(2S)-2-[(4-{3-amino-1-oxo-1H,4H,5H,6H,6aH,7H,8H,9H-imidazolidino[1,5-f]pteridin-8-yl}phenyl)formamido]pentanedioic acid

• ChemBase ID: 125466
• Molecular Formular: C20H23N7O6
• Molecular Mass: 457.43992
• Monoisotopic Mass: 457.17098149
• SMILES: O=C(O)[C@@H](NC(=O)c1ccc(cc1)N1CC2N(c3c(=O)nc(N)[nH]c3NC2)C1)CCC(=O)O
• Canonical SMILES: OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)N1CC2N(C1)c1c(NC2)[nH]c(nc1=O)N
• InChI: InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/t12?,13-/m0/s1
• InChIKey: QYNUQALWYRSVHF-ABLWVSNPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(4-{3-amino-1-oxo-1H,4H,5H,6H,6aH,7H,8H,9H-imidazolidino[1,5-f]pteridin-8-yl}phenyl)formamido]pentanedioic acid
• IUPAC Traditional name: 5,10-methylenetetrahydrofolate
• Synonyms: 5,10-CH₂-THF; MTHF; 5,10-Methylenetetrahydrofolate

Database IDs

• CAS Number: 3432-99-3
• PubChem SID: 162219816
• PubChem CID: 108194
• CHEBI ID: 20502
• CHEMBL: 117348
• Chemspider ID: 97272
• MeSH Name: 5,10-methylenetetrahydrofolate
• Wikipedia Title: 5,10-Methylenetetrahydrofolate

CALCULATED PROPERTIES

• Acid pKa: 3.3256633
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -4.9769325
• LogD (pH = 7.4): -7.5272985
• Log P: -1.5775161
• Molar Refractivity: 123.7566 cm^3
• Polarizability: 42.452656 Å^3
• Polar Surface Area: 189.69 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false