data_X14 # _chem_comp.id X14 _chem_comp.name "(5R)-5-(2-methylbutan-2-yl)-N-(4-sulfamoylbenzyl)-4,5,6,7-tetrahydro-2H-indazole-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H28 N4 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-02-22 _chem_comp.pdbx_modified_date 2012-08-03 _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 404.526 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X14 _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 3QRT _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 X14 N01 N01 N 0 1 Y N N 92.474 46.897 -14.186 -1.214 -2.077 -0.084 N01 X14 1 X14 N02 N02 N 0 1 Y N N 93.202 46.107 -15.009 -2.249 -2.843 -0.121 N02 X14 2 X14 N03 N03 N 0 1 N N N 91.236 47.965 -11.972 0.596 0.277 0.041 N03 X14 3 X14 N04 N04 N 0 1 N N N 87.681 44.661 -6.279 8.163 1.109 0.026 N04 X14 4 X14 C05 C05 C 0 1 Y N N 93.992 45.234 -14.341 -3.344 -2.143 -0.068 C05 X14 5 X14 C06 C06 C 0 1 Y N N 93.779 45.443 -12.984 -2.983 -0.791 0.007 C06 X14 6 X14 C07 C07 C 0 1 Y N N 92.825 46.505 -12.936 -1.611 -0.768 -0.003 C07 X14 7 X14 C08 C08 C 0 1 N N N 94.917 44.240 -14.969 -4.777 -2.616 -0.076 C08 X14 8 X14 C09 C09 C 0 1 N N N 95.870 43.620 -13.903 -5.663 -1.468 0.423 C09 X14 9 X14 C10 C10 C 0 1 N N R 95.144 43.352 -12.534 -5.341 -0.188 -0.351 C10 X14 10 X14 C11 C11 C 0 1 N N N 94.493 44.648 -11.918 -3.967 0.344 0.078 C11 X14 11 X14 C12 C12 C 0 1 N N N 96.135 42.708 -11.501 -6.410 0.867 -0.057 C12 X14 12 X14 C13 C13 C 0 1 N N N 92.311 47.096 -11.813 -0.744 0.419 0.061 C13 X14 13 X14 C14 C14 C 0 1 N N N 90.603 48.711 -10.870 1.459 1.459 0.105 C14 X14 14 X14 C15 C15 C 0 1 Y N N 89.653 47.903 -10.027 2.903 1.029 0.067 C15 X14 15 X14 C16 C16 C 0 1 Y N N 88.998 48.566 -8.970 3.555 0.903 -1.145 C16 X14 16 X14 C17 C17 C 0 1 Y N N 88.110 47.862 -8.139 4.879 0.509 -1.181 C17 X14 17 X14 C18 C18 C 0 1 Y N N 87.884 46.493 -8.376 5.552 0.241 -0.003 C18 X14 18 X14 C19 C19 C 0 1 Y N N 88.531 45.811 -9.431 4.900 0.367 1.209 C19 X14 19 X14 C20 C20 C 0 1 Y N N 89.419 46.517 -10.261 3.577 0.765 1.245 C20 X14 20 X14 C21 C21 C 0 1 N N N 97.249 43.676 -11.084 -6.430 1.169 1.443 C21 X14 21 X14 C22 C22 C 0 1 N N N 96.787 41.482 -12.121 -6.089 2.148 -0.830 C22 X14 22 X14 C23 C23 C 0 1 N N N 95.366 42.297 -10.244 -7.779 0.340 -0.489 C23 X14 23 X14 C24 C24 C 0 1 N N N 94.212 41.333 -10.558 -8.848 1.395 -0.195 C24 X14 24 X14 O25 O25 O 0 1 N N N 92.786 46.900 -10.700 -1.237 1.529 0.132 O25 X14 25 X14 O26 O26 O 0 1 N N N 85.983 46.574 -6.584 7.457 -0.825 -1.335 O26 X14 26 X14 O27 O27 O 0 1 N N N 85.953 44.797 -8.176 7.479 -0.973 1.160 O27 X14 27 X14 S28 S28 S 0 1 N N N 86.784 45.613 -7.347 7.240 -0.263 -0.047 S28 X14 28 X14 HN01 HN01 H 0 0 N N N 91.822 47.611 -14.442 -0.293 -2.381 -0.107 HN01 X14 29 X14 HN03 HN03 H 0 0 N N N 90.869 48.091 -12.894 0.989 -0.608 -0.015 HN03 X14 30 X14 HN04 HN04 H 0 0 N N N 87.060 44.152 -5.684 7.736 1.979 0.081 HN04 X14 31 X14 HN0A HN0A H 0 0 N N N 88.246 44.020 -6.798 9.131 1.044 0.014 HN0A X14 32 X14 H08 H08 H 0 1 N N N 94.322 43.437 -15.429 -5.067 -2.891 -1.090 H08 X14 33 X14 H08A H08A H 0 0 N N N 95.520 44.746 -15.737 -4.884 -3.477 0.583 H08A X14 34 X14 H09 H09 H 0 1 N N N 96.251 42.663 -14.289 -6.711 -1.728 0.273 H09 X14 35 X14 H09A H09A H 0 0 N N N 96.700 44.320 -13.727 -5.480 -1.305 1.485 H09A X14 36 X14 H10 H10 H 0 1 N N N 94.325 42.650 -12.749 -5.330 -0.403 -1.419 H10 X14 37 X14 H11 H11 H 0 1 N N N 95.283 45.271 -11.474 -4.021 0.721 1.099 H11 X14 38 X14 H11A H11A H 0 0 N N N 93.769 44.354 -11.144 -3.655 1.143 -0.594 H11A X14 39 X14 H14 H14 H 0 1 N N N 91.403 49.081 -10.212 1.251 2.107 -0.746 H14 X14 40 X14 H14A H14A H 0 0 N N N 90.035 49.543 -11.311 1.266 2.000 1.031 H14A X14 41 X14 H16 H16 H 0 1 N N N 89.179 49.617 -8.798 3.030 1.113 -2.066 H16 X14 42 X14 H17 H17 H 0 1 N N N 87.606 48.366 -7.327 5.389 0.410 -2.128 H17 X14 43 X14 H19 H19 H 0 1 N N N 88.345 44.760 -9.598 5.425 0.157 2.129 H19 X14 44 X14 H20 H20 H 0 1 N N N 89.922 46.011 -11.072 3.069 0.868 2.192 H20 X14 45 X14 H21 H21 H 0 1 N N N 97.915 43.180 -10.362 -5.454 1.544 1.751 H21 X14 46 X14 H21A H21A H 0 0 N N N 97.827 43.974 -11.971 -7.191 1.920 1.653 H21A X14 47 X14 H21B H21B H 0 0 N N N 96.804 44.568 -10.619 -6.658 0.256 1.994 H21B X14 48 X14 H22 H22 H 0 1 N N N 97.482 41.030 -11.398 -6.075 1.933 -1.898 H22 X14 49 X14 H22A H22A H 0 0 N N N 96.011 40.750 -12.390 -6.850 2.899 -0.620 H22A X14 50 X14 H22B H22B H 0 0 N N N 97.340 41.778 -13.024 -5.113 2.523 -0.522 H22B X14 51 X14 H23 H23 H 0 1 N N N 96.063 41.797 -9.555 -7.765 0.126 -1.558 H23 X14 52 X14 H23A H23A H 0 0 N N N 94.949 43.202 -9.777 -8.008 -0.572 0.062 H23A X14 53 X14 H24 H24 H 0 1 N N N 93.691 41.068 -9.626 -8.862 1.610 0.874 H24 X14 54 X14 H24A H24A H 0 0 N N N 93.505 41.819 -11.247 -8.619 2.307 -0.746 H24A X14 55 X14 H24B H24B H 0 0 N N N 94.613 40.422 -11.026 -9.824 1.020 -0.503 H24B X14 56 # 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 X14 N01 N02 SING Y N 1 X14 N01 C07 SING Y N 2 X14 N02 C05 DOUB Y N 3 X14 N03 C13 SING N N 4 X14 N03 C14 SING N N 5 X14 N04 S28 SING N N 6 X14 C05 C06 SING Y N 7 X14 C05 C08 SING N N 8 X14 C06 C07 DOUB Y N 9 X14 C06 C11 SING N N 10 X14 C07 C13 SING N N 11 X14 C08 C09 SING N N 12 X14 C09 C10 SING N N 13 X14 C10 C11 SING N N 14 X14 C10 C12 SING N N 15 X14 C12 C21 SING N N 16 X14 C12 C22 SING N N 17 X14 C12 C23 SING N N 18 X14 C13 O25 DOUB N N 19 X14 C14 C15 SING N N 20 X14 C15 C16 DOUB Y N 21 X14 C15 C20 SING Y N 22 X14 C16 C17 SING Y N 23 X14 C17 C18 DOUB Y N 24 X14 C18 C19 SING Y N 25 X14 C18 S28 SING N N 26 X14 C19 C20 DOUB Y N 27 X14 C23 C24 SING N N 28 X14 O26 S28 DOUB N N 29 X14 O27 S28 DOUB N N 30 X14 N01 HN01 SING N N 31 X14 N03 HN03 SING N N 32 X14 N04 HN04 SING N N 33 X14 N04 HN0A SING N N 34 X14 C08 H08 SING N N 35 X14 C08 H08A SING N N 36 X14 C09 H09 SING N N 37 X14 C09 H09A SING N N 38 X14 C10 H10 SING N N 39 X14 C11 H11 SING N N 40 X14 C11 H11A SING N N 41 X14 C14 H14 SING N N 42 X14 C14 H14A SING N N 43 X14 C16 H16 SING N N 44 X14 C17 H17 SING N N 45 X14 C19 H19 SING N N 46 X14 C20 H20 SING N N 47 X14 C21 H21 SING N N 48 X14 C21 H21A SING N N 49 X14 C21 H21B SING N N 50 X14 C22 H22 SING N N 51 X14 C22 H22A SING N N 52 X14 C22 H22B SING N N 53 X14 C23 H23 SING N N 54 X14 C23 H23A SING N N 55 X14 C24 H24 SING N N 56 X14 C24 H24A SING N N 57 X14 C24 H24B SING N N 58 # 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 X14 SMILES ACDLabs 12.01 "O=S(=O)(N)c1ccc(cc1)CNC(=O)c2c3c(nn2)CCC(C3)C(C)(C)CC" X14 SMILES_CANONICAL CACTVS 3.370 "CCC(C)(C)[C@@H]1CCc2n[nH]c(C(=O)NCc3ccc(cc3)[S](N)(=O)=O)c2C1" X14 SMILES CACTVS 3.370 "CCC(C)(C)[CH]1CCc2n[nH]c(C(=O)NCc3ccc(cc3)[S](N)(=O)=O)c2C1" X14 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCC(C)(C)[C@@H]1CCc2c(c([nH]n2)C(=O)NCc3ccc(cc3)S(=O)(=O)N)C1" X14 SMILES "OpenEye OEToolkits" 1.7.0 "CCC(C)(C)C1CCc2c(c([nH]n2)C(=O)NCc3ccc(cc3)S(=O)(=O)N)C1" X14 InChI InChI 1.03 "InChI=1S/C20H28N4O3S/c1-4-20(2,3)14-7-10-17-16(11-14)18(24-23-17)19(25)22-12-13-5-8-15(9-6-13)28(21,26)27/h5-6,8-9,14H,4,7,10-12H2,1-3H3,(H,22,25)(H,23,24)(H2,21,26,27)/t14-/m1/s1" X14 InChIKey InChI 1.03 CPRLKIUEXBBIHS-CQSZACIVSA-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 X14 "SYSTEMATIC NAME" ACDLabs 12.01 "(5R)-5-(2-methylbutan-2-yl)-N-(4-sulfamoylbenzyl)-4,5,6,7-tetrahydro-2H-indazole-3-carboxamide" X14 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(5R)-5-(2-methylbutan-2-yl)-N-[(4-sulfamoylphenyl)methyl]-4,5,6,7-tetrahydro-2H-indazole-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 X14 "Create component" 2011-02-22 RCSB X14 "Modify aromatic_flag" 2011-06-04 RCSB X14 "Modify descriptor" 2011-06-04 RCSB #