data_GR1 # _chem_comp.id GR1 _chem_comp.name "6-CARBAMIMIDOYL-2-[5-(3-DIETHYLCARBAMOYL-PHENYL)-2-HYDROXY-INDAN-1-YL]-HEXANOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H35 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms GR179849 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 465.585 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GR1 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1QJ7 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 GR1 N1 N1 N 0 1 N N N -0.022 18.914 46.058 1.413 -0.570 6.546 N1 GR1 1 GR1 C7 C7 C 0 1 N N N 0.492 19.197 44.714 1.944 -1.613 7.427 C7 GR1 2 GR1 O1 O1 O 0 1 N N N 0.038 17.730 47.915 -0.210 -1.902 5.826 O1 GR1 3 GR1 C8 C8 C 0 1 Y N N 4.201 18.443 48.031 -0.764 0.723 2.507 C8 GR1 4 GR1 C9 C9 C 0 1 Y N N 4.854 17.547 47.182 -0.903 2.057 2.890 C9 GR1 5 GR1 C17 C17 C 0 1 N N N 8.915 22.359 51.324 0.175 -0.434 -3.844 C17 GR1 6 GR1 C18 C18 C 0 1 N N N 8.507 23.377 50.273 1.035 0.322 -4.857 C18 GR1 7 GR1 C19 C19 C 0 1 N N N 9.577 23.505 49.186 2.476 -0.186 -4.785 C19 GR1 8 GR1 C20 C20 C 0 1 N N N 10.424 22.255 49.004 3.336 0.570 -5.798 C20 GR1 9 GR1 C21 C21 C 0 1 N N N 11.167 22.163 47.718 4.755 0.068 -5.727 C21 GR1 10 GR1 N2 N2 N 0 1 N N N 11.754 21.004 47.463 5.069 -0.866 -4.891 N2 GR1 11 GR1 N3 N3 N 0 1 N N N 11.261 23.196 46.833 5.713 0.602 -6.548 N3 GR1 12 GR1 O2 O2 O 0 1 N N N 8.963 23.514 53.974 -2.784 -0.844 -5.465 O2 GR1 13 GR1 O2A O2A O 0 1 N Y N 7.238 24.430 53.134 -1.209 0.421 -6.360 O2A GR1 14 GR1 O3 O3 O 0 1 N N N 5.275 21.947 54.470 -4.503 -1.168 -2.586 O3 GR1 15 GR1 C10 C10 C 0 1 N N S 6.433 21.815 52.100 -2.126 -0.682 -2.902 C10 GR1 16 GR1 C11 C11 C 0 1 Y N N 4.828 20.378 51.187 -2.422 0.490 -0.863 C11 GR1 17 GR1 C12 C12 C 0 1 Y N N 6.097 20.866 50.974 -1.617 -0.439 -1.497 C12 GR1 18 GR1 C13 C13 C 0 1 N N S 5.588 21.170 53.274 -3.569 -0.136 -2.909 C13 GR1 19 GR1 C14 C14 C 0 1 N N N 4.296 20.763 52.539 -3.524 0.935 -1.800 C14 GR1 20 GR1 C22 C22 C 0 1 Y N N 6.827 20.489 49.859 -0.535 -0.991 -0.828 C22 GR1 21 GR1 C23 C23 C 0 1 Y N N 6.201 19.661 48.946 -0.254 -0.619 0.468 C23 GR1 22 GR1 C24 C24 C 0 1 Y N N 4.879 19.224 49.113 -1.061 0.317 1.111 C24 GR1 23 GR1 C25 C25 C 0 1 Y N N 4.186 19.567 50.275 -2.150 0.865 0.439 C25 GR1 24 GR1 C3 C3 C 0 1 Y N N 4.143 16.900 46.171 -0.629 2.438 4.189 C3 GR1 25 GR1 C4 C4 C 0 1 Y N N 2.777 17.127 46.001 -0.216 1.502 5.116 C4 GR1 26 GR1 C26 C26 C 0 1 N N N 0.649 18.192 46.964 0.368 -0.837 5.738 C26 GR1 27 GR1 C5 C5 C 0 1 Y N N 2.134 18.001 46.870 -0.073 0.164 4.745 C5 GR1 28 GR1 C6 C6 C 0 1 Y N N 2.850 18.646 47.859 -0.343 -0.223 3.434 C6 GR1 29 GR1 C27 C27 C 0 1 N N N 1.346 20.441 44.703 1.218 -1.562 8.773 C27 GR1 30 GR1 C1 C1 C 0 1 N N N -1.293 19.507 46.547 2.018 0.763 6.544 C1 GR1 31 GR1 C2 C2 C 0 1 N N N -2.448 18.539 46.869 1.416 1.598 7.676 C2 GR1 32 GR1 C16 C16 C 0 1 N N R 7.902 22.153 52.429 -1.265 0.075 -3.916 C16 GR1 33 GR1 C15 C15 C 0 1 N N N 7.978 23.419 53.299 -1.809 -0.149 -5.304 C15 GR1 34 GR1 H72 2H7 H 0 1 N N N 1.039 18.321 44.292 3.010 -1.450 7.583 H72 GR1 35 GR1 H71 1H7 H 0 1 N N N -0.332 19.260 43.965 1.789 -2.590 6.968 H71 GR1 36 GR1 H9 H9 H 0 1 N N N 5.931 17.350 47.310 -1.227 2.793 2.170 H9 GR1 37 GR1 H172 2H17 H 0 0 N N N 9.166 21.385 50.842 0.568 -0.271 -2.840 H172 GR1 38 GR1 H171 1H17 H 0 0 N N N 9.909 22.623 51.754 0.195 -1.499 -4.073 H171 GR1 39 GR1 H182 2H18 H 0 0 N N N 7.507 23.141 49.839 0.642 0.160 -5.861 H182 GR1 40 GR1 H181 1H18 H 0 0 N N N 8.265 24.365 50.730 1.014 1.388 -4.627 H181 GR1 41 GR1 H192 2H19 H 0 0 N N N 9.117 23.811 48.217 2.869 -0.024 -3.781 H192 GR1 42 GR1 H191 1H19 H 0 0 N N N 10.224 24.392 49.375 2.496 -1.252 -5.015 H191 GR1 43 GR1 H202 2H20 H 0 0 N N N 11.129 22.145 49.860 2.943 0.407 -6.802 H202 GR1 44 GR1 H201 1H20 H 0 0 N N N 9.795 21.345 49.146 3.316 1.635 -5.568 H201 GR1 45 GR1 H2N H2N H 0 1 N N N 11.206 20.165 47.659 5.983 -1.189 -4.845 H2N GR1 46 GR1 H32 2H3 H 0 1 N N N 11.770 23.132 45.951 6.626 0.279 -6.502 H32 GR1 47 GR1 H31 1H3 H 0 1 N N N 11.632 23.998 47.341 5.478 1.304 -7.175 H31 GR1 48 GR1 H2O H2O H 0 1 N N N 6.456 24.354 52.598 -1.558 0.277 -7.250 H2O GR1 49 GR1 H3 H3 H 0 1 N N N 4.768 21.560 55.174 -5.383 -0.766 -2.607 H3 GR1 50 GR1 H10 H10 H 0 1 N N N 6.180 22.867 51.830 -2.123 -1.748 -3.127 H10 GR1 51 GR1 H13 H13 H 0 1 N N N 6.203 20.369 53.747 -3.809 0.312 -3.873 H13 GR1 52 GR1 H142 2H14 H 0 0 N N N 3.490 21.533 52.531 -3.288 1.910 -2.226 H142 GR1 53 GR1 H141 1H14 H 0 0 N N N 3.684 19.982 53.049 -4.477 0.973 -1.272 H141 GR1 54 GR1 H22 H22 H 0 1 N N N 7.863 20.833 49.704 0.090 -1.717 -1.327 H22 GR1 55 GR1 H23 H23 H 0 1 N N N 6.772 19.339 48.059 0.590 -1.051 0.984 H23 GR1 56 GR1 H25 H25 H 0 1 N N N 3.161 19.207 50.467 -2.781 1.588 0.935 H25 GR1 57 GR1 H3C1 1H3C H 0 0 N N N 4.667 16.200 45.498 -0.738 3.472 4.481 H3C1 GR1 58 GR1 H4 H4 H 0 1 N N N 2.216 16.625 45.194 -0.003 1.806 6.131 H4 GR1 59 GR1 H6 H6 H 0 1 N N N 2.326 19.345 48.532 -0.234 -1.257 3.141 H6 GR1 60 GR1 H273 3H27 H 0 0 N N N 1.736 20.656 43.681 1.613 -2.338 9.429 H273 GR1 61 GR1 H272 2H27 H 0 0 N N N 0.798 21.316 45.124 1.373 -0.585 9.232 H272 GR1 62 GR1 H271 1H27 H 0 0 N N N 2.170 20.377 45.451 0.152 -1.725 8.618 H271 GR1 63 GR1 H12 2H1 H 0 1 N N N -1.085 20.143 47.438 3.094 0.675 6.690 H12 GR1 64 GR1 H11 1H1 H 0 1 N N N -1.646 20.275 45.820 1.820 1.250 5.589 H11 GR1 65 GR1 H23A 3H2 H 0 0 N N N -3.402 18.984 47.236 1.629 2.653 7.502 H23A GR1 66 GR1 H22A 2H2 H 0 0 N N N -2.656 17.902 45.977 0.338 1.445 7.707 H22A GR1 67 GR1 H21 1H2 H 0 1 N N N -2.094 17.770 47.595 1.854 1.292 8.626 H21 GR1 68 GR1 H16 H16 H 0 1 N N N 8.203 21.196 52.917 -1.286 1.140 -3.686 H16 GR1 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 GR1 N1 C7 SING N N 1 GR1 N1 C26 SING N N 2 GR1 N1 C1 SING N N 3 GR1 C7 C27 SING N N 4 GR1 C7 H72 SING N N 5 GR1 C7 H71 SING N N 6 GR1 O1 C26 DOUB N N 7 GR1 C8 C9 DOUB Y N 8 GR1 C8 C24 SING Y N 9 GR1 C8 C6 SING Y N 10 GR1 C9 C3 SING Y N 11 GR1 C9 H9 SING N N 12 GR1 C17 C18 SING N N 13 GR1 C17 C16 SING N N 14 GR1 C17 H172 SING N N 15 GR1 C17 H171 SING N N 16 GR1 C18 C19 SING N N 17 GR1 C18 H182 SING N N 18 GR1 C18 H181 SING N N 19 GR1 C19 C20 SING N N 20 GR1 C19 H192 SING N N 21 GR1 C19 H191 SING N N 22 GR1 C20 C21 SING N N 23 GR1 C20 H202 SING N N 24 GR1 C20 H201 SING N N 25 GR1 C21 N2 DOUB N N 26 GR1 C21 N3 SING N N 27 GR1 N2 H2N SING N N 28 GR1 N3 H32 SING N N 29 GR1 N3 H31 SING N N 30 GR1 O2 C15 DOUB N N 31 GR1 O2A C15 SING N N 32 GR1 O2A H2O SING N N 33 GR1 O3 C13 SING N N 34 GR1 O3 H3 SING N N 35 GR1 C10 C12 SING N N 36 GR1 C10 C13 SING N N 37 GR1 C10 C16 SING N N 38 GR1 C10 H10 SING N N 39 GR1 C11 C12 DOUB Y N 40 GR1 C11 C14 SING N N 41 GR1 C11 C25 SING Y N 42 GR1 C12 C22 SING Y N 43 GR1 C13 C14 SING N N 44 GR1 C13 H13 SING N N 45 GR1 C14 H142 SING N N 46 GR1 C14 H141 SING N N 47 GR1 C22 C23 DOUB Y N 48 GR1 C22 H22 SING N N 49 GR1 C23 C24 SING Y N 50 GR1 C23 H23 SING N N 51 GR1 C24 C25 DOUB Y N 52 GR1 C25 H25 SING N N 53 GR1 C3 C4 DOUB Y N 54 GR1 C3 H3C1 SING N N 55 GR1 C4 C5 SING Y N 56 GR1 C4 H4 SING N N 57 GR1 C26 C5 SING N N 58 GR1 C5 C6 DOUB Y N 59 GR1 C6 H6 SING N N 60 GR1 C27 H273 SING N N 61 GR1 C27 H272 SING N N 62 GR1 C27 H271 SING N N 63 GR1 C1 C2 SING N N 64 GR1 C1 H12 SING N N 65 GR1 C1 H11 SING N N 66 GR1 C2 H23A SING N N 67 GR1 C2 H22A SING N N 68 GR1 C2 H21 SING N N 69 GR1 C16 C15 SING N N 70 GR1 C16 H16 SING N N 71 # # 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 GR1 SMILES ACDLabs 10.04 "O=C(N(CC)CC)c3cc(c1cc2c(cc1)C(C(C(=O)O)CCCCC(=[N@H])N)C(O)C2)ccc3" GR1 SMILES_CANONICAL CACTVS 3.341 "CCN(CC)C(=O)c1cccc(c1)c2ccc3[C@@H]([C@@H](O)Cc3c2)[C@@H](CCCCC(N)=N)C(O)=O" GR1 SMILES CACTVS 3.341 "CCN(CC)C(=O)c1cccc(c1)c2ccc3[CH]([CH](O)Cc3c2)[CH](CCCCC(N)=N)C(O)=O" GR1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCN(CC)C(=O)c1cccc(c1)c2ccc3c(c2)C[C@@H]([C@H]3[C@@H](CCCCC(=N)N)C(=O)O)O" GR1 SMILES "OpenEye OEToolkits" 1.5.0 "CCN(CC)C(=O)c1cccc(c1)c2ccc3c(c2)CC(C3C(CCCCC(=N)N)C(=O)O)O" GR1 InChI InChI 1.03 "InChI=1S/C27H35N3O4/c1-3-30(4-2)26(32)19-9-7-8-17(14-19)18-12-13-21-20(15-18)16-23(31)25(21)22(27(33)34)10-5-6-11-24(28)29/h7-9,12-15,22-23,25,31H,3-6,10-11,16H2,1-2H3,(H3,28,29)(H,33,34)/t22-,23+,25-/m1/s1" GR1 InChIKey InChI 1.03 VACZRUKFUJTPNR-GIFXNVAJSA-N # # 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 GR1 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,7E)-7-amino-2-{(1S,2S)-5-[3-(diethylcarbamoyl)phenyl]-2-hydroxy-2,3-dihydro-1H-inden-1-yl}-7-iminoheptanoic acid" GR1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-7-amino-2-[(1S,2S)-5-[3-(diethylcarbamoyl)phenyl]-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-7-imino-heptanoic 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 GR1 "Create component" 1999-07-08 EBI GR1 "Modify aromatic_flag" 2011-06-04 RCSB GR1 "Modify descriptor" 2011-06-04 RCSB GR1 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GR1 _pdbx_chem_comp_synonyms.name GR179849 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##