methyl N-(5-{[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]carbamoyl}pentyl)carbamate

• ChemBase ID: 2209
• Molecular Formular: C14H26N2O8
• Molecular Mass: 350.36484
• Monoisotopic Mass: 350.1689158
• SMILES: COC(=O)NCCCCCC(=O)N[C@H]1O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H](NC(=O)CCCCCNC(=O)OC)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C14H26N2O8/c1-23-14(22)15-6-4-2-3-5-9(18)16-13-12(21)11(20)10(19)8(7-17)24-13/h8,10-13,17,19-21H,2-7H2,1H3,(H,15,22)(H,16,18)/t8-,10-,11+,12-,13-/m0/s1
• InChIKey: YTYAKGJMNHDUDF-UPXOXWNWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl N-(5-{[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]carbamoyl}pentyl)carbamate
• IUPAC Traditional name: methyl N-(5-{[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]carbamoyl}pentyl)carbamate
• Synonyms: Bmsc-0013

Database IDs

• PubChem SID: 160965662; 46504594
• PubChem CID: 46936399

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.479598
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -2.291756
• LogD (pH = 7.4): -2.2917876
• Log P: -2.2917552
• Molar Refractivity: 80.1082 cm^3
• Polarizability: 32.361702 Å^3
• Polar Surface Area: 157.58 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.64
• LOG S: -1.11
• Solubility (Water): 2.74e+01 g/l

DETAILS

DrugBank - DB02474

Drug information: experimental