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                    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                        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 N 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 InChI            InChI                1.02b 
InChI=1/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/f/h24,27H,25H2/b24-21+ 
167 InChIKey         InChI                1.02b NMOUMGFCBOWPAB-WUCXKUPGDT 
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 
# 
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"   
# 
