(5R,6R)-6-amino-5-hydroxycyclohexa-1,3-diene-1-carboxylic acid

• ChemBase ID: 1884
• Molecular Formular: C7H9NO3
• Molecular Mass: 155.15126
• Monoisotopic Mass: 155.05824315
• SMILES: N[C@H]1[C@H](O)C=CC=C1C(=O)O
• Canonical SMILES: O[C@@H]1C=CC=C([C@H]1N)C(=O)O
• InChI: InChI=1S/C7H9NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-3,5-6,9H,8H2,(H,10,11)/t5-,6-/m1/s1
• InChIKey: XBTXTLKLSHACSS-PHDIDXHHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R,6R)-6-amino-5-hydroxycyclohexa-1,3-diene-1-carboxylic acid
• IUPAC Traditional name: (5R,6R)-6-amino-5-hydroxycyclohexa-1,3-diene-1-carboxylic acid
• Synonyms: (2s,3s)-Trans-2,3-Dihydro-3-Hydroxyanthranilic Acid

Database IDs

• PubChem SID: 46505773; 160965339
• PubChem CID: 46936304

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.7700272
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.1469347
• LogD (pH = 7.4): -3.1445534
• Log P: -3.1421392
• Molar Refractivity: 40.2189 cm^3
• Polarizability: 15.118831 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.38
• LOG S: -0.38
• Solubility (Water): 6.54e+01 g/l

DETAILS

DrugBank - DB02124

Drug information: experimental