data_EK6 # _chem_comp.id EK6 _chem_comp.name "ethyl N-{2-chloro-4-[5-(5-{[(1S)-1-(3-chloro-4-fluorophenyl)-2-hydroxyethyl]carbamoyl}-1H-pyrrol-3-yl)-1H-pyrazol-4-yl]benzyl}glycinate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H26 Cl2 F N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-06 _chem_comp.pdbx_modified_date 2012-08-24 _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 574.431 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EK6 _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 4FV3 _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 EK6 CL2 CL2 CL 0 0 N N N 17.695 9.476 16.665 -6.391 0.160 0.560 CL2 EK6 1 EK6 C27 C27 C 0 1 Y N N 18.715 8.692 15.495 -5.069 -0.616 -0.257 C27 EK6 2 EK6 C6 C6 C 0 1 Y N N 18.876 9.205 14.168 -4.356 0.071 -1.224 C6 EK6 3 EK6 C5 C5 C 0 1 N N N 18.170 10.466 13.731 -4.733 1.488 -1.570 C5 EK6 4 EK6 N1 N1 N 0 1 N N N 16.972 10.111 12.899 -4.178 2.402 -0.563 N1 EK6 5 EK6 C4 C4 C 0 1 N N N 15.758 9.707 13.650 -4.527 3.796 -0.869 C4 EK6 6 EK6 C3 C3 C 0 1 N N N 14.926 10.829 14.286 -3.942 4.703 0.184 C3 EK6 7 EK6 O2 O2 O 0 1 N N N 14.058 10.682 15.139 -3.300 4.235 1.095 O2 EK6 8 EK6 O1 O1 O 0 1 N N N 15.265 12.054 13.769 -4.133 6.029 0.109 O1 EK6 9 EK6 C2 C2 C 0 1 N N N 14.632 13.259 14.190 -3.541 6.841 1.157 C2 EK6 10 EK6 C1 C1 C 0 1 N N N 14.282 13.975 12.884 -3.863 8.315 0.904 C1 EK6 11 EK6 C26 C26 C 0 1 Y N N 19.340 7.518 15.931 -4.727 -1.915 0.064 C26 EK6 12 EK6 C9 C9 C 0 1 Y N N 20.144 6.795 15.020 -3.666 -2.536 -0.592 C9 EK6 13 EK6 C8 C8 C 0 1 Y N N 20.316 7.275 13.706 -2.955 -1.840 -1.569 C8 EK6 14 EK6 C7 C7 C 0 1 Y N N 19.700 8.469 13.287 -3.298 -0.539 -1.874 C7 EK6 15 EK6 C10 C10 C 0 1 Y N N 20.806 5.582 15.443 -3.294 -3.930 -0.251 C10 EK6 16 EK6 C12 C12 C 0 1 Y N N 20.316 4.433 16.168 -2.044 -4.371 0.160 C12 EK6 17 EK6 N3 N3 N 0 1 Y N N 21.333 3.524 16.319 -2.143 -5.714 0.366 N3 EK6 18 EK6 N2 N2 N 0 1 Y N N 22.422 4.072 15.727 -3.457 -6.102 0.081 N2 EK6 19 EK6 C11 C11 C 0 1 Y N N 22.160 5.312 15.185 -4.144 -5.051 -0.280 C11 EK6 20 EK6 C13 C13 C 0 1 Y N N 19.032 4.156 16.763 -0.834 -3.541 0.341 C13 EK6 21 EK6 C25 C25 C 0 1 Y N N 17.751 4.590 16.307 0.463 -3.839 -0.126 C25 EK6 22 EK6 C15 C15 C 0 1 Y N N 16.816 4.131 17.234 1.275 -2.809 0.257 C15 EK6 23 EK6 N4 N4 N 0 1 Y N N 17.491 3.415 18.218 0.512 -1.892 0.945 N4 EK6 24 EK6 C14 C14 C 0 1 Y N N 18.839 3.432 17.940 -0.764 -2.327 0.992 C14 EK6 25 EK6 C16 C16 C 0 1 N N N 15.370 4.403 17.271 2.712 -2.699 -0.016 C16 EK6 26 EK6 O3 O3 O 0 1 N N N 14.622 3.763 18.014 3.282 -3.577 -0.636 O3 EK6 27 EK6 N5 N5 N 0 1 N N N 14.916 5.430 16.437 3.401 -1.626 0.421 N5 EK6 28 EK6 C17 C17 C 0 1 N N S 13.498 5.848 16.359 4.836 -1.516 0.148 C17 EK6 29 EK6 C18 C18 C 0 1 N N N 13.212 6.601 15.018 5.619 -2.273 1.224 C18 EK6 30 EK6 O4 O4 O 0 1 N N N 13.708 5.808 13.974 5.425 -1.638 2.489 O4 EK6 31 EK6 C19 C19 C 0 1 Y N N 13.132 6.788 17.498 5.240 -0.065 0.160 C19 EK6 32 EK6 C24 C24 C 0 1 Y N N 14.066 7.754 17.958 6.145 0.408 -0.772 C24 EK6 33 EK6 C23 C23 C 0 1 Y N N 13.721 8.575 19.041 6.517 1.740 -0.761 C23 EK6 34 EK6 CL1 CL1 CL 0 0 N N N 14.855 9.703 19.611 7.653 2.334 -1.932 CL1 EK6 35 EK6 C22 C22 C 0 1 Y N N 12.461 8.463 19.669 5.982 2.600 0.184 C22 EK6 36 EK6 F F F 0 1 N N N 12.158 9.239 20.699 6.344 3.902 0.196 F EK6 37 EK6 C21 C21 C 0 1 Y N N 11.518 7.506 19.209 5.076 2.125 1.117 C21 EK6 38 EK6 C20 C20 C 0 1 Y N N 11.865 6.674 18.126 4.702 0.794 1.100 C20 EK6 39 EK6 H1 H1 H 0 1 N N N 18.859 11.084 13.136 -4.331 1.742 -2.551 H1 EK6 40 EK6 H2 H2 H 0 1 N N N 17.845 11.030 14.618 -5.819 1.581 -1.587 H2 EK6 41 EK6 H3 H3 H 0 1 N N N 17.229 9.352 12.300 -3.179 2.289 -0.483 H3 EK6 42 EK6 H5 H5 H 0 1 N N N 15.103 9.162 12.954 -4.124 4.066 -1.845 H5 EK6 43 EK6 H6 H6 H 0 1 N N N 16.077 9.032 14.458 -5.611 3.906 -0.881 H6 EK6 44 EK6 H7 H7 H 0 1 N N N 15.318 13.868 14.797 -3.947 6.540 2.122 H7 EK6 45 EK6 H8 H8 H 0 1 N N N 13.724 13.040 14.771 -2.460 6.701 1.158 H8 EK6 46 EK6 H9 H9 H 0 1 N N N 13.783 14.929 13.110 -4.944 8.455 0.903 H9 EK6 47 EK6 H10 H10 H 0 1 N N N 15.203 14.169 12.314 -3.419 8.924 1.691 H10 EK6 48 EK6 H11 H11 H 0 1 N N N 13.609 13.342 12.288 -3.457 8.615 -0.062 H11 EK6 49 EK6 H12 H12 H 0 1 N N N 19.210 7.171 16.945 -5.281 -2.449 0.823 H12 EK6 50 EK6 H13 H13 H 0 1 N N N 20.929 6.719 13.012 -2.131 -2.317 -2.080 H13 EK6 51 EK6 H14 H14 H 0 1 N N N 19.859 8.827 12.280 -2.747 -0.000 -2.631 H14 EK6 52 EK6 H15 H15 H 0 1 N N N 21.281 2.635 16.775 -1.427 -6.299 0.659 H15 EK6 53 EK6 H16 H16 H 0 1 N N N 22.858 5.950 14.664 -5.188 -5.044 -0.556 H16 EK6 54 EK6 H17 H17 H 0 1 N N N 17.545 5.164 15.415 0.759 -4.716 -0.683 H17 EK6 55 EK6 H18 H18 H 0 1 N N N 17.065 2.961 19.001 0.838 -1.064 1.329 H18 EK6 56 EK6 H19 H19 H 0 1 N N N 19.613 2.966 18.531 -1.589 -1.814 1.463 H19 EK6 57 EK6 H20 H20 H 0 1 N N N 15.583 5.906 15.864 2.947 -0.927 0.916 H20 EK6 58 EK6 H21 H21 H 0 1 N N N 12.850 4.960 16.405 5.054 -1.946 -0.830 H21 EK6 59 EK6 H22 H22 H 0 1 N N N 13.718 7.578 15.021 5.264 -3.302 1.275 H22 EK6 60 EK6 H23 H23 H 0 1 N N N 12.129 6.750 14.895 6.680 -2.267 0.973 H23 EK6 61 EK6 H24 H24 H 0 1 N N N 13.548 6.241 13.144 5.893 -2.065 3.219 H24 EK6 62 EK6 H25 H25 H 0 1 N N N 15.029 7.855 17.480 6.561 -0.263 -1.508 H25 EK6 63 EK6 H26 H26 H 0 1 N N N 10.551 7.417 19.681 4.658 2.794 1.854 H26 EK6 64 EK6 H27 H27 H 0 1 N N N 11.157 5.940 17.769 3.992 0.424 1.825 H27 EK6 65 # 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 EK6 C1 C2 SING N N 1 EK6 N1 C4 SING N N 2 EK6 N1 C5 SING N N 3 EK6 C7 C8 DOUB Y N 4 EK6 C7 C6 SING Y N 5 EK6 C4 C3 SING N N 6 EK6 C8 C9 SING Y N 7 EK6 C5 C6 SING N N 8 EK6 O1 C2 SING N N 9 EK6 O1 C3 SING N N 10 EK6 O4 C18 SING N N 11 EK6 C6 C27 DOUB Y N 12 EK6 C3 O2 DOUB N N 13 EK6 C18 C17 SING N N 14 EK6 C9 C10 SING N N 15 EK6 C9 C26 DOUB Y N 16 EK6 C11 C10 SING Y N 17 EK6 C11 N2 DOUB Y N 18 EK6 C10 C12 DOUB Y N 19 EK6 C27 C26 SING Y N 20 EK6 C27 CL2 SING N N 21 EK6 N2 N3 SING Y N 22 EK6 C12 N3 SING Y N 23 EK6 C12 C13 SING N N 24 EK6 C25 C13 SING Y N 25 EK6 C25 C15 DOUB Y N 26 EK6 C17 N5 SING N N 27 EK6 C17 C19 SING N N 28 EK6 N5 C16 SING N N 29 EK6 C13 C14 DOUB Y N 30 EK6 C15 C16 SING N N 31 EK6 C15 N4 SING Y N 32 EK6 C16 O3 DOUB N N 33 EK6 C19 C24 DOUB Y N 34 EK6 C19 C20 SING Y N 35 EK6 C14 N4 SING Y N 36 EK6 C24 C23 SING Y N 37 EK6 C20 C21 DOUB Y N 38 EK6 C23 CL1 SING N N 39 EK6 C23 C22 DOUB Y N 40 EK6 C21 C22 SING Y N 41 EK6 C22 F SING N N 42 EK6 C5 H1 SING N N 43 EK6 C5 H2 SING N N 44 EK6 N1 H3 SING N N 45 EK6 C4 H5 SING N N 46 EK6 C4 H6 SING N N 47 EK6 C2 H7 SING N N 48 EK6 C2 H8 SING N N 49 EK6 C1 H9 SING N N 50 EK6 C1 H10 SING N N 51 EK6 C1 H11 SING N N 52 EK6 C26 H12 SING N N 53 EK6 C8 H13 SING N N 54 EK6 C7 H14 SING N N 55 EK6 N3 H15 SING N N 56 EK6 C11 H16 SING N N 57 EK6 C25 H17 SING N N 58 EK6 N4 H18 SING N N 59 EK6 C14 H19 SING N N 60 EK6 N5 H20 SING N N 61 EK6 C17 H21 SING N N 62 EK6 C18 H22 SING N N 63 EK6 C18 H23 SING N N 64 EK6 O4 H24 SING N N 65 EK6 C24 H25 SING N N 66 EK6 C21 H26 SING N N 67 EK6 C20 H27 SING N N 68 # 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 EK6 SMILES ACDLabs 12.01 "Fc1ccc(cc1Cl)C(NC(=O)c4cc(c3c(c2cc(Cl)c(cc2)CNCC(=O)OCC)cnn3)cn4)CO" EK6 InChI InChI 1.03 "InChI=1S/C27H26Cl2FN5O4/c1-2-39-25(37)13-31-10-17-4-3-15(7-20(17)28)19-12-33-35-26(19)18-9-23(32-11-18)27(38)34-24(14-36)16-5-6-22(30)21(29)8-16/h3-9,11-12,24,31-32,36H,2,10,13-14H2,1H3,(H,33,35)(H,34,38)/t24-/m1/s1" EK6 InChIKey InChI 1.03 VVRLXUNPTACSJC-XMMPIXPASA-N EK6 SMILES_CANONICAL CACTVS 3.370 "CCOC(=O)CNCc1ccc(cc1Cl)c2cn[nH]c2c3c[nH]c(c3)C(=O)N[C@H](CO)c4ccc(F)c(Cl)c4" EK6 SMILES CACTVS 3.370 "CCOC(=O)CNCc1ccc(cc1Cl)c2cn[nH]c2c3c[nH]c(c3)C(=O)N[CH](CO)c4ccc(F)c(Cl)c4" EK6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCOC(=O)CNCc1ccc(cc1Cl)c2cn[nH]c2c3cc([nH]c3)C(=O)N[C@H](CO)c4ccc(c(c4)Cl)F" EK6 SMILES "OpenEye OEToolkits" 1.7.6 "CCOC(=O)CNCc1ccc(cc1Cl)c2cn[nH]c2c3cc([nH]c3)C(=O)NC(CO)c4ccc(c(c4)Cl)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 EK6 "SYSTEMATIC NAME" ACDLabs 12.01 "ethyl N-{2-chloro-4-[5-(5-{[(1S)-1-(3-chloro-4-fluorophenyl)-2-hydroxyethyl]carbamoyl}-1H-pyrrol-3-yl)-1H-pyrazol-4-yl]benzyl}glycinate" EK6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "ethyl 2-[[2-chloranyl-4-[5-[5-[[(1S)-1-(3-chloranyl-4-fluoranyl-phenyl)-2-oxidanyl-ethyl]carbamoyl]-1H-pyrrol-3-yl]-1H-pyrazol-4-yl]phenyl]methylamino]ethanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EK6 "Create component" 2012-07-06 RCSB EK6 "Initial release" 2012-08-24 RCSB #