data_29P
# 
_chem_comp.id                                    29P 
_chem_comp.name                                  "3-[(5S)-5-{[3-(2-carboxyethyl)-4-(carboxymethyl)-5-methyl-1H-pyrrol-2-yl]methyl}-4-(carboxymethyl)-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]propanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H24 N2 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         Dipyrromethanone 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-09-12 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        436.413 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     29P 
_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        4MLV 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
29P O4A O4A O 0 1 N N N N N N -15.123 -10.166 5.604  1.544  3.639  -0.713 O4A 29P 1  
29P C9A C9A C 0 1 N N N N N N -15.035 -10.014 6.763  2.005  3.370  0.371  C9A 29P 2  
29P O3A O3A O 0 1 N N N N N N -15.285 -8.933  7.274  2.199  4.341  1.278  O3A 29P 3  
29P C8A C8A C 0 1 N N N N N N -14.739 -11.332 7.613  2.355  1.944  0.707  C8A 29P 4  
29P C7A C7A C 0 1 N N N N N N -14.148 -11.077 8.973  2.033  1.044  -0.487 C7A 29P 5  
29P C3A C3A C 0 1 Y N N N N N -13.898 -12.301 9.871  2.384  -0.383 -0.151 C3A 29P 6  
29P C2A C2A C 0 1 Y N N N N N -14.751 -12.818 10.742 3.628  -1.008 -0.364 C2A 29P 7  
29P C5A C5A C 0 1 N N N N N N -16.215 -12.429 10.964 4.853  -0.373 -0.971 C5A 29P 8  
29P C6A C6A C 0 1 N N N N N N -16.560 -11.128 11.722 5.688  0.248  0.118  C6A 29P 9  
29P O1A O1A O 0 1 N N N N N N -15.677 -10.442 12.103 6.835  0.874  -0.191 O1A 29P 10 
29P O2A O2A O 0 1 N N N N N N -17.737 -10.943 11.906 5.327  0.182  1.269  O2A 29P 11 
29P C1A C1A C 0 1 Y N N N N N -14.118 -13.805 11.345 3.522  -2.279 0.074  C1A 29P 12 
29P CHA CHA C 0 1 N N N N N N -14.716 -14.660 12.428 4.612  -3.318 0.044  CHA 29P 13 
29P NA  NA  N 0 1 Y N N N N N -12.885 -13.897 10.904 2.257  -2.461 0.551  NA  29P 14 
29P C4A C4A C 0 1 Y N N N N N -12.751 -12.959 9.976  1.566  -1.293 0.415  C4A 29P 15 
29P CHB CHB C 0 1 N N N N N N -11.448 -12.610 9.193  0.134  -1.062 0.823  CHB 29P 16 
29P C1B C1B C 0 1 N N S N N N -10.620 -13.732 8.523  -0.782 -1.280 -0.382 C1B 29P 17 
29P C2B C2B C 0 1 N N N N N N -9.591  -13.261 7.630  -2.228 -1.121 0.026  C2B 29P 18 
29P C5B C5B C 0 1 N N N N N N -9.943  -12.526 6.304  -2.968 -1.947 1.047  C5B 29P 19 
29P C6B C6B C 0 1 N N N N N N -9.974  -13.411 5.032  -3.498 -3.197 0.393  C6B 29P 20 
29P O1B O1B O 0 1 N N N N N N -10.819 -13.182 4.141  -3.296 -3.396 -0.781 O1B 29P 21 
29P O2B O2B O 0 1 N N N N N N -9.091  -14.268 4.939  -4.194 -4.089 1.115  O2B 29P 22 
29P NB  NB  N 0 1 N N N N N N -9.828  -14.334 9.557  -0.537 -0.249 -1.398 NB  29P 23 
29P C4B C4B C 0 1 N N N N N N -8.531  -14.205 9.273  -1.687 0.430  -1.567 C4B 29P 24 
29P O5B O5B O 0 1 N N N N N N -7.611  -14.631 9.972  -1.843 1.358  -2.338 O5B 29P 25 
29P C3B C3B C 0 1 N N N N N N -8.354  -13.537 8.130  -2.725 -0.114 -0.685 C3B 29P 26 
29P C7B C7B C 0 1 N N N N N N -6.930  -13.289 7.536  -4.142 0.392  -0.599 C7B 29P 27 
29P C8B C8B C 0 1 N N N N N N -6.320  -11.915 7.884  -4.203 1.572  0.374  C8B 29P 28 
29P C9B C9B C 0 1 N N N N N N -4.843  -11.810 7.460  -5.620 2.078  0.460  C9B 29P 29 
29P O3B O3B O 0 1 N N N N N N -4.100  -12.740 7.833  -5.915 3.116  1.258  O3B 29P 30 
29P O4B O4B O 0 1 N N N N N N -4.492  -10.813 6.821  -6.491 1.550  -0.190 O4B 29P 31 
29P H1  H1  H 0 1 N N N N N N -15.538 -8.314  6.599  1.955  5.240  1.018  H1  29P 32 
29P H2  H2  H 0 1 N N N N N N -15.686 -11.875 7.746  3.419  1.875  0.937  H2  29P 33 
29P H3  H3  H 0 1 N N N N N N -14.035 -11.957 7.044  1.775  1.621  1.572  H3  29P 34 
29P H4  H4  H 0 1 N N N N N N -13.182 -10.572 8.825  0.970  1.112  -0.717 H4  29P 35 
29P H5  H5  H 0 1 N N N N N N -14.833 -10.406 9.511  2.613  1.366  -1.352 H5  29P 36 
29P H6  H6  H 0 1 N N N N N N -16.677 -12.349 9.969  5.437  -1.134 -1.489 H6  29P 37 
29P H7  H7  H 0 1 N N N N N N -16.683 -13.255 11.520 4.549  0.397  -1.681 H7  29P 38 
29P H8  H8  H 0 1 N N N N N N -16.033 -9.706  12.587 7.337  1.257  0.542  H8  29P 39 
29P H9  H9  H 0 1 N N N N N N -15.191 -15.544 11.978 5.184  -3.272 0.971  H9  29P 40 
29P H10 H10 H 0 1 N N N N N N -13.924 -14.982 13.120 4.168  -4.308 -0.060 H10 29P 41 
29P H11 H11 H 0 1 N N N N N N -15.471 -14.079 12.979 5.273  -3.126 -0.801 H11 29P 42 
29P H12 H12 H 0 1 N N N N N N -12.186 -14.545 11.207 1.908  -3.283 0.928  H12 29P 43 
29P H13 H13 H 0 1 N N N N N N -10.778 -12.103 9.903  -0.135 -1.761 1.616  H13 29P 44 
29P H14 H14 H 0 1 N N N N N N -11.736 -11.909 8.395  0.020  -0.040 1.186  H14 29P 45 
29P H15 H15 H 0 1 N N N N N N -11.285 -14.460 8.036  -0.617 -2.271 -0.805 H15 29P 46 
29P H16 H16 H 0 1 N N N N N N -9.195  -11.735 6.147  -2.288 -2.220 1.855  H16 29P 47 
29P H17 H17 H 0 1 N N N N N N -10.937 -12.071 6.424  -3.798 -1.368 1.451  H17 29P 48 
29P H18 H18 H 0 1 N N N N N N -9.163  -14.708 4.100  -4.514 -4.875 0.652  H18 29P 49 
29P H19 H19 H 0 1 N N N N N N -10.195 -14.784 10.371 0.299  -0.086 -1.862 H19 29P 50 
29P H20 H20 H 0 1 N N N N N N -6.996  -13.368 6.441  -4.472 0.717  -1.586 H20 29P 51 
29P H21 H21 H 0 1 N N N N N N -6.257  -14.070 7.920  -4.792 -0.407 -0.243 H21 29P 52 
29P H22 H22 H 0 1 N N N N N N -6.388  -11.762 8.971  -3.873 1.247  1.360  H22 29P 53 
29P H23 H23 H 0 1 N N N N N N -6.894  -11.132 7.367  -3.553 2.371  0.018  H23 29P 54 
29P H24 H24 H 0 1 N N N N N N -3.210  -12.568 7.550  -6.837 3.405  1.281  H24 29P 55 
# 
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 
29P O1B C6B DOUB N N 1  
29P O2B C6B SING N N 2  
29P C6B C5B SING N N 3  
29P O4A C9A DOUB N N 4  
29P C5B C2B SING N N 5  
29P C9A O3A SING N N 6  
29P C9A C8A SING N N 7  
29P O4B C9B DOUB N N 8  
29P C9B O3B SING N N 9  
29P C9B C8B SING N N 10 
29P C7B C8B SING N N 11 
29P C7B C3B SING N N 12 
29P C8A C7A SING N N 13 
29P C2B C3B DOUB N N 14 
29P C2B C1B SING N N 15 
29P C3B C4B SING N N 16 
29P C1B CHB SING N N 17 
29P C1B NB  SING N N 18 
29P C7A C3A SING N N 19 
29P CHB C4A SING N N 20 
29P C4B NB  SING N N 21 
29P C4B O5B DOUB N N 22 
29P C3A C4A DOUB Y N 23 
29P C3A C2A SING Y N 24 
29P C4A NA  SING Y N 25 
29P C2A C5A SING N N 26 
29P C2A C1A DOUB Y N 27 
29P NA  C1A SING Y N 28 
29P C5A C6A SING N N 29 
29P C1A CHA SING N N 30 
29P C6A O2A DOUB N N 31 
29P C6A O1A SING N N 32 
29P O3A H1  SING N N 33 
29P C8A H2  SING N N 34 
29P C8A H3  SING N N 35 
29P C7A H4  SING N N 36 
29P C7A H5  SING N N 37 
29P C5A H6  SING N N 38 
29P C5A H7  SING N N 39 
29P O1A H8  SING N N 40 
29P CHA H9  SING N N 41 
29P CHA H10 SING N N 42 
29P CHA H11 SING N N 43 
29P NA  H12 SING N N 44 
29P CHB H13 SING N N 45 
29P CHB H14 SING N N 46 
29P C1B H15 SING N N 47 
29P C5B H16 SING N N 48 
29P C5B H17 SING N N 49 
29P O2B H18 SING N N 50 
29P NB  H19 SING N N 51 
29P C7B H20 SING N N 52 
29P C7B H21 SING N N 53 
29P C8B H22 SING N N 54 
29P C8B H23 SING N N 55 
29P O3B H24 SING N N 56 
# 
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 
29P SMILES           ACDLabs              12.01 "O=C(O)CCc1c(nc(c1CC(=O)O)C)CC2C(=C(C(=O)N2)CCC(=O)O)CC(=O)O"                                                                                                                              
29P InChI            InChI                1.03  "InChI=1S/C20H24N2O9/c1-9-12(6-18(27)28)10(2-4-16(23)24)14(21-9)8-15-13(7-19(29)30)11(20(31)22-15)3-5-17(25)26/h15,21H,2-8H2,1H3,(H,22,31)(H,23,24)(H,25,26)(H,27,28)(H,29,30)/t15-/m0/s1" 
29P InChIKey         InChI                1.03  DHEOBTWDCMSDOQ-HNNXBMFYSA-N                                                                                                                                                                
29P SMILES_CANONICAL CACTVS               3.385 "Cc1[nH]c(C[C@@H]2NC(=O)C(=C2CC(O)=O)CCC(O)=O)c(CCC(O)=O)c1CC(O)=O"                                                                                                                        
29P SMILES           CACTVS               3.385 "Cc1[nH]c(C[CH]2NC(=O)C(=C2CC(O)=O)CCC(O)=O)c(CCC(O)=O)c1CC(O)=O"                                                                                                                          
29P SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(c(c([nH]1)C[C@H]2C(=C(C(=O)N2)CCC(=O)O)CC(=O)O)CCC(=O)O)CC(=O)O"                                                                                                                     
29P SMILES           "OpenEye OEToolkits" 1.7.6 "Cc1c(c(c([nH]1)CC2C(=C(C(=O)N2)CCC(=O)O)CC(=O)O)CCC(=O)O)CC(=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 
29P "SYSTEMATIC NAME" ACDLabs              12.01 "3-[(5S)-5-{[3-(2-carboxyethyl)-4-(carboxymethyl)-5-methyl-1H-pyrrol-2-yl]methyl}-4-(carboxymethyl)-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]propanoic acid"                            
29P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[4-(2-hydroxy-2-oxoethyl)-2-[[(2S)-3-(2-hydroxy-2-oxoethyl)-4-(3-hydroxy-3-oxopropyl)-5-oxidanylidene-1,2-dihydropyrrol-2-yl]methyl]-5-methyl-1H-pyrrol-3-yl]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 
29P "Create component" 2013-09-12 RCSB 
29P "Modify atom id"   2013-12-28 RCSB 
29P "Initial release"  2014-04-02 RCSB 
29P "Modify synonyms"  2021-03-01 PDBE 
29P "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      29P 
_pdbx_chem_comp_synonyms.name         Dipyrromethanone 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            29P 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               CHA 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
