(3R,5S,6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid

• ChemBase ID: 127467
• Molecular Formular: C24H26FNO4
• Molecular Mass: 411.4659432
• Monoisotopic Mass: 411.18458654
• SMILES: O=C(O)C[C@H](O)C[C@H](O)/C=C/c1c(c2ccccc2n1C(C)C)c1ccc(F)cc1
• Canonical SMILES: OC(=O)C[C@@H](C[C@@H](/C=C/c1c(c2ccc(cc2)F)c2c(n1C(C)C)cccc2)O)O
• InChI: InChI=1S/C24H26FNO4/c1-15(2)26-21-6-4-3-5-20(21)24(16-7-9-17(25)10-8-16)22(26)12-11-18(27)13-19(28)14-23(29)30/h3-12,15,18-19,27-28H,13-14H2,1-2H3,(H,29,30)/t18-,19-/m1/s1
• InChIKey: FJLGEFLZQAZZCD-RTBURBONSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,5S,6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid; (3R,5S)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid
• IUPAC Traditional name: (3R,5S)-fluvastatin; (3R,5S)-7-[3-(4-fluorophenyl)-1-isopropylindol-2-yl]-3,5-dihydroxyhept-6-enoic acid
• Brand Name: Lescol
• Synonyms: (3R,5S,6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid; Fluvastatin

Database IDs

• CAS Number: 93957-54-1
• MDL Number: MFCD00865715
• PubChem SID: 162221786
• PubChem CID: 446155
• CHEBI ID: 38565
• ATC CODE: C10AA04
• CHEMBL: 1078
• Chemspider ID: 393587
• DrugBank ID: DB01095
• KEGG ID: D07983
• Unique Ingredient Identifier: 4L066368AS
• Wikipedia Title: Fluvastatin
• Medline Plus: a694010

CALCULATED PROPERTIES

• Acid pKa: 4.55701
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.837187
• LogD (pH = 7.4): 1.0636245
• Log P: 3.8259492
• Molar Refractivity: 114.8553 cm^3
• Polarizability: 46.041786 Å^3
• Polar Surface Area: 82.69 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 203 - 205°C
• Hydrophobicity(logP): 4.048

Pharmacology Properties

• Admin Routes: Oral
• Half Life: 2.5 hours
• Protein Bound: 98%
• Legal Status: Rx-only

Product Information

• Purity: 95%