data_LBW
# 
_chem_comp.id                                    LBW 
_chem_comp.name                                  "3-[2-[(Z)-[5-[(Z)-(4-ethenyl-3-methyl-5-oxidanylidene-pyrrol-2-ylidene)methyl]-3-(3-hydroxy-3-oxopropyl)-4-methyl-pyrrol-1-ium-2-ylidene]methyl]-5-[(Z)-[(3E,4R)-3-ethylidene-4-methyl-5-oxidanylidene-pyrrolidin-2-ylidene]methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H37 N4 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2011-12-31 
_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                        585.670 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LBW 
_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        3S7Q 
_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 
LBW C1A  C1A  C 0 1 N N N N N N -7.635  16.226 3.846  -3.287 0.940  2.158  C1A  LBW 1  
LBW C1B  C1B  C 0 1 Y N N N N N -8.119  18.242 7.713  -0.186 2.556  -0.187 C1B  LBW 2  
LBW O1B  O1B  O 0 1 N N N N N N -10.743 22.598 12.057 6.449  4.113  0.748  O1B  LBW 3  
LBW C1C  C1C  C 0 1 N N N N N N -12.603 18.671 7.844  1.720  -1.227 0.226  C1C  LBW 4  
LBW O1C  O1C  O 0 1 N N N N N N -15.168 22.658 7.317  6.452  -2.941 1.094  O1C  LBW 5  
LBW C1D  C1D  C 0 1 N N N N N N -15.135 16.823 4.328  -2.129 -2.764 -0.444 C1D  LBW 6  
LBW C2A  C2A  C 0 1 N N R N N N -6.258  16.020 3.924  -4.479 1.696  1.616  C2A  LBW 7  
LBW C2B  C2B  C 0 1 Y N N N N N -7.963  18.997 8.842  0.941  3.251  -0.639 C2B  LBW 8  
LBW O2B  O2B  O 0 1 N N N N N N -8.916  23.599 11.289 5.964  3.438  -1.300 O2B  LBW 9  
LBW C2C  C2C  C 0 1 N N N N N N -13.927 18.934 8.108  2.368  -2.431 0.588  C2C  LBW 10 
LBW O2C  O2C  O 0 1 N N N N N N -16.688 21.555 8.491  6.970  -3.170 -1.042 O2C  LBW 11 
LBW C2D  C2D  C 0 1 N N N N N N -15.384 15.818 3.425  -3.456 -3.225 -0.460 C2D  LBW 12 
LBW C3A  C3A  C 0 1 N N N N N N -5.945  16.420 5.242  -3.885 2.673  0.620  C3A  LBW 13 
LBW C3B  C3B  C 0 1 Y N N N N N -9.179  19.418 9.271  2.012  2.405  -0.587 C3B  LBW 14 
LBW C3C  C3C  C 0 1 N N N N N N -14.701 18.280 7.196  1.418  -3.405 0.586  C3C  LBW 15 
LBW C3D  C3D  C 0 1 N N N N N N -16.409 16.176 2.636  -4.223 -2.260 -1.093 C3D  LBW 16 
LBW C4A  C4A  C 0 1 N N N N N N -7.037  17.039 5.798  -2.438 2.414  0.662  C4A  LBW 17 
LBW C4B  C4B  C 0 1 Y N N N N N -10.138 18.897 8.434  1.559  1.169  -0.100 C4B  LBW 18 
LBW C4C  C4C  C 0 1 N N N N N N -13.888 17.651 6.318  0.199  -2.787 0.223  C4C  LBW 19 
LBW C4D  C4D  C 0 1 N N N N N N -16.776 17.409 3.052  -3.312 -1.176 -1.471 C4D  LBW 20 
LBW CAA  CAA  C 0 1 N N N N N N -4.711  16.333 5.821  -4.531 3.568  -0.128 CAA  LBW 21 
LBW CAB  CAB  C 0 1 N N N N N N -9.425  20.322 10.511 3.427  2.739  -0.982 CAB  LBW 22 
LBW CAC  CAC  C 0 1 N N N N N N -14.475 19.759 9.271  3.829  -2.603 0.914  CAC  LBW 23 
LBW CAD  CAD  C 0 1 N N N N N N -16.921 15.414 1.635  -5.675 -2.314 -1.339 CAD  LBW 24 
LBW CBA  CBA  C 0 1 N N N N N N -3.486  15.648 5.194  -6.002 3.811  0.091  CBA  LBW 25 
LBW CBB  CBB  C 0 1 N N N N N N -9.726  21.747 10.025 4.181  3.283  0.233  CBB  LBW 26 
LBW CBC  CBC  C 0 1 N N N N N N -14.370 21.286 9.156  4.620  -2.805 -0.381 CBC  LBW 27 
LBW CBD  CBD  C 0 1 N N N N N N -18.206 15.720 0.887  -6.262 -1.368 -2.065 CBD  LBW 28 
LBW CGB  CGB  C 0 1 N N N N N N -9.807  22.730 11.222 5.597  3.617  -0.163 CGB  LBW 29 
LBW CGC  CGC  C 0 1 N N N N N N -15.499 21.838 8.219  6.081  -2.977 -0.055 CGC  LBW 30 
LBW CHB  CHB  C 0 1 N N N N N N -7.063  17.650 7.041  -1.490 3.075  -0.087 CHB  LBW 31 
LBW CHC  CHC  C 0 1 N N N N N N -11.511 19.146 8.579  2.335  0.036  0.104  CHC  LBW 32 
LBW CHD  CHD  C 0 1 N N N N N N -14.132 16.806 5.253  -1.053 -3.437 0.098  CHD  LBW 33 
LBW CMA  CMA  C 0 1 N N N N N N -5.957  14.536 3.671  -5.445 0.739  0.915  CMA  LBW 34 
LBW CMB  CMB  C 0 1 N N N N N N -6.603  19.329 9.520  0.968  4.685  -1.102 CMB  LBW 35 
LBW CMC  CMC  C 0 1 N N N N N N -16.268 18.268 7.138  1.625  -4.862 0.909  CMC  LBW 36 
LBW CMD  CMD  C 0 1 N N N N N N -14.613 14.473 3.329  -3.953 -4.530 0.106  CMD  LBW 37 
LBW N_A  N_A  N 0 1 N N N N N N -8.042  16.895 4.930  -2.178 1.408  1.568  N_A  LBW 38 
LBW O_A  O_A  O 0 1 N N N N N N -8.338  15.944 2.844  -3.327 0.061  2.993  O_A  LBW 39 
LBW N_B  N_B  N 0 1 Y N N N N N -9.466  18.186 7.488  0.198  1.280  0.136  N_B  LBW 40 
LBW N_C  N_C  N 1 1 N N N N N N -12.618 17.879 6.747  0.428  -1.491 0.013  N_C  LBW 41 
LBW N_D  N_D  N 0 1 N N N N N N -16.011 17.797 4.082  -2.074 -1.523 -1.069 N_D  LBW 42 
LBW O_D  O_D  O 0 1 N N N N N N -17.664 18.119 2.572  -3.618 -0.148 -2.049 O_D  LBW 43 
LBW HO2B HO2B H 0 0 N N N N N N -9.055  24.137 12.060 7.346  4.312  0.447  HO2B LBW 44 
LBW H2A  H2A  H 0 1 N N N N N N -5.719  16.632 3.186  -4.987 2.232  2.418  H2A  LBW 45 
LBW HO1C HO1C H 0 0 N N N N N N -15.949 23.005 6.902  7.896  -3.275 -0.784 HO1C LBW 46 
LBW HAA1 HAA1 H 0 0 N N N N N N -4.586  16.781 6.796  -4.001 4.118  -0.891 HAA1 LBW 47 
LBW HAB1 HAB1 H 0 0 N N N N N N -10.280 19.938 11.086 3.924  1.840  -1.346 HAB1 LBW 48 
LBW HAB2 HAB2 H 0 0 N N N N N N -8.528  20.329 11.148 3.416  3.492  -1.770 HAB2 LBW 49 
LBW HAC1 HAC1 H 0 0 N N N N N N -15.540 19.508 9.383  4.194  -1.713 1.427  HAC1 LBW 50 
LBW HAC2 HAC2 H 0 0 N N N N N N -13.930 19.457 10.177 3.958  -3.472 1.558  HAC2 LBW 51 
LBW HAD1 HAD1 H 0 0 N N N N N N -16.375 14.527 1.351  -6.262 -3.123 -0.931 HAD1 LBW 52 
LBW HBA1 HBA1 H 0 0 N N N N N N -2.629  15.729 5.879  -6.358 4.555  -0.622 HBA1 LBW 53 
LBW HBA2 HBA2 H 0 0 N N N N N N -3.712  14.587 5.013  -6.550 2.880  -0.052 HBA2 LBW 54 
LBW HBA3 HBA3 H 0 0 N N N N N N -3.240  16.138 4.240  -6.163 4.175  1.106  HBA3 LBW 55 
LBW HBB1 HBB1 H 0 0 N N N N N N -8.926  22.073 9.344  3.684  4.182  0.596  HBB1 LBW 56 
LBW HBB2 HBB2 H 0 0 N N N N N N -10.687 21.750 9.490  4.192  2.530  1.020  HBB2 LBW 57 
LBW HBC1 HBC1 H 0 0 N N N N N N -14.476 21.734 10.155 4.255  -3.695 -0.893 HBC1 LBW 58 
LBW HBC2 HBC2 H 0 0 N N N N N N -13.388 21.552 8.737  4.491  -1.936 -1.025 HBC2 LBW 59 
LBW HBD1 HBD1 H 0 0 N N N N N N -18.544 15.060 0.102  -5.664 -0.610 -2.549 HBD1 LBW 60 
LBW HBD2 HBD2 H 0 0 N N N N N N -18.782 16.598 1.140  -7.337 -1.356 -2.170 HBD2 LBW 61 
LBW HHB1 HHB1 H 0 0 N N N N N N -6.118  17.667 7.564  -1.747 3.991  -0.597 HHB1 LBW 62 
LBW HHC1 HHC1 H 0 0 N N N N N N -11.767 19.812 9.389  3.410  0.123  0.169  HHC1 LBW 63 
LBW HHD1 HHD1 H 0 0 N N N N N N -13.416 16.006 5.134  -1.166 -4.459 0.428  HHD1 LBW 64 
LBW HMA1 HMA1 H 0 0 N N N N N N -4.872  14.366 3.731  -5.686 -0.089 1.583  HMA1 LBW 65 
LBW HMA2 HMA2 H 0 0 N N N N N N -6.466  13.924 4.430  -6.359 1.272  0.654  HMA2 LBW 66 
LBW HMA3 HMA3 H 0 0 N N N N N N -6.317  14.254 2.671  -4.979 0.351  0.009  HMA3 LBW 67 
LBW HMB1 HMB1 H 0 0 N N N N N N -6.198  20.259 9.094  1.171  5.338  -0.253 HMB1 LBW 68 
LBW HMB2 HMB2 H 0 0 N N N N N N -6.754  19.457 10.602 1.750  4.810  -1.851 HMB2 LBW 69 
LBW HMB3 HMB3 H 0 0 N N N N N N -5.895  18.506 9.343  0.003  4.945  -1.538 HMB3 LBW 70 
LBW HMC1 HMC1 H 0 0 N N N N N N -16.599 17.652 6.289  1.477  -5.022 1.977  HMC1 LBW 71 
LBW HMC2 HMC2 H 0 0 N N N N N N -16.666 17.848 8.073  0.910  -5.464 0.349  HMC2 LBW 72 
LBW HMC3 HMC3 H 0 0 N N N N N N -16.638 19.296 7.011  2.639  -5.154 0.635  HMC3 LBW 73 
LBW HMD1 HMD1 H 0 0 N N N N N N -15.033 13.867 2.513  -4.243 -4.387 1.147  HMD1 LBW 74 
LBW HMD2 HMD2 H 0 0 N N N N N N -13.550 14.673 3.128  -4.815 -4.870 -0.468 HMD2 LBW 75 
LBW HMD3 HMD3 H 0 0 N N N N N N -14.710 13.926 4.279  -3.161 -5.276 0.049  HMD3 LBW 76 
LBW HAD  HAD  H 0 1 N N N N N N -8.970  17.240 5.071  -1.287 1.074  1.758  HAD  LBW 77 
LBW HAE  HAE  H 0 1 N N N N N N -9.898  17.692 6.733  -0.380 0.580  0.476  HAE  LBW 78 
LBW HAF  HAF  H 0 1 N N N N N N -11.800 17.509 6.308  -0.242 -0.839 -0.248 HAF  LBW 79 
LBW HAG  HAG  H 0 1 N N N N N N -16.084 18.663 4.577  -1.273 -0.989 -1.189 HAG  LBW 80 
# 
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 
LBW C1A C2A  SING N N 1  
LBW C1A N_A  SING N N 2  
LBW C1B C2B  DOUB Y N 3  
LBW C1C C2C  SING N N 4  
LBW C1C CHC  DOUB N Z 5  
LBW O1C CGC  SING N N 6  
LBW C1D CHD  DOUB N Z 7  
LBW C2A C3A  SING N N 8  
LBW C2B C3B  SING Y N 9  
LBW C2B CMB  SING N N 10 
LBW C2C CAC  SING N N 11 
LBW C2D C1D  SING N N 12 
LBW C3A C4A  SING N N 13 
LBW C3A CAA  DOUB N E 14 
LBW C3B CAB  SING N N 15 
LBW C3C C2C  DOUB N N 16 
LBW C3D C2D  DOUB N N 17 
LBW C3D C4D  SING N N 18 
LBW C4A CHB  DOUB N Z 19 
LBW C4B C3B  DOUB Y N 20 
LBW C4B CHC  SING N N 21 
LBW C4C C3C  SING N N 22 
LBW C4C N_C  DOUB N N 23 
LBW C4D N_D  SING N N 24 
LBW CAD C3D  SING N N 25 
LBW CBA CAA  SING N N 26 
LBW CBB CAB  SING N N 27 
LBW CBB CGB  SING N N 28 
LBW CBC CAC  SING N N 29 
LBW CBD CAD  DOUB N N 30 
LBW CGB O1B  DOUB N N 31 
LBW CGB O2B  SING N N 32 
LBW CGC O2C  DOUB N N 33 
LBW CGC CBC  SING N N 34 
LBW CHB C1B  SING N N 35 
LBW CHD C4C  SING N N 36 
LBW CMA C2A  SING N N 37 
LBW CMC C3C  SING N N 38 
LBW CMD C2D  SING N N 39 
LBW N_A C4A  SING N N 40 
LBW O_A C1A  DOUB N N 41 
LBW N_B C1B  SING Y N 42 
LBW N_B C4B  SING Y N 43 
LBW N_C C1C  SING N N 44 
LBW N_D C1D  SING N N 45 
LBW O_D C4D  DOUB N N 46 
LBW O2B HO2B SING N N 47 
LBW C2A H2A  SING N N 48 
LBW O1C HO1C SING N N 49 
LBW CAA HAA1 SING N N 50 
LBW CAB HAB1 SING N N 51 
LBW CAB HAB2 SING N N 52 
LBW CAC HAC1 SING N N 53 
LBW CAC HAC2 SING N N 54 
LBW CAD HAD1 SING N N 55 
LBW CBA HBA1 SING N N 56 
LBW CBA HBA2 SING N N 57 
LBW CBA HBA3 SING N N 58 
LBW CBB HBB1 SING N N 59 
LBW CBB HBB2 SING N N 60 
LBW CBC HBC1 SING N N 61 
LBW CBC HBC2 SING N N 62 
LBW CBD HBD1 SING N N 63 
LBW CBD HBD2 SING N N 64 
LBW CHB HHB1 SING N N 65 
LBW CHC HHC1 SING N N 66 
LBW CHD HHD1 SING N N 67 
LBW CMA HMA1 SING N N 68 
LBW CMA HMA2 SING N N 69 
LBW CMA HMA3 SING N N 70 
LBW CMB HMB1 SING N N 71 
LBW CMB HMB2 SING N N 72 
LBW CMB HMB3 SING N N 73 
LBW CMC HMC1 SING N N 74 
LBW CMC HMC2 SING N N 75 
LBW CMC HMC3 SING N N 76 
LBW CMD HMD1 SING N N 77 
LBW CMD HMD2 SING N N 78 
LBW CMD HMD3 SING N N 79 
LBW N_A HAD  SING N N 80 
LBW N_B HAE  SING N N 81 
LBW N_C HAF  SING N N 82 
LBW N_D HAG  SING N N 83 
# 
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 
LBW InChI            InChI                1.03  "InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-15,19,35H,2,9-12H2,1,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/p+1/b20-7+,26-13-,27-14-,28-15-/t19-/m1/s1" 
LBW InChIKey         InChI                1.03  DKMLMZVDTGOEGU-UAWLBFNISA-O                                                                                                                                                                                                                                                   
LBW SMILES_CANONICAL CACTVS               3.370 "C/C=C/1[C@@H](C)C(=O)NC/1=C/c2[nH]c(/C=C/3[NH+]=C(/C=C/4NC(=O)C(=C/4C)C=C)C(=C/3CCC(O)=O)C)c(CCC(O)=O)c2C"                                                                                                                                                                   
LBW SMILES           CACTVS               3.370 "CC=C1[CH](C)C(=O)NC1=Cc2[nH]c(C=C3[NH+]=C(C=C4NC(=O)C(=C4C)C=C)C(=C3CCC(O)=O)C)c(CCC(O)=O)c2C"                                                                                                                                                                               
LBW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C/C=C/1\[C@H](C(=O)N\C1=C/c2c(c(c([nH]2)/C=C\3/C(=C(C(=[NH+]3)/C=C\4/C(=C(C(=O)N4)C=C)C)C)CCC(=O)O)CCC(=O)O)C)C"                                                                                                                                                             
LBW SMILES           "OpenEye OEToolkits" 1.7.6 "CC=C1C(C(=O)NC1=Cc2c(c(c([nH]2)C=C3C(=C(C(=[NH+]3)C=C4C(=C(C(=O)N4)C=C)C)C)CCC(=O)O)CCC(=O)O)C)C"                                                                                                                                                                            
# 
_pdbx_chem_comp_identifier.comp_id           LBW 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.7.6 
_pdbx_chem_comp_identifier.identifier        "3-[2-[(Z)-[5-[(Z)-(4-ethenyl-3-methyl-5-oxidanylidene-pyrrol-2-ylidene)methyl]-3-(3-hydroxy-3-oxopropyl)-4-methyl-pyrrol-1-ium-2-ylidene]methyl]-5-[(Z)-[(3E,4R)-3-ethylidene-4-methyl-5-oxidanylidene-pyrrolidin-2-ylidene]methyl]-4-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 
LBW "Create component" 2011-12-31 RCSB 
LBW "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            LBW 
_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               CBA 
_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      ? 
# 
