ChemComp-J2B: O-[(1R,2R,3R)-5-{[(S)-{[(2R,3R,4R,5R)-2-(2-amino-6-oxo-3,6-dihydr...

Basic information

• Entry: Database: PDB chemical components / ID: J2B
• Name: Name: O-[(1R,2R,3R)-5-{[(S)-{[(2R,3R,4R,5R)-2-(2-amino-6-oxo-3,6-dihydro-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydro; Synonyms: cleaved nonhydrolyzable phosphorothioate analog of 2'3' cyclic GMP-AMP

Chemical information

Composition

Formula: C₂₀H₂₈N₁₀O₁₂P₂S₂ / Number of atoms: 74 / Formula weight: 726.574 / Formal charge: 0

Others

6ea8

Type: NON-POLYMER / PDB classification: HETAIN / Three letter code: J2B / Ideal coordinates details: Corina / Model coordinates PDB-ID: 6EA8

History

Create component	Aug 30, 2018
Modify synonyms	Aug 31, 2018
Modify synonyms	Sep 4, 2018
Initial release	Feb 6, 2019
Modify synonyms	Jun 5, 2020

• External links: UniChem / ChemSpider / Wikipedia search / Google search

Details

SMILES

• ACDLabs 12.01: C3(C(C(n2c1c(C(N=C(N1)N)=O)nc2)OC3CO)OP(OCCC(C(C(n5c4c(c(ncn4)N)nc5)O)O)OP(=O)(O)S)(=O)S)O
• CACTVS 3.385: NC1=NC(=O)c2ncn([CH]3O[CH](CO)[CH](O)[CH]3O[P](S)(=O)OCC[CH](O[P](O)(S)=O)[CH](O)[CH](O)n4cnc5c(N)ncnc45)c2N1
• OpenEye OEToolkits 2.0.6: c1nc(c2c(n1)n(cn2)C(C(C(CCOP(=O)(OC3C(C(OC3n4cnc5c4NC(=NC5=O)N)CO)O)S)OP(=O)(O)S)O)O)N

SMILES CANONICAL

• CACTVS 3.385: NC1=NC(=O)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O[P@](S)(=O)OCC[C@@H](O[P](O)(S)=O)[C@@H](O)[C@@H](O)n4cnc5c(N)ncnc45)c2N1
• OpenEye OEToolkits 2.0.6: c1nc(c2c(n1)n(cn2)[C@@H]([C@@H]([C@@H](CCO[P@@](=O)(O[C@@H]3[C@@H]([C@H](O[C@H]3n4cnc5c4NC(=NC5=O)N)CO)O)S)OP(=O)(O)S)O)O)N

InChI

• InChI 1.03: InChI=1S/C20H28N10O12P2S2/c21-14-9-15(24-4-23-14)29(5-25-9)18(35)12(33)7(41-43(36,37)45)1-2-39-44(38,46)42-13-11(32)8(3-31)40-19(13)30-6-26-10-16(30)27-20(22)28-17(10)34/h4-8,11-13,18-19,31-33,35H,1-3H2,(H,38,46)(H2,21,23,24)(H2,36,37,45)(H3,22,27,28,34)/t7-,8-,11-,12-,13-,18-,19-,44+/m1/s1

InChIKey

• InChI 1.03: WDMUGQSSXDUMIY-MHPWAGLLSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: O-[(1R,2R,3R)-5-{[(S)-{[(2R,3R,4R,5R)-2-(2-amino-6-oxo-3,6-dihydro-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl]oxy}(sulfanyl)phosphoryl]oxy}-1-(6-amino-9H-purin-9-yl)-1,2-dihydroxypentan-3-yl] dihydrogen (R)-phosphorothioate (non-preferred name)
• OpenEye OEToolkits 2.0.6: [(1~{R},2~{R},3~{R})-1-(6-aminopurin-9-yl)-5-[[(2~{R},3~{R},4~{R},5~{R})-2-(2-azanyl-6-oxidanylidene-3~{H}-purin-9-yl)-5-(hydroxymethyl)-4-oxidanyl-oxolan-3-yl]oxy-sulfanyl-phosphoryl]oxy-1,2-bis(oxidanyl)pentan-3-yl]oxy-sulfanyl-phosphinic acid

PDB entries

Showing all 1 items

PDB-6ea8:
Structure of VACV poxin in pre-reactive state with nonhydrolyzable 2'3' cGAMP