(2S)-3-(1H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanoic acid

• ChemBase ID: 153602
• Molecular Formular: C11H14N4O4
• Molecular Mass: 266.25326
• Monoisotopic Mass: 266.10150495
• SMILES: c1c(nc[nH]1)C[C@@H](C(=O)O)NC(=O)[C@@H]1CCC(=O)N1
• Canonical SMILES: OC(=O)[C@@H](NC(=O)[C@@H]1CCC(=O)N1)Cc1c[nH]cn1
• InChI: InChI=1S/C11H14N4O4/c16-9-2-1-7(14-9)10(17)15-8(11(18)19)3-6-4-12-5-13-6/h4-5,7-8H,1-3H2,(H,12,13)(H,14,16)(H,15,17)(H,18,19)/t7-,8-/m0/s1
• InChIKey: XFWCSGJOVUQCME-YUMQZZPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(1H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanoic acid
• IUPAC Traditional name: (2S)-3-(1H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanoic acid
• Synonyms: LH-RH Fragment 1-2

Database IDs

• MDL Number: MFCD00167925
• PubChem SID: 162247741
• PubChem CID: 7039229

CALCULATED PROPERTIES

• Acid pKa: 3.47576
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.1708612
• LogD (pH = 7.4): -4.0262003
• Log P: -3.140436
• Molar Refractivity: 62.3812 cm^3
• Polarizability: 24.27503 Å^3
• Polar Surface Area: 124.18 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

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 ... GNRH1(2796), GNRHR(2798)mouse ... GNRH1(14714), GNRHR(14715)rat ... GNRH1(25194), GNRHR(81668)

Product Information

• Purity: >97% (HPLC)
• Empirical Formula (Hill Notation): C11H14N4O4

DETAILS

Sigma Aldrich - L5913

Amino Acid Sequence
pGlu-His