data_A1IC4
# 
_chem_comp.id                                    A1IC4 
_chem_comp.name                                  "(2S,3S)-2-[[(2S)-2-[[(2S,4S)-5-aminocarbonyloxy-4-oxidanyl-2-[[(2S,3R)-3-oxidanylpiperidin-2-yl]carbonylamino]pentanoyl]amino]-3-(1H-imidazol-4-yl)propanoyl]amino]-3-(2-chloranyl-1H-imidazol-4-yl)-3-oxidanyl-propanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H34 Cl N9 O10" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-06-05 
_chem_comp.pdbx_modified_date                    2025-03-14 
_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                        644.034 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IC4 
_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        9FIB 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              ? 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1IC4 C8  C1  C  0 1 N N N N N N 232.182 196.651 162.574 7.662  1.146  1.550  C8  A1IC4 1  
A1IC4 C6  C2  C  0 1 N N N N N N 234.669 196.784 165.449 4.260  0.605  0.077  C6  A1IC4 2  
A1IC4 C5  C3  C  0 1 N N S N N N 236.631 196.553 166.901 1.949  0.052  -0.465 C5  A1IC4 3  
A1IC4 N3  N1  N  0 1 N N N N N N 232.913 197.164 163.747 6.622  0.648  0.640  N3  A1IC4 4  
A1IC4 C1  C4  C  0 1 N N N N N N 236.992 190.992 168.582 4.541  -5.530 -0.424 C1  A1IC4 5  
A1IC4 N4  N2  N  0 1 N N N N N N 237.704 197.769 165.068 -0.474 0.326  -0.881 N4  A1IC4 6  
A1IC4 N2  N3  N  0 1 N N N N N N 235.681 196.039 165.924 2.961  0.604  0.439  N2  A1IC4 7  
A1IC4 C9  C5  C  0 1 N N N N N N 233.136 196.449 161.419 7.739  2.671  1.453  C9  A1IC4 8  
A1IC4 C10 C6  C  0 1 N N N N N N 234.222 195.454 161.796 6.380  3.270  1.826  C10 A1IC4 9  
A1IC4 C11 C7  C  0 1 N N R N N N 234.913 195.845 163.093 5.307  2.699  0.894  C11 A1IC4 10 
A1IC4 N1  N4  N  0 1 N N N N N N 237.444 190.936 167.324 5.713  -6.148 -0.670 N1  A1IC4 11 
A1IC4 O1  O1  O  0 1 N N N N N N 236.591 190.029 169.211 3.598  -6.166 0.005  O1  A1IC4 12 
A1IC4 O2  O2  O  0 1 N N N N N N 237.084 192.224 169.178 4.415  -4.209 -0.652 O2  A1IC4 13 
A1IC4 C2  C8  C  0 1 N N N N N N 237.866 193.298 168.567 3.124  -3.611 -0.363 C2  A1IC4 14 
A1IC4 C3  C9  C  0 1 N N S N N N 236.886 194.361 168.133 3.172  -2.115 -0.682 C3  A1IC4 15 
A1IC4 O3  O3  O  0 1 N N N N N N 236.259 194.917 169.286 3.368  -1.934 -2.086 O3  A1IC4 16 
A1IC4 C4  C10 C  0 1 N N N N N N 237.589 195.442 167.329 1.855  -1.461 -0.262 C4  A1IC4 17 
A1IC4 O4  O4  O  0 1 N N N N N N 234.360 197.874 165.946 4.590  0.148  -0.997 O4  A1IC4 18 
A1IC4 C7  C11 C  0 1 N N S N N N 233.937 196.225 164.226 5.301  1.173  1.007  C7  A1IC4 19 
A1IC4 O5  O5  O  0 1 N N N N N N 235.793 196.946 162.878 5.595  3.077  -0.454 O5  A1IC4 20 
A1IC4 C12 C12 C  0 1 N N N N N N 237.451 197.739 166.386 0.613  0.683  -0.169 C12 A1IC4 21 
A1IC4 O6  O6  O  0 1 N N N N N N 237.844 198.606 167.176 0.516  1.512  0.711  O6  A1IC4 22 
A1IC4 C13 C13 C  0 1 N N S N N N 238.560 198.785 164.463 -1.773 0.939  -0.593 C13 A1IC4 23 
A1IC4 C14 C14 C  0 1 N N N N N N 239.473 198.069 163.473 -1.891 2.263  -1.351 C14 A1IC4 24 
A1IC4 C15 C15 C  0 1 Y N N N N N 240.110 196.859 164.082 -0.866 3.235  -0.828 C15 A1IC4 25 
A1IC4 C16 C16 C  0 1 Y N N N N N 239.732 195.555 164.021 0.054  3.887  -1.564 C16 A1IC4 26 
A1IC4 N5  N5  N  0 1 Y N N N N N 240.639 194.844 164.768 0.775  4.664  -0.698 N5  A1IC4 27 
A1IC4 C17 C17 C  0 1 Y N N N N N 241.511 195.724 165.264 0.271  4.460  0.538  C17 A1IC4 28 
A1IC4 N6  N6  N  0 1 Y N N N N N 241.225 196.961 164.885 -0.714 3.608  0.451  N6  A1IC4 29 
A1IC4 C18 C18 C  0 1 N N N N N N 237.793 199.908 163.769 -2.875 0.009  -1.029 C18 A1IC4 30 
A1IC4 O7  O7  O  0 1 N N N N N N 238.371 200.662 162.979 -2.603 -1.060 -1.532 O7  A1IC4 31 
A1IC4 N7  N7  N  0 1 N N N N N N 236.490 200.036 164.076 -4.164 0.366  -0.861 N7  A1IC4 32 
A1IC4 C19 C19 C  0 1 N N S N N N 235.645 201.144 163.648 -5.236 -0.538 -1.286 C19 A1IC4 33 
A1IC4 C20 C20 C  0 1 N N N N N N 234.883 201.726 164.852 -5.519 -0.328 -2.751 C20 A1IC4 34 
A1IC4 O8  O8  O  0 1 N N N N N N 234.986 201.133 165.954 -6.470 -1.052 -3.361 O8  A1IC4 35 
A1IC4 O9  O9  O  0 1 N N N N N N 234.212 202.763 164.648 -4.891 0.493  -3.376 O9  A1IC4 36 
A1IC4 C21 C21 C  0 1 N N S N N N 234.678 200.695 162.534 -6.500 -0.246 -0.475 C21 A1IC4 37 
A1IC4 O10 O10 O  0 1 N N N N N N 233.835 199.664 163.038 -6.970 1.069  -0.782 O10 A1IC4 38 
A1IC4 C22 C22 C  0 1 Y N N N N N 235.398 200.197 161.311 -6.185 -0.336 0.996  C22 A1IC4 39 
A1IC4 C23 C23 C  0 1 Y N N N N N 235.798 200.876 160.187 -6.408 0.625  1.913  C23 A1IC4 40 
A1IC4 N8  N8  N  0 1 Y N N N N N 236.400 199.999 159.316 -5.978 0.132  3.117  N8  A1IC4 41 
A1IC4 C24 C24 C  0 1 Y N N N N N 236.361 198.805 159.902 -5.507 -1.115 2.893  C24 A1IC4 42 
A1IC4 CL1 CL1 CL 0 0 N N N N N N 236.969 197.340 159.257 -4.844 -2.178 4.095  CL1 A1IC4 43 
A1IC4 N9  N9  N  0 1 Y N N N N N 235.762 198.894 161.104 -5.640 -1.390 1.623  N9  A1IC4 44 
A1IC4 H1  H1  H  0 1 N N N N N N 231.406 197.374 162.283 7.418  0.858  2.572  H1  A1IC4 45 
A1IC4 H2  H2  H  0 1 N N N N N N 231.711 195.690 162.830 8.624  0.716  1.271  H2  A1IC4 46 
A1IC4 H3  H3  H  0 1 N N N N N N 236.079 196.886 167.792 2.230  0.264  -1.497 H3  A1IC4 47 
A1IC4 H4  H4  H  0 1 N N N N N N 233.358 198.024 163.497 6.845  0.868  -0.319 H4  A1IC4 48 
A1IC4 H6  H6  H  0 1 N N N N N N 237.292 197.072 164.481 -0.396 -0.337 -1.585 H6  A1IC4 49 
A1IC4 H7  H7  H  0 1 N N N N N N 235.786 195.100 165.596 2.697  0.969  1.298  H7  A1IC4 50 
A1IC4 H8  H8  H  0 1 N N N N N N 233.601 197.412 161.160 8.500  3.041  2.140  H8  A1IC4 51 
A1IC4 H9  H9  H  0 1 N N N N N N 232.579 196.066 160.551 7.997  2.959  0.434  H9  A1IC4 52 
A1IC4 H10 H10 H  0 1 N N N N N N 233.768 194.460 161.919 6.139  3.015  2.858  H10 A1IC4 53 
A1IC4 H11 H11 H  0 1 N N N N N N 234.969 195.419 160.990 6.417  4.354  1.717  H11 A1IC4 54 
A1IC4 H12 H12 H  0 1 N N N N N N 235.499 194.979 163.436 4.330  3.089  1.181  H12 A1IC4 55 
A1IC4 H13 H13 H  0 1 N N N N N N 237.467 190.061 166.840 6.466  -5.641 -1.013 H13 A1IC4 56 
A1IC4 H14 H14 H  0 1 N N N N N N 237.758 191.769 166.868 5.804  -7.100 -0.506 H14 A1IC4 57 
A1IC4 H15 H15 H  0 1 N N N N N N 238.419 192.915 167.697 2.358  -4.088 -0.974 H15 A1IC4 58 
A1IC4 H16 H16 H  0 1 N N N N N N 238.575 193.713 169.298 2.887  -3.750 0.692  H16 A1IC4 59 
A1IC4 H17 H17 H  0 1 N N N N N N 236.126 193.892 167.491 3.997  -1.654 -0.138 H17 A1IC4 60 
A1IC4 H18 H18 H  0 1 N N N N N N 235.826 194.227 169.775 2.671  -2.320 -2.634 H18 A1IC4 61 
A1IC4 H19 H19 H  0 1 N N N N N N 238.028 194.986 166.429 1.662  -1.675 0.789  H19 A1IC4 62 
A1IC4 H20 H20 H  0 1 N N N N N N 238.388 195.880 167.946 1.042  -1.860 -0.869 H20 A1IC4 63 
A1IC4 H21 H21 H  0 1 N N N N N N 233.431 195.301 164.542 5.067  0.885  2.032  H21 A1IC4 64 
A1IC4 H22 H22 H  0 1 N N N N N N 236.216 197.178 163.696 5.617  4.033  -0.598 H22 A1IC4 65 
A1IC4 H23 H23 H  0 1 N N N N N N 239.189 199.234 165.245 -1.857 1.125  0.478  H23 A1IC4 66 
A1IC4 H24 H24 H  0 1 N N N N N N 240.263 198.763 163.150 -1.719 2.089  -2.414 H24 A1IC4 67 
A1IC4 H25 H25 H  0 1 N N N N N N 238.879 197.758 162.601 -2.890 2.675  -1.208 H25 A1IC4 68 
A1IC4 H26 H26 H  0 1 N N N N N N 238.882 195.155 163.488 0.196  3.811  -2.632 H26 A1IC4 69 
A1IC4 H27 H27 H  0 1 N N N N N N 240.645 193.855 164.913 1.512  5.252  -0.929 H27 A1IC4 70 
A1IC4 H28 H28 H  0 1 N N N N N N 242.346 195.461 165.896 0.621  4.927  1.446  H28 A1IC4 71 
A1IC4 H30 H30 H  0 1 N N N N N N 236.072 199.321 164.637 -4.382 1.222  -0.459 H30 A1IC4 72 
A1IC4 H31 H31 H  0 1 N N N N N N 236.284 201.940 163.238 -4.928 -1.570 -1.119 H31 A1IC4 73 
A1IC4 H32 H32 H  0 1 N N N N N N 234.476 201.593 166.610 -6.616 -0.882 -4.301 H32 A1IC4 74 
A1IC4 H33 H33 H  0 1 N N N N N N 234.065 201.562 162.247 -7.270 -0.975 -0.727 H33 A1IC4 75 
A1IC4 H34 H34 H  0 1 N N N N N N 233.379 199.976 163.811 -6.335 1.770  -0.582 H34 A1IC4 76 
A1IC4 H35 H35 H  0 1 N N N N N N 235.661 201.933 160.014 -6.842 1.597  1.734  H35 A1IC4 77 
A1IC4 H36 H36 H  0 1 N N N N N N 236.789 200.215 158.421 -6.003 0.593  3.970  H36 A1IC4 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 
A1IC4 CL1 C24 SING N N 1  
A1IC4 N8  C24 SING Y N 2  
A1IC4 N8  C23 SING Y N 3  
A1IC4 C24 N9  DOUB Y N 4  
A1IC4 C23 C22 DOUB Y N 5  
A1IC4 N9  C22 SING Y N 6  
A1IC4 C22 C21 SING N N 7  
A1IC4 C9  C10 SING N N 8  
A1IC4 C9  C8  SING N N 9  
A1IC4 C10 C11 SING N N 10 
A1IC4 C21 O10 SING N N 11 
A1IC4 C21 C19 SING N N 12 
A1IC4 C8  N3  SING N N 13 
A1IC4 O5  C11 SING N N 14 
A1IC4 O7  C18 DOUB N N 15 
A1IC4 C11 C7  SING N N 16 
A1IC4 C14 C15 SING N N 17 
A1IC4 C14 C13 SING N N 18 
A1IC4 C19 N7  SING N N 19 
A1IC4 C19 C20 SING N N 20 
A1IC4 N3  C7  SING N N 21 
A1IC4 C18 N7  SING N N 22 
A1IC4 C18 C13 SING N N 23 
A1IC4 C16 C15 DOUB Y N 24 
A1IC4 C16 N5  SING Y N 25 
A1IC4 C15 N6  SING Y N 26 
A1IC4 C7  C6  SING N N 27 
A1IC4 C13 N4  SING N N 28 
A1IC4 O9  C20 DOUB N N 29 
A1IC4 N5  C17 SING Y N 30 
A1IC4 C20 O8  SING N N 31 
A1IC4 N6  C17 DOUB Y N 32 
A1IC4 N4  C12 SING N N 33 
A1IC4 C6  N2  SING N N 34 
A1IC4 C6  O4  DOUB N N 35 
A1IC4 N2  C5  SING N N 36 
A1IC4 C12 C5  SING N N 37 
A1IC4 C12 O6  DOUB N N 38 
A1IC4 C5  C4  SING N N 39 
A1IC4 N1  C1  SING N N 40 
A1IC4 C4  C3  SING N N 41 
A1IC4 C3  C2  SING N N 42 
A1IC4 C3  O3  SING N N 43 
A1IC4 C2  O2  SING N N 44 
A1IC4 C1  O2  SING N N 45 
A1IC4 C1  O1  DOUB N N 46 
A1IC4 C8  H1  SING N N 47 
A1IC4 C8  H2  SING N N 48 
A1IC4 C5  H3  SING N N 49 
A1IC4 N3  H4  SING N N 50 
A1IC4 N4  H6  SING N N 51 
A1IC4 N2  H7  SING N N 52 
A1IC4 C9  H8  SING N N 53 
A1IC4 C9  H9  SING N N 54 
A1IC4 C10 H10 SING N N 55 
A1IC4 C10 H11 SING N N 56 
A1IC4 C11 H12 SING N N 57 
A1IC4 N1  H13 SING N N 58 
A1IC4 N1  H14 SING N N 59 
A1IC4 C2  H15 SING N N 60 
A1IC4 C2  H16 SING N N 61 
A1IC4 C3  H17 SING N N 62 
A1IC4 O3  H18 SING N N 63 
A1IC4 C4  H19 SING N N 64 
A1IC4 C4  H20 SING N N 65 
A1IC4 C7  H21 SING N N 66 
A1IC4 O5  H22 SING N N 67 
A1IC4 C13 H23 SING N N 68 
A1IC4 C14 H24 SING N N 69 
A1IC4 C14 H25 SING N N 70 
A1IC4 C16 H26 SING N N 71 
A1IC4 N5  H27 SING N N 72 
A1IC4 C17 H28 SING N N 73 
A1IC4 N7  H30 SING N N 74 
A1IC4 C19 H31 SING N N 75 
A1IC4 O8  H32 SING N N 76 
A1IC4 C21 H33 SING N N 77 
A1IC4 O10 H34 SING N N 78 
A1IC4 C23 H35 SING N N 79 
A1IC4 N8  H36 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 
A1IC4 InChI            InChI                1.06  "InChI=1S/C24H34ClN9O10/c25-23-29-7-14(33-23)18(37)17(22(41)42)34-20(39)12(4-10-6-27-9-30-10)31-19(38)13(5-11(35)8-44-24(26)43)32-21(40)16-15(36)2-1-3-28-16/h6-7,9,11-13,15-18,28,35-37H,1-5,8H2,(H2,26,43)(H,27,30)(H,29,33)(H,31,38)(H,32,40)(H,34,39)(H,41,42)/t11-,12-,13-,15+,16-,17-,18+/m0/s1" 
A1IC4 InChIKey         InChI                1.06  MPRVLYUMDIXCGD-XYYQMEIKSA-N                                                                                                                                                                                                                                                                            
A1IC4 SMILES_CANONICAL CACTVS               3.385 "NC(=O)OC[C@@H](O)C[C@H](NC(=O)[C@H]1NCCC[C@H]1O)C(=O)N[C@@H](Cc2c[nH]cn2)C(=O)N[C@@H]([C@H](O)c3c[nH]c(Cl)n3)C(O)=O"                                                                                                                                                                                  
A1IC4 SMILES           CACTVS               3.385 "NC(=O)OC[CH](O)C[CH](NC(=O)[CH]1NCCC[CH]1O)C(=O)N[CH](Cc2c[nH]cn2)C(=O)N[CH]([CH](O)c3c[nH]c(Cl)n3)C(O)=O"                                                                                                                                                                                            
A1IC4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1c(nc[nH]1)C[C@@H](C(=O)N[C@@H]([C@@H](c2c[nH]c(n2)Cl)O)C(=O)O)NC(=O)[C@H](C[C@@H](COC(=O)N)O)NC(=O)[C@@H]3[C@@H](CCCN3)O"                                                                                                                                                                           
A1IC4 SMILES           "OpenEye OEToolkits" 2.0.7 "c1c(nc[nH]1)CC(C(=O)NC(C(c2c[nH]c(n2)Cl)O)C(=O)O)NC(=O)C(CC(COC(=O)N)O)NC(=O)C3C(CCCN3)O"                                                                                                                                                                                                             
# 
_pdbx_chem_comp_identifier.comp_id           A1IC4 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(2~{S},3~{S})-2-[[(2~{S})-2-[[(2~{S},4~{S})-5-aminocarbonyloxy-4-oxidanyl-2-[[(2~{S},3~{R})-3-oxidanylpiperidin-2-yl]carbonylamino]pentanoyl]amino]-3-(1~{H}-imidazol-4-yl)propanoyl]amino]-3-(2-chloranyl-1~{H}-imidazol-4-yl)-3-oxidanyl-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 
A1IC4 "Create component"   2024-06-05 PDBE 
A1IC4 "Modify formula"     2024-07-18 PDBE 
A1IC4 "Other modification" 2024-07-26 PDBE 
A1IC4 "Initial release"    2025-03-19 RCSB 
# 
