4-[(2R)-2-(2-methylphenyl)pyrrolidine-1-carbonyl]benzene-1,3-diol

• ChemBase ID: 6055
• Molecular Formular: C18H19NO3
• Molecular Mass: 297.34836
• Monoisotopic Mass: 297.13649347
• SMILES: N1(C(=O)c2c(cc(cc2)O)O)[C@@H](c2ccccc2C)CCC1
• Canonical SMILES: Oc1ccc(c(c1)O)C(=O)N1CCC[C@@H]1c1ccccc1C
• InChI: InChI=1S/C18H19NO3/c1-12-5-2-3-6-14(12)16-7-4-10-19(16)18(22)15-9-8-13(20)11-17(15)21/h2-3,5-6,8-9,11,16,20-21H,4,7,10H2,1H3/t16-/m1/s1
• InChIKey: TWODFUZHWYZBHZ-MRXNPFEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(2R)-2-(2-methylphenyl)pyrrolidine-1-carbonyl]benzene-1,3-diol
• IUPAC Traditional name: 4-[(2R)-2-(2-methylphenyl)pyrrolidine-1-carbonyl]benzene-1,3-diol
• Synonyms: 4-{[(2R)-2-(2-methylphenyl)pyrrolidin-1-yl]carbonyl}benzene-1,3-diol

Database IDs

• PubChem SID: 99444913; 160969480
• PubChem CID: 25058141

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.017169
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.016258
• LogD (pH = 7.4): 3.9235795
• Log P: 4.0175667
• Molar Refractivity: 85.7566 cm^3
• Polarizability: 32.361217 Å^3
• Polar Surface Area: 60.77 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.79
• LOG S: -3.59
• Solubility (Water): 7.69e-02 g/l

DETAILS

DrugBank - DB08442

Drug information: experimental