(3R,5R)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyheptanoic acid

• ChemBase ID: 4502
• Molecular Formular: C24H28FNO4
• Molecular Mass: 413.4818232
• Monoisotopic Mass: 413.2002366
• SMILES: c12c(cccc1)n(c(c2c1ccc(cc1)F)CC[C@H](C[C@@H](O)CC(=O)O)O)C(C)C
• Canonical SMILES: O[C@@H](C[C@H](CC(=O)O)O)CCc1c(c2ccc(cc2)F)c2c(n1C(C)C)cccc2
• InChI: InChI=1S/C24H28FNO4/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/h3-10,15,18-19,27-28H,11-14H2,1-2H3,(H,29,30)/t18-,19-/m1/s1
• InChIKey: MVPCJBDHTUCOBT-RTBURBONSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,5R)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyheptanoic acid
• IUPAC Traditional name: (3R,5R)-7-[3-(4-fluorophenyl)-1-isopropylindol-2-yl]-3,5-dihydroxyheptanoic acid
• Synonyms: 7-[3-(4-FLUORO-PHENYL)-1-ISOPROPYL-1H-INDOL-2-YL]-3,5-DIHYDROXY-HEPTANOIC ACID

Database IDs

• PubChem SID: 99443317; 160967934
• PubChem CID: 5287418

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.6158376
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.8568783
• LogD (pH = 7.4): 1.0802739
• Log P: 3.793356
• Molar Refractivity: 114.0467 cm^3
• Polarizability: 46.125923 Å^3
• Polar Surface Area: 82.69 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.88
• LOG S: -4.78
• Solubility (Water): 6.91e-03 g/l

DETAILS

DrugBank - DB06846

Drug information: experimental