(5R)-2-hydroxy-5-[4-(2-hydroxyethyl)piperidin-1-yl]-5-phenyl-1,4,5,6-tetrahydropyrimidine-4,6-dione

• ChemBase ID: 3280
• Molecular Formular: C17H21N3O4
• Molecular Mass: 331.36634
• Monoisotopic Mass: 331.15320617
• SMILES: N1=C(O)NC(=O)[C@](C1=O)(N1CCC(CC1)CCO)c1ccccc1
• Canonical SMILES: OCCC1CCN(CC1)[C@@]1(C(=O)NC(=NC1=O)O)c1ccccc1
• InChI: InChI=1S/C17H21N3O4/c21-11-8-12-6-9-20(10-7-12)17(13-4-2-1-3-5-13)14(22)18-16(24)19-15(17)23/h1-5,12,21H,6-11H2,(H2,18,19,22,23,24)
• InChIKey: IPBPOBHSNJFRFT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R)-2-hydroxy-5-[4-(2-hydroxyethyl)piperidin-1-yl]-5-phenyl-1,4,5,6-tetrahydropyrimidine-4,6-dione
• IUPAC Traditional name: (5R)-2-hydroxy-5-[4-(2-hydroxyethyl)piperidin-1-yl]-5-phenyl-1H-pyrimidine-4,6-dione
• Synonyms: 2-Hydroxy-5-[4-(2-Hydroxy-Ethyl)-Piperidin-1-Yl]-5-Phenyl-1h-Pyrimidine-4,6-Dione

Database IDs

• PubChem SID: 46507461; 160966722
• PubChem CID: 446505

CALCULATED PROPERTIES

JChem

• Acid pKa: 6.601901
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.93731654
• LogD (pH = 7.4): 0.16283798
• Log P: 0.91203874
• Molar Refractivity: 87.1591 cm^3
• Polarizability: 33.761543 Å^3
• Polar Surface Area: 102.23 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.89
• LOG S: -2.81
• Solubility (Water): 5.18e-01 g/l

DETAILS

DrugBank - DB03622

Drug information: experimental