data_CFF
# 
_chem_comp.id                                    CFF 
_chem_comp.name                                  CAFFEINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C8 H10 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         3,7-DIHYDRO-1,3,7-TRIMETHYL-1H-PURINE-2,6-DIONE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-05-16 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        194.191 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CFF 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1GFZ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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.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 
CFF N1   N1   N 0 1 Y N N 38.984 37.034 29.965 1.047  -0.000 -1.312 N1   CFF 1  
CFF C2   C2   C 0 1 Y N N 38.490 35.880 29.075 -0.208 -0.000 -1.790 C2   CFF 2  
CFF C10  C10  C 0 1 N N N 39.954 37.990 29.308 2.176  0.000  -2.246 C10  CFF 3  
CFF C6   C6   C 0 1 Y N N 38.608 37.207 31.325 1.285  -0.001 0.016  C6   CFF 4  
CFF N3   N3   N 0 1 Y N N 37.635 35.065 29.712 -1.276 -0.000 -0.971 N3   CFF 5  
CFF O11  O11  O 0 1 N N N 38.888 35.820 27.943 -0.384 0.000  -2.993 O11  CFF 6  
CFF C12  C12  C 0 1 N N N 37.080 33.905 28.968 -2.629 -0.000 -1.533 C12  CFF 7  
CFF C4   C4   C 0 1 Y N N 37.218 35.206 31.062 -1.098 -0.000 0.402  C4   CFF 8  
CFF C5   C5   C 0 1 Y N N 37.648 36.244 31.844 0.193  0.005  0.911  C5   CFF 9  
CFF N9   N9   N 0 1 Y N N 36.375 34.424 31.700 -1.934 -0.000 1.444  N9   CFF 10 
CFF O13  O13  O 0 1 N N N 39.056 38.200 32.006 2.428  -0.000 0.437  O13  CFF 11 
CFF N7   N7   N 0 1 Y N N 37.055 36.065 33.097 0.068  -0.000 2.286  N7   CFF 12 
CFF C8   C8   C 0 1 Y N N 36.296 34.968 32.926 -1.251 -0.000 2.560  C8   CFF 13 
CFF C14  C14  C 0 1 N N N 37.201 36.929 34.306 1.161  -0.000 3.261  C14  CFF 14 
CFF H101 1H10 H 0 0 N N N 40.312 38.826 29.952 1.800  0.001  -3.269 H101 CFF 15 
CFF H102 2H10 H 0 0 N N N 40.823 37.427 28.893 2.783  0.890  -2.082 H102 CFF 16 
CFF H103 3H10 H 0 0 N N N 39.513 38.394 28.366 2.783  -0.889 -2.083 H103 CFF 17 
CFF H121 1H12 H 0 0 N N N 36.369 33.227 29.497 -2.570 -0.000 -2.622 H121 CFF 18 
CFF H122 2H12 H 0 0 N N N 36.602 34.270 28.029 -3.162 -0.890 -1.198 H122 CFF 19 
CFF H123 3H12 H 0 0 N N N 37.921 33.299 28.558 -3.162 0.889  -1.198 H123 CFF 20 
CFF H81  1H8  H 0 1 N N N 35.661 34.549 33.725 -1.679 0.000  3.552  H81  CFF 21 
CFF H141 1H14 H 0 0 N N N 36.728 36.786 35.305 1.432  -1.028 3.503  H141 CFF 22 
CFF H142 2H14 H 0 0 N N N 38.297 37.004 34.495 2.024  0.513  2.839  H142 CFF 23 
CFF H143 3H14 H 0 0 N N N 36.921 37.958 33.980 0.839  0.513  4.167  H143 CFF 24 
# 
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 
CFF N1  C2   SING Y N 1  
CFF N1  C10  SING N N 2  
CFF N1  C6   SING Y N 3  
CFF C2  N3   SING Y N 4  
CFF C2  O11  DOUB N N 5  
CFF C10 H101 SING N N 6  
CFF C10 H102 SING N N 7  
CFF C10 H103 SING N N 8  
CFF C6  C5   SING Y N 9  
CFF C6  O13  DOUB N N 10 
CFF N3  C12  SING N N 11 
CFF N3  C4   SING Y N 12 
CFF C12 H121 SING N N 13 
CFF C12 H122 SING N N 14 
CFF C12 H123 SING N N 15 
CFF C4  C5   DOUB Y N 16 
CFF C4  N9   SING Y N 17 
CFF C5  N7   SING Y N 18 
CFF N9  C8   DOUB Y N 19 
CFF N7  C8   SING Y N 20 
CFF N7  C14  SING N N 21 
CFF C8  H81  SING N N 22 
CFF C14 H141 SING N N 23 
CFF C14 H142 SING N N 24 
CFF C14 H143 SING N N 25 
# 
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 
CFF SMILES           ACDLabs              10.04 O=C2N(c1ncn(c1C(=O)N2C)C)C                                         
CFF InChI            InChI                1.02b InChI=1/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3 
CFF InChIKey         InChI                1.02b RYYVLZVUVIJVGH-UHFFFAOYAW                                          
CFF SMILES_CANONICAL CACTVS               3.341 Cn1cnc2N(C)C(=O)N(C)C(=O)c12                                       
CFF SMILES           CACTVS               3.341 Cn1cnc2N(C)C(=O)N(C)C(=O)c12                                       
CFF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cn1cnc2c1C(=O)N(C(=O)N2C)C                                         
CFF SMILES           "OpenEye OEToolkits" 1.5.0 Cn1cnc2c1C(=O)N(C(=O)N2C)C                                         
# 
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 
CFF "SYSTEMATIC NAME" ACDLabs              10.04 1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione 
CFF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1,3,7-trimethylpurine-2,6-dione                 
# 
