data_9LP # _chem_comp.id 9LP _chem_comp.name "trans-4-({(2S)-2-[2-(4-chlorophenyl)-5,6-difluoro-1H-benzimidazol-1-yl]-2-cyclohexylacetyl}amino)cyclohexyl hydrogen sulfate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H30 Cl F2 N3 O5 S" _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 582.059 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9LP _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 5Q0U _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 9LP C4 C1 C 0 1 N N N 13.973 22.380 6.881 -0.499 -2.134 1.923 C4 9LP 1 9LP C5 C2 C 0 1 N N N 13.238 23.366 5.973 -1.759 -1.635 1.212 C5 9LP 2 9LP C6 C3 C 0 1 N N N 13.831 24.783 6.179 -2.970 -1.830 2.126 C6 9LP 3 9LP C7 C4 C 0 1 N N S 13.285 22.939 4.487 -1.603 -0.150 0.881 C7 9LP 4 9LP C8 C5 C 0 1 N N N 12.509 21.643 4.157 -0.326 0.061 0.108 C8 9LP 5 9LP C13 C6 C 0 1 Y N N 13.755 24.784 2.804 -2.993 1.570 -0.349 C13 9LP 6 9LP C15 C7 C 0 1 Y N N 9.570 26.361 2.987 -6.036 -1.524 -1.636 C15 9LP 7 9LP C17 C8 C 0 1 Y N N 10.455 24.478 4.191 -4.053 -1.859 -0.316 C17 9LP 8 9LP C20 C9 C 0 1 Y N N 16.186 25.262 3.059 -2.262 3.906 -0.815 C20 9LP 9 9LP C21 C10 C 0 1 Y N N 17.520 24.913 2.897 -1.475 5.001 -0.526 C21 9LP 10 9LP C22 C11 C 0 1 Y N N 17.834 23.713 2.294 -0.568 4.949 0.518 C22 9LP 11 9LP C24 C12 C 0 1 Y N N 15.521 23.200 2.014 -1.231 2.699 1.003 C24 9LP 12 9LP C1 C13 C 0 1 N N N 13.768 25.235 7.660 -3.126 -3.315 2.457 C1 9LP 13 9LP C2 C14 C 0 1 N N N 14.447 24.195 8.596 -1.866 -3.813 3.169 C2 9LP 14 9LP C3 C15 C 0 1 N N N 13.871 22.800 8.375 -0.655 -3.619 2.255 C3 9LP 15 9LP O10 O1 O 0 1 N N N 12.338 20.800 5.018 -0.371 0.390 -1.059 O10 9LP 16 9LP N28 N1 N 0 1 N N N 12.050 21.493 2.899 0.865 -0.115 0.714 N28 9LP 17 9LP C29 C16 C 0 1 N N N 11.317 20.289 2.503 2.104 0.004 -0.059 C29 9LP 18 9LP C30 C17 C 0 1 N N N 11.409 20.012 1.010 2.414 -1.334 -0.734 C30 9LP 19 9LP C31 C18 C 0 1 N N N 10.737 18.670 0.661 3.708 -1.210 -1.540 C31 9LP 20 9LP C32 C19 C 0 1 N N N 9.279 18.624 1.171 4.858 -0.832 -0.605 C32 9LP 21 9LP C33 C20 C 0 1 N N N 9.188 18.956 2.675 4.548 0.506 0.070 C33 9LP 22 9LP C34 C21 C 0 1 N N N 9.866 20.295 2.971 3.254 0.382 0.877 C34 9LP 23 9LP O35 O2 O 0 1 N N N 8.808 17.238 1.009 6.067 -0.716 -1.358 O35 9LP 24 9LP S36 S1 S 0 1 N N N 7.361 16.772 0.295 7.310 -1.173 -0.608 S36 9LP 25 9LP O37 O3 O 0 1 N N N 6.930 15.701 1.110 7.285 -2.694 -0.578 O37 9LP 26 9LP O38 O4 O 0 1 N N N 6.453 17.959 0.392 8.422 -0.806 -1.413 O38 9LP 27 9LP O39 O5 O 0 1 N N N 7.759 16.520 -1.044 7.148 -0.742 0.737 O39 9LP 28 9LP N9 N2 N 0 1 Y N N 12.893 24.088 3.629 -2.742 0.292 0.072 N9 9LP 29 9LP C12 C22 C 0 1 Y N N 11.665 24.733 3.560 -3.763 -0.505 -0.410 C12 9LP 30 9LP C11 C23 C 0 1 Y N N 11.848 25.783 2.668 -4.621 0.349 -1.127 C11 9LP 31 9LP N14 N3 N 0 1 Y N N 13.171 25.801 2.203 -4.098 1.597 -1.052 N14 9LP 32 9LP C19 C24 C 0 1 Y N N 15.170 24.416 2.619 -2.147 2.746 -0.048 C19 9LP 33 9LP C23 C25 C 0 1 Y N N 16.852 22.851 1.850 -0.445 3.799 1.279 C23 9LP 34 9LP CL25 CL1 CL 0 0 N N N 19.511 23.272 2.092 0.419 6.332 0.876 CL25 9LP 35 9LP C18 C26 C 0 1 Y N N 10.769 26.624 2.362 -5.763 -0.178 -1.740 C18 9LP 36 9LP C16 C27 C 0 1 Y N N 9.419 25.319 3.874 -5.183 -2.364 -0.926 C16 9LP 37 9LP F26 F1 F 0 1 N N N 8.217 25.124 4.444 -5.464 -3.682 -0.833 F26 9LP 38 9LP F27 F2 F 0 1 N N N 8.498 27.139 2.728 -7.139 -2.032 -2.227 F27 9LP 39 9LP H1 H1 H 0 1 N N N 13.528 21.381 6.759 0.364 -1.995 1.273 H1 9LP 40 9LP H2 H2 H 0 1 N N N 15.033 22.347 6.590 -0.354 -1.569 2.844 H2 9LP 41 9LP H3 H3 H 0 1 N N N 12.183 23.394 6.283 -1.903 -2.200 0.291 H3 9LP 42 9LP H4 H4 H 0 1 N N N 14.882 24.778 5.855 -2.826 -1.265 3.047 H4 9LP 43 9LP H5 H5 H 0 1 N N N 13.262 25.498 5.566 -3.868 -1.475 1.619 H5 9LP 44 9LP H6 H6 H 0 1 N N N 14.341 22.725 4.266 -1.568 0.427 1.805 H6 9LP 45 9LP H7 H7 H 0 1 N N N 10.336 23.664 4.891 -3.395 -2.515 0.233 H7 9LP 46 9LP H8 H8 H 0 1 N N N 15.933 26.200 3.531 -2.970 3.948 -1.630 H8 9LP 47 9LP H9 H9 H 0 1 N N N 18.303 25.574 3.239 -1.566 5.901 -1.117 H9 9LP 48 9LP H10 H10 H 0 1 N N N 14.746 22.529 1.673 -1.138 1.804 1.600 H10 9LP 49 9LP H11 H11 H 0 1 N N N 14.285 26.201 7.762 -3.990 -3.454 3.108 H11 9LP 50 9LP H12 H12 H 0 1 N N N 12.715 25.349 7.955 -3.271 -3.880 1.536 H12 9LP 51 9LP H13 H13 H 0 1 N N N 15.527 24.175 8.388 -1.722 -3.249 4.089 H13 9LP 52 9LP H14 H14 H 0 1 N N N 14.281 24.491 9.642 -1.977 -4.872 3.405 H14 9LP 53 9LP H15 H15 H 0 1 N N N 12.813 22.796 8.677 -0.799 -4.184 1.334 H15 9LP 54 9LP H16 H16 H 0 1 N N N 14.430 22.079 8.989 0.243 -3.974 2.762 H16 9LP 55 9LP H17 H17 H 0 1 N N N 12.212 22.215 2.226 0.901 -0.321 1.661 H17 9LP 56 9LP H18 H18 H 0 1 N N N 11.800 19.438 3.006 1.985 0.775 -0.819 H18 9LP 57 9LP H19 H19 H 0 1 N N N 12.468 19.973 0.715 2.533 -2.106 0.027 H19 9LP 58 9LP H20 H20 H 0 1 N N N 10.905 20.821 0.461 1.595 -1.603 -1.400 H20 9LP 59 9LP H21 H21 H 0 1 N N N 10.739 18.542 -0.431 3.930 -2.163 -2.021 H21 9LP 60 9LP H22 H22 H 0 1 N N N 11.306 17.852 1.127 3.590 -0.438 -2.301 H22 9LP 61 9LP H23 H23 H 0 1 N N N 8.656 19.322 0.593 4.977 -1.604 0.156 H23 9LP 62 9LP H24 H24 H 0 1 N N N 8.130 19.013 2.969 5.367 0.775 0.737 H24 9LP 63 9LP H25 H25 H 0 1 N N N 9.687 18.163 3.251 4.430 1.278 -0.690 H25 9LP 64 9LP H26 H26 H 0 1 N N N 9.839 20.480 4.055 3.033 1.334 1.358 H26 9LP 65 9LP H27 H27 H 0 1 N N N 9.323 21.096 2.448 3.372 -0.390 1.638 H27 9LP 66 9LP H28 H28 H 0 1 N N N 17.118 21.915 1.380 0.265 3.763 2.092 H28 9LP 67 9LP H29 H29 H 0 1 N N N 10.873 27.443 1.666 -6.428 0.469 -2.293 H29 9LP 68 9LP H30 H30 H 0 1 N N N 6.135 15.950 1.567 8.038 -3.091 -0.120 H30 9LP 69 # 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 9LP O39 S36 DOUB N N 1 9LP S36 O38 DOUB N N 2 9LP S36 O35 SING N N 3 9LP S36 O37 SING N N 4 9LP C31 C30 SING N N 5 9LP C31 C32 SING N N 6 9LP O35 C32 SING N N 7 9LP C30 C29 SING N N 8 9LP C32 C33 SING N N 9 9LP C23 C24 DOUB Y N 10 9LP C23 C22 SING Y N 11 9LP C24 C19 SING Y N 12 9LP CL25 C22 SING N N 13 9LP N14 C11 SING Y N 14 9LP N14 C13 DOUB Y N 15 9LP C22 C21 DOUB Y N 16 9LP C18 C11 DOUB Y N 17 9LP C18 C15 SING Y N 18 9LP C29 N28 SING N N 19 9LP C29 C34 SING N N 20 9LP C19 C13 SING N N 21 9LP C19 C20 DOUB Y N 22 9LP C11 C12 SING Y N 23 9LP C33 C34 SING N N 24 9LP F27 C15 SING N N 25 9LP C13 N9 SING Y N 26 9LP C21 C20 SING Y N 27 9LP N28 C8 SING N N 28 9LP C15 C16 DOUB Y N 29 9LP C12 N9 SING Y N 30 9LP C12 C17 DOUB Y N 31 9LP N9 C7 SING N N 32 9LP C16 C17 SING Y N 33 9LP C16 F26 SING N N 34 9LP C8 C7 SING N N 35 9LP C8 O10 DOUB N N 36 9LP C7 C5 SING N N 37 9LP C5 C6 SING N N 38 9LP C5 C4 SING N N 39 9LP C6 C1 SING N N 40 9LP C4 C3 SING N N 41 9LP C1 C2 SING N N 42 9LP C3 C2 SING N N 43 9LP C4 H1 SING N N 44 9LP C4 H2 SING N N 45 9LP C5 H3 SING N N 46 9LP C6 H4 SING N N 47 9LP C6 H5 SING N N 48 9LP C7 H6 SING N N 49 9LP C17 H7 SING N N 50 9LP C20 H8 SING N N 51 9LP C21 H9 SING N N 52 9LP C24 H10 SING N N 53 9LP C1 H11 SING N N 54 9LP C1 H12 SING N N 55 9LP C2 H13 SING N N 56 9LP C2 H14 SING N N 57 9LP C3 H15 SING N N 58 9LP C3 H16 SING N N 59 9LP N28 H17 SING N N 60 9LP C29 H18 SING N N 61 9LP C30 H19 SING N N 62 9LP C30 H20 SING N N 63 9LP C31 H21 SING N N 64 9LP C31 H22 SING N N 65 9LP C32 H23 SING N N 66 9LP C33 H24 SING N N 67 9LP C33 H25 SING N N 68 9LP C34 H26 SING N N 69 9LP C34 H27 SING N N 70 9LP C23 H28 SING N N 71 9LP C18 H29 SING N N 72 9LP O37 H30 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 9LP SMILES ACDLabs 12.01 "C1CCCCC1C(C(=O)NC2CCC(CC2)OS(=O)(O)=O)n4c(nc3c4cc(c(c3)F)F)c5ccc(cc5)Cl" 9LP InChI InChI 1.03 "InChI=1S/C27H30ClF2N3O5S/c28-18-8-6-17(7-9-18)26-32-23-14-21(29)22(30)15-24(23)33(26)25(16-4-2-1-3-5-16)27(34)31-19-10-12-20(13-11-19)38-39(35,36)37/h6-9,14-16,19-20,25H,1-5,10-13H2,(H,31,34)(H,35,36,37)/t19-,20-,25-/m0/s1" 9LP InChIKey InChI 1.03 SEHWHKGFYAXJEE-RLSLOFABSA-N 9LP SMILES_CANONICAL CACTVS 3.385 "O[S](=O)(=O)O[C@@H]1CC[C@H](CC1)NC(=O)[C@H](C2CCCCC2)n3c4cc(F)c(F)cc4nc3c5ccc(Cl)cc5" 9LP SMILES CACTVS 3.385 "O[S](=O)(=O)O[CH]1CC[CH](CC1)NC(=O)[CH](C2CCCCC2)n3c4cc(F)c(F)cc4nc3c5ccc(Cl)cc5" 9LP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2nc3cc(c(cc3n2[C@@H](C4CCCCC4)C(=O)NC5CCC(CC5)OS(=O)(=O)O)F)F)Cl" 9LP SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2nc3cc(c(cc3n2C(C4CCCCC4)C(=O)NC5CCC(CC5)OS(=O)(=O)O)F)F)Cl" # 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 9LP "SYSTEMATIC NAME" ACDLabs 12.01 "trans-4-({(2S)-2-[2-(4-chlorophenyl)-5,6-difluoro-1H-benzimidazol-1-yl]-2-cyclohexylacetyl}amino)cyclohexyl hydrogen sulfate" 9LP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[4-[[(2~{S})-2-[2-(4-chlorophenyl)-5,6-bis(fluoranyl)benzimidazol-1-yl]-2-cyclohexyl-ethanoyl]amino]cyclohexyl] hydrogen sulfate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9LP "Create component" 2017-05-19 RCSB 9LP "Initial release" 2017-07-05 RCSB #