Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

AMZ : Summary

Code

AMZ

One-letter code

X

Molecule name

AMINOIMIDAZOLE 4-CARBOXAMIDE RIBONUCLEOTIDE

Synonyms

AICAR

Systematic names

ProgramVersionName
ACDLabs 10.04 5-amino-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide
OpenEye OEToolkits 1.5.0 [(2R,3S,4R,5R)-5-(5-amino-4-aminocarbonyl-imidazol-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate

Formula

C9 H15 N4 O8 P

Formal charge

0

Molecular weight

338.211 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(c1ncn(c1N)C2OC(C(O)C2O)COP(=O)(O)O)N
SMILES CACTVS 3.341 NC(=O)c1ncn([CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O)c1N
SMILES OpenEye OEToolkits 1.5.0 c1nc(c(n1C2C(C(C(O2)COP(=O)(O)O)O)O)N)C(=O)N
Canonical SMILES CACTVS 3.341 NC(=O)c1ncn([C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O)c1N
Canonical SMILES 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)N

IUPAC InChI

InChI=1S/C9H15N4O8P/c10-7-4(8(11)16)12-2-13(7)9-6(15)5(14)3(21-9)1-20-22(17,18)19/h2-3,5-6,9,14-15H,1,10H2,(H2,11,16)(H2,17,18,19)/t3-,5-,6-,9-/m1/s1

IUPAC InChI key

NOTGFIUVDGNKRI-UUOKFMHZSA-N
AMZ

wwPDB Information

Atom count

37 (22 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2002-08-15

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned