1-[(4S)-4-amino-5-[(2-aminoethyl)amino]pentyl]-3-nitroguanidine; tris(trifluoroacetic acid)

• ChemBase ID: 153178
• Molecular Formular: C14H24F9N7O8
• Molecular Mass: 589.3680888
• Monoisotopic Mass: 589.15426474
• SMILES: C(C[C@@H](CNCCN)N)CNC(=N)N[N+](=O)[O-].C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.OC(=O)C(F)(F)F.OC(=O)C(F)(F)F.NCCNC[C@H](CCCNC(=N)N[N+](=O)[O-])N
• InChI: InChI=1S/C8H21N7O2.3C2HF3O2/c9-3-5-12-6-7(10)2-1-4-13-8(11)14-15(16)17;3*3-2(4,5)1(6)7/h7,12H,1-6,9-10H2,(H3,11,13,14);3*(H,6,7)/t7-;;;/m0.../s1
• InChIKey: NYWNMNBIORWOSQ-QTPLPEIMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(4S)-4-amino-5-[(2-aminoethyl)amino]pentyl]-3-nitroguanidine; tris(trifluoroacetic acid)
• IUPAC Traditional name: 1-[(4S)-4-amino-5-[(2-aminoethyl)amino]pentyl]-3-nitroguanidine; tris(trifluoroacetic acid)
• Synonyms: N-(4S)-(4-amino-5-[aminoethyl]aminopentyl)-N′-nitroguanidine tris(trifluoroacetate) salt; N-[(4S)-4-amino-5-[(2-aminoethyl)amino]pentyl]-N′-nitroguanidine tris(trifluoroacetate) salt

Database IDs

• CAS Number: 357965-99-2
• MDL Number: MFCD05865227
• PubChem SID: 162247317
• PubChem CID: 71311606

CALCULATED PROPERTIES

• Acid pKa: 10.304251
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -8.744878
• LogD (pH = 7.4): -5.69864
• Log P: -2.377279
• Molar Refractivity: 75.4239 cm^3
• Polarizability: 24.929916 Å^3
• Polar Surface Area: 157.8 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL
• Apperance: powder

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C14H24N7O8F9

DETAILS

Sigma Aldrich - A5727

Biochem/physiol Actions
Potent and selective inhibitor of nNOS (neuronal nitric oxide synthase).