2-amino-3-{[2-(carboxymethyl)-2,5-dihydroxycyclohex-3-en-1-yl]sulfanyl}propanoic acid

• ChemBase ID: 127648
• Molecular Formular: C11H17NO6S
• Molecular Mass: 291.32078
• Monoisotopic Mass: 291.07765827
• SMILES: C1C(C=CC(C1SCC(C(=O)O)N)(CC(=O)O)O)O
• Canonical SMILES: OC1C=CC(C(C1)SCC(C(=O)O)N)(O)CC(=O)O
• InChI: InChI=1S/C11H17NO6S/c12-7(10(16)17)5-19-8-3-6(13)1-2-11(8,18)4-9(14)15/h1-2,6-8,13,18H,3-5,12H2,(H,14,15)(H,16,17)
• InChIKey: SPXVLTDISXZSFM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-{[2-(carboxymethyl)-2,5-dihydroxycyclohex-3-en-1-yl]sulfanyl}propanoic acid
• IUPAC Traditional name: hawkinsin
• Synonyms: (2-L-Cystein-S-yl-1,4-dihydroxycyclohex-5-en-1-yl)acetic acid; Hawkinsin

Database IDs

• CAS Number: 63224-90-8
• PubChem SID: 162221966
• PubChem CID: 173909
• Wikipedia Title: Hawkinsin

CALCULATED PROPERTIES

• Acid pKa: 1.9394248
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -5.1477575
• LogD (pH = 7.4): -6.8722315
• Log P: -3.8911762
• Molar Refractivity: 68.5338 cm^3
• Polarizability: 27.062696 Å^3
• Polar Surface Area: 141.08 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true