1-{2-[2-(2-{5-carbamimidamido-2-[2-(methylamino)acetamido]pentanamido}acetamido)-3-carboxypropanamido]-3-hydroxypropanoyl}pyrrolidine-2-carboxylic acid

• ChemBase ID: 155414
• Molecular Formular: C23H39N9O10
• Molecular Mass: 601.61006
• Monoisotopic Mass: 601.28198849
• SMILES: CNCC(=O)NC(CCCNC(=N)N)C(=O)NCC(=O)NC(CC(=O)O)C(=O)NC(CO)C(=O)N1CCCC1C(=O)O
• Canonical SMILES: CNCC(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)O)CO)CC(=O)O)CCCNC(=N)N
• InChI: InChI=1S/C23H39N9O10/c1-26-9-16(34)29-12(4-2-6-27-23(24)25)19(38)28-10-17(35)30-13(8-18(36)37)20(39)31-14(11-33)21(40)32-7-3-5-15(32)22(41)42/h12-15,26,33H,2-11H2,1H3,(H,28,38)(H,29,34)(H,30,35)(H,31,39)(H,36,37)(H,41,42)(H4,24,25,27)
• InChIKey: KYOPEKNSPWYXTK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{2-[2-(2-{5-carbamimidamido-2-[2-(methylamino)acetamido]pentanamido}acetamido)-3-carboxypropanamido]-3-hydroxypropanoyl}pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: 1-{2-[2-(2-{5-carbamimidamido-2-[2-(methylamino)acetamido]pentanamido}acetamido)-3-carboxypropanamido]-3-hydroxypropanoyl}pyrrolidine-2-carboxylic acid
• Synonyms: Sar-Arg-Gly-Asp-Ser-Pro

Database IDs

• CAS Number: 133525-11-8
• MDL Number: MFCD00133807
• PubChem SID: 24899807; 162249552
• PubChem CID: 5052388

CALCULATED PROPERTIES

• Acid pKa: 3.0568192
• H Acceptors: 14
• H Donor: 11
• LogD (pH = 5.5): -10.412682
• LogD (pH = 7.4): -10.439138
• Log P: -10.4099655
• Molar Refractivity: 151.4651 cm^3
• Polarizability: 55.077145 Å^3
• Polar Surface Area: 305.47 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)
• Empirical Formula (Hill Notation): C23H39N9O10