data_MIL
# 
_chem_comp.id                                    MIL 
_chem_comp.name                                  MILRINONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H9 N3 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        211.219 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MIL 
_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        1TLM 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
MIL C1    C1    C 0 1 Y N N 21.923 43.268 24.585 0.123  -0.014 -0.135 C1    MIL 1  
MIL C2    C2    C 0 1 Y N N 22.047 44.241 23.637 1.422  -0.156 0.298  C2    MIL 2  
MIL C4    C4    C 0 1 Y N N 22.147 42.570 21.857 0.776  -0.072 2.552  C4    MIL 3  
MIL C5    C5    C 0 1 Y N N 22.017 41.553 22.884 -0.623 0.080  2.150  C5    MIL 4  
MIL C6    C6    C 0 1 Y N N 21.887 41.919 24.185 -0.925 0.107  0.793  C6    MIL 5  
MIL C2A   C2A   C 0 1 N N N 22.107 45.733 23.797 2.527  -0.284 -0.718 C2A   MIL 6  
MIL C5A   C5A   C 0 1 N N N 22.000 40.220 22.385 -1.658 0.200  3.133  C5A   MIL 7  
MIL "C1'" "C1'" C 0 1 Y N N 21.783 43.496 26.057 -0.171 0.010  -1.588 "C1'" MIL 8  
MIL "C2'" "C2'" C 0 1 Y N N 20.835 44.375 26.546 -1.012 -0.943 -2.167 "C2'" MIL 9  
MIL "C3'" "C3'" C 0 1 Y N N 20.746 44.517 27.920 -1.259 -0.883 -3.523 "C3'" MIL 10 
MIL "C5'" "C5'" C 0 1 Y N N 22.375 43.015 28.304 0.085  0.977  -3.763 "C5'" MIL 11 
MIL "C6'" "C6'" C 0 1 Y N N 22.577 42.778 26.975 0.380  0.993  -2.416 "C6'" MIL 12 
MIL O4    O4    O 0 1 N N N 22.256 42.338 20.649 1.075  -0.099 3.734  O4    MIL 13 
MIL N3    N3    N 0 1 Y N N 22.147 43.830 22.369 1.729  -0.189 1.609  N3    MIL 14 
MIL N5A   N5A   N 0 1 N N N 21.946 39.110 22.200 -2.479 0.295  3.912  N5A   MIL 15 
MIL "N4'" "N4'" N 0 1 Y N N 21.478 43.860 28.815 -0.714 0.057  -4.270 "N4'" MIL 16 
MIL H6    H6    H 0 1 N N N 21.750 41.112 24.924 -1.945 0.218  0.458  H6    MIL 17 
MIL H2A1  1H2A  H 0 0 N N N 22.208 46.528 23.022 3.483  -0.388 -0.205 H2A1  MIL 18 
MIL H2A2  2H2A  H 0 0 N N N 21.191 46.001 24.373 2.350  -1.163 -1.338 H2A2  MIL 19 
MIL H2A3  3H2A  H 0 0 N N N 22.940 45.916 24.514 2.546  0.605  -1.348 H2A3  MIL 20 
MIL "H2'" "H2'" H 0 1 N N N 20.175 44.940 25.866 -1.461 -1.717 -1.562 "H2'" MIL 21 
MIL "H3'" "H3'" H 0 1 N N N 20.016 45.226 28.345 -1.907 -1.617 -3.979 "H3'" MIL 22 
MIL "H5'" "H5'" H 0 1 N N N 22.996 42.471 29.035 0.510  1.729  -4.411 "H5'" MIL 23 
MIL "H6'" "H6'" H 0 1 N N N 23.340 42.046 26.660 1.035  1.749  -2.007 "H6'" MIL 24 
MIL HN3   HN3   H 0 1 N N N 22.236 44.588 21.693 2.656  -0.290 1.878  HN3   MIL 25 
# 
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 
MIL C1    C2    DOUB Y N 1  
MIL C1    C6    SING Y N 2  
MIL C1    "C1'" SING N N 3  
MIL C2    C2A   SING N N 4  
MIL C2    N3    SING Y N 5  
MIL C4    C5    SING Y N 6  
MIL C4    O4    DOUB N N 7  
MIL C4    N3    SING Y N 8  
MIL C5    C6    DOUB Y N 9  
MIL C5    C5A   SING N N 10 
MIL C6    H6    SING N N 11 
MIL C2A   H2A1  SING N N 12 
MIL C2A   H2A2  SING N N 13 
MIL C2A   H2A3  SING N N 14 
MIL C5A   N5A   TRIP N N 15 
MIL "C1'" "C2'" DOUB Y N 16 
MIL "C1'" "C6'" SING Y N 17 
MIL "C2'" "C3'" SING Y N 18 
MIL "C2'" "H2'" SING N N 19 
MIL "C3'" "N4'" DOUB Y N 20 
MIL "C3'" "H3'" SING N N 21 
MIL "C5'" "C6'" DOUB Y N 22 
MIL "C5'" "N4'" SING Y N 23 
MIL "C5'" "H5'" SING N N 24 
MIL "C6'" "H6'" SING N N 25 
MIL N3    HN3   SING N N 26 
# 
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 
MIL SMILES           ACDLabs              10.04 N#CC1=CC(=C(NC1=O)C)c2ccncc2                                                            
MIL InChI            InChI                1.02b InChI=1/C12H9N3O/c1-8-11(9-2-4-14-5-3-9)6-10(7-13)12(16)15-8/h2-6H,1H3,(H,15,16)/f/h15H 
MIL InChIKey         InChI                1.02b PZRHRDRVRGEVNW-YAQRNVERCW                                                               
MIL SMILES_CANONICAL CACTVS               3.341 CC1=C(C=C(C#N)C(=O)N1)c2ccncc2                                                          
MIL SMILES           CACTVS               3.341 CC1=C(C=C(C#N)C(=O)N1)c2ccncc2                                                          
MIL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1=C(C=C(C(=O)N1)C#N)c2ccncc2                                                          
MIL SMILES           "OpenEye OEToolkits" 1.5.0 CC1=C(C=C(C(=O)N1)C#N)c2ccncc2                                                          
# 
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 
MIL "SYSTEMATIC NAME" ACDLabs              10.04 "2-methyl-6-oxo-1,6-dihydro-3,4'-bipyridine-5-carbonitrile" 
MIL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 6-methyl-2-oxo-5-pyridin-4-yl-1H-pyridine-3-carbonitrile    
# 
