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61477-96-1 molecular structure
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(2S,5R,6R)-6-[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

ChemBase ID: 176753
Molecular Formular: C23H27N5O7S
Molecular Mass: 517.55478
Monoisotopic Mass: 517.16311923
SMILES and InChIs

SMILES:
[C@H]1(C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)NC(=O)[C@H](NC(=O)N1C(=O)C(=O)N(CC1)CC)c1ccccc1
Canonical SMILES:
CCN1CCN(C(=O)C1=O)C(=O)N[C@@H](C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)c1ccccc1
InChI:
InChI=1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/t13-,14-,15+,20-/m1/s1
InChIKey:
IVBHGBMCVLDMKU-GXNBUGAJSA-N

Cite this record

CBID:176753 http://www.chembase.cn/molecule-176753.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,5R,6R)-6-[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
IUPAC Traditional name
piperacillin
Synonyms
(2S,5R,6R)-6-[[(2R)-2-[[(4-Ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid
CL 227193
Isipen
Pentcillin
Pipracil
T 1220
Piperacillin
CAS Number
61477-96-1
PubChem SID
164232663
PubChem CID
43672

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC P479950 external link Add to cart
PubChem 43672 external link
Data Source Data ID Price
TRC
P479950 external link Add to cart Please log in.
Data Source Data ID
PubChem 43672 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.4850655  H Acceptors
H Donor LogD (pH = 5.5) -2.2645185 
LogD (pH = 7.4) -3.6383073  Log P -0.25849018 
Molar Refractivity 126.2967 cm3 Polarizability 49.296238 Å3
Polar Surface Area 156.43 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Water expand Show data source
Apperance
Crystalline Solid expand Show data source
Melting Point
162-165°C (dec.) expand Show data source
Storage Condition
Hygroscopic, -20°C Freezer, Under Inert Atmosphere expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - P479950 external link
Broad spectrum semi-synthetic antibiotic related to Penicillin. Antibacterial.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Takai, A., et al.: Chemotherapy, 25, 816 (1977)
  • • Bodey, G.P., et al.: Antimicrob. Agents Chemother., 14, 78 (1977)
  • • Kuck, N.A., et al.: J. Antibiot., 31, 1175 (1977)
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PATENTS

PATENTS

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INTERNET

INTERNET

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