data_1GE # _chem_comp.id 1GE _chem_comp.name ;2'-[(6R,6aR,11bR)-2-carbamimidoyl-6,6a,7,11b-tetrahydro-5H-indeno[2,1-c]quinolin-6-yl]-5'-hydroxy-4'-methoxybiphenyl-4-carboxylic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H27 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-01-25 _chem_comp.pdbx_modified_date 2013-03-15 _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 505.564 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1GE _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 4ISH _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 1GE C1 C1 C 0 1 Y N N 9.449 34.227 28.598 4.568 0.400 -0.500 C1 1GE 1 1GE C2 C2 C 0 1 Y N N 9.813 33.870 27.280 4.404 -0.256 -1.722 C2 1GE 2 1GE C3 C3 C 0 1 Y N N 9.248 34.545 26.190 3.137 -0.523 -2.186 C3 1GE 3 1GE C4 C4 C 0 1 Y N N 8.318 35.590 26.391 2.021 -0.141 -1.442 C4 1GE 4 1GE C5 C5 C 0 1 Y N N 7.946 35.953 27.713 2.175 0.508 -0.227 C5 1GE 5 1GE C6 C6 C 0 1 Y N N 8.535 35.281 28.797 3.450 0.779 0.241 C6 1GE 6 1GE C10 C10 C 0 1 N N N 9.968 33.493 29.761 5.926 0.687 0.010 C10 1GE 7 1GE N11 N11 N 0 1 N N N 10.508 32.276 29.651 6.077 1.295 1.153 N11 1GE 8 1GE N12 N12 N 0 1 N N N 9.882 34.084 30.984 7.031 0.312 -0.723 N12 1GE 9 1GE N13 N13 N 0 1 N N N 7.736 36.177 25.293 0.753 -0.417 -1.941 N13 1GE 10 1GE C14 C14 C 0 1 N N R 6.915 37.382 25.400 -0.418 -0.339 -1.083 C14 1GE 11 1GE C15 C15 C 0 1 N N R 6.101 37.507 26.718 -0.339 0.791 -0.092 C15 1GE 12 1GE C16 C16 C 0 1 N N R 6.851 36.986 27.928 1.007 0.934 0.617 C16 1GE 13 1GE C17 C17 C 0 1 N N N 5.310 38.749 27.059 -0.526 2.162 -0.776 C17 1GE 14 1GE C18 C18 C 0 1 Y N N 6.380 39.319 27.945 0.248 3.119 0.090 C18 1GE 15 1GE C19 C19 C 0 1 Y N N 7.253 38.341 28.464 1.131 2.411 0.900 C19 1GE 16 1GE C24 C24 C 0 1 Y N N 6.560 40.685 28.254 0.168 4.501 0.149 C24 1GE 17 1GE C25 C25 C 0 1 Y N N 7.624 41.046 29.105 1.004 5.144 1.052 C25 1GE 18 1GE C26 C26 C 0 1 Y N N 8.496 40.072 29.636 1.877 4.442 1.857 C26 1GE 19 1GE C27 C27 C 0 1 Y N N 8.317 38.709 29.316 1.962 3.057 1.800 C27 1GE 20 1GE C32 C32 C 0 1 Y N N 5.919 37.504 24.252 -0.556 -1.637 -0.330 C32 1GE 21 1GE C34 C34 C 0 1 Y N N 5.787 38.735 23.542 -1.788 -2.001 0.212 C34 1GE 22 1GE C35 C35 C 0 1 Y N N 4.764 38.810 22.589 -1.914 -3.203 0.908 C35 1GE 23 1GE C36 C36 C 0 1 Y N N 3.937 37.712 22.286 -0.816 -4.030 1.059 C36 1GE 24 1GE C37 C37 C 0 1 Y N N 4.085 36.462 22.930 0.413 -3.661 0.515 C37 1GE 25 1GE C38 C38 C 0 1 Y N N 5.088 36.393 23.935 0.535 -2.468 -0.181 C38 1GE 26 1GE C41 C41 C 0 1 Y N N 6.697 39.905 23.667 -2.962 -1.112 0.049 C41 1GE 27 1GE C42 C42 C 0 1 Y N N 6.276 41.167 24.124 -3.382 -0.738 -1.229 C42 1GE 28 1GE C43 C43 C 0 1 Y N N 7.178 42.267 24.180 -4.472 0.087 -1.382 C43 1GE 29 1GE C44 C44 C 0 1 Y N N 8.534 42.131 23.780 -5.160 0.552 -0.257 C44 1GE 30 1GE C45 C45 C 0 1 Y N N 8.953 40.860 23.333 -4.739 0.177 1.022 C45 1GE 31 1GE C46 C46 C 0 1 Y N N 8.042 39.771 23.285 -3.651 -0.653 1.172 C46 1GE 32 1GE C51 C51 C 0 1 N N N 9.480 43.250 23.841 -6.328 1.438 -0.420 C51 1GE 33 1GE O52 O52 O 0 1 N N N 9.062 44.298 24.589 -6.991 1.885 0.665 O52 1GE 34 1GE O53 O53 O 0 1 N N N 10.535 43.199 23.277 -6.693 1.764 -1.532 O53 1GE 35 1GE O54 O54 O 0 1 N N N 3.267 35.426 22.501 1.492 -4.474 0.664 O54 1GE 36 1GE C55 C55 C 0 1 N N N 3.397 34.184 23.171 2.721 -4.034 0.082 C55 1GE 37 1GE O59 O59 O 0 1 N N N 2.975 37.864 21.309 -0.935 -5.202 1.737 O59 1GE 38 1GE H1 H1 H 0 1 N N N 10.527 33.077 27.113 5.268 -0.552 -2.299 H1 1GE 39 1GE H2 H2 H 0 1 N N N 9.526 34.264 25.185 3.005 -1.030 -3.131 H2 1GE 40 1GE H3 H3 H 0 1 N N N 8.282 35.578 29.804 3.578 1.283 1.187 H3 1GE 41 1GE H4 H4 H 0 1 N N N 10.806 31.917 30.536 6.968 1.483 1.488 H4 1GE 42 1GE H5 H5 H 0 1 N N N 10.222 33.607 31.795 6.918 -0.140 -1.574 H5 1GE 43 1GE H6 H6 H 0 1 N N N 9.479 34.995 31.072 7.922 0.501 -0.388 H6 1GE 44 1GE H7 H7 H 0 1 N N N 7.154 35.478 24.878 0.649 -0.664 -2.873 H7 1GE 45 1GE H8 H8 H 0 1 N N N 7.582 38.255 25.350 -1.302 -0.200 -1.705 H8 1GE 46 1GE H9 H9 H 0 1 N N N 5.314 36.751 26.580 -1.114 0.661 0.663 H9 1GE 47 1GE H10 H10 H 0 1 N N N 6.114 36.554 28.621 0.997 0.369 1.549 H10 1GE 48 1GE H11 H11 H 0 1 N N N 5.093 39.378 26.183 -0.115 2.144 -1.785 H11 1GE 49 1GE H12 H12 H 0 1 N N N 4.374 38.532 27.595 -1.581 2.436 -0.798 H12 1GE 50 1GE H13 H13 H 0 1 N N N 5.898 41.435 27.848 -0.515 5.054 -0.479 H13 1GE 51 1GE H14 H14 H 0 1 N N N 7.774 42.086 29.355 0.971 6.221 1.127 H14 1GE 52 1GE H15 H15 H 0 1 N N N 9.303 40.370 30.289 2.510 4.982 2.546 H15 1GE 53 1GE H16 H16 H 0 1 N N N 8.983 37.959 29.717 2.646 2.508 2.430 H16 1GE 54 1GE H17 H17 H 0 1 N N N 4.604 39.743 22.068 -2.867 -3.488 1.329 H17 1GE 55 1GE H18 H18 H 0 1 N N N 5.224 35.468 24.475 1.489 -2.185 -0.601 H18 1GE 56 1GE H19 H19 H 0 1 N N N 5.252 41.304 24.438 -2.850 -1.097 -2.098 H19 1GE 57 1GE H20 H20 H 0 1 N N N 6.824 43.224 24.534 -4.796 0.377 -2.371 H20 1GE 58 1GE H21 H21 H 0 1 N N N 9.977 40.713 23.024 -5.269 0.535 1.892 H21 1GE 59 1GE H22 H22 H 0 1 N N N 8.395 38.809 22.944 -3.326 -0.943 2.160 H22 1GE 60 1GE H23 H23 H 0 1 N N N 9.731 44.972 24.592 -7.750 2.463 0.508 H23 1GE 61 1GE H24 H24 H 0 1 N N N 2.696 33.457 22.735 3.010 -3.080 0.522 H24 1GE 62 1GE H25 H25 H 0 1 N N N 4.427 33.813 23.059 3.499 -4.773 0.274 H25 1GE 63 1GE H26 H26 H 0 1 N N N 3.169 34.318 24.239 2.591 -3.914 -0.994 H26 1GE 64 1GE H27 H27 H 0 1 N N N 2.494 37.051 21.209 -1.178 -5.955 1.182 H27 1GE 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 1GE O59 C36 SING N N 1 1GE C36 C35 DOUB Y N 2 1GE C36 C37 SING Y N 3 1GE O54 C37 SING N N 4 1GE O54 C55 SING N N 5 1GE C35 C34 SING Y N 6 1GE C37 C38 DOUB Y N 7 1GE O53 C51 DOUB N N 8 1GE C46 C45 DOUB Y N 9 1GE C46 C41 SING Y N 10 1GE C45 C44 SING Y N 11 1GE C34 C41 SING N N 12 1GE C34 C32 DOUB Y N 13 1GE C41 C42 DOUB Y N 14 1GE C44 C51 SING N N 15 1GE C44 C43 DOUB Y N 16 1GE C51 O52 SING N N 17 1GE C38 C32 SING Y N 18 1GE C42 C43 SING Y N 19 1GE C32 C14 SING N N 20 1GE N13 C14 SING N N 21 1GE N13 C4 SING N N 22 1GE C14 C15 SING N N 23 1GE C3 C4 DOUB Y N 24 1GE C3 C2 SING Y N 25 1GE C4 C5 SING Y N 26 1GE C15 C17 SING N N 27 1GE C15 C16 SING N N 28 1GE C17 C18 SING N N 29 1GE C2 C1 DOUB Y N 30 1GE C5 C16 SING N N 31 1GE C5 C6 DOUB Y N 32 1GE C16 C19 SING N N 33 1GE C18 C24 DOUB Y N 34 1GE C18 C19 SING Y N 35 1GE C24 C25 SING Y N 36 1GE C19 C27 DOUB Y N 37 1GE C1 C6 SING Y N 38 1GE C1 C10 SING N N 39 1GE C25 C26 DOUB Y N 40 1GE C27 C26 SING Y N 41 1GE N11 C10 DOUB N N 42 1GE C10 N12 SING N N 43 1GE C2 H1 SING N N 44 1GE C3 H2 SING N N 45 1GE C6 H3 SING N N 46 1GE N11 H4 SING N N 47 1GE N12 H5 SING N N 48 1GE N12 H6 SING N N 49 1GE N13 H7 SING N N 50 1GE C14 H8 SING N N 51 1GE C15 H9 SING N N 52 1GE C16 H10 SING N N 53 1GE C17 H11 SING N N 54 1GE C17 H12 SING N N 55 1GE C24 H13 SING N N 56 1GE C25 H14 SING N N 57 1GE C26 H15 SING N N 58 1GE C27 H16 SING N N 59 1GE C35 H17 SING N N 60 1GE C38 H18 SING N N 61 1GE C42 H19 SING N N 62 1GE C43 H20 SING N N 63 1GE C45 H21 SING N N 64 1GE C46 H22 SING N N 65 1GE O52 H23 SING N N 66 1GE C55 H24 SING N N 67 1GE C55 H25 SING N N 68 1GE C55 H26 SING N N 69 1GE O59 H27 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 1GE SMILES ACDLabs 12.01 "O=C(O)c1ccc(cc1)c2cc(O)c(OC)cc2C6Nc3ccc(C(=[N@H])N)cc3C5c4ccccc4CC56" 1GE InChI InChI 1.03 "InChI=1S/C31H27N3O4/c1-38-27-15-22(21(14-26(27)35)16-6-8-17(9-7-16)31(36)37)29-24-12-18-4-2-3-5-20(18)28(24)23-13-19(30(32)33)10-11-25(23)34-29/h2-11,13-15,24,28-29,34-35H,12H2,1H3,(H3,32,33)(H,36,37)/t24-,28-,29+/m1/s1" 1GE InChIKey InChI 1.03 UZOHOGNUODEPEP-USOMCTOXSA-N 1GE SMILES_CANONICAL CACTVS 3.370 "COc1cc([C@@H]2Nc3ccc(cc3[C@@H]4[C@H]2Cc5ccccc45)C(N)=N)c(cc1O)c6ccc(cc6)C(O)=O" 1GE SMILES CACTVS 3.370 "COc1cc([CH]2Nc3ccc(cc3[CH]4[CH]2Cc5ccccc45)C(N)=N)c(cc1O)c6ccc(cc6)C(O)=O" 1GE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C(\c1ccc2c(c1)[C@H]3c4ccccc4C[C@H]3[C@@H](N2)c5cc(c(cc5c6ccc(cc6)C(=O)O)O)OC)/N" 1GE SMILES "OpenEye OEToolkits" 1.7.6 "COc1cc(c(cc1O)c2ccc(cc2)C(=O)O)C3C4Cc5ccccc5C4c6cc(ccc6N3)C(=N)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 1GE "SYSTEMATIC NAME" ACDLabs 12.01 ;2'-[(6R,6aR,11bR)-2-carbamimidoyl-6,6a,7,11b-tetrahydro-5H-indeno[2,1-c]quinolin-6-yl]-5'-hydroxy-4'-methoxybiphenyl-4-carboxylic acid ; 1GE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[2-[(6R,6aR,11bR)-2-carbamimidoyl-6,6a,7,11b-tetrahydro-5H-indeno[2,1-c]quinolin-6-yl]-4-methoxy-5-oxidanyl-phenyl]benzoic 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 1GE "Create component" 2013-01-25 RCSB 1GE "Modify formula" 2013-02-20 RCSB 1GE "Modify name" 2013-02-20 RCSB 1GE "Initial release" 2013-03-20 RCSB #