6-(2,4-diamino-6-ethylpyrimidin-5-yl)-4-(3-methoxypropyl)-2,2-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-3-one

• ChemBase ID: 4826
• Molecular Formular: C20H27N5O3
• Molecular Mass: 385.46008
• Monoisotopic Mass: 385.21138975
• SMILES: c1(nc(nc(c1c1ccc2c(c1)N(C(=O)C(O2)(C)C)CCCOC)CC)N)N
• Canonical SMILES: COCCCN1c2cc(ccc2OC(C1=O)(C)C)c1c(N)nc(nc1CC)N
• InChI: InChI=1S/C20H27N5O3/c1-5-13-16(17(21)24-19(22)23-13)12-7-8-15-14(11-12)25(9-6-10-27-4)18(26)20(2,3)28-15/h7-8,11H,5-6,9-10H2,1-4H3,(H4,21,22,23,24)
• InChIKey: WPAPODFGOZXFLG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(2,4-diamino-6-ethylpyrimidin-5-yl)-4-(3-methoxypropyl)-2,2-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-3-one
• IUPAC Traditional name: 6-(2,4-diamino-6-ethylpyrimidin-5-yl)-4-(3-methoxypropyl)-2,2-dimethyl-1,4-benzoxazin-3-one
• Synonyms: 6-(2,4-DIAMINO-6-ETHYLPYRIMIDIN-5-YL)-4-(3-METHOXYPROPYL)-2,2-DIMETHYL-2H-1,4-BENZOXAZIN-3(4H)-ONE

Database IDs

• PubChem SID: 160968258; 99443645
• PubChem CID: 6914629

CALCULATED PROPERTIES

JChem

• Acid pKa: 17.246614
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 0.028073784
• LogD (pH = 7.4): 1.2884456
• Log P: 1.8042071
• Molar Refractivity: 109.7363 cm^3
• Polarizability: 41.928036 Å^3
• Polar Surface Area: 116.59 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.22
• LOG S: -3.02
• Solubility (Water): 3.71e-01 g/l

DETAILS

DrugBank - DB07174

Drug information: experimental