(2S)-2-[(4-{[(2-acetamido-4-oxo-4,8-dihydropteridin-6-yl)methyl]amino}(2H4)phenyl)formamido]pentanedioic acid

• ChemBase ID: 159277
• Molecular Formular: C21H21N7O7
• Molecular Mass: 483.43414
• Monoisotopic Mass: 483.15024605
• SMILES: n1c(nc2c(c1=O)nc(c[nH]2)CNc1ccc(cc1)C(=O)N[C@@H](CCC(=O)O)C(=O)O)NC(=O)C
• Canonical SMILES: OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)NCc1c[nH]c2c(n1)c(=O)nc(n2)NC(=O)C
• InChI: InChI=1S/C21H21N7O7/c1-10(29)24-21-27-17-16(19(33)28-21)25-13(9-23-17)8-22-12-4-2-11(3-5-12)18(32)26-14(20(34)35)6-7-15(30)31/h2-5,9,14,22H,6-8H2,1H3,(H,26,32)(H,30,31)(H,34,35)(H2,23,24,27,28,29,33)/t14-/m0/s1
• InChIKey: MMBBJYJZIOMODD-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(4-{[(2-acetamido-4-oxo-4,8-dihydropteridin-6-yl)methyl]amino}(^2H₄)phenyl)formamido]pentanedioic acid
• IUPAC Traditional name: (2S)-2-[(4-{[(2-acetamido-4-oxo-8H-pteridin-6-yl)methyl]amino}(^2H₄)phenyl)formamido]pentanedioic acid
• Synonyms: N-[4-[[[2-(Acetylamino)-1,4-dihydro-4-oxo-6-pteridinyl]methyl]amino]benzoyl-2,3,5,6-d4]-L-glutamic Acid; N-Acetyl Folic Acid-d4

Database IDs

• CAS Number: 461426-36-8
• PubChem SID: 162253412
• PubChem CID: 71312889

CALCULATED PROPERTIES

• Acid pKa: 3.351055
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -4.871465
• LogD (pH = 7.4): -7.9114337
• Log P: -1.5693765
• Molar Refractivity: 120.2081 cm^3
• Polarizability: 44.33557 Å^3
• Polar Surface Area: 211.01 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate; Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - A176002

Intermediate in the production of labelled Folic Acid