6-benzyl-1-(ethoxymethyl)-5-(propan-2-yl)-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 5815
• Molecular Formular: C17H22N2O3
• Molecular Mass: 302.36818
• Monoisotopic Mass: 302.16304257
• SMILES: c1(ccccc1)Cc1n(c(=O)[nH]c(=O)c1C(C)C)COCC
• Canonical SMILES: CCOCn1c(=O)[nH]c(=O)c(c1Cc1ccccc1)C(C)C
• InChI: InChI=1S/C17H22N2O3/c1-4-22-11-19-14(10-13-8-6-5-7-9-13)15(12(2)3)16(20)18-17(19)21/h5-9,12H,4,10-11H2,1-3H3,(H,18,20,21)
• InChIKey: MLILORUFDVLTSP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-benzyl-1-(ethoxymethyl)-5-(propan-2-yl)-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: emivirine
• Synonyms: 6-BENZYL-1-ETHOXYMETHYL-5-ISOPROPYL URACIL

Database IDs

• PubChem SID: 160969242; 99444659
• PubChem CID: 65013

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.23254
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.7738478
• LogD (pH = 7.4): 2.7732248
• Log P: 2.7738557
• Molar Refractivity: 85.4124 cm^3
• Polarizability: 32.72593 Å^3
• Polar Surface Area: 58.64 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.57
• LOG S: -3.42
• Solubility (Water): 1.16e-01 g/l

DETAILS

DrugBank - DB08188

Drug information: experimental