ChemComp-63U: (2S)-2-[(1R)-1-{[(2R)-2-amino-2-phenylacetyl]amino}-2-oxoethyl]-5...

Basic information

• Entry: Database: PDB chemical components / ID: 63U
• Name: Name: (2S)-2-[(1R)-1-{[(2R)-2-amino-2-phenylacetyl]amino}-2-oxoethyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid

Chemical information

Composition

Formula: C₁₆H₁₉N₃O₄S / Number of atoms: 43 / Formula weight: 349.405 / Formal charge: 0

Others

5hla

Type: NON-POLYMER / PDB classification: HETAIN / Three letter code: 63U / Ideal coordinates details: Corina / Model coordinates PDB-ID: 5HLA

History

Create component	Jan 21, 2016
Initial release	Dec 14, 2016

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Details

SMILES

• ACDLabs 12.01: O=C(C1=C(C)CSC(N1)C(C=O)NC(C(c2ccccc2)N)=O)O
• CACTVS 3.385: CC1=C(N[CH](SC1)[CH](NC(=O)[CH](N)c2ccccc2)C=O)C(O)=O
• OpenEye OEToolkits 2.0.4: CC1=C(NC(SC1)C(C=O)NC(=O)C(c2ccccc2)N)C(=O)O

SMILES CANONICAL

• CACTVS 3.385: CC1=C(N[C@@H](SC1)[C@H](NC(=O)[C@H](N)c2ccccc2)C=O)C(O)=O
• OpenEye OEToolkits 2.0.4: CC1=C(N[C@@H](SC1)[C@@H](C=O)NC(=O)[C@@H](c2ccccc2)N)C(=O)O

InChI

• InChI 1.03: InChI=1S/C16H19N3O4S/c1-9-8-24-15(19-13(9)16(22)23)11(7-20)18-14(21)12(17)10-5-3-2-4-6-10/h2-7,11-12,15,19H,8,17H2,1H3,(H,18,21)(H,22,23)/t11-,12-,15+/m1/s1

InChIKey

• InChI 1.03: YUNPQAOWKVWRNR-JMSVASOKSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: (2S)-2-[(1R)-1-{[(2R)-2-amino-2-phenylacetyl]amino}-2-oxoethyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
• OpenEye OEToolkits 2.0.4: (2~{S})-2-[(1~{R})-1-[[(2~{R})-2-azanyl-2-phenyl-ethanoyl]amino]-2-oxidanylidene-ethyl]-5-methyl-3,6-dihydro-2~{H}-1,3-thiazine-4-carboxylic acid

PDB entries

Showing all 2 items

PDB-5hla:
E. coli PBP1b in complex with acyl-cephalexin and moenomycin

PDB-8vbv:
Structure of the monofunctional Staphylococcus aureus PBP1 in its beta-lactam (Cephalexin) inhibited form