data_7IM # _chem_comp.id 7IM _chem_comp.name "N-[(2S)-3-{[(1S)-1-carboxy-2-phenylethyl]amino}-2-methyl-3-oxopropanoyl]-L-threonyl-N-[(3S,4S)-1,3-dihydroxy-6-methylheptan-4-yl]-L-allothreoninamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H46 N4 O10" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Macyranone-A _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-10 _chem_comp.pdbx_modified_date 2021-03-01 _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 610.696 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 7IM _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 5AHJ _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 7IM C1 C1 C 0 1 N N N 21.288 -161.807 48.520 4.931 -0.669 -0.026 C1 7IM 1 7IM N2 N2 N 0 1 N N N 20.050 -161.382 48.293 6.142 -0.502 0.543 N2 7IM 2 7IM C3 C3 C 0 1 N N S 19.761 -160.577 47.099 7.358 -0.711 -0.246 C3 7IM 3 7IM C4 C4 C 0 1 N N N 18.322 -160.743 46.592 8.506 0.098 0.360 C4 7IM 4 7IM C5 C5 C 0 1 Y N N 17.301 -160.922 47.517 8.201 1.569 0.241 C5 7IM 5 7IM C6 C6 C 0 1 Y N N 16.116 -160.258 47.267 8.601 2.269 -0.882 C6 7IM 6 7IM C7 C7 C 0 1 Y N N 15.017 -160.375 48.100 8.322 3.618 -0.991 C7 7IM 7 7IM C8 C8 C 0 1 Y N N 15.098 -161.193 49.203 7.642 4.268 0.022 C8 7IM 8 7IM C9 C9 C 0 1 Y N N 16.282 -161.868 49.449 7.241 3.568 1.145 C9 7IM 9 7IM C10 C10 C 0 1 Y N N 17.375 -161.750 48.616 7.517 2.218 1.252 C10 7IM 10 7IM C11 C11 C 0 1 N N N 20.140 -159.100 47.270 7.716 -2.175 -0.238 C11 7IM 11 7IM O12 O12 O 0 1 N N N 19.289 -158.244 46.962 7.026 -2.963 0.365 O12 7IM 12 7IM O13 O13 O 0 1 N N N 21.308 -158.864 47.649 8.801 -2.604 -0.902 O13 7IM 13 7IM O14 O14 O 0 1 N N N 22.209 -161.513 47.765 4.849 -0.997 -1.190 O14 7IM 14 7IM C15 C15 C 0 1 N N S 21.506 -162.726 49.737 3.681 -0.453 0.787 C15 7IM 15 7IM C16 C16 C 0 1 N N N 21.076 -162.091 51.059 2.471 -0.702 -0.078 C16 7IM 16 7IM N17 N17 N 0 1 N N N 21.026 -162.936 52.092 1.234 -0.568 0.440 N17 7IM 17 7IM C18 C18 C 0 1 N N S 20.708 -162.584 53.465 0.058 -0.809 -0.400 C18 7IM 18 7IM C19 C19 C 0 1 N N N 21.968 -162.716 54.282 -1.117 -0.043 0.149 C19 7IM 19 7IM N20 N20 N 0 1 N N N 22.294 -161.708 55.070 -2.315 -0.115 -0.466 N20 7IM 20 7IM C21 C21 C 0 1 N N S 23.514 -161.701 55.871 -3.458 0.630 0.068 C21 7IM 21 7IM C22 C22 C 0 1 N N N 23.232 -162.081 57.293 -4.738 -0.043 -0.356 C22 7IM 22 7IM N23 N23 N 0 1 N N N 24.335 -162.366 57.983 -5.896 0.264 0.260 N23 7IM 23 7IM C24 C24 C 0 1 N N S 24.373 -162.808 59.369 -7.118 -0.477 -0.065 C24 7IM 24 7IM C25 C25 C 0 1 N N S 25.346 -161.986 60.251 -8.339 0.393 0.240 C25 7IM 25 7IM C26 C26 C 0 1 N N N 24.734 -160.690 60.799 -8.278 1.671 -0.600 C26 7IM 26 7IM C27 C27 C 0 1 N N N 24.712 -159.680 59.703 -9.557 2.482 -0.388 C27 7IM 27 7IM O28 O28 O 0 1 N N N 25.468 -158.595 60.178 -9.500 3.675 -1.173 O28 7IM 28 7IM O29 O29 O 0 1 N N N 26.495 -161.701 59.573 -8.345 0.735 1.628 O29 7IM 29 7IM C30 C30 C 0 1 N N N 24.832 -164.246 59.231 -7.179 -1.754 0.774 C30 7IM 30 7IM C31 C31 C 0 1 N N N 23.740 -165.251 59.550 -6.027 -2.680 0.379 C31 7IM 31 7IM C32 C32 C 0 1 N N N 22.454 -164.867 58.884 -6.013 -3.900 1.302 C32 7IM 32 7IM C33 C33 C 0 1 N N N 24.164 -166.577 58.999 -6.214 -3.138 -1.069 C33 7IM 33 7IM O34 O34 O 0 1 N N N 22.107 -162.028 57.753 -4.725 -0.859 -1.252 O34 7IM 34 7IM C35 C35 C 0 1 N N S 24.183 -160.337 55.955 -3.431 2.062 -0.471 C35 7IM 35 7IM O36 O36 O 0 1 N N N 25.482 -160.403 55.404 -4.605 2.754 -0.043 O36 7IM 36 7IM C37 C37 C 0 1 N N N 23.431 -159.242 55.227 -2.190 2.783 0.060 C37 7IM 37 7IM O38 O38 O 0 1 N N N 22.633 -163.716 54.197 -0.986 0.637 1.144 O38 7IM 38 7IM C39 C39 C 0 1 N N R 19.801 -163.680 53.846 -0.265 -2.305 -0.407 C39 7IM 39 7IM C40 C40 C 0 1 N N N 18.420 -163.149 54.111 0.971 -3.092 -0.846 C40 7IM 40 7IM O41 O41 O 0 1 N N N 19.735 -164.393 52.657 -0.649 -2.715 0.908 O41 7IM 41 7IM O42 O42 O 0 1 N N N 20.864 -160.896 51.136 2.611 -1.022 -1.239 O42 7IM 42 7IM C43 C43 C 0 1 N N N 22.998 -163.078 49.821 3.650 0.986 1.304 C43 7IM 43 7IM HN2 HN2 H 0 1 N N N 19.317 -161.610 48.934 6.208 -0.243 1.476 HN2 7IM 44 7IM H3 H3 H 0 1 N N N 20.408 -160.962 46.297 7.186 -0.385 -1.272 H3 7IM 45 7IM H4 H4 H 0 1 N N N 18.078 -159.841 46.012 8.620 -0.165 1.412 H4 7IM 46 7IM H4A H4A H 0 1 N N N 18.313 -161.619 45.927 9.430 -0.126 -0.173 H4A 7IM 47 7IM H6 H6 H 0 1 N N N 16.045 -159.627 46.393 9.132 1.762 -1.674 H6 7IM 48 7IM H7 H7 H 0 1 N N N 14.108 -159.832 47.887 8.635 4.165 -1.868 H7 7IM 49 7IM H8 H8 H 0 1 N N N 14.253 -161.307 49.866 7.424 5.322 -0.063 H8 7IM 50 7IM H9 H9 H 0 1 N N N 16.351 -162.505 50.318 6.710 4.075 1.936 H9 7IM 51 7IM H10 H10 H 0 1 N N N 18.280 -162.301 48.823 7.200 1.670 2.127 H10 7IM 52 7IM HO13 HO13 H 0 0 N N N 21.452 -157.925 47.667 8.991 -3.552 -0.868 HO13 7IM 53 7IM H15 H15 H 0 1 N N N 20.933 -163.652 49.585 3.672 -1.143 1.630 H15 7IM 54 7IM HN17 HN17 H 0 0 N N N 21.225 -163.898 51.903 1.122 -0.312 1.369 HN17 7IM 55 7IM H18 H18 H 0 1 N N N 20.246 -161.591 53.564 0.265 -0.478 -1.418 H18 7IM 56 7IM HN20 HN20 H 0 0 N N N 21.682 -160.919 55.120 -2.419 -0.659 -1.262 HN20 7IM 57 7IM H21 H21 H 0 1 N N N 24.233 -162.418 55.447 -3.401 0.651 1.156 H21 7IM 58 7IM HN23 HN23 H 0 0 N N N 25.210 -162.268 57.509 -5.922 0.975 0.920 HN23 7IM 59 7IM H24 H24 H 0 1 N N N 23.367 -162.779 59.813 -7.113 -0.737 -1.124 H24 7IM 60 7IM H25 H25 H 0 1 N N N 25.590 -162.614 61.120 -9.247 -0.158 -0.002 H25 7IM 61 7IM H26 H26 H 0 1 N N N 23.709 -160.882 61.148 -7.416 2.265 -0.295 H26 7IM 62 7IM H26A H26A H 0 0 N N N 25.342 -160.317 61.636 -8.183 1.409 -1.653 H26A 7IM 63 7IM H27 H27 H 0 1 N N N 25.165 -160.094 58.790 -10.419 1.888 -0.693 H27 7IM 64 7IM H27A H27A H 0 0 N N N 23.680 -159.366 59.490 -9.652 2.744 0.666 H27A 7IM 65 7IM HO28 HO28 H 0 0 N N N 25.492 -157.912 59.518 -10.281 4.239 -1.087 HO28 7IM 66 7IM HO29 HO29 H 0 0 N N N 27.076 -161.198 60.131 -7.564 1.228 1.915 HO29 7IM 67 7IM H30 H30 H 0 1 N N N 25.167 -164.409 58.196 -7.094 -1.499 1.831 H30 7IM 68 7IM H30A H30A H 0 0 N N N 25.674 -164.413 59.919 -8.128 -2.260 0.598 H30A 7IM 69 7IM H31 H31 H 0 1 N N N 23.599 -165.319 60.639 -5.082 -2.144 0.471 H31 7IM 70 7IM H32 H32 H 0 1 N N N 21.678 -165.608 59.128 -6.957 -4.436 1.210 H32 7IM 71 7IM H32A H32A H 0 0 N N N 22.139 -163.875 59.240 -5.192 -4.559 1.021 H32A 7IM 72 7IM H32B H32B H 0 0 N N N 22.601 -164.836 57.794 -5.879 -3.574 2.334 H32B 7IM 73 7IM H33 H33 H 0 1 N N N 23.391 -167.329 59.215 -6.223 -2.269 -1.726 H33 7IM 74 7IM H33A H33A H 0 0 N N N 24.301 -166.495 57.911 -5.393 -3.797 -1.350 H33A 7IM 75 7IM H33B H33B H 0 0 N N N 25.112 -166.882 59.466 -7.158 -3.674 -1.161 H33B 7IM 76 7IM H35 H35 H 0 1 N N N 24.250 -160.057 57.017 -3.399 2.039 -1.561 H35 7IM 77 7IM HO36 HO36 H 0 0 N N N 25.894 -159.549 55.460 -5.426 2.398 -0.408 HO36 7IM 78 7IM H37 H37 H 0 1 N N N 23.974 -158.291 55.333 -1.295 2.255 -0.266 H37 7IM 79 7IM H37A H37A H 0 0 N N N 23.348 -159.500 54.161 -2.171 3.803 -0.324 H37A 7IM 80 7IM H37B H37B H 0 0 N N N 22.424 -159.139 55.658 -2.222 2.806 1.149 H37B 7IM 81 7IM H39 H39 H 0 1 N N N 20.185 -164.265 54.694 -1.084 -2.497 -1.100 H39 7IM 82 7IM H40 H40 H 0 1 N N N 17.756 -163.979 54.394 1.789 -2.901 -0.152 H40 7IM 83 7IM H40A H40A H 0 0 N N N 18.460 -162.416 54.930 0.740 -4.158 -0.850 H40A 7IM 84 7IM H40B H40B H 0 0 N N N 18.034 -162.663 53.203 1.264 -2.780 -1.848 H40B 7IM 85 7IM HO41 HO41 H 0 0 N N N 19.166 -165.146 52.770 0.033 -2.573 1.579 HO41 7IM 86 7IM H43 H43 H 0 1 N N N 23.172 -163.735 50.686 2.746 1.142 1.892 H43 7IM 87 7IM H43A H43A H 0 0 N N N 23.305 -163.595 48.900 4.525 1.166 1.930 H43A 7IM 88 7IM H43B H43B H 0 0 N N N 23.586 -162.156 49.937 3.659 1.676 0.461 H43B 7IM 89 # # 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 7IM O14 C1 DOUB N N 1 7IM N2 C1 SING N N 2 7IM C1 C15 SING N N 3 7IM C3 N2 SING N N 4 7IM N2 HN2 SING N N 5 7IM C4 C3 SING N N 6 7IM C3 C11 SING N N 7 7IM C3 H3 SING N N 8 7IM C4 C5 SING N N 9 7IM C4 H4 SING N N 10 7IM C4 H4A SING N N 11 7IM C6 C5 DOUB Y N 12 7IM C5 C10 SING Y N 13 7IM C6 C7 SING Y N 14 7IM C6 H6 SING N N 15 7IM C7 C8 DOUB Y N 16 7IM C7 H7 SING N N 17 7IM C8 C9 SING Y N 18 7IM C8 H8 SING N N 19 7IM C10 C9 DOUB Y N 20 7IM C9 H9 SING N N 21 7IM C10 H10 SING N N 22 7IM O12 C11 DOUB N N 23 7IM C11 O13 SING N N 24 7IM O13 HO13 SING N N 25 7IM C15 C43 SING N N 26 7IM C15 C16 SING N N 27 7IM C15 H15 SING N N 28 7IM C16 O42 DOUB N N 29 7IM C16 N17 SING N N 30 7IM N17 C18 SING N N 31 7IM N17 HN17 SING N N 32 7IM C18 C39 SING N N 33 7IM C18 C19 SING N N 34 7IM C18 H18 SING N N 35 7IM O38 C19 DOUB N N 36 7IM C19 N20 SING N N 37 7IM N20 C21 SING N N 38 7IM N20 HN20 SING N N 39 7IM C21 C35 SING N N 40 7IM C21 C22 SING N N 41 7IM C21 H21 SING N N 42 7IM C22 O34 DOUB N N 43 7IM C22 N23 SING N N 44 7IM N23 C24 SING N N 45 7IM N23 HN23 SING N N 46 7IM C30 C24 SING N N 47 7IM C24 C25 SING N N 48 7IM C24 H24 SING N N 49 7IM O29 C25 SING N N 50 7IM C25 C26 SING N N 51 7IM C25 H25 SING N N 52 7IM C27 C26 SING N N 53 7IM C26 H26 SING N N 54 7IM C26 H26A SING N N 55 7IM C27 O28 SING N N 56 7IM C27 H27 SING N N 57 7IM C27 H27A SING N N 58 7IM O28 HO28 SING N N 59 7IM O29 HO29 SING N N 60 7IM C30 C31 SING N N 61 7IM C30 H30 SING N N 62 7IM C30 H30A SING N N 63 7IM C32 C31 SING N N 64 7IM C33 C31 SING N N 65 7IM C31 H31 SING N N 66 7IM C32 H32 SING N N 67 7IM C32 H32A SING N N 68 7IM C32 H32B SING N N 69 7IM C33 H33 SING N N 70 7IM C33 H33A SING N N 71 7IM C33 H33B SING N N 72 7IM C37 C35 SING N N 73 7IM O36 C35 SING N N 74 7IM C35 H35 SING N N 75 7IM O36 HO36 SING N N 76 7IM C37 H37 SING N N 77 7IM C37 H37A SING N N 78 7IM C37 H37B SING N N 79 7IM O41 C39 SING N N 80 7IM C39 C40 SING N N 81 7IM C39 H39 SING N N 82 7IM C40 H40 SING N N 83 7IM C40 H40A SING N N 84 7IM C40 H40B SING N N 85 7IM O41 HO41 SING N N 86 7IM C43 H43 SING N N 87 7IM C43 H43A SING N N 88 7IM C43 H43B SING N N 89 # # 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 7IM SMILES ACDLabs 12.01 "O=C(NC(CC(C)C)C(O)CCO)C(NC(=O)C(NC(=O)C(C(=O)NC(C(=O)O)Cc1ccccc1)C)C(O)C)C(O)C" 7IM InChI InChI 1.03 "InChI=1S/C29H46N4O10/c1-15(2)13-20(22(37)11-12-34)30-27(40)23(17(4)35)33-28(41)24(18(5)36)32-26(39)16(3)25(38)31-21(29(42)43)14-19-9-7-6-8-10-19/h6-10,15-18,20-24,34-37H,11-14H2,1-5H3,(H,30,40)(H,31,38)(H,32,39)(H,33,41)(H,42,43)/t16-,17+,18-,20+,21+,22+,23+,24+/m1/s1" 7IM InChIKey InChI 1.03 AENNWPPXJYCTJY-JYDWQXCDSA-N 7IM SMILES_CANONICAL CACTVS 3.385 "CC(C)C[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C)C(=O)N[C@@H](Cc1ccccc1)C(O)=O)[C@@H](C)O)[C@H](C)O)[C@@H](O)CCO" 7IM SMILES CACTVS 3.385 "CC(C)C[CH](NC(=O)[CH](NC(=O)[CH](NC(=O)[CH](C)C(=O)N[CH](Cc1ccccc1)C(O)=O)[CH](C)O)[CH](C)O)[CH](O)CCO" 7IM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H]([C@@H](C(=O)N[C@@H]([C@H](C)O)C(=O)N[C@@H](CC(C)C)[C@H](CCO)O)NC(=O)[C@H](C)C(=O)N[C@@H](Cc1ccccc1)C(=O)O)O" 7IM SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)CC(C(CCO)O)NC(=O)C(C(C)O)NC(=O)C(C(C)O)NC(=O)C(C)C(=O)NC(Cc1ccccc1)C(=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 7IM "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2S)-3-{[(1S)-1-carboxy-2-phenylethyl]amino}-2-methyl-3-oxopropanoyl]-L-threonyl-N-[(3S,4S)-1,3-dihydroxy-6-methylheptan-4-yl]-L-allothreoninamide" 7IM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[[(2S)-2-methyl-3-[[(2S,3R)-1-[[(2S,3S)-1-[[(3S,4S)-6-methyl-1,3-bis(oxidanyl)heptan-4-yl]amino]-3-oxidanyl-1-oxidanylidene-butan-2-yl]amino]-3-oxidanyl-1-oxidanylidene-butan-2-yl]amino]-3-oxidanylidene-propanoyl]amino]-3-phenyl-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 7IM "Create component" 2015-02-10 EBI 7IM "Initial release" 2015-02-18 RCSB 7IM "Other modification" 2016-11-01 EBI 7IM "Other modification" 2018-10-20 EBI 7IM "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 7IM _pdbx_chem_comp_synonyms.name Macyranone-A _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##