(1R,2R,3R,4S,5R)-4-(benzylamino)-5-(methylsulfanyl)cyclopentane-1,2,3-triol

• ChemBase ID: 4637
• Molecular Formular: C13H19NO3S
• Molecular Mass: 269.35986
• Monoisotopic Mass: 269.10856447
• SMILES: [C@H]1(NCc2ccccc2)[C@@H](O)[C@@H](O)[C@@H](O)[C@@H]1SC
• Canonical SMILES: CS[C@@H]1[C@@H](NCc2ccccc2)[C@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C13H19NO3S/c1-18-13-9(10(15)11(16)12(13)17)14-7-8-5-3-2-4-6-8/h2-6,9-17H,7H2,1H3/t9-,10+,11+,12+,13+/m0/s1
• InChIKey: CHTYSDQNKZIWBZ-ZOLYEBIHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,3R,4S,5R)-4-(benzylamino)-5-(methylsulfanyl)cyclopentane-1,2,3-triol
• IUPAC Traditional name: (1R,2R,3R,4S,5R)-4-(benzylamino)-5-(methylsulfanyl)cyclopentane-1,2,3-triol
• Synonyms: (1R,2R,3R,4S,5R)-4-(BENZYLAMINO)-5-(METHYLTHIO)CYCLOPENTANE-1,2,3-TRIOL

Database IDs

• PubChem SID: 99443455; 160968069
• PubChem CID: 6914612

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.877141
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -2.3859222
• LogD (pH = 7.4): -0.6616133
• Log P: 0.24079318
• Molar Refractivity: 71.7182 cm^3
• Polarizability: 28.939386 Å^3
• Polar Surface Area: 72.72 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.01
• LOG S: -1.68
• Solubility (Water): 5.64e+00 g/l

DETAILS

DrugBank - DB06984

Drug information: experimental