data_9ZY
# 
_chem_comp.id                                    9ZY 
_chem_comp.name                                  "2-chloro-5-(4-methyl-6-oxo-3-phenylpyrano[2,3-c]pyrazol-1(6H)-yl)benzoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H13 Cl N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-06-30 
_chem_comp.pdbx_modified_date                    2017-07-14 
_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                        380.781 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     9ZY 
_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        5WBV 
_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 
9ZY O3  O1  O  0 1 N N N 6.696  34.614 -4.152 -5.455 1.919  0.681  O3  9ZY 1  
9ZY C4  C1  C  0 1 Y N N 6.475  38.298 1.635  0.840  -1.329 0.008  C4  9ZY 2  
9ZY C5  C2  C  0 1 Y N N 6.765  39.636 1.602  2.163  -0.894 0.037  C5  9ZY 3  
9ZY C6  C3  C  0 1 Y N N 7.186  39.856 0.257  2.129  0.561  -0.141 C6  9ZY 4  
9ZY N1  N1  N  0 1 Y N N 6.676  37.761 0.402  0.061  -0.231 -0.167 N1  9ZY 5  
9ZY C7  C4  C  0 1 Y N N 6.508  36.424 -0.081 -1.339 -0.238 -0.245 C7  9ZY 6  
9ZY C8  C5  C  0 1 Y N N 7.044  36.059 -1.320 -2.066 0.819  0.277  C8  9ZY 7  
9ZY C9  C6  C  0 1 Y N N 6.931  34.744 -1.789 -3.459 0.808  0.197  C9  9ZY 8  
9ZY C10 C7  C  0 1 Y N N 6.291  33.809 -0.978 -4.111 -0.269 -0.410 C10 9ZY 9  
9ZY C11 C8  C  0 1 Y N N 5.766  34.161 0.258  -3.375 -1.318 -0.927 C11 9ZY 10 
9ZY C12 C9  C  0 1 Y N N 5.868  35.463 0.705  -1.995 -1.302 -0.852 C12 9ZY 11 
9ZY C13 C10 C  0 1 N N N 7.406  34.434 -3.173 -4.242 1.931  0.752  C13 9ZY 12 
9ZY C14 C11 C  0 1 Y N N 7.732  41.083 -0.364 3.299  1.470  -0.179 C14 9ZY 13 
9ZY C15 C12 C  0 1 Y N N 7.338  41.469 -1.639 3.383  2.461  -1.156 C15 9ZY 14 
9ZY O2  O2  O  0 1 N N N 8.589  33.921 -3.254 -3.612 2.968  1.336  O2  9ZY 15 
9ZY CL  CL1 CL 0 0 N N N 6.147  32.161 -1.487 -5.844 -0.290 -0.513 CL  9ZY 16 
9ZY O1  O3  O  0 1 N N N 6.057  37.558 2.705  0.559  -2.638 0.149  O1  9ZY 17 
9ZY C3  C13 C  0 1 N N N 5.817  38.268 3.914  1.539  -3.542 0.318  C3  9ZY 18 
9ZY O   O4  O  0 1 N N N 5.437  37.617 4.855  1.255  -4.720 0.443  O   9ZY 19 
9ZY C2  C14 C  0 1 N N N 6.085  39.687 3.918  2.889  -3.146 0.353  C2  9ZY 20 
9ZY N   N2  N  0 1 Y N N 7.126  38.739 -0.465 0.868  0.906  -0.260 N   9ZY 21 
9ZY C1  C15 C  0 1 N N N 6.559  40.357 2.834  3.206  -1.830 0.213  C1  9ZY 22 
9ZY C   C16 C  0 1 N N N 6.830  41.830 2.929  4.644  -1.379 0.246  C   9ZY 23 
9ZY C19 C17 C  0 1 Y N N 8.699  41.840 0.297  4.316  1.342  0.766  C19 9ZY 24 
9ZY C18 C18 C  0 1 Y N N 9.261  42.947 -0.312 5.403  2.192  0.725  C18 9ZY 25 
9ZY C17 C19 C  0 1 Y N N 8.878  43.306 -1.584 5.483  3.170  -0.250 C17 9ZY 26 
9ZY C16 C20 C  0 1 Y N N 7.924  42.566 -2.249 4.474  3.306  -1.186 C16 9ZY 27 
9ZY H1  H1  H  0 1 N N N 7.551  36.799 -1.922 -1.557 1.649  0.745  H1  9ZY 28 
9ZY H2  H2  H  0 1 N N N 5.278  33.417 0.870  -3.879 -2.150 -1.395 H2  9ZY 29 
9ZY H3  H3  H  0 1 N N N 5.453  35.739 1.663  -1.425 -2.123 -1.262 H3  9ZY 30 
9ZY H4  H4  H  0 1 N N N 6.572  40.911 -2.157 2.596  2.568  -1.888 H4  9ZY 31 
9ZY H5  H5  H  0 1 N N N 8.788  33.724 -4.162 -4.166 3.679  1.685  H5  9ZY 32 
9ZY H6  H6  H  0 1 N N N 5.900  40.243 4.825  3.668  -3.881 0.490  H6  9ZY 33 
9ZY H7  H7  H  0 1 N N N 6.609  42.179 3.949  4.902  -1.062 1.257  H7  9ZY 34 
9ZY H8  H8  H  0 1 N N N 7.887  42.024 2.696  5.290  -2.205 -0.052 H8  9ZY 35 
9ZY H9  H9  H  0 1 N N N 6.192  42.367 2.212  4.779  -0.545 -0.442 H9  9ZY 36 
9ZY H10 H10 H  0 1 N N N 9.011  41.559 1.292  4.254  0.579  1.528  H10 9ZY 37 
9ZY H11 H11 H  0 1 N N N 10.003 43.531 0.212  6.191  2.094  1.456  H11 9ZY 38 
9ZY H12 H12 H  0 1 N N N 9.324  44.166 -2.061 6.335  3.834  -0.277 H12 9ZY 39 
9ZY H13 H13 H  0 1 N N N 7.632  42.843 -3.251 4.541  4.073  -1.943 H13 9ZY 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 
9ZY O3  C13 DOUB N N 1  
9ZY O2  C13 SING N N 2  
9ZY C13 C9  SING N N 3  
9ZY C16 C15 DOUB Y N 4  
9ZY C16 C17 SING Y N 5  
9ZY C9  C8  DOUB Y N 6  
9ZY C9  C10 SING Y N 7  
9ZY C15 C14 SING Y N 8  
9ZY C17 C18 DOUB Y N 9  
9ZY CL  C10 SING N N 10 
9ZY C8  C7  SING Y N 11 
9ZY C10 C11 DOUB Y N 12 
9ZY N   C6  DOUB Y N 13 
9ZY N   N1  SING Y N 14 
9ZY C14 C6  SING N N 15 
9ZY C14 C19 DOUB Y N 16 
9ZY C18 C19 SING Y N 17 
9ZY C7  N1  SING N N 18 
9ZY C7  C12 DOUB Y N 19 
9ZY C6  C5  SING Y N 20 
9ZY C11 C12 SING Y N 21 
9ZY N1  C4  SING Y N 22 
9ZY C5  C4  DOUB Y N 23 
9ZY C5  C1  SING N N 24 
9ZY C4  O1  SING N N 25 
9ZY O1  C3  SING N N 26 
9ZY C1  C   SING N N 27 
9ZY C1  C2  DOUB N N 28 
9ZY C3  C2  SING N N 29 
9ZY C3  O   DOUB N N 30 
9ZY C8  H1  SING N N 31 
9ZY C11 H2  SING N N 32 
9ZY C12 H3  SING N N 33 
9ZY C15 H4  SING N N 34 
9ZY O2  H5  SING N N 35 
9ZY C2  H6  SING N N 36 
9ZY C   H7  SING N N 37 
9ZY C   H8  SING N N 38 
9ZY C   H9  SING N N 39 
9ZY C19 H10 SING N N 40 
9ZY C18 H11 SING N N 41 
9ZY C17 H12 SING N N 42 
9ZY C16 H13 SING N N 43 
# 
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 
9ZY SMILES           ACDLabs              12.01 "O=C(c4cc(n3c1OC(C=C(c1c(c2ccccc2)n3)C)=O)ccc4Cl)O"                                                                               
9ZY InChI            InChI                1.03  "InChI=1S/C20H13ClN2O4/c1-11-9-16(24)27-19-17(11)18(12-5-3-2-4-6-12)22-23(19)13-7-8-15(21)14(10-13)20(25)26/h2-10H,1H3,(H,25,26)" 
9ZY InChIKey         InChI                1.03  KSHVOJYZCBOEDY-UHFFFAOYSA-N                                                                                                       
9ZY SMILES_CANONICAL CACTVS               3.385 "CC1=CC(=O)Oc2n(nc(c3ccccc3)c12)c4ccc(Cl)c(c4)C(O)=O"                                                                             
9ZY SMILES           CACTVS               3.385 "CC1=CC(=O)Oc2n(nc(c3ccccc3)c12)c4ccc(Cl)c(c4)C(O)=O"                                                                             
9ZY SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC1=CC(=O)Oc2c1c(nn2c3ccc(c(c3)C(=O)O)Cl)c4ccccc4"                                                                               
9ZY SMILES           "OpenEye OEToolkits" 2.0.6 "CC1=CC(=O)Oc2c1c(nn2c3ccc(c(c3)C(=O)O)Cl)c4ccccc4"                                                                               
# 
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 
9ZY "SYSTEMATIC NAME" ACDLabs              12.01 "2-chloro-5-(4-methyl-6-oxo-3-phenylpyrano[2,3-c]pyrazol-1(6H)-yl)benzoic acid"           
9ZY "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-chloranyl-5-(4-methyl-6-oxidanylidene-3-phenyl-pyrano[2,3-c]pyrazol-1-yl)benzoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
9ZY "Create component" 2017-06-30 RCSB 
9ZY "Initial release"  2017-07-19 RCSB 
# 
