data_9NJ # _chem_comp.id 9NJ _chem_comp.name "trans-4-({(2S)-2-cyclohexyl-2-[2-(2,6-dimethoxypyridin-3-yl)-5-fluoro-1H-benzimidazol-1-yl]acetyl}amino)cyclohexane-1-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H35 F N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-19 _chem_comp.pdbx_modified_date 2017-06-30 _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 538.610 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9NJ _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 5Q1F _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 9NJ N3 N1 N 0 1 Y N N 13.137 26.066 2.355 -3.306 0.950 0.952 N3 9NJ 1 9NJ C4 C1 C 0 1 Y N N 15.219 24.873 2.945 -1.141 1.587 -0.065 C4 9NJ 2 9NJ C5 C2 C 0 1 Y N N 11.797 25.965 2.728 -4.025 -0.171 1.205 C5 9NJ 3 9NJ C6 C3 C 0 1 N N N 12.550 21.899 4.370 0.280 -1.127 0.268 C6 9NJ 4 9NJ C7 C4 C 0 1 Y N N 11.620 24.937 3.650 -3.275 -1.262 0.729 C7 9NJ 5 9NJ C8 C5 C 0 1 Y N N 15.760 23.895 2.085 -1.254 2.947 0.252 C8 9NJ 6 9NJ C10 C6 C 0 1 N N S 13.310 23.259 4.742 -1.015 -1.479 -0.416 C10 9NJ 7 9NJ C13 C7 C 0 1 Y N N 16.122 25.601 3.722 -0.025 1.150 -0.788 C13 9NJ 8 9NJ C15 C8 C 0 1 Y N N 17.910 24.357 2.731 0.738 3.417 -0.820 C15 9NJ 9 9NJ C20 C9 C 0 1 N N N 13.180 23.640 6.240 -0.923 -1.118 -1.900 C20 9NJ 10 9NJ C21 C10 C 0 1 Y N N 9.468 26.387 2.862 -5.746 -1.688 1.918 C21 9NJ 11 9NJ C22 C11 C 0 1 N N N 10.596 19.262 0.630 4.621 0.073 0.845 C22 9NJ 12 9NJ C24 C12 C 0 1 Y N N 17.489 25.351 3.623 0.921 2.083 -1.166 C24 9NJ 13 9NJ C26 C13 C 0 1 N N N 11.278 20.640 2.645 2.666 -1.468 0.627 C26 9NJ 14 9NJ C36 C14 C 0 1 N N N 19.717 22.875 2.184 1.424 5.691 -0.807 C36 9NJ 15 9NJ O32 O1 O 0 1 N N N 19.267 24.136 2.655 1.665 4.335 -1.190 O32 9NJ 16 9NJ O25 O2 O 0 1 N N N 14.876 23.195 1.342 -2.325 3.387 0.956 O25 9NJ 17 9NJ C35 C15 C 0 1 N N N 15.399 22.229 0.424 -2.380 4.785 1.247 C35 9NJ 18 9NJ N9 N2 N 0 1 Y N N 17.069 23.638 1.972 -0.323 3.805 -0.131 N9 9NJ 19 9NJ C1 C16 C 0 1 Y N N 13.760 25.116 3.036 -2.180 0.628 0.362 C1 9NJ 20 9NJ C14 C17 C 0 1 Y N N 10.694 26.708 2.323 -5.269 -0.400 1.802 C14 9NJ 21 9NJ F29 F1 F 0 1 N N N 8.390 27.111 2.471 -6.947 -1.908 2.494 F29 9NJ 22 9NJ C27 C18 C 0 1 Y N N 9.275 25.370 3.776 -5.000 -2.760 1.446 C27 9NJ 23 9NJ C16 C19 C 0 1 Y N N 10.373 24.622 4.185 -3.771 -2.551 0.855 C16 9NJ 24 9NJ N2 N3 N 0 1 Y N N 12.898 24.390 3.837 -2.113 -0.730 0.201 N2 9NJ 25 9NJ C33 C20 C 0 1 N N N 14.099 22.787 7.125 0.336 -1.748 -2.500 C33 9NJ 26 9NJ C38 C21 C 0 1 N N N 13.941 23.136 8.610 0.428 -1.387 -3.984 C38 9NJ 27 9NJ C39 C22 C 0 1 N N N 14.212 24.619 8.870 -0.806 -1.918 -4.716 C39 9NJ 28 9NJ C37 C23 C 0 1 N N N 13.343 25.522 7.964 -2.065 -1.288 -4.116 C37 9NJ 29 9NJ C34 C24 C 0 1 N N N 13.489 25.133 6.481 -2.157 -1.649 -2.632 C34 9NJ 30 9NJ O17 O3 O 0 1 N N N 12.481 20.981 5.184 0.292 -0.301 1.156 O17 9NJ 31 9NJ N11 N4 N 0 1 N N N 12.008 21.825 3.137 1.426 -1.730 -0.107 N11 9NJ 32 9NJ C30 C25 C 0 1 N N N 9.849 20.601 3.169 3.619 -2.653 0.458 C30 9NJ 33 9NJ C23 C26 C 0 1 N N N 9.121 19.312 2.727 4.914 -2.379 1.225 C23 9NJ 34 9NJ C18 C27 C 0 1 N N N 9.130 19.152 1.175 5.574 -1.112 0.677 C18 9NJ 35 9NJ C31 C28 C 0 1 N N N 11.284 20.556 1.128 3.326 -0.201 0.079 C31 9NJ 36 9NJ C12 C29 C 0 1 N N N 8.451 17.857 0.742 6.850 -0.842 1.432 C12 9NJ 37 9NJ O19 O4 O 0 1 N N N 7.211 18.013 0.353 6.983 0.191 2.043 O19 9NJ 38 9NJ O28 O5 O 0 1 N N N 9.019 16.786 0.761 7.838 -1.751 1.426 O28 9NJ 39 9NJ H1 H1 H 0 1 N N N 14.378 23.070 4.558 -1.202 -2.548 -0.313 H1 9NJ 40 9NJ H2 H2 H 0 1 N N N 15.760 26.359 4.401 0.095 0.107 -1.045 H2 9NJ 41 9NJ H3 H3 H 0 1 N N N 12.140 23.454 6.547 -0.874 -0.035 -2.009 H3 9NJ 42 9NJ H4 H4 H 0 1 N N N 10.570 19.270 -0.470 4.395 0.210 1.903 H4 9NJ 43 9NJ H5 H5 H 0 1 N N N 11.174 18.392 0.977 5.091 0.975 0.455 H5 9NJ 44 9NJ H6 H6 H 0 1 N N N 18.201 25.906 4.215 1.792 1.781 -1.729 H6 9NJ 45 9NJ H7 H7 H 0 1 N N N 11.791 19.745 3.026 2.440 -1.331 1.685 H7 9NJ 46 9NJ H8 H8 H 0 1 N N N 20.817 22.855 2.182 1.365 5.756 0.280 H8 9NJ 47 9NJ H9 H9 H 0 1 N N N 19.337 22.081 2.843 2.240 6.320 -1.164 H9 9NJ 48 9NJ H10 H10 H 0 1 N N N 19.346 22.712 1.162 0.485 6.031 -1.244 H10 9NJ 49 9NJ H11 H11 H 0 1 N N N 14.569 21.741 -0.108 -1.507 5.069 1.834 H11 9NJ 50 9NJ H12 H12 H 0 1 N N N 16.055 22.731 -0.303 -2.391 5.350 0.315 H12 9NJ 51 9NJ H13 H13 H 0 1 N N N 15.976 21.473 0.977 -3.285 5.003 1.814 H13 9NJ 52 9NJ H14 H14 H 0 1 N N N 10.795 27.511 1.608 -5.853 0.430 2.171 H14 9NJ 53 9NJ H15 H15 H 0 1 N N N 8.290 25.160 4.166 -5.384 -3.765 1.542 H15 9NJ 54 9NJ H16 H16 H 0 1 N N N 10.262 23.819 4.898 -3.197 -3.389 0.490 H16 9NJ 55 9NJ H17 H17 H 0 1 N N N 13.849 21.726 6.980 1.215 -1.370 -1.979 H17 9NJ 56 9NJ H18 H18 H 0 1 N N N 15.143 22.962 6.827 0.287 -2.831 -2.392 H18 9NJ 57 9NJ H19 H19 H 0 1 N N N 12.914 22.900 8.925 0.477 -0.304 -4.093 H19 9NJ 58 9NJ H20 H20 H 0 1 N N N 14.652 22.535 9.196 1.325 -1.836 -4.412 H20 9NJ 59 9NJ H21 H21 H 0 1 N N N 15.273 24.829 8.671 -0.740 -1.661 -5.774 H21 9NJ 60 9NJ H22 H22 H 0 1 N N N 13.985 24.845 9.922 -0.855 -3.001 -4.608 H22 9NJ 61 9NJ H23 H23 H 0 1 N N N 13.658 26.568 8.093 -2.016 -0.205 -4.224 H23 9NJ 62 9NJ H24 H24 H 0 1 N N N 12.289 25.418 8.260 -2.944 -1.666 -4.637 H24 9NJ 63 9NJ H25 H25 H 0 1 N N N 14.521 25.338 6.160 -2.206 -2.733 -2.524 H25 9NJ 64 9NJ H26 H26 H 0 1 N N N 12.792 25.740 5.885 -3.054 -1.200 -2.204 H26 9NJ 65 9NJ H27 H27 H 0 1 N N N 12.105 22.611 2.527 1.429 -2.338 -0.863 H27 9NJ 66 9NJ H28 H28 H 0 1 N N N 9.870 20.641 4.268 3.149 -3.556 0.850 H28 9NJ 67 9NJ H29 H29 H 0 1 N N N 9.301 21.472 2.780 3.845 -2.790 -0.599 H29 9NJ 68 9NJ H30 H30 H 0 1 N N N 8.079 19.353 3.076 4.688 -2.242 2.283 H30 9NJ 69 9NJ H31 H31 H 0 1 N N N 9.625 18.445 3.178 5.593 -3.223 1.105 H31 9NJ 70 9NJ H32 H32 H 0 1 N N N 8.558 19.991 0.753 5.800 -1.249 -0.381 H32 9NJ 71 9NJ H33 H33 H 0 1 N N N 12.325 20.567 0.773 2.647 0.643 0.199 H33 9NJ 72 9NJ H34 H34 H 0 1 N N N 10.749 21.426 0.720 3.551 -0.338 -0.979 H34 9NJ 73 9NJ H35 H35 H 0 1 N N N 8.428 16.108 0.456 8.637 -1.533 1.925 H35 9NJ 74 # 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 9NJ O19 C12 DOUB N N 1 9NJ C35 O25 SING N N 2 9NJ C22 C31 SING N N 3 9NJ C22 C18 SING N N 4 9NJ C12 O28 SING N N 5 9NJ C12 C18 SING N N 6 9NJ C31 C26 SING N N 7 9NJ C18 C23 SING N N 8 9NJ O25 C8 SING N N 9 9NJ N9 C8 DOUB Y N 10 9NJ N9 C15 SING Y N 11 9NJ C8 C4 SING Y N 12 9NJ C36 O32 SING N N 13 9NJ C14 C5 DOUB Y N 14 9NJ C14 C21 SING Y N 15 9NJ N3 C5 SING Y N 16 9NJ N3 C1 DOUB Y N 17 9NJ F29 C21 SING N N 18 9NJ C26 N11 SING N N 19 9NJ C26 C30 SING N N 20 9NJ O32 C15 SING N N 21 9NJ C23 C30 SING N N 22 9NJ C5 C7 SING Y N 23 9NJ C15 C24 DOUB Y N 24 9NJ C21 C27 DOUB Y N 25 9NJ C4 C1 SING N N 26 9NJ C4 C13 DOUB Y N 27 9NJ C1 N2 SING Y N 28 9NJ N11 C6 SING N N 29 9NJ C24 C13 SING Y N 30 9NJ C7 N2 SING Y N 31 9NJ C7 C16 DOUB Y N 32 9NJ C27 C16 SING Y N 33 9NJ N2 C10 SING N N 34 9NJ C6 C10 SING N N 35 9NJ C6 O17 DOUB N N 36 9NJ C10 C20 SING N N 37 9NJ C20 C34 SING N N 38 9NJ C20 C33 SING N N 39 9NJ C34 C37 SING N N 40 9NJ C33 C38 SING N N 41 9NJ C37 C39 SING N N 42 9NJ C38 C39 SING N N 43 9NJ C10 H1 SING N N 44 9NJ C13 H2 SING N N 45 9NJ C20 H3 SING N N 46 9NJ C22 H4 SING N N 47 9NJ C22 H5 SING N N 48 9NJ C24 H6 SING N N 49 9NJ C26 H7 SING N N 50 9NJ C36 H8 SING N N 51 9NJ C36 H9 SING N N 52 9NJ C36 H10 SING N N 53 9NJ C35 H11 SING N N 54 9NJ C35 H12 SING N N 55 9NJ C35 H13 SING N N 56 9NJ C14 H14 SING N N 57 9NJ C27 H15 SING N N 58 9NJ C16 H16 SING N N 59 9NJ C33 H17 SING N N 60 9NJ C33 H18 SING N N 61 9NJ C38 H19 SING N N 62 9NJ C38 H20 SING N N 63 9NJ C39 H21 SING N N 64 9NJ C39 H22 SING N N 65 9NJ C37 H23 SING N N 66 9NJ C37 H24 SING N N 67 9NJ C34 H25 SING N N 68 9NJ C34 H26 SING N N 69 9NJ N11 H27 SING N N 70 9NJ C30 H28 SING N N 71 9NJ C30 H29 SING N N 72 9NJ C23 H30 SING N N 73 9NJ C23 H31 SING N N 74 9NJ C18 H32 SING N N 75 9NJ C31 H33 SING N N 76 9NJ C31 H34 SING N N 77 9NJ O28 H35 SING N N 78 # 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 9NJ SMILES ACDLabs 12.01 "n3c5c(n(C(C(=O)NC1CCC(CC1)C(O)=O)C2CCCCC2)c3c4ccc(OC)nc4OC)ccc(c5)F" 9NJ InChI InChI 1.03 "InChI=1S/C29H35FN4O5/c1-38-24-15-13-21(28(33-24)39-2)26-32-22-16-19(30)10-14-23(22)34(26)25(17-6-4-3-5-7-17)27(35)31-20-11-8-18(9-12-20)29(36)37/h10,13-18,20,25H,3-9,11-12H2,1-2H3,(H,31,35)(H,36,37)/t18-,20-,25-/m0/s1" 9NJ InChIKey InChI 1.03 JHVYRIYZUSZRSR-KHOMTPLRSA-N 9NJ SMILES_CANONICAL CACTVS 3.385 "COc1ccc(c(OC)n1)c2nc3cc(F)ccc3n2[C@@H](C4CCCCC4)C(=O)N[C@H]5CC[C@@H](CC5)C(O)=O" 9NJ SMILES CACTVS 3.385 "COc1ccc(c(OC)n1)c2nc3cc(F)ccc3n2[CH](C4CCCCC4)C(=O)N[CH]5CC[CH](CC5)C(O)=O" 9NJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1ccc(c(n1)OC)c2nc3cc(ccc3n2[C@@H](C4CCCCC4)C(=O)NC5CCC(CC5)C(=O)O)F" 9NJ SMILES "OpenEye OEToolkits" 2.0.6 "COc1ccc(c(n1)OC)c2nc3cc(ccc3n2C(C4CCCCC4)C(=O)NC5CCC(CC5)C(=O)O)F" # 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 9NJ "SYSTEMATIC NAME" ACDLabs 12.01 "trans-4-({(2S)-2-cyclohexyl-2-[2-(2,6-dimethoxypyridin-3-yl)-5-fluoro-1H-benzimidazol-1-yl]acetyl}amino)cyclohexane-1-carboxylic acid" 9NJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "4-[[(2~{S})-2-cyclohexyl-2-[2-(2,6-dimethoxypyridin-3-yl)-5-fluoranyl-benzimidazol-1-yl]ethanoyl]amino]cyclohexane-1-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9NJ "Create component" 2017-05-19 RCSB 9NJ "Initial release" 2017-07-05 RCSB #