ChemComp-C2R: 5-AMINO-1-(5-O-PHOSPHONO-BETA-D-RIBOFURANOSYL)-1H-IMIDAZOLE-4-CAR...

Basic information

• Entry: Database: PDB chemical components / ID: C2R
• Name: Name: 5-amino-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole-4-carboxylic acid; Synonyms: CAIR; 4-CARBOXY-5-AMINOIMIDAZOLE RIBONUCLEOTIDE

Chemical information

Composition

Formula: C₉H₁₄N₃O₉P / Number of atoms: 36 / Formula weight: 339.196 / Formal charge: 0

Others

2gqs

Type: NON-POLYMER / PDB classification: HETAIN / Three letter code: C2R / Model coordinates PDB-ID: 2GQS

History

Create component	Apr 25, 2006
Modify descriptor	Jun 4, 2011
Modify synonyms	May 27, 2020

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

Details

SMILES

• ACDLabs 10.04: O=C(O)c1ncn(c1N)C2OC(C(O)C2O)COP(=O)(O)O
• CACTVS 3.341: Nc1n(cnc1C(O)=O)[CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O
• OpenEye OEToolkits 1.5.0: c1nc(c(n1C2C(C(C(O2)COP(=O)(O)O)O)O)N)C(=O)O

SMILES CANONICAL

• CACTVS 3.341: Nc1n(cnc1C(O)=O)[C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O
• OpenEye OEToolkits 1.5.0: c1nc(c(n1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)N)C(=O)O

InChI

• InChI 1.03: InChI=1S/C9H14N3O9P/c10-7-4(9(15)16)11-2-12(7)8-6(14)5(13)3(21-8)1-20-22(17,18)19/h2-3,5-6,8,13-14H,1,10H2,(H,15,16)(H2,17,18,19)/t3-,5-,6-,8-/m1/s1

InChIKey

• InChI 1.03: XFVULMDJZXYMSG-ZIYNGMLESA-N

SYSTEMATIC NAME

• ACDLabs 10.04: 5-amino-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole-4-carboxylic acid
• OpenEye OEToolkits 1.5.0: 5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]imidazole-4-carboxylic acid

PDB entries

Showing all 4 items

PDB-2gqs:
SAICAR Synthetase Complexed with CAIR-Mg2+ and ADP

PDB-2nsj:
E. coli PurE H45Q mutant complexed with CAIR

PDB-2nsl:
E. coli PurE H45N mutant complexed with CAIR

PDB-6yb8:
Human octameric PAICS in complex with CAIR and SAICAR