data_JHG # _chem_comp.id JHG _chem_comp.name "4-{(3-phenylpropyl)[(3S,4S)-4-{[4-(trifluoromethyl)benzyl]amino}pyrrolidin-3-yl]sulfamoyl}benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H31 F3 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 2011-02-01 _chem_comp.pdbx_modified_date 2012-01-13 _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 560.631 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JHG _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 3QBF _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 JHG C1 C1 C 0 1 N N S 16.977 -18.727 -5.711 -0.493 -1.597 -0.296 C1 JHG 1 JHG C2 C2 C 0 1 N N S 16.458 -20.119 -5.390 -1.292 -1.132 0.939 C2 JHG 2 JHG N3 N3 N 0 1 N N N 16.707 -18.509 -7.120 0.940 -1.668 0.021 N3 JHG 3 JHG C4 C4 C 0 1 N N N 17.607 -19.116 -8.090 1.755 -1.520 -1.192 C4 JHG 4 JHG C5 C5 C 0 1 Y N N 18.765 -18.162 -8.186 3.216 -1.598 -0.828 C5 JHG 5 JHG C6 C6 C 0 1 Y N N 18.522 -16.921 -8.747 3.862 -2.820 -0.823 C6 JHG 6 JHG C7 C7 C 0 1 Y N N 19.545 -16.001 -8.846 5.201 -2.893 -0.489 C7 JHG 7 JHG C8 C8 C 0 1 Y N N 20.806 -16.330 -8.380 5.895 -1.743 -0.162 C8 JHG 8 JHG C9 C9 C 0 1 N N N 21.875 -15.298 -8.510 7.355 -1.822 0.203 C9 JHG 9 JHG F10 F10 F 0 1 N N N 21.479 -14.266 -7.791 8.132 -1.681 -0.952 F10 JHG 10 JHG F11 F11 F 0 1 N N N 21.995 -14.914 -9.768 7.667 -0.797 1.103 F11 JHG 11 JHG F12 F12 F 0 1 N N N 23.030 -15.757 -8.071 7.622 -3.060 0.796 F12 JHG 12 JHG C13 C13 C 0 1 Y N N 21.058 -17.575 -7.812 5.249 -0.521 -0.168 C13 JHG 13 JHG C14 C14 C 0 1 Y N N 20.028 -18.504 -7.713 3.911 -0.448 -0.506 C14 JHG 14 JHG C15 C15 C 0 1 N N N 16.169 -17.754 -4.874 -1.041 -3.002 -0.622 C15 JHG 15 JHG N16 N16 N 0 1 N N N 14.951 -18.470 -4.572 -2.405 -3.018 -0.035 N16 JHG 16 JHG C17 C17 C 0 1 N N N 15.108 -19.916 -4.685 -2.255 -2.296 1.255 C17 JHG 17 JHG N18 N18 N 0 1 N N N 17.339 -20.879 -4.487 -2.047 0.084 0.628 N18 JHG 18 JHG C19 C19 C 0 1 N N N 17.847 -20.241 -3.277 -2.948 0.112 -0.527 C19 JHG 19 JHG C20 C20 C 0 1 N N N 19.231 -19.686 -3.580 -4.325 -0.412 -0.112 C20 JHG 20 JHG C21 C21 C 0 1 N N N 19.501 -18.521 -2.644 -5.236 -0.480 -1.339 C21 JHG 21 JHG C22 C22 C 0 1 Y N N 20.985 -18.351 -2.436 -6.592 -0.996 -0.930 C22 JHG 22 JHG C23 C23 C 0 1 Y N N 21.896 -19.100 -3.176 -7.577 -0.111 -0.535 C23 JHG 23 JHG C24 C24 C 0 1 Y N N 23.262 -18.929 -2.961 -8.821 -0.584 -0.160 C24 JHG 24 JHG C25 C25 C 0 1 Y N N 23.704 -18.014 -2.012 -9.079 -1.942 -0.181 C25 JHG 25 JHG C26 C26 C 0 1 Y N N 22.790 -17.263 -1.283 -8.094 -2.826 -0.577 C26 JHG 26 JHG C27 C27 C 0 1 Y N N 21.428 -17.428 -1.496 -6.852 -2.353 -0.956 C27 JHG 27 JHG S28 S28 S 0 1 N N N 17.589 -22.358 -4.786 -1.883 1.428 1.581 S28 JHG 28 JHG O29 O29 O 0 1 N N N 18.695 -22.814 -3.993 -3.125 2.115 1.525 O29 JHG 29 JHG O30 O30 O 0 1 N N N 17.797 -22.518 -6.200 -1.292 0.988 2.797 O30 JHG 30 JHG C31 C31 C 0 1 Y N N 16.228 -23.088 -4.286 -0.699 2.477 0.805 C31 JHG 31 JHG C32 C32 C 0 1 Y N N 16.034 -23.342 -2.930 -1.116 3.428 -0.110 C32 JHG 32 JHG C33 C33 C 0 1 Y N N 14.867 -23.954 -2.470 -0.194 4.252 -0.721 C33 JHG 33 JHG C34 C34 C 0 1 Y N N 13.872 -24.322 -3.366 1.162 4.125 -0.416 C34 JHG 34 JHG C35 C35 C 0 1 N N N 12.619 -24.978 -2.839 2.155 5.005 -1.067 C35 JHG 35 JHG N36 N36 N 0 1 N N N 11.940 -25.838 -3.592 3.464 4.880 -0.771 N36 JHG 36 JHG O37 O37 O 0 1 N N N 12.253 -24.714 -1.703 1.792 5.842 -1.871 O37 JHG 37 JHG C38 C38 C 0 1 Y N N 14.052 -24.065 -4.724 1.576 3.164 0.507 C38 JHG 38 JHG C39 C39 C 0 1 Y N N 15.228 -23.458 -5.181 0.643 2.349 1.116 C39 JHG 39 JHG H1 H1 H 0 1 N N N 18.049 -18.602 -5.501 -0.661 -0.919 -1.133 H1 JHG 40 JHG H2 H2 H 0 1 N N N 16.392 -20.696 -6.324 -0.621 -0.957 1.780 H2 JHG 41 JHG HN3 HN3 H 0 1 N N N 15.797 -18.882 -7.300 1.192 -0.979 0.713 HN3 JHG 42 JHG H4 H4 H 0 1 N N N 17.939 -20.109 -7.754 1.512 -2.318 -1.893 H4 JHG 43 JHG H4A H4A H 0 1 N N N 17.113 -19.239 -9.065 1.547 -0.554 -1.653 H4A JHG 44 JHG H6 H6 H 0 1 N N N 17.534 -16.673 -9.106 3.320 -3.719 -1.079 H6 JHG 45 JHG H7 H7 H 0 1 N N N 19.363 -15.031 -9.284 5.706 -3.848 -0.484 H7 JHG 46 JHG H13 H13 H 0 1 N N N 22.046 -17.818 -7.451 5.791 0.378 0.088 H13 JHG 47 JHG H14 H14 H 0 1 N N N 20.206 -19.476 -7.276 3.407 0.507 -0.514 H14 JHG 48 JHG H15 H15 H 0 1 N N N 16.707 -17.477 -3.955 -1.090 -3.150 -1.701 H15 JHG 49 JHG H15A H15A H 0 0 N N N 15.960 -16.828 -5.430 -0.419 -3.770 -0.160 H15A JHG 50 JHG HN16 HN16 H 0 0 N N N 14.681 -18.253 -3.634 -3.064 -2.549 -0.638 HN16 JHG 51 JHG H17 H17 H 0 1 N N N 14.288 -20.356 -5.272 -1.824 -2.952 2.010 H17 JHG 52 JHG H17A H17A H 0 0 N N N 15.107 -20.390 -3.693 -3.219 -1.911 1.589 H17A JHG 53 JHG H19 H19 H 0 1 N N N 17.174 -19.425 -2.973 -3.043 1.135 -0.890 H19 JHG 54 JHG H19A H19A H 0 0 N N N 17.909 -20.978 -2.462 -2.544 -0.519 -1.319 H19A JHG 55 JHG H20 H20 H 0 1 N N N 19.988 -20.469 -3.427 -4.220 -1.408 0.319 H20 JHG 56 JHG H20A H20A H 0 0 N N N 19.273 -19.342 -4.624 -4.761 0.259 0.628 H20A JHG 57 JHG H21 H21 H 0 1 N N N 19.089 -17.601 -3.084 -5.341 0.516 -1.769 H21 JHG 58 JHG H21A H21A H 0 0 N N N 19.020 -18.717 -1.674 -4.800 -1.151 -2.079 H21A JHG 59 JHG H23 H23 H 0 1 N N N 21.546 -19.809 -3.912 -7.376 0.950 -0.518 H23 JHG 60 JHG H24 H24 H 0 1 N N N 23.976 -19.506 -3.530 -9.591 0.108 0.150 H24 JHG 61 JHG H25 H25 H 0 1 N N N 24.763 -17.886 -1.841 -10.050 -2.311 0.113 H25 JHG 62 JHG H26 H26 H 0 1 N N N 23.139 -16.551 -0.550 -8.295 -3.888 -0.593 H26 JHG 63 JHG H27 H27 H 0 1 N N N 20.716 -16.842 -0.934 -6.083 -3.044 -1.269 H27 JHG 64 JHG H32 H32 H 0 1 N N N 16.800 -23.060 -2.222 -2.165 3.525 -0.345 H32 JHG 65 JHG H33 H33 H 0 1 N N N 14.737 -24.142 -1.414 -0.521 4.994 -1.435 H33 JHG 66 JHG HN36 HN36 H 0 0 N N N 11.118 -26.278 -3.231 3.754 4.212 -0.130 HN36 JHG 67 JHG HN3A HN3A H 0 0 N N N 12.251 -26.044 -4.520 4.116 5.457 -1.198 HN3A JHG 68 JHG H38 H38 H 0 1 N N N 13.279 -24.336 -5.428 2.624 3.060 0.748 H38 JHG 69 JHG H39 H39 H 0 1 N N N 15.360 -23.275 -6.237 0.962 1.608 1.834 H39 JHG 70 # 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 JHG C1 C2 SING N N 1 JHG C1 N3 SING N N 2 JHG C1 C15 SING N N 3 JHG C2 C17 SING N N 4 JHG C2 N18 SING N N 5 JHG N3 C4 SING N N 6 JHG C4 C5 SING N N 7 JHG C5 C6 DOUB Y N 8 JHG C5 C14 SING Y N 9 JHG C6 C7 SING Y N 10 JHG C7 C8 DOUB Y N 11 JHG C8 C9 SING N N 12 JHG C8 C13 SING Y N 13 JHG C9 F10 SING N N 14 JHG C9 F11 SING N N 15 JHG C9 F12 SING N N 16 JHG C13 C14 DOUB Y N 17 JHG C15 N16 SING N N 18 JHG N16 C17 SING N N 19 JHG N18 C19 SING N N 20 JHG N18 S28 SING N N 21 JHG C19 C20 SING N N 22 JHG C20 C21 SING N N 23 JHG C21 C22 SING N N 24 JHG C22 C23 DOUB Y N 25 JHG C22 C27 SING Y N 26 JHG C23 C24 SING Y N 27 JHG C24 C25 DOUB Y N 28 JHG C25 C26 SING Y N 29 JHG C26 C27 DOUB Y N 30 JHG S28 O29 DOUB N N 31 JHG S28 O30 DOUB N N 32 JHG S28 C31 SING N N 33 JHG C31 C32 DOUB Y N 34 JHG C31 C39 SING Y N 35 JHG C32 C33 SING Y N 36 JHG C33 C34 DOUB Y N 37 JHG C34 C35 SING N N 38 JHG C34 C38 SING Y N 39 JHG C35 N36 SING N N 40 JHG C35 O37 DOUB N N 41 JHG C38 C39 DOUB Y N 42 JHG C1 H1 SING N N 43 JHG C2 H2 SING N N 44 JHG N3 HN3 SING N N 45 JHG C4 H4 SING N N 46 JHG C4 H4A SING N N 47 JHG C6 H6 SING N N 48 JHG C7 H7 SING N N 49 JHG C13 H13 SING N N 50 JHG C14 H14 SING N N 51 JHG C15 H15 SING N N 52 JHG C15 H15A SING N N 53 JHG N16 HN16 SING N N 54 JHG C17 H17 SING N N 55 JHG C17 H17A SING N N 56 JHG C19 H19 SING N N 57 JHG C19 H19A SING N N 58 JHG C20 H20 SING N N 59 JHG C20 H20A SING N N 60 JHG C21 H21 SING N N 61 JHG C21 H21A SING N N 62 JHG C23 H23 SING N N 63 JHG C24 H24 SING N N 64 JHG C25 H25 SING N N 65 JHG C26 H26 SING N N 66 JHG C27 H27 SING N N 67 JHG C32 H32 SING N N 68 JHG C33 H33 SING N N 69 JHG N36 HN36 SING N N 70 JHG N36 HN3A SING N N 71 JHG C38 H38 SING N N 72 JHG C39 H39 SING N N 73 # 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 JHG SMILES ACDLabs 12.01 "O=S(=O)(N(C2C(NCc1ccc(cc1)C(F)(F)F)CNC2)CCCc3ccccc3)c4ccc(C(=O)N)cc4" JHG SMILES_CANONICAL CACTVS 3.370 "NC(=O)c1ccc(cc1)[S](=O)(=O)N(CCCc2ccccc2)[C@H]3CNC[C@@H]3NCc4ccc(cc4)C(F)(F)F" JHG SMILES CACTVS 3.370 "NC(=O)c1ccc(cc1)[S](=O)(=O)N(CCCc2ccccc2)[CH]3CNC[CH]3NCc4ccc(cc4)C(F)(F)F" JHG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)CCCN([C@H]2CNC[C@@H]2NCc3ccc(cc3)C(F)(F)F)S(=O)(=O)c4ccc(cc4)C(=O)N" JHG SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)CCCN(C2CNCC2NCc3ccc(cc3)C(F)(F)F)S(=O)(=O)c4ccc(cc4)C(=O)N" JHG InChI InChI 1.03 "InChI=1S/C28H31F3N4O3S/c29-28(30,31)23-12-8-21(9-13-23)17-34-25-18-33-19-26(25)35(16-4-7-20-5-2-1-3-6-20)39(37,38)24-14-10-22(11-15-24)27(32)36/h1-3,5-6,8-15,25-26,33-34H,4,7,16-19H2,(H2,32,36)/t25-,26-/m0/s1" JHG InChIKey InChI 1.03 PREONNALBCMUBU-UIOOFZCWSA-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 JHG "SYSTEMATIC NAME" ACDLabs 12.01 "4-{(3-phenylpropyl)[(3S,4S)-4-{[4-(trifluoromethyl)benzyl]amino}pyrrolidin-3-yl]sulfamoyl}benzamide" JHG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "4-[3-phenylpropyl-[(3S,4S)-4-[[4-(trifluoromethyl)phenyl]methylamino]pyrrolidin-3-yl]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 JHG "Create component" 2011-02-01 PDBJ JHG "Modify aromatic_flag" 2011-06-04 RCSB JHG "Modify descriptor" 2011-06-04 RCSB #