Tocladesine
AlkaPlorer ID: AK022787
Synonym: None
IUPAC Name: (4aR,6R,7R,7aS)-6-(6-amino-8-chloropurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
Structure
SMILES: NC1=NC=NC2=C1N=C(Cl)N2[C@@H]1O[C@@H]2COP(=O)(O)O[C@H]2[C@H]1O
InChI: InChI=1S/C10H11ClN5O6P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14)/t3-,5-,6-,9-/m1/s1
InChIKey: CLLFEJLEDNXZNR-UUOKFMHZSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|
Properties Information
Molecule Weight: 363.65400000000005
TPSA？: 154.84
MolLogP？: -0.1640000000000002
Number of H-Donors: 3
Number of H-Acceptors: 10
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | 786-0 | GI50 | 8851.16 | nM | None |
| Homo sapiens | A498 | GI50 | 67608.3 | nM | None |
| Homo sapiens | A549 | GI50 | 22750.97 | nM | None |
| Homo sapiens | ACHN | GI50 | 5046.61 | nM | None |
| Homo sapiens | BT-549 | GI50 | 5688.53 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 3605.79 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 3483.37 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 10000.0 | nM | None |
| Homo sapiens | DLD-1 | GI50 | 3810.66 | nM | None |
| Homo sapiens | DMS-114 | GI50 | 26730.06 | nM | None |
| Homo sapiens | DMS-273 | GI50 | 3147.75 | nM | None |
| Homo sapiens | DU-145 | GI50 | 12502.59 | nM | None |
| Homo sapiens | EKVX | GI50 | 35563.13 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 37757.22 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 3006.08 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 6698.85 | nM | None |
| Homo sapiens | HL-60 | GI50 | 3605.79 | nM | None |
| Homo sapiens | HOP-18 | GI50 | 108893.01 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 19498.45 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 12189.9 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 28707.81 | nM | None |
| Homo sapiens | HT-29 | GI50 | 8394.6 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 24547.09 | nM | None |
| Homo sapiens | K562 | GI50 | 2824.88 | nM | None |
| Homo sapiens | KM12 | GI50 | 75509.22 | nM | None |
| Homo sapiens | KM-20L2 | GI50 | 13489.63 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 2697.74 | nM | None |
| Homo sapiens | M14 | GI50 | 8016.78 | nM | None |
| Homo sapiens | M19-MEL | GI50 | 299916.25 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 152405.28 | nM | None |
| Homo sapiens | MCF7 | GI50 | 8109.61 | nM | None |
| Homo sapiens | MDA-MB-231 | GI50 | 21527.82 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 5407.54 | nM | None |
| Homo sapiens | MDA-N | GI50 | 10864.26 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 6998.42 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 6668.07 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 6180.16 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 16519.62 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 51999.6 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 7030.72 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 27101.92 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 44874.54 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 16595.87 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 27669.42 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 5420.01 | nM | None |
| Homo sapiens | PC-3 | GI50 | 8298.51 | nM | None |
| Homo sapiens | Phosphodiesterase 4 | Hydrolysis | 0.05 | None | 10.1021/jm00177a007 |
| Homo sapiens | Phosphodiesterase 4 | IC50 | 22000.0 | nM | 10.1021/jm00177a007 |
| Homo sapiens | Phosphodiesterase 4 | IC50 | 59000.0 | nM | 10.1021/jm00177a007 |
| Homo sapiens | RPMI-8226 | GI50 | 6471.43 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 7345.14 | nM | None |
| Homo sapiens | SF-268 | GI50 | 31988.95 | nM | None |
| Homo sapiens | SF-295 | GI50 | 51168.18 | nM | None |
| Homo sapiens | SF-539 | GI50 | 48977.88 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 99770.01 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 295120.92 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 152054.75 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 10616.96 | nM | None |
| Homo sapiens | SN12C | GI50 | 12647.36 | nM | None |
| Homo sapiens | SN12K1 | GI50 | 7261.06 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 122461.62 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 31768.74 | nM | None |
| Homo sapiens | SNB-78 | GI50 | 164816.24 | nM | None |
| Homo sapiens | SR | GI50 | 4698.94 | nM | None |
| Homo sapiens | SW-620 | GI50 | 12078.14 | nM | None |
| Homo sapiens | T47D | GI50 | 14655.48 | nM | None |
| Homo sapiens | TK-10 | GI50 | 15135.61 | nM | None |
| Homo sapiens | U-251 | GI50 | 67764.15 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 42559.84 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 15667.51 | nM | None |
| Homo sapiens | UO-31 | GI50 | 16405.9 | nM | None |
| Homo sapiens | XF498 | GI50 | 18071.74 | nM | None |
| Mus musculus | P388 | GI50 | 36728.23 | nM | None |
| Mus musculus | P388/ADR | GI50 | 4528.98 | nM | None |
| None | Unchecked | Ka' | 3.1 | None | 10.1021/jm00177a007 |