data_GR1
# 
_chem_comp.id                                    GR1 
_chem_comp.name                                  "6-CARBAMIMIDOYL-2-[5-(3-DIETHYLCARBAMOYL-PHENYL)-2-HYDROXY-INDAN-1-YL]-HEXANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H35 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         GR179849 
_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                        465.585 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GR1 
_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        1QJ7 
_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 
GR1 N1   N1   N 0 1 N N N -0.022 18.914 46.058 1.413  -0.570 6.546  N1   GR1 1  
GR1 C7   C7   C 0 1 N N N 0.492  19.197 44.714 1.944  -1.613 7.427  C7   GR1 2  
GR1 O1   O1   O 0 1 N N N 0.038  17.730 47.915 -0.210 -1.902 5.826  O1   GR1 3  
GR1 C8   C8   C 0 1 Y N N 4.201  18.443 48.031 -0.764 0.723  2.507  C8   GR1 4  
GR1 C9   C9   C 0 1 Y N N 4.854  17.547 47.182 -0.903 2.057  2.890  C9   GR1 5  
GR1 C17  C17  C 0 1 N N N 8.915  22.359 51.324 0.175  -0.434 -3.844 C17  GR1 6  
GR1 C18  C18  C 0 1 N N N 8.507  23.377 50.273 1.035  0.322  -4.857 C18  GR1 7  
GR1 C19  C19  C 0 1 N N N 9.577  23.505 49.186 2.476  -0.186 -4.785 C19  GR1 8  
GR1 C20  C20  C 0 1 N N N 10.424 22.255 49.004 3.336  0.570  -5.798 C20  GR1 9  
GR1 C21  C21  C 0 1 N N N 11.167 22.163 47.718 4.755  0.068  -5.727 C21  GR1 10 
GR1 N2   N2   N 0 1 N N N 11.754 21.004 47.463 5.069  -0.866 -4.891 N2   GR1 11 
GR1 N3   N3   N 0 1 N N N 11.261 23.196 46.833 5.713  0.602  -6.548 N3   GR1 12 
GR1 O2   O2   O 0 1 N N N 8.963  23.514 53.974 -2.784 -0.844 -5.465 O2   GR1 13 
GR1 O2A  O2A  O 0 1 N Y N 7.238  24.430 53.134 -1.209 0.421  -6.360 O2A  GR1 14 
GR1 O3   O3   O 0 1 N N N 5.275  21.947 54.470 -4.503 -1.168 -2.586 O3   GR1 15 
GR1 C10  C10  C 0 1 N N S 6.433  21.815 52.100 -2.126 -0.682 -2.902 C10  GR1 16 
GR1 C11  C11  C 0 1 Y N N 4.828  20.378 51.187 -2.422 0.490  -0.863 C11  GR1 17 
GR1 C12  C12  C 0 1 Y N N 6.097  20.866 50.974 -1.617 -0.439 -1.497 C12  GR1 18 
GR1 C13  C13  C 0 1 N N S 5.588  21.170 53.274 -3.569 -0.136 -2.909 C13  GR1 19 
GR1 C14  C14  C 0 1 N N N 4.296  20.763 52.539 -3.524 0.935  -1.800 C14  GR1 20 
GR1 C22  C22  C 0 1 Y N N 6.827  20.489 49.859 -0.535 -0.991 -0.828 C22  GR1 21 
GR1 C23  C23  C 0 1 Y N N 6.201  19.661 48.946 -0.254 -0.619 0.468  C23  GR1 22 
GR1 C24  C24  C 0 1 Y N N 4.879  19.224 49.113 -1.061 0.317  1.111  C24  GR1 23 
GR1 C25  C25  C 0 1 Y N N 4.186  19.567 50.275 -2.150 0.865  0.439  C25  GR1 24 
GR1 C3   C3   C 0 1 Y N N 4.143  16.900 46.171 -0.629 2.438  4.189  C3   GR1 25 
GR1 C4   C4   C 0 1 Y N N 2.777  17.127 46.001 -0.216 1.502  5.116  C4   GR1 26 
GR1 C26  C26  C 0 1 N N N 0.649  18.192 46.964 0.368  -0.837 5.738  C26  GR1 27 
GR1 C5   C5   C 0 1 Y N N 2.134  18.001 46.870 -0.073 0.164  4.745  C5   GR1 28 
GR1 C6   C6   C 0 1 Y N N 2.850  18.646 47.859 -0.343 -0.223 3.434  C6   GR1 29 
GR1 C27  C27  C 0 1 N N N 1.346  20.441 44.703 1.218  -1.562 8.773  C27  GR1 30 
GR1 C1   C1   C 0 1 N N N -1.293 19.507 46.547 2.018  0.763  6.544  C1   GR1 31 
GR1 C2   C2   C 0 1 N N N -2.448 18.539 46.869 1.416  1.598  7.676  C2   GR1 32 
GR1 C16  C16  C 0 1 N N R 7.902  22.153 52.429 -1.265 0.075  -3.916 C16  GR1 33 
GR1 C15  C15  C 0 1 N N N 7.978  23.419 53.299 -1.809 -0.149 -5.304 C15  GR1 34 
GR1 H72  2H7  H 0 1 N N N 1.039  18.321 44.292 3.010  -1.450 7.583  H72  GR1 35 
GR1 H71  1H7  H 0 1 N N N -0.332 19.260 43.965 1.789  -2.590 6.968  H71  GR1 36 
GR1 H9   H9   H 0 1 N N N 5.931  17.350 47.310 -1.227 2.793  2.170  H9   GR1 37 
GR1 H172 2H17 H 0 0 N N N 9.166  21.385 50.842 0.568  -0.271 -2.840 H172 GR1 38 
GR1 H171 1H17 H 0 0 N N N 9.909  22.623 51.754 0.195  -1.499 -4.073 H171 GR1 39 
GR1 H182 2H18 H 0 0 N N N 7.507  23.141 49.839 0.642  0.160  -5.861 H182 GR1 40 
GR1 H181 1H18 H 0 0 N N N 8.265  24.365 50.730 1.014  1.388  -4.627 H181 GR1 41 
GR1 H192 2H19 H 0 0 N N N 9.117  23.811 48.217 2.869  -0.024 -3.781 H192 GR1 42 
GR1 H191 1H19 H 0 0 N N N 10.224 24.392 49.375 2.496  -1.252 -5.015 H191 GR1 43 
GR1 H202 2H20 H 0 0 N N N 11.129 22.145 49.860 2.943  0.407  -6.802 H202 GR1 44 
GR1 H201 1H20 H 0 0 N N N 9.795  21.345 49.146 3.316  1.635  -5.568 H201 GR1 45 
GR1 H2N  H2N  H 0 1 N N N 11.206 20.165 47.659 5.983  -1.189 -4.845 H2N  GR1 46 
GR1 H32  2H3  H 0 1 N N N 11.770 23.132 45.951 6.626  0.279  -6.502 H32  GR1 47 
GR1 H31  1H3  H 0 1 N N N 11.632 23.998 47.341 5.478  1.304  -7.175 H31  GR1 48 
GR1 H2O  H2O  H 0 1 N N N 6.456  24.354 52.598 -1.558 0.277  -7.250 H2O  GR1 49 
GR1 H3   H3   H 0 1 N N N 4.768  21.560 55.174 -5.383 -0.766 -2.607 H3   GR1 50 
GR1 H10  H10  H 0 1 N N N 6.180  22.867 51.830 -2.123 -1.748 -3.127 H10  GR1 51 
GR1 H13  H13  H 0 1 N N N 6.203  20.369 53.747 -3.809 0.312  -3.873 H13  GR1 52 
GR1 H142 2H14 H 0 0 N N N 3.490  21.533 52.531 -3.288 1.910  -2.226 H142 GR1 53 
GR1 H141 1H14 H 0 0 N N N 3.684  19.982 53.049 -4.477 0.973  -1.272 H141 GR1 54 
GR1 H22  H22  H 0 1 N N N 7.863  20.833 49.704 0.090  -1.717 -1.327 H22  GR1 55 
GR1 H23  H23  H 0 1 N N N 6.772  19.339 48.059 0.590  -1.051 0.984  H23  GR1 56 
GR1 H25  H25  H 0 1 N N N 3.161  19.207 50.467 -2.781 1.588  0.935  H25  GR1 57 
GR1 H3C1 1H3C H 0 0 N N N 4.667  16.200 45.498 -0.738 3.472  4.481  H3C1 GR1 58 
GR1 H4   H4   H 0 1 N N N 2.216  16.625 45.194 -0.003 1.806  6.131  H4   GR1 59 
GR1 H6   H6   H 0 1 N N N 2.326  19.345 48.532 -0.234 -1.257 3.141  H6   GR1 60 
GR1 H273 3H27 H 0 0 N N N 1.736  20.656 43.681 1.613  -2.338 9.429  H273 GR1 61 
GR1 H272 2H27 H 0 0 N N N 0.798  21.316 45.124 1.373  -0.585 9.232  H272 GR1 62 
GR1 H271 1H27 H 0 0 N N N 2.170  20.377 45.451 0.152  -1.725 8.618  H271 GR1 63 
GR1 H12  2H1  H 0 1 N N N -1.085 20.143 47.438 3.094  0.675  6.690  H12  GR1 64 
GR1 H11  1H1  H 0 1 N N N -1.646 20.275 45.820 1.820  1.250  5.589  H11  GR1 65 
GR1 H23A 3H2  H 0 0 N N N -3.402 18.984 47.236 1.629  2.653  7.502  H23A GR1 66 
GR1 H22A 2H2  H 0 0 N N N -2.656 17.902 45.977 0.338  1.445  7.707  H22A GR1 67 
GR1 H21  1H2  H 0 1 N N N -2.094 17.770 47.595 1.854  1.292  8.626  H21  GR1 68 
GR1 H16  H16  H 0 1 N N N 8.203  21.196 52.917 -1.286 1.140  -3.686 H16  GR1 69 
# 
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 
GR1 N1  C7   SING N N 1  
GR1 N1  C26  SING N N 2  
GR1 N1  C1   SING N N 3  
GR1 C7  C27  SING N N 4  
GR1 C7  H72  SING N N 5  
GR1 C7  H71  SING N N 6  
GR1 O1  C26  DOUB N N 7  
GR1 C8  C9   DOUB Y N 8  
GR1 C8  C24  SING N N 9  
GR1 C8  C6   SING Y N 10 
GR1 C9  C3   SING Y N 11 
GR1 C9  H9   SING N N 12 
GR1 C17 C18  SING N N 13 
GR1 C17 C16  SING N N 14 
GR1 C17 H172 SING N N 15 
GR1 C17 H171 SING N N 16 
GR1 C18 C19  SING N N 17 
GR1 C18 H182 SING N N 18 
GR1 C18 H181 SING N N 19 
GR1 C19 C20  SING N N 20 
GR1 C19 H192 SING N N 21 
GR1 C19 H191 SING N N 22 
GR1 C20 C21  SING N N 23 
GR1 C20 H202 SING N N 24 
GR1 C20 H201 SING N N 25 
GR1 C21 N2   DOUB N N 26 
GR1 C21 N3   SING N N 27 
GR1 N2  H2N  SING N N 28 
GR1 N3  H32  SING N N 29 
GR1 N3  H31  SING N N 30 
GR1 O2  C15  DOUB N N 31 
GR1 O2A C15  SING N N 32 
GR1 O2A H2O  SING N N 33 
GR1 O3  C13  SING N N 34 
GR1 O3  H3   SING N N 35 
GR1 C10 C12  SING N N 36 
GR1 C10 C13  SING N N 37 
GR1 C10 C16  SING N N 38 
GR1 C10 H10  SING N N 39 
GR1 C11 C12  DOUB Y N 40 
GR1 C11 C14  SING N N 41 
GR1 C11 C25  SING Y N 42 
GR1 C12 C22  SING Y N 43 
GR1 C13 C14  SING N N 44 
GR1 C13 H13  SING N N 45 
GR1 C14 H142 SING N N 46 
GR1 C14 H141 SING N N 47 
GR1 C22 C23  DOUB Y N 48 
GR1 C22 H22  SING N N 49 
GR1 C23 C24  SING Y N 50 
GR1 C23 H23  SING N N 51 
GR1 C24 C25  DOUB Y N 52 
GR1 C25 H25  SING N N 53 
GR1 C3  C4   DOUB Y N 54 
GR1 C3  H3C1 SING N N 55 
GR1 C4  C5   SING Y N 56 
GR1 C4  H4   SING N N 57 
GR1 C26 C5   SING N N 58 
GR1 C5  C6   DOUB Y N 59 
GR1 C6  H6   SING N N 60 
GR1 C27 H273 SING N N 61 
GR1 C27 H272 SING N N 62 
GR1 C27 H271 SING N N 63 
GR1 C1  C2   SING N N 64 
GR1 C1  H12  SING N N 65 
GR1 C1  H11  SING N N 66 
GR1 C2  H23A SING N N 67 
GR1 C2  H22A SING N N 68 
GR1 C2  H21  SING N N 69 
GR1 C16 C15  SING N N 70 
GR1 C16 H16  SING N N 71 
# 
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 
GR1 SMILES           ACDLabs              10.04 O=C(N(CC)CC)c3cc(c1cc2c(cc1)C(C(C(=O)O)CCCCC(=[N@H])N)C(O)C2)ccc3 
GR1 InChI            InChI                1.02b 
InChI=1/C27H35N3O4/c1-3-30(4-2)26(32)19-9-7-8-17(14-19)18-12-13-21-20(15-18)16-23(31)25(21)22(27(33)34)10-5-6-11-24(28)29/h7-9,12-15,22-23,25,31H,3-6,10-11,16H2,1-2H3,(H3,28,29)(H,33,34)/t22-,23+,25-/m1/s1/f/h28,33H,29H2/b28-24+ 
GR1 InChIKey         InChI                1.02b VACZRUKFUJTPNR-SWVCDKGUDJ 
GR1 SMILES_CANONICAL CACTVS               3.341 CCN(CC)C(=O)c1cccc(c1)c2ccc3[C@@H]([C@@H](O)Cc3c2)[C@@H](CCCCC(N)=N)C(O)=O 
GR1 SMILES           CACTVS               3.341 CCN(CC)C(=O)c1cccc(c1)c2ccc3[CH]([CH](O)Cc3c2)[CH](CCCCC(N)=N)C(O)=O 
GR1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCN(CC)C(=O)c1cccc(c1)c2ccc3c(c2)C[C@@H]([C@H]3[C@@H](CCCCC(=N)N)C(=O)O)O 
GR1 SMILES           "OpenEye OEToolkits" 1.5.0 CCN(CC)C(=O)c1cccc(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 
GR1 "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,7E)-7-amino-2-{(1S,2S)-5-[3-(diethylcarbamoyl)phenyl]-2-hydroxy-2,3-dihydro-1H-inden-1-yl}-7-iminoheptanoic acid" 
GR1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-7-amino-2-[(1S,2S)-5-[3-(diethylcarbamoyl)phenyl]-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-7-imino-heptanoic acid"   
# 
