data_4GR # _chem_comp.id 4GR _chem_comp.name "methyl (4-{4-chloro-2-[(1S)-1-({(2E)-3-[5-chloro-2-(1H-tetrazol-1-yl)phenyl]prop-2-enoyl}amino)-2-phenylethyl]-1H-imidazol-5-yl}phenyl)carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H24 Cl2 N8 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-18 _chem_comp.pdbx_modified_date 2015-05-22 _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 603.459 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4GR _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 4Y8X _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 4GR C13 C1 C 0 1 N N N 39.158 -18.642 29.500 1.943 -0.931 -0.130 C13 4GR 1 4GR C18 C2 C 0 1 Y N N 37.405 -14.812 26.979 5.633 2.318 -0.452 C18 4GR 2 4GR C17 C3 C 0 1 Y N N 37.098 -15.773 27.956 4.379 1.968 0.074 C17 4GR 3 4GR C16 C4 C 0 1 N N N 37.861 -17.019 28.103 3.783 0.661 -0.240 C16 4GR 4 4GR C15 C5 C 0 1 N N N 38.414 -17.394 29.245 2.536 0.369 0.183 C15 4GR 5 4GR C19 C6 C 0 1 Y N N 36.689 -13.617 26.934 6.185 3.553 -0.149 C19 4GR 6 4GR C20 C7 C 0 1 Y N N 35.616 -13.399 27.803 5.503 4.435 0.667 C20 4GR 7 4GR C21 C8 C 0 1 Y N N 35.260 -14.385 28.700 4.265 4.095 1.189 C21 4GR 8 4GR C22 C9 C 0 1 Y N N 35.990 -15.559 28.799 3.700 2.871 0.899 C22 4GR 9 4GR C24 C10 C 0 1 Y N N 40.980 -23.949 27.535 2.874 -2.978 1.683 C24 4GR 10 4GR C11 C11 C 0 1 Y N N 40.040 -23.312 28.340 2.019 -3.761 0.930 C11 4GR 11 4GR C34 C12 C 0 1 Y N N 38.738 -14.901 24.772 6.884 1.677 -2.478 C34 4GR 12 4GR C27 C13 C 0 1 Y N N 40.531 -24.919 30.102 3.897 -4.932 0.017 C27 4GR 13 4GR C33 C14 C 0 1 Y N N 45.760 -20.675 30.236 -5.667 -0.976 1.000 C33 4GR 14 4GR CL1 CL1 CL 0 0 N N N 33.849 -14.158 29.705 3.422 5.215 2.213 CL1 4GR 15 4GR CL2 CL2 CL 0 0 N N N 44.665 -20.453 27.065 -4.947 -3.867 -0.266 CL2 4GR 16 4GR C3 C15 C 0 1 Y N N 41.329 -20.751 28.772 -1.403 -2.400 -0.027 C3 4GR 17 4GR N4 N1 N 0 1 Y N N 42.062 -20.513 27.691 -2.244 -3.388 -0.174 N4 4GR 18 4GR C5 C16 C 0 1 Y N N 43.335 -20.635 28.141 -3.498 -2.922 -0.119 C5 4GR 19 4GR C6 C17 C 0 1 Y N N 43.397 -20.919 29.476 -3.435 -1.575 0.072 C6 4GR 20 4GR N7 N2 N 0 1 Y N N 42.086 -20.985 29.861 -2.097 -1.252 0.135 N7 4GR 21 4GR C8 C18 C 0 1 Y N N 44.481 -21.212 30.417 -4.577 -0.644 0.193 C8 4GR 22 4GR C9 C19 C 0 1 N N S 39.837 -20.873 28.802 0.099 -2.521 -0.030 C9 4GR 23 4GR C10 C20 C 0 1 N N N 39.383 -22.015 27.878 0.530 -3.549 1.017 C10 4GR 24 4GR N12 N3 N 0 1 N N N 39.200 -19.582 28.491 0.695 -1.221 0.288 N12 4GR 25 4GR O14 O1 O 0 1 N N N 39.740 -18.808 30.576 2.575 -1.750 -0.771 O14 4GR 26 4GR N23 N4 N 0 1 Y N N 38.478 -15.037 26.065 6.325 1.422 -1.274 N23 4GR 27 4GR C25 C21 C 0 1 Y N N 41.694 -25.047 28.013 4.240 -3.172 1.603 C25 4GR 28 4GR C26 C22 C 0 1 Y N N 41.466 -25.532 29.299 4.752 -4.150 0.770 C26 4GR 29 4GR C28 C23 C 0 1 Y N N 39.818 -23.817 29.624 2.531 -4.738 0.097 C28 4GR 30 4GR C29 C24 C 0 1 Y N N 44.257 -22.063 31.495 -4.568 0.568 -0.499 C29 4GR 31 4GR C30 C25 C 0 1 Y N N 45.265 -22.371 32.379 -5.635 1.434 -0.384 C30 4GR 32 4GR C31 C26 C 0 1 Y N N 46.559 -21.881 32.182 -6.718 1.100 0.421 C31 4GR 33 4GR C32 C27 C 0 1 Y N N 46.801 -21.027 31.092 -6.730 -0.106 1.111 C32 4GR 34 4GR N35 N5 N 0 1 Y N N 40.006 -15.058 24.531 7.423 0.562 -2.898 N35 4GR 35 4GR N36 N6 N 0 1 Y N N 40.573 -15.254 25.743 7.242 -0.379 -2.044 N36 4GR 36 4GR N37 N7 N 0 1 Y N N 39.672 -15.241 26.680 6.587 0.063 -1.025 N37 4GR 37 4GR N38 N8 N 0 1 N N N 47.534 -22.320 33.119 -7.799 1.982 0.536 N38 4GR 38 4GR C39 C28 C 0 1 N N N 48.870 -22.022 33.133 -8.184 2.719 -0.525 C39 4GR 39 4GR O40 O2 O 0 1 N N N 49.459 -21.352 32.317 -7.543 2.679 -1.557 O40 4GR 40 4GR O41 O3 O 0 1 N N N 49.445 -22.568 34.220 -9.277 3.500 -0.441 O41 4GR 41 4GR C42 C29 C 0 1 N N N 50.859 -22.242 34.444 -9.632 4.266 -1.622 C42 4GR 42 4GR H49 H1 H 0 1 N N N 37.976 -17.658 27.240 4.345 -0.065 -0.809 H49 4GR 43 4GR H48 H2 H 0 1 N N N 38.310 -16.715 30.078 1.974 1.096 0.752 H48 4GR 44 4GR H50 H3 H 0 1 N N N 36.965 -12.853 26.222 7.149 3.826 -0.552 H50 4GR 45 4GR H51 H4 H 0 1 N N N 35.071 -12.467 27.773 5.938 5.396 0.900 H51 4GR 46 4GR H52 H5 H 0 1 N N N 35.709 -16.310 29.523 2.735 2.610 1.307 H52 4GR 47 4GR H53 H6 H 0 1 N N N 41.158 -23.590 26.532 2.474 -2.212 2.331 H53 4GR 48 4GR H62 H7 H 0 1 N N N 37.994 -14.688 24.018 6.883 2.624 -2.997 H62 4GR 49 4GR H56 H8 H 0 1 N N N 40.349 -25.289 31.100 4.297 -5.696 -0.634 H56 4GR 50 4GR H61 H9 H 0 1 N N N 45.942 -19.983 29.427 -5.679 -1.915 1.533 H61 4GR 51 4GR H43 H11 H 0 1 N N N 41.750 -21.173 30.784 -1.724 -0.367 0.268 H43 4GR 52 4GR H44 H12 H 0 1 N N N 39.548 -21.153 29.826 0.435 -2.843 -1.016 H44 4GR 53 4GR H45 H13 H 0 1 N N N 39.685 -21.796 26.843 0.017 -4.493 0.832 H45 4GR 54 4GR H46 H14 H 0 1 N N N 38.289 -22.117 27.927 0.272 -3.185 2.012 H46 4GR 55 4GR H47 H15 H 0 1 N N N 38.815 -19.395 27.587 0.190 -0.568 0.799 H47 4GR 56 4GR H54 H16 H 0 1 N N N 42.429 -25.525 27.382 4.908 -2.560 2.191 H54 4GR 57 4GR H55 H17 H 0 1 N N N 42.020 -26.384 29.664 5.819 -4.301 0.708 H55 4GR 58 4GR H57 H18 H 0 1 N N N 39.081 -23.347 30.259 1.863 -5.350 -0.492 H57 4GR 59 4GR H58 H19 H 0 1 N N N 43.275 -22.489 31.640 -3.726 0.828 -1.123 H58 4GR 60 4GR H59 H20 H 0 1 N N N 45.054 -22.997 33.233 -5.628 2.372 -0.919 H59 4GR 61 4GR H60 H21 H 0 1 N N N 47.795 -20.643 30.918 -7.574 -0.362 1.734 H60 4GR 62 4GR H63 H22 H 0 1 N N N 47.206 -22.915 33.853 -8.271 2.062 1.379 H63 4GR 63 4GR H64 H23 H 0 1 N N N 51.212 -22.745 35.357 -10.530 4.851 -1.420 H64 4GR 64 4GR H66 H24 H 0 1 N N N 51.454 -22.583 33.584 -8.813 4.937 -1.880 H66 4GR 65 4GR H65 H25 H 0 1 N N N 50.971 -21.154 34.558 -9.821 3.586 -2.453 H65 4GR 66 # 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 4GR N35 C34 DOUB Y N 1 4GR N35 N36 SING Y N 2 4GR C34 N23 SING Y N 3 4GR N36 N37 DOUB Y N 4 4GR N23 N37 SING Y N 5 4GR N23 C18 SING N N 6 4GR C19 C18 DOUB Y N 7 4GR C19 C20 SING Y N 8 4GR C18 C17 SING Y N 9 4GR CL2 C5 SING N N 10 4GR C24 C25 DOUB Y N 11 4GR C24 C11 SING Y N 12 4GR N4 C5 SING Y N 13 4GR N4 C3 DOUB Y N 14 4GR C20 C21 DOUB Y N 15 4GR C10 C11 SING N N 16 4GR C10 C9 SING N N 17 4GR C17 C16 SING N N 18 4GR C17 C22 DOUB Y N 19 4GR C25 C26 SING Y N 20 4GR C16 C15 DOUB N E 21 4GR C5 C6 DOUB Y N 22 4GR C11 C28 DOUB Y N 23 4GR N12 C9 SING N N 24 4GR N12 C13 SING N N 25 4GR C21 C22 SING Y N 26 4GR C21 CL1 SING N N 27 4GR C3 C9 SING N N 28 4GR C3 N7 SING Y N 29 4GR C15 C13 SING N N 30 4GR C26 C27 DOUB Y N 31 4GR C6 N7 SING Y N 32 4GR C6 C8 SING N N 33 4GR C13 O14 DOUB N N 34 4GR C28 C27 SING Y N 35 4GR C33 C8 DOUB Y N 36 4GR C33 C32 SING Y N 37 4GR C8 C29 SING Y N 38 4GR C32 C31 DOUB Y N 39 4GR C29 C30 DOUB Y N 40 4GR C31 C30 SING Y N 41 4GR C31 N38 SING N N 42 4GR O40 C39 DOUB N N 43 4GR N38 C39 SING N N 44 4GR C39 O41 SING N N 45 4GR O41 C42 SING N N 46 4GR C16 H49 SING N N 47 4GR C15 H48 SING N N 48 4GR C19 H50 SING N N 49 4GR C20 H51 SING N N 50 4GR C22 H52 SING N N 51 4GR C24 H53 SING N N 52 4GR C34 H62 SING N N 53 4GR C27 H56 SING N N 54 4GR C33 H61 SING N N 55 4GR N7 H43 SING N N 56 4GR C9 H44 SING N N 57 4GR C10 H45 SING N N 58 4GR C10 H46 SING N N 59 4GR N12 H47 SING N N 60 4GR C25 H54 SING N N 61 4GR C26 H55 SING N N 62 4GR C28 H57 SING N N 63 4GR C29 H58 SING N N 64 4GR C30 H59 SING N N 65 4GR C32 H60 SING N N 66 4GR N38 H63 SING N N 67 4GR C42 H64 SING N N 68 4GR C42 H66 SING N N 69 4GR C42 H65 SING N N 70 # 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 4GR SMILES ACDLabs 12.01 "C(=O)(\C=C\c1c(ccc(c1)Cl)n2cnnn2)NC(c3nc(c(Cl)n3)c4ccc(cc4)NC(OC)=O)Cc5ccccc5" 4GR InChI InChI 1.03 "InChI=1S/C29H24Cl2N8O3/c1-42-29(41)33-22-11-7-19(8-12-22)26-27(31)36-28(35-26)23(15-18-5-3-2-4-6-18)34-25(40)14-9-20-16-21(30)10-13-24(20)39-17-32-37-38-39/h2-14,16-17,23H,15H2,1H3,(H,33,41)(H,34,40)(H,35,36)/b14-9+/t23-/m0/s1" 4GR InChIKey InChI 1.03 GLCBWRQIUCCILC-PZVJUEDKSA-N 4GR SMILES_CANONICAL CACTVS 3.385 "COC(=O)Nc1ccc(cc1)c2[nH]c(nc2Cl)[C@H](Cc3ccccc3)NC(=O)/C=C/c4cc(Cl)ccc4n5cnnn5" 4GR SMILES CACTVS 3.385 "COC(=O)Nc1ccc(cc1)c2[nH]c(nc2Cl)[CH](Cc3ccccc3)NC(=O)C=Cc4cc(Cl)ccc4n5cnnn5" 4GR SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "COC(=O)Nc1ccc(cc1)c2c(nc([nH]2)[C@H](Cc3ccccc3)NC(=O)/C=C/c4cc(ccc4n5cnnn5)Cl)Cl" 4GR SMILES "OpenEye OEToolkits" 1.9.2 "COC(=O)Nc1ccc(cc1)c2c(nc([nH]2)C(Cc3ccccc3)NC(=O)C=Cc4cc(ccc4n5cnnn5)Cl)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 4GR "SYSTEMATIC NAME" ACDLabs 12.01 "methyl (4-{4-chloro-2-[(1S)-1-({(2E)-3-[5-chloro-2-(1H-tetrazol-1-yl)phenyl]prop-2-enoyl}amino)-2-phenylethyl]-1H-imidazol-5-yl}phenyl)carbamate" 4GR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "methyl N-[4-[4-chloranyl-2-[(1S)-1-[[(E)-3-[5-chloranyl-2-(1,2,3,4-tetrazol-1-yl)phenyl]prop-2-enoyl]amino]-2-phenyl-ethyl]-1H-imidazol-5-yl]phenyl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4GR "Create component" 2015-03-18 RCSB 4GR "Initial release" 2015-05-27 RCSB #