data_MCJ
# 
_chem_comp.id                                    MCJ 
_chem_comp.name                                  "N-[(2,3-dihydroxyphenyl)carbonyl]-O-[(2S)-2-{[(2,3-dihydroxyphenyl)carbonyl]amino}-3-({N-[(2,3-dihydroxyphenyl)carbonyl]-L-seryl}oxy)propanoyl]-D-serine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H29 N3 O16" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-07-23 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        687.562 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MCJ 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3I0A 
_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 
MCJ C1   C1   C 0 1 Y N N 48.330 36.327 44.374 1.539   5.567  0.434  C1   MCJ 1  
MCJ N1   N1   N 0 1 N N N 49.855 34.434 42.900 -0.109  2.493  -0.838 N1   MCJ 2  
MCJ O1   O1   O 0 1 N N N 48.958 36.803 43.267 1.567   5.291  1.763  O1   MCJ 3  
MCJ C3   C3   C 0 1 Y N N 51.118 39.721 43.036 -8.494  -2.120 -0.545 C3   MCJ 4  
MCJ N3   N3   N 0 1 N N N 52.594 38.300 41.190 -5.376  -0.559 0.731  N3   MCJ 5  
MCJ O3   O3   O 0 1 N N N 50.442 38.781 42.324 -9.071  -2.495 0.625  O3   MCJ 6  
MCJ C4   C4   C 0 1 Y N N 47.314 37.175 45.039 2.066   6.764  -0.043 C4   MCJ 7  
MCJ O4   O4   O 0 1 N N N 47.046 38.304 44.579 2.606   7.662  0.824  O4   MCJ 8  
MCJ C6   C6   C 0 1 Y N N 50.461 40.362 44.181 -9.134  -2.379 -1.754 C6   MCJ 9  
MCJ O6   O6   O 0 1 N N N 49.192 39.985 44.482 -10.340 -3.007 -1.764 O6   MCJ 10 
MCJ C7   C7   C 0 1 Y N N 46.672 36.694 46.170 2.041   7.039  -1.399 C7   MCJ 11 
MCJ O7   O7   O 0 1 N N N 50.191 33.303 44.826 0.441   3.124  1.219  O7   MCJ 12 
MCJ C9   C9   C 0 1 Y N N 51.153 41.325 44.909 -8.543  -1.995 -2.945 C9   MCJ 13 
MCJ O9   O9   O 0 1 N N N 54.108 40.036 41.013 -7.077  -1.524 1.784  O9   MCJ 14 
MCJ C10  C10  C 0 1 Y N N 46.991 35.429 46.657 1.493   6.129  -2.288 C10  MCJ 15 
MCJ O10  O10  O 0 1 N N N 51.612 33.783 39.829 -1.869  2.599  1.145  O10  MCJ 16 
MCJ C12  C12  C 0 1 Y N N 52.458 41.683 44.563 -7.315  -1.354 -2.943 C12  MCJ 17 
MCJ O12  O12  O 0 1 N N N 54.344 35.906 39.420 -3.893  -2.480 1.721  O12  MCJ 18 
MCJ C13  C13  C 0 1 Y N N 47.950 34.629 46.028 0.967   4.940  -1.831 C13  MCJ 19 
MCJ O14  O14  O 0 1 N N N 55.071 37.384 40.825 -3.180  -1.464 3.549  O14  MCJ 20 
MCJ C15  C15  C 0 1 Y N N 53.126 41.101 43.480 -6.670  -1.091 -1.754 C15  MCJ 21 
MCJ O15  O15  O 0 1 N N N 51.101 35.892 40.672 -2.702  0.569  0.882  O15  MCJ 22 
MCJ C16  C16  C 0 1 Y N N 48.631 35.078 44.892 0.985   4.648  -0.464 C16  MCJ 23 
MCJ C18  C18  C 0 1 Y N N 52.502 40.129 42.701 -7.256  -1.468 -0.542 C18  MCJ 24 
MCJ C19  C19  C 0 1 N N N 49.639 34.198 44.203 0.424   3.376  0.029  C19  MCJ 25 
MCJ C21  C21  C 0 1 N N N 53.162 39.474 41.532 -6.568  -1.188 0.733  C21  MCJ 26 
MCJ C22  C22  C 0 1 N N S 50.747 33.686 42.021 -0.666  1.229  -0.349 C22  MCJ 27 
MCJ C24  C24  C 0 1 N N R 52.882 37.335 40.318 -4.693  -0.281 1.997  C24  MCJ 28 
MCJ C25  C25  C 0 1 N N N 51.182 34.429 40.778 -1.790  1.516  0.614  C25  MCJ 29 
MCJ C27  C27  C 0 1 N N N 54.126 36.855 40.202 -3.893  -1.489 2.412  C27  MCJ 30 
MCJ C30  C30  C 0 1 N N N 51.705 36.684 39.642 -3.756  0.915  1.819  C30  MCJ 31 
MCJ C32  C32  C 0 1 N N N 49.846 32.518 41.621 0.427   0.432  0.366  C32  MCJ 32 
MCJ O33  O33  O 0 1 N N N 48.504 33.010 41.547 1.453   0.054  -0.590 O33  MCJ 33 
MCJ C34  C34  C 0 1 N N N 47.566 32.599 40.516 2.491   -0.655 -0.120 C34  MCJ 34 
MCJ O35  O35  O 0 1 N N N 46.970 31.544 40.663 2.541   -0.951 1.051  O35  MCJ 35 
MCJ C36  C36  C 0 1 N N S 47.317 33.451 39.300 3.595   -1.083 -1.053 C36  MCJ 36 
MCJ N37  N37  N 0 1 N N N 47.240 34.888 39.591 4.602   -1.838 -0.303 N37  MCJ 37 
MCJ C38  C38  C 0 1 N N N 48.451 33.271 38.283 3.014   -1.966 -2.159 C38  MCJ 38 
MCJ O39  O39  O 0 1 N N N 49.274 34.444 38.196 2.307   -3.061 -1.572 O39  MCJ 39 
MCJ C40  C40  C 0 1 N N N 46.285 35.666 39.068 5.873   -1.893 -0.749 C40  MCJ 40 
MCJ O41  O41  O 0 1 N N N 45.430 35.183 38.349 6.183   -1.316 -1.773 O41  MCJ 41 
MCJ C42  C42  C 0 1 Y N N 46.199 37.147 39.361 6.887   -2.653 0.005  C42  MCJ 42 
MCJ C43  C43  C 0 1 Y N N 47.078 37.817 40.358 8.208   -2.713 -0.454 C43  MCJ 43 
MCJ C44  C44  C 0 1 Y N N 46.901 39.277 40.580 9.156   -3.432 0.266  C44  MCJ 44 
MCJ C45  C45  C 0 1 Y N N 45.932 39.965 39.861 8.791   -4.086 1.431  C45  MCJ 45 
MCJ C46  C46  C 0 1 Y N N 45.129 39.303 38.937 7.484   -4.027 1.885  C46  MCJ 46 
MCJ C47  C47  C 0 1 Y N N 45.254 37.933 38.692 6.535   -3.314 1.186  C47  MCJ 47 
MCJ O48  O48  O 0 1 N N N 48.021 37.131 41.057 8.562   -2.071 -1.597 O48  MCJ 48 
MCJ O49  O49  O 0 1 N N N 47.678 39.941 41.480 10.442  -3.495 -0.175 O49  MCJ 49 
MCJ HN1  HN1  H 0 1 N N N 49.355 35.198 42.491 -0.123  2.693  -1.787 HN1  MCJ 50 
MCJ HN3  HN3  H 0 1 N N N 51.763 38.109 41.713 -4.970  -0.291 -0.108 HN3  MCJ 51 
MCJ HO3  HO3  H 0 1 N N N 50.993 38.460 41.620 -8.830  -3.385 0.916  HO3  MCJ 52 
MCJ HO6  HO6  H 0 1 N N N 48.887 40.473 45.238 -11.097 -2.408 -1.719 HO6  MCJ 53 
MCJ H7   H7   H 0 1 N N N 45.929 37.297 46.670 2.451   7.969  -1.766 H7   MCJ 54 
MCJ H9   H9   H 0 1 N N N 50.675 41.802 45.752 -9.042  -2.197 -3.882 H9   MCJ 55 
MCJ H10  H10  H 0 1 N N N 46.488 35.058 47.538 1.477   6.352  -3.344 H10  MCJ 56 
MCJ H12  H12  H 0 1 N N N 52.968 42.433 45.150 -6.861  -1.059 -3.877 H12  MCJ 57 
MCJ H13  H13  H 0 1 N N N 48.168 33.649 46.426 0.540   4.235  -2.529 H13  MCJ 58 
MCJ HO14 HO14 H 0 0 N N N 55.885 36.952 40.594 -2.683  -2.262 3.773  HO14 MCJ 59 
MCJ H15  H15  H 0 1 N N N 54.135 41.408 43.246 -5.712  -0.592 -1.759 H15  MCJ 60 
MCJ H22  H22  H 0 1 N N N 51.695 33.437 42.520 -1.048  0.650  -1.189 H22  MCJ 61 
MCJ H24  H24  H 0 1 N N N 53.377 37.816 39.461 -5.432  -0.053 2.766  H24  MCJ 62 
MCJ H30  H30  H 0 1 N N N 52.027 36.059 38.796 -3.315  1.177  2.781  H30  MCJ 63 
MCJ H30A H30A H 0 0 N N N 51.002 37.436 39.253 -4.320  1.764  1.434  H30A MCJ 64 
MCJ H32  H32  H 0 1 N N N 50.156 32.119 40.644 0.869   1.046  1.151  H32  MCJ 65 
MCJ H32A H32A H 0 0 N N N 49.913 31.715 42.370 -0.007  -0.465 0.807  H32A MCJ 66 
MCJ H36  H36  H 0 1 N N N 46.346 33.114 38.909 4.057   -0.202 -1.497 H36  MCJ 67 
MCJ HN37 HN37 H 0 0 N N N 47.921 35.297 40.198 4.354   -2.299 0.514  HN37 MCJ 68 
MCJ H38  H38  H 0 1 N N N 49.076 32.422 38.597 2.330   -1.378 -2.771 H38  MCJ 69 
MCJ H38A H38A H 0 0 N N N 48.012 33.073 37.294 3.823   -2.348 -2.781 H38A MCJ 70 
MCJ HO39 HO39 H 0 0 N N N 50.066 34.314 38.705 1.911   -3.664 -2.217 HO39 MCJ 71 
MCJ H45  H45  H 0 1 N N N 45.800 41.025 40.021 9.529   -4.644 1.988  H45  MCJ 72 
MCJ H46  H46  H 0 1 N N N 44.386 39.866 38.392 7.208   -4.540 2.795  H46  MCJ 73 
MCJ H47  H47  H 0 1 N N N 44.603 37.468 37.966 5.519   -3.268 1.548  H47  MCJ 74 
MCJ HO48 HO48 H 0 0 N N N 48.478 37.725 41.640 8.859   -1.161 -1.462 HO48 MCJ 75 
MCJ HO49 HO49 H 0 0 N N N 47.433 40.859 41.495 11.009  -2.789 0.164  HO49 MCJ 76 
MCJ H28  H28  H 0 1 N N N 48.625 37.668 43.061 2.366   4.829  2.052  H28  MCJ 77 
MCJ H29  H29  H 0 1 N N N 46.380 38.716 45.117 3.552   7.537  0.981  H29  MCJ 78 
# 
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 
MCJ C1  C16  DOUB Y N 1  
MCJ C1  C4   SING Y N 2  
MCJ N1  C19  SING N N 3  
MCJ N1  HN1  SING N N 4  
MCJ O1  C1   SING N N 5  
MCJ C3  C6   SING Y N 6  
MCJ N3  C21  SING N N 7  
MCJ N3  HN3  SING N N 8  
MCJ O3  C3   SING N N 9  
MCJ O3  HO3  SING N N 10 
MCJ C4  C7   DOUB Y N 11 
MCJ O4  C4   SING N N 12 
MCJ C6  O6   SING N N 13 
MCJ C6  C9   DOUB Y N 14 
MCJ O6  HO6  SING N N 15 
MCJ C7  C10  SING Y N 16 
MCJ C7  H7   SING N N 17 
MCJ C9  H9   SING N N 18 
MCJ O9  C21  DOUB N N 19 
MCJ C10 H10  SING N N 20 
MCJ O10 C25  DOUB N N 21 
MCJ C12 C9   SING Y N 22 
MCJ C12 H12  SING N N 23 
MCJ O12 C27  DOUB N N 24 
MCJ C13 C10  DOUB Y N 25 
MCJ C13 H13  SING N N 26 
MCJ O14 HO14 SING N N 27 
MCJ C15 C12  DOUB Y N 28 
MCJ C15 H15  SING N N 29 
MCJ O15 C25  SING N N 30 
MCJ C16 C13  SING Y N 31 
MCJ C18 C3   DOUB Y N 32 
MCJ C18 C15  SING Y N 33 
MCJ C19 O7   DOUB N N 34 
MCJ C19 C16  SING N N 35 
MCJ C21 C18  SING N N 36 
MCJ C22 N1   SING N N 37 
MCJ C22 H22  SING N N 38 
MCJ C24 N3   SING N N 39 
MCJ C24 H24  SING N N 40 
MCJ C25 C22  SING N N 41 
MCJ C27 O14  SING N N 42 
MCJ C27 C24  SING N N 43 
MCJ C30 O15  SING N N 44 
MCJ C30 C24  SING N N 45 
MCJ C30 H30  SING N N 46 
MCJ C30 H30A SING N N 47 
MCJ C32 C22  SING N N 48 
MCJ C32 H32  SING N N 49 
MCJ C32 H32A SING N N 50 
MCJ O33 C32  SING N N 51 
MCJ C34 O33  SING N N 52 
MCJ C34 O35  DOUB N N 53 
MCJ C36 C34  SING N N 54 
MCJ C36 N37  SING N N 55 
MCJ C36 H36  SING N N 56 
MCJ N37 HN37 SING N N 57 
MCJ C38 C36  SING N N 58 
MCJ C38 H38  SING N N 59 
MCJ C38 H38A SING N N 60 
MCJ O39 C38  SING N N 61 
MCJ O39 HO39 SING N N 62 
MCJ C40 N37  SING N N 63 
MCJ C40 C42  SING N N 64 
MCJ O41 C40  DOUB N N 65 
MCJ C42 C43  SING Y N 66 
MCJ C43 C44  DOUB Y N 67 
MCJ C43 O48  SING N N 68 
MCJ C44 O49  SING N N 69 
MCJ C45 C44  SING Y N 70 
MCJ C45 H45  SING N N 71 
MCJ C46 C45  DOUB Y N 72 
MCJ C46 H46  SING N N 73 
MCJ C47 C42  DOUB Y N 74 
MCJ C47 C46  SING Y N 75 
MCJ C47 H47  SING N N 76 
MCJ O48 HO48 SING N N 77 
MCJ O49 HO49 SING N N 78 
MCJ O1  H28  SING N N 79 
MCJ O4  H29  SING N N 80 
# 
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 
MCJ SMILES           ACDLabs              11.02 "O=C(O)C(NC(=O)c1cccc(O)c1O)COC(=O)C(NC(=O)c2cccc(O)c2O)COC(=O)C(NC(=O)c3cccc(O)c3O)CO" 
MCJ SMILES_CANONICAL CACTVS               3.352 "OC[C@H](NC(=O)c1cccc(O)c1O)C(=O)OC[C@H](NC(=O)c2cccc(O)c2O)C(=O)OC[C@@H](NC(=O)c3cccc(O)c3O)C(O)=O" 
MCJ SMILES           CACTVS               3.352 "OC[CH](NC(=O)c1cccc(O)c1O)C(=O)OC[CH](NC(=O)c2cccc(O)c2O)C(=O)OC[CH](NC(=O)c3cccc(O)c3O)C(O)=O" 
MCJ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(c(c(c1)O)O)C(=O)N[C@@H](CO)C(=O)OC[C@@H](C(=O)OC[C@H](C(=O)O)NC(=O)c2cccc(c2O)O)NC(=O)c3cccc(c3O)O" 
MCJ SMILES           "OpenEye OEToolkits" 1.7.0 "c1cc(c(c(c1)O)O)C(=O)NC(CO)C(=O)OCC(C(=O)OCC(C(=O)O)NC(=O)c2cccc(c2O)O)NC(=O)c3cccc(c3O)O" 
MCJ InChI            InChI                1.03  
"InChI=1S/C30H29N3O16/c34-10-16(31-25(41)13-4-1-7-19(35)22(13)38)29(46)49-12-18(33-27(43)15-6-3-9-21(37)24(15)40)30(47)48-11-17(28(44)45)32-26(42)14-5-2-8-20(36)23(14)39/h1-9,16-18,34-40H,10-12H2,(H,31,41)(H,32,42)(H,33,43)(H,44,45)/t16-,17+,18-/m0/s1" 
MCJ InChIKey         InChI                1.03  NTWRWGRCGVKQNS-KSZLIROESA-N 
# 
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 
MCJ "SYSTEMATIC NAME" ACDLabs              11.02 "N-[(2,3-dihydroxyphenyl)carbonyl]-O-[(2S)-2-{[(2,3-dihydroxyphenyl)carbonyl]amino}-3-({N-[(2,3-dihydroxyphenyl)carbonyl]-L-seryl}oxy)propanoyl]-D-serine"                                       
MCJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R)-2-[(2,3-dihydroxyphenyl)carbonylamino]-3-[(2S)-2-[(2,3-dihydroxyphenyl)carbonylamino]-3-[(2S)-2-[(2,3-dihydroxyphenyl)carbonylamino]-3-hydroxy-propanoyl]oxy-propanoyl]oxy-propanoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
MCJ "Create component"     2009-07-23 RCSB 
MCJ "Modify aromatic_flag" 2011-06-04 RCSB 
MCJ "Modify descriptor"    2011-06-04 RCSB 
# 
