methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-4-[(12S,14R,16R)-16-(1,1-difluoroethyl)-12-(methoxycarbonyl)-1,10-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

• ChemBase ID: 130466
• Molecular Formular: C45H54F2N4O8
• Molecular Mass: 816.9290664
• Monoisotopic Mass: 816.39097115
• SMILES: CC[C@@]12C=CCN3[C@@H]1[C@]1(CC3)[C@H]([C@]([C@@H]2OC(=O)C)(C(=O)OC)O)N(c2cc(c(cc12)[C@]1(C[C@@H]2C[C@H](CN(C2)Cc2c1[nH]c1ccccc21)C(C)(F)F)C(=O)OC)OC)C
• Canonical SMILES: COc1cc2N(C)[C@@H]3[C@@]4(c2cc1[C@]1(C[C@H]2CN(Cc5c1[nH]c1c5cccc1)C[C@@H](C2)C(F)(F)C)C(=O)OC)CCN1[C@H]4[C@@]([C@H]([C@]3(O)C(=O)OC)OC(=O)C)(CC)C=CC1
• InChI: InChI=1S/C45H54F2N4O8/c1-8-42-14-11-16-51-17-15-43(36(42)51)30-19-31(34(56-5)20-33(30)49(4)37(43)45(55,40(54)58-7)38(42)59-25(2)52)44(39(53)57-6)21-26-18-27(41(3,46)47)23-50(22-26)24-29-28-12-9-10-13-32(28)48-35(29)44/h9-14,19-20,26-27,36-38,48,55H,8,15-18,21-24H2,1-7H3/t26-,27-,36+,37-,38-,42-,43-,44+,45+/m1/s1
• InChIKey: NMDYYWFGPIMTKO-HBVLKOHWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-4-[(12S,14R,16R)-16-(1,1-difluoroethyl)-12-(methoxycarbonyl)-1,10-diazatetracyclo[12.3.1.0^3,^1^1.0^4,^9]octadeca-3(11),4,6,8-tetraen-12-yl]-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.0^1,^9.0^2,^7.0^1^6,^1^9]nonadeca-2,4,6,13-tetraene-10-carboxylate
• IUPAC Traditional name: vinflunine
• Synonyms: Vinflunine

Database IDs

• CAS Number: 162652-95-1
• PubChem SID: 162224745
• PubChem CID: 6918295
• ATC CODE: L01CA05
• CHEMBL: 510329
• Unique Ingredient Identifier: 5BF646324K
• Wikipedia Title: Vinflunine

CALCULATED PROPERTIES

• Acid pKa: 10.868424
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -0.8781617
• LogD (pH = 7.4): 2.6256256
• Log P: 4.6458116
• Molar Refractivity: 216.5265 cm^3
• Polarizability: 84.801506 Å^3
• Polar Surface Area: 133.87 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Admin Routes: Intravenous
• Legal Status: Rx-only
• EU Licence: Javlor