(4S)-4-{2-[(2S)-2-amino-5-carbamimidamidopentanamido]acetamido}-4-{[(1S)-1-carboxy-2-hydroxyethyl]carbamoyl}butanoic acid; acetic acid

• ChemBase ID: 155533
• Molecular Formular: C18H33N7O10
• Molecular Mass: 507.49552
• Monoisotopic Mass: 507.22889029
• SMILES: CC(=O)O.C(C[C@@H](C(=O)NCC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CO)C(=O)O)N)CNC(=N)N
• Canonical SMILES: CC(=O)O.OC[C@@H](C(=O)O)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCCNC(=N)N)N)CCC(=O)O
• InChI: InChI=1S/C16H29N7O8.C2H4O2/c17-8(2-1-5-20-16(18)19)13(28)21-6-11(25)22-9(3-4-12(26)27)14(29)23-10(7-24)15(30)31;1-2(3)4/h8-10,24H,1-7,17H2,(H,21,28)(H,22,25)(H,23,29)(H,26,27)(H,30,31)(H4,18,19,20);1H3,(H,3,4)/t8-,9-,10-;/m0./s1
• InChIKey: SALKOFBHHIHLSW-PUBMXKGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{2-[(2S)-2-amino-5-carbamimidamidopentanamido]acetamido}-4-{[(1S)-1-carboxy-2-hydroxyethyl]carbamoyl}butanoic acid; acetic acid
• IUPAC Traditional name: (4S)-4-{2-[(2S)-2-amino-5-carbamimidamidopentanamido]acetamido}-4-{[(1S)-1-carboxy-2-hydroxyethyl]carbamoyl}butanoic acid; acetic acid
• Synonyms: Arg-Gly-Glu-Ser acetate salt

Database IDs

• CAS Number: 159002-32-1
• MDL Number: MFCD00133106
• PubChem SID: 162249671
• PubChem CID: 71312152

CALCULATED PROPERTIES

• Acid pKa: -0.7767166
• H Acceptors: 12
• H Donor: 10
• LogD (pH = 5.5): -8.975988
• LogD (pH = 7.4): -9.115461
• Log P: -8.977099
• Molar Refractivity: 113.6555 cm^3
• Polarizability: 40.420498 Å^3
• Polar Surface Area: 270.05 Å^2
• Rotatable Bonds: 15
• 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

Pharmacology Properties

• Gene Information: human ... FN1(2335)mouse ... FN1(14268)rat ... FN1(25661)

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C16H29N7O8

DETAILS

Sigma Aldrich - A5686

Amino Acid Sequence
Arg-Gly-Glu-Ser
Biochem/physiol Actions
Inhibitor of platelet aggregation