(2S)-2-amino-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoic acid

• ChemBase ID: 152871
• Molecular Formular: C25H23N3O2
• Molecular Mass: 397.46902
• Monoisotopic Mass: 397.17902699
• SMILES: c1ccc(cc1)C(c1ccccc1)(c1ccccc1)n1cc(nc1)C[C@@H](C(=O)O)N
• Canonical SMILES: OC(=O)[C@H](Cc1ncn(c1)C(c1ccccc1)(c1ccccc1)c1ccccc1)N
• InChI: InChI=1S/C25H23N3O2/c26-23(24(29)30)16-22-17-28(18-27-22)25(19-10-4-1-5-11-19,20-12-6-2-7-13-20)21-14-8-3-9-15-21/h1-15,17-18,23H,16,26H2,(H,29,30)/t23-/m0/s1
• InChIKey: BSZQZNOAYQCQFZ-QHCPKHFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-[1-(triphenylmethyl)imidazol-4-yl]propanoic acid
• Synonyms: N(im)-Trityl-L-histidine; N(im)-(三苯甲基)-L-组氨酸

Database IDs

• CAS Number: 35146-32-8
• MDL Number: MFCD00153444
• Beilstein Number: 767244
• PubChem SID: 162247014; 24889998
• PubChem CID: 7408287

CALCULATED PROPERTIES

• Acid pKa: 1.830517
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.7066787
• LogD (pH = 7.4): 2.0952995
• Log P: 2.0857308
• Molar Refractivity: 117.4402 cm^3
• Polarizability: 45.248016 Å^3
• Polar Surface Area: 81.14 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C25H23N3O2

DETAILS

Sigma Aldrich - 94469

Packaging
1 g in poly tube