(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-carboxypropanamido]-3-hydroxypropanamido]-3-carboxypropanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid

• ChemBase ID: 131749
• Molecular Formular: C22H36N8O11
• Molecular Mass: 588.56824
• Monoisotopic Mass: 588.25035401
• SMILES: C1C[C@H](N(C1)C(=O)[C@H](CC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC(=O)O)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O
• Canonical SMILES: OC[C@@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)O)CCCNC(=N)N)CC(=O)O)NC(=O)[C@H](CC(=O)O)N
• InChI: InChI=1S/C22H36N8O11/c23-10(7-15(32)33)17(36)29-13(9-31)18(37)28-12(8-16(34)35)20(39)30-6-2-4-14(30)19(38)27-11(21(40)41)3-1-5-26-22(24)25/h10-14,31H,1-9,23H2,(H,27,38)(H,28,37)(H,29,36)(H,32,33)(H,34,35)(H,40,41)(H4,24,25,26)/t10-,11-,12-,13-,14-/m0/s1
• InChIKey: KQDIGHIVUUADBZ-PEDHHIEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-carboxypropanamido]-3-hydroxypropanamido]-3-carboxypropanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: (2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-carboxypropanamido]-3-hydroxypropanamido]-3-carboxypropanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid
• Synonyms: Hamburger pentapeptide; IgE peptide III; Asp-Ser-Asp-Pro-Arg

Database IDs

• CAS Number: 62087-72-3
• MDL Number: MFCD00081022
• PubChem SID: 162226026
• PubChem CID: 162960

CALCULATED PROPERTIES

• Acid pKa: 2.937104
• H Acceptors: 15
• H Donor: 11
• LogD (pH = 5.5): -11.188235
• LogD (pH = 7.4): -12.860815
• Log P: -9.977177
• Molar Refractivity: 144.4163 cm^3
• Polarizability: 52.632683 Å^3
• Polar Surface Area: 327.66 Å^2
• Rotatable Bonds: 17
• 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