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                    2008-10-14 
_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 N 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 InChI            InChI                1.02b InChI=1/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/f/h23,27H,24H2 
166 InChIKey         InChI                1.02b ZSRRBAKATXAISL-XNIBYGRXDE                                                                                                                                                                    
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                                                                                                                                           
# 
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" 
# 
