data_166 # _chem_comp.id 166 _chem_comp.name "6-CARBAMIMIDOYL-2-[2-HYDROXY-6-(4-HYDROXY-PHENYL)-INDAN-1-YL]-HEXANOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H26 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms GR166081 _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 382.453 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 166 _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 1QJ1 _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 166 C1 C1 C 0 1 N N N 8.122 21.991 51.548 0.130 -0.312 -1.784 C1 166 1 166 C2 C2 C 0 1 N N N 9.038 23.218 51.233 1.073 0.336 -2.799 C2 166 2 166 C3 C3 C 0 1 N N N 10.135 22.946 50.244 2.520 -0.023 -2.453 C3 166 3 166 C4 C4 C 0 1 N N N 9.661 22.960 48.805 3.463 0.625 -3.467 C4 166 4 166 C5 C5 C 0 1 N N N 10.735 22.468 47.805 4.888 0.270 -3.127 C5 166 5 166 N6 N6 N 0 1 N N N 11.372 21.306 47.942 5.915 0.742 -3.901 N6 166 6 166 N7 N7 N 0 1 N N N 11.024 23.171 46.713 5.141 -0.478 -2.104 N7 166 7 166 O8 O8 O 0 1 N N N 8.689 23.496 54.281 -1.622 -1.640 -3.745 O8 166 8 166 O8A O8A O 0 1 N Y N 6.999 24.478 53.472 -1.955 0.414 -4.486 O8A 166 9 166 O9 O9 O 0 1 N N N 5.169 22.910 55.094 -4.597 -1.324 -1.059 O9 166 10 166 C10 C10 C 0 1 N N S 5.767 21.832 52.929 -2.259 -0.601 -1.115 C10 166 11 166 C11 C11 C 0 1 Y N N 3.685 20.717 52.863 -3.017 0.903 0.552 C11 166 12 166 C12 C12 C 0 1 Y N N 4.807 20.939 52.086 -2.027 -0.022 0.263 C12 166 13 166 C13 C13 C 0 1 N N S 5.270 21.667 54.398 -3.726 -0.263 -1.456 C13 166 14 166 C14 C14 C 0 1 N N N 3.854 21.107 54.307 -3.979 1.004 -0.613 C14 166 15 166 C36 C36 C 0 1 Y N N 4.775 20.507 50.743 -1.034 -0.279 1.187 C36 166 16 166 C37 C37 C 0 1 Y N N 3.585 19.910 50.241 -1.025 0.386 2.409 C37 166 17 166 C38 C38 C 0 1 Y N N 2.470 19.785 51.077 -2.023 1.315 2.696 C38 166 18 166 C39 C39 C 0 1 Y N N 2.509 20.194 52.381 -3.011 1.568 1.768 C39 166 19 166 C43 C43 C 0 1 Y N N 3.401 19.348 48.833 0.042 0.109 3.402 C43 166 20 166 C44 C44 C 0 1 Y N N 2.169 19.504 48.173 -0.269 0.028 4.758 C44 166 21 166 C45 C45 C 0 1 Y N N 1.929 19.014 46.898 0.724 -0.229 5.678 C45 166 22 166 C6 C6 C 0 1 Y N N 2.929 18.350 46.232 2.035 -0.408 5.255 C6 166 23 166 C7 C7 C 0 1 Y N N 4.159 18.164 46.851 2.348 -0.328 3.905 C7 166 24 166 C8 C8 C 0 1 Y N N 4.395 18.661 48.140 1.357 -0.076 2.979 C8 166 25 166 O54 O54 O 0 1 N N N 2.684 17.895 44.958 3.012 -0.663 6.164 O54 166 26 166 C16 C16 C 0 1 N N R 7.339 22.069 52.888 -1.316 0.047 -2.130 C16 166 27 166 C15 C15 C 0 1 N N N 7.695 23.443 53.605 -1.642 -0.454 -3.513 C15 166 28 166 H12 2H1 H 0 1 N N N 7.416 21.814 50.703 0.252 -1.395 -1.816 H12 166 29 166 H11 1H1 H 0 1 N N N 8.717 21.049 51.507 0.366 0.051 -0.784 H11 166 30 166 H22 2H2 H 0 1 N N N 8.421 24.084 50.898 0.951 1.419 -2.767 H22 166 31 166 H21 1H2 H 0 1 N N N 9.462 23.635 52.175 0.838 -0.026 -3.799 H21 166 32 166 H32 2H3 H 0 1 N N N 10.983 23.654 50.388 2.642 -1.106 -2.484 H32 166 33 166 H31 1H3 H 0 1 N N N 10.653 21.987 50.481 2.756 0.339 -1.453 H31 166 34 166 H42 2H4 H 0 1 N N N 8.717 22.377 48.692 3.341 1.708 -3.436 H42 166 35 166 H41 1H4 H 0 1 N N N 9.287 23.971 48.520 3.227 0.262 -4.468 H41 166 36 166 H62 2H6 H 0 1 N N N 12.079 20.981 47.283 6.832 0.513 -3.682 H62 166 37 166 H61 1H6 H 0 1 N N N 10.663 20.575 48.014 5.725 1.301 -4.671 H61 166 38 166 HN7 HN7 H 0 1 N N N 11.601 23.248 47.550 4.413 -0.812 -1.556 HN7 166 39 166 H8A H8A H 0 1 N N N 6.214 24.436 52.938 -2.164 0.092 -5.374 H8A 166 40 166 H9 H9 H 0 1 N N N 4.866 22.809 55.988 -5.494 -1.053 -1.298 H9 166 41 166 H10 H10 H 0 1 N N N 5.674 22.738 52.286 -2.113 -1.681 -1.102 H10 166 42 166 H13 H13 H 0 1 N N N 5.993 21.019 54.945 -3.838 -0.049 -2.519 H13 166 43 166 H142 2H14 H 0 0 N N N 3.067 21.802 54.683 -3.768 1.897 -1.200 H142 166 44 166 H141 1H14 H 0 0 N N N 3.647 20.280 55.026 -5.008 1.020 -0.253 H141 166 45 166 H36 H36 H 0 1 N N N 5.661 20.633 50.099 -0.262 -1.000 0.960 H36 166 46 166 H38 H38 H 0 1 N N N 1.530 19.350 50.696 -2.023 1.836 3.642 H38 166 47 166 H39 H39 H 0 1 N N N 1.618 20.104 53.025 -3.785 2.288 1.990 H39 166 48 166 H44 H44 H 0 1 N N N 1.348 20.038 48.681 -1.288 0.167 5.088 H44 166 49 166 H45 H45 H 0 1 N N N 0.946 19.151 46.415 0.484 -0.292 6.729 H45 166 50 166 H7 H7 H 0 1 N N N 4.953 17.618 46.315 3.368 -0.468 3.578 H7 166 51 166 H8 H8 H 0 1 N N N 5.378 18.509 48.616 1.601 -0.014 1.929 H8 166 52 166 H54 H54 H 0 1 N N N 3.376 17.435 44.497 3.060 -1.623 6.261 H54 166 53 166 H16 H16 H 0 1 N N N 7.697 21.155 53.417 -1.438 1.130 -2.099 H16 166 54 # # 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 166 C1 C2 SING N N 1 166 C1 C16 SING N N 2 166 C1 H12 SING N N 3 166 C1 H11 SING N N 4 166 C2 C3 SING N N 5 166 C2 H22 SING N N 6 166 C2 H21 SING N N 7 166 C3 C4 SING N N 8 166 C3 H32 SING N N 9 166 C3 H31 SING N N 10 166 C4 C5 SING N N 11 166 C4 H42 SING N N 12 166 C4 H41 SING N N 13 166 C5 N6 SING N N 14 166 C5 N7 DOUB N N 15 166 N6 H62 SING N N 16 166 N6 H61 SING N N 17 166 N7 HN7 SING N N 18 166 O8 C15 DOUB N N 19 166 O8A C15 SING N N 20 166 O8A H8A SING N N 21 166 O9 C13 SING N N 22 166 O9 H9 SING N N 23 166 C10 C12 SING N N 24 166 C10 C13 SING N N 25 166 C10 C16 SING N N 26 166 C10 H10 SING N N 27 166 C11 C12 DOUB Y N 28 166 C11 C14 SING N N 29 166 C11 C39 SING Y N 30 166 C12 C36 SING Y N 31 166 C13 C14 SING N N 32 166 C13 H13 SING N N 33 166 C14 H142 SING N N 34 166 C14 H141 SING N N 35 166 C36 C37 DOUB Y N 36 166 C36 H36 SING N N 37 166 C37 C38 SING Y N 38 166 C37 C43 SING Y N 39 166 C38 C39 DOUB Y N 40 166 C38 H38 SING N N 41 166 C39 H39 SING N N 42 166 C43 C44 DOUB Y N 43 166 C43 C8 SING Y N 44 166 C44 C45 SING Y N 45 166 C44 H44 SING N N 46 166 C45 C6 DOUB Y N 47 166 C45 H45 SING N N 48 166 C6 C7 SING Y N 49 166 C6 O54 SING N N 50 166 C7 C8 DOUB Y N 51 166 C7 H7 SING N N 52 166 C8 H8 SING N N 53 166 O54 H54 SING N N 54 166 C16 C15 SING N N 55 166 C16 H16 SING N N 56 # # 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 166 SMILES ACDLabs 10.04 "O=C(O)C(C2c1cc(ccc1CC2O)c3ccc(O)cc3)CCCCC(=[N@H])N" 166 SMILES_CANONICAL CACTVS 3.341 "NC(=N)CCCC[C@H]([C@@H]1[C@@H](O)Cc2ccc(cc12)c3ccc(O)cc3)C(O)=O" 166 SMILES CACTVS 3.341 "NC(=N)CCCC[CH]([CH]1[CH](O)Cc2ccc(cc12)c3ccc(O)cc3)C(O)=O" 166 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1c2ccc3c(c2)[C@@H]([C@H](C3)O)[C@@H](CCCCC(=N)N)C(=O)O)O" 166 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1c2ccc3c(c2)C(C(C3)O)C(CCCCC(=N)N)C(=O)O)O" 166 InChI InChI 1.03 "InChI=1S/C22H26N2O4/c23-20(24)4-2-1-3-17(22(27)28)21-18-11-14(5-6-15(18)12-19(21)26)13-7-9-16(25)10-8-13/h5-11,17,19,21,25-26H,1-4,12H2,(H3,23,24)(H,27,28)/t17-,19+,21+/m1/s1" 166 InChIKey InChI 1.03 ZSRRBAKATXAISL-LMNJBCLMSA-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 166 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R)-7-amino-2-[(1S,2S)-2-hydroxy-6-(4-hydroxyphenyl)-2,3-dihydro-1H-inden-1-yl]-7-iminoheptanoic acid" 166 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-7-amino-2-[(1S,2S)-2-hydroxy-6-(4-hydroxyphenyl)-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 166 "Create component" 1999-07-08 RCSB 166 "Modify aromatic_flag" 2011-06-04 RCSB 166 "Modify descriptor" 2011-06-04 RCSB 166 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 166 _pdbx_chem_comp_synonyms.name GR166081 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##