(2R,3R,4S)-3-(4-hydroxyphenyl)-4-methyl-2-{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}-3,4-dihydro-2H-1-benzopyran-6-ol

• ChemBase ID: 5210
• Molecular Formular: C28H31NO4
• Molecular Mass: 445.55004
• Monoisotopic Mass: 445.22530848
• SMILES: [C@H]1([C@@H](Oc2ccc(O)cc2[C@H]1C)c1ccc(cc1)OCCN1CCCC1)c1ccc(O)cc1
• Canonical SMILES: Oc1ccc(cc1)[C@@H]1[C@@H](Oc2c([C@H]1C)cc(cc2)O)c1ccc(cc1)OCCN1CCCC1
• InChI: InChI=1S/C28H31NO4/c1-19-25-18-23(31)10-13-26(25)33-28(27(19)20-4-8-22(30)9-5-20)21-6-11-24(12-7-21)32-17-16-29-14-2-3-15-29/h4-13,18-19,27-28,30-31H,2-3,14-17H2,1H3/t19-,27-,28+/m1/s1
• InChIKey: XPVKGTWRXBSJKO-LHXLBICKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S)-3-(4-hydroxyphenyl)-4-methyl-2-{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}-3,4-dihydro-2H-1-benzopyran-6-ol
• IUPAC Traditional name: (2R,3R,4S)-3-(4-hydroxyphenyl)-4-methyl-2-{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}-3,4-dihydro-2H-1-benzopyran-6-ol
• Synonyms: (2R,3R,4S)-3-(4-HYDROXYPHENYL)-4-METHYL-2-[4-(2-PYRROLIDIN-1-YLETHOXY)PHENYL]CHROMAN-6-OL

Database IDs

• PubChem SID: 160968639; 99444038
• PubChem CID: 4369568

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.783816
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.3458881
• LogD (pH = 7.4): 3.9526556
• Log P: 5.1691723
• Molar Refractivity: 129.8149 cm^3
• Polarizability: 50.40367 Å^3
• Polar Surface Area: 62.16 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.26
• LOG S: -5.0
• Solubility (Water): 4.44e-03 g/l

DETAILS

DrugBank - DB07567

Drug information: experimental