(2S)-2-(3-{2-bromo-5-[(2,4-diaminopyrimidin-5-yl)methyl]-3-methoxyphenoxy}propyl)pentanedioate

• ChemBase ID: 2522
• Molecular Formular: C20H23BrN4O6--
• Molecular Mass: 495.32382
• Monoisotopic Mass: 494.08009648
• SMILES: COc1cc(Cc2cnc(N)nc2N)cc(OCCC[C@@H](CCC(=O)[O-])C(=O)[O-])c1Br
• Canonical SMILES: COc1cc(cc(c1Br)OCCC[C@H](C(=O)[O-])CCC(=O)[O-])Cc1cnc(nc1N)N
• InChI: InChI=1S/C20H25BrN4O6/c1-30-14-8-11(7-13-10-24-20(23)25-18(13)22)9-15(17(14)21)31-6-2-3-12(19(28)29)4-5-16(26)27/h8-10,12H,2-7H2,1H3,(H,26,27)(H,28,29)(H4,22,23,24,25)/p-2/t12-/m0/s1
• InChIKey: SZAVCZNFKJSWRN-LBPRGKRZSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(3-{2-bromo-5-[(2,4-diaminopyrimidin-5-yl)methyl]-3-methoxyphenoxy}propyl)pentanedioate
• IUPAC Traditional name: (2S)-2-(3-{2-bromo-5-[(2,4-diaminopyrimidin-5-yl)methyl]-3-methoxyphenoxy}propyl)pentanedioate
• Synonyms: Brodimoprim-4,6-Dicarboxylate

Database IDs

• PubChem SID: 160965972; 46507558
• PubChem CID: 5287754; 70789223

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.04803
• H Acceptors: 10
• H Donor: 2
• LogD (pH = 5.5): -0.43899876
• LogD (pH = 7.4): -2.5144725
• Log P: 0.82340914
• Molar Refractivity: 139.9251 cm^3
• Polarizability: 43.93903 Å^3
• Polar Surface Area: 176.54 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.94
• LOG S: -4.85
• Solubility (Water): 8.03e-03 g/l

DETAILS

DrugBank - DB02809

Drug information: experimental