data_167 # _chem_comp.id 167 _chem_comp.name "6-CARBAMIMIDOYL-2-[2-HYDROXY-5-(3-METHOXY-PHENYL)-INDAN-1-YL]-HEXANOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H28 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms GR167088 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2021-03-01 _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 396.479 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 167 _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 1QJ6 _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 167 C1 C1 C 0 1 N N N 8.568 22.291 51.546 0.116 0.397 -2.637 C1 167 1 167 C2 C2 C 0 1 N N N 8.523 23.465 50.605 -0.563 -0.390 -3.758 C2 167 2 167 C3 C3 C 0 1 N N N 9.758 23.414 49.731 -1.961 0.180 -4.008 C3 167 3 167 C4 C4 C 0 1 N N N 9.770 22.179 48.854 -2.640 -0.607 -5.130 C4 167 4 167 C5 C5 C 0 1 N N N 10.746 22.215 47.696 -4.017 -0.045 -5.376 C5 167 5 167 N6 N6 N 0 1 N N N 10.951 23.275 46.935 -4.818 -0.593 -6.342 N6 167 6 167 N7 N7 N 0 1 N N N 11.386 21.127 47.350 -4.441 0.955 -4.675 N7 167 7 167 O8 O8 O 0 1 N N N 8.102 23.591 54.404 3.356 0.580 -3.647 O8 167 8 167 O8A O8A O 0 1 N Y N 6.697 24.440 53.155 1.927 -0.677 -4.768 O8A 167 9 167 O9 O9 O 0 1 N N N 5.063 21.536 54.481 4.482 1.025 -0.503 O9 167 10 167 C10 C10 C 0 1 N N S 6.074 21.578 52.174 2.193 0.614 -1.265 C10 167 11 167 C11 C11 C 0 1 Y N N 4.487 20.188 51.196 2.014 -0.430 0.854 C11 167 12 167 C12 C12 C 0 1 Y N N 5.776 20.624 51.017 1.402 0.486 0.019 C12 167 13 167 C13 C13 C 0 1 N N S 5.292 20.835 53.281 3.578 0.013 -0.949 C13 167 14 167 C14 C14 C 0 1 N N N 3.978 20.545 52.558 3.257 -0.980 0.186 C14 167 15 167 C36 C36 C 0 1 Y N N 6.485 20.201 49.908 0.239 1.124 0.422 C36 167 16 167 C37 C37 C 0 1 Y N N 5.793 19.452 48.971 -0.314 0.849 1.655 C37 167 17 167 C38 C38 C 0 1 Y N N 4.437 19.127 49.090 0.298 -0.073 2.499 C38 167 18 167 C39 C39 C 0 1 Y N N 3.792 19.458 50.267 1.469 -0.707 2.094 C39 167 19 167 C43 C43 C 0 1 Y N N 3.672 18.498 47.934 -0.291 -0.375 3.827 C43 167 20 167 C44 C44 C 0 1 Y N N 2.383 18.962 47.641 -0.839 0.648 4.597 C44 167 21 167 C45 C45 C 0 1 Y N N 1.668 18.486 46.557 -1.383 0.362 5.838 C45 167 22 167 C24 C24 C 0 1 Y N N 2.251 17.515 45.747 -1.390 -0.944 6.308 C24 167 23 167 C25 C25 C 0 1 Y N N 3.516 17.011 46.030 -0.851 -1.961 5.543 C25 167 24 167 C6 C6 C 0 1 Y N N 4.225 17.500 47.120 -0.302 -1.683 4.306 C6 167 25 167 C53 C53 C 0 1 N N N 0.378 19.861 45.167 -2.392 0.754 7.797 C53 167 26 167 O54 O54 O 0 1 N N N 0.386 18.991 46.290 -1.914 1.358 6.594 O54 167 27 167 C16 C16 C 0 1 N N R 7.467 22.157 52.587 1.513 -0.173 -2.387 C16 167 28 167 C15 C15 C 0 1 N N N 7.365 23.430 53.478 2.333 -0.062 -3.647 C15 167 29 167 H12 2H1 H 0 1 N N N 8.621 21.349 50.950 -0.477 0.317 -1.726 H12 167 30 167 H11 1H1 H 0 1 N N N 9.557 22.275 52.059 0.197 1.445 -2.926 H11 167 31 167 H22 2H2 H 0 1 N N N 7.578 23.507 50.014 0.029 -0.309 -4.669 H22 167 32 167 H21 1H2 H 0 1 N N N 8.411 24.438 51.136 -0.645 -1.437 -3.469 H21 167 33 167 H32 2H3 H 0 1 N N N 9.867 24.344 49.126 -2.554 0.100 -3.097 H32 167 34 167 H31 1H3 H 0 1 N N N 10.690 23.491 50.338 -1.879 1.228 -4.297 H31 167 35 167 H42 2H4 H 0 1 N N N 9.947 21.270 49.475 -2.047 -0.527 -6.041 H42 167 36 167 H41 1H4 H 0 1 N N N 8.741 21.964 48.480 -2.722 -1.654 -4.840 H41 167 37 167 H62 2H6 H 0 1 N N N 11.608 23.299 46.155 -5.704 -0.232 -6.500 H62 167 38 167 H61 1H6 H 0 1 N N N 11.194 24.046 47.556 -4.500 -1.344 -6.867 H61 167 39 167 HN7 HN7 H 0 1 N N N 10.901 20.271 47.619 -5.327 1.317 -4.833 HN7 167 40 167 H8 H8 H 0 1 N N N 6.110 24.311 52.418 2.453 -0.606 -5.576 H8 167 41 167 H9 H9 H 0 1 N N N 4.582 21.079 55.161 5.325 0.588 -0.322 H9 167 42 167 H10 H10 H 0 1 N N N 5.806 22.613 51.858 2.291 1.663 -1.546 H10 167 43 167 H13 H13 H 0 1 N N N 5.867 19.957 53.656 3.982 -0.508 -1.817 H13 167 44 167 H142 2H14 H 0 0 N N N 3.219 21.361 52.590 3.059 -1.971 -0.222 H142 167 45 167 H141 1H14 H 0 0 N N N 3.319 19.785 53.040 4.082 -1.021 0.897 H141 167 46 167 H36 H36 H 0 1 N N N 7.551 20.449 49.777 -0.235 1.839 -0.232 H36 167 47 167 H37 H37 H 0 1 N N N 6.348 19.097 48.086 -1.220 1.348 1.964 H37 167 48 167 H39 H39 H 0 1 N N N 2.751 19.148 50.459 1.950 -1.420 2.747 H39 167 49 167 H44 H44 H 0 1 N N N 1.916 19.726 48.284 -0.833 1.664 4.230 H44 167 50 167 H24 H24 H 0 1 N N N 1.702 17.139 44.867 -1.818 -1.166 7.274 H24 167 51 167 H25 H25 H 0 1 N N N 3.955 16.225 45.392 -0.859 -2.975 5.913 H25 167 52 167 H6 H6 H 0 1 N N N 5.227 17.095 47.339 0.118 -2.480 3.711 H6 167 53 167 H533 3H53 H 0 0 N N N -0.640 20.262 44.954 -2.829 1.519 8.439 H533 167 54 167 H532 2H53 H 0 0 N N N 1.119 20.684 45.288 -3.149 0.009 7.553 H532 167 55 167 H531 1H53 H 0 0 N N N 0.812 19.364 44.268 -1.563 0.274 8.317 H531 167 56 167 H16 H16 H 0 1 N N N 7.840 21.297 53.191 1.431 -1.220 -2.098 H16 167 57 # # 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 167 C1 C2 SING N N 1 167 C1 C16 SING N N 2 167 C1 H12 SING N N 3 167 C1 H11 SING N N 4 167 C2 C3 SING N N 5 167 C2 H22 SING N N 6 167 C2 H21 SING N N 7 167 C3 C4 SING N N 8 167 C3 H32 SING N N 9 167 C3 H31 SING N N 10 167 C4 C5 SING N N 11 167 C4 H42 SING N N 12 167 C4 H41 SING N N 13 167 C5 N6 SING N N 14 167 C5 N7 DOUB N N 15 167 N6 H62 SING N N 16 167 N6 H61 SING N N 17 167 N7 HN7 SING N N 18 167 O8 C15 DOUB N N 19 167 O8A C15 SING N N 20 167 O8A H8 SING N N 21 167 O9 C13 SING N N 22 167 O9 H9 SING N N 23 167 C10 C12 SING N N 24 167 C10 C13 SING N N 25 167 C10 C16 SING N N 26 167 C10 H10 SING N N 27 167 C11 C12 DOUB Y N 28 167 C11 C14 SING N N 29 167 C11 C39 SING Y N 30 167 C12 C36 SING Y N 31 167 C13 C14 SING N N 32 167 C13 H13 SING N N 33 167 C14 H142 SING N N 34 167 C14 H141 SING N N 35 167 C36 C37 DOUB Y N 36 167 C36 H36 SING N N 37 167 C37 C38 SING Y N 38 167 C37 H37 SING N N 39 167 C38 C39 DOUB Y N 40 167 C38 C43 SING Y N 41 167 C39 H39 SING N N 42 167 C43 C44 DOUB Y N 43 167 C43 C6 SING Y N 44 167 C44 C45 SING Y N 45 167 C44 H44 SING N N 46 167 C45 C24 DOUB Y N 47 167 C45 O54 SING N N 48 167 C24 C25 SING Y N 49 167 C24 H24 SING N N 50 167 C25 C6 DOUB Y N 51 167 C25 H25 SING N N 52 167 C6 H6 SING N N 53 167 C53 O54 SING N N 54 167 C53 H533 SING N N 55 167 C53 H532 SING N N 56 167 C53 H531 SING N N 57 167 C16 C15 SING N N 58 167 C16 H16 SING N N 59 # # 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 167 SMILES ACDLabs 10.04 "O=C(O)C(C2c1ccc(cc1CC2O)c3cccc(OC)c3)CCCCC(=[N@H])N" 167 SMILES_CANONICAL CACTVS 3.341 "COc1cccc(c1)c2ccc3[C@@H]([C@@H](O)Cc3c2)[C@@H](CCCCC(N)=N)C(O)=O" 167 SMILES CACTVS 3.341 "COc1cccc(c1)c2ccc3[CH]([CH](O)Cc3c2)[CH](CCCCC(N)=N)C(O)=O" 167 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1cccc(c1)c2ccc3c(c2)C[C@@H]([C@H]3[C@@H](CCCCC(=N)N)C(=O)O)O" 167 SMILES "OpenEye OEToolkits" 1.5.0 "COc1cccc(c1)c2ccc3c(c2)CC(C3C(CCCCC(=N)N)C(=O)O)O" 167 InChI InChI 1.03 "InChI=1S/C23H28N2O4/c1-29-17-6-4-5-14(12-17)15-9-10-18-16(11-15)13-20(26)22(18)19(23(27)28)7-2-3-8-21(24)25/h4-6,9-12,19-20,22,26H,2-3,7-8,13H2,1H3,(H3,24,25)(H,27,28)/t19-,20+,22-/m1/s1" 167 InChIKey InChI 1.03 NMOUMGFCBOWPAB-RZUBCFFCSA-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 167 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,7E)-7-amino-2-[(1S,2S)-2-hydroxy-5-(3-methoxyphenyl)-2,3-dihydro-1H-inden-1-yl]-7-iminoheptanoic acid" 167 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-7-amino-2-[(1S,2S)-2-hydroxy-5-(3-methoxyphenyl)-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 167 "Create component" 1999-07-08 EBI 167 "Modify aromatic_flag" 2011-06-04 RCSB 167 "Modify descriptor" 2011-06-04 RCSB 167 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 167 _pdbx_chem_comp_synonyms.name GR167088 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##