4-carbamoyl-2-{2-[2-(4-carboxy-2-{4-carboxy-2-[(1-{2-[4-carboxy-2-(4-carboxy-2-{2-[3-carboxy-2-(2-acetamidoacetamido)propanamido]-3-phenylpropanamido}butanamido)butanamido]-3-methylpentanoyl}pyrrolidin-2-yl)formamido]butanamido}butanamido)-3-[4-(sulfooxy)phenyl]propanamido]-4-methylpentanamido}butanoic acid

• ChemBase ID: 132453
• Molecular Formular: C68H95N13O29S
• Molecular Mass: 1590.6166
• Monoisotopic Mass: 1589.60793509
• SMILES: CCC(C)C(C(=O)N1CCCC1C(=O)NC(CCC(=O)O)C(=O)NC(CCC(=O)O)C(=O)NC(Cc1ccc(cc1)OS(=O)(=O)O)C(=O)NC(CC(C)C)C(=O)NC(CCC(=O)N)C(=O)O)NC(=O)C(CCC(=O)O)NC(=O)C(CCC(=O)O)NC(=O)C(Cc1ccccc1)NC(=O)C(CC(=O)O)NC(=O)CNC(=O)C
• Canonical SMILES: CCC(C(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)CCC(=O)N)CC(C)C)Cc1ccc(cc1)OS(=O)(=O)O)CCC(=O)O)CCC(=O)O)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CNC(=O)C)CC(=O)O)Cc1ccccc1)CCC(=O)O)CCC(=O)O)C
• InChI: InChI=1S/C68H95N13O29S/c1-6-35(4)57(80-61(98)43(22-27-55(91)92)73-58(95)40(19-24-52(85)86)74-63(100)46(30-37-11-8-7-9-12-37)79-65(102)48(32-56(93)94)71-51(84)33-70-36(5)82)67(104)81-28-10-13-49(81)66(103)75-42(21-26-54(89)90)59(96)72-41(20-25-53(87)88)60(97)78-47(31-38-14-16-39(17-15-38)110-111(107,108)109)64(101)77-45(29-34(2)3)62(99)76-44(68(105)106)18-23-50(69)83/h7-9,11-12,14-17,34-35,40-49,57H,6,10,13,18-33H2,1-5H3,(H2,69,83)(H,70,82)(H,71,84)(H,72,96)(H,73,95)(H,74,100)(H,75,103)(H,76,99)(H,77,101)(H,78,97)(H,79,102)(H,80,98)(H,85,86)(H,87,88)(H,89,90)(H,91,92)(H,93,94)(H,105,106)(H,107,108,109)
• InChIKey: XYECDVVWKGPHGI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-carbamoyl-2-{2-[2-(4-carboxy-2-{4-carboxy-2-[(1-{2-[4-carboxy-2-(4-carboxy-2-{2-[3-carboxy-2-(2-acetamidoacetamido)propanamido]-3-phenylpropanamido}butanamido)butanamido]-3-methylpentanoyl}pyrrolidin-2-yl)formamido]butanamido}butanamido)-3-[4-(sulfooxy)phenyl]propanamido]-4-methylpentanamido}butanoic acid
• IUPAC Traditional name: 4-carbamoyl-2-{2-[2-(4-carboxy-2-{4-carboxy-2-[(1-{2-[4-carboxy-2-(4-carboxy-2-{2-[3-carboxy-2-(2-acetamidoacetamido)propanamido]-3-phenylpropanamido}butanamido)butanamido]-3-methylpentanoyl}pyrrolidin-2-yl)formamido]butanamido}butanamido)-3-[4-(sulfooxy)phenyl]propanamido]-4-methylpentanamido}butanoic acid
• Synonyms: Acetyl-[Tyr(SO3H)63]-Hirudin Fragment 54-65

Database IDs

• CAS Number: 125441-00-1
• MDL Number: MFCD00076566
• PubChem SID: 162226730; 24895786
• PubChem CID: 16133075

CALCULATED PROPERTIES

• Acid pKa: -2.0350964
• H Acceptors: 28
• H Donor: 19
• LogD (pH = 5.5): -16.533081
• LogD (pH = 7.4): -26.40494
• Log P: -5.0522323
• Molar Refractivity: 373.6982 cm^3
• Polarizability: 147.47516 Å^3
• Polar Surface Area: 670.9 Å^2
• Rotatable Bonds: 50
• 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: ≥95% (HPLC)

DETAILS

Sigma Aldrich - H7144

Amino Acid Sequence
Acetyl-Gly-Asp-Phe-Glu-Glu-Ile-Pro-Glu-Glu-Tyr(SO3H)-Leu-Gln