data_DJS # _chem_comp.id DJS _chem_comp.name "2-{[(2S)-butan-2-yl]amino}-N-{(1R,2S)-1-hydroxy-3-phenyl-1-[(2R)-pyrrolidin-2-yl]propan-2-yl}-6-(methylsulfonyl)pyridine-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H34 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 2017-10-28 _chem_comp.pdbx_modified_date 2017-11-10 _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 474.616 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DJS _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 6BFD _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 DJS C6 C1 C 0 1 Y N N 27.202 58.835 90.780 -3.382 1.290 0.455 C6 DJS 1 DJS N1 N1 N 0 1 N N N 24.017 55.942 89.382 1.197 -0.145 -0.237 N1 DJS 2 DJS C5 C2 C 0 1 Y N N 25.843 58.636 90.582 -2.028 1.533 0.569 C5 DJS 3 DJS C4 C3 C 0 1 Y N N 25.544 57.720 89.576 -1.121 0.571 0.108 C4 DJS 4 DJS C2 C4 C 0 1 N N N 24.144 57.311 89.323 0.340 0.793 0.212 C2 DJS 5 DJS O3 O1 O 0 1 N N N 23.217 58.096 89.187 0.766 1.820 0.702 O3 DJS 6 DJS N7 N2 N 0 1 Y N N 28.216 58.210 90.174 -3.828 0.168 -0.074 N7 DJS 7 DJS C8 C5 C 0 1 Y N N 27.898 57.315 89.227 -3.009 -0.770 -0.522 C8 DJS 8 DJS C9 C6 C 0 1 Y N N 26.566 57.078 88.893 -1.630 -0.602 -0.451 C9 DJS 9 DJS N10 N3 N 0 1 N N N 28.990 56.662 88.638 -3.532 -1.935 -1.071 N10 DJS 10 DJS C11 C7 C 0 1 N N S 28.731 55.557 87.698 -2.632 -2.978 -1.570 C11 DJS 11 DJS C13 C8 C 0 1 N N N 28.875 56.133 86.303 -2.211 -3.886 -0.412 C13 DJS 12 DJS C14 C9 C 0 1 N N N 29.835 54.530 87.848 -3.353 -3.809 -2.633 C14 DJS 13 DJS C15 C10 C 0 1 N N N 29.742 53.684 89.088 -3.663 -2.927 -3.845 C15 DJS 14 DJS S16 S1 S 0 1 N N N 27.875 59.926 92.021 -4.531 2.494 1.033 S16 DJS 15 DJS O17 O2 O 0 1 N N N 28.782 59.189 92.903 -5.696 1.745 1.348 O17 DJS 16 DJS O18 O3 O 0 1 N N N 28.527 60.988 91.239 -3.820 3.202 2.040 O18 DJS 17 DJS C19 C11 C 0 1 N N N 26.520 60.641 92.769 -4.829 3.561 -0.404 C19 DJS 18 DJS C20 C12 C 0 1 N N S 22.825 55.228 88.987 2.642 0.074 -0.135 C20 DJS 19 DJS C22 C13 C 0 1 N N R 22.248 54.425 90.162 3.129 0.849 -1.361 C22 DJS 20 DJS O24 O4 O 0 1 N N N 21.098 53.667 89.758 2.956 0.047 -2.531 O24 DJS 21 DJS C25 C14 C 0 1 N N R 21.852 55.282 91.367 4.610 1.193 -1.193 C25 DJS 22 DJS C27 C15 C 0 1 N N N 20.803 56.328 91.045 5.081 2.126 -2.336 C27 DJS 23 DJS C28 C16 C 0 1 N N N 20.090 56.519 92.364 6.298 2.832 -1.683 C28 DJS 24 DJS C29 C17 C 0 1 N N N 20.282 55.235 93.135 5.862 2.986 -0.210 C29 DJS 25 DJS N30 N4 N 0 1 N N N 21.275 54.432 92.408 4.819 1.975 0.044 N30 DJS 26 DJS C31 C18 C 0 1 N N N 23.125 54.327 87.766 3.359 -1.276 -0.067 C31 DJS 27 DJS C32 C19 C 0 1 Y N N 23.922 54.988 86.680 2.973 -1.987 1.204 C32 DJS 28 DJS C33 C20 C 0 1 Y N N 25.035 54.329 86.183 1.877 -2.829 1.219 C33 DJS 29 DJS C34 C21 C 0 1 Y N N 25.782 54.882 85.161 1.522 -3.481 2.385 C34 DJS 30 DJS C35 C22 C 0 1 Y N N 25.437 56.123 84.632 2.263 -3.290 3.537 C35 DJS 31 DJS C36 C23 C 0 1 Y N N 24.330 56.785 85.138 3.359 -2.448 3.522 C36 DJS 32 DJS C37 C24 C 0 1 Y N N 23.569 56.222 86.151 3.717 -1.801 2.354 C37 DJS 33 DJS H1 H1 H 0 1 N N N 24.795 55.411 89.718 0.858 -0.965 -0.628 H1 DJS 34 DJS H2 H2 H 0 1 N N N 25.084 59.146 91.157 -1.673 2.454 1.007 H2 DJS 35 DJS H3 H3 H 0 1 N N N 26.328 56.389 88.096 -0.964 -1.368 -0.818 H3 DJS 36 DJS H4 H4 H 0 1 N N N 29.547 56.292 89.381 -4.492 -2.058 -1.123 H4 DJS 37 DJS H5 H5 H 0 1 N N N 27.738 55.108 87.849 -1.747 -2.516 -2.008 H5 DJS 38 DJS H6 H6 H 0 1 N N N 28.094 56.890 86.136 -1.542 -4.662 -0.783 H6 DJS 39 DJS H7 H7 H 0 1 N N N 29.866 56.599 86.199 -1.697 -3.294 0.345 H7 DJS 40 DJS H8 H8 H 0 1 N N N 28.770 55.328 85.561 -3.096 -4.348 0.026 H8 DJS 41 DJS H9 H9 H 0 1 N N N 29.803 53.862 86.974 -2.716 -4.638 -2.940 H9 DJS 42 DJS H10 H10 H 0 1 N N N 30.798 55.062 87.868 -4.283 -4.198 -2.220 H10 DJS 43 DJS H11 H11 H 0 1 N N N 30.580 52.972 89.111 -4.300 -2.098 -3.538 H11 DJS 44 DJS H12 H12 H 0 1 N N N 29.786 54.330 89.977 -2.732 -2.537 -4.258 H12 DJS 45 DJS H13 H13 H 0 1 N N N 28.791 53.131 89.084 -4.177 -3.519 -4.603 H13 DJS 46 DJS H14 H14 H 0 1 N N N 26.857 61.334 93.554 -5.239 2.966 -1.219 H14 DJS 47 DJS H15 H15 H 0 1 N N N 25.936 61.194 92.018 -5.537 4.344 -0.134 H15 DJS 48 DJS H16 H16 H 0 1 N N N 25.892 59.857 93.217 -3.890 4.014 -0.721 H16 DJS 49 DJS H17 H17 H 0 1 N N N 22.063 55.958 88.678 2.860 0.646 0.767 H17 DJS 50 DJS H18 H18 H 0 1 N N N 23.029 53.727 90.497 2.552 1.768 -1.463 H18 DJS 51 DJS H19 H19 H 0 1 N N N 20.761 53.181 90.502 3.442 -0.789 -2.510 H19 DJS 52 DJS H20 H20 H 0 1 N N N 22.751 55.784 91.755 5.210 0.283 -1.172 H20 DJS 53 DJS H21 H21 H 0 1 N N N 21.271 57.266 90.710 5.385 1.551 -3.210 H21 DJS 54 DJS H22 H22 H 0 1 N N N 20.110 55.967 90.271 4.305 2.847 -2.595 H22 DJS 55 DJS H23 H23 H 0 1 N N N 20.528 57.364 92.915 7.190 2.210 -1.758 H23 DJS 56 DJS H24 H24 H 0 1 N N N 19.019 56.706 92.195 6.468 3.808 -2.138 H24 DJS 57 DJS H25 H25 H 0 1 N N N 20.646 55.456 94.149 6.714 2.813 0.448 H25 DJS 58 DJS H26 H26 H 0 1 N N N 19.330 54.688 93.199 5.462 3.985 -0.044 H26 DJS 59 DJS H27 H27 H 0 1 N N N 20.833 53.637 91.993 3.961 2.410 0.347 H27 DJS 60 DJS H29 H29 H 0 1 N N N 22.166 54.001 87.337 3.071 -1.884 -0.925 H29 DJS 61 DJS H30 H30 H 0 1 N N N 23.687 53.449 88.118 4.437 -1.116 -0.081 H30 DJS 62 DJS H31 H31 H 0 1 N N N 25.321 53.374 86.599 1.298 -2.978 0.320 H31 DJS 63 DJS H32 H32 H 0 1 N N N 26.637 54.350 84.771 0.665 -4.139 2.397 H32 DJS 64 DJS H33 H33 H 0 1 N N N 26.024 56.563 83.839 1.983 -3.796 4.449 H33 DJS 65 DJS H34 H34 H 0 1 N N N 24.057 57.751 84.739 3.938 -2.299 4.421 H34 DJS 66 DJS H35 H35 H 0 1 N N N 22.702 56.743 86.528 4.574 -1.143 2.342 H35 DJS 67 # 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 DJS C35 C36 DOUB Y N 1 DJS C35 C34 SING Y N 2 DJS C36 C37 SING Y N 3 DJS C34 C33 DOUB Y N 4 DJS C37 C32 DOUB Y N 5 DJS C33 C32 SING Y N 6 DJS C13 C11 SING N N 7 DJS C32 C31 SING N N 8 DJS C11 C14 SING N N 9 DJS C11 N10 SING N N 10 DJS C31 C20 SING N N 11 DJS C14 C15 SING N N 12 DJS N10 C8 SING N N 13 DJS C9 C8 DOUB Y N 14 DJS C9 C4 SING Y N 15 DJS C20 N1 SING N N 16 DJS C20 C22 SING N N 17 DJS O3 C2 DOUB N N 18 DJS C8 N7 SING Y N 19 DJS C2 N1 SING N N 20 DJS C2 C4 SING N N 21 DJS C4 C5 DOUB Y N 22 DJS O24 C22 SING N N 23 DJS C22 C25 SING N N 24 DJS N7 C6 DOUB Y N 25 DJS C5 C6 SING Y N 26 DJS C6 S16 SING N N 27 DJS C27 C25 SING N N 28 DJS C27 C28 SING N N 29 DJS O18 S16 DOUB N N 30 DJS C25 N30 SING N N 31 DJS S16 C19 SING N N 32 DJS S16 O17 DOUB N N 33 DJS C28 C29 SING N N 34 DJS N30 C29 SING N N 35 DJS N1 H1 SING N N 36 DJS C5 H2 SING N N 37 DJS C9 H3 SING N N 38 DJS N10 H4 SING N N 39 DJS C11 H5 SING N N 40 DJS C13 H6 SING N N 41 DJS C13 H7 SING N N 42 DJS C13 H8 SING N N 43 DJS C14 H9 SING N N 44 DJS C14 H10 SING N N 45 DJS C15 H11 SING N N 46 DJS C15 H12 SING N N 47 DJS C15 H13 SING N N 48 DJS C19 H14 SING N N 49 DJS C19 H15 SING N N 50 DJS C19 H16 SING N N 51 DJS C20 H17 SING N N 52 DJS C22 H18 SING N N 53 DJS O24 H19 SING N N 54 DJS C25 H20 SING N N 55 DJS C27 H21 SING N N 56 DJS C27 H22 SING N N 57 DJS C28 H23 SING N N 58 DJS C28 H24 SING N N 59 DJS C29 H25 SING N N 60 DJS C29 H26 SING N N 61 DJS N30 H27 SING N N 62 DJS C31 H29 SING N N 63 DJS C31 H30 SING N N 64 DJS C33 H31 SING N N 65 DJS C34 H32 SING N N 66 DJS C35 H33 SING N N 67 DJS C36 H34 SING N N 68 DJS C37 H35 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 DJS SMILES ACDLabs 12.01 "c3(S(C)(=O)=O)cc(C(NC(C(C1NCCC1)O)Cc2ccccc2)=O)cc(n3)NC(CC)C" DJS InChI InChI 1.03 "InChI=1S/C24H34N4O4S/c1-4-16(2)26-21-14-18(15-22(28-21)33(3,31)32)24(30)27-20(13-17-9-6-5-7-10-17)23(29)19-11-8-12-25-19/h5-7,9-10,14-16,19-20,23,25,29H,4,8,11-13H2,1-3H3,(H,26,28)(H,27,30)/t16-,19+,20-,23+/m0/s1" DJS InChIKey InChI 1.03 CNZLAHITQXPOEJ-YLTWVVNKSA-N DJS SMILES_CANONICAL CACTVS 3.385 "CC[C@H](C)Nc1cc(cc(n1)[S](C)(=O)=O)C(=O)N[C@@H](Cc2ccccc2)[C@H](O)[C@H]3CCCN3" DJS SMILES CACTVS 3.385 "CC[CH](C)Nc1cc(cc(n1)[S](C)(=O)=O)C(=O)N[CH](Cc2ccccc2)[CH](O)[CH]3CCCN3" DJS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC[C@H](C)Nc1cc(cc(n1)S(=O)(=O)C)C(=O)N[C@@H](Cc2ccccc2)[C@@H]([C@H]3CCCN3)O" DJS SMILES "OpenEye OEToolkits" 2.0.6 "CCC(C)Nc1cc(cc(n1)S(=O)(=O)C)C(=O)NC(Cc2ccccc2)C(C3CCCN3)O" # 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 DJS "SYSTEMATIC NAME" ACDLabs 12.01 "2-{[(2S)-butan-2-yl]amino}-N-{(1R,2S)-1-hydroxy-3-phenyl-1-[(2R)-pyrrolidin-2-yl]propan-2-yl}-6-(methylsulfonyl)pyridine-4-carboxamide" DJS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[[(2~{S})-butan-2-yl]amino]-6-methylsulfonyl-~{N}-[(1~{R},2~{S})-1-oxidanyl-3-phenyl-1-[(2~{R})-pyrrolidin-2-yl]propan-2-yl]pyridine-4-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 DJS "Create component" 2017-10-28 RCSB DJS "Initial release" 2017-11-15 RCSB #