(6S)-3-[(4-amino-2-tert-butyl-5-methylphenyl)sulfanyl]-6-cyclopentyl-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-5,6-dihydro-2H-pyran-2-one

• ChemBase ID: 3906
• Molecular Formular: C29H37NO4S
• Molecular Mass: 495.67338
• Monoisotopic Mass: 495.24432967
• SMILES: Cc1cc(SC2=C(O)C[C@](CCc3ccc(O)cc3)(OC2=O)C2CCCC2)c(cc1N)C(C)(C)C
• Canonical SMILES: Oc1ccc(cc1)CC[C@]1(CC(=C(C(=O)O1)Sc1cc(C)c(cc1C(C)(C)C)N)O)C1CCCC1
• InChI: InChI=1S/C29H37NO4S/c1-18-15-25(22(16-23(18)30)28(2,3)4)35-26-24(32)17-29(34-27(26)33,20-7-5-6-8-20)14-13-19-9-11-21(31)12-10-19/h9-12,15-16,20,31-32H,5-8,13-14,17,30H2,1-4H3/t29-/m0/s1
• InChIKey: ZEBFKFGJWHOOST-LJAQVGFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6S)-3-[(4-amino-2-tert-butyl-5-methylphenyl)sulfanyl]-6-cyclopentyl-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-5,6-dihydro-2H-pyran-2-one
• IUPAC Traditional name: (6S)-3-[(4-amino-2-tert-butyl-5-methylphenyl)sulfanyl]-6-cyclopentyl-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-5H-pyran-2-one
• Synonyms: 3-(4-Amino-2-Tert-Butyl-5-Methyl-Phenylsulfanyl)-6-Cyclopentyl-4-Hydroxy-6-[2-(4-Hydroxy-Phenyl)-Ethyl]-5,6-Dihydro-Pyran-2-One

Database IDs

• PubChem SID: 46506710; 160967341
• PubChem CID: 447711; 54688711

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.1511126
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 6.7029457
• LogD (pH = 7.4): 6.2769856
• Log P: 6.7224174
• Molar Refractivity: 145.7365 cm^3
• Polarizability: 55.55903 Å^3
• Polar Surface Area: 92.78 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 6.4
• LOG S: -6.08
• Solubility (Water): 4.14e-04 g/l

DETAILS

DrugBank - DB04298

Drug information: experimental