3-{4-carbamoyl-2-[(5-oxopyrrolidin-2-yl)formamido]butanamido}-3-[(1-{[1-({[(1-{[1-({1-[(1-carbamoyl-2-phenylethyl)carbamoyl]-2-carboxyethyl}carbamoyl)-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)carbamoyl]methyl}carbamoyl)-2-hydroxypropyl]carbamoyl}-2-[4-(sulfooxy)phenyl]ethyl)carbamoyl]propanoic acid

• ChemBase ID: 103794
• Molecular Formular: C58H73N13O21S2
• Molecular Mass: 1352.40472
• Monoisotopic Mass: 1351.44853842
• SMILES: CSCCC(NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)CNC(=O)C(NC(=O)C(Cc1ccc(OS(=O)(=O)O)cc1)NC(=O)C(CC(=O)O)NC(=O)C(CCC(=O)N)NC(=O)C1CCC(=O)N1)C(C)O)C(=O)NC(CC(=O)O)C(=O)NC(Cc1ccccc1)C(=O)N
• Canonical SMILES: CSCCC(C(=O)NC(C(=O)NC(C(=O)N)Cc1ccccc1)CC(=O)O)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)CNC(=O)C(C(O)C)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C1CCC(=O)N1)CCC(=O)N)CC(=O)O)Cc1ccc(cc1)OS(=O)(=O)O
• InChI: InChI=1S/C58H73N13O21S2/c1-29(72)49(71-57(87)40(23-31-12-14-33(15-13-31)92-94(89,90)91)68-56(86)43(26-48(78)79)69-52(82)37(16-18-44(59)73)65-51(81)36-17-19-45(74)63-36)58(88)62-28-46(75)64-41(24-32-27-61-35-11-7-6-10-34(32)35)54(84)66-38(20-21-93-2)53(83)70-42(25-47(76)77)55(85)67-39(50(60)80)22-30-8-4-3-5-9-30/h3-15,27,29,36-43,49,61,72H,16-26,28H2,1-2H3,(H2,59,73)(H2,60,80)(H,62,88)(H,63,74)(H,64,75)(H,65,81)(H,66,84)(H,67,85)(H,68,86)(H,69,82)(H,70,83)(H,71,87)(H,76,77)(H,78,79)(H,89,90,91)
• InChIKey: YRALAIOMGQZKOW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{4-carbamoyl-2-[(5-oxopyrrolidin-2-yl)formamido]butanamido}-3-[(1-{[1-({[(1-{[1-({1-[(1-carbamoyl-2-phenylethyl)carbamoyl]-2-carboxyethyl}carbamoyl)-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)carbamoyl]methyl}carbamoyl)-2-hydroxypropyl]carbamoyl}-2-[4-(sulfooxy)phenyl]ethyl)carbamoyl]propanoic acid
• IUPAC Traditional name: 3-{4-carbamoyl-2-[(5-oxopyrrolidin-2-yl)formamido]butanamido}-3-[(1-{[1-({[(1-{[1-({1-[(1-carbamoyl-2-phenylethyl)carbamoyl]-2-carboxyethyl}carbamoyl)-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)carbamoyl]methyl}carbamoyl)-2-hydroxypropyl]carbamoyl}-2-[4-(sulfooxy)phenyl]ethyl)carbamoyl]propanoic acid
• Synonyms: pyroGlu-Gln-Asp-Tyr[SO₃ H]-Thr-Gly-Trp-Met-Asp-Phe-NH₂; CAERULEIN

Database IDs

• CAS Number: 17650-98-5
• PubChem SID: 162091398
• PubChem CID: 16132921

CALCULATED PROPERTIES

• Acid pKa: -2.035095
• H Acceptors: 20
• H Donor: 17
• LogD (pH = 5.5): -10.784196
• LogD (pH = 7.4): -14.010771
• Log P: -5.227809
• Molar Refractivity: 325.7435 cm^3
• Polarizability: 129.04381 Å^3
• Polar Surface Area: 551.4 Å^2
• Rotatable Bonds: 38
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

MP Biomedicals - 02152860

Sulfated

REFERENCES

• Anastasi, A., et al., Experentia, 23: 699, (1967)
  
• Bernardi, L., et al., Experentia, 23: 702 (1967).