(2S)-3-{1-[(benzyloxy)methyl]-1H-imidazol-5-yl}-2-{[(tert-butoxy)carbonyl]amino}propanoic acid

• ChemBase ID: 139232
• Molecular Formular: C19H25N3O5
• Molecular Mass: 375.4189
• Monoisotopic Mass: 375.17942092
• SMILES: CC(C)(C)OC(=O)N[C@@H](Cc1cncn1COCc1ccccc1)C(=O)O
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)Cc1cncn1COCc1ccccc1
• InChI: InChI=1S/C19H25N3O5/c1-19(2,3)27-18(25)21-16(17(23)24)9-15-10-20-12-22(15)13-26-11-14-7-5-4-6-8-14/h4-8,10,12,16H,9,11,13H2,1-3H3,(H,21,25)(H,23,24)/t16-/m0/s1
• InChIKey: LPVKZCHCZSFTOJ-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-{1-[(benzyloxy)methyl]-1H-imidazol-5-yl}-2-{[(tert-butoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-{3-[(benzyloxy)methyl]imidazol-4-yl}-2-[(tert-butoxycarbonyl)amino]propanoic acid
• Synonyms: Nα-Boc-N(im)-benzyloxymethyl-L-histidine; Nα-Boc-π-Bom-L-histidine; Boc-His(3-Bom)-OH; Nα-Boc-N(im)-苄氧甲基-L-组氨酸; Nα-Boc-π-Bom-L-组氨酸

Database IDs

• CAS Number: 79950-65-5
• MDL Number: MFCD00043133
• Beilstein Number: 4335455
• PubChem SID: 162233480; 24848960
• PubChem CID: 7023105

CALCULATED PROPERTIES

• Acid pKa: 3.5795374
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.2855936
• LogD (pH = 7.4): 0.26420656
• Log P: 1.3308142
• Molar Refractivity: 98.2943 cm^3
• Polarizability: 38.303745 Å^3
• Polar Surface Area: 102.68 Å^2
• Rotatable Bonds: 10
• 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

Product Information

• Purity: ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C19H25N3O5