(2S)-2-{[(2S)-1-{2-[(2S)-2-[3-(furan-2-yl)prop-2-enamido]-4-methylpentanamido]acetyl}pyrrolidin-2-yl]formamido}propanoic acid

• ChemBase ID: 133803
• Molecular Formular: C23H32N4O7
• Molecular Mass: 476.52278
• Monoisotopic Mass: 476.22709938
• SMILES: C[C@@H](C(=O)O)NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@H](CC(C)C)NC(=O)/C=C/c1ccco1
• Canonical SMILES: CC(C[C@@H](C(=O)NCC(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)O)C)NC(=O)/C=C/c1ccco1)C
• InChI: InChI=1S/C23H32N4O7/c1-14(2)12-17(26-19(28)9-8-16-6-5-11-34-16)21(30)24-13-20(29)27-10-4-7-18(27)22(31)25-15(3)23(32)33/h5-6,8-9,11,14-15,17-18H,4,7,10,12-13H2,1-3H3,(H,24,30)(H,25,31)(H,26,28)(H,32,33)/b9-8+/t15-,17-,18-/m0/s1
• InChIKey: ZLFQNOJSYZSINX-PVJKAEHXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-1-{2-[(2S)-2-[3-(furan-2-yl)prop-2-enamido]-4-methylpentanamido]acetyl}pyrrolidin-2-yl]formamido}propanoic acid; (2S)-2-{[(2S)-1-{2-[(2S)-2-[(2E)-3-(furan-2-yl)prop-2-enamido]-4-methylpentanamido]acetyl}pyrrolidin-2-yl]formamido}propanoic acid
• IUPAC Traditional name: (2S)-2-{[(2S)-1-{2-[(2S)-2-[3-(furan-2-yl)prop-2-enamido]-4-methylpentanamido]acetyl}pyrrolidin-2-yl]formamido}propanoic acid; (2S)-2-{[(2S)-1-{2-[(2S)-2-[(2E)-3-(furan-2-yl)prop-2-enamido]-4-methylpentanamido]acetyl}pyrrolidin-2-yl]formamido}propanoic acid
• Synonyms: FALGPA; N-[3-(2-Furyl)acryloyl]-L-leucyl-glycyl-L-prolyl-L-alanine; N-[3-(2-Furyl)acryloyl]-Leu-Gly-Pro-Ala

Database IDs

• CAS Number: 78832-65-2
• MDL Number: MFCD00133552
• PubChem SID: 162228080
• PubChem CID: 6439513

CALCULATED PROPERTIES

• Acid pKa: 3.8029933
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.6916479
• LogD (pH = 7.4): -3.253028
• Log P: 0.008268407
• Molar Refractivity: 121.5092 cm^3
• Polarizability: 46.79571 Å^3
• Polar Surface Area: 158.05 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: methanol: soluble50 mg/mL, clear, faintly yellow

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: mouse ... Prkcq(18761)

Product Information

• Purity: ≥90% peptide basis; ≥99.0% (HPLC)
• Suitability: in accordance for amino acid analysis
• Impurities: ≤1% water
• Empirical Formula (Hill Notation): C23H32N4O7

DETAILS

Sigma Aldrich - F5135

Amino Acid Sequence
FA-Leu-Gly-Pro-Ala
Substrates
Substrate for collagenase.

Sigma Aldrich - 48173

Amino Acid Sequence
FA-Leu-Gly-Pro-Ala
Other Notes
Substrate for the continuous spectrophotometric assay of Cl. histolyticum collagenase1