(2S)-2-[(4-{N-[(2-amino-4-oxo-4,8-dihydropteridin-6-yl)methyl]-3-(methanesulfonylsulfanyl)propanamido}phenyl)formamido]pentanedioic acid

• ChemBase ID: 172712
• Molecular Formular: C23H25N7O9S2
• Molecular Mass: 607.6161
• Monoisotopic Mass: 607.11551742
• SMILES: n1c(nc2c(c1=O)nc(c[nH]2)CN(c1ccc(cc1)C(=O)N[C@@H](CCC(=O)O)C(=O)O)C(=O)CCSS(=O)(=O)C)N
• Canonical SMILES: OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)N(C(=O)CCSS(=O)(=O)C)Cc1c[nH]c2c(n1)c(=O)nc(n2)N
• InChI: InChI=1S/C23H25N7O9S2/c1-41(38,39)40-9-8-16(31)30(11-13-10-25-19-18(26-13)21(35)29-23(24)28-19)14-4-2-12(3-5-14)20(34)27-15(22(36)37)6-7-17(32)33/h2-5,10,15H,6-9,11H2,1H3,(H,27,34)(H,32,33)(H,36,37)(H3,24,25,28,29,35)/t15-/m0/s1
• InChIKey: HQUFVVUHNCJZJK-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(4-{N-[(2-amino-4-oxo-4,8-dihydropteridin-6-yl)methyl]-3-(methanesulfonylsulfanyl)propanamido}phenyl)formamido]pentanedioic acid
• IUPAC Traditional name: (2S)-2-[(4-{N-[(2-amino-4-oxo-8H-pteridin-6-yl)methyl]-3-(methanesulfonylsulfanyl)propanamido}phenyl)formamido]pentanedioic acid
• Synonyms: N10-[(3-Methanethiosulfonyl)-1-propionyl] Folic Acid; 10-[(3-Methanethiosulfonyl)-1-propionyl] Folic Acid

Database IDs

• PubChem SID: 164228622
• PubChem CID: 71749979

CALCULATED PROPERTIES

• Acid pKa: 3.1448648
• H Acceptors: 14
• H Donor: 5
• LogD (pH = 5.5): -5.6775436
• LogD (pH = 7.4): -8.473389
• Log P: -2.0311298
• Molar Refractivity: 144.2024 cm^3
• Polarizability: 55.382385 Å^3
• Polar Surface Area: 250.35 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M225905

A sulfhydryl reactive Folic Acid (F680300) derivative.