5-hydroxy-3-[(1R)-1-(1H-pyrrol-2-yl)ethyl]-2H-indol-2-one

• ChemBase ID: 4686
• Molecular Formular: C14H12N2O2
• Molecular Mass: 240.25728
• Monoisotopic Mass: 240.08987763
• SMILES: C1(=O)C(=c2c(=N1)ccc(c2)O)[C@@H](C)c1ccc[nH]1
• Canonical SMILES: Oc1ccc2=NC(=O)C(=c2c1)[C@H](c1ccc[nH]1)C
• InChI: InChI=1S/C14H12N2O2/c1-8(11-3-2-6-15-11)13-10-7-9(17)4-5-12(10)16-14(13)18/h2-8,15,17H,1H3/t8-/m0/s1
• InChIKey: VWQVBIPGKIAUGA-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-hydroxy-3-[(1R)-1-(1H-pyrrol-2-yl)ethyl]-2H-indol-2-one
• IUPAC Traditional name: 5-hydroxy-3-[(1R)-1-(1H-pyrrol-2-yl)ethyl]indol-2-one
• Synonyms: 5-HYDROXY-3-[(1R)-1-(1H-PYRROL-2-YL)ETHYL]-2H-INDOL-2-ONE

Database IDs

• PubChem SID: 160968118; 99443504
• PubChem CID: 46937045

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.408829
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.2860273
• LogD (pH = 7.4): 1.2818476
• Log P: 1.2860812
• Molar Refractivity: 71.1374 cm^3
• Polarizability: 25.686815 Å^3
• Polar Surface Area: 65.45 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.64
• LOG S: -3.21
• Solubility (Water): 1.48e-01 g/l

DETAILS

DrugBank - DB07033

Drug information: experimental