data_MFN
# 
_chem_comp.id                                    MFN 
_chem_comp.name                                  N-[4,5,7-TRICARBOXYHEPTANOYL]-L-GAMMA-GLUTAMYL-N-{2-[4-({5-[(FORMYLAMINO)METHYL]-3-FURYL}METHOXY)PHENYL]ETHYL}-D-GLUTAMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C35 H44 N4 O16" 
_chem_comp.mon_nstd_parent_comp_id               GLU 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-02-20 
_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                        776.741 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MFN 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
MFN C1   C1   C 0 1 N N N 56.459 -40.779 64.484 0.919  -5.803  15.751 C1   MFN 1  
MFN O1   O1   O 0 1 Y N N 58.197 -42.148 65.755 1.055  -4.293  13.887 O1   MFN 2  
MFN C2   C2   C 0 1 Y N N 57.556 -41.766 64.547 0.329  -5.248  14.525 C2   MFN 3  
MFN O2   O2   O 0 1 N N N 59.987 -45.413 64.000 -1.601 -5.433  10.641 O2   MFN 4  
MFN C3   C3   C 0 1 Y N N 58.055 -42.399 63.487 -0.846 -5.492  13.852 C3   MFN 5  
MFN O3   O3   O 0 1 N N N 62.874 -54.027 60.686 -4.182 -6.229  2.908  O3   MFN 6  
MFN C4   C4   C 0 1 Y N N 59.077 -43.238 64.025 -0.822 -4.633  12.748 C4   MFN 7  
MFN O4   O4   O 0 1 N N N 58.615 -52.278 65.970 0.148  -9.014  0.448  O4   MFN 8  
MFN C5   C5   C 0 1 Y N N 59.121 -43.051 65.384 0.336  -3.923  12.795 C5   MFN 9  
MFN O5   O5   O 0 1 N N N 60.432 -51.886 64.744 0.134  -7.132  -0.819 O5   MFN 10 
MFN C6   C6   C 0 1 Y N N 61.179 -48.923 62.019 -4.195 -5.464  7.423  C6   MFN 11 
MFN N3   N3   N 0 1 N N N 59.256 -54.953 65.002 0.691  -7.394  2.614  N3   MFN 12 
MFN C21  C21  C 0 1 N N N 58.063 -55.281 65.575 1.794  -6.739  3.144  C21  MFN 13 
MFN O6   O6   O 0 1 N N N 57.408 -56.158 64.931 2.214  -5.649  2.767  O6   MFN 14 
MFN C22  C22  C 0 1 N N N 57.313 -54.695 66.821 2.417  -7.524  4.285  C22  MFN 15 
MFN C14  C14  C 0 1 N N N 55.991 -53.980 66.418 3.639  -6.841  4.903  C14  MFN 16 
MFN C23  C23  C 0 1 N N S 55.263 -53.239 67.583 4.286  -7.654  6.028  C23  MFN 17 
MFN C24  C24  C 0 1 N N N 55.304 -51.705 67.379 5.500  -6.926  6.570  C24  MFN 18 
MFN O7   O7   O 0 1 N N N 56.417 -51.072 66.965 6.639  -7.291  5.927  O7   MFN 19 
MFN O8   O8   O 0 1 N N N 54.318 -50.999 67.594 5.478  -6.074  7.449  O8   MFN 20 
MFN N4   N4   N 0 1 N N N 53.830 -53.602 67.707 3.393  -7.856  7.147  N4   MFN 21 
MFN C25  C25  C 0 1 N N N 53.399 -54.849 67.521 3.483  -8.939  8.003  C25  MFN 22 
MFN O9   O9   O 0 1 N N N 53.636 -55.695 68.385 4.310  -9.845  7.926  O9   MFN 23 
MFN C26  C26  C 0 1 N N N 52.175 -55.072 66.594 2.433  -8.916  9.098  C26  MFN 24 
MFN C27  C27  C 0 1 N N N 52.353 -54.400 65.202 2.537  -10.118 10.044 C27  MFN 25 
MFN C28  C28  C 0 1 N N R 52.920 -55.399 64.142 1.443  -10.148 11.133 C28  MFN 26 
MFN C29  C29  C 0 1 N N N 52.305 -56.825 64.278 0.039  -10.183 10.538 C29  MFN 27 
MFN O10  O10  O 0 1 N N N 52.416 -57.548 65.429 -0.677 -9.069  10.846 O10  MFN 28 
MFN O11  O11  O 0 1 N N N 51.694 -57.354 63.320 -0.419 -11.096 9.864  O11  MFN 29 
MFN C19  C19  C 0 1 N N R 59.183 -53.800 64.049 -0.098 -6.847  1.535  C19  MFN 30 
MFN C20  C20  C 0 1 N N N 59.441 -52.589 64.951 0.056  -7.796  0.364  C20  MFN 31 
MFN C16  C16  C 0 1 N N N 62.375 -53.411 61.657 -3.273 -5.655  3.501  C16  MFN 32 
MFN C17  C17  C 0 1 N N N 61.511 -54.246 62.673 -1.811 -5.774  3.103  C17  MFN 33 
MFN C18  C18  C 0 1 N N N 60.151 -53.515 62.843 -1.575 -6.701  1.909  C18  MFN 34 
MFN N2   N2   N 0 1 N N N 62.958 -52.251 62.082 -3.440 -4.807  4.587  N2   MFN 35 
MFN C15  C15  C 0 1 N N N 62.912 -50.909 61.387 -4.736 -4.502  5.146  C15  MFN 36 
MFN C12  C12  C 0 1 N N N 61.478 -50.274 61.300 -5.142 -5.476  6.249  C12  MFN 37 
MFN C11  C11  C 0 1 Y N N 59.864 -48.741 62.486 -3.109 -6.326  7.429  C11  MFN 38 
MFN C10  C10  C 0 1 Y N N 59.473 -47.563 63.147 -2.233 -6.315  8.515  C10  MFN 39 
MFN C7   C7   C 0 1 Y N N 62.111 -47.880 62.219 -4.427 -4.591  8.475  C7   MFN 40 
MFN C8   C8   C 0 1 Y N N 61.709 -46.699 62.889 -3.551 -4.580  9.561  C8   MFN 41 
MFN C9   C9   C 0 1 Y N N 60.387 -46.514 63.339 -2.454 -5.442  9.581  C9   MFN 42 
MFN C13  C13  C 0 1 N N N 59.919 -44.142 63.285 -1.886 -4.516  11.696 C13  MFN 43 
MFN N1   N1   N 0 1 N N N 55.166 -41.502 64.439 1.756  -6.961  15.506 N1   MFN 44 
MFN O12  O12  O 0 1 N N N ?      ?       ?      2.874  -14.810 8.910  O12  MFN 45 
MFN C30  C30  C 0 1 N N N ?      ?       ?      2.095  -14.512 9.983  C30  MFN 46 
MFN O13  O13  O 0 1 N N N ?      ?       ?      1.307  -15.306 10.477 O13  MFN 47 
MFN C31  C31  C 0 1 N N N ?      ?       ?      2.328  -13.095 10.458 C31  MFN 48 
MFN C32  C32  C 0 1 N N N ?      ?       ?      1.434  -12.739 11.646 C32  MFN 49 
MFN C33  C33  C 0 1 N N S ?      ?       ?      1.623  -11.297 12.161 C33  MFN 50 
MFN C34  C34  C 0 1 N N N ?      ?       ?      0.673  -11.054 13.329 C34  MFN 51 
MFN O14  O14  O 0 1 N N N ?      ?       ?      -0.462 -11.505 13.412 O14  MFN 52 
MFN O15  O15  O 0 1 N N N ?      ?       ?      1.217  -10.252 14.281 O15  MFN 53 
MFN C35  C35  C 0 1 N N N ?      ?       ?      3.116  -6.881  15.323 C35  MFN 54 
MFN O16  O16  O 0 1 N N N ?      ?       ?      3.822  -5.881  15.332 O16  MFN 55 
MFN H11A 1H1  H 0 0 N N N 56.491 -40.132 65.373 1.552  -5.066  16.281 H11A MFN 56 
MFN H12A 2H1  H 0 0 N N N 56.569 -40.156 63.584 0.154  -6.122  16.484 H12A MFN 57 
MFN H3   H3   H 0 1 N N N 57.755 -42.300 62.454 -1.610 -6.202  14.137 H3   MFN 58 
MFN H5   H5   H 0 1 N N N 59.799 -43.555 66.057 0.787  -3.160  12.178 H5   MFN 59 
MFN HO5  HO5  H 0 1 N N N 60.461 -51.183 65.382 0.270  -7.698  -1.609 HO5  MFN 60 
MFN HN3  HN3  H 0 1 N N N 60.106 -55.440 65.201 0.429  -8.296  3.001  HN3  MFN 61 
MFN H221 1H22 H 0 0 N N N 57.072 -55.520 67.508 2.672  -8.532  3.937  H221 MFN 62 
MFN H222 2H22 H 0 0 N N N 57.971 -53.955 67.300 1.645  -7.631  5.057  H222 MFN 63 
MFN H141 1H14 H 0 0 N N N 56.236 -53.233 65.648 3.328  -5.864  5.295  H141 MFN 64 
MFN H142 2H14 H 0 0 N N N 55.304 -54.767 66.072 4.380  -6.635  4.121  H142 MFN 65 
MFN H23  H23  H 0 1 N N N 55.803 -53.549 68.490 4.585  -8.654  5.697  H23  MFN 66 
MFN HO7  HO7  H 0 1 N N N 56.247 -50.139 66.905 7.452  -6.823  6.216  HO7  MFN 67 
MFN HN4  HN4  H 0 1 N N N 53.167 -52.889 67.937 2.664  -7.168  7.312  HN4  MFN 68 
MFN H261 1H26 H 0 0 N N N 52.043 -56.154 66.445 1.444  -8.858  8.631  H261 MFN 69 
MFN H262 2H26 H 0 0 N N N 51.299 -54.616 67.078 2.563  -7.991  9.673  H262 MFN 70 
MFN H271 1H27 H 0 0 N N N 51.373 -54.039 64.857 3.530  -10.093 10.507 H271 MFN 71 
MFN H272 2H27 H 0 0 N N N 53.069 -53.572 65.310 2.485  -11.040 9.453  H272 MFN 72 
MFN H282 2H28 H 0 0 N N N 53.990 -55.631 64.039 1.507  -9.190  11.668 H282 MFN 73 
MFN HO10 HO10 H 0 0 N N N 51.988 -58.389 65.318 -1.590 -9.046  10.490 HO10 MFN 74 
MFN H19  H19  H 0 1 N N N 58.240 -54.029 63.530 0.362  -5.886  1.283  H19  MFN 75 
MFN H171 1H17 H 0 0 N N N 61.348 -55.262 62.285 -1.224 -6.101  3.969  H171 MFN 76 
MFN H172 2H17 H 0 0 N N N 62.027 -54.330 63.641 -1.470 -4.766  2.840  H172 MFN 77 
MFN H181 1H18 H 0 0 N N N 59.573 -53.763 61.941 -2.130 -6.304  1.048  H181 MFN 78 
MFN H182 2H18 H 0 0 N N N 60.465 -52.478 63.035 -2.004 -7.689  2.119  H182 MFN 79 
MFN HN2  HN2  H 0 1 N N N 63.468 -52.294 62.941 -2.617 -4.383  5.005  HN2  MFN 80 
MFN H151 1H15 H 0 0 N N N 63.555 -50.215 61.949 -5.455 -4.551  4.322  H151 MFN 81 
MFN H152 2H15 H 0 0 N N N 63.249 -51.075 60.353 -4.704 -3.470  5.510  H152 MFN 82 
MFN H121 1H12 H 0 0 N N N 60.790 -51.012 61.739 -6.146 -5.218  6.609  H121 MFN 83 
MFN H122 2H12 H 0 0 N N N 61.366 -50.031 60.233 -5.220 -6.494  5.845  H122 MFN 84 
MFN H11  H11  H 0 1 N N N 59.137 -49.525 62.333 -2.929 -7.009  6.604  H11  MFN 85 
MFN H10  H10  H 0 1 N N N 58.461 -47.464 63.510 -1.381 -6.989  8.525  H10  MFN 86 
MFN H7   H7   H 0 1 N N N 63.125 -47.983 61.863 -5.279 -3.916  8.468  H7   MFN 87 
MFN H8   H8   H 0 1 N N N 62.436 -45.919 63.060 -3.729 -3.899  10.388 H8   MFN 88 
MFN H131 1H13 H 0 0 N N N 60.928 -43.715 63.191 -2.874 -4.744  12.110 H131 MFN 89 
MFN H132 2H13 H 0 0 N N N 59.503 -44.301 62.279 -1.918 -3.499  11.289 H132 MFN 90 
MFN HN11 1HN1 H 0 0 N N N 54.920 -42.295 64.996 1.317  -7.874  15.469 HN11 MFN 91 
MFN H12  H12  H 0 1 N N N ?      ?       ?      2.760  -15.717 8.555  H12  MFN 92 
MFN H311 1H31 H 0 0 N N N ?      ?       ?      3.380  -13.002 10.748 H311 MFN 93 
MFN H312 2H31 H 0 0 N N N ?      ?       ?      2.123  -12.431 9.614  H312 MFN 94 
MFN H321 1H32 H 0 0 N N N ?      ?       ?      1.661  -13.431 12.470 H321 MFN 95 
MFN H322 2H32 H 0 0 N N N ?      ?       ?      0.385  -12.933 11.394 H322 MFN 96 
MFN H33  H33  H 0 1 N N N ?      ?       ?      2.637  -11.263 12.584 H33  MFN 97 
MFN H15  H15  H 0 1 N N N ?      ?       ?      0.637  -10.054 15.047 H15  MFN 98 
MFN H35  H35  H 0 1 N N N ?      ?       ?      3.540  -7.885  15.154 H35  MFN 99 
# 
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 
MFN C1  C2   SING N N 1   
MFN C1  N1   SING N N 2   
MFN C1  H11A SING N N 3   
MFN C1  H12A SING N N 4   
MFN O1  C2   SING Y N 5   
MFN O1  C5   SING Y N 6   
MFN C2  C3   DOUB Y N 7   
MFN O2  C9   SING N N 8   
MFN O2  C13  SING N N 9   
MFN C3  C4   SING Y N 10  
MFN C3  H3   SING N N 11  
MFN O3  C16  DOUB N N 12  
MFN C4  C5   DOUB Y N 13  
MFN C4  C13  SING N N 14  
MFN O4  C20  DOUB N N 15  
MFN C5  H5   SING N N 16  
MFN O5  C20  SING N N 17  
MFN O5  HO5  SING N N 18  
MFN C6  C12  SING N N 19  
MFN C6  C11  DOUB Y N 20  
MFN C6  C7   SING Y N 21  
MFN N3  C21  SING N N 22  
MFN N3  C19  SING N N 23  
MFN N3  HN3  SING N N 24  
MFN C21 O6   DOUB N N 25  
MFN C21 C22  SING N N 26  
MFN C22 C14  SING N N 27  
MFN C22 H221 SING N N 28  
MFN C22 H222 SING N N 29  
MFN C14 C23  SING N N 30  
MFN C14 H141 SING N N 31  
MFN C14 H142 SING N N 32  
MFN C23 C24  SING N N 33  
MFN C23 N4   SING N N 34  
MFN C23 H23  SING N N 35  
MFN C24 O7   SING N N 36  
MFN C24 O8   DOUB N N 37  
MFN O7  HO7  SING N N 38  
MFN N4  C25  SING N N 39  
MFN N4  HN4  SING N N 40  
MFN C25 O9   DOUB N N 41  
MFN C25 C26  SING N N 42  
MFN C26 C27  SING N N 43  
MFN C26 H261 SING N N 44  
MFN C26 H262 SING N N 45  
MFN C27 C28  SING N N 46  
MFN C27 H271 SING N N 47  
MFN C27 H272 SING N N 48  
MFN C28 C29  SING N N 49  
MFN C28 C33  SING N N 50  
MFN C28 H282 SING N N 51  
MFN C29 O10  SING N N 52  
MFN C29 O11  DOUB N N 53  
MFN O10 HO10 SING N N 54  
MFN C19 C20  SING N N 55  
MFN C19 C18  SING N N 56  
MFN C19 H19  SING N N 57  
MFN C16 C17  SING N N 58  
MFN C16 N2   SING N N 59  
MFN C17 C18  SING N N 60  
MFN C17 H171 SING N N 61  
MFN C17 H172 SING N N 62  
MFN C18 H181 SING N N 63  
MFN C18 H182 SING N N 64  
MFN N2  C15  SING N N 65  
MFN N2  HN2  SING N N 66  
MFN C15 C12  SING N N 67  
MFN C15 H151 SING N N 68  
MFN C15 H152 SING N N 69  
MFN C12 H121 SING N N 70  
MFN C12 H122 SING N N 71  
MFN C11 C10  SING Y N 72  
MFN C11 H11  SING N N 73  
MFN C10 C9   DOUB Y N 74  
MFN C10 H10  SING N N 75  
MFN C7  C8   DOUB Y N 76  
MFN C7  H7   SING N N 77  
MFN C8  C9   SING Y N 78  
MFN C8  H8   SING N N 79  
MFN C13 H131 SING N N 80  
MFN C13 H132 SING N N 81  
MFN N1  C35  SING N N 82  
MFN N1  HN11 SING N N 83  
MFN O12 C30  SING N N 84  
MFN O12 H12  SING N N 85  
MFN C30 O13  DOUB N N 86  
MFN C30 C31  SING N N 87  
MFN C31 C32  SING N N 88  
MFN C31 H311 SING N N 89  
MFN C31 H312 SING N N 90  
MFN C32 C33  SING N N 91  
MFN C32 H321 SING N N 92  
MFN C32 H322 SING N N 93  
MFN C33 C34  SING N N 94  
MFN C33 H33  SING N N 95  
MFN C34 O14  DOUB N N 96  
MFN C34 O15  SING N N 97  
MFN O15 H15  SING N N 98  
MFN C35 O16  DOUB N N 99  
MFN C35 H35  SING N N 100 
# 
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 
MFN SMILES           ACDLabs              10.04 O=C(O)C(CCC(=O)O)C(C(=O)O)CCC(=O)NC(C(=O)O)CCC(=O)NC(C(=O)O)CCC(=O)NCCc2ccc(OCc1cc(oc1)CNC=O)cc2 
MFN InChI            InChI                1.02b 
;InChI=1/C35H44N4O16/c40-19-36-16-23-15-21(18-55-23)17-54-22-3-1-20(2-4-22)13-14-37-28(41)10-7-26(34(50)51)39-30(43)11-8-27(35(52)53)38-29(42)9-5-24(32(46)47)25(33(48)49)6-12-31(44)45/h1-4,15,18-19,24-27H,5-14,16-17H2,(H,36,40)(H,37,41)(H,38,42)(H,39,43)(H,44,45)(H,46,47)(H,48,49)(H,50,51)(H,52,53)/t24?,25?,26-,27+/m1/s1/f/h36-39,44,46,48,50,52H
;
MFN InChIKey         InChI                1.02b RGBIJPWAWLXPOC-VHXFWETDDD 
MFN SMILES_CANONICAL CACTVS               3.341 OC(=O)CCC([C@@H](CCC(=O)N[C@@H](CCC(=O)N[C@H](CCC(=O)NCCc1ccc(OCc2coc(CNC=O)c2)cc1)C(O)=O)C(O)=O)C(O)=O)C(O)=O 
MFN SMILES           CACTVS               3.341 OC(=O)CCC([CH](CCC(=O)N[CH](CCC(=O)N[CH](CCC(=O)NCCc1ccc(OCc2coc(CNC=O)c2)cc1)C(O)=O)C(O)=O)C(O)=O)C(O)=O 
MFN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CCNC(=O)CC[C@H](C(=O)O)NC(=O)CC[C@@H](C(=O)O)NC(=O)CC[C@H]([C@H](CCC(=O)O)C(=O)O)C(=O)O)OCc2cc(oc2)CNC=O 
MFN SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CCNC(=O)CCC(C(=O)O)NC(=O)CCC(C(=O)O)NC(=O)CCC(C(CCC(=O)O)C(=O)O)C(=O)O)OCc2cc(oc2)CNC=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 
MFN "SYSTEMATIC NAME" ACDLabs              10.04 N-[(4R)-4,5,7-tricarboxyheptanoyl]-L-gamma-glutamyl-N-{2-[4-({5-[(formylamino)methyl]furan-3-yl}methoxy)phenyl]ethyl}-D-glutamine 
MFN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"(3S,4R)-7-[[(2S)-5-[[(2R)-5-[2-[4-[[5-(formamidomethyl)furan-3-yl]methoxy]phenyl]ethylamino]-1-hydroxy-1,5-dioxo-pentan-2-yl]amino]-1-hydroxy-1,5-dioxo-pentan-2-yl]amino]-7-oxo-heptane-1,3,4-tricarboxylic acid" 
# 
