When I published the Hansen Solubility Parameters (HSP) of Corona’s medication, I received a request from a friend in the US to do the anticancer drugs as well.
It would be great if he could specify what compounds he is interested in.
I calculated some of the compounds in the Anti-cancer medication using the latest Y-MB2021 parameters. The following seven compounds were calculated.
| name | Smiles | CAS |
| Sotorasib | CC(C)c1nccc(C)c1N2C(=O)N=C(N3CCN(C[C@@H]3C)C(=O)C=C)c4cc(F)c(nc24)c5c(O)cccc5F | 2252403-56-6 |
| Cyclophosphamide | C1CNP(=O)(OC1)N(CCCl)CCCl | 50-18-0 |
| 5-fluorouracil | C1=C(C(=O)NC(=O)N1)F | 51-21-8 |
| Epirubicin | CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)CO)O)N)O | 56420-45-2 |
| methotrexate | CN(CC1=CN=C2C(=N1)C(=NC(=N2)N)N)C3=CC=C(C=C3)C(=O)NC(CCC(=O)O)C(=O)O | _59-05-2 |
| procarbazine | CC(C)NC(=O)C1=CC=C(C=C1)CNNC | 671-16-9 |
| etoposide | CC1OCC2C(O1)C(C(C(O2)OC3C4COC(=O)C4C(C5=CC6=C(C=C35)OCO6)C7=CC(=C(C(=C7)OC)O)OC)O)O | 33419-42-0 |
| dD21 | dD21vdw | dD21fg | dP21 | dH21 | dHAcid21 | dHBase21 | ED | EA | MVol18 |
| 18.86 | 9.54 | 15.88 | 9.18 | 7.2 | 2.07 | 6.12 | 33.6 | 37.4 | 429.909 |
| 17.98 | 10.35 | 14.79 | 12.68 | 7.68 | 1.17 | 7.37 | 28.2 | 8.9 | 197.67 |
| 18.71 | 11.63 | 13.19 | 19.4 | 13.91 | 7.99 | 11.44 | 28.2 | 27.9 | 90.336 |
| 20.11 | 9.83 | 17.27 | 11.03 | 13.99 | 7.49 | 11.32 | 30.1 | 37.4 | 362.248 |
| 20.19 | 9.76 | 17.71 | 11.68 | 15.16 | 8.64 | 10.44 | 29.9 | 43.1 | 320.464 |
| 18.35 | 9.56 | 15.62 | 8.91 | 9.13 | 3.42 | 7.77 | 32.2 | 27.2 | 205.453 |
| 19.03 | 9.83 | 16.03 | 8.39 | 10.67 | 2.23 | 9.85 | 15.4 | 37.4 | 420.063 |
[δD, δP, δH] Electron Donor, Electron Acceptor
[18.86,9.18,7.2] 33.6,37.4
[17.98,12.68,7.68]28.2,8.9
[18.71,19.4,13.91]28.2,27.9
[20.11,11.03,13.99]30.1,37.4
[20.19,11.68,15.16]29.9,43.1
[18.35,8.91,9.13]32.2,27.2
[19.03,8.39,10.67]15.4,37.4
It is important to note that anticancer drugs are polar compounds with large δP and δH.
These seven compounds are plotted in Hansen space as shown below.
Drag the mouse and rotate the plot to a position that is easy to see.
The red spheres indicate the location of the Hansen solubility parameters of the anticancer drugs.
The blue spheres show the 88 normal solvents that are widely spread in the Hansen space.
Even though 5-fluorouracil is the only one that is far off, it seems that there are not many compounds with similar HSP in the area around anticancer drugs.
There are compounds whose HSPs are so similar that they almost stick together. Let’s try to predict which one it is from the structure alone.
Will your prediction be correct? (Click on the sphere to see the name.)
The basic idea of HSP is that even if the structures are different, if the solubility parameters are similar, they will dissolve into similar (soluble) positions in the body.
It may be necessary to divide the structure into separate partial HSPs, as was done with the corona medication, but I’ll leave that to the user.
The parameters of Y-MB2021 will be included in HSPiP ver.6.
We are planning to release ver. 6 within this year.
(We are asking some CLI license users to evaluate it first.)
If you don’t use this version, etoposide will give very strange results.