2-{[1-(6-amino-2-{2-[2-(4-aminophenyl)acetamido]-3-hydroxybutanamido}hexanoyl)pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid

• ChemBase ID: 155478
• Molecular Formular: C29H47N9O7
• Molecular Mass: 633.73958
• Monoisotopic Mass: 633.35984489
• SMILES: CC(C(C(=O)NC(CCCCN)C(=O)N1CCCC1C(=O)NC(CCCNC(=N)N)C(=O)O)NC(=O)Cc1ccc(cc1)N)O
• Canonical SMILES: NCCCCC(C(=O)N1CCCC1C(=O)NC(C(=O)O)CCCNC(=N)N)NC(=O)C(C(O)C)NC(=O)Cc1ccc(cc1)N
• InChI: InChI=1S/C29H47N9O7/c1-17(39)24(37-23(40)16-18-9-11-19(31)12-10-18)26(42)35-20(6-2-3-13-30)27(43)38-15-5-8-22(38)25(41)36-21(28(44)45)7-4-14-34-29(32)33/h9-12,17,20-22,24,39H,2-8,13-16,30-31H2,1H3,(H,35,42)(H,36,41)(H,37,40)(H,44,45)(H4,32,33,34)
• InChIKey: LWGJHKZQCNVQPO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[1-(6-amino-2-{2-[2-(4-aminophenyl)acetamido]-3-hydroxybutanamido}hexanoyl)pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: 2-{[1-(6-amino-2-{2-[2-(4-aminophenyl)acetamido]-3-hydroxybutanamido}hexanoyl)pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid
• Synonyms: p-Aminophenylacetyl-Thr-Lys-Pro-Arg; 4-Aminophenylacetyl-Tuftsin

Database IDs

• CAS Number: 63147-94-4
• MDL Number: MFCD00133732
• PubChem SID: 162249616; 24900355
• PubChem CID: 4085765

CALCULATED PROPERTIES

• Acid pKa: 3.3685453
• H Acceptors: 12
• H Donor: 10
• LogD (pH = 5.5): -7.4549346
• LogD (pH = 7.4): -7.0122714
• Log P: -4.545876
• Molar Refractivity: 175.6452 cm^3
• Polarizability: 63.744877 Å^3
• Polar Surface Area: 279.08 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥97% (HPLC)
• Compostion: Peptide content, ~60%
• Empirical Formula (Hill Notation): C29H47N9O7