3-amino-8-{4-[(1,3-dicarboxypropyl)carbamoyl]phenyl}-1-oxo-1H,4H,5H,6H,6aH,7H,8H-2,4,5,8,10λ5-imidazo[1,5-f]pteridin-10-ylium

• ChemBase ID: 125465
• Molecular Formular: C20H22N7O6+
• Molecular Mass: 456.43198
• Monoisotopic Mass: 456.16315646
• SMILES: O=C(O)C(NC(=O)c1ccc(cc1)N1C=[N+]2c3c([nH]c(nc3=O)N)NCC2C1)CCC(=O)O
• Canonical SMILES: OC(=O)CCC(C(=O)O)NC(=O)c1ccc(cc1)N1C=[N+]2C(C1)CNc1c2c(=O)nc([nH]1)N
• InChI: InChI=1S/C20H21N7O6/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/h1-4,9,12-13H,5-8H2,(H6-,21,22,23,24,25,28,29,30,31,32,33)/p+1
• InChIKey: MEANFMOQMXYMCT-UHFFFAOYSA-O

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-amino-8-{4-[(1,3-dicarboxypropyl)carbamoyl]phenyl}-1-oxo-1H,4H,5H,6H,6aH,7H,8H-2,4,5,8,10λ^5-imidazo[1,5-f]pteridin-10-ylium
• IUPAC Traditional name: 5,10-methenyltetrahydrofolate
• Synonyms: 5,10-CH=THF; 5,10-Methenyltetrahydrofolate

Database IDs

• CAS Number: 7444-29-3
• PubChem SID: 162219815
• PubChem CID: 136; 644350
• CHEMBL: 46521
• Chemspider ID: 133
• MeSH Name: 5,10-methenyltetrahydrofolate
• Wikipedia Title: 5,10-Methenyltetrahydrofolate

CALCULATED PROPERTIES

• Acid pKa: 3.2184753
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -5.6333976
• LogD (pH = 7.4): -7.95341
• Log P: -4.9159393
• Molar Refractivity: 134.1721 cm^3
• Polarizability: 42.32114 Å^3
• Polar Surface Area: 189.46 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false