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 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 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 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" MFN InChI InChI 1.03 ;InChI=1S/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 ; MFN InChIKey InChI 1.03 RGBIJPWAWLXPOC-XRVZLLLRSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MFN "Create component" 2006-02-20 RCSB MFN "Modify descriptor" 2011-06-04 RCSB #