data_4LF
# 
_chem_comp.id                                    4LF 
_chem_comp.name                                  "N-[2-[2,5-bis(oxidanylidene)pyrrol-1-yl]ethyl]-2,3-bis(oxidanyl)benzamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H12 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-08-06 
_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                        276.245 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4LF 
_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        5AXS 
_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 
4LF N3  N1  N 0 1 N N N N N N 35.898 32.259 37.817 0.093  -0.412 -0.015 N3  4LF 1  
4LF C4  C1  C 0 1 N N N N N N 41.161 31.905 39.606 -5.643 0.558  -0.649 C4  4LF 2  
4LF C8  C2  C 0 1 N N N N N N 37.828 33.104 39.178 -2.294 -0.942 -0.051 C8  4LF 3  
4LF C5  C3  C 0 1 N N N N N N 40.970 31.844 41.107 -5.650 0.475  0.692  C5  4LF 4  
4LF C6  C4  C 0 1 N N N N N N 39.448 31.820 40.834 -4.353 -0.116 1.090  C6  4LF 5  
4LF O3  O1  O 0 1 N N N N N N 38.754 30.894 41.320 -3.997 -0.344 2.228  O3  4LF 6  
4LF C7  C5  C 0 1 N N N N N N 40.225 33.071 39.232 -4.344 0.015  -1.104 C7  4LF 7  
4LF O2  O2  O 0 1 N N N N N N 40.264 33.994 38.429 -3.976 -0.073 -2.257 O2  4LF 8  
4LF N2  N2  N 0 1 N N N N N N 39.101 32.918 39.987 -3.636 -0.357 -0.022 N2  4LF 9  
4LF C9  C6  C 0 1 N N N N N N 37.342 32.038 38.198 -1.249 0.174  0.014  C9  4LF 10 
4LF C10 C7  C 0 1 N N N N N N 34.855 31.571 38.309 1.178  0.387  0.032  C10 4LF 11 
4LF O4  O3  O 0 1 N N N N N N 35.024 30.722 39.201 1.042  1.593  0.099  O4  4LF 12 
4LF C11 C8  C 0 1 Y N N N N N 33.502 31.658 37.588 2.530  -0.203 0.002  C11 4LF 13 
4LF C12 C9  C 0 1 Y N N N N N 32.395 30.853 38.008 2.690  -1.590 -0.075 C12 4LF 14 
4LF C13 C10 C 0 1 Y N N N N N 31.221 30.877 37.319 3.954  -2.137 -0.102 C13 4LF 15 
4LF C14 C11 C 0 1 Y N N N N N 31.082 31.623 36.161 5.072  -1.320 -0.054 C14 4LF 16 
4LF C15 C12 C 0 1 Y N N N N N 32.177 32.432 35.741 4.930  0.055  0.022  C15 4LF 17 
4LF O6  O4  O 0 1 N N N N N N 32.055 33.198 34.601 6.031  0.851  0.069  O6  4LF 18 
4LF C16 C13 C 0 1 Y N N N N N 33.388 32.438 36.439 3.659  0.623  0.045  C16 4LF 19 
4LF O5  O5  O 0 1 N N N N N N 34.457 33.274 36.007 3.516  1.971  0.120  O5  4LF 20 
4LF H1  H1  H 0 1 N N N N N N 35.703 32.974 37.146 0.202  -1.375 -0.065 H1  4LF 21 
4LF H2  H2  H 0 1 N N N N N N 41.785 31.296 38.969 -6.435 0.942  -1.274 H2  4LF 22 
4LF H4  H4  H 0 1 N N N N N N 37.964 34.025 38.592 -2.169 -1.607 0.803  H4  4LF 23 
4LF H5  H5  H 0 1 N N N N N N 37.016 33.249 39.906 -2.164 -1.508 -0.974 H5  4LF 24 
4LF H6  H6  H 0 1 N N N N N N 41.609 31.826 41.977 -6.449 0.781  1.352  H6  4LF 25 
4LF H8  H8  H 0 1 N N N N N N 37.441 31.048 38.667 -1.379 0.739  0.936  H8  4LF 26 
4LF H9  H9  H 0 1 N N N N N N 37.962 32.077 37.290 -1.374 0.839  -0.841 H9  4LF 27 
4LF H10 H10 H 0 1 N N N N N N 32.492 30.221 38.879 1.823  -2.232 -0.112 H10 4LF 28 
4LF H11 H11 H 0 1 N N N N N N 30.382 30.303 37.683 4.074  -3.209 -0.160 H11 4LF 29 
4LF H12 H12 H 0 1 N N N N N N 30.166 31.592 35.590 6.059  -1.758 -0.075 H12 4LF 30 
4LF H13 H13 H 0 1 N N N N N N 32.862 33.677 34.453 6.352  1.130  -0.800 H13 4LF 31 
4LF H14 H14 H 0 1 N N N N N N 35.202 33.160 36.585 3.480  2.411  -0.741 H14 4LF 32 
# 
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 
4LF O6  C15 SING N N 1  
4LF C15 C14 DOUB Y N 2  
4LF C15 C16 SING Y N 3  
4LF O5  C16 SING N N 4  
4LF C14 C13 SING Y N 5  
4LF C16 C11 DOUB Y N 6  
4LF C13 C12 DOUB Y N 7  
4LF C11 C12 SING Y N 8  
4LF C11 C10 SING N N 9  
4LF N3  C9  SING N N 10 
4LF N3  C10 SING N N 11 
4LF C9  C8  SING N N 12 
4LF C10 O4  DOUB N N 13 
4LF O2  C7  DOUB N N 14 
4LF C8  N2  SING N N 15 
4LF C7  C4  SING N N 16 
4LF C7  N2  SING N N 17 
4LF C4  C5  DOUB N N 18 
4LF N2  C6  SING N N 19 
4LF C6  C5  SING N N 20 
4LF C6  O3  DOUB N N 21 
4LF N3  H1  SING N N 22 
4LF C4  H2  SING N N 23 
4LF C8  H4  SING N N 24 
4LF C8  H5  SING N N 25 
4LF C5  H6  SING N N 26 
4LF C9  H8  SING N N 27 
4LF C9  H9  SING N N 28 
4LF C12 H10 SING N N 29 
4LF C13 H11 SING N N 30 
4LF C14 H12 SING N N 31 
4LF O6  H13 SING N N 32 
4LF O5  H14 SING N N 33 
# 
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 
4LF InChI            InChI                1.03  "InChI=1S/C13H12N2O5/c16-9-3-1-2-8(12(9)19)13(20)14-6-7-15-10(17)4-5-11(15)18/h1-5,16,19H,6-7H2,(H,14,20)" 
4LF InChIKey         InChI                1.03  BABSFPLAEBUXOA-UHFFFAOYSA-N                                                                                
4LF SMILES_CANONICAL CACTVS               3.385 "Oc1cccc(C(=O)NCCN2C(=O)C=CC2=O)c1O"                                                                       
4LF SMILES           CACTVS               3.385 "Oc1cccc(C(=O)NCCN2C(=O)C=CC2=O)c1O"                                                                       
4LF SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(c(c(c1)O)O)C(=O)NCCN2C(=O)C=CC2=O"                                                                   
4LF SMILES           "OpenEye OEToolkits" 1.9.2 "c1cc(c(c(c1)O)O)C(=O)NCCN2C(=O)C=CC2=O"                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           4LF 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.9.2 
_pdbx_chem_comp_identifier.identifier        "N-[2-[2,5-bis(oxidanylidene)pyrrol-1-yl]ethyl]-2,3-bis(oxidanyl)benzamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
4LF "Create component" 2015-08-06 PDBJ 
4LF "Initial release"  2015-11-18 RCSB 
4LF "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            4LF 
_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               C4 
_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      ? 
# 
