data_DO3
# 
_chem_comp.id                                    DO3 
_chem_comp.name                                  "10-((2R)-2-HYDROXYPROPYL)-1,4,7,10-TETRAAZACYCLODODECANE 1,4,7-TRIACETIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H32 N4 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-01-29 
_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                        404.459 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DO3 
_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        1H87 
_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 
DO3 N1   N1   N 0 1 N N N 2.432  24.955 34.505 -0.906 -0.851 2.003  N1   DO3 1  
DO3 N2   N2   N 0 1 N N N 3.686  25.221 37.046 -1.547 1.550  -0.306 N2   DO3 2  
DO3 N3   N3   N 0 1 N N N 2.653  22.584 37.858 -0.056 -0.622 -2.883 N3   DO3 3  
DO3 N4   N4   N 0 1 N N N 1.289  22.363 35.324 1.846  -0.784 0.050  N4   DO3 4  
DO3 O1   O1   O 0 1 N N N 0.636  26.576 35.942 -3.394 -1.590 4.672  O1   DO3 5  
DO3 O3   O3   O 0 1 N N N 1.552  25.827 38.662 1.419  3.024  1.363  O3   DO3 6  
DO3 O5   O5   O 0 1 N N N -0.022 22.959 38.543 -1.122 -0.318 -6.433 O5   DO3 7  
DO3 O7   O7   O 0 1 N N N -0.833 24.026 35.694 3.762  0.871  1.389  O7   DO3 8  
DO3 C1   C1   C 0 1 N N N 3.731  25.651 34.538 -1.325 0.586  2.051  C1   DO3 9  
DO3 C2   C2   C 0 1 N N N 4.525  25.320 35.763 -2.203 0.916  0.873  C2   DO3 10 
DO3 C3   C3   C 0 1 N N N 4.392  24.334 37.965 -1.593 0.413  -1.286 C3   DO3 11 
DO3 C4   C4   C 0 1 N N N 4.024  22.860 37.853 -0.717 0.671  -2.499 C4   DO3 12 
DO3 C5   C5   C 0 1 N N N 2.453  21.294 37.195 1.328  -0.461 -2.333 C5   DO3 13 
DO3 C6   C6   C 0 1 N N N 2.138  21.279 35.748 1.501  -1.495 -1.221 C6   DO3 14 
DO3 C7   C7   C 0 1 N N N 1.647  22.635 33.907 1.196  -1.663 1.073  C7   DO3 15 
DO3 C8   C8   C 0 1 N N N 2.647  23.779 33.689 0.580  -0.792 2.169  C8   DO3 16 
DO3 C9   C9   C 0 1 N N N 0.860  26.902 34.740 -2.807 -1.238 3.517  C9   DO3 17 
DO3 C10  C10  C 0 1 N N N 1.451  25.822 33.871 -1.307 -1.292 3.387  C10  DO3 18 
DO3 C11  C11  C 0 1 N N N 2.518  26.680 38.682 0.174  2.786  0.919  C11  DO3 19 
DO3 C12  C12  C 0 1 N N N 3.536  26.594 37.624 -0.098 1.588  0.048  C12  DO3 20 
DO3 C13  C13  C 0 1 N N N 0.689  22.489 39.475 -1.103 -0.497 -5.103 C13  DO3 21 
DO3 C14  C14  C 0 1 N N N 2.182  22.519 39.262 0.193  -0.379 -4.345 C14  DO3 22 
DO3 C15  C15  C 0 1 N N R -1.171 22.833 35.176 3.853  -0.551 1.486  C15  DO3 23 
DO3 C16  C16  C 0 1 N N N -0.131 21.889 35.471 3.288  -1.185 0.213  C16  DO3 24 
DO3 C17  C17  C 0 1 N N N -2.418 22.410 35.701 5.318  -0.958 1.653  C17  DO3 25 
DO3 O2   O2   O 0 1 N N N 0.664  28.001 34.275 -3.482 -0.879 2.582  O2   DO3 26 
DO3 O4   O4   O 0 1 N N N 2.634  27.572 39.546 -0.726 3.534  1.218  O4   DO3 27 
DO3 O6   O6   O 0 1 N N N 0.265  22.028 40.514 -2.126 -0.752 -4.513 O6   DO3 28 
DO3 HO1  1HO  H 0 1 N N N 0.263  27.256 36.489 -4.357 -1.555 4.755  HO1  DO3 29 
DO3 HO3  3HO  H 0 1 N N N 0.894  25.882 39.345 1.594  3.793  1.922  HO3  DO3 30 
DO3 HO5  5HO  H 0 1 N N N -0.962 22.940 38.677 -1.954 -0.394 -6.919 HO5  DO3 31 
DO3 HO7  7HO  H 0 1 N N N -1.521 24.651 35.499 4.281  1.133  0.616  HO7  DO3 32 
DO3 HC11 1HC1 H 0 0 N N N 3.599  26.753 34.430 -0.533 1.242  2.313  HC11 DO3 33 
DO3 HC12 2HC1 H 0 0 N N N 4.318  25.450 33.612 -1.999 0.620  2.950  HC12 DO3 34 
DO3 HC21 1HC2 H 0 0 N N N 5.359  26.048 35.897 -3.011 1.589  1.182  HC21 DO3 35 
DO3 HC22 2HC2 H 0 0 N N N 5.113  24.385 35.607 -2.688 -0.004 0.499  HC22 DO3 36 
DO3 HC31 1HC3 H 0 0 N N N 4.259  24.684 39.015 -2.637 0.320  -1.601 HC31 DO3 37 
DO3 HC32 2HC3 H 0 0 N N N 5.494  24.464 37.854 -1.288 -0.491 -0.770 HC32 DO3 38 
DO3 HC41 1HC4 H 0 0 N N N 4.535  22.276 38.653 0.011  1.442  -2.392 HC41 DO3 39 
DO3 HC42 2HC4 H 0 0 N N N 4.501  22.414 36.949 -1.366 0.930  -3.347 HC42 DO3 40 
DO3 HC51 1HC5 H 0 0 N N N 1.665  20.726 37.742 1.472  0.537  -1.963 HC51 DO3 41 
DO3 HC52 2HC5 H 0 0 N N N 3.347  20.653 37.376 2.026  -0.674 -3.143 HC52 DO3 42 
DO3 HC61 1HC6 H 0 0 N N N 1.698  20.298 35.453 2.310  -2.174 -1.464 HC61 DO3 43 
DO3 HC62 2HC6 H 0 0 N N N 3.074  21.255 35.143 0.573  -2.036 -1.085 HC62 DO3 44 
DO3 HC71 1HC7 H 0 0 N N N 2.020  21.703 33.421 0.415  -2.245 0.594  HC71 DO3 45 
DO3 HC72 2HC7 H 0 0 N N N 0.724  22.814 33.307 1.953  -2.317 1.491  HC72 DO3 46 
DO3 HC81 1HC8 H 0 0 N N N 3.689  23.406 33.822 0.936  0.217  2.110  HC81 DO3 47 
DO3 HC82 2HC8 H 0 0 N N N 2.675  24.062 32.611 0.817  -1.223 3.143  HC82 DO3 48 
DO3 H101 1H10 H 0 0 N N N 0.635  25.206 33.426 -0.964 -2.313 3.556  H101 DO3 49 
DO3 H102 2H10 H 0 0 N N N 1.887  26.275 32.950 -0.854 -0.630 4.125  H102 DO3 50 
DO3 H121 1H12 H 0 0 N N N 3.333  27.340 36.820 0.167  0.678  0.587  H121 DO3 51 
DO3 H122 2H12 H 0 0 N N N 4.517  26.977 37.989 0.497  1.657  -0.862 H122 DO3 52 
DO3 H141 1H14 H 0 0 N N N 2.626  23.360 39.845 0.605  0.620  -4.482 H141 DO3 53 
DO3 H142 2H14 H 0 0 N N N 2.650  21.646 39.773 0.901  -1.118 -4.720 H142 DO3 54 
DO3 HA   HA   H 0 1 N N N -1.262 22.934 34.069 3.280  -0.893 2.348  HA   DO3 55 
DO3 H161 1H16 H 0 0 N N N -0.281 21.481 36.498 3.861  -0.842 -0.647 H161 DO3 56 
DO3 H162 2H16 H 0 0 N N N -0.280 20.969 34.858 3.357  -2.271 0.287  H162 DO3 57 
DO3 H171 1H17 H 0 0 N N N -3.226 23.143 35.472 5.720  -0.506 2.559  H171 DO3 58 
DO3 H172 2H17 H 0 0 N N N -2.352 22.204 36.795 5.387  -2.044 1.726  H172 DO3 59 
DO3 H173 3H17 H 0 0 N N N -2.684 21.386 35.348 5.891  -0.615 0.791  H173 DO3 60 
# 
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 
DO3 N1  C1   SING N N 1  
DO3 N1  C8   SING N N 2  
DO3 N1  C10  SING N N 3  
DO3 N2  C2   SING N N 4  
DO3 N2  C3   SING N N 5  
DO3 N2  C12  SING N N 6  
DO3 N3  C4   SING N N 7  
DO3 N3  C5   SING N N 8  
DO3 N3  C14  SING N N 9  
DO3 N4  C6   SING N N 10 
DO3 N4  C7   SING N N 11 
DO3 N4  C16  SING N N 12 
DO3 O1  C9   SING N N 13 
DO3 O1  HO1  SING N N 14 
DO3 O3  C11  SING N N 15 
DO3 O3  HO3  SING N N 16 
DO3 O5  C13  SING N N 17 
DO3 O5  HO5  SING N N 18 
DO3 O7  C15  SING N N 19 
DO3 O7  HO7  SING N N 20 
DO3 C1  C2   SING N N 21 
DO3 C1  HC11 SING N N 22 
DO3 C1  HC12 SING N N 23 
DO3 C2  HC21 SING N N 24 
DO3 C2  HC22 SING N N 25 
DO3 C3  C4   SING N N 26 
DO3 C3  HC31 SING N N 27 
DO3 C3  HC32 SING N N 28 
DO3 C4  HC41 SING N N 29 
DO3 C4  HC42 SING N N 30 
DO3 C5  C6   SING N N 31 
DO3 C5  HC51 SING N N 32 
DO3 C5  HC52 SING N N 33 
DO3 C6  HC61 SING N N 34 
DO3 C6  HC62 SING N N 35 
DO3 C7  C8   SING N N 36 
DO3 C7  HC71 SING N N 37 
DO3 C7  HC72 SING N N 38 
DO3 C8  HC81 SING N N 39 
DO3 C8  HC82 SING N N 40 
DO3 C9  C10  SING N N 41 
DO3 C9  O2   DOUB N N 42 
DO3 C10 H101 SING N N 43 
DO3 C10 H102 SING N N 44 
DO3 C11 C12  SING N N 45 
DO3 C11 O4   DOUB N N 46 
DO3 C12 H121 SING N N 47 
DO3 C12 H122 SING N N 48 
DO3 C13 C14  SING N N 49 
DO3 C13 O6   DOUB N N 50 
DO3 C14 H141 SING N N 51 
DO3 C14 H142 SING N N 52 
DO3 C15 C16  SING N N 53 
DO3 C15 C17  SING N N 54 
DO3 C15 HA   SING N N 55 
DO3 C16 H161 SING N N 56 
DO3 C16 H162 SING N N 57 
DO3 C17 H171 SING N N 58 
DO3 C17 H172 SING N N 59 
DO3 C17 H173 SING N N 60 
# 
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 
DO3 SMILES           ACDLabs              10.04 O=C(O)CN1CCN(CCN(CCN(CC(O)C)CC1)CC(=O)O)CC(=O)O                                                                                                                          
DO3 InChI            InChI                1.02b InChI=1/C17H32N4O7/c1-14(22)10-18-2-4-19(11-15(23)24)6-8-21(13-17(27)28)9-7-20(5-3-18)12-16(25)26/h14,22H,2-13H2,1H3,(H,23,24)(H,25,26)(H,27,28)/t14-/m1/s1/f/h23,25,27H 
DO3 InChIKey         InChI                1.02b IQUHNCOJRJBMSU-GBIYVTIHDW                                                                                                                                                
DO3 SMILES_CANONICAL CACTVS               3.341 C[C@@H](O)CN1CCN(CCN(CCN(CC1)CC(O)=O)CC(O)=O)CC(O)=O                                                                                                                     
DO3 SMILES           CACTVS               3.341 C[CH](O)CN1CCN(CCN(CCN(CC1)CC(O)=O)CC(O)=O)CC(O)=O                                                                                                                       
DO3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H](CN1CC[N@](CCN(CC[N@](CC1)CC(=O)O)CC(=O)O)CC(=O)O)O                                                                                                                
DO3 SMILES           "OpenEye OEToolkits" 1.5.0 CC(CN1CCN(CCN(CCN(CC1)CC(=O)O)CC(=O)O)CC(=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 
DO3 "SYSTEMATIC NAME" ACDLabs              10.04 
;2,2',2''-{10-[(2R)-2-hydroxypropyl]-1,4,7,10-tetraazacyclododecane-1,4,7-triyl}triacetic acid
;
DO3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(1S,7R)-4,7-bis(carboxymethyl)-10-[(2R)-2-hydroxypropyl]-1,4,7,10-tetrazacyclododec-1-yl]ethanoic acid" 
# 
