(2R)-2-amino-3-{[(3R,5R)-5-[(R)-amino(carboxy)methyl]-1,2-oxazolidin-3-yl]sulfanyl}propanoic acid

• ChemBase ID: 3926
• Molecular Formular: C8H15N3O5S
• Molecular Mass: 265.2868
• Monoisotopic Mass: 265.0732416
• SMILES: N[C@@H](CS[C@@H]1C[C@@H](ON1)[C@@H](N)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@H](CS[C@H]1NO[C@H](C1)[C@H](C(=O)O)N)N
• InChI: InChI=1S/C8H15N3O5S/c9-3(7(12)13)2-17-5-1-4(16-11-5)6(10)8(14)15/h3-6,11H,1-2,9-10H2,(H,12,13)(H,14,15)/t3-,4+,5+,6+/m0/s1
• InChIKey: YLODKYYPRFTBNK-SLPGGIOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-{[(3R,5R)-5-[(R)-amino(carboxy)methyl]-1,2-oxazolidin-3-yl]sulfanyl}propanoic acid
• IUPAC Traditional name: (2R)-2-amino-3-{[(3R,5R)-5-[(R)-amino(carboxy)methyl]-1,2-oxazolidin-3-yl]sulfanyl}propanoic acid
• Synonyms: 2-Amino-3-(Cystein-S-Yl)-Isoxazolidin-5-Yl-Acetic Acid

Database IDs

• PubChem SID: 46506139; 160967361
• PubChem CID: 46936948

CALCULATED PROPERTIES

JChem

• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -5.989276
• LogD (pH = 7.4): -6.0109377
• Log P: -5.989116
• Molar Refractivity: 68.4754 cm^3
• Polarizability: 24.299809 Å^3
• Polar Surface Area: 147.9 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true
• Acid pKa: 1.1344723

ALOGPS 2.1

• Log P: -4.1
• LOG S: -1.16
• Solubility (Water): 1.85e+01 g/l

DETAILS

DrugBank - DB04323

Drug information: experimental