(2S,3R)-3-formyl-N,2-dihydroxy-5-methylhexanamide

• ChemBase ID: 5532
• Molecular Formular: C8H15NO4
• Molecular Mass: 189.209
• Monoisotopic Mass: 189.10010797
• SMILES: N(O)C(=O)[C@H]([C@@H](CC(C)C)C=O)O
• Canonical SMILES: O=C[C@@H]([C@@H](C(=O)NO)O)CC(C)C
• InChI: InChI=1S/C8H15NO4/c1-5(2)3-6(4-10)7(11)8(12)9-13/h4-7,11,13H,3H2,1-2H3,(H,9,12)/t6-,7-/m0/s1
• InChIKey: YVDHZNIQWHUORH-BQBZGAKWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-3-formyl-N,2-dihydroxy-5-methylhexanamide
• IUPAC Traditional name: (2S,3R)-3-formyl-N,2-dihydroxy-5-methylhexanamide
• Synonyms: 3-FORMYL-2-HYDROXY-5-METHYL-HEXANOIC ACID HYDROXYAMIDE

Database IDs

• PubChem SID: 99444371; 160968960
• PubChem CID: 5288561

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.611424
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.36357358
• LogD (pH = 7.4): -0.38901356
• Log P: -0.36323932
• Molar Refractivity: 45.8617 cm^3
• Polarizability: 18.09711 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.18
• LOG S: -0.65
• Solubility (Water): 4.19e+01 g/l

DETAILS

DrugBank - DB07900

Drug information: experimental