data_NK9 # _chem_comp.id NK9 _chem_comp.name "4-({(3S,4S)-4-[(3,5-dihydroxybenzyl)amino]pyrrolidin-3-yl}[4-(trifluoromethyl)benzyl]sulfamoyl)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H27 F3 N4 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-03-04 _chem_comp.pdbx_modified_date 2012-02-17 _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 564.577 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NK9 _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 3QRO _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 NK9 C1 C1 C 0 1 N N N -14.964 19.403 -4.870 -1.217 -4.299 -0.842 C1 NK9 1 NK9 N2 N2 N 0 1 N N N -14.747 17.961 -4.757 -1.474 -3.789 -2.214 N2 NK9 2 NK9 C3 C3 C 0 1 N N N -16.033 17.284 -4.747 -0.363 -2.836 -2.463 C3 NK9 3 NK9 C4 C4 C 0 1 N N S -16.920 18.176 -5.612 -0.172 -2.101 -1.119 C4 NK9 4 NK9 N5 N5 N 0 1 N N N -16.755 17.757 -7.000 1.254 -1.845 -0.874 N5 NK9 5 NK9 C6 C6 C 0 1 N N N -17.734 18.277 -7.958 1.679 -0.587 -1.503 C6 NK9 6 NK9 C7 C7 C 0 1 Y N N -19.030 17.489 -7.858 3.143 -0.360 -1.232 C7 NK9 7 NK9 C8 C8 C 0 1 Y N N -20.208 18.076 -7.394 4.092 -0.850 -2.109 C8 NK9 8 NK9 C9 C9 C 0 1 Y N N -21.380 17.326 -7.319 5.441 -0.642 -1.861 C9 NK9 9 NK9 O10 O10 O 0 1 N N N -22.555 17.873 -6.868 6.374 -1.125 -2.723 O10 NK9 10 NK9 C11 C11 C 0 1 Y N N -21.381 15.986 -7.701 5.837 0.060 -0.732 C11 NK9 11 NK9 C12 C12 C 0 1 Y N N -20.219 15.407 -8.168 4.884 0.551 0.146 C12 NK9 12 NK9 O13 O13 O 0 1 N N N -20.245 14.093 -8.551 5.269 1.240 1.252 O13 NK9 13 NK9 C14 C14 C 0 1 Y N N -19.044 16.149 -8.242 3.535 0.344 -0.109 C14 NK9 14 NK9 C15 C15 C 0 1 N N S -16.371 19.595 -5.470 -0.735 -3.063 -0.053 C15 NK9 15 NK9 N16 N16 N 0 1 N N N -17.081 20.517 -4.556 -1.857 -2.440 0.654 N16 NK9 16 NK9 S17 S17 S 0 1 N N N -17.262 22.032 -4.916 -1.745 -2.134 2.277 S17 NK9 17 NK9 O18 O18 O 0 1 N N N -17.425 22.203 -6.328 -3.071 -1.903 2.734 O18 NK9 18 NK9 O19 O19 O 0 1 N N N -18.331 22.583 -4.162 -0.900 -3.139 2.819 O19 NK9 19 NK9 C20 C20 C 0 1 Y N N -15.863 22.708 -4.430 -0.884 -0.608 2.462 C20 NK9 20 NK9 C21 C21 C 0 1 Y N N -15.669 23.049 -3.091 -1.592 0.561 2.682 C21 NK9 21 NK9 C22 C22 C 0 1 Y N N -14.478 23.624 -2.621 -0.923 1.759 2.827 C22 NK9 22 NK9 C23 C23 C 0 1 Y N N -13.450 23.875 -3.528 0.470 1.791 2.752 C23 NK9 23 NK9 C24 C24 C 0 1 N N N -12.152 24.512 -3.088 1.193 3.071 2.907 C24 NK9 24 NK9 N25 N25 N 0 1 N N N -11.571 25.372 -3.920 2.539 3.098 2.833 N25 NK9 25 NK9 O26 O26 O 0 1 N N N -11.696 24.262 -1.992 0.574 4.099 3.101 O26 NK9 26 NK9 C27 C27 C 0 1 Y N N -13.614 23.531 -4.863 1.178 0.608 2.529 C27 NK9 27 NK9 C28 C28 C 0 1 Y N N -14.811 22.953 -5.313 0.498 -0.584 2.391 C28 NK9 28 NK9 C29 C29 C 0 1 N N N -17.530 19.997 -3.256 -3.078 -2.089 -0.076 C29 NK9 29 NK9 C30 C30 C 0 1 Y N N -18.831 19.237 -3.106 -2.925 -0.716 -0.679 C30 NK9 30 NK9 C31 C31 C 0 1 Y N N -19.961 19.548 -3.852 -2.519 -0.580 -1.993 C31 NK9 31 NK9 C32 C32 C 0 1 Y N N -21.145 18.837 -3.655 -2.379 0.680 -2.546 C32 NK9 32 NK9 C33 C33 C 0 1 Y N N -21.202 17.826 -2.704 -2.646 1.802 -1.784 C33 NK9 33 NK9 C34 C34 C 0 1 N N N -22.417 17.006 -2.494 -2.493 3.175 -2.387 C34 NK9 34 NK9 F35 F35 F 0 1 N N N -22.333 16.079 -1.624 -3.704 3.568 -2.966 F35 NK9 35 NK9 F36 F36 F 0 1 N N N -22.961 16.554 -3.562 -2.138 4.086 -1.387 F36 NK9 36 NK9 F37 F37 F 0 1 N N N -23.207 17.932 -2.007 -1.495 3.146 -3.367 F37 NK9 37 NK9 C38 C38 C 0 1 Y N N -20.065 17.503 -1.969 -3.053 1.666 -0.470 C38 NK9 38 NK9 C39 C39 C 0 1 Y N N -18.885 18.221 -2.158 -3.197 0.406 0.081 C39 NK9 39 NK9 H1 H1 H 0 1 N N N -14.901 19.879 -3.880 -2.135 -4.694 -0.406 H1 NK9 40 NK9 H1A H1A H 0 1 N N N -14.204 19.855 -5.524 -0.443 -5.065 -0.860 H1A NK9 41 NK9 HN2 HN2 H 0 1 N N N -14.206 17.642 -5.535 -1.463 -4.541 -2.887 HN2 NK9 42 NK9 H3 H3 H 0 1 N N N -15.956 16.269 -5.164 0.546 -3.373 -2.734 H3 NK9 43 NK9 H3A H3A H 0 1 N N N -16.431 17.192 -3.725 -0.636 -2.129 -3.247 H3A NK9 44 NK9 H4 H4 H 0 1 N N N -17.979 18.119 -5.319 -0.730 -1.164 -1.117 H4 NK9 45 NK9 HN5 HN5 H 0 1 N N N -15.853 18.070 -7.299 1.456 -1.841 0.114 HN5 NK9 46 NK9 H6 H6 H 0 1 N N N -17.934 19.335 -7.734 1.513 -0.646 -2.579 H6 NK9 47 NK9 H6A H6A H 0 1 N N N -17.330 18.184 -8.977 1.100 0.239 -1.091 H6A NK9 48 NK9 H8 H8 H 0 1 N N N -20.211 19.113 -7.093 3.783 -1.397 -2.987 H8 NK9 49 NK9 HO10 HO10 H 0 0 N N N -23.240 17.215 -6.888 6.611 -0.510 -3.431 HO10 NK9 50 NK9 H11 H11 H 0 1 N N N -22.288 15.403 -7.632 6.887 0.222 -0.538 H11 NK9 51 NK9 HO13 HO13 H 0 0 N N N -19.381 13.832 -8.848 5.347 2.193 1.115 HO13 NK9 52 NK9 H14 H14 H 0 1 N N N -18.137 15.684 -8.599 2.792 0.730 0.572 H14 NK9 53 NK9 H15 H15 H 0 1 N N N -16.451 20.062 -6.463 0.047 -3.346 0.652 H15 NK9 54 NK9 H21 H21 H 0 1 N N N -16.467 22.863 -2.388 -2.670 0.535 2.740 H21 NK9 55 NK9 H22 H22 H 0 1 N N N -14.360 23.868 -1.575 -1.477 2.670 2.999 H22 NK9 56 NK9 HN25 HN25 H 0 0 N N N -10.729 25.838 -3.649 3.033 2.278 2.679 HN25 NK9 57 NK9 HN2A HN2A H 0 0 N N N -11.977 25.553 -4.816 3.013 3.938 2.935 HN2A NK9 58 NK9 H27 H27 H 0 1 N N N -12.811 23.710 -5.563 2.256 0.626 2.470 H27 NK9 59 NK9 H28 H28 H 0 1 N N N -14.919 22.695 -6.356 1.044 -1.500 2.224 H28 NK9 60 NK9 H29 H29 H 0 1 N N N -16.743 19.301 -2.929 -3.249 -2.817 -0.869 H29 NK9 61 NK9 H29A H29A H 0 0 N N N -17.626 20.877 -2.604 -3.925 -2.093 0.610 H29A NK9 62 NK9 H31 H31 H 0 1 N N N -19.923 20.341 -4.585 -2.311 -1.457 -2.588 H31 NK9 63 NK9 H32 H32 H 0 1 N N N -22.019 19.073 -4.243 -2.061 0.786 -3.572 H32 NK9 64 NK9 H38 H38 H 0 1 N N N -20.097 16.696 -1.252 -3.262 2.543 0.124 H38 NK9 65 NK9 H39 H39 H 0 1 N N N -18.011 17.988 -1.567 -3.518 0.299 1.107 H39 NK9 66 # 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 NK9 C1 N2 SING N N 1 NK9 C1 C15 SING N N 2 NK9 N2 C3 SING N N 3 NK9 C3 C4 SING N N 4 NK9 C4 N5 SING N N 5 NK9 C4 C15 SING N N 6 NK9 N5 C6 SING N N 7 NK9 C6 C7 SING N N 8 NK9 C7 C8 DOUB Y N 9 NK9 C7 C14 SING Y N 10 NK9 C8 C9 SING Y N 11 NK9 C9 O10 SING N N 12 NK9 C9 C11 DOUB Y N 13 NK9 C11 C12 SING Y N 14 NK9 C12 O13 SING N N 15 NK9 C12 C14 DOUB Y N 16 NK9 C15 N16 SING N N 17 NK9 N16 S17 SING N N 18 NK9 N16 C29 SING N N 19 NK9 S17 O18 DOUB N N 20 NK9 S17 O19 DOUB N N 21 NK9 S17 C20 SING N N 22 NK9 C20 C21 DOUB Y N 23 NK9 C20 C28 SING Y N 24 NK9 C21 C22 SING Y N 25 NK9 C22 C23 DOUB Y N 26 NK9 C23 C24 SING N N 27 NK9 C23 C27 SING Y N 28 NK9 C24 N25 SING N N 29 NK9 C24 O26 DOUB N N 30 NK9 C27 C28 DOUB Y N 31 NK9 C29 C30 SING N N 32 NK9 C30 C31 DOUB Y N 33 NK9 C30 C39 SING Y N 34 NK9 C31 C32 SING Y N 35 NK9 C32 C33 DOUB Y N 36 NK9 C33 C34 SING N N 37 NK9 C33 C38 SING Y N 38 NK9 C34 F35 SING N N 39 NK9 C34 F36 SING N N 40 NK9 C34 F37 SING N N 41 NK9 C38 C39 DOUB Y N 42 NK9 C1 H1 SING N N 43 NK9 C1 H1A SING N N 44 NK9 N2 HN2 SING N N 45 NK9 C3 H3 SING N N 46 NK9 C3 H3A SING N N 47 NK9 C4 H4 SING N N 48 NK9 N5 HN5 SING N N 49 NK9 C6 H6 SING N N 50 NK9 C6 H6A SING N N 51 NK9 C8 H8 SING N N 52 NK9 O10 HO10 SING N N 53 NK9 C11 H11 SING N N 54 NK9 O13 HO13 SING N N 55 NK9 C14 H14 SING N N 56 NK9 C15 H15 SING N N 57 NK9 C21 H21 SING N N 58 NK9 C22 H22 SING N N 59 NK9 N25 HN25 SING N N 60 NK9 N25 HN2A SING N N 61 NK9 C27 H27 SING N N 62 NK9 C28 H28 SING N N 63 NK9 C29 H29 SING N N 64 NK9 C29 H29A SING N N 65 NK9 C31 H31 SING N N 66 NK9 C32 H32 SING N N 67 NK9 C38 H38 SING N N 68 NK9 C39 H39 SING N N 69 # 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 NK9 SMILES ACDLabs 12.01 "O=S(=O)(N(C2C(NCc1cc(O)cc(O)c1)CNC2)Cc3ccc(cc3)C(F)(F)F)c4ccc(C(=O)N)cc4" NK9 SMILES_CANONICAL CACTVS 3.370 "NC(=O)c1ccc(cc1)[S](=O)(=O)N(Cc2ccc(cc2)C(F)(F)F)[C@H]3CNC[C@@H]3NCc4cc(O)cc(O)c4" NK9 SMILES CACTVS 3.370 "NC(=O)c1ccc(cc1)[S](=O)(=O)N(Cc2ccc(cc2)C(F)(F)F)[CH]3CNC[CH]3NCc4cc(O)cc(O)c4" NK9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1CN([C@H]2CNC[C@@H]2NCc3cc(cc(c3)O)O)S(=O)(=O)c4ccc(cc4)C(=O)N)C(F)(F)F" NK9 SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(ccc1CN(C2CNCC2NCc3cc(cc(c3)O)O)S(=O)(=O)c4ccc(cc4)C(=O)N)C(F)(F)F" NK9 InChI InChI 1.03 "InChI=1S/C26H27F3N4O5S/c27-26(28,29)19-5-1-16(2-6-19)15-33(39(37,38)22-7-3-18(4-8-22)25(30)36)24-14-31-13-23(24)32-12-17-9-20(34)11-21(35)10-17/h1-11,23-24,31-32,34-35H,12-15H2,(H2,30,36)/t23-,24-/m0/s1" NK9 InChIKey InChI 1.03 IIHINZNRJBQIPW-ZEQRLZLVSA-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 NK9 "SYSTEMATIC NAME" ACDLabs 12.01 "4-({(3S,4S)-4-[(3,5-dihydroxybenzyl)amino]pyrrolidin-3-yl}[4-(trifluoromethyl)benzyl]sulfamoyl)benzamide" NK9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "4-[[(3S,4S)-4-[(3,5-dihydroxyphenyl)methylamino]pyrrolidin-3-yl]-[[4-(trifluoromethyl)phenyl]methyl]sulfamoyl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NK9 "Create component" 2011-03-04 PDBJ NK9 "Modify aromatic_flag" 2011-06-04 RCSB NK9 "Modify descriptor" 2011-06-04 RCSB #