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 2011-06-04 _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 Y 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 Y 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 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" 33A InChI InChI 1.03 "InChI=1S/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)" 33A InChIKey InChI 1.03 PDJZASCRQRBYQS-UHFFFAOYSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 33A "Create component" 2007-01-15 RCSB 33A "Modify aromatic_flag" 2011-06-04 RCSB 33A "Modify descriptor" 2011-06-04 RCSB #