ChemComp-HE0: (2R,4S)-2-[(1R)-1-{[(6S)-6-carboxy-6-(glycylamino)hexanoyl]amino}...

Basic information

• Entry: Database: PDB chemical components / ID: HE0
• Name: Name: (2R,4S)-2-[(1R)-1-{[(6S)-6-carboxy-6-(glycylamino)hexanoyl]amino}-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid; Synonyms: Penicillin analog, bound/open form

Chemical information

Composition

Formula: C₁₇H₂₈N₄O₇S / Number of atoms: 57 / Formula weight: 432.492 / Formal charge: 0

Others

1pwg

Type: NON-POLYMER / PDB classification: HETAIN / Three letter code: HE0 / Ideal coordinates details: Corina / Model coordinates PDB-ID: 1PWG

History

Create component	Feb 28, 2012
Modify synonyms	Mar 13, 2021

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Details

SMILES

• ACDLabs 12.01: O=C(NC(C=O)C1SC(C(N1)C(=O)O)(C)C)CCCCC(C(=O)O)NC(=O)CN
• CACTVS 3.370: CC1(C)S[CH](N[CH]1C(O)=O)[CH](NC(=O)CCCC[CH](NC(=O)CN)C(O)=O)C=O
• OpenEye OEToolkits 1.7.6: CC1(C(NC(S1)C(C=O)NC(=O)CCCCC(C(=O)O)NC(=O)CN)C(=O)O)C

SMILES CANONICAL

• CACTVS 3.370: CC1(C)S[C@@H](N[C@H]1C(O)=O)[C@H](NC(=O)CCCC[C@H](NC(=O)CN)C(O)=O)C=O
• OpenEye OEToolkits 1.7.6: CC1([C@@H](N[C@H](S1)[C@@H](C=O)NC(=O)CCCC[C@@H](C(=O)O)NC(=O)CN)C(=O)O)C

InChI

• InChI 1.03: InChI=1S/C17H28N4O7S/c1-17(2)13(16(27)28)21-14(29-17)10(8-22)20-11(23)6-4-3-5-9(15(25)26)19-12(24)7-18/h8-10,13-14,21H,3-7,18H2,1-2H3,(H,19,24)(H,20,23)(H,25,26)(H,27,28)/t9-,10+,13-,14+/m0/s1

InChIKey

• InChI 1.03: GWAZTQMEPPXKKK-GIFSMMMISA-N

SYSTEMATIC NAME

• ACDLabs 12.01: (2R,4S)-2-[(1R)-1-{[(6S)-6-carboxy-6-(glycylamino)hexanoyl]amino}-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
• OpenEye OEToolkits 1.7.6: (2R,4S)-2-[(1R)-1-[[(6S)-6-(2-azanylethanoylamino)-7-oxidanyl-7-oxidanylidene-heptanoyl]amino]-2-oxidanylidene-ethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid

PDB entries

Showing all 1 items

PDB-1pwg:
Covalent Penicilloyl Acyl Enzyme Complex Of The Streptomyces R61 DD-Peptidase With A Highly Specific Penicillin