platinum(4+) ion (1S,2S)-cyclohexane-1,2-diaminide oxalate

• ChemBase ID: 175961
• Molecular Formular: C8H12N2O4Pt
• Molecular Mass: 395.26988
• Monoisotopic Mass: 395.04449787
• SMILES: C1CC[C@@H]([C@H](C1)[NH-])[NH-].C(=O)(C(=O)[O-])[O-].[Pt+4]
• Canonical SMILES: [O-]C(=O)C(=O)[O-].[NH-][C@H]1CCCC[C@@H]1[NH-].[Pt+4]
• InChI: InChI=1S/C6H12N2.C2H2O4.Pt/c7-5-3-1-2-4-6(5)8;3-1(4)2(5)6;/h5-8H,1-4H2;(H,3,4)(H,5,6);/q-2;;+4/p-2/t5-,6-;;/m0../s1
• InChIKey: DWAFYCQODLXJNR-USPAICOZSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: platinum(4+) ion (1S,2S)-cyclohexane-1,2-diaminide oxalate
• IUPAC Traditional name: platinum(4+) ion (1S,2S)-cyclohexane-1,2-diaminide oxalate
• Synonyms: [SP-4-2-(1S-trans)]-(1,2-Cyclohexanediamine-N,N')[ethanedioato(2-)-O,O']platinum; (SP-4-2)-[(1S,2S)-1,2-Cyclohexanediamine-kN,kN'][ethanedioato(2-)-kO1,kO2]platinum; (1S-trans)-1,2-Cyclohexanediamine Platinum Complex; (S,S)-Oxaliplatin

Database IDs

• CAS Number: 61758-77-8
• PubChem SID: 164231871
• PubChem CID: 54587896

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -4.8559394
• LogD (pH = 7.4): -2.7383268
• Log P: -0.007973737
• Molar Refractivity: 30.637 cm^3
• Polarizability: 12.746525 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O845080

The (S,S) Oxaliplatin isomer. Third generation platinum complex. An antitumor agent with activity against colorectal cancer. Cytotoxicity follows the formation of adducts with DNA. Antineoplastic.

REFERENCES

• Kidani, Y., et al.: J. Med. Chem., 21, 1315 (1978)
• Kizu, R., et al.: Cancer Chemother. Pharmacol., 31, 475 (1978)
• Levi, F., et al.: Eur. J. Cancer, 29A, 1280 (1978)
• Simpson, D., et al.: Drugs, 63, 2127 (1978)