data_GR2
# 
_chem_comp.id                                    GR2 
_chem_comp.name                                  "(3E,3aR,8bS)-3-({[(2R)-4-methyl-5-oxo-2,5-dihydrofuran-2-yl]oxy}methylidene)-3,3a,4,8b-tetrahydro-2H-indeno[1,2-b]furan-2-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H14 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-09-02 
_chem_comp.pdbx_modified_date                    2024-11-19 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        298.290 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GR2 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        5DJ5 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
GR2 C1  C1  C 0 1 Y N N N N N -33.308 14.249 -23.296 3.163  -1.077 -0.355 C1  GR2 1  
GR2 C2  C2  C 0 1 Y N N N N N -33.841 13.671 -24.457 4.087  -2.003 -0.810 C2  GR2 2  
GR2 C3  C3  C 0 1 Y N N N N N -35.221 13.563 -24.678 5.365  -2.024 -0.289 C3  GR2 3  
GR2 C4  C4  C 0 1 Y N N N N N -36.105 14.043 -23.709 5.726  -1.117 0.690  C4  GR2 4  
GR2 C5  C5  C 0 1 Y N N N N N -35.584 14.622 -22.545 4.807  -0.192 1.145  C5  GR2 5  
GR2 C6  C6  C 0 1 Y N N N N N -34.199 14.731 -22.324 3.521  -0.174 0.627  C6  GR2 6  
GR2 C7  C7  C 0 1 N N S N N N -33.393 15.320 -21.154 2.348  0.723  0.956  C7  GR2 7  
GR2 C8  C8  C 0 1 N N R N N N -31.933 15.416 -21.645 1.105  -0.019 0.384  C8  GR2 8  
GR2 C9  C9  C 0 1 N N N N N N -31.848 14.471 -22.856 1.722  -0.851 -0.758 C9  GR2 9  
GR2 C10 C10 C 0 1 N N N N N N -32.098 14.415 -19.478 1.184  2.233  -0.283 C10 GR2 10 
GR2 C11 C11 C 0 1 N N N N N N -31.138 14.973 -20.449 0.303  1.124  -0.214 C11 GR2 11 
GR2 C12 C12 C 0 1 N N N N N N -29.827 15.083 -20.208 -0.984 1.090  -0.603 C12 GR2 12 
GR2 C13 C13 C 0 1 N N R N N N -27.635 15.360 -20.683 -3.081 -0.010 -0.914 C13 GR2 13 
GR2 C14 C14 C 0 1 N N N N N N -27.116 16.045 -19.589 -3.694 -1.388 -0.816 C14 GR2 14 
GR2 C15 C15 C 0 1 N N N N N N -26.243 15.288 -18.948 -4.714 -1.298 0.034  C15 GR2 15 
GR2 C16 C16 C 0 1 N N N N N N -26.107 14.009 -19.707 -4.825 0.079  0.522  C16 GR2 16 
GR2 C17 C17 C 0 1 N N N N N N -25.497 15.733 -17.683 -5.616 -2.438 0.433  C17 GR2 17 
GR2 O1  O1  O 0 1 N N N N N N -31.756 13.986 -18.402 0.865  3.337  -0.682 O1  GR2 18 
GR2 O2  O2  O 0 1 N N N N N N -33.435 14.455 -19.992 2.416  1.911  0.150  O2  GR2 19 
GR2 O3  O3  O 0 1 N N N N N N -28.923 15.629 -21.136 -1.697 -0.047 -0.475 O3  GR2 20 
GR2 O4  O4  O 0 1 N N N N N N -25.367 13.086 -19.443 -5.661 0.474  1.311  O4  GR2 21 
GR2 O5  O5  O 0 1 N N N N N N -26.991 14.096 -20.827 -3.865 0.842  -0.033 O5  GR2 22 
GR2 H1  H1  H 0 1 N N N N N N -33.163 13.295 -25.209 3.806  -2.712 -1.575 H1  GR2 23 
GR2 H2  H2  H 0 1 N N N N N N -35.596 13.114 -25.586 6.083  -2.749 -0.645 H2  GR2 24 
GR2 H3  H3  H 0 1 N N N N N N -37.173 13.969 -23.855 6.725  -1.132 1.099  H3  GR2 25 
GR2 H4  H4  H 0 1 N N N N N N -36.265 14.996 -21.795 5.089  0.516  1.909  H4  GR2 26 
GR2 H5  H5  H 0 1 N N N N N N -33.769 16.325 -20.912 2.271  0.942  2.021  H5  GR2 27 
GR2 H6  H6  H 0 1 N N N N N N -31.684 16.448 -21.934 0.555  -0.602 1.123  H6  GR2 28 
GR2 H7  H7  H 0 1 N N N N N N -31.382 13.517 -22.569 1.674  -0.299 -1.696 H7  GR2 29 
GR2 H8  H8  H 0 1 N N N N N N -31.267 14.934 -23.667 1.203  -1.805 -0.853 H8  GR2 30 
GR2 H9  H9  H 0 1 N N N N N N -29.446 14.737 -19.258 -1.447 1.974  -1.017 H9  GR2 31 
GR2 H10 H10 H 0 1 N N N N N N -27.084 15.895 -21.470 -3.139 0.354  -1.939 H10 GR2 32 
GR2 H11 H11 H 0 1 N N N N N N -27.388 17.051 -19.305 -3.367 -2.276 -1.337 H11 GR2 33 
GR2 H12 H12 H 0 1 N N N N N N -25.841 16.735 -17.387 -5.203 -2.938 1.309  H12 GR2 34 
GR2 H13 H13 H 0 1 N N N N N N -25.699 15.021 -16.869 -6.607 -2.051 0.669  H13 GR2 35 
GR2 H14 H14 H 0 1 N N N N N N -24.416 15.761 -17.886 -5.689 -3.148 -0.391 H14 GR2 36 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
GR2 C3  C2  DOUB Y N 1  
GR2 C3  C4  SING Y N 2  
GR2 C2  C1  SING Y N 3  
GR2 C4  C5  DOUB Y N 4  
GR2 C1  C9  SING N N 5  
GR2 C1  C6  DOUB Y N 6  
GR2 C9  C8  SING N N 7  
GR2 C5  C6  SING Y N 8  
GR2 C6  C7  SING N N 9  
GR2 C8  C7  SING N N 10 
GR2 C8  C11 SING N N 11 
GR2 C7  O2  SING N N 12 
GR2 O3  C13 SING N N 13 
GR2 O3  C12 SING N N 14 
GR2 O5  C13 SING N N 15 
GR2 O5  C16 SING N N 16 
GR2 C13 C14 SING N N 17 
GR2 C11 C12 DOUB N E 18 
GR2 C11 C10 SING N N 19 
GR2 O2  C10 SING N N 20 
GR2 C16 O4  DOUB N N 21 
GR2 C16 C15 SING N N 22 
GR2 C14 C15 DOUB N N 23 
GR2 C10 O1  DOUB N N 24 
GR2 C15 C17 SING N N 25 
GR2 C2  H1  SING N N 26 
GR2 C3  H2  SING N N 27 
GR2 C4  H3  SING N N 28 
GR2 C5  H4  SING N N 29 
GR2 C7  H5  SING N N 30 
GR2 C8  H6  SING N N 31 
GR2 C9  H7  SING N N 32 
GR2 C9  H8  SING N N 33 
GR2 C12 H9  SING N N 34 
GR2 C13 H10 SING N N 35 
GR2 C14 H11 SING N N 36 
GR2 C17 H12 SING N N 37 
GR2 C17 H13 SING N N 38 
GR2 C17 H14 SING N N 39 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
GR2 SMILES           ACDLabs              12.01 "c12CC3C(c1cccc2)OC(=O)C3=[C@H]OC4C=C(C)C(=O)O4"                                                                                            
GR2 InChI            InChI                1.03  "InChI=1S/C17H14O5/c1-9-6-14(21-16(9)18)20-8-13-12-7-10-4-2-3-5-11(10)15(12)22-17(13)19/h2-6,8,12,14-15H,7H2,1H3/b13-8+/t12-,14-,15-/m1/s1" 
GR2 InChIKey         InChI                1.03  XHSDUVBUZOUAOQ-WJQMYRPNSA-N                                                                                                                 
GR2 SMILES_CANONICAL CACTVS               3.385 "CC1=C[C@H](O\C=C2/[C@H]3Cc4ccccc4[C@H]3OC2=O)OC1=O"                                                                                        
GR2 SMILES           CACTVS               3.385 "CC1=C[CH](OC=C2[CH]3Cc4ccccc4[CH]3OC2=O)OC1=O"                                                                                             
GR2 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC1=C[C@@H](OC1=O)O/C=C/2\[C@H]3Cc4ccccc4[C@H]3OC2=O"                                                                                      
GR2 SMILES           "OpenEye OEToolkits" 1.9.2 "CC1=CC(OC1=O)OC=C2C3Cc4ccccc4C3OC2=O"                                                                                                      
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
GR2 "SYSTEMATIC NAME" ACDLabs              12.01 "(3E,3aR,8bS)-3-({[(2R)-4-methyl-5-oxo-2,5-dihydrofuran-2-yl]oxy}methylidene)-3,3a,4,8b-tetrahydro-2H-indeno[1,2-b]furan-2-one" 
GR2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(3E,3aR,8bS)-3-[[(2R)-4-methyl-5-oxidanylidene-2H-furan-2-yl]oxymethylidene]-4,8b-dihydro-3aH-indeno[1,2-b]furan-2-one"        
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
GR2 "Create component" 2015-09-02 RCSB 
GR2 "Initial release"  2015-10-28 RCSB 
GR2 "Modify PCM"       2024-11-19 PDBJ 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            GR2 
_pdbx_chem_comp_pcm.modified_residue_id                HIS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C13 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   NE2 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
