(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl N-(2-chloroacetyl)carbamate

• ChemBase ID: 6237
• Molecular Formular: C19H28ClNO6
• Molecular Mass: 401.88172
• Monoisotopic Mass: 401.1605153
• SMILES: N(C(=O)O[C@@H]1CC[C@@]2(OC2)[C@H]([C@@H]1OC)[C@]1(O[C@@H]1CC=C(C)C)C)C(=O)CCl
• Canonical SMILES: CO[C@@H]1[C@@H](CC[C@@]2([C@H]1[C@@]1(C)O[C@@H]1CC=C(C)C)CO2)OC(=O)NC(=O)CCl
• InChI: InChI=1S/C19H28ClNO6/c1-11(2)5-6-13-18(3,27-13)16-15(24-4)12(7-8-19(16)10-25-19)26-17(23)21-14(22)9-20/h5,12-13,15-16H,6-10H2,1-4H3,(H,21,22,23)/t12-,13-,15-,16-,18+,19+/m1/s1
• InChIKey: MSHZHSPISPJWHW-PVDLLORBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl N-(2-chloroacetyl)carbamate
• IUPAC Traditional name: (3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl N-(2-chloroacetyl)carbamate
• Synonyms: (CHLOROACETYL)CARBAMIC ACID (3R,4S,5S,5R)-5-METHOXY-4-[(2R,3R)-2-METHYL-3-(3-METHYL-2-BUTENYL)OXIRANYL]-1-OXASPIRO[2.5]OCT-6-YL ESTER

Database IDs

• PubChem SID: 99445104; 160969662
• PubChem CID: 369976

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.3115864
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.2370756
• LogD (pH = 7.4): 1.9021959
• Log P: 2.24365
• Molar Refractivity: 98.4515 cm^3
• Polarizability: 39.307835 Å^3
• Polar Surface Area: 89.69 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.52
• LOG S: -4.23
• Solubility (Water): 2.34e-02 g/l

DETAILS

DrugBank - DB08633

Drug information: experimental