(2S)-2-amino-5-(1,1-dimethylcarbamimidamido)pentanoic acid dihydrochloride

• ChemBase ID: 132851
• Molecular Formular: C8H20Cl2N4O2
• Molecular Mass: 275.176
• Monoisotopic Mass: 274.09633126
• SMILES: CN(C)C(=N)NCCC[C@@H](C(=O)O)N.Cl.Cl
• Canonical SMILES: OC(=O)[C@H](CCCNC(=N)N(C)C)N.Cl.Cl
• InChI: InChI=1S/C8H18N4O2.2ClH/c1-12(2)8(10)11-5-3-4-6(9)7(13)14;;/h6H,3-5,9H2,1-2H3,(H2,10,11)(H,13,14);2*1H/t6-;;/m0../s1
• InChIKey: SYLNVYJOPZWPJI-ILKKLZGPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-(1,1-dimethylcarbamimidamido)pentanoic acid dihydrochloride
• IUPAC Traditional name: (2S)-2-amino-5-(1,1-dimethylcarbamimidamido)pentanoic acid dihydrochloride
• Synonyms: asym-Dimethylarginine; ADMA; NG,NG-Dimethylarginine dihydrochloride

Database IDs

• CAS Number: 220805-22-1
• MDL Number: MFCD00270857
• PubChem SID: 24278027; 162227128
• PubChem CID: 16219246

CALCULATED PROPERTIES

• Acid pKa: 2.5396655
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.525824
• LogD (pH = 7.4): -4.299206
• Log P: -2.6065567
• Molar Refractivity: 63.9924 cm^3
• Polarizability: 20.554567 Å^3
• Polar Surface Area: 102.44 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846)

DETAILS

Sigma Aldrich - D4268

Biochem/physiol Actions
Reversible inhibitor of nitric oxide synthetase in vivo and in vitro.