3-(3-carbamoyl-1,4-dihydropyridin-1-yl)propane-1-sulfonic acid

• ChemBase ID: 155632
• Molecular Formular: C9H14N2O4S
• Molecular Mass: 246.28346
• Monoisotopic Mass: 246.06742794
• SMILES: C1C=CN(C=C1C(=O)N)CCCS(=O)(=O)O
• Canonical SMILES: NC(=O)C1=CN(C=CC1)CCCS(=O)(=O)O
• InChI: InChI=1S/C9H14N2O4S/c10-9(12)8-3-1-4-11(7-8)5-2-6-16(13,14)15/h1,4,7H,2-3,5-6H2,(H2,10,12)(H,13,14,15)
• InChIKey: LORJBJKPEAYGGC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3-carbamoyl-1,4-dihydropyridin-1-yl)propane-1-sulfonic acid
• IUPAC Traditional name: 3-(3-carbamoyl-4H-pyridin-1-yl)propane-1-sulfonic acid
• Synonyms: 1-(3-Sulfonatopropyl)-3-carbamoyl-1,4-dihydropyridine

Database IDs

• MDL Number: MFCD03453005
• PubChem SID: 162249770
• PubChem CID: 15549636

CALCULATED PROPERTIES

• Acid pKa: -0.961187
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.7827528
• LogD (pH = 7.4): -3.4708471
• Log P: -2.7052777
• Molar Refractivity: 59.6894 cm^3
• Polarizability: 23.184692 Å^3
• Polar Surface Area: 100.7 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

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

Product Information

• Purity: ≥85% (TLC)
• Empirical Formula (Hill Notation): C9H13N2NaO4S

DETAILS

Sigma Aldrich - S0190

Analysis Note
May contain up to 15% (w/w) 1,6-dihydropyridine isomer
Biochem/physiol Actions
Enzyme-specific substrate for use with NAD(P)H quinone oxidoreductase 2 (NQO2). Activates the enzyme extracellularly, reported as a cofactor for a number of enzymes.