(2R)-2-{[(2S)-1-[(2S)-6-amino-2-[(2S,3R)-2-amino-3-hydroxybutanamido]hexanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid

• ChemBase ID: 130051
• Molecular Formular: C21H40N8O6
• Molecular Mass: 500.5923
• Monoisotopic Mass: 500.30708104
• SMILES: O=C(N[C@H](CCCNC(=N)N)C(=O)O)[C@@H]1CCCN1C(=O)[C@H](CCCCN)NC(=O)[C@@H](N)[C@@H](C)O
• Canonical SMILES: NCCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(=O)O)CCCNC(=N)N)NC(=O)[C@H]([C@H](O)C)N
• InChI: InChI=1S/C21H40N8O6/c1-12(30)16(23)18(32)27-13(6-2-3-9-22)19(33)29-11-5-8-15(29)17(31)28-14(20(34)35)7-4-10-26-21(24)25/h12-16,30H,2-11,22-23H2,1H3,(H,27,32)(H,28,31)(H,34,35)(H4,24,25,26)/t12-,13+,14-,15+,16+/m1/s1
• InChIKey: IESDGNYHXIOKRW-LEOABGAYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(2S)-1-[(2S)-6-amino-2-[(2S,3R)-2-amino-3-hydroxybutanamido]hexanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: (2R)-2-{[(2S)-1-[(2S)-6-amino-2-[(2S,3R)-2-amino-3-hydroxybutanamido]hexanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid
• Synonyms: Tuftsin

Database IDs

• CAS Number: 9063-57-4
• PubChem SID: 162224336
• PubChem CID: 24833843; 24780
• Chemspider ID: 21244387
• MeSH Name: Tuftsin
• Unique Ingredient Identifier: QF5336J16C
• Wikipedia Title: Tuftsin

CALCULATED PROPERTIES

• Acid pKa: 3.4362361
• H Acceptors: 11
• H Donor: 9
• LogD (pH = 5.5): -10.3344145
• LogD (pH = 7.4): -8.261224
• Log P: -5.3488107
• Molar Refractivity: 136.7791 cm^3
• Polarizability: 49.665333 Å^3
• Polar Surface Area: 249.98 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false