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Chemistry

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Also known as: 94935-63-4, Ampicillin mixture with sulbactam, Sulacillin, Ampicillin-sulbactam, (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;(1r,4s)-3,3-dimethyl-2,2,6-trioxo-2lambda6-thiabicyclo[3.2.0]heptane-4-carboxylic acid, Sulbactam-ampicillin mixt. (1:2)

Molecular Formula

C₂₅H₃₁N₃O₉S₂

Molecular Weight

581.7 g/mol

InChI Key

KMEGBUCIGMEPME-LQYKFRDPSA-N

1 2D Structure

Sulacillin

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;(1R,4S)-3,3-dimethyl-2,2,6-trioxo-26-thiabicyclo[3.2.0]heptane-4-carboxylic acid

2.1.2 InChI

InChI=1S/C16H19N3O4S.C9H12O5S/c1-16(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;1-9(2)7(8(11)12)6-4(10)3-5(6)15(9,13)14/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23);5-7H,3H2,1-2H3,(H,11,12)/t9-,10-,11+,14-;5-,6?,7+/m11/s1

2.1.3 InChI Key

KMEGBUCIGMEPME-LQYKFRDPSA-N

2.1.4 Canonical SMILES

CC1(C(C2C(S1(=O)=O)CC2=O)C(=O)O)C.CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)C

2.1.5 Isomeric SMILES

CC1([C@@H](C2[C@H](S1(=O)=O)CC2=O)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

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Sulacillin

2.2.2 Depositor-Supplied Synonyms

1. 94935-63-4

2. Ampicillin Mixture With Sulbactam

3. Sulacillin

4. Ampicillin-sulbactam

5. (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;(1r,4s)-3,3-dimethyl-2,2,6-trioxo-2lambda6-thiabicyclo[3.2.0]heptane-4-carboxylic Acid

6. Sulbactam-ampicillin Mixt. (1:2)

7. Ampicillin-sulbactam Mixt.

8. Ampicillin And Sulbactam

9. Dtxsid60241694

10. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(((2r)-aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2s,5r,6r)-, Mixt. With (2s,5r)-3,3-dimethyl-7-oxo-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid 4,4-dioxide

11. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2s-(2-alpha,5-alpha,6-beta(s*)))-, Mixt. With (2s-cis)-3,3-dimethyl-7-oxo-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid 4,4-dioxide

2.3 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₅H₃₁N₃O₉S₂
Molecular Weight	581.7 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	5
Exact Mass	581.15017192 g/mol
Monoisotopic Mass	581.15017192 g/mol
Topological Polar Surface Area	235 Å²
Heavy Atom Count	39
Formal Charge	0
Complexity	1000
Isotope Atom Count	0
Defined Atom Stereocenter Count	6
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2