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26309-95-5 molecular structure
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[(5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carbonyloxy]methyl 2,2-dimethylpropanoate hydrochloride

ChemBase ID: 176820
Molecular Formular: C22H30ClN3O6S
Molecular Mass: 500.0081
Monoisotopic Mass: 499.15438438
SMILES and InChIs

SMILES:
Cl.[C@H]1(C(=O)N2[C@@H]1SC(C2C(=O)OCOC(=O)C(C)(C)C)(C)C)NC(=O)[C@H](N)c1ccccc1
Canonical SMILES:
O=C([C@@H](c1ccccc1)N)N[C@@H]1C(=O)N2[C@@H]1SC(C2C(=O)OCOC(=O)C(C)(C)C)(C)C.Cl
InChI:
InChI=1S/C22H29N3O6S.ClH/c1-21(2,3)20(29)31-11-30-19(28)15-22(4,5)32-18-14(17(27)25(15)18)24-16(26)13(23)12-9-7-6-8-10-12;/h6-10,13-15,18H,11,23H2,1-5H3,(H,24,26);1H/t13-,14-,15?,18-;/m1./s1
InChIKey:
DQECFVGMGBQCPA-SCMHDDPHSA-N

Cite this record

CBID:176820 http://www.chembase.cn/molecule-176820.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
[(5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carbonyloxy]methyl 2,2-dimethylpropanoate hydrochloride
IUPAC Traditional name
[(5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carbonyloxy]methyl 2,2-dimethylpropanoate hydrochloride
Synonyms
(2S,5R,6R)-6-[[(2R)-2-Amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid (2,2-Dimethyl-1-oxopropoxy)methyl Ester Hydrochloride
Alphacilina
Alphacillin
Ampicillin Pivaloxyoxymethyl Ester Hydrochloride
Berocillin
Centurina
Diancina
Inacilin
Maxifen
Pivaloyloxymethyl D-(-)-α-Aminophenylacetamidopenicillanate Hydrochloride
Pivatil
Pondocil
Pondocillin
Pondocillina
Sanguicillin
Pivampicillin Hydrochloride
CAS Number
26309-95-5
PubChem SID
164232730
PubChem CID
71751713

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC P551800 external link Add to cart
PubChem 71751713 external link
Data Source Data ID Price
TRC
P551800 external link Add to cart Please log in.
Data Source Data ID
PubChem 71751713 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 11.707929  H Acceptors
H Donor LogD (pH = 5.5) 0.15542963 
LogD (pH = 7.4) 1.7449553  Log P 2.0651925 
Molar Refractivity 116.2483 cm3 Polarizability 46.953476 Å3
Polar Surface Area 128.03 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

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 - P551800 external link
Semi-synthetic antibiotic related to Penicillin (P223500). Antibacterial.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • von Daehne, et al.: J. Med. Chem., 13, 607 (1970)
  • • Ehrnebo, M., et al.: J. Pharmacokinet. Biopharm., 7, 429 (1970)
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PATENTS

PATENTS

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INTERNET

INTERNET

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