(2S)-2-[(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl][(2-amino-4-oxo-4,8-dihydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid

• ChemBase ID: 177105
• Molecular Formular: C26H24N12O7
• Molecular Mass: 616.54496
• Monoisotopic Mass: 616.18909117
• SMILES: n1c(nc2c(c1=O)nc(c[nH]2)CN(c1ccc(cc1)C(=O)N[C@@H](CCC(=O)O)C(=O)O)Cc1nc2c(nc1)[nH]c(nc2=O)N)N
• Canonical SMILES: OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)N(Cc1cnc2c(n1)c(=O)nc([nH]2)N)Cc1c[nH]c2c(n1)c(=O)nc(n2)N
• InChI: InChI=1S/C26H24N12O7/c27-25-34-19-17(22(42)36-25)31-12(7-29-19)9-38(10-13-8-30-20-18(32-13)23(43)37-26(28)35-20)14-3-1-11(2-4-14)21(41)33-15(24(44)45)5-6-16(39)40/h1-4,7-8,15H,5-6,9-10H2,(H,33,41)(H,39,40)(H,44,45)(H3,27,29,34,36,42)(H3,28,30,35,37,43)/t15-/m0/s1
• InChIKey: HTFSBJVLFFEYIV-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl][(2-amino-4-oxo-4,8-dihydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid
• IUPAC Traditional name: (2S)-2-[(4-{[(2-amino-4-oxo-1H-pteridin-6-yl)methyl][(2-amino-4-oxo-8H-pteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid
• Synonyms: (2S)-2-[[4-[Bis[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino]benzoyl]amino]pentanedioic Acid; 6-Pterinyl Folic Acid

Database IDs

• PubChem SID: 164233015
• PubChem CID: 71751875

CALCULATED PROPERTIES

• Acid pKa: 3.2575827
• H Acceptors: 18
• H Donor: 7
• LogD (pH = 5.5): -4.8777747
• LogD (pH = 7.4): -8.008065
• Log P: -1.4651581
• Molar Refractivity: 154.4145 cm^3
• Polarizability: 56.292667 Å^3
• Polar Surface Area: 292.4 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P839900

6-Pterinyl Folic Acid is the impurity E of Folic acid (F680300) as per EP monograph.