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75524-31-1 molecular structure
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(2S,5R,6R)-6-[3-(2-chloro-6-fluorophenyl)-5-(hydroxymethyl)-1,2-oxazole-4-amido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

ChemBase ID: 170842
Molecular Formular: C19H17ClFN3O6S
Molecular Mass: 469.8711832
Monoisotopic Mass: 469.05106218
SMILES and InChIs

SMILES:
c1cc(c(c(c1)F)c1noc(c1C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)CO)Cl
Canonical SMILES:
OCc1onc(c1C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)c1c(F)cccc1Cl
InChI:
InChI=1S/C19H17ClFN3O6S/c1-19(2)14(18(28)29)24-16(27)13(17(24)31-19)22-15(26)11-9(6-25)30-23-12(11)10-7(20)4-3-5-8(10)21/h3-5,13-14,17,25H,6H2,1-2H3,(H,22,26)(H,28,29)/t13-,14+,17-/m1/s1
InChIKey:
ZUBWLMQDPXVIGD-JKIFEVAISA-N

Cite this record

CBID:170842 http://www.chembase.cn/molecule-170842.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,5R,6R)-6-[3-(2-chloro-6-fluorophenyl)-5-(hydroxymethyl)-1,2-oxazole-4-amido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
IUPAC Traditional name
(2S,5R,6R)-6-[3-(2-chloro-6-fluorophenyl)-5-(hydroxymethyl)-1,2-oxazole-4-amido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Synonyms
(2S,5R,6R)-6-[[[3-(2-Chloro-6-fluorophenyl)-5-(hydroxymethyl)-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid
5-Hydroxymethyl FlucloxacillinDISCONTINUED
CAS Number
75524-31-1
PubChem SID
164226752
PubChem CID
64708

DATA SOURCES

DATA SOURCES

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Data Source Data ID
TRC H947840 external link Add to cart
PubChem 64708 external link
Data Source Data ID Price
TRC
H947840 external link Add to cart Please log in.
Data Source Data ID
PubChem 64708 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.7055068  H Acceptors
H Donor LogD (pH = 5.5) -0.39595583 
LogD (pH = 7.4) -1.9057314  Log P 1.3975316 
Molar Refractivity 108.3972 cm3 Polarizability 42.47276 Å3
Polar Surface Area 132.97 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
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Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - H947840 external link
A metabolite of Flucloxacillin.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Thijssen, H., et al.: J. Antibiot., 32, 1033 (1979)
  • • Ayres, R., et al.: J. Immunol. Methods, 141, 117 (1979)
  • • Bensoussan, C., et al.: Biochem. Pharmacol., 49, 591 (1979)
  • • Kostrubsky, V., et al.: Drug Metab. Dispos., 27, 887 (1979)
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PATENTS

PATENTS

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INTERNET

INTERNET

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