(2S)-1-[(2S)-3-(1H-imidazol-5-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanoyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 131945
• Molecular Formular: C16H21N5O5
• Molecular Mass: 363.36844
• Monoisotopic Mass: 363.1542688
• SMILES: O=C(O)[C@H]1N(C(=O)[C@@H](NC(=O)[C@H]2NC(=O)CC2)Cc2[nH]cnc2)CCC1
• Canonical SMILES: O=C1CC[C@H](N1)C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)O)Cc1[nH]cnc1
• InChI: InChI=1S/C16H21N5O5/c22-13-4-3-10(19-13)14(23)20-11(6-9-7-17-8-18-9)15(24)21-5-1-2-12(21)16(25)26/h7-8,10-12H,1-6H2,(H,17,18)(H,19,22)(H,20,23)(H,25,26)/t10-,11-,12-/m0/s1
• InChIKey: ITYONPBTNRIEBA-SRVKXCTJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-3-(1H-imidazol-5-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanoyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-[(2S)-3-(3H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanoyl]pyrrolidine-2-carboxylic acid
• Synonyms: TRH; pGlu-His-Pro; 促甲状腺素释放激素

Database IDs

• CAS Number: 24769-58-2
• MDL Number: MFCD00038638
• PubChem SID: 24898469; 162226222
• PubChem CID: 10428784

CALCULATED PROPERTIES

• Acid pKa: 3.5965316
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -3.2989902
• LogD (pH = 7.4): -4.0182447
• Log P: -3.275122
• Molar Refractivity: 87.9334 cm^3
• Polarizability: 33.980328 Å^3
• Polar Surface Area: 144.49 Å^2
• Rotatable Bonds: 6
• 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: mouse ... Trhr(22045)

Product Information

• Purity: ≥97% (TLC)