(3S)-3-{2-[(2S)-2-(2-aminoacetamido)-5-carbamimidamidopentanamido]acetamido}-3-{[(1S)-1-carboxy-2-hydroxyethyl]carbamoyl}propanoic acid

• ChemBase ID: 133659
• Molecular Formular: C17H30N8O9
• Molecular Mass: 490.4683
• Monoisotopic Mass: 490.21357458
• SMILES: C(C[C@@H](C(=O)NCC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CO)C(=O)O)NC(=O)CN)CNC(=N)N
• Canonical SMILES: NCC(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)O)CO)CC(=O)O)CCCNC(=N)N
• InChI: InChI=1S/C17H30N8O9/c18-5-11(27)23-8(2-1-3-21-17(19)20)14(31)22-6-12(28)24-9(4-13(29)30)15(32)25-10(7-26)16(33)34/h8-10,26H,1-7,18H2,(H,22,31)(H,23,27)(H,24,28)(H,25,32)(H,29,30)(H,33,34)(H4,19,20,21)/t8-,9-,10-/m0/s1
• InChIKey: RGNVSYKVCGAEHK-GUBZILKMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-{2-[(2S)-2-(2-aminoacetamido)-5-carbamimidamidopentanamido]acetamido}-3-{[(1S)-1-carboxy-2-hydroxyethyl]carbamoyl}propanoic acid
• IUPAC Traditional name: (3S)-3-{2-[(2S)-2-(2-aminoacetamido)-5-carbamimidamidopentanamido]acetamido}-3-{[(1S)-1-carboxy-2-hydroxyethyl]carbamoyl}propanoic acid
• Synonyms: Gly-Arg-Gly-Asp-Ser

Database IDs

• CAS Number: 96426-21-0
• MDL Number: MFCD00076459
• PubChem SID: 24895169; 162227936
• PubChem CID: 123811

CALCULATED PROPERTIES

• Acid pKa: -1.0361242
• H Acceptors: 13
• H Donor: 11
• LogD (pH = 5.5): -10.37044
• LogD (pH = 7.4): -10.498615
• Log P: -10.371757
• Molar Refractivity: 121.704 cm^3
• Polarizability: 43.57326 Å^3
• Polar Surface Area: 299.15 Å^2
• Rotatable Bonds: 16
• 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 ... ITGB3(3690)

Product Information

• Purity: ≥97% (HPLC)
• Compostion: Peptide content, ≥60%

DETAILS

Sigma Aldrich - G4391

Amino Acid Sequence
Gly-Arg-Gly-Asp-Ser
Biochem/physiol Actions
Antagonist of integrin function