(2S)-1-[(2S)-2-{[(2S)-1-(2-aminoacetyl)pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 155349
• Molecular Formular: C18H31N7O5
• Molecular Mass: 425.48264
• Monoisotopic Mass: 425.23866713
• SMILES: C1C[C@H](N(C1)C(=O)CN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N1CCC[C@H]1C(=O)O
• Canonical SMILES: NCC(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)O)CCCNC(=N)N
• InChI: InChI=1S/C18H31N7O5/c19-10-14(26)24-8-2-5-12(24)15(27)23-11(4-1-7-22-18(20)21)16(28)25-9-3-6-13(25)17(29)30/h11-13H,1-10,19H2,(H,23,27)(H,29,30)(H4,20,21,22)/t11-,12-,13-/m0/s1
• InChIKey: WXPZDDCNKXMOMC-AVGNSLFASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-2-{[(2S)-1-(2-aminoacetyl)pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-[(2S)-2-{[(2S)-1-(2-aminoacetyl)pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoyl]pyrrolidine-2-carboxylic acid
• Synonyms: Gly-Pro-Arg-Pro

Database IDs

• CAS Number: 67869-62-9
• MDL Number: MFCD00133378
• PubChem SID: 162249487; 24894914
• PubChem CID: 123681

CALCULATED PROPERTIES

• Acid pKa: 3.3406115
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -7.024071
• LogD (pH = 7.4): -5.334075
• Log P: -4.7765512
• Molar Refractivity: 116.6996 cm^3
• Polarizability: 41.279457 Å^3
• Polar Surface Area: 194.94 Å^2
• Rotatable Bonds: 9
• 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: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C18H31N7O5

DETAILS

Sigma Aldrich - G1895

Amino Acid Sequence
Gly-Pro-Arg-Pro
Biochem/physiol Actions
Inhibits fibrin polymerization.