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

• ChemBase ID: 4766
• Molecular Formular: C24H25F2N5O3
• Molecular Mass: 469.4838064
• Monoisotopic Mass: 469.19254613
• SMILES: c1(nc(nc(c1c1ccc2c(c1)N(C(=O)[C@@H](O2)c1cc(cc(c1)F)F)CCCOC)CC)N)N
• Canonical SMILES: COCCCN1C(=O)[C@@H](Oc2c1cc(cc2)c1c(N)nc(nc1CC)N)c1cc(F)cc(c1)F
• InChI: InChI=1S/C24H25F2N5O3/c1-3-17-20(22(27)30-24(28)29-17)13-5-6-19-18(11-13)31(7-4-8-33-2)23(32)21(34-19)14-9-15(25)12-16(26)10-14/h5-6,9-12,21H,3-4,7-8H2,1-2H3,(H4,27,28,29,30)/t21-/m0/s1
• InChIKey: KHZQOXQOUCGGGA-NRFANRHFSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 99443584; 160968198
• PubChem CID: 20843156

CALCULATED PROPERTIES

JChem

• Acid pKa: 17.246023
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 1.2484031
• LogD (pH = 7.4): 2.5088055
• Log P: 3.0245101
• Molar Refractivity: 125.3198 cm^3
• Polarizability: 47.19649 Å^3
• Polar Surface Area: 116.59 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.14
• LOG S: -4.43
• Solubility (Water): 1.76e-02 g/l

DETAILS

DrugBank - DB07113

Drug information: experimental