3,5-bis(3-amino-3-carboxypropyl)-4-(4-amino-4-carboxybutyl)-1-(5-amino-5-carboxypentyl)pyridin-1-ium

• ChemBase ID: 126915
• Molecular Formular: C24H40N5O8+
• Molecular Mass: 526.6031
• Monoisotopic Mass: 526.28768827
• SMILES: O=C(O)C(N)CCCC[n+]1cc(c(c(c1)CCC(C(=O)O)N)CCCC(C(=O)O)N)CCC(C(=O)O)N
• Canonical SMILES: NC(C(=O)O)CCc1c[n+](CCCCC(C(=O)O)N)cc(c1CCCC(C(=O)O)N)CCC(C(=O)O)N
• InChI: InChI=1S/C24H39N5O8/c25-17(21(30)31)5-1-2-11-29-12-14(7-9-19(27)23(34)35)16(4-3-6-18(26)22(32)33)15(13-29)8-10-20(28)24(36)37/h12-13,17-20H,1-11,25-28H2,(H3-,30,31,32,33,34,35,36,37)/p+1
• InChIKey: VEVRNHHLCPGNDU-UHFFFAOYSA-O

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-bis(3-amino-3-carboxypropyl)-4-(4-amino-4-carboxybutyl)-1-(5-amino-5-carboxypentyl)pyridin-1-ium
• IUPAC Traditional name: desmosine
• Synonyms: Desmosine

Database IDs

• CAS Number: 11003-57-9
• PubChem SID: 162221241
• PubChem CID: 25435
• Chemspider ID: 23745
• Wikipedia Title: Desmosine

CALCULATED PROPERTIES

• Acid pKa: 1.0354433
• H Acceptors: 12
• H Donor: 8
• LogD (pH = 5.5): -13.231828
• LogD (pH = 7.4): -13.243819
• Log P: -13.23201
• Molar Refractivity: 133.5261 cm^3
• Polarizability: 52.80016 Å^3
• Polar Surface Area: 257.16 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false