(2S)-2-amino-6-{[(2R,3R)-3-methyl-3,4-dihydro-2H-pyrrol-2-yl]formamido}hexanoic acid

• ChemBase ID: 130535
• Molecular Formular: C12H21N3O3
• Molecular Mass: 255.31344
• Monoisotopic Mass: 255.15829155
• SMILES: O=C(NCCCC[C@@H](C(=O)O)N)[C@@H]1N=CC[C@H]1C
• Canonical SMILES: OC(=O)[C@H](CCCCNC(=O)[C@@H]1N=CC[C@H]1C)N
• InChI: InChI=1S/C12H21N3O3/c1-8-5-7-14-10(8)11(16)15-6-3-2-4-9(13)12(17)18/h7-10H,2-6,13H2,1H3,(H,15,16)(H,17,18)/t8-,9+,10-/m1/s1
• InChIKey: ZFOMKMMPBOQKMC-KXUCPTDWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-6-{[(2R,3R)-3-methyl-3,4-dihydro-2H-pyrrol-2-yl]formamido}hexanoic acid
• IUPAC Traditional name: L-pyrrolysine
• Synonyms: Pyrrolysine

Database IDs

• CAS Number: 448235-52-7
• PubChem SID: 162224813
• PubChem CID: 5460671
• CHEBI ID: 58499
• Chemspider ID: 4574156
• KEGG ID: C16138
• Wikipedia Title: Pyrrolysine

CALCULATED PROPERTIES

• Acid pKa: 1.8657093
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.8641384
• LogD (pH = 7.4): -2.7984834
• Log P: -2.7980773
• Molar Refractivity: 66.4785 cm^3
• Polarizability: 26.126972 Å^3
• Polar Surface Area: 104.78 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true