data_4GQ # _chem_comp.id 4GQ _chem_comp.name "N-cyclohexyl-N~3~-[2-(3,4-dichlorophenyl)ethyl]-N-(2-{[(2R)-2-hydroxy-2-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-8-yl)ethyl]amino}ethyl)-beta-alaninamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H38 Cl2 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-17 _chem_comp.pdbx_modified_date 2015-05-15 _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 577.542 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4GQ _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 4YND _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 4GQ C4 C1 C 0 1 Y N N -16.997 -3.868 10.377 8.745 2.576 1.378 C4 4GQ 1 4GQ C5 C2 C 0 1 Y N N -11.784 -16.400 8.082 -9.193 0.286 -1.050 C5 4GQ 2 4GQ C6 C3 C 0 1 Y N N -9.034 -16.257 7.621 -7.482 1.038 0.989 C6 4GQ 3 4GQ C7 C4 C 0 1 Y N N -9.895 -15.368 7.028 -7.301 -0.172 0.344 C7 4GQ 4 4GQ C8 C5 C 0 1 Y N N -14.566 -5.016 9.650 7.158 0.920 -0.186 C8 4GQ 5 4GQ C10 C6 C 0 1 Y N N -15.549 -5.785 10.246 6.950 2.288 -0.200 C10 4GQ 6 4GQ C13 C7 C 0 1 N N N -17.385 -7.231 11.713 6.357 4.969 0.058 C13 4GQ 7 4GQ C15 C8 C 0 1 N N N -15.919 -7.532 11.704 5.322 3.999 -0.452 C15 4GQ 8 4GQ C17 C9 C 0 1 N N N -7.544 -11.143 13.560 0.904 -6.487 0.258 C17 4GQ 9 4GQ C20 C10 C 0 1 N N N -9.748 -9.251 13.469 1.892 -3.921 1.271 C20 4GQ 10 4GQ C21 C11 C 0 1 N N N -9.143 -9.876 12.213 0.781 -3.991 0.221 C21 4GQ 11 4GQ C22 C12 C 0 1 N N N -9.304 -14.334 6.147 -6.175 -1.084 0.758 C22 4GQ 12 4GQ C24 C13 C 0 1 N N N -8.939 -13.076 6.927 -4.928 -0.763 -0.069 C24 4GQ 13 4GQ C26 C14 C 0 1 N N N -10.472 -6.955 11.101 2.929 -1.544 -0.428 C26 4GQ 14 4GQ C28 C15 C 0 1 N N N -12.391 -5.970 10.353 5.013 -0.319 -0.288 C28 4GQ 15 4GQ C1 C16 C 0 1 Y N N -16.025 -3.085 9.799 8.950 1.208 1.382 C1 4GQ 16 4GQ C2 C17 C 0 1 Y N N -14.831 -3.672 9.447 8.160 0.383 0.603 C2 4GQ 17 4GQ C3 C18 C 0 1 Y N N -11.258 -15.439 7.247 -8.159 -0.550 -0.671 C3 4GQ 18 4GQ C9 C19 C 0 1 Y N N -16.750 -5.204 10.598 7.743 3.119 0.590 C9 4GQ 19 4GQ C11 C20 C 0 1 Y N N -10.913 -17.275 8.693 -9.369 1.501 -0.414 C11 4GQ 20 4GQ C12 C21 C 0 1 Y N N -9.560 -17.200 8.459 -8.512 1.878 0.607 C12 4GQ 21 4GQ C14 C22 C 0 1 N N N -9.622 -10.010 9.772 -0.249 -2.027 -0.788 C14 4GQ 22 4GQ C16 C23 C 0 1 N N N -8.034 -10.459 14.824 2.014 -6.417 1.309 C16 4GQ 23 4GQ C18 C24 C 0 1 N N N -9.502 -10.092 14.703 1.828 -5.162 2.164 C18 4GQ 24 4GQ C19 C25 C 0 1 N N N -7.665 -10.195 12.393 0.967 -5.246 -0.635 C19 4GQ 25 4GQ C23 C26 C 0 1 N N N -9.600 -11.504 9.971 -1.496 -2.315 0.006 C23 4GQ 26 4GQ C25 C27 C 0 1 N N N -10.086 -12.261 8.757 -2.615 -1.371 -0.441 C25 4GQ 27 4GQ C27 C28 C 0 1 N N N -9.277 -7.828 10.773 2.089 -2.459 -1.322 C27 4GQ 28 4GQ C29 C29 C 0 1 N N R -13.254 -5.579 9.182 6.303 0.018 -1.038 C29 4GQ 29 4GQ N30 N1 N 0 1 N N N -17.728 -6.002 11.191 7.515 4.502 0.574 N30 4GQ 30 4GQ N31 N2 N 0 1 N N N -9.060 -13.207 8.371 -3.831 -1.652 0.334 N31 4GQ 31 4GQ N32 N3 N 0 1 N N N -11.184 -6.621 9.892 4.179 -1.199 -1.118 N32 4GQ 32 4GQ N33 N4 N 0 1 N N N -9.495 -9.257 10.935 0.842 -2.803 -0.634 N33 4GQ 33 4GQ O34 O1 O 0 1 N N N -18.178 -8.017 12.195 6.150 6.163 0.006 O34 4GQ 34 4GQ O35 O2 O 0 1 N N N -9.730 -9.520 8.657 -0.226 -1.097 -1.566 O35 4GQ 35 4GQ O36 O3 O 0 1 N N N -15.378 -7.152 10.444 5.970 2.833 -0.969 O36 4GQ 36 4GQ O37 O4 O 0 1 N N N -12.567 -4.571 8.443 7.017 -1.187 -1.321 O37 4GQ 37 4GQ CL1 CL1 CL 0 0 N N N -11.502 -18.469 9.773 -10.662 2.555 -0.895 CL1 4GQ 38 4GQ CL2 CL2 CL 0 0 N N N -8.469 -18.274 9.204 -8.740 3.397 1.416 CL2 4GQ 39 4GQ H1 H1 H 0 1 N N N -17.948 -3.437 10.656 9.360 3.218 1.990 H1 4GQ 40 4GQ H2 H2 H 0 1 N N N -12.848 -16.466 8.253 -9.861 -0.008 -1.847 H2 4GQ 41 4GQ H3 H3 H 0 1 N N N -7.972 -16.213 7.431 -6.814 1.330 1.786 H3 4GQ 42 4GQ H4 H4 H 0 1 N N N -15.762 -8.609 11.863 4.657 3.714 0.363 H4 4GQ 43 4GQ H5 H5 H 0 1 N N N -15.421 -6.966 12.505 4.742 4.472 -1.245 H5 4GQ 44 4GQ H6 H6 H 0 1 N N N -8.153 -12.039 13.369 1.036 -7.380 -0.351 H6 4GQ 45 4GQ H7 H7 H 0 1 N N N -6.491 -11.436 13.687 -0.065 -6.527 0.756 H7 4GQ 46 4GQ H8 H8 H 0 1 N N N -9.299 -8.258 13.622 2.861 -3.881 0.773 H8 4GQ 47 4GQ H9 H9 H 0 1 N N N -10.833 -9.144 13.324 1.760 -3.027 1.881 H9 4GQ 48 4GQ H10 H10 H 0 1 N N N -9.616 -10.868 12.168 -0.187 -4.031 0.719 H10 4GQ 49 4GQ H11 H11 H 0 1 N N N -10.033 -14.071 5.366 -5.958 -0.937 1.816 H11 4GQ 50 4GQ H12 H12 H 0 1 N N N -8.395 -14.740 5.679 -6.466 -2.121 0.587 H12 4GQ 51 4GQ H13 H13 H 0 1 N N N -7.897 -12.816 6.691 -5.146 -0.910 -1.127 H13 4GQ 52 4GQ H14 H14 H 0 1 N N N -9.603 -12.263 6.599 -4.637 0.274 0.101 H14 4GQ 53 4GQ H15 H15 H 0 1 N N N -10.126 -6.031 11.587 2.369 -0.634 -0.213 H15 4GQ 54 4GQ H16 H16 H 0 1 N N N -11.144 -7.498 11.782 3.159 -2.059 0.505 H16 4GQ 55 4GQ H17 H17 H 0 1 N N N -12.122 -5.068 10.923 5.257 -0.826 0.646 H17 4GQ 56 4GQ H18 H18 H 0 1 N N N -12.950 -6.660 11.002 4.468 0.600 -0.071 H18 4GQ 57 4GQ H19 H19 H 0 1 N N N -16.195 -2.033 9.625 9.731 0.783 1.996 H19 4GQ 58 4GQ H20 H20 H 0 1 N N N -14.068 -3.058 8.993 8.325 -0.684 0.610 H20 4GQ 59 4GQ H21 H21 H 0 1 N N N -11.916 -14.735 6.759 -8.022 -1.499 -1.168 H21 4GQ 60 4GQ H22 H22 H 0 1 N N N -7.902 -11.140 15.677 1.969 -7.300 1.945 H22 4GQ 61 4GQ H23 H23 H 0 1 N N N -7.446 -9.544 14.990 2.983 -6.377 0.811 H23 4GQ 62 4GQ H24 H24 H 0 1 N N N -9.805 -9.522 15.594 2.620 -5.112 2.912 H24 4GQ 63 4GQ H25 H25 H 0 1 N N N -10.099 -11.013 14.636 0.860 -5.202 2.662 H25 4GQ 64 4GQ H26 H26 H 0 1 N N N -7.269 -10.668 11.482 1.936 -5.206 -1.133 H26 4GQ 65 4GQ H27 H27 H 0 1 N N N -7.104 -9.272 12.600 0.176 -5.296 -1.383 H27 4GQ 66 4GQ H28 H28 H 0 1 N N N -10.247 -11.755 10.825 -1.804 -3.348 -0.162 H28 4GQ 67 4GQ H29 H29 H 0 1 N N N -8.568 -11.815 10.190 -1.295 -2.164 1.067 H29 4GQ 68 4GQ H30 H30 H 0 1 N N N -10.274 -11.559 7.931 -2.307 -0.339 -0.273 H30 4GQ 69 4GQ H31 H31 H 0 1 N N N -11.015 -12.798 9.001 -2.816 -1.523 -1.501 H31 4GQ 70 4GQ H32 H32 H 0 1 N N N -8.448 -7.533 11.433 1.860 -1.944 -2.255 H32 4GQ 71 4GQ H33 H33 H 0 1 N N N -8.996 -7.642 9.726 2.649 -3.369 -1.538 H33 4GQ 72 4GQ H34 H34 H 0 1 N N N -13.438 -6.462 8.552 6.059 0.524 -1.972 H34 4GQ 73 4GQ H35 H35 H 0 1 N N N -18.675 -5.684 11.237 8.179 5.115 0.928 H35 4GQ 74 4GQ H36 H36 H 0 1 N N N -9.332 -14.138 8.617 -3.653 -1.581 1.324 H36 4GQ 75 4GQ H38 H38 H 0 1 N N N -11.404 -7.446 9.371 3.993 -0.778 -2.016 H38 4GQ 76 4GQ H40 H40 H 0 1 N N N -11.734 -4.912 8.140 7.268 -1.690 -0.535 H40 4GQ 77 # 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 4GQ C22 C24 SING N N 1 4GQ C22 C7 SING N N 2 4GQ C24 N31 SING N N 3 4GQ C7 C3 DOUB Y N 4 4GQ C7 C6 SING Y N 5 4GQ C3 C5 SING Y N 6 4GQ C6 C12 DOUB Y N 7 4GQ C5 C11 DOUB Y N 8 4GQ N31 C25 SING N N 9 4GQ O37 C29 SING N N 10 4GQ C12 C11 SING Y N 11 4GQ C12 CL2 SING N N 12 4GQ O35 C14 DOUB N N 13 4GQ C11 CL1 SING N N 14 4GQ C25 C23 SING N N 15 4GQ C29 C8 SING N N 16 4GQ C29 C28 SING N N 17 4GQ C2 C8 DOUB Y N 18 4GQ C2 C1 SING Y N 19 4GQ C8 C10 SING Y N 20 4GQ C14 C23 SING N N 21 4GQ C14 N33 SING N N 22 4GQ C1 C4 DOUB Y N 23 4GQ N32 C28 SING N N 24 4GQ N32 C26 SING N N 25 4GQ C10 O36 SING N N 26 4GQ C10 C9 DOUB Y N 27 4GQ C4 C9 SING Y N 28 4GQ O36 C15 SING N N 29 4GQ C9 N30 SING N N 30 4GQ C27 N33 SING N N 31 4GQ C27 C26 SING N N 32 4GQ N33 C21 SING N N 33 4GQ N30 C13 SING N N 34 4GQ C15 C13 SING N N 35 4GQ C13 O34 DOUB N N 36 4GQ C21 C19 SING N N 37 4GQ C21 C20 SING N N 38 4GQ C19 C17 SING N N 39 4GQ C20 C18 SING N N 40 4GQ C17 C16 SING N N 41 4GQ C18 C16 SING N N 42 4GQ C4 H1 SING N N 43 4GQ C5 H2 SING N N 44 4GQ C6 H3 SING N N 45 4GQ C15 H4 SING N N 46 4GQ C15 H5 SING N N 47 4GQ C17 H6 SING N N 48 4GQ C17 H7 SING N N 49 4GQ C20 H8 SING N N 50 4GQ C20 H9 SING N N 51 4GQ C21 H10 SING N N 52 4GQ C22 H11 SING N N 53 4GQ C22 H12 SING N N 54 4GQ C24 H13 SING N N 55 4GQ C24 H14 SING N N 56 4GQ C26 H15 SING N N 57 4GQ C26 H16 SING N N 58 4GQ C28 H17 SING N N 59 4GQ C28 H18 SING N N 60 4GQ C1 H19 SING N N 61 4GQ C2 H20 SING N N 62 4GQ C3 H21 SING N N 63 4GQ C16 H22 SING N N 64 4GQ C16 H23 SING N N 65 4GQ C18 H24 SING N N 66 4GQ C18 H25 SING N N 67 4GQ C19 H26 SING N N 68 4GQ C19 H27 SING N N 69 4GQ C23 H28 SING N N 70 4GQ C23 H29 SING N N 71 4GQ C25 H30 SING N N 72 4GQ C25 H31 SING N N 73 4GQ C27 H32 SING N N 74 4GQ C27 H33 SING N N 75 4GQ C29 H34 SING N N 76 4GQ N30 H35 SING N N 77 4GQ N31 H36 SING N N 78 4GQ N32 H38 SING N N 79 4GQ O37 H40 SING N N 80 # 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 4GQ SMILES ACDLabs 12.01 "c1c4c(c(cc1)C(CNCCN(C2CCCCC2)C(CCNCCc3cc(c(cc3)Cl)Cl)=O)O)OCC(=O)N4" 4GQ InChI InChI 1.03 "InChI=1S/C29H38Cl2N4O4/c30-23-10-9-20(17-24(23)31)11-13-32-14-12-28(38)35(21-5-2-1-3-6-21)16-15-33-18-26(36)22-7-4-8-25-29(22)39-19-27(37)34-25/h4,7-10,17,21,26,32-33,36H,1-3,5-6,11-16,18-19H2,(H,34,37)/t26-/m0/s1" 4GQ InChIKey InChI 1.03 WVRBXBROEPXZHF-SANMLTNESA-N 4GQ SMILES_CANONICAL CACTVS 3.385 "O[C@@H](CNCCN(C1CCCCC1)C(=O)CCNCCc2ccc(Cl)c(Cl)c2)c3cccc4NC(=O)COc34" 4GQ SMILES CACTVS 3.385 "O[CH](CNCCN(C1CCCCC1)C(=O)CCNCCc2ccc(Cl)c(Cl)c2)c3cccc4NC(=O)COc34" 4GQ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(c2c(c1)NC(=O)CO2)[C@H](CNCCN(C3CCCCC3)C(=O)CCNCCc4ccc(c(c4)Cl)Cl)O" 4GQ SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(c2c(c1)NC(=O)CO2)C(CNCCN(C3CCCCC3)C(=O)CCNCCc4ccc(c(c4)Cl)Cl)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 4GQ "SYSTEMATIC NAME" ACDLabs 12.01 "N-cyclohexyl-N~3~-[2-(3,4-dichlorophenyl)ethyl]-N-(2-{[(2R)-2-hydroxy-2-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-8-yl)ethyl]amino}ethyl)-beta-alaninamide" 4GQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-cyclohexyl-3-[2-(3,4-dichlorophenyl)ethylamino]-N-[2-[[(2R)-2-oxidanyl-2-(3-oxidanylidene-4H-1,4-benzoxazin-8-yl)ethyl]amino]ethyl]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4GQ "Create component" 2015-03-17 RCSB 4GQ "Initial release" 2015-05-20 RCSB #