data_5VC # _chem_comp.id 5VC _chem_comp.name "4-(3-chloranyl-2-fluoranyl-phenoxy)-1-[[6-(1,3-thiazol-2-ylamino)pyridin-2-yl]methyl]cyclohexane-1-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H21 Cl F N3 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms MK-5108 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-12-08 _chem_comp.pdbx_modified_date 2020-06-17 _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 461.937 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5VC _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 5EW9 _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 5VC C13 C1 C 0 1 Y N N -15.745 11.585 17.790 3.996 -0.350 -0.580 C13 5VC 1 5VC C14 C2 C 0 1 Y N N -16.825 10.886 18.344 3.979 -1.741 -0.613 C14 5VC 2 5VC C15 C3 C 0 1 Y N N -16.592 10.012 19.385 2.811 -2.392 -0.967 C15 5VC 3 5VC C16 C4 C 0 1 Y N N -15.282 9.880 19.836 1.695 -1.627 -1.278 C16 5VC 4 5VC C11 C5 C 0 1 Y N N -14.258 10.609 19.238 1.782 -0.250 -1.225 C11 5VC 5 5VC C21 C6 C 0 1 Y N N -14.282 14.740 14.616 7.438 -2.202 0.808 C21 5VC 6 5VC C27 C7 C 0 1 Y N N -8.997 11.440 12.878 -7.284 0.813 0.811 C27 5VC 7 5VC O23 O1 O 0 1 N N N -9.312 11.101 17.019 -3.439 -0.544 0.165 O23 5VC 8 5VC C24 C8 C 0 1 Y N N -9.210 11.150 15.654 -4.706 -0.098 0.377 C24 5VC 9 5VC C25 C9 C 0 1 Y N N -9.428 12.364 15.044 -5.789 -0.929 0.120 C25 5VC 10 5VC C26 C10 C 0 1 Y N N -9.329 12.528 13.684 -7.076 -0.471 0.337 C26 5VC 11 5VC C18 C11 C 0 1 Y N N -15.086 13.282 16.047 6.254 -0.396 0.251 C18 5VC 12 5VC N22 N1 N 0 1 Y N N -15.404 14.094 15.074 6.322 -1.689 0.323 N22 5VC 13 5VC S19 S1 S 0 1 Y N N -13.414 13.226 16.499 7.701 0.302 0.835 S19 5VC 14 5VC C20 C12 C 0 1 Y N N -13.113 14.403 15.249 8.355 -1.301 1.163 C20 5VC 15 5VC N17 N2 N 0 1 N N N -16.063 12.468 16.708 5.165 0.317 -0.230 N17 5VC 16 5VC C10 C13 C 0 1 N N N -12.851 10.432 19.746 0.574 0.585 -1.561 C10 5VC 17 5VC C1 C14 C 0 1 N N N -12.243 9.106 19.242 0.233 1.490 -0.375 C1 5VC 18 5VC C7 C15 C 0 1 N N N -12.962 7.907 19.781 1.351 2.476 -0.158 C7 5VC 19 5VC O8 O2 O 0 1 N N N -12.725 7.574 20.984 1.688 3.334 -1.134 O8 5VC 20 5VC O9 O3 O 0 1 N N N -13.766 7.286 19.006 1.945 2.495 0.894 O9 5VC 21 5VC C2 C16 C 0 1 N N N -10.785 8.981 19.692 0.054 0.637 0.882 C2 5VC 22 5VC C3 C17 C 0 1 N N N -9.943 10.090 19.071 -1.081 -0.365 0.662 C3 5VC 23 5VC C4 C18 C 0 1 N N N -10.015 9.990 17.539 -2.379 0.391 0.370 C4 5VC 24 5VC F30 F1 F 0 1 N N N -9.757 13.434 15.781 -5.585 -2.182 -0.343 F30 5VC 25 5VC CL3 CL1 CL 0 0 N N N -9.649 14.117 13.062 -8.432 -1.508 0.017 CL3 5VC 26 5VC C28 C19 C 0 1 Y N N -8.781 10.205 13.506 -6.207 1.640 1.068 C28 5VC 27 5VC C29 C20 C 0 1 Y N N -8.877 10.031 14.891 -4.919 1.187 0.852 C29 5VC 28 5VC C5 C21 C 0 1 N N N -11.476 10.156 17.107 -2.200 1.245 -0.887 C5 5VC 29 5VC C6 C22 C 0 1 N N N -12.326 9.045 17.716 -1.065 2.246 -0.667 C6 5VC 30 5VC N12 N3 N 0 1 Y N N -14.491 11.450 18.225 2.910 0.344 -0.883 N12 5VC 31 5VC H1 H1 H 0 1 N N N -17.825 11.029 17.962 4.866 -2.305 -0.365 H1 5VC 32 5VC H2 H2 H 0 1 N N N -17.397 9.450 19.834 2.769 -3.470 -1.002 H2 5VC 33 5VC H3 H3 H 0 1 N N N -15.059 9.210 20.653 0.768 -2.104 -1.559 H3 5VC 34 5VC H4 H4 H 0 1 N N N -14.318 15.462 13.814 7.593 -3.266 0.914 H4 5VC 35 5VC H5 H5 H 0 1 N N N -8.909 11.545 11.807 -8.290 1.170 0.976 H5 5VC 36 5VC H6 H6 H 0 1 N N N -12.142 14.810 15.007 9.328 -1.516 1.578 H6 5VC 37 5VC H7 H7 H 0 1 N N N -17.013 12.519 16.399 5.220 1.281 -0.323 H7 5VC 38 5VC H8 H8 H 0 1 N N N -12.232 11.269 19.391 0.788 1.199 -2.436 H8 5VC 39 5VC H9 H9 H 0 1 N N N -12.864 10.427 20.846 -0.272 -0.068 -1.774 H9 5VC 40 5VC H10 H10 H 0 1 N N N -13.234 6.803 21.206 2.412 3.948 -0.948 H10 5VC 41 5VC H11 H11 H 0 1 N N N -10.390 8.005 19.375 0.979 0.098 1.090 H11 5VC 42 5VC H12 H12 H 0 1 N N N -10.736 9.058 20.788 -0.188 1.281 1.727 H12 5VC 43 5VC H13 H13 H 0 1 N N N -8.898 9.983 19.397 -0.838 -1.009 -0.183 H13 5VC 44 5VC H14 H14 H 0 1 N N N -10.329 11.068 19.393 -1.208 -0.973 1.558 H14 5VC 45 5VC H15 H15 H 0 1 N N N -9.609 9.029 17.190 -2.621 1.036 1.215 H15 5VC 46 5VC H16 H16 H 0 1 N N N -8.530 9.351 12.894 -6.372 2.641 1.437 H16 5VC 47 5VC H17 H17 H 0 1 N N N -8.700 9.070 15.350 -4.078 1.835 1.053 H17 5VC 48 5VC H18 H18 H 0 1 N N N -11.850 11.132 17.451 -1.957 0.600 -1.732 H18 5VC 49 5VC H19 H19 H 0 1 N N N -11.540 10.105 16.010 -3.125 1.783 -1.095 H19 5VC 50 5VC H20 H20 H 0 1 N N N -13.373 9.172 17.402 -1.307 2.891 0.178 H20 5VC 51 5VC H21 H21 H 0 1 N N N -11.955 8.069 17.369 -0.938 2.854 -1.562 H21 5VC 52 # # 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 5VC C27 C28 DOUB Y N 1 5VC C27 C26 SING Y N 2 5VC CL3 C26 SING N N 3 5VC C28 C29 SING Y N 4 5VC C26 C25 DOUB Y N 5 5VC C21 N22 SING Y N 6 5VC C21 C20 DOUB Y N 7 5VC C29 C24 DOUB Y N 8 5VC C25 C24 SING Y N 9 5VC C25 F30 SING N N 10 5VC N22 C18 DOUB Y N 11 5VC C20 S19 SING Y N 12 5VC C24 O23 SING N N 13 5VC C18 S19 SING Y N 14 5VC C18 N17 SING N N 15 5VC N17 C13 SING N N 16 5VC O23 C4 SING N N 17 5VC C5 C4 SING N N 18 5VC C5 C6 SING N N 19 5VC C4 C3 SING N N 20 5VC C6 C1 SING N N 21 5VC C13 N12 DOUB Y N 22 5VC C13 C14 SING Y N 23 5VC N12 C11 SING Y N 24 5VC C14 C15 DOUB Y N 25 5VC O9 C7 DOUB N N 26 5VC C3 C2 SING N N 27 5VC C11 C10 SING N N 28 5VC C11 C16 DOUB Y N 29 5VC C1 C2 SING N N 30 5VC C1 C10 SING N N 31 5VC C1 C7 SING N N 32 5VC C15 C16 SING Y N 33 5VC C7 O8 SING N N 34 5VC C14 H1 SING N N 35 5VC C15 H2 SING N N 36 5VC C16 H3 SING N N 37 5VC C21 H4 SING N N 38 5VC C27 H5 SING N N 39 5VC C20 H6 SING N N 40 5VC N17 H7 SING N N 41 5VC C10 H8 SING N N 42 5VC C10 H9 SING N N 43 5VC O8 H10 SING N N 44 5VC C2 H11 SING N N 45 5VC C2 H12 SING N N 46 5VC C3 H13 SING N N 47 5VC C3 H14 SING N N 48 5VC C4 H15 SING N N 49 5VC C28 H16 SING N N 50 5VC C29 H17 SING N N 51 5VC C5 H18 SING N N 52 5VC C5 H19 SING N N 53 5VC C6 H20 SING N N 54 5VC C6 H21 SING N N 55 # # 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 5VC InChI InChI 1.03 "InChI=1S/C22H21ClFN3O3S/c23-16-4-2-5-17(19(16)24)30-15-7-9-22(10-8-15,20(28)29)13-14-3-1-6-18(26-14)27-21-25-11-12-31-21/h1-6,11-12,15H,7-10,13H2,(H,28,29)(H,25,26,27)/t15-,22-" 5VC InChIKey InChI 1.03 LCVIRAZGMYMNNT-VVONHTQRSA-N 5VC SMILES_CANONICAL CACTVS 3.385 "OC(=O)[C@]1(CC[C@@H](CC1)Oc2cccc(Cl)c2F)Cc3cccc(Nc4sccn4)n3" 5VC SMILES CACTVS 3.385 "OC(=O)[C]1(CC[CH](CC1)Oc2cccc(Cl)c2F)Cc3cccc(Nc4sccn4)n3" 5VC SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1cc(nc(c1)Nc2nccs2)CC3(CCC(CC3)Oc4cccc(c4F)Cl)C(=O)O" 5VC SMILES "OpenEye OEToolkits" 2.0.4 "c1cc(nc(c1)Nc2nccs2)CC3(CCC(CC3)Oc4cccc(c4F)Cl)C(=O)O" # _pdbx_chem_comp_identifier.comp_id 5VC _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.4 _pdbx_chem_comp_identifier.identifier "4-(3-chloranyl-2-fluoranyl-phenoxy)-1-[[6-(1,3-thiazol-2-ylamino)pyridin-2-yl]methyl]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 5VC "Create component" 2015-12-08 RCSB 5VC "Initial release" 2016-01-20 RCSB 5VC "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 5VC _pdbx_chem_comp_synonyms.name MK-5108 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##