ChemComp-REC: CEPHALOSPORIN

Basic information

• Entry: Database: PDB chemical components / ID: REC
• Name: Name: cephalosporin; Synonyms: (2R)-2-[(R)-{[(6R)-6-amino-6-carboxyhexanoyl]amino}(carboxy)methyl]-5-methylidene-5,6-dihydro-2H-1,3-thiazine-4-carboxy

Chemical information

Composition

Formula: C₁₅H₂₁N₃O₇S / Number of atoms: 47 / Formula weight: 387.408 / Formal charge: 0

Others

2vgj

Type: non-polymer / Three letter code: REC / Ideal coordinates details: Corina / Model coordinates PDB-ID: 2VGJ

History

Create component	Nov 14, 2007
Modify descriptor	Jun 4, 2011
Modify synonyms	Jun 5, 2020

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Details

SMILES

• ACDLabs 10.04: O=C(O)C(N)CCCCC(=O)NC(C(=O)O)C1N=C(\C(=C)CS1)C(=O)O
• CACTVS 3.341: N[CH](CCCCC(=O)N[CH]([CH]1SCC(=C)C(=N1)C(O)=O)C(O)=O)C(O)=O
• OpenEye OEToolkits 1.5.0: C=C1CSC(N=C1C(=O)O)C(C(=O)O)NC(=O)CCCCC(C(=O)O)N

SMILES CANONICAL

• CACTVS 3.341: N[C@H](CCCCC(=O)N[C@@H]([C@H]1SCC(=C)C(=N1)C(O)=O)C(O)=O)C(O)=O
• OpenEye OEToolkits 1.5.0: C=C1CS[C@@H](N=C1C(=O)O)[C@@H](C(=O)O)NC(=O)CCCC[C@H](C(=O)O)N

InChI

• InChI 1.03: InChI=1S/C15H21N3O7S/c1-7-6-26-12(18-10(7)14(22)23)11(15(24)25)17-9(19)5-3-2-4-8(16)13(20)21/h8,11-12H,1-6,16H2,(H,17,19)(H,20,21)(H,22,23)(H,24,25)/t8-,11+,12-/m1/s1

InChIKey

• InChI 1.03: JGKXEMYIHDYWCZ-JFUSQASVSA-N

SYSTEMATIC NAME

• ACDLabs 10.04: (2R)-2-[(R)-{[(6R)-6-amino-6-carboxyhexanoyl]amino}(carboxy)methyl]-5-methylidene-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
• OpenEye OEToolkits 1.5.0: (2R)-2-[(1R)-1-[[(6R)-6-amino-7-hydroxy-7-oxo-heptanoyl]amino]-2-hydroxy-2-oxo-ethyl]-5-methylidene-2H-1,3-thiazine-4-carboxylic acid

PDB entries

Showing all 1 items

PDB-2vgj:
Crystal structure of Actinomadura R39 DD-peptidase complexed with a peptidoglycan-mimetic cephalosporin