data_AZQ
# 
_chem_comp.id                                    AZQ 
_chem_comp.name                                  AZAPROPAZONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H18 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-07-25 
_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                        298.340 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AZQ 
_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        2BX8 
_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 
AZQ C1   C1   C 0 1 N N N 4.827 -10.309 5.426  0.208  -1.811 -0.481 C1   AZQ 1  
AZQ C2   C2   C 0 1 N N S 6.030 -10.953 5.308  1.698  -1.596 -0.635 C2   AZQ 2  
AZQ C3   C3   C 0 1 N N N 6.436 -11.613 6.491  1.871  -0.103 -0.469 C3   AZQ 3  
AZQ N1   N1   N 0 1 N N N 5.394 -11.318 7.469  0.640  0.408  -0.251 N1   AZQ 4  
AZQ C4   C4   C 0 1 N N N 5.096 -11.647 8.814  0.261  1.721  -0.028 C4   AZQ 5  
AZQ N2   N2   N 0 1 N N N 4.203 -10.838 9.471  -0.985 2.055  0.170  N2   AZQ 6  
AZQ C5   C5   C 0 1 Y N N 3.737 -9.610  8.917  -1.983 1.121  0.172  C5   AZQ 7  
AZQ C6   C6   C 0 1 Y N N 3.337 -8.594  9.746  -3.308 1.495  0.386  C6   AZQ 8  
AZQ C7   C7   C 0 1 Y N N 3.232 -7.242  9.249  -4.301 0.535  0.385  C7   AZQ 9  
AZQ C8   C8   C 0 1 Y N N 3.519 -6.901  7.945  -3.988 -0.796 0.173  C8   AZQ 10 
AZQ C9   C9   C 0 1 Y N N 3.916 -7.991  7.095  -2.676 -1.181 -0.041 C9   AZQ 11 
AZQ C10  C10  C 0 1 Y N N 4.027 -9.355  7.575  -1.673 -0.229 -0.041 C10  AZQ 12 
AZQ N3   N3   N 0 1 N N N 4.433 -10.523 6.789  -0.334 -0.597 -0.256 N3   AZQ 13 
AZQ O1   O1   O 0 1 N N N 4.128 -9.642  4.637  -0.382 -2.869 -0.541 O1   AZQ 14 
AZQ C11  C11  C 0 1 N N N 6.827 -10.991 4.024  2.471  -2.350 0.449  C11  AZQ 15 
AZQ C12  C12  C 0 1 N N N 7.634 -9.522  4.053  3.949  -2.140 0.250  C12  AZQ 16 
AZQ C13  C13  C 0 1 N N N 7.401 -9.013  2.923  4.682  -1.669 1.229  C13  AZQ 17 
AZQ O2   O2   O 0 1 N N N 7.433 -12.291 6.820  2.913  0.515  -0.522 O2   AZQ 18 
AZQ N4   N4   N 0 1 N N N 5.527 -12.786 9.421  1.223  2.700  -0.020 N4   AZQ 19 
AZQ C14  C14  C 0 1 N N N 5.621 -14.125 8.797  1.896  3.057  1.231  C14  AZQ 20 
AZQ C15  C15  C 0 1 N N N 5.884 -12.738 10.841 1.577  3.389  -1.264 C15  AZQ 21 
AZQ C16  C16  C 0 1 N N N 3.426 -5.504  7.389  -5.082 -1.833 0.175  C16  AZQ 22 
AZQ H2   H2   H 0 1 N N N 6.746 -10.711 4.488  2.026  -1.912 -1.626 H2   AZQ 23 
AZQ H6   H6   H 0 1 N N N 3.094 -8.811  10.800 -3.558 2.533  0.552  H6   AZQ 24 
AZQ H7   H7   H 0 1 N N N 2.908 -6.448  9.943  -5.328 0.825  0.550  H7   AZQ 25 
AZQ H9   H9   H 0 1 N N N 4.145 -7.781  6.037  -2.435 -2.221 -0.205 H9   AZQ 26 
AZQ H111 1H11 H 0 0 N N N 6.225 -11.177 3.104  2.179  -1.975 1.430  H111 AZQ 27 
AZQ H112 2H11 H 0 0 N N N 7.484 -11.884 3.907  2.243  -3.414 0.385  H112 AZQ 28 
AZQ H12  H12  H 0 1 N N N 8.234 -9.097  4.875  4.406  -2.377 -0.700 H12  AZQ 29 
AZQ H131 1H13 H 0 0 N N N 7.932 -8.046  2.942  4.226  -1.432 2.179  H131 AZQ 30 
AZQ H132 2H13 H 0 0 N N N 6.801 -9.439  2.101  5.742  -1.519 1.086  H132 AZQ 31 
AZQ H141 1H14 H 0 0 N N N 5.974 -15.058 9.294  2.622  3.847  1.042  H141 AZQ 32 
AZQ H142 2H14 H 0 0 N N N 6.245 -14.002 7.881  1.158  3.407  1.953  H142 AZQ 33 
AZQ H143 3H14 H 0 0 N N N 4.610 -14.352 8.386  2.408  2.181  1.631  H143 AZQ 34 
AZQ H151 1H15 H 0 0 N N N 6.237 -13.671 11.338 2.288  4.187  -1.048 H151 AZQ 35 
AZQ H152 2H15 H 0 0 N N N 5.021 -12.328 11.416 2.028  2.679  -1.957 H152 AZQ 36 
AZQ H153 3H15 H 0 0 N N N 6.646 -11.938 10.994 0.679  3.814  -1.712 H153 AZQ 37 
AZQ H161 1H16 H 0 0 N N N 3.658 -5.228  6.334  -5.472 -1.952 -0.836 H161 AZQ 38 
AZQ H162 2H16 H 0 0 N N N 4.055 -4.853  8.040  -4.680 -2.784 0.523  H162 AZQ 39 
AZQ H163 3H16 H 0 0 N N N 2.394 -5.139  7.600  -5.885 -1.512 0.838  H163 AZQ 40 
# 
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 
AZQ C1  C2   SING N N 1  
AZQ C1  N3   SING N N 2  
AZQ C1  O1   DOUB N N 3  
AZQ C2  C3   SING N N 4  
AZQ C2  C11  SING N N 5  
AZQ C2  H2   SING N N 6  
AZQ C3  N1   SING N N 7  
AZQ C3  O2   DOUB N N 8  
AZQ N1  C4   SING N N 9  
AZQ N1  N3   SING N N 10 
AZQ C4  N2   DOUB N N 11 
AZQ C4  N4   SING N N 12 
AZQ N2  C5   SING N N 13 
AZQ C5  C6   DOUB Y N 14 
AZQ C5  C10  SING Y N 15 
AZQ C6  C7   SING Y N 16 
AZQ C6  H6   SING N N 17 
AZQ C7  C8   DOUB Y N 18 
AZQ C7  H7   SING N N 19 
AZQ C8  C9   SING Y N 20 
AZQ C8  C16  SING N N 21 
AZQ C9  C10  DOUB Y N 22 
AZQ C9  H9   SING N N 23 
AZQ C10 N3   SING N N 24 
AZQ C11 C12  SING N N 25 
AZQ C11 H111 SING N N 26 
AZQ C11 H112 SING N N 27 
AZQ C12 C13  DOUB N N 28 
AZQ C12 H12  SING N N 29 
AZQ C13 H131 SING N N 30 
AZQ C13 H132 SING N N 31 
AZQ N4  C14  SING N N 32 
AZQ N4  C15  SING N N 33 
AZQ C14 H141 SING N N 34 
AZQ C14 H142 SING N N 35 
AZQ C14 H143 SING N N 36 
AZQ C15 H151 SING N N 37 
AZQ C15 H152 SING N N 38 
AZQ C15 H153 SING N N 39 
AZQ C16 H161 SING N N 40 
AZQ C16 H162 SING N N 41 
AZQ C16 H163 SING N N 42 
# 
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 
AZQ SMILES           ACDLabs              10.04 O=C3N1N(c2c(N=C1N(C)C)ccc(c2)C)C(=O)C3C\C=C                                                                             
AZQ InChI            InChI                1.02b InChI=1/C16H18N4O2/c1-5-6-11-14(21)19-13-9-10(2)7-8-12(13)17-16(18(3)4)20(19)15(11)22/h5,7-9,11H,1,6H2,2-4H3/t11-/m0/s1 
AZQ InChIKey         InChI                1.02b WOIIIUDZSOLAIW-NSHDSACABU                                                                                               
AZQ SMILES_CANONICAL CACTVS               3.341 CN(C)C1=Nc2ccc(C)cc2N3N1C(=O)[C@@H](CC=C)C3=O                                                                           
AZQ SMILES           CACTVS               3.341 CN(C)C1=Nc2ccc(C)cc2N3N1C(=O)[CH](CC=C)C3=O                                                                             
AZQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc2c(c1)N3C(=O)C(C(=O)N3C(=N2)N(C)C)CC=C                                                                            
AZQ SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc2c(c1)N3C(=O)C(C(=O)N3C(=N2)N(C)C)CC=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 
AZQ "SYSTEMATIC NAME" ACDLabs              10.04 (2S)-5-(dimethylamino)-9-methyl-2-prop-2-en-1-yl-1H-pyrazolo[1,2-a][1,2,4]benzotriazine-1,3(2H)-dione 
AZQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 5-dimethylamino-9-methyl-2-prop-2-enyl-pyrazolo[1,2-a][1,2,4]benzotriazine-1,3-dione                  
# 
