ChemComp-6CG: 5'-S-phosphono-5'-thioguanosine

Basic information

• Entry: Database: PDB chemical components / ID: 6CG
• Name: Name: 5'-S-phosphono-5'-thioguanosine / Synonyms: TrpGMPS hydrolysis product

Chemical information

Composition

Formula: C₁₀H₁₄N₅O₇PS / Number of atoms: 38 / Formula weight: 379.286 / Formal charge: 0

Others

5ipe

Type: NON-POLYMER / PDB classification: HETAIN / Three letter code: 6CG / Ideal coordinates details: Corina / Model coordinates PDB-ID: 5IPE

History

Create component	Mar 10, 2016
Modify leaving atom flag	Mar 10, 2016
Initial release	Mar 15, 2017
Modify synonyms	Mar 1, 2021

• External links: UniChem / ChemSpider / Nikkaji / PubChem / PubChem_TPharma / Wikipedia search / Google search

Details

SMILES

• ACDLabs 12.01: C=2(Nc1n(cnc1C(N=2)=O)C3C(C(C(CSP(O)(O)=O)O3)O)O)N
• CACTVS 3.385: NC1=NC(=O)c2ncn([CH]3O[CH](CS[P](O)(O)=O)[CH](O)[CH]3O)c2N1
• OpenEye OEToolkits 2.0.4: c1nc2c(n1C3C(C(C(O3)CSP(=O)(O)O)O)O)NC(=NC2=O)N

SMILES CANONICAL

• CACTVS 3.385: NC1=NC(=O)c2ncn([C@@H]3O[C@H](CS[P](O)(O)=O)[C@@H](O)[C@H]3O)c2N1
• OpenEye OEToolkits 2.0.4: c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CSP(=O)(O)O)O)O)NC(=NC2=O)N

InChI

• InChI 1.03: InChI=1S/C10H14N5O7PS/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(22-9)1-24-23(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1

InChIKey

• InChI 1.03: GPKODAQOVIGWBY-UUOKFMHZSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: 5'-S-phosphono-5'-thioguanosine
• OpenEye OEToolkits 2.0.4: [(2~{S},3~{S},4~{R},5~{R})-5-(2-azanyl-6-oxidanylidene-3~{H}-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanylphosphonic acid

PDB entries

Showing all 2 items

PDB-5ipd:
Human Histidine Triad Nucleotide Binding Protein 1 (hHint1) nucleoside thiophosphoramidate covalent intermediate complex

PDB-5ipe:
Human Histidine Triad Nucleotide Binding Protein 1 (hHint1) nucleoside thiophosphoramidate catalytic product complex