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Chemistry

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Also known as: Benzathine ampicillin, 33276-75-4, E1td7am884, 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((2r)-aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2s,5r,6r)-, compd with n,n'-bis(phenylmethyl)-1,2-ethanediamine (2:1), Durapen (tn), Unii-e1td7am884
Molecular Formula
C48H58N8O8S2
Molecular Weight
939.2  g/mol
InChI Key
RHKWJSNGCNASTF-PHGYPNQBSA-N
FDA UNII
E1TD7AM884

Ampicillin Benzathine
1 2D Structure

Ampicillin Benzathine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(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;N,N'-dibenzylethane-1,2-diamine
2.1.2 InChI
InChI=1S/2C16H19N3O4S.C16H20N2/c2*1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8;1-3-7-15(8-4-1)13-17-11-12-18-14-16-9-5-2-6-10-16/h2*3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23);1-10,17-18H,11-14H2/t2*9-,10-,11+,14-;/m11./s1
2.1.3 InChI Key
RHKWJSNGCNASTF-PHGYPNQBSA-N
2.1.4 Canonical SMILES
CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)C.CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)C.C1=CC=C(C=C1)CNCCNCC2=CC=CC=C2
2.1.5 Isomeric SMILES
CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O)C.CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O)C.C1=CC=C(C=C1)CNCCNCC2=CC=CC=C2
2.2 Other Identifiers
2.2.1 UNII
E1TD7AM884
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. Benzathine Ampicillin

2. 33276-75-4

3. E1td7am884

4. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(((2r)-aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2s,5r,6r)-, Compd With N,n'-bis(phenylmethyl)-1,2-ethanediamine (2:1)

5. Durapen (tn)

6. Unii-e1td7am884

7. N,n'-dibenzylethylenediamine Ampicillin Disalt; Ampicillin Benzathine;

8. N,n'-dibenzylethylenediammonio [2s-[2alpha,5alpha,6beta(s*)]]-bis[6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate]

9. Einecs 251-438-6

10. N,n'-dibenzylethylenediammonio (2s-(2alpha,5alpha,6beta(s*)))-bis(6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate)

11. Ampicillin Benzathine [who-dd]

12. D07570

13. Q27122551

14. 1,2-ethanediamine, N,n'-bis(phenylmethyl)-, Bis((2s-(2alpha,5alpha,6beta(s*)))-6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate)

15. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2s-(2alpha,5alpha,6beta(s*)))-, Compd With N,n'-bis(phenylmethyl)-1,2- Ethanediamine (2:1)

16. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, Compd With N,n'-dibenzylethylenediamine (2:1), D-(-)-

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 939.2 g/mol
Molecular Formula C48H58N8O8S2
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count14
Rotatable Bond Count15
Exact Mass g/mol
Monoisotopic Mass g/mol
Topological Polar Surface Area300
Heavy Atom Count66
Formal Charge0
Complexity733
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3

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