ChemComp-HKS: 3-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}-5-hydroxy-L-tyrosine

Basic information

• Entry: Database: PDB chemical components / ID: HKS
• Name: Name: 3-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}-5-hydroxy-L-tyrosine; Synonyms: 5-cysteinyl-3,4-dihydroxyphenylalanine; 5-Cys-DOPA

Chemical information

Composition

Formula: C₁₂H₁₆N₂O₆S / Number of atoms: 37 / Formula weight: 316.33 / Formal charge: 0

Others

6e13

Type: NON-POLYMER / PDB classification: HETAIN / Three letter code: HKS / Ideal coordinates details: Corina / Model coordinates PDB-ID: 6E13

History

Create component	Jul 10, 2018
Initial release	May 22, 2019
Modify synonyms	May 27, 2020

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Details

SMILES

• ACDLabs 12.01: C(O)(C(N)Cc1cc(SCC(N)C(O)=O)c(c(c1)O)O)=O
• CACTVS 3.385: N[CH](CSc1cc(C[CH](N)C(O)=O)cc(O)c1O)C(O)=O
• OpenEye OEToolkits 2.0.6: c1c(cc(c(c1O)O)SCC(C(=O)O)N)CC(C(=O)O)N

SMILES CANONICAL

• CACTVS 3.385: N[C@H](CSc1cc(C[C@H](N)C(O)=O)cc(O)c1O)C(O)=O
• OpenEye OEToolkits 2.0.6: c1c(cc(c(c1O)O)SC[C@H](C(=O)O)N)C[C@@H](C(=O)O)N

InChI

• InChI 1.03: InChI=1S/C12H16N2O6S/c13-6(11(17)18)1-5-2-8(15)10(16)9(3-5)21-4-7(14)12(19)20/h2-3,6-7,15-16H,1,4,13-14H2,(H,17,18)(H,19,20)/t6-,7+/m0/s1

InChIKey

• InChI 1.03: SXISMOAILJWTID-NKWVEPMBSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: 3-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}-5-hydroxy-L-tyrosine
• OpenEye OEToolkits 2.0.6: (2~{S})-2-azanyl-3-[3-[(2~{S})-2-azanyl-3-oxidanyl-3-oxidanylidene-propyl]sulfanyl-4,5-bis(oxidanyl)phenyl]propanoic acid

PDB entries

Showing all 1 items

PDB-6e13:
Pseudomonas putida PqqB with a non-physiological zinc at the active site binds the substrate mimic, 5-cysteinyl-3,4-dihydroxyphenylalanine (5-Cys-DOPA), non-specifically but supports the proposed function of the enzyme in pyrroloquinoline quinone biosynthesis.