data_EOT
# 
_chem_comp.id                                    EOT 
_chem_comp.name                                  "[(1-[(BIS-CARBOXYMETHYL-AMINO)-METHYL]-2-{4-[3-(2-HYDROXY-ETHYL)-THIOUREIDO]-PHENY}-ETHYL)-CARBOXYMETHYL-AMINO]-ACETIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H28 N4 O9 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_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                        500.523 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EOT 
_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        1IND 
_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 
EOT C15  C15  C 0 1 Y N N 61.618 1.339  37.421 0.679  -0.103 2.848  C15  EOT 1  
EOT C16  C16  C 0 1 Y N N 60.997 2.435  38.031 -0.665 -0.220 2.524  C16  EOT 2  
EOT C17  C17  C 0 1 Y N N 59.918 2.266  38.894 -1.041 -0.454 1.215  C17  EOT 3  
EOT C12  C12  C 0 1 Y N N 59.447 0.983  39.162 -0.079 -0.572 0.229  C12  EOT 4  
EOT C13  C13  C 0 1 Y N N 60.061 -0.108 38.560 1.260  -0.455 0.548  C13  EOT 5  
EOT C14  C14  C 0 1 Y N N 61.132 0.068  37.696 1.642  -0.216 1.854  C14  EOT 6  
EOT N3   N3   N 0 1 N N N 62.652 1.438  36.575 1.063  0.133  4.172  N3   EOT 7  
EOT C18  C18  C 0 1 N N N 63.805 2.052  36.862 0.480  -0.551 5.175  C18  EOT 8  
EOT S1   S1   S 0 1 N N N 64.155 2.672  38.377 -0.755 -1.685 4.833  S1   EOT 9  
EOT N4   N4   N 0 1 N N N 64.688 2.143  35.878 0.869  -0.343 6.449  N4   EOT 10 
EOT C19  C19  C 0 1 N N N 65.965 2.844  36.055 0.235  -1.087 7.540  C19  EOT 11 
EOT C20  C20  C 0 1 N N N 66.353 3.529  34.739 0.856  -0.666 8.873  C20  EOT 12 
EOT O9   O9   O 0 1 N N N 67.608 4.168  34.919 0.654  0.734  9.072  O9   EOT 13 
EOT C11  C11  C 0 1 N N N 58.303 0.779  40.073 -0.493 -0.827 -1.197 C11  EOT 14 
EOT C1   C1   C 0 1 N N S 56.902 1.044  39.494 -0.581 0.502  -1.948 C1   EOT 15 
EOT C2   C2   C 0 1 N N N 56.487 -0.122 38.549 -0.861 0.234  -3.428 C2   EOT 16 
EOT N1   N1   N 0 1 N N N 55.885 1.173  40.568 -1.668 1.313  -1.383 N1   EOT 17 
EOT C9   C9   C 0 1 N N N 55.911 2.472  41.266 -1.295 2.719  -1.585 C9   EOT 18 
EOT C10  C10  C 0 1 N N N 55.460 3.614  40.365 -0.223 3.101  -0.598 C10  EOT 19 
EOT O7   O7   O 0 1 N N N 54.506 3.288  39.471 0.187  2.285  0.193  O7   EOT 20 
EOT O8   O8   O 0 1 N N N 55.987 4.720  40.426 0.275  4.347  -0.597 O8   EOT 21 
EOT C7   C7   C 0 1 N N N 55.917 0.020  41.460 -2.854 1.067  -2.215 C7   EOT 22 
EOT C8   C8   C 0 1 N N N 54.678 0.035  42.343 -3.485 -0.241 -1.816 C8   EOT 23 
EOT O5   O5   O 0 1 N N N 53.600 0.614  41.773 -3.147 -0.788 -0.793 O5   EOT 24 
EOT O6   O6   O 0 1 N N N 54.711 -0.388 43.497 -4.423 -0.800 -2.596 O6   EOT 25 
EOT N2   N2   N 0 1 N N N 55.152 0.011  37.940 0.313  -0.399 -4.042 N2   EOT 26 
EOT C5   C5   C 0 1 N N N 54.675 -1.353 37.603 -0.129 -0.951 -5.329 C5   EOT 27 
EOT C6   C6   C 0 1 N N N 53.318 -1.707 38.225 0.937  -1.864 -5.877 C6   EOT 28 
EOT O3   O3   O 0 1 N N N 52.978 -1.016 39.324 1.919  -2.111 -5.217 O3   EOT 29 
EOT O4   O4   O 0 1 N N N 52.610 -2.597 37.754 0.796  -2.404 -7.098 O4   EOT 30 
EOT C3   C3   C 0 1 N N N 55.146 0.873  36.733 1.262  0.679  -4.350 C3   EOT 31 
EOT C4   C4   C 0 1 N N N 53.734 1.306  36.360 2.557  0.431  -3.620 C4   EOT 32 
EOT O1   O1   O 0 1 N N N 52.847 1.222  37.374 2.707  -0.583 -2.982 O1   EOT 33 
EOT O2   O2   O 0 1 N N N 53.435 1.662  35.219 3.545  1.338  -3.680 O2   EOT 34 
EOT H16  H16  H 0 1 N N N 61.366 3.454  37.827 -1.417 -0.129 3.294  H16  EOT 35 
EOT H17  H17  H 0 1 N N N 59.439 3.142  39.362 -2.087 -0.546 0.963  H17  EOT 36 
EOT H13  H13  H 0 1 N N N 59.693 -1.126 38.770 2.009  -0.547 -0.224 H13  EOT 37 
EOT H14  H14  H 0 1 N N N 61.601 -0.811 37.223 2.689  -0.124 2.102  H14  EOT 38 
EOT HN3  HN3  H 0 1 N N N 62.295 1.860  35.717 1.749  0.791  4.368  HN3  EOT 39 
EOT HN4  HN4  H 0 1 N N N 64.394 1.688  35.013 1.569  0.299  6.643  HN4  EOT 40 
EOT H191 1H19 H 0 0 N N N 65.940 3.557  36.911 0.390  -2.155 7.388  H191 EOT 41 
EOT H192 2H19 H 0 0 N N N 66.768 2.169  36.433 -0.833 -0.873 7.553  H192 EOT 42 
EOT H201 1H20 H 0 0 N N N 66.350 2.826  33.873 1.925  -0.880 8.860  H201 EOT 43 
EOT H202 2H20 H 0 0 N N N 65.565 4.227  34.370 0.385  -1.220 9.685  H202 EOT 44 
EOT HO9  HO9  H 0 1 N N N 67.848 4.592  34.103 1.059  0.957  9.921  HO9  EOT 45 
EOT H111 1H11 H 0 0 N N N 58.343 -0.250 40.498 0.243  -1.469 -1.680 H111 EOT 46 
EOT H112 2H11 H 0 0 N N N 58.447 1.387  40.996 -1.466 -1.317 -1.211 H112 EOT 47 
EOT H1   H1   H 0 1 N N N 56.949 2.003  38.927 0.361  1.039  -1.848 H1   EOT 48 
EOT H21  1H2  H 0 1 N N N 57.257 -0.267 37.756 -1.721 -0.428 -3.521 H21  EOT 49 
EOT H22  2H2  H 0 1 N N N 56.570 -1.097 39.083 -1.071 1.176  -3.935 H22  EOT 50 
EOT H91  1H9  H 0 1 N N N 55.312 2.438  42.206 -0.919 2.853  -2.600 H91  EOT 51 
EOT H92  2H9  H 0 1 N N N 56.915 2.675  41.704 -2.170 3.352  -1.435 H92  EOT 52 
EOT HO8  HO8  H 0 1 N N N 55.705 5.432  39.864 0.963  4.593  0.036  HO8  EOT 53 
EOT H71  1H7  H 0 1 N N N 56.029 -0.940 40.905 -3.572 1.875  -2.072 H71  EOT 54 
EOT H72  2H7  H 0 1 N N N 56.859 -0.029 42.054 -2.560 1.023  -3.263 H72  EOT 55 
EOT HO6  HO6  H 0 1 N N N 53.937 -0.378 44.048 -4.828 -1.640 -2.340 HO6  EOT 56 
EOT H51  1H5  H 0 1 N N N 54.649 -1.498 36.497 -1.050 -1.515 -5.185 H51  EOT 57 
EOT H52  2H5  H 0 1 N N N 55.442 -2.115 37.874 -0.307 -0.138 -6.032 H52  EOT 58 
EOT HO4  HO4  H 0 1 N N N 51.769 -2.816 38.139 1.481  -2.990 -7.450 HO4  EOT 59 
EOT H31  1H3  H 0 1 N N N 55.822 1.751  36.856 1.448  0.703  -5.423 H31  EOT 60 
EOT H32  2H3  H 0 1 N N N 55.659 0.377  35.876 0.843  1.633  -4.032 H32  EOT 61 
EOT HO2  HO2  H 0 1 N N N 52.554 1.932  34.986 4.376  1.179  -3.212 HO2  EOT 62 
# 
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 
EOT C15 C16  SING Y N 1  
EOT C15 C14  DOUB Y N 2  
EOT C15 N3   SING N N 3  
EOT C16 C17  DOUB Y N 4  
EOT C16 H16  SING N N 5  
EOT C17 C12  SING Y N 6  
EOT C17 H17  SING N N 7  
EOT C12 C13  DOUB Y N 8  
EOT C12 C11  SING N N 9  
EOT C13 C14  SING Y N 10 
EOT C13 H13  SING N N 11 
EOT C14 H14  SING N N 12 
EOT N3  C18  SING N N 13 
EOT N3  HN3  SING N N 14 
EOT C18 S1   DOUB N N 15 
EOT C18 N4   SING N N 16 
EOT N4  C19  SING N N 17 
EOT N4  HN4  SING N N 18 
EOT C19 C20  SING N N 19 
EOT C19 H191 SING N N 20 
EOT C19 H192 SING N N 21 
EOT C20 O9   SING N N 22 
EOT C20 H201 SING N N 23 
EOT C20 H202 SING N N 24 
EOT O9  HO9  SING N N 25 
EOT C11 C1   SING N N 26 
EOT C11 H111 SING N N 27 
EOT C11 H112 SING N N 28 
EOT C1  C2   SING N N 29 
EOT C1  N1   SING N N 30 
EOT C1  H1   SING N N 31 
EOT C2  N2   SING N N 32 
EOT C2  H21  SING N N 33 
EOT C2  H22  SING N N 34 
EOT N1  C9   SING N N 35 
EOT N1  C7   SING N N 36 
EOT C9  C10  SING N N 37 
EOT C9  H91  SING N N 38 
EOT C9  H92  SING N N 39 
EOT C10 O7   DOUB N N 40 
EOT C10 O8   SING N N 41 
EOT O8  HO8  SING N N 42 
EOT C7  C8   SING N N 43 
EOT C7  H71  SING N N 44 
EOT C7  H72  SING N N 45 
EOT C8  O5   DOUB N N 46 
EOT C8  O6   SING N N 47 
EOT O6  HO6  SING N N 48 
EOT N2  C5   SING N N 49 
EOT N2  C3   SING N N 50 
EOT C5  C6   SING N N 51 
EOT C5  H51  SING N N 52 
EOT C5  H52  SING N N 53 
EOT C6  O3   DOUB N N 54 
EOT C6  O4   SING N N 55 
EOT O4  HO4  SING N N 56 
EOT C3  C4   SING N N 57 
EOT C3  H31  SING N N 58 
EOT C3  H32  SING N N 59 
EOT C4  O1   DOUB N N 60 
EOT C4  O2   SING N N 61 
EOT O2  HO2  SING N N 62 
# 
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 
EOT SMILES           ACDLabs              10.04 S=C(Nc1ccc(cc1)CC(N(CC(=O)O)CC(=O)O)CN(CC(=O)O)CC(=O)O)NCCO 
EOT InChI            InChI                1.02b 
InChI=1/C20H28N4O9S/c25-6-5-21-20(34)22-14-3-1-13(2-4-14)7-15(24(11-18(30)31)12-19(32)33)8-23(9-16(26)27)10-17(28)29/h1-4,15,25H,5-12H2,(H,26,27)(H,28,29)(H,30,31)(H,32,33)(H2,21,22,34)/t15-/m0/s1/f/h21-22,26,28,30,32H 
EOT InChIKey         InChI                1.02b PQYGLZAKNWQTCV-ZUEPYGKFDZ 
EOT SMILES_CANONICAL CACTVS               3.341 OCCNC(=S)Nc1ccc(C[C@@H](CN(CC(O)=O)CC(O)=O)N(CC(O)=O)CC(O)=O)cc1 
EOT SMILES           CACTVS               3.341 OCCNC(=S)Nc1ccc(C[CH](CN(CC(O)=O)CC(O)=O)N(CC(O)=O)CC(O)=O)cc1 
EOT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C[C@@H](CN(CC(=O)O)CC(=O)O)N(CC(=O)O)CC(=O)O)NC(=S)NCCO 
EOT SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CC(CN(CC(=O)O)CC(=O)O)N(CC(=O)O)CC(=O)O)NC(=S)NCCO 
# 
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 
EOT "SYSTEMATIC NAME" ACDLabs              10.04 
;2,2',2'',2'''-{[(2S)-3-(4-{[(2-hydroxyethyl)carbamothioyl]amino}phenyl)propane-1,2-diyl]dinitrilo}tetraacetic acid
;
EOT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[(2S)-1-(bis(carboxymethyl)amino)-3-[4-(2-hydroxyethylcarbamothioylamino)phenyl]propan-2-yl]-(carboxymethyl)amino]ethanoic acid" 
# 
