(S)-DRF-1042   Click here for help

GtoPdb Ligand ID: 8261

Synonyms: 5(S)-(2'-hydroxyethoxy)-20(S)-camptothecin | 5(S)-(2'-hydroxyethoxy)-20(S)-CPT
Compound class: Synthetic organic
Comment: S-isomer of DRF-1042 is a derivative of camptothecin, a natural quinoline alkaloid with cytotoxic effects, which acts to inhibit DNA topoisomerase I. This compound only contains the (S) stereoisomer, as described in patent US20110177161 [1]. PubChem CID 23631031 represents the molecule with no specified stereochemistry at the 5 position.
Two camptothecin derivatives are already approved for clinical use: topotecan and irinotecan.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 110.88
Molecular weight 408.13
XLogP 1.8
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCCOC1c2cc3ccccc3nc2c2n1c(=O)c1c(c2)CC(C(=O)O1)(O)CC
Isomeric SMILES OCCO[C@H]1c2cc3ccccc3nc2c2n1c(=O)c1c(c2)C[C@@](C(=O)O1)(O)CC
InChI InChI=1S/C22H20N2O6/c1-2-22(28)11-13-10-16-17-14(9-12-5-3-4-6-15(12)23-17)20(29-8-7-25)24(16)19(26)18(13)30-21(22)27/h3-6,9-10,20,25,28H,2,7-8,11H2,1H3/t20-,22-/m0/s1
InChI Key UPAYPYZHFCRCMO-UNMCSNQZSA-N
Classification Click here for help
Compound class Synthetic organic
Synonyms Click here for help
5(S)-(2'-hydroxyethoxy)-20(S)-camptothecin | 5(S)-(2'-hydroxyethoxy)-20(S)-CPT
Database Links Click here for help
GtoPdb PubChem SID 249565941
PubChem CID 91623363
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