3-({[(2R)-2-amino-2-carboxyethyl]disulfanyl}methyl)-2,2,5,5-tetramethyl-1-oxo-4-phenyl-2,5-dihydro-1H-1$l^{5}-pyrrol-1-ylium

• ChemBase ID: 6068
• Molecular Formular: C18H25N2O3S2+
• Molecular Mass: 381.5327
• Monoisotopic Mass: 381.13065967
• SMILES: O=C([C@@H](N)CSSCC1=C(C([N+](=O)C1(C)C)(C)C)c1ccccc1)O
• Canonical SMILES: N[C@H](C(=O)O)CSSCC1=C(c2ccccc2)C([N+](=O)C1(C)C)(C)C
• InChI: InChI=1S/C18H24N2O3S2/c1-17(2)13(10-24-25-11-14(19)16(21)22)15(18(3,4)20(17)23)12-8-6-5-7-9-12/h5-9,14H,10-11,19H2,1-4H3/p+1/t14-/m0/s1
• InChIKey: QYUQBTDVKOREGR-AWEZNQCLSA-O

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-({[(2R)-2-amino-2-carboxyethyl]disulfanyl}methyl)-2,2,5,5-tetramethyl-1-oxo-4-phenyl-2,5-dihydro-1H-1$l^{5}-pyrrol-1-ylium
• IUPAC Traditional name: 3-({[(2R)-2-amino-2-carboxyethyl]disulfanyl}methyl)-2,2,5,5-tetramethyl-1-oxo-4-phenyl-1H-1$l^{5}-pyrrol-1-ylium
• Synonyms: 3-{[(2,2,5,5-TETRAMETHYL-1-OXO-4-PHENYL-2,5-DIHYDRO-1H-PYRROLIUM-3-YL)METHYL]DISULFANYL}-D-ALANINE

Database IDs

• PubChem SID: 99444927; 160969493
• PubChem CID: 46937154

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7691165
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.3654193
• LogD (pH = 7.4): 0.3562957
• Log P: 0.36535552
• Molar Refractivity: 104.954 cm^3
• Polarizability: 41.13825 Å^3
• Polar Surface Area: 83.4 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.86
• LOG S: -5.32
• Solubility (Water): 2.01e-03 g/l

DETAILS

DrugBank - DB08456

Drug information: experimental