data_N4I # _chem_comp.id N4I _chem_comp.name "4-({(3S,4S)-4-[(3-hydroxybenzyl)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 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-02-21 _chem_comp.pdbx_modified_date 2012-02-10 _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 548.577 _chem_comp.one_letter_code ? _chem_comp.three_letter_code N4I _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 3QPJ _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 N4I C1 C1 C 0 1 N N S 16.952 -18.476 -5.611 0.225 1.929 1.255 C1 N4I 1 N4I C2 C2 C 0 1 N N S 16.462 -19.915 -5.458 -0.271 3.056 0.325 C2 N4I 2 N4I C3 C3 C 0 1 N N N 15.104 -19.799 -4.746 -0.632 4.224 1.268 C3 N4I 3 N4I C4 C4 C 0 1 Y N N 13.758 -24.182 -3.340 0.370 -1.647 -2.910 C4 N4I 4 N4I N4 N4 N 0 1 N N N 14.849 -18.360 -4.638 -0.908 3.577 2.577 N4 N4I 5 N4I C5 C5 C 0 1 N N N 16.094 -17.609 -4.698 0.122 2.511 2.681 C5 N4I 6 N4I C6 C6 C 0 1 Y N N 19.043 -16.573 -8.231 4.356 0.141 1.937 C6 N4I 7 N4I N6 N6 N 0 1 N N N 16.724 -18.052 -6.984 1.620 1.587 0.943 N6 N4I 8 N4I C7 C7 C 0 1 N N N 17.579 -18.575 -8.043 1.926 0.208 1.345 C7 N4I 9 N4I C8 C8 C 0 1 Y N N 18.931 -17.917 -7.924 3.362 -0.105 1.010 C8 N4I 10 N4I C9 C9 C 0 1 Y N N 20.276 -15.947 -8.139 5.678 -0.147 1.627 C9 N4I 11 N4I O10 O10 O 0 1 N N N 20.378 -14.628 -8.444 6.658 0.094 2.537 O10 N4I 12 N4I C11 C11 C 0 1 Y N N 21.397 -16.651 -7.728 5.997 -0.683 0.388 C11 N4I 13 N4I C12 C12 C 0 1 Y N N 21.282 -18.006 -7.420 4.998 -0.928 -0.535 C12 N4I 14 N4I C13 C13 C 0 1 Y N N 20.047 -18.640 -7.517 3.682 -0.639 -0.225 C13 N4I 15 N4I C14 C14 C 0 1 Y N N 20.082 -19.707 -3.963 -2.289 0.621 2.073 C14 N4I 16 N4I C15 C15 C 0 1 Y N N 21.296 -19.059 -3.746 -2.275 -0.687 2.520 C15 N4I 17 N4I C16 C16 C 0 1 Y N N 21.423 -18.139 -2.704 -2.659 -1.711 1.674 C16 N4I 18 N4I C17 C17 C 0 1 N N N 22.737 -17.444 -2.464 -2.643 -3.137 2.161 C17 N4I 19 N4I F18 F18 F 0 1 N N N 23.698 -18.341 -2.382 -3.885 -3.451 2.724 F18 N4I 20 N4I F19 F19 F 0 1 N N N 22.675 -16.771 -1.336 -2.389 -3.994 1.086 F19 N4I 21 N4I F20 F20 F 0 1 N N N 23.030 -16.631 -3.453 -1.642 -3.289 3.126 F20 N4I 22 N4I N21 N21 N 0 1 N N N 17.280 -20.749 -4.573 -1.454 2.617 -0.419 N21 N4I 23 N4I C22 C22 C 0 1 N N N 17.650 -20.143 -3.286 -2.703 2.331 0.293 C22 N4I 24 N4I C23 C23 C 0 1 Y N N 18.995 -19.442 -3.129 -2.687 0.905 0.780 C23 N4I 25 N4I C24 C24 C 0 1 Y N N 20.348 -17.874 -1.870 -3.057 -1.426 0.381 C24 N4I 26 N4I C25 C25 C 0 1 Y N N 19.138 -18.526 -2.091 -3.071 -0.118 -0.066 C25 N4I 27 N4I C26 C26 C 0 1 N N N 12.520 -24.834 -2.761 0.941 -2.982 -3.186 C26 N4I 28 N4I S27 S27 S 0 1 N N N 17.476 -22.263 -4.880 -1.382 2.445 -2.064 S27 N4I 29 N4I N28 N28 N 0 1 N N N 11.823 -25.696 -3.496 2.277 -3.159 -3.176 N28 N4I 30 N4I O28 O28 O 0 1 N N N 18.596 -22.740 -4.131 -2.726 2.409 -2.524 O28 N4I 31 N4I O29 O29 O 0 1 N N N 17.586 -22.440 -6.278 -0.428 3.393 -2.525 O29 N4I 32 N4I C30 C30 C 0 1 Y N N 16.121 -22.982 -4.338 -0.701 0.854 -2.392 C30 N4I 33 N4I C31 C31 C 0 1 Y N N 15.965 -23.263 -2.987 -1.540 -0.212 -2.661 C31 N4I 34 N4I C32 C32 C 0 1 Y N N 14.801 -23.849 -2.482 -1.013 -1.461 -2.919 C32 N4I 35 N4I O33 O33 O 0 1 N N N 12.192 -24.571 -1.610 0.206 -3.921 -3.422 O33 N4I 36 N4I C34 C34 C 0 1 Y N N 13.894 -23.916 -4.702 1.211 -0.568 -2.632 C34 N4I 37 N4I C35 C35 C 0 1 Y N N 15.067 -23.312 -5.200 0.671 0.675 -2.376 C35 N4I 38 N4I H1 H1 H 0 1 N N N 18.020 -18.392 -5.360 -0.412 1.050 1.158 H1 N4I 39 N4I H2 H2 H 0 1 N N N 16.466 -20.378 -6.456 0.520 3.355 -0.362 H2 N4I 40 N4I H3 H3 H 0 1 N N N 14.312 -20.296 -5.326 0.206 4.915 1.355 H3 N4I 41 N4I H3A H3A H 0 1 N N N 15.141 -20.267 -3.751 -1.520 4.743 0.907 H3A N4I 42 N4I HN4 HN4 H 0 1 N N N 14.260 -18.076 -5.394 -0.820 4.239 3.333 HN4 N4I 43 N4I H5 H5 H 0 1 N N N 16.548 -17.485 -3.704 -0.197 1.741 3.383 H5 N4I 44 N4I H5A H5A H 0 1 N N N 15.946 -16.600 -5.110 1.078 2.935 2.989 H5A N4I 45 N4I H6 H6 H 0 1 N N N 18.173 -16.014 -8.541 4.106 0.562 2.899 H6 N4I 46 N4I HN6 HN6 H 0 1 N N N 15.791 -18.330 -7.213 1.817 1.731 -0.036 HN6 N4I 47 N4I H7 H7 H 0 1 N N N 17.682 -19.665 -7.937 1.772 0.100 2.419 H7 N4I 48 N4I H7A H7A H 0 1 N N N 17.138 -18.350 -9.025 1.270 -0.480 0.812 H7A N4I 49 N4I HO10 HO10 H 0 0 N N N 21.278 -14.346 -8.334 6.840 -0.651 3.126 HO10 N4I 50 N4I H11 H11 H 0 1 N N N 22.352 -16.154 -7.647 7.024 -0.908 0.145 H11 N4I 51 N4I H12 H12 H 0 1 N N N 22.152 -18.564 -7.106 5.246 -1.345 -1.500 H12 N4I 52 N4I H13 H13 H 0 1 N N N 19.956 -19.689 -7.277 2.903 -0.831 -0.947 H13 N4I 53 N4I H14 H14 H 0 1 N N N 19.982 -20.413 -4.775 -1.993 1.421 2.736 H14 N4I 54 N4I H15 H15 H 0 1 N N N 22.141 -19.269 -4.385 -1.964 -0.909 3.530 H15 N4I 55 N4I H22 H22 H 0 1 N N N 16.884 -19.382 -3.076 -2.798 3.005 1.145 H22 N4I 56 N4I H22A H22A H 0 0 N N N 17.646 -20.962 -2.552 -3.547 2.476 -0.381 H22A N4I 57 N4I H24 H24 H 0 1 N N N 20.448 -17.169 -1.058 -3.357 -2.226 -0.280 H24 N4I 58 N4I H25 H25 H 0 1 N N N 18.297 -18.318 -1.447 -3.382 0.104 -1.076 H25 N4I 59 N4I HN28 HN28 H 0 0 N N N 11.015 -26.143 -3.111 2.864 -2.410 -2.987 HN28 N4I 60 N4I HN2A HN2A H 0 0 N N N 12.107 -25.898 -4.433 2.652 -4.035 -3.357 HN2A N4I 61 N4I H31 H31 H 0 1 N N N 16.768 -23.021 -2.306 -2.610 -0.067 -2.668 H31 N4I 62 N4I H32 H32 H 0 1 N N N 14.711 -24.044 -1.423 -1.670 -2.293 -3.129 H32 N4I 63 N4I H34 H34 H 0 1 N N N 13.095 -24.175 -5.381 2.282 -0.707 -2.618 H34 N4I 64 N4I H35 H35 H 0 1 N N N 15.154 -23.102 -6.256 1.321 1.512 -2.165 H35 N4I 65 # 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 N4I C1 C2 SING N N 1 N4I C1 C5 SING N N 2 N4I C1 N6 SING N N 3 N4I C2 C3 SING N N 4 N4I C2 N21 SING N N 5 N4I C3 N4 SING N N 6 N4I C4 C26 SING N N 7 N4I C4 C32 DOUB Y N 8 N4I C4 C34 SING Y N 9 N4I N4 C5 SING N N 10 N4I C6 C8 DOUB Y N 11 N4I C6 C9 SING Y N 12 N4I N6 C7 SING N N 13 N4I C7 C8 SING N N 14 N4I C8 C13 SING Y N 15 N4I C9 O10 SING N N 16 N4I C9 C11 DOUB Y N 17 N4I C11 C12 SING Y N 18 N4I C12 C13 DOUB Y N 19 N4I C14 C15 DOUB Y N 20 N4I C14 C23 SING Y N 21 N4I C15 C16 SING Y N 22 N4I C16 C17 SING N N 23 N4I C16 C24 DOUB Y N 24 N4I C17 F18 SING N N 25 N4I C17 F19 SING N N 26 N4I C17 F20 SING N N 27 N4I N21 C22 SING N N 28 N4I N21 S27 SING N N 29 N4I C22 C23 SING N N 30 N4I C23 C25 DOUB Y N 31 N4I C24 C25 SING Y N 32 N4I C26 N28 SING N N 33 N4I C26 O33 DOUB N N 34 N4I S27 O28 DOUB N N 35 N4I S27 O29 DOUB N N 36 N4I S27 C30 SING N N 37 N4I C30 C31 DOUB Y N 38 N4I C30 C35 SING Y N 39 N4I C31 C32 SING Y N 40 N4I C34 C35 DOUB Y N 41 N4I C1 H1 SING N N 42 N4I C2 H2 SING N N 43 N4I C3 H3 SING N N 44 N4I C3 H3A SING N N 45 N4I N4 HN4 SING N N 46 N4I C5 H5 SING N N 47 N4I C5 H5A SING N N 48 N4I C6 H6 SING N N 49 N4I N6 HN6 SING N N 50 N4I C7 H7 SING N N 51 N4I C7 H7A SING N N 52 N4I O10 HO10 SING N N 53 N4I C11 H11 SING N N 54 N4I C12 H12 SING N N 55 N4I C13 H13 SING N N 56 N4I C14 H14 SING N N 57 N4I C15 H15 SING N N 58 N4I C22 H22 SING N N 59 N4I C22 H22A SING N N 60 N4I C24 H24 SING N N 61 N4I C25 H25 SING N N 62 N4I N28 HN28 SING N N 63 N4I N28 HN2A SING N N 64 N4I C31 H31 SING N N 65 N4I C32 H32 SING N N 66 N4I C34 H34 SING N N 67 N4I C35 H35 SING N N 68 # 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 N4I SMILES ACDLabs 12.01 "O=S(=O)(N(C2C(NCc1cccc(O)c1)CNC2)Cc3ccc(cc3)C(F)(F)F)c4ccc(C(=O)N)cc4" N4I SMILES_CANONICAL CACTVS 3.370 "NC(=O)c1ccc(cc1)[S](=O)(=O)N(Cc2ccc(cc2)C(F)(F)F)[C@H]3CNC[C@@H]3NCc4cccc(O)c4" N4I SMILES CACTVS 3.370 "NC(=O)c1ccc(cc1)[S](=O)(=O)N(Cc2ccc(cc2)C(F)(F)F)[CH]3CNC[CH]3NCc4cccc(O)c4" N4I SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(cc(c1)O)CN[C@H]2CNC[C@@H]2N(Cc3ccc(cc3)C(F)(F)F)S(=O)(=O)c4ccc(cc4)C(=O)N" N4I SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(cc(c1)O)CNC2CNCC2N(Cc3ccc(cc3)C(F)(F)F)S(=O)(=O)c4ccc(cc4)C(=O)N" N4I InChI InChI 1.03 "InChI=1S/C26H27F3N4O4S/c27-26(28,29)20-8-4-17(5-9-20)16-33(38(36,37)22-10-6-19(7-11-22)25(30)35)24-15-31-14-23(24)32-13-18-2-1-3-21(34)12-18/h1-12,23-24,31-32,34H,13-16H2,(H2,30,35)/t23-,24-/m0/s1" N4I InChIKey InChI 1.03 ZYWFLXMDPHUHGO-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 N4I "SYSTEMATIC NAME" ACDLabs 12.01 "4-({(3S,4S)-4-[(3-hydroxybenzyl)amino]pyrrolidin-3-yl}[4-(trifluoromethyl)benzyl]sulfamoyl)benzamide" N4I "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "4-[[(3S,4S)-4-[(3-hydroxyphenyl)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 N4I "Create component" 2011-02-21 PDBJ N4I "Modify aromatic_flag" 2011-06-04 RCSB N4I "Modify descriptor" 2011-06-04 RCSB #