(2R)-2-({4-[({2,4-diaminofuro[2,3-d]pyrimidin-5-yl}methyl)(methyl)amino]phenyl}formamido)pentanedioic acid

• ChemBase ID: 1792
• Molecular Formular: C20H22N6O6
• Molecular Mass: 442.42528
• Monoisotopic Mass: 442.16008245
• SMILES: CN(Cc1coc2c1c(N)nc(N)n2)c1ccc(cc1)C(=O)N[C@H](CCC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CC[C@H](C(=O)O)NC(=O)c1ccc(cc1)N(Cc1coc2c1c(N)nc(n2)N)C
• InChI: InChI=1S/C20H22N6O6/c1-26(8-11-9-32-18-15(11)16(21)24-20(22)25-18)12-4-2-10(3-5-12)17(29)23-13(19(30)31)6-7-14(27)28/h2-5,9,13H,6-8H2,1H3,(H,23,29)(H,27,28)(H,30,31)(H4,21,22,24,25)/t13-/m1/s1
• InChIKey: WXINNGCGSCFUCR-CYBMUJFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-({4-[({2,4-diaminofuro[2,3-d]pyrimidin-5-yl}methyl)(methyl)amino]phenyl}formamido)pentanedioic acid
• IUPAC Traditional name: (2R)-2-({4-[({2,4-diaminofuro[2,3-d]pyrimidin-5-yl}methyl)(methyl)amino]phenyl}formamido)pentanedioic acid
• Synonyms: Furo[2,3d]Pyrimidine Antifolate

Database IDs

• PubChem SID: 160965248; 46506042
• PubChem CID: 46936288

CALCULATED PROPERTIES

JChem

• Log P: -0.58324593
• Molar Refractivity: 115.5615 cm^3
• Polarizability: 42.187904 Å^3
• Polar Surface Area: 197.9 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true
• Acid pKa: 3.218249
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -2.8389869
• LogD (pH = 7.4): -5.7626996

ALOGPS 2.1

• LOG S: -3.02
• Solubility (Water): 4.25e-01 g/l
• Log P: 0.37

DETAILS

DrugBank - DB02026

Drug information: experimental