92  H35 UNL     1      -4.432  -1.410   2.319  1.00  0.00           H  
HETATM   93  H36 UNL     1      -8.328   0.816   2.878  1.00  0.00           H  
HETATM   94  H37 UNL     1      -8.168   0.680   1.111  1.00  0.00           H  
HETATM   95  H38 UNL     1      -7.260   1.977   1.914  1.00  0.00           H  
HETATM   96  H39 UNL     1      -2.397  -1.758   3.265  1.00  0.00           H  
HETATM   97  H40 UNL     1      -1.631  -0.414   4.112  1.00  0.00           H  
HETATM   98  H41 UNL     1      -4.315  -1.753   4.453  1.00  0.00           H  
HETATM   99  H42 UNL     1      -4.490   0.011   4.319  1.00  0.00           H  
HETATM  100  H43 UNL     1      -3.482  -0.702   5.619  1.00  0.00           H  
HETATM  101  H44 UNL     1      -4.521   1.638   3.050  1.00  0.00           H  
HETATM  102  H45 UNL     1      -3.002   3.331   3.669  1.00  0.00           H  
HETATM  103  H46 UNL     1      -0.685   3.172   3.021  1.00  0.00           H  
HETATM  104  H47 UNL     1      -0.660   1.753   4.053  1.00  0.00           H  
HETATM  105  H48 UNL     1       0.199   2.237   0.243  1.00  0.00           H  
HETATM  106  H49 UNL     1      -0.821   3.422   1.215  1.00  0.00           H  
HETATM  107  H50 UNL     1      -1.697   2.320  -1.092  1.00  0.00           H  
HETATM  108  H51 UNL     1      -2.823   2.527   0.367  1.00  0.00           H  
HETATM  109  H52 UNL     1      -1.113  -0.578   1.660  1.00  0.00           H  
HETATM  110  H53 UNL     1       2.871  -0.789  -3.330  1.00  0.00           H  
HETATM  111  H54 UNL     1       4.339  -1.437  -2.562  1.00  0.00           H  
CONECT    1    2   58   59   60
CONECT    2    3   61   62
CONECT    3    4    4    8
CONECT    4    5   63
CONECT    5    6   57   64
CONECT    6    7   65   66
CONECT    7    8    9
CONECT    8   67   68
CONECT    9   10   69   70
CONECT   10   11   11   18
CONECT   11   12   19
CONECT   12   13   71
CONECT   13   14   14   18
CONECT   14   15   72
CONECT   15   16   16   73
CONECT   16   17   74
CONECT   17   18   18   75
CONECT   19   20   24   57
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   76   77   78
CONECT   24   25   25   29
CONECT   25   26   79
CONECT   26   27   27   55
CONECT   27   28   32
CONECT   28   29   29   80
CONECT   29   30
CONECT   30   31
CONECT   31   81   82   83
CONECT   32   33   34
CONECT   33   84   85   86
CONECT   34   35   55   87
CONECT   35   36   37   41
CONECT   36   88
CONECT   37   38   38   39
CONECT   39   40
CONECT   40   89   90   91
CONECT   41   42   46   92
CONECT   42   43
CONECT   43   44   45   45
CONECT   44   93   94   95
CONECT   46   47   49   56
CONECT   47   48   96   97
CONECT   48   98   99  100
CONECT   49   50   50  101
CONECT   50   51  102
CONECT   51   52  103  104
CONECT   52   53   56
CONECT   53   54  105  106
CONECT   54   55  107  108
CONECT   55   56
CONECT   56  109
CONECT   57  110  111
END

HMDB0014505
     RDKit          3D
Vinorelbine
111119  0  0  0  0  0  0  0  0999 V2000
    5.9042    4.4757   -3.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5448    3.8413   -3.8671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3684    2.7557   -2.8633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888    1.5188   -3.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7932    0.6195   -2.0848 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9809    0.8299   -1.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6642    2.0667   -0.5026 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5147    3.1168   -1.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638    1.7882    0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3273    0.3868    0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9820   -0.7955    0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0603   -1.7500    0.9959 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4338   -1.2547    2.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6489   -1.8307    3.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0393   -1.0966    4.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2156    0.2543    4.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0010    0.8310    3.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6093    0.0992    2.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5719   -1.3240   -1.2816 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7593   -2.8029   -1.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8092   -3.6158   -1.5385 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0113   -3.3978   -1.1687 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1824   -4.8058   -1.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1219   -1.0873   -1.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3626   -0.3966   -0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9828   -0.1236   -0.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6138   -0.5378   -1.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8803   -1.2320   -2.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630   -1.4932   -2.6699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1795   -2.1974   -3.6650 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5637   -2.6373   -4.8435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9797   -0.1433   -1.8241 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8705   -0.0624   -2.9554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2675    0.1487   -0.4270 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7398   -1.0310    0.3610 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7916   -2.0527    0.4127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9902   -1.5375   -0.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9474   -0.7415   -0.4062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1526   -2.8452   -0.6704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3880   -3.2236   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0718   -0.5301    1.7429 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2157    0.3250    1.6364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4482    0.0240    2.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6170    0.9426    2.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5847   -1.0624    2.8086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9170    0.1704    2.4145 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5657   -0.7017    3.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7581   -0.7947    4.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4496    1.4538    2.9404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6001    2.3987    3.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1480    2.1449    3.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8357    1.4235    1.9344 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7051    2.3727    0.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8896    2.0896   -0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9408    0.5654    0.1108 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7218    0.3839    1.5706 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4589   -0.7760   -2.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7018    3.7474   -4.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9171    5.2379   -4.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0275    4.9841   -2.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3677    3.4137   -4.8640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7993    4.6535   -3.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0925    1.2600   -4.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386    1.0591   -1.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9222    1.0459   -1.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2297   -0.0013   -0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4363    3.7726   -1.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6709    3.7637   -1.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6204    2.4298    1.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5494    2.2694   -0.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8627   -2.7861    0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4997   -2.8953    3.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2066   -1.5538    5.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5180    0.8754    5.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1538    1.8843    3.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8808   -5.1689   -0.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5490   -5.0343   -2.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1731   -5.2470   -1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8276   -0.0676    0.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3900   -1.5558   -3.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4159   -3.1276   -4.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3647   -1.8428   -5.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1865   -3.3966   -5.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4603   -1.0020   -2.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5593    0.7901   -2.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3028    0.0007   -3.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0456    0.9288   -0.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7665   -2.5714   -0.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1005   -3.6113   -0.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8305   -2.4002   -1.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1601   -4.0433   -1.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4316   -1.4102    2.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3279    0.8159    2.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1678    0.6796    1.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2596    1.9767    1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3968   -1.7583    3.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6310   -0.4143    4.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3149   -1.7529    4.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896    0.0110    4.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4825   -0.7018    5.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5212    1.6380    3.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0022    3.3311    3.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6850    3.1721    3.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596    1.7532    4.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1992    2.2369    0.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214    3.4219    1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6970    2.3204   -1.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8233    2.5270    0.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1127   -0.5780    1.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8710   -0.7888   -3.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3385   -1.4367   -2.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11 19  1  0
 19 20  1  1
 20 21  2  0
 20 22  1  0
 22 23  1  0
 19 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 27 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 35 36  1  1
 35 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 35 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 43 45  2  0
 41 46  1  0
 46 47  1  1
 47 48  1  0
 46 49  1  0
 49 50  2  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 55 54  1  1
 55 56  1  0
 19 57  1  0
  8  3  1  0
 18 10  1  0
 29 24  1  0
 55 34  1  0
 57  5  1  0
 18 13  1  0
 55 26  1  0
 56 46  1  0
 56 52  1  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  2 61  1  0
  2 62  1  0
  4 63  1  0
  5 64  1  1
  6 65  1  0
  6 66  1  0
  8 67  1  0
  8 68  1  0
  9 69  1  0
  9 70  1  0
 12 71  1  0
 14 72  1  0
 15 73  1  0
 16 74  1  0
 17 75  1  0
 23 76  1  0
 23 77  1  0
 23 78  1  0
 25 79  1  0
 28 80  1  0
 31 81  1  0
 31 82  1  0
 31 83  1  0
 33 84  1  0
 33 85  1  0
 33 86  1  0
 34 87  1  6
 36 88  1  0
 40 89  1  0
 40 90  1  0
 40 91  1  0
 41 92  1  1
 44 93  1  0
 44 94  1  0
 44 95  1  0
 47 96  1  0
 47 97  1  0
 48 98  1  0
 48 99  1  0
 48100  1  0
 49101  1  0
 50102  1  0
 51103  1  0
 51104  1  0
 53105  1  0
 53106  1  0
 54107  1  0
 54108  1  0
 56109  1  6
 57110  1  0
 57111  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Vinorelbin	HMDB
Vinorelbine bitartrate	HMDB
Vinorelbine ditartarate	HMDB
Vinorelbine ditartrate	HMDB
Vinorelbine tartrate	HMDB
5'-Nor-anhydrovinblastine	HMDB
Navelbine	HMDB
5' Nor anhydrovinblastine	HMDB

Chemical Formula

C₄₅H₅₄N₄O₈

Average Molecular Weight

778.9323

Monoisotopic Molecular Weight

778.394164724

IUPAC Name

methyl (1R,9R,10R,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(12S,14R)-16-ethyl-12-(methoxycarbonyl)-1,10-diazatetracyclo[12.3.1.0³,¹¹.0⁴,⁹]octadeca-3(11),4,6,8,15-pentaen-12-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,13-tetraene-10-carboxylate

Traditional Name

nor-5'-anhydrovinblastine

CAS Registry Number

71486-22-1

SMILES

[H][C@@]12N(C)C3=CC(OC)=C(C=C3[C@@]11CCN3CC=C[C@@](CC)([C@@H](OC(C)=O)[C@@]2(O)C(=O)OC)[C@@]13[H])[C@]1(C[C@@]2([H])CN(CC(CC)=C2)CC2=C1NC1=CC=CC=C21)C(=O)OC

InChI Identifier

InChI=1S/C45H54N4O8/c1-8-27-19-28-22-44(40(51)55-6,36-30(25-48(23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)54-5)47(4)38-43(31)16-18-49-17-12-15-42(9-2,37(43)49)39(57-26(3)50)45(38,53)41(52)56-7/h10-15,19-21,28,37-39,46,53H,8-9,16-18,22-25H2,1-7H3/t28-,37-,38+,39+,42+,43+,44-,45+/m0/s1

InChI Key

GBABOYUKABKIAF-GHYRFKGUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as vinca alkaloids. These are alkaloids with a dimeric chemical structure composed of an indole nucleus (catharanthine), and a dihydroindole nucleus (vindoline), joined together.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Vinca alkaloids

Sub Class

Not Available

Direct Parent

Vinca alkaloids

Alternative Parents

Substituents

Vinca alkaloid skeleton
Catharanthine skeleton
Carbazole
3-alkylindole
Indole
Indole or derivatives
Tricarboxylic acid or derivatives
Anisole
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Alkyl aryl ether
Aralkylamine
Benzenoid
N-alkylpyrrolidine
Cyclic alcohol
Heteroaromatic compound
Pyrrole
Pyrrolidine
Tertiary alcohol
Methyl ester
Amino acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Ether
Alcohol
Organonitrogen compound
Amine
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0014505)
Membrane (HMDB: HMDB0014505)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Vinorelbine Action Pathway (PathBank: SMP0000439)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.012 g/L	Not Available
LogP	4	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	4.39	ALOGPS
logP	4.65	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	10.87	ChemAxon
pKa (Strongest Basic)	8.72	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	133.87 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	216.99 m³·mol⁻¹	ChemAxon
Polarizability	84.7 Å³	ChemAxon
Number of Rings	9	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	304.954	30932474
DeepCCS	[M+Na]+	278.423	30932474
AllCCS	[M+H]+	269.6	32859911
AllCCS	[M+H-H2O]+	268.9	32859911
AllCCS	[M+NH4]+	270.1	32859911
AllCCS	[M+Na]+	270.3	32859911
AllCCS	[M-H]-	252.2	32859911
AllCCS	[M+Na-2H]-	257.0	32859911
AllCCS	[M+HCOO]-	262.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Vinorelbine	[H][C@@]12N(C)C3=CC(OC)=C(C=C3[C@@]11CCN3CC=C[C@@](CC)([C@@H](OC(C)=O)[C@@]2(O)C(=O)OC)[C@@]13[H])[C@]1(C[C@@]2([H])CN(CC(CC)=C2)CC2=C1NC1=CC=CC=C21)C(=O)OC	5476.5	Standard polar	33892256
Vinorelbine	[H][C@@]12N(C)C3=CC(OC)=C(C=C3[C@@]11CCN3CC=C[C@@](CC)([C@@H](OC(C)=O)[C@@]2(O)C(=O)OC)[C@@]13[H])[C@]1(C[C@@]2([H])CN(CC(CC)=C2)CC2=C1NC1=CC=CC=C21)C(=O)OC	4714.5	Standard non polar	33892256
Vinorelbine	[H][C@@]12N(C)C3=CC(OC)=C(C=C3[C@@]11CCN3CC=C[C@@](CC)([C@@H](OC(C)=O)[C@@]2(O)C(=O)OC)[C@@]13[H])[C@]1(C[C@@]2([H])CN(CC(CC)=C2)CC2=C1NC1=CC=CC=C21)C(=O)OC	5228.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Vinorelbine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vinorelbine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vinorelbine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vinorelbine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vinorelbine 10V, Positive-QTOF	splash10-00p0-0000001900-dbd6ff15d62211800a68	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vinorelbine 20V, Positive-QTOF	splash10-02t9-0121002900-3866c7af52c9c4f9a5cb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vinorelbine 40V, Positive-QTOF	splash10-0adu-2211009200-713a97aafaac3eca57c5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vinorelbine 10V, Negative-QTOF	splash10-00vi-1003001900-588c32e4825e044c3d65	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vinorelbine 20V, Negative-QTOF	splash10-00dl-1059000300-a6cf8884b788e19e3735	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vinorelbine 40V, Negative-QTOF	splash10-0a6r-9015107200-d6f834659529a2717356	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vinorelbine 10V, Negative-QTOF	splash10-056r-1000001900-e530ac740e5ea2e887e9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vinorelbine 20V, Negative-QTOF	splash10-0a4i-2000009000-3710c717c2a01768e2b7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vinorelbine 40V, Negative-QTOF	splash10-0a4i-6070009400-2dd2c86c6ea7cafd5fd6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vinorelbine 10V, Positive-QTOF	splash10-004i-0000000900-9149460c568e3b97e0f8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vinorelbine 20V, Positive-QTOF	splash10-004i-0000000900-a4f4254d6b25530d6f88	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vinorelbine 40V, Positive-QTOF	splash10-0040-0940311700-ca3bd0e6004f26e658e2	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Vinorelbine Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00361	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00361	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00361

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

23284827

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Vinorelbine

METLIN ID

Not Available

PubChem Compound

44424639

PDB ID

Not Available

ChEBI ID

480999

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Marty M, Fumoleau P, Adenis A, Rousseau Y, Merrouche Y, Robinet G, Senac I, Puozzo C: Oral vinorelbine pharmacokinetics and absolute bioavailability study in patients with solid tumors. Ann Oncol. 2001 Nov;12(11):1643-9. [PubMed:11822766 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. Tubulin beta chain

General function:: Involved in structural molecule activity
Specific function:: Tubulin is the major constituent of microtubules. It binds two moles of GTP, one at an exchangeable site on the beta chain and one at a non-exchangeable site on the alpha-chain
Gene Name:: TUBB
Uniprot ID:: P07437
Molecular weight:: 49670.5

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Kruczynski A, Barret JM, Etievant C, Colpaert F, Fahy J, Hill BT: Antimitotic and tubulin-interacting properties of vinflunine, a novel fluorinated Vinca alkaloid. Biochem Pharmacol. 1998 Mar 1;55(5):635-48. [PubMed:9515574 ]
Chang AY, Garrow GC: Pilot study of vinorelbine (Navelbine) and paclitaxel (Taxol) in patients with refractory breast cancer and lung cancer. Semin Oncol. 1995 Apr;22(2 Suppl 5):66-70; discussion 70-1. [PubMed:7740336 ]
Seve P, Dumontet C: [Class III beta tubulin expression in nonsmall cell lung cancer]. Rev Mal Respir. 2010 Apr;27(4):383-6. doi: 10.1016/j.rmr.2010.03.006. Epub 2010 Mar 25. [PubMed:20403547 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Polli JW, Wring SA, Humphreys JE, Huang L, Morgan JB, Webster LO, Serabjit-Singh CS: Rational use of in vitro P-glycoprotein assays in drug discovery. J Pharmacol Exp Ther. 2001 Nov;299(2):620-8. [PubMed:11602674 ]

Showing metabocard for Vinorelbine (HMDB0014505)

MOL for HMDB0014505 (Vinorelbine)

3D MOL for HMDB0014505 (Vinorelbine)

3D SDF for HMDB0014505 (Vinorelbine)

3D-SDF for HMDB0014505 (Vinorelbine)

PDB for HMDB0014505 (Vinorelbine)

3D PDB for HMDB0014505 (Vinorelbine)

SMILES for HMDB0014505 (Vinorelbine)

INCHI for HMDB0014505 (Vinorelbine)

Structure for HMDB0014505 (Vinorelbine)

3D Structure for HMDB0014505 (Vinorelbine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

Transporters

References