(2S,4R)-4-[(2S)-2-amino-5-(1-nitrocarbamimidamido)pentanamido]pyrrolidine-2-carboxamide

• ChemBase ID: 1840
• Molecular Formular: C11H22N8O4
• Molecular Mass: 330.34358
• Monoisotopic Mass: 330.17640122
• SMILES: N[C@@H](CCCNC(=N)N[N+](=O)[O-])C(=O)N[C@H]1CN[C@@H](C1)C(=O)N
• Canonical SMILES: N=C(N[N+](=O)[O-])NCCC[C@@H](C(=O)N[C@H]1CN[C@@H](C1)C(=O)N)N
• InChI: InChI=1S/C11H22N8O4/c12-7(2-1-3-15-11(14)18-19(22)23)10(21)17-6-4-8(9(13)20)16-5-6/h6-8,16H,1-5,12H2,(H2,13,20)(H,17,21)(H3,14,15,18)/t6-,7+,8+/m1/s1
• InChIKey: IUFRDGFKAVLPFZ-CSMHCCOUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R)-4-[(2S)-2-amino-5-(1-nitrocarbamimidamido)pentanamido]pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S,4R)-4-[(2S)-2-amino-5-(1-nitrocarbamimidamido)pentanamido]pyrrolidine-2-carboxamide
• Synonyms: L-N(Omega)-Nitroarginine-(4r)-Amino-L-Proline Amide

Database IDs

• PubChem SID: 46507698; 160965295
• PubChem CID: 656912

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.06204
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -9.263019
• LogD (pH = 7.4): -5.5386558
• Log P: -3.4728253
• Molar Refractivity: 90.5714 cm^3
• Polarizability: 30.778181 Å^3
• Polar Surface Area: 203.97 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.98
• LOG S: -3.05
• Solubility (Water): 2.97e-01 g/l

DETAILS

DrugBank - DB02077

Drug information: experimental