(2S)-2-amino-N-[(1R)-3-amino-1-carbamoylpropyl]-5-(1-nitrocarbamimidamido)pentanamide

• ChemBase ID: 1591
• Molecular Formular: C10H22N8O4
• Molecular Mass: 318.33288
• Monoisotopic Mass: 318.17640122
• SMILES: NCC[C@@H](NC(=O)[C@@H](N)CCCNC(=N)N[N+](=O)[O-])C(=O)N
• Canonical SMILES: NCC[C@H](C(=O)N)NC(=O)[C@H](CCCNC(=N)N[N+](=O)[O-])N
• InChI: InChI=1S/C10H22N8O4/c11-4-3-7(8(13)19)16-9(20)6(12)2-1-5-15-10(14)17-18(21)22/h6-7H,1-5,11-12H2,(H2,13,19)(H,16,20)(H3,14,15,17)/t6-,7+/m0/s1
• InChIKey: KUZKVXUOMSVPOA-NKWVEPMBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-N-[(1R)-3-amino-1-carbamoylpropyl]-5-(1-nitrocarbamimidamido)pentanamide
• IUPAC Traditional name: (2S)-2-amino-N-[(1R)-3-amino-1-carbamoylpropyl]-5-(1-nitrocarbamimidamido)pentanamide
• Synonyms: L-N(Omega)-Nitroarginine-2,4-L-Diaminobutyric Amide

Database IDs

• PubChem SID: 46509184; 160965048
• PubChem CID: 46936229

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.147286
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -9.284197
• LogD (pH = 7.4): -6.1737056
• Log P: -3.8742666
• Molar Refractivity: 88.0956 cm^3
• Polarizability: 29.662966 Å^3
• Polar Surface Area: 217.96 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.94
• LOG S: -3.09
• Solubility (Water): 2.56e-01 g/l

DETAILS

DrugBank - DB01821

Drug information: experimental