(3R,8aS)-3-(1H-imidazol-4-ylmethyl)-octahydropyrrolo[1,2-a]piperazine-1,4-dione

• ChemBase ID: 2153
• Molecular Formular: C11H14N4O2
• Molecular Mass: 234.25446
• Monoisotopic Mass: 234.11167571
• SMILES: O=C1N[C@H](Cc2c[nH]cn2)C(=O)N2CCC[C@@H]12
• Canonical SMILES: O=C1N[C@H](Cc2c[nH]cn2)C(=O)N2[C@H]1CCC2
• InChI: InChI=1S/C11H14N4O2/c16-10-9-2-1-3-15(9)11(17)8(14-10)4-7-5-12-6-13-7/h5-6,8-9H,1-4H2,(H,12,13)(H,14,16)/t8-,9+/m1/s1
• InChIKey: NAKUGCPAQTUSBE-BDAKNGLRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,8aS)-3-(1H-imidazol-4-ylmethyl)-octahydropyrrolo[1,2-a]piperazine-1,4-dione
• IUPAC Traditional name: (3R,8aS)-3-(1H-imidazol-4-ylmethyl)-hexahydropyrrolo[1,2-a]piperazine-1,4-dione
• Synonyms: (3s,8ar)-3-(1h-Imidazol-5-Ylmethyl)Hexahydropyrrolo[1,2-a]Pyrazine-1,4-Dione

Database IDs

• PubChem SID: 46506361; 160965607
• PubChem CID: 360579

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.862808
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.0150023
• LogD (pH = 7.4): -1.2831326
• Log P: -1.2326926
• Molar Refractivity: 59.2799 cm^3
• Polarizability: 22.907562 Å^3
• Polar Surface Area: 78.09 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.64
• LOG S: -1.3
• Solubility (Water): 1.18e+01 g/l

DETAILS

DrugBank - DB02414

Drug information: experimental