data_O27 # _chem_comp.id O27 _chem_comp.name "N-[(3R)-pyrrolidin-3-yl]-2-({[3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl]acetyl}amino)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H28 F3 N5 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-07-30 _chem_comp.pdbx_modified_date 2012-08-01 _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 495.561 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O27 _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 3O6G _chem_comp.pdbx_subcomponent_list "04R QAB 04S" _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 O27 F1 F1 F 0 1 N N N 2.994 -1.943 20.054 5.317 -1.120 2.907 F1 04R 1 O27 C2 C2 C 0 1 N N N 3.528 -2.678 19.049 5.759 -0.487 1.741 C2 04R 2 O27 F3 F3 F 0 1 N N N 4.761 -2.168 18.856 6.066 0.849 2.022 F3 04R 3 O27 F4 F4 F 0 1 N N N 3.728 -3.923 19.555 6.902 -1.137 1.262 F4 04R 4 O27 C5 C5 C 0 1 Y N N 2.704 -2.613 17.787 4.674 -0.544 0.696 C5 04R 5 O27 N6 N6 N 0 1 Y N N 2.391 -1.431 17.224 3.463 -1.014 0.870 N6 04R 6 O27 N7 N7 N 0 1 Y N N 1.673 -1.754 16.127 2.765 -0.887 -0.341 N 04R 7 O27 C8 C8 C 0 1 Y N N 1.495 -3.086 15.971 3.594 -0.329 -1.237 C8 04R 8 O27 C9 C9 C 0 1 Y N N 2.153 -3.681 17.022 4.782 -0.102 -0.620 C9 04R 9 O27 C10 C10 C 0 1 N N N 2.192 -5.152 17.186 5.982 0.515 -1.295 C10 04R 10 O27 C11 C11 C 0 1 N N N 1.207 -5.913 16.269 5.774 0.440 -2.813 C11 04R 11 O27 C12 C12 C 0 1 N N N 1.060 -5.295 14.864 4.389 0.987 -3.167 C12 04R 12 O27 C13 C13 C 0 1 N N N 0.766 -3.786 14.887 3.310 0.014 -2.678 C13 04R 13 O27 C14 C14 C 0 1 N N N 1.207 -0.618 15.356 1.378 -1.293 -0.583 CA 04R 14 O27 C15 C15 C 0 1 N N N -0.193 -0.256 15.789 0.457 -0.141 -0.275 C 04R 15 O27 O16 O16 O 0 1 N N N -0.955 -1.123 16.170 0.913 0.915 0.109 O 04R 16 O27 C22 C22 C 0 1 Y N N -1.348 3.293 16.452 -3.084 0.736 -0.263 C1 QAB 17 O27 O28 O28 O 0 1 N N N 0.406 3.593 14.884 -4.049 -0.619 -1.891 O1 QAB 18 O27 S19 S19 S 0 1 Y N N -2.390 1.194 17.530 -1.210 2.309 0.391 S1 QAB 19 O27 C27 C27 C 0 1 N N N -0.461 4.087 15.586 -3.818 -0.453 -0.707 C2 QAB 20 O27 N17 N17 N 0 1 N N N -0.456 1.099 15.679 -0.875 -0.284 -0.427 N3 QAB 21 O27 C21 C21 C 0 1 Y N N -2.356 3.757 17.402 -3.730 1.984 0.098 C5 QAB 22 O27 C20 C20 C 0 1 Y N N -2.976 2.689 18.025 -2.853 2.923 0.471 C6 QAB 23 O27 C18 C18 C 0 1 Y N N -1.291 1.899 16.446 -1.723 0.776 -0.143 C7 QAB 24 O27 C23 C23 C 0 1 N N N -2.781 5.161 17.772 -5.234 2.207 0.060 C10 QAB 25 O27 C24 C24 C 0 1 N N N -3.705 5.262 19.006 -5.569 3.447 0.891 C11 QAB 26 O27 C25 C25 C 0 1 N N N -4.744 4.134 19.015 -4.670 4.607 0.451 C12 QAB 27 O27 C26 C26 C 0 1 N N N -4.060 2.766 19.053 -3.235 4.327 0.900 C13 QAB 28 O27 N29 N29 N 0 1 N N N -0.645 5.432 15.644 -4.238 -1.362 0.195 N29 04S 29 O27 C30 C30 C 0 1 N N R -1.304 6.241 14.635 -4.972 -2.550 -0.249 C30 04S 30 O27 C31 C31 C 0 1 N N N -1.035 7.718 14.905 -3.990 -3.670 -0.638 C31 04S 31 O27 N32 N32 N 0 1 N N N -1.384 8.377 13.641 -4.240 -4.804 0.278 N32 04S 32 O27 C33 C33 C 0 1 N N N -1.089 7.405 12.573 -5.650 -4.660 0.725 C33 04S 33 O27 C34 C34 C 0 1 N N N -0.666 6.105 13.261 -5.807 -3.131 0.915 C34 04S 34 O27 H10 H10 H 0 1 N N N 3.212 -5.498 16.961 6.081 1.556 -0.989 H10 04R 35 O27 H10A H10A H 0 0 N N N 1.946 -5.390 18.231 6.881 -0.036 -1.020 H10A 04R 36 O27 H11 H11 H 0 1 N N N 1.566 -6.947 16.157 6.538 1.034 -3.314 H11 04R 37 O27 H11A H11A H 0 0 N N N 0.218 -5.918 16.751 5.849 -0.598 -3.139 H11A 04R 38 O27 H12 H12 H 0 1 N N N 1.997 -5.459 14.311 4.246 1.954 -2.685 H12 04R 39 O27 H12A H12A H 0 0 N N N 0.234 -5.803 14.345 4.310 1.105 -4.248 H12A 04R 40 O27 H13 H13 H 0 1 N N N -0.314 -3.639 15.035 3.337 -0.895 -3.279 H13 04R 41 O27 H13A H13A H 0 0 N N N 1.067 -3.353 13.922 2.329 0.482 -2.762 H13A 04R 42 O27 H14 H14 H 0 1 N N N 1.876 0.239 15.525 1.262 -1.582 -1.628 H14 04R 43 O27 H14A H14A H 0 0 N N N 1.205 -0.877 14.287 1.129 -2.139 0.058 H14A 04R 44 O27 HN17 HN17 H 0 0 N N N 0.026 1.569 14.940 -1.240 -1.128 -0.734 HN3 QAB 45 O27 H23 H23 H 0 1 N N N -1.874 5.749 17.976 -5.554 2.361 -0.971 H10 QAB 46 O27 H23A H23A H 0 0 N N N -3.313 5.594 16.912 -5.743 1.339 0.477 H10A QAB 47 O27 H24 H24 H 0 1 N N N -3.094 5.194 19.918 -6.614 3.718 0.737 H11 QAB 48 O27 H24A H24A H 0 0 N N N -4.227 6.230 18.985 -5.399 3.235 1.946 H11A QAB 49 O27 H25 H25 H 0 1 N N N -5.385 4.241 19.902 -4.699 4.698 -0.635 H12 QAB 50 O27 H25A H25A H 0 0 N N N -5.360 4.204 18.107 -5.021 5.533 0.905 H12A QAB 51 O27 H26 H26 H 0 1 N N N -4.806 1.983 18.851 -3.171 4.408 1.985 H13 QAB 52 O27 H26A H26A H 0 0 N N N -3.624 2.608 20.050 -2.560 5.047 0.437 H13A QAB 53 O27 HN29 HN29 H 0 0 N N N -0.296 5.906 16.452 -4.054 -1.230 1.138 HN29 04S 54 O27 H30 H30 H 0 1 N N N -2.385 6.041 14.588 -5.617 -2.302 -1.092 H30 04S 55 O27 H31 H31 H 0 1 N N N -1.667 8.087 15.726 -4.168 -3.979 -1.668 H31 04S 56 O27 H31A H31A H 0 0 N N N 0.024 7.884 15.154 -2.964 -3.320 -0.528 H31A 04S 57 O27 HN32 HN32 H 0 0 N N N -2.355 8.617 13.632 -4.098 -5.686 -0.190 HN32 04S 58 O27 H33 H33 H 0 1 N N N -1.985 7.234 11.959 -6.335 -5.025 -0.040 H33 04S 59 O27 H33A H33A H 0 0 N N N -0.274 7.779 11.936 -5.810 -5.183 1.668 H33A 04S 60 O27 H34 H34 H 0 1 N N N 0.429 6.032 13.336 -5.399 -2.818 1.876 H34 04S 61 O27 H34A H34A H 0 0 N N N -1.056 5.226 12.726 -6.852 -2.836 0.825 H34A 04S 62 # 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 O27 C2 F1 SING N N 1 O27 C5 C2 SING N N 2 O27 F3 C2 SING N N 3 O27 C2 F4 SING N N 4 O27 C9 C5 SING Y N 5 O27 N6 C5 DOUB Y N 6 O27 N7 N6 SING Y N 7 O27 C14 N7 SING N N 8 O27 C8 N7 SING Y N 9 O27 C13 C8 SING N N 10 O27 C8 C9 DOUB Y N 11 O27 C9 C10 SING N N 12 O27 C11 C10 SING N N 13 O27 C10 H10 SING N N 14 O27 C10 H10A SING N N 15 O27 C12 C11 SING N N 16 O27 C11 H11 SING N N 17 O27 C11 H11A SING N N 18 O27 C12 C13 SING N N 19 O27 C12 H12 SING N N 20 O27 C12 H12A SING N N 21 O27 C13 H13 SING N N 22 O27 C13 H13A SING N N 23 O27 C14 C15 SING N N 24 O27 C14 H14 SING N N 25 O27 C14 H14A SING N N 26 O27 N17 C15 SING N N 27 O27 C15 O16 DOUB N N 28 O27 N17 C18 SING N N 29 O27 N17 HN17 SING N N 30 O27 C18 C22 DOUB Y N 31 O27 C18 S19 SING Y N 32 O27 S19 C20 SING Y N 33 O27 C21 C20 DOUB Y N 34 O27 C20 C26 SING N N 35 O27 C22 C21 SING Y N 36 O27 C21 C23 SING N N 37 O27 C27 C22 SING N N 38 O27 C23 C24 SING N N 39 O27 C23 H23 SING N N 40 O27 C23 H23A SING N N 41 O27 C24 C25 SING N N 42 O27 C24 H24 SING N N 43 O27 C24 H24A SING N N 44 O27 C25 C26 SING N N 45 O27 C25 H25 SING N N 46 O27 C25 H25A SING N N 47 O27 C26 H26 SING N N 48 O27 C26 H26A SING N N 49 O27 O28 C27 DOUB N N 50 O27 C27 N29 SING N N 51 O27 C30 N29 SING N N 52 O27 N29 HN29 SING N N 53 O27 C34 C30 SING N N 54 O27 C30 C31 SING N N 55 O27 C30 H30 SING N N 56 O27 N32 C31 SING N N 57 O27 C31 H31 SING N N 58 O27 C31 H31A SING N N 59 O27 C33 N32 SING N N 60 O27 N32 HN32 SING N N 61 O27 C33 C34 SING N N 62 O27 C33 H33 SING N N 63 O27 C33 H33A SING N N 64 O27 C34 H34 SING N N 65 O27 C34 H34A SING N N 66 # 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 O27 SMILES ACDLabs 12.01 "FC(F)(F)c1nn(c2c1CCCC2)CC(=O)Nc3sc5c(c3C(=O)NC4CCNC4)CCCC5" O27 InChI InChI 1.03 "InChI=1S/C23H28F3N5O2S/c24-23(25,26)20-14-5-1-3-7-16(14)31(30-20)12-18(32)29-22-19(15-6-2-4-8-17(15)34-22)21(33)28-13-9-10-27-11-13/h13,27H,1-12H2,(H,28,33)(H,29,32)/t13-/m1/s1" O27 InChIKey InChI 1.03 CFYCEUGQUDABFL-CYBMUJFWSA-N O27 SMILES_CANONICAL CACTVS 3.370 "FC(F)(F)c1nn(CC(=O)Nc2sc3CCCCc3c2C(=O)N[C@@H]4CCNC4)c5CCCCc15" O27 SMILES CACTVS 3.370 "FC(F)(F)c1nn(CC(=O)Nc2sc3CCCCc3c2C(=O)N[CH]4CCNC4)c5CCCCc15" O27 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C1CCc2c(c(nn2CC(=O)Nc3c(c4c(s3)CCCC4)C(=O)N[C@@H]5CCNC5)C(F)(F)F)C1" O27 SMILES "OpenEye OEToolkits" 1.7.6 "C1CCc2c(c(nn2CC(=O)Nc3c(c4c(s3)CCCC4)C(=O)NC5CCNC5)C(F)(F)F)C1" # 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 O27 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(3R)-pyrrolidin-3-yl]-2-({[3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl]acetyl}amino)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide" O27 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(3R)-pyrrolidin-3-yl]-2-[2-[3-(trifluoromethyl)-4,5,6,7-tetrahydroindazol-1-yl]ethanoylamino]-4,5,6,7-tetrahydro-1-benzothiophene-3-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 O27 "Create component" 2010-07-30 RCSB O27 "Modify aromatic_flag" 2011-06-04 RCSB O27 "Modify descriptor" 2011-06-04 RCSB O27 "Modify subcomponent list" 2012-08-01 RCSB #