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Also known as: 0kc57i4unb, Azane, 1-carboxycyclobutane-1-carboxylate, platinum(2+), 287402-09-9, Platinum(2+) 1-carboxycyclobutanecarboxylate ammoniate (1:2:2), Unii-0kc57i4unb, Dicycloplatin [who-dd]

Molecular Formula

C₁₂H₂₀N₂O₈Pt

Molecular Weight

515.38 g/mol

InChI Key

IIJQICKYWPGJDT-UHFFFAOYSA-L

FDA UNII

0KC57I4UNB

Dicycloplatin is a third-generation, supramolecular platinum-based compound composed of carboplatin linked, by a strong hydrogen bond, to 1,1-cyclobutane dicarboxylate (CBDCA), with potential antineoplastic activity. Although the exact mechanism of action has yet to be fully elucidated, dicycloplatin appears to have a mechanism of action similar to that of other platinum-based compounds, which involves both DNA binding and the formation of DNA crosslinks. This mechanism results in the induction of apoptosis and cell growth inhibition. Compared to carboplatin alone, dicycloplatin shows enhanced solubility and stability in aqueous solution and appears to have a more favorable toxicity profile.

1 2D Structure

Dicycloplatin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

azane;cyclobutane-1,1-dicarboxylate;cyclobutane-1,1-dicarboxylic acid;platinum(2+)

2.1.2 InChI

InChI=1S/2C6H8O4.2H3N.Pt/c2*7-4(8)6(5(9)10)2-1-3-6;;;/h2*1-3H2,(H,7,8)(H,9,10);2*1H3;/q;;;;+2/p-2

2.1.3 InChI Key

IIJQICKYWPGJDT-UHFFFAOYSA-L

2.1.4 Canonical SMILES

C1CC(C1)(C(=O)O)C(=O)O.C1CC(C1)(C(=O)[O-])C(=O)[O-].N.N.[Pt+2]

2.2 Other Identifiers

2.2.1 UNII

0KC57I4UNB

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cis-diammine(1,1-cyclobutanedicarboxylate)platinum(ii)

2. Diammine(1,1-cyclobutanedicarboxylate)platinum(ii)

2.3.2 Depositor-Supplied Synonyms

1. 0kc57i4unb

2. Azane, 1-carboxycyclobutane-1-carboxylate, Platinum(2+)

3. 287402-09-9

4. Platinum(2+) 1-carboxycyclobutanecarboxylate Ammoniate (1:2:2)

5. Unii-0kc57i4unb

6. Dicycloplatin [who-dd]

7. 1,1-cyclobutanedicarboxylic Acid, Compd. With (sp-4-2)-diammine(1,1-cyclobutanedi(carboxylato-kappao)(2-))platinum (1:1)

8. Platinum, Diammine(1,1-cyclobutanedi(carboxylato-kappao)(2-))-, (sp-4-2)-, 1,1-cyclobutanedicarboxylate (1:1)

9. Platinum, Diammine(1,1-cyclobutanedicarboxylato(2-)-kappao,kappao'')-, (sp-4-2)-, 1,1-cyclobutanedicarboxylate (1:1)

10. Db-119035

11. Cis-diammine(1,1-cyclobutanedicarboxylate)platinum(ii)

12. Q19776556

13. Azane;cyclobutane-1,1-dicarboxylate;cyclobutane-1,1-dicarboxylic Acid;platinum(2+)

14. 1,1-cyclobutanedicarboxylic Acid, Compd. With (sp-4-2)-diammine(1,1-cyclobutanedi(carboxylato-.kappa.o)(2-))platinum (1:1)

15. Platinum, Diammine(1,1-cyclobutanedi(carboxylato-.kappa.o)(2-))-, (sp-4-2)-, 1,1-cyclobutanedicarboxylate (1:1)

16. Platinum, Diammine(1,1-cyclobutanedicarboxylato(2-)-.kappa.o,.kappa.o'')-, (sp-4-2)-, 1,1-cyclobutanedicarboxylate (1:1)

2.4 Create Date

2009-12-07

3 Chemical and Physical Properties

Molecular Formula	C₁₂H₂₀N₂O₈Pt
Molecular Weight	515.38 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	2
Exact Mass	515.086760 g/mol
Monoisotopic Mass	515.086760 g/mol
Topological Polar Surface Area	157 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	317
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	5