data_33A
# 
_chem_comp.id                                    33A 
_chem_comp.name                                  N-BENZYL-4-[4-(3-CHLOROPHENYL)-1H-PYRAZOL-3-YL]-1H-PYRROLE-2-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H17 Cl N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-01-15 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        376.839 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     33A 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2OJI 
_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 
33A C2   C2   C  0 1 Y N N -15.019 16.528 41.721 9.517  -1.941 -2.139 C2   33A 1  
33A C3   C3   C  0 1 Y N N -15.133 16.942 43.066 10.229 -3.076 -1.754 C3   33A 2  
33A C4   C4   C  0 1 Y N N -15.881 16.168 43.979 9.579  -4.115 -1.087 C4   33A 3  
33A C5   C5   C  0 1 Y N N -16.506 14.991 43.545 8.216  -4.017 -0.805 C5   33A 4  
33A C6   C6   C  0 1 Y N N -16.399 14.567 42.192 7.504  -2.882 -1.191 C6   33A 5  
33A C7   C7   C  0 1 Y N N -15.646 15.351 41.278 8.154  -1.843 -1.858 C7   33A 6  
33A C8   C8   C  0 1 Y N N -17.104 13.300 41.797 6.101  -2.782 -0.900 C8   33A 7  
33A CL1  CL1  CL 0 0 N N N -14.095 17.480 40.619 10.320 -0.660 -2.962 CL1  33A 8  
33A C9   C9   C  0 1 Y N N -18.378 13.010 42.199 5.122  -3.223 -1.752 C9   33A 9  
33A N10  N10  N  0 1 Y N N -18.723 11.816 41.700 3.939  -2.957 -1.127 N10  33A 10 
33A N12  N12  N  0 1 Y N N -17.656 11.313 40.953 4.080  -2.373 0.075  N12  33A 11 
33A C13  C13  C  0 1 Y N N -16.653 12.180 40.980 5.405  -2.268 0.208  C13  33A 12 
33A C14  C14  C  0 1 Y N N -15.324 11.953 40.268 6.025  -1.682 1.379  C14  33A 13 
33A C15  C15  C  0 1 Y N N -15.146 11.217 39.116 5.545  -1.679 2.668  C15  33A 14 
33A N16  N16  N  0 1 Y N N -13.834 11.227 38.786 6.453  -1.013 3.449  N16  33A 15 
33A C18  C18  C  0 1 Y N N -13.140 11.977 39.723 7.504  -0.593 2.675  C18  33A 16 
33A C19  C19  C  0 1 Y N N -14.046 12.425 40.638 7.262  -0.996 1.380  C19  33A 17 
33A C20  C20  C  0 1 N N N -11.687 12.244 39.741 8.624  0.134  3.184  C20  33A 18 
33A O21  O21  O  0 1 N N N -10.967 11.628 38.974 8.722  0.419  4.404  O21  33A 19 
33A N22  N22  N  0 1 N N N -11.161 13.189 40.601 9.637  0.507  2.276  N22  33A 20 
33A C23  C23  C  0 1 N N N -9.702  13.503 40.646 10.839 1.223  2.639  C23  33A 21 
33A C24  C24  C  0 1 Y N N -9.367  14.684 39.739 11.724 1.474  1.453  C24  33A 22 
33A C25  C25  C  0 1 Y N N -8.052  14.851 39.236 12.694 0.540  1.109  C25  33A 23 
33A C26  C26  C  0 1 Y N N -7.749  15.947 38.390 13.517 0.773  0.007  C26  33A 24 
33A C27  C27  C  0 1 Y N N -8.753  16.881 38.040 13.363 1.939  -0.744 C27  33A 25 
33A C28  C28  C  0 1 Y N N -10.060 16.730 38.532 12.387 2.872  -0.392 C28  33A 26 
33A C29  C29  C  0 1 Y N N -10.369 15.631 39.384 11.565 2.638  0.711  C29  33A 27 
33A H3   H3   H  0 1 N N N -14.649 17.849 43.396 11.291 -3.165 -1.967 H3   33A 28 
33A H4   H4   H  0 1 N N N -15.971 16.482 45.008 10.134 -4.998 -0.786 H4   33A 29 
33A H5   H5   H  0 1 N N N -17.075 14.399 44.246 7.723  -4.835 -0.284 H5   33A 30 
33A H7   H7   H  0 1 N N N -15.556 15.044 40.247 7.599  -0.957 -2.159 H7   33A 31 
33A H9   H9   H  0 1 N N N -19.002 13.639 42.816 5.150  -3.693 -2.726 H9   33A 32 
33A HN10 HN10 H  0 0 N N N -19.602 11.359 41.840 3.003  -3.146 -1.462 HN10 33A 33 
33A H15  H15  H  0 1 N N N -15.927 10.714 38.566 4.644  -2.087 3.104  H15  33A 34 
33A HN16 HN16 H  0 0 N N N -13.430 10.768 37.995 6.360  -0.858 4.443  HN16 33A 35 
33A H19  H19  H  0 1 N N N -13.824 13.037 41.500 7.910  -0.813 0.534  H19  33A 36 
33A HN22 HN22 H  0 0 N N N -11.779 13.680 41.215 9.554  0.205  1.310  HN22 33A 37 
33A H231 1H23 H  0 0 N N N -9.136  12.622 40.309 11.367 0.633  3.397  H231 33A 38 
33A H232 2H23 H  0 0 N N N -9.432  13.767 41.679 10.538 2.164  3.111  H232 33A 39 
33A H25  H25  H  0 1 N N N -7.280  14.142 39.498 12.821 -0.371 1.687  H25  33A 40 
33A H26  H26  H  0 1 N N N -6.746  16.070 38.010 14.276 0.047  -0.268 H26  33A 41 
33A H27  H27  H  0 1 N N N -8.514  17.712 37.393 14.003 2.121  -1.602 H27  33A 42 
33A H28  H28  H  0 1 N N N -10.826 17.443 38.266 12.268 3.779  -0.976 H28  33A 43 
33A H29  H29  H  0 1 N N N -11.373 15.515 39.764 10.807 3.370  0.977  H29  33A 44 
# 
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 
33A C2  CL1  SING N N 1  
33A C2  C7   DOUB Y N 2  
33A C2  C3   SING Y N 3  
33A C3  C4   DOUB Y N 4  
33A C3  H3   SING N N 5  
33A C4  C5   SING Y N 6  
33A C4  H4   SING N N 7  
33A C5  C6   DOUB Y N 8  
33A C5  H5   SING N N 9  
33A C6  C7   SING Y N 10 
33A C6  C8   SING N N 11 
33A C7  H7   SING N N 12 
33A C8  C13  SING Y N 13 
33A C8  C9   DOUB Y N 14 
33A C9  N10  SING Y N 15 
33A C9  H9   SING N N 16 
33A N10 N12  SING Y N 17 
33A N10 HN10 SING N N 18 
33A N12 C13  DOUB Y N 19 
33A C13 C14  SING N N 20 
33A C14 C15  DOUB Y N 21 
33A C14 C19  SING Y N 22 
33A C15 N16  SING Y N 23 
33A C15 H15  SING N N 24 
33A N16 C18  SING Y N 25 
33A N16 HN16 SING N N 26 
33A C18 C20  SING N N 27 
33A C18 C19  DOUB Y N 28 
33A C19 H19  SING N N 29 
33A C20 O21  DOUB N N 30 
33A C20 N22  SING N N 31 
33A N22 C23  SING N N 32 
33A N22 HN22 SING N N 33 
33A C23 C24  SING N N 34 
33A C23 H231 SING N N 35 
33A C23 H232 SING N N 36 
33A C24 C25  DOUB Y N 37 
33A C24 C29  SING Y N 38 
33A C25 C26  SING Y N 39 
33A C25 H25  SING N N 40 
33A C26 C27  DOUB Y N 41 
33A C26 H26  SING N N 42 
33A C27 C28  SING Y N 43 
33A C27 H27  SING N N 44 
33A C28 C29  DOUB Y N 45 
33A C28 H28  SING N N 46 
33A C29 H29  SING N N 47 
# 
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 
33A SMILES           ACDLabs              10.04 O=C(NCc1ccccc1)c4cc(c3nncc3c2cc(Cl)ccc2)cn4                                                                                                                
33A InChI            InChI                1.02b InChI=1/C21H17ClN4O/c22-17-8-4-7-15(9-17)18-13-25-26-20(18)16-10-19(23-12-16)21(27)24-11-14-5-2-1-3-6-14/h1-10,12-13,23H,11H2,(H,24,27)(H,25,26)/f/h24-25H 
33A InChIKey         InChI                1.02b PDJZASCRQRBYQS-XBXBPLPCCD                                                                                                                                  
33A SMILES_CANONICAL CACTVS               3.341 Clc1cccc(c1)c2c[nH]nc2c3c[nH]c(c3)C(=O)NCc4ccccc4                                                                                                          
33A SMILES           CACTVS               3.341 Clc1cccc(c1)c2c[nH]nc2c3c[nH]c(c3)C(=O)NCc4ccccc4                                                                                                          
33A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CNC(=O)c2cc(c[nH]2)c3c(c[nH]n3)c4cccc(c4)Cl                                                                                                      
33A SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CNC(=O)c2cc(c[nH]2)c3c(c[nH]n3)c4cccc(c4)Cl                                                                                                      
# 
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 
33A "SYSTEMATIC NAME" ACDLabs              10.04 N-benzyl-4-[4-(3-chlorophenyl)-1H-pyrazol-3-yl]-1H-pyrrole-2-carboxamide         
33A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[4-(3-chlorophenyl)-1H-pyrazol-3-yl]-N-(phenylmethyl)-1H-pyrrole-2-carboxamide 
# 
