data_82A # _chem_comp.id 82A _chem_comp.name "(S)-N-(1-(3-CHLORO-4-FLUOROPHENYL)-2-HYDROXYETHYL)-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 "C22 H17 Cl2 F N4 O2" _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 459.300 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 82A _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 2OJJ _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 82A C11 C11 C 0 1 Y N N -15.365 10.791 38.908 5.545 -1.679 2.668 C11 82A 1 82A C14 C14 C 0 1 Y N N -17.004 11.920 40.507 5.405 -2.268 0.208 C14 82A 2 82A N16 N16 N 0 1 Y N N -19.121 11.537 41.046 4.850 -2.597 -1.789 N16 82A 3 82A C18 C18 C 0 1 Y N N -18.821 12.725 41.593 4.223 -3.589 -1.094 C18 82A 4 82A C19 C19 C 0 1 Y N N -17.519 13.033 41.301 4.569 -3.398 0.219 C19 82A 5 82A C20 C20 C 0 1 Y N N -16.832 14.301 41.759 4.108 -4.240 1.287 C20 82A 6 82A C21 C21 C 0 1 Y N N -16.876 14.668 43.141 4.846 -5.365 1.655 C21 82A 7 82A C22 C22 C 0 1 Y N N -16.243 15.846 43.584 4.398 -6.185 2.691 C22 82A 8 82A C23 C23 C 0 1 Y N N -15.562 16.671 42.665 3.212 -5.879 3.359 C23 82A 9 82A C24 C24 C 0 1 Y N N -15.510 16.322 41.298 2.474 -4.755 2.991 C24 82A 10 82A C26 C26 C 0 1 Y N N -16.142 15.149 40.842 2.922 -3.935 1.955 C26 82A 11 82A C27 C27 C 0 1 Y N N -10.142 14.950 39.073 11.931 0.262 3.056 C27 82A 12 82A C29 C29 C 0 1 Y N N -11.019 17.141 38.398 13.393 -0.602 4.748 C29 82A 13 82A C30 C30 C 0 1 Y N N -10.062 17.212 37.365 13.929 -1.495 3.820 C30 82A 14 82A O1 O1 O 0 1 N N N -10.757 14.048 42.349 10.217 3.047 1.192 O1 82A 15 82A C2 C2 C 0 1 N N N -9.688 14.093 41.399 11.279 2.152 1.505 C2 82A 16 82A C3 C3 C 0 1 N N R -10.201 13.733 39.991 10.839 1.223 2.639 C3 82A 17 82A N5 N5 N 0 1 N N N -11.605 13.271 40.036 9.637 0.507 2.276 N5 82A 18 82A C6 C6 C 0 1 N N N -12.037 12.194 39.323 8.624 0.134 3.184 C6 82A 19 82A O7 O7 O 0 1 N N N -11.267 11.563 38.615 8.722 0.419 4.404 O7 82A 20 82A C8 C8 C 0 1 Y N N -13.456 11.812 39.373 7.504 -0.593 2.675 C8 82A 21 82A C9 C9 C 0 1 Y N N -14.412 12.346 40.191 7.262 -0.996 1.380 C9 82A 22 82A C10 C10 C 0 1 Y N N -15.637 11.698 39.896 6.025 -1.682 1.379 C10 82A 23 82A N12 N12 N 0 1 Y N N -14.058 10.857 38.593 6.453 -1.013 3.449 N12 82A 24 82A N15 N15 N 0 1 Y N N -17.995 11.055 40.382 5.581 -1.773 -1.020 N15 82A 25 82A CL25 CL25 CL 0 0 N N N -14.663 17.336 40.177 1.011 -4.379 3.815 CL25 82A 26 82A C28 C28 C 0 1 Y N N -11.062 16.018 39.247 12.386 0.283 4.363 C28 82A 27 82A F31 F31 F 0 1 N N N -10.038 18.298 36.559 14.896 -2.340 4.205 F31 82A 28 82A C32 C32 C 0 1 Y N N -9.135 16.146 37.182 13.458 -1.503 2.507 C32 82A 29 82A CL33 CL33 CL 0 0 N N N -7.944 16.214 35.909 14.115 -2.602 1.357 CL33 82A 30 82A C34 C34 C 0 1 Y N N -9.181 15.017 38.039 12.451 -0.617 2.122 C34 82A 31 82A H11 H11 H 0 1 N N N -16.085 10.127 38.453 4.644 -2.087 3.104 H11 82A 32 82A HN16 HN16 H 0 0 N N N -20.006 11.075 41.105 4.824 -2.425 -2.787 HN16 82A 33 82A H18 H18 H 0 1 N N N -19.497 13.339 42.170 3.602 -4.320 -1.593 H18 82A 34 82A H21 H21 H 0 1 N N N -17.397 14.039 43.848 5.772 -5.617 1.144 H21 82A 35 82A H22 H22 H 0 1 N N N -16.279 16.118 44.629 4.972 -7.061 2.978 H22 82A 36 82A H23 H23 H 0 1 N N N -15.078 17.573 43.008 2.874 -6.526 4.165 H23 82A 37 82A H26 H26 H 0 1 N N N -16.104 14.890 39.794 2.345 -3.058 1.668 H26 82A 38 82A H29 H29 H 0 1 N N N -11.721 17.950 38.539 13.760 -0.596 5.770 H29 82A 39 82A HO1 HO1 H 0 1 N N N -10.399 14.038 43.229 10.283 3.235 0.243 HO1 82A 40 82A H21A 1H2 H 0 0 N N N -8.912 13.372 41.695 12.143 2.754 1.805 H21A 82A 41 82A H22A 2H2 H 0 0 N N N -9.274 15.112 41.377 11.538 1.596 0.597 H22A 82A 42 82A H3 H3 H 0 1 N N N -9.555 12.929 39.608 10.549 1.841 3.499 H3 82A 43 82A HN5 HN5 H 0 1 N N N -12.259 13.766 40.609 9.554 0.205 1.310 HN5 82A 44 82A H9 H9 H 0 1 N N N -14.261 13.121 40.928 7.910 -0.813 0.534 H9 82A 45 82A HN12 HN12 H 0 0 N N N -13.599 10.299 37.901 6.360 -0.858 4.443 HN12 82A 46 82A H28 H28 H 0 1 N N N -11.799 15.969 40.035 11.975 0.976 5.093 H28 82A 47 82A H34 H34 H 0 1 N N N -8.480 14.207 37.901 12.080 -0.619 1.100 H34 82A 48 # 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 82A C11 N12 SING Y N 1 82A C11 C10 DOUB Y N 2 82A C11 H11 SING N N 3 82A C14 C10 SING Y N 4 82A C14 N15 DOUB Y N 5 82A C14 C19 SING Y N 6 82A N16 N15 SING Y N 7 82A N16 C18 SING Y N 8 82A N16 HN16 SING N N 9 82A C18 C19 DOUB Y N 10 82A C18 H18 SING N N 11 82A C19 C20 SING Y N 12 82A C20 C26 SING Y N 13 82A C20 C21 DOUB Y N 14 82A C21 C22 SING Y N 15 82A C21 H21 SING N N 16 82A C22 C23 DOUB Y N 17 82A C22 H22 SING N N 18 82A C23 C24 SING Y N 19 82A C23 H23 SING N N 20 82A C24 CL25 SING N N 21 82A C24 C26 DOUB Y N 22 82A C26 H26 SING N N 23 82A C27 C34 DOUB Y N 24 82A C27 C28 SING Y N 25 82A C27 C3 SING N N 26 82A C29 C30 SING Y N 27 82A C29 C28 DOUB Y N 28 82A C29 H29 SING N N 29 82A C30 F31 SING N N 30 82A C30 C32 DOUB Y N 31 82A O1 C2 SING N N 32 82A O1 HO1 SING N N 33 82A C2 C3 SING N N 34 82A C2 H21A SING N N 35 82A C2 H22A SING N N 36 82A C3 N5 SING N N 37 82A C3 H3 SING N N 38 82A N5 C6 SING N N 39 82A N5 HN5 SING N N 40 82A C6 O7 DOUB N N 41 82A C6 C8 SING N N 42 82A C8 N12 SING Y N 43 82A C8 C9 DOUB Y N 44 82A C9 C10 SING Y N 45 82A C9 H9 SING N N 46 82A N12 HN12 SING N N 47 82A C28 H28 SING N N 48 82A C32 CL33 SING N N 49 82A C32 C34 SING Y N 50 82A C34 H34 SING N N 51 # 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 82A SMILES ACDLabs 10.04 "Fc1ccc(cc1Cl)C(NC(=O)c4cc(c3nncc3c2cc(Cl)ccc2)cn4)CO" 82A SMILES_CANONICAL CACTVS 3.341 "OC[C@@H](NC(=O)c1[nH]cc(c1)c2n[nH]cc2c3cccc(Cl)c3)c4ccc(F)c(Cl)c4" 82A SMILES CACTVS 3.341 "OC[CH](NC(=O)c1[nH]cc(c1)c2n[nH]cc2c3cccc(Cl)c3)c4ccc(F)c(Cl)c4" 82A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)Cl)c2c[nH]nc2c3cc([nH]c3)C(=O)N[C@H](CO)c4ccc(c(c4)Cl)F" 82A SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)Cl)c2c[nH]nc2c3cc([nH]c3)C(=O)NC(CO)c4ccc(c(c4)Cl)F" 82A InChI InChI 1.03 "InChI=1S/C22H17Cl2FN4O2/c23-15-3-1-2-12(6-15)16-10-27-29-21(16)14-8-19(26-9-14)22(31)28-20(11-30)13-4-5-18(25)17(24)7-13/h1-10,20,26,30H,11H2,(H,27,29)(H,28,31)/t20-/m1/s1" 82A InChIKey InChI 1.03 YMUYGRBBEDYUOP-HXUWFJFHSA-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 82A "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(1S)-1-(3-chloro-4-fluorophenyl)-2-hydroxyethyl]-4-[4-(3-chlorophenyl)-1H-pyrazol-3-yl]-1H-pyrrole-2-carboxamide" 82A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(1S)-1-(3-chloro-4-fluoro-phenyl)-2-hydroxy-ethyl]-4-[4-(3-chlorophenyl)-1H-pyrazol-3-yl]-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 82A "Create component" 2007-01-15 RCSB 82A "Modify aromatic_flag" 2011-06-04 RCSB 82A "Modify descriptor" 2011-06-04 RCSB #