2-heptanamido-3-methyl-3-(nitrososulfanyl)butanoic acid

• ChemBase ID: 175459
• Molecular Formular: C12H22N2O4S
• Molecular Mass: 290.37908
• Monoisotopic Mass: 290.13002819
• SMILES: CCCCCCC(=O)NC(C(SN=O)(C)C)C(=O)O
• Canonical SMILES: CCCCCCC(=O)NC(C(SN=O)(C)C)C(=O)O
• InChI: InChI=1S/C12H22N2O4S/c1-4-5-6-7-8-9(15)13-10(11(16)17)12(2,3)19-14-18/h10H,4-8H2,1-3H3,(H,13,15)(H,16,17)
• InChIKey: HBOOWOBHDQOPRF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-heptanamido-3-methyl-3-(nitrososulfanyl)butanoic acid
• IUPAC Traditional name: 2-heptanamido-3-methyl-3-(nitrososulfanyl)butanoic acid
• Synonyms: SNHP; 3-(Nitrosothio)-N-(1-oxoheptyl)valine; S-Nitroso-N-heptanoyl-D,L-penicillamine

Database IDs

• CAS Number: 225234-00-4
• PubChem SID: 164231369
• PubChem CID: 5057706

CALCULATED PROPERTIES

• Acid pKa: 3.6159282
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.99508876
• LogD (pH = 7.4): -0.46228537
• Log P: 2.8751585
• Molar Refractivity: 74.9587 cm^3
• Polarizability: 28.821507 Å^3
• Polar Surface Area: 95.83 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Green Crystalline Solid

DETAILS

Toronto Research Chemicals - N527775

Produced concentration-related relaxations of mouse anococcygeus, in a range similar to that already found for NO and other nitrovasodilators. A potent relaxant of non-vascular smooth muscle. Serves as an NO donor.

REFERENCES

• Bauer & Fung: J. Pharmacol. Exp. Ther., 256, 249 (1991)
• Gibson, A., et al.: Brit. J. Pharm., 107, 715 (1991)
• Shaffer, et al.: J. Pharm. Exper. Ther., 260, 286 (1991)
• Jansen, A., et al.: J. Pharmacol. Exp. Ther., 261, 154 (1991)
• Lander, H.M. et al.: J.