2-amino-3-{[5-(2-amino-2-carboxyethyl)-2,3-dihydroxyphenyl]sulfanyl}propanoic acid

• ChemBase ID: 126835
• Molecular Formular: C12H16N2O6S
• Molecular Mass: 316.33024
• Monoisotopic Mass: 316.07290724
• SMILES: O=C(O)C(N)Cc1cc(SCC(C(=O)O)N)c(O)c(O)c1
• Canonical SMILES: NC(C(=O)O)CSc1cc(CC(C(=O)O)N)cc(c1O)O
• InChI: InChI=1S/C12H16N2O6S/c13-6(11(17)18)1-5-2-8(15)10(16)9(3-5)21-4-7(14)12(19)20/h2-3,6-7,15-16H,1,4,13-14H2,(H,17,18)(H,19,20)
• InChIKey: SXISMOAILJWTID-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-{[5-(2-amino-2-carboxyethyl)-2,3-dihydroxyphenyl]sulfanyl}propanoic acid
• IUPAC Traditional name: cysteinyldopa
• Synonyms: Cysteinyldopa

Database IDs

• CAS Number: 19641-92-0
• PubChem SID: 162221162
• PubChem CID: 29719
• CHEMBL: 158934
• Chemspider ID: 27618
• MeSH Name: Cysteinyldopa
• Wikipedia Title: Cysteinyldopa

CALCULATED PROPERTIES

• Acid pKa: 1.2591417
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -4.793213
• LogD (pH = 7.4): -4.81279
• Log P: -4.7932196
• Molar Refractivity: 75.8199 cm^3
• Polarizability: 29.861626 Å^3
• Polar Surface Area: 167.1 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false