(8S)-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7,8-dihydroquinoline-2-carboxylic acid

• ChemBase ID: 2295
• Molecular Formular: C12H13NO4
• Molecular Mass: 235.23592
• Monoisotopic Mass: 235.0844579
• SMILES: O=C(c1nc2[C@@H](O)CC=Cc2c(c1)[C@@H](O)C)O
• Canonical SMILES: C[C@@H](c1cc(nc2c1C=CC[C@@H]2O)C(=O)O)O
• InChI: InChI=1S/C12H13NO4/c1-6(14)8-5-9(12(16)17)13-11-7(8)3-2-4-10(11)15/h2-3,5-6,10,14-15H,4H2,1H3,(H,16,17)/t6-,10-/m0/s1
• InChIKey: FCGZNXGKWUHBKD-WKEGUHRASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (8S)-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7,8-dihydroquinoline-2-carboxylic acid
• IUPAC Traditional name: (8S)-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7,8-dihydroquinoline-2-carboxylic acid
• Synonyms: 8-Hydroxy-4-(1-Hydroxyethyl)Quinoline-2-Carboxylic Acid

Database IDs

• PubChem SID: 160965747; 46504771
• PubChem CID: 5289243

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.99081135
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.2413957
• LogD (pH = 7.4): -2.6895409
• Log P: -0.3385279
• Molar Refractivity: 61.6872 cm^3
• Polarizability: 23.199802 Å^3
• Polar Surface Area: 90.65 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.31
• LOG S: -1.9
• Solubility (Water): 2.99e+00 g/l

DETAILS

DrugBank - DB02566

Drug information: experimental