(2S)-1-(2-aminoacetyl)-N-[(2S)-5-carbamimidamido-1-[(2S)-2-carbamoylpyrrolidin-1-yl]-1-oxopentan-2-yl]pyrrolidine-2-carboxamide

• ChemBase ID: 132455
• Molecular Formular: C18H32N8O4
• Molecular Mass: 424.49788
• Monoisotopic Mass: 424.25465154
• SMILES: C1C[C@H](N(C1)C(=O)CN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N1CCC[C@H]1C(=O)N
• Canonical SMILES: NCC(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N)CCCNC(=N)N
• InChI: InChI=1S/C18H32N8O4/c19-10-14(27)25-8-3-6-13(25)16(29)24-11(4-1-7-23-18(21)22)17(30)26-9-2-5-12(26)15(20)28/h11-13H,1-10,19H2,(H2,20,28)(H,24,29)(H4,21,22,23)/t11-,12-,13-/m0/s1
• InChIKey: SCCTZYGEMPQRCV-AVGNSLFASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-(2-aminoacetyl)-N-[(2S)-5-carbamimidamido-1-[(2S)-2-carbamoylpyrrolidin-1-yl]-1-oxopentan-2-yl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-(2-aminoacetyl)-N-[(2S)-5-carbamimidamido-1-[(2S)-2-carbamoylpyrrolidin-1-yl]-1-oxopentan-2-yl]pyrrolidine-2-carboxamide
• Synonyms: Gly-Pro-Arg-Pro amide

Database IDs

• CAS Number: 126047-75-4
• MDL Number: MFCD00237962
• PubChem SID: 162226732; 24895231
• PubChem CID: 10025377

CALCULATED PROPERTIES

• Acid pKa: 12.578433
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -8.599012
• LogD (pH = 7.4): -6.9073625
• Log P: -4.224539
• Molar Refractivity: 118.5218 cm^3
• Polarizability: 41.93561 Å^3
• Polar Surface Area: 200.73 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)

DETAILS

Sigma Aldrich - G5779

Amino Acid Sequence
Gly-Pro-Arg-Pro-NH2
Biochem/physiol Actions
Potent inhibitor of fibrin polymerization