(2S)-2-amino-6-({4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-ylidene}amino)hexanoic acid

• ChemBase ID: 128156
• Molecular Formular: C15H25N5O6
• Molecular Mass: 371.3889
• Monoisotopic Mass: 371.18048355
• SMILES: OC[C@H]1O[C@@H](n2ccc(N)n/c/2=N\CCCC[C@H](N)C(=O)O)[C@H](O)[C@@H]1O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(n/c/1=N\CCCC[C@@H](C(=O)O)N)N
• InChI: InChI=1S/C15H25N5O6/c16-8(14(24)25)3-1-2-5-18-15-19-10(17)4-6-20(15)13-12(23)11(22)9(7-21)26-13/h4,6,8-9,11-13,21-23H,1-3,5,7,16H2,(H,24,25)(H2,17,18,19)/t8-,9+,11+,12+,13+/m0/s1
• InChIKey: MDWUIKMWKDMPDE-IINAIABHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-6-({4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-ylidene}amino)hexanoic acid
• IUPAC Traditional name: (2S)-2-amino-6-({4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-ylidene}amino)hexanoic acid
• Synonyms: 4-Amino-2-(N(6)-lysino)-1-ribofuranosylpyrimidine; Lysidine (nucleoside)

Database IDs

• CAS Number: 144796-96-3
• PubChem SID: 162222470
• PubChem CID: 44124149
• Wikipedia Title: Lysidine_(nucleoside)

CALCULATED PROPERTIES

• Acid pKa: 1.967974
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -6.707051
• LogD (pH = 7.4): -5.659499
• Log P: -4.5232935
• Molar Refractivity: 89.9873 cm^3
• Polarizability: 35.188084 Å^3
• Polar Surface Area: 187.22 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false