2-{3-[(3R,8aR)-1,4-dioxo-octahydropyrrolo[1,2-a]piperazin-3-yl]propyl}guanidine

• ChemBase ID: 4015
• Molecular Formular: C11H19N5O2
• Molecular Mass: 253.30086
• Monoisotopic Mass: 253.15387487
• SMILES: NC(=NCCC[C@H]1NC(=O)[C@H]2CCCN2C1=O)N
• Canonical SMILES: O=C1N[C@H](CCCN=C(N)N)C(=O)N2[C@@H]1CCC2
• InChI: InChI=1S/C11H19N5O2/c12-11(13)14-5-1-3-7-10(18)16-6-2-4-8(16)9(17)15-7/h7-8H,1-6H2,(H,15,17)(H4,12,13,14)/t7-,8-/m1/s1
• InChIKey: ZRJHYOXNWCMGMW-HTQZYQBOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{3-[(3R,8aR)-1,4-dioxo-octahydropyrrolo[1,2-a]piperazin-3-yl]propyl}guanidine
• IUPAC Traditional name: 2-{3-[(3R,8aR)-1,4-dioxo-hexahydropyrrolo[1,2-a]piperazin-3-yl]propyl}guanidine
• Synonyms: N''-{3-[(3s,8ar)-1,4-Dioxooctahydropyrrolo[1,2-a]Pyrazin-3-Yl]Propyl}Guanidine

Database IDs

• PubChem SID: 160967450; 46505787
• PubChem CID: 9856385

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.50365
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -4.1795936
• LogD (pH = 7.4): -4.1485233
• Log P: -2.1277528
• Molar Refractivity: 65.4169 cm^3
• Polarizability: 25.03644 Å^3
• Polar Surface Area: 113.81 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.52
• LOG S: -1.63
• Solubility (Water): 5.93e+00 g/l

DETAILS

DrugBank - DB04433

Drug information: experimental