(3S,4R,5R)-3-amino-4,5-dihydroxycyclohex-1-ene-1-carboxylate

• ChemBase ID: 3396
• Molecular Formular: C7H10NO4-
• Molecular Mass: 172.1586
• Monoisotopic Mass: 172.06098281
• SMILES: N[C@H]1C=C(C[C@@H](O)[C@@H]1O)C(=O)[O-]
• Canonical SMILES: O[C@H]1[C@H](O)CC(=C[C@@H]1N)C(=O)[O-]
• InChI: InChI=1S/C7H11NO4/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,9-10H,2,8H2,(H,11,12)/p-1/t4-,5+,6+/m0/s1
• InChIKey: WPZSUTUAATWRPU-KVQBGUIXSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R,5R)-3-amino-4,5-dihydroxycyclohex-1-ene-1-carboxylate
• IUPAC Traditional name: (3S,4R,5R)-3-amino-4,5-dihydroxycyclohex-1-ene-1-carboxylate
• Synonyms: 3-Amino-4,5-Dihydroxy-Cyclohex-1-Enecarboxylate

Database IDs

• PubChem SID: 160966836; 46507458
• PubChem CID: 17753950

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.9996629
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -4.0198855
• LogD (pH = 7.4): -4.0208135
• Log P: -4.0126104
• Molar Refractivity: 51.4549 cm^3
• Polarizability: 15.936689 Å^3
• Polar Surface Area: 106.61 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.88
• LOG S: 0.3
• Solubility (Water): 3.81e+02 g/l

DETAILS

DrugBank - DB03746

Drug information: experimental