1-[3-(1H-imidazol-4-yl)-2-[(5-oxopyrrolidin-2-yl)formamido]propanoyl]pyrrolidine-2-carboxamide

• ChemBase ID: 103882
• Molecular Formular: C16H22N6O4
• Molecular Mass: 362.38368
• Monoisotopic Mass: 362.17025321
• SMILES: NC(=O)C1CCCN1C(=O)C(Cc1c[nH]cn1)NC(=O)C1CCC(=O)N1
• Canonical SMILES: O=C1CCC(N1)C(=O)NC(C(=O)N1CCCC1C(=O)N)Cc1nc[nH]c1
• InChI: InChI=1S/C16H22N6O4/c17-14(24)12-2-1-5-22(12)16(26)11(6-9-7-18-8-19-9)21-15(25)10-3-4-13(23)20-10/h7-8,10-12H,1-6H2,(H2,17,24)(H,18,19)(H,20,23)(H,21,25)
• InChIKey: XNSAINXGIQZQOO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[3-(1H-imidazol-4-yl)-2-[(5-oxopyrrolidin-2-yl)formamido]propanoyl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: 1-[3-(1H-imidazol-4-yl)-2-[(5-oxopyrrolidin-2-yl)formamido]propanoyl]pyrrolidine-2-carboxamide
• Synonyms: Thyrotropin Releasing Hormone; TRH; PyroGLU-HIS-PRO AMIDE

Database IDs

• CAS Number: 24305-27-9
• EC Number: 246-143-4
• PubChem SID: 162091545
• PubChem CID: 32281

CALCULATED PROPERTIES

• Acid pKa: 11.153014
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.711611
• LogD (pH = 7.4): -2.9796522
• Log P: -2.929305
• Molar Refractivity: 89.189896 cm^3
• Polarizability: 34.62961 Å^3
• Polar Surface Area: 150.28 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C
• RTECS: TW3580000

REFERENCES

• Bowers, C.Y., et al., J. Med. Chem., 14: 477, (1971).