(2S,5E)-2-amino-6-(dihydroxyboranyl)hex-5-enoic acid

• ChemBase ID: 4152
• Molecular Formular: C6H12BNO4
• Molecular Mass: 172.97478
• Monoisotopic Mass: 173.08593827
• SMILES: N[C@@H](CC/C=C/B(O)O)C(=O)O
• Canonical SMILES: OB(/C=C/CC[C@@H](C(=O)O)N)O
• InChI: InChI=1S/C6H12BNO4/c8-5(6(9)10)3-1-2-4-7(11)12/h2,4-5,11-12H,1,3,8H2,(H,9,10)/b4-2+/t5-/m0/s1
• InChIKey: PZHKTUVCRZTDBK-FYTLMZHYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,5E)-2-amino-6-(dihydroxyboranyl)hex-5-enoic acid
• IUPAC Traditional name: (2S,5E)-2-amino-6-(dihydroxyboranyl)hex-5-enoic acid
• Synonyms: DEHYDRO-2(S)-AMINO-6-BORONOHEXANOIC ACID

Database IDs

• PubChem SID: 160967584; 46507630
• PubChem CID: 10607304; 657085

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.9120799
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.8810217
• LogD (pH = 7.4): -2.8837407
• Log P: -2.881041
• Molar Refractivity: 38.9031 cm^3
• Polarizability: 16.864058 Å^3
• Polar Surface Area: 103.78 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.91
• LOG S: -2.25
• Solubility (Water): 1.17e+00 g/l

DETAILS

DrugBank - DB04585

Drug information: experimental