data_DPM
# 
_chem_comp.id                                    DPM 
_chem_comp.name                                  "3-{2-[4-(2-CARBOXY-ETHYL)-3-CARBOXYMETHYL-5H-PYRROL-2-YLMETHYL]-4-CARBOXYMETHYL-5-METHYL-2H-PYRROL-3-YL}-PROPIONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H24 N2 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "DIPYRROMETHANE COFACTOR" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        420.413 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DPM 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1PDA 
_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 
DPM C1A  C1A  C 0 1 N N N 15.792 0.736  27.331 1.579  -1.795 -2.434 C1A  DPM 1  
DPM C2A  C2A  C 0 1 N N N 16.421 0.239  28.504 0.815  -0.904 -3.309 C2A  DPM 2  
DPM C3A  C3A  C 0 1 N N N 17.111 1.296  29.086 -0.270 -0.477 -2.668 C3A  DPM 3  
DPM C4A  C4A  C 0 1 N N S 16.943 2.443  28.270 -0.218 -1.110 -1.294 C4A  DPM 4  
DPM C5A  C5A  C 0 1 N N N 16.368 -1.176 29.040 1.194  -0.535 -4.720 C5A  DPM 5  
DPM C6A  C6A  C 0 1 N N N 17.493 -2.086 28.490 2.048  0.705  -4.702 C6A  DPM 6  
DPM C7A  C7A  C 0 1 N N N 17.808 1.354  30.454 -1.331 0.451  -3.199 C7A  DPM 7  
DPM C8A  C8A  C 0 1 N N N 19.263 1.110  30.370 -2.435 -0.366 -3.873 C8A  DPM 8  
DPM C9A  C9A  C 0 1 N N N 19.768 1.034  31.862 -3.496 0.562  -4.404 C9A  DPM 9  
DPM CHA  CHA  C 0 1 N N N 14.851 0.062  26.378 2.868  -2.473 -2.823 CHA  DPM 10 
DPM NA   NA   N 0 1 N N N 16.097 2.128  27.198 1.006  -1.920 -1.284 NA   DPM 11 
DPM O1A  O1A  O 0 1 N N N 18.420 -1.704 27.801 2.322  1.236  -3.652 O1A  DPM 12 
DPM O2A  O2A  O 0 1 N N N 17.442 -3.320 28.800 2.506  1.221  -5.854 O2A  DPM 13 
DPM O3A  O3A  O 0 1 N N N 20.775 0.293  32.051 -3.381 1.756  -4.259 O3A  DPM 14 
DPM O4A  O4A  O 0 1 N N N 19.403 1.733  32.855 -4.568 0.062  -5.039 O4A  DPM 15 
DPM C1B  C1B  C 0 1 N N N 17.394 4.882  27.828 -0.035 -0.680 1.140  C1B  DPM 16 
DPM C2B  C2B  C 0 1 N N N 17.994 6.154  28.228 0.058  0.049  2.405  C2B  DPM 17 
DPM C3B  C3B  C 0 1 N N N 17.861 7.031  27.137 0.142  -0.817 3.413  C3B  DPM 18 
DPM C4B  C4B  C 0 1 N N N 17.165 6.391  26.066 0.110  -2.192 2.782  C4B  DPM 19 
DPM C5B  C5B  C 0 1 N N N 18.627 6.407  29.585 0.052  1.549  2.546  C5B  DPM 20 
DPM C6B  C6B  C 0 1 N N N 17.646 7.023  30.642 1.467  2.065  2.489  C6B  DPM 21 
DPM C7B  C7B  C 0 1 N N N 18.504 8.432  27.100 0.251  -0.494 4.881  C7B  DPM 22 
DPM C8B  C8B  C 0 1 N N N 19.901 8.193  26.498 -1.149 -0.403 5.489  C8B  DPM 23 
DPM C9B  C9B  C 0 1 N N N 20.599 9.530  26.032 -1.040 -0.080 6.957  C9B  DPM 24 
DPM CHB  CHB  C 0 1 N N N 17.382 3.753  28.664 -0.148 -0.029 -0.213 CHB  DPM 25 
DPM NB   NB   N 0 1 N N N 16.896 5.048  26.511 -0.004 -1.956 1.337  NB   DPM 26 
DPM O1B  O1B  O 0 1 N N N 17.637 6.711  31.856 2.386  1.293  2.348  O1B  DPM 27 
DPM O2B  O2B  O 0 1 N N N 16.841 7.959  30.344 1.707  3.382  2.594  O2B  DPM 28 
DPM O3B  O3B  O 0 1 N N N 19.967 10.172 25.198 0.046  0.062  7.464  O3B  DPM 29 
DPM O4B  O4B  O 0 1 N N N 21.751 9.845  26.347 -2.150 0.048  7.700  O4B  DPM 30 
DPM H4A  H4A  H 0 1 N N N 17.801 3.026  27.863 -1.091 -1.743 -1.138 H4A  DPM 31 
DPM H5A1 1H5A H 0 0 N N N 16.369 -1.176 30.155 1.753  -1.355 -5.172 H5A1 DPM 32 
DPM H5A2 2H5A H 0 0 N N N 15.366 -1.630 28.856 0.291  -0.347 -5.301 H5A2 DPM 33 
DPM H7A1 1H7A H 0 0 N N N 17.595 2.319  30.969 -1.756 1.026  -2.376 H7A1 DPM 34 
DPM H7A2 2H7A H 0 0 N N N 17.327 0.653  31.175 -0.888 1.131  -3.926 H7A2 DPM 35 
DPM H8A1 1H8A H 0 0 N N N 19.532 0.215  29.760 -2.010 -0.941 -4.696 H8A1 DPM 36 
DPM H8A2 2H8A H 0 0 N N N 19.807 1.860  29.751 -2.878 -1.046 -3.146 H8A2 DPM 37 
DPM HCA1 1HCA H 0 0 N N N 14.357 0.452  25.457 3.228  -3.074 -1.988 HCA1 DPM 38 
DPM HCA2 2HCA H 0 0 N N N 15.383 -0.861 26.050 2.694  -3.116 -3.686 HCA2 DPM 39 
DPM HCA3 3HCA H 0 0 N N N 14.017 -0.316 27.014 3.613  -1.718 -3.076 HCA3 DPM 40 
DPM HOA2 2HOA H 0 0 N N N 18.132 -3.878 28.462 3.054  2.018  -5.843 HOA2 DPM 41 
DPM HOA4 4HOA H 0 0 N N N 19.707 1.687  33.753 -5.249 0.659  -5.380 HOA4 DPM 42 
DPM H4B1 1H4B H 0 0 N N N 16.252 6.941  25.737 -0.751 -2.753 3.143  H4B1 DPM 43 
DPM H4B2 2H4B H 0 0 N N N 17.708 6.436  25.093 1.032  -2.730 3.005  H4B2 DPM 44 
DPM H5B1 1H5B H 0 0 N N N 19.092 5.473  29.980 -0.526 1.988  1.733  H5B1 DPM 45 
DPM H5B2 2H5B H 0 0 N N N 19.537 7.041  29.479 -0.395 1.823  3.501  H5B2 DPM 46 
DPM H7B1 1H7B H 0 0 N N N 17.899 9.197  26.560 0.815  -1.278 5.384  H7B1 DPM 47 
DPM H7B2 2H7B H 0 0 N N N 18.514 8.955  28.084 0.764  0.459  5.006  H7B2 DPM 48 
DPM H8B1 1H8B H 0 0 N N N 20.550 7.628  27.206 -1.714 0.381  4.985  H8B1 DPM 49 
DPM H8B2 2H8B H 0 0 N N N 19.856 7.453  25.665 -1.662 -1.357 5.364  H8B2 DPM 50 
DPM HCB1 1HCB H 0 0 N N N 16.794 4.030  29.570 0.722  0.601  -0.387 HCB1 DPM 51 
DPM HCB2 2HCB H 0 0 N N N 18.416 3.638  29.064 -1.051 0.579  -0.250 HCB2 DPM 52 
DPM HOB2 2HOB H 0 0 N N N 16.246 8.332  30.984 2.615  3.712  2.557  HOB2 DPM 53 
DPM HOB4 4HOB H 0 0 N N N 22.171 10.649 26.066 -2.080 0.255  8.642  HOB4 DPM 54 
# 
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 
DPM C1A C2A  SING N N 1  
DPM C1A CHA  SING N N 2  
DPM C1A NA   DOUB N N 3  
DPM C2A C3A  DOUB N N 4  
DPM C2A C5A  SING N N 5  
DPM C3A C4A  SING N N 6  
DPM C3A C7A  SING N N 7  
DPM C4A NA   SING N N 8  
DPM C4A CHB  SING N N 9  
DPM C4A H4A  SING N N 10 
DPM C5A C6A  SING N N 11 
DPM C5A H5A1 SING N N 12 
DPM C5A H5A2 SING N N 13 
DPM C6A O1A  DOUB N N 14 
DPM C6A O2A  SING N N 15 
DPM C7A C8A  SING N N 16 
DPM C7A H7A1 SING N N 17 
DPM C7A H7A2 SING N N 18 
DPM C8A C9A  SING N N 19 
DPM C8A H8A1 SING N N 20 
DPM C8A H8A2 SING N N 21 
DPM C9A O3A  DOUB N N 22 
DPM C9A O4A  SING N N 23 
DPM CHA HCA1 SING N N 24 
DPM CHA HCA2 SING N N 25 
DPM CHA HCA3 SING N N 26 
DPM O2A HOA2 SING N N 27 
DPM O4A HOA4 SING N N 28 
DPM C1B C2B  SING N N 29 
DPM C1B CHB  SING N N 30 
DPM C1B NB   DOUB N N 31 
DPM C2B C3B  DOUB N N 32 
DPM C2B C5B  SING N N 33 
DPM C3B C4B  SING N N 34 
DPM C3B C7B  SING N N 35 
DPM C4B NB   SING N N 36 
DPM C4B H4B1 SING N N 37 
DPM C4B H4B2 SING N N 38 
DPM C5B C6B  SING N N 39 
DPM C5B H5B1 SING N N 40 
DPM C5B H5B2 SING N N 41 
DPM C6B O1B  DOUB N N 42 
DPM C6B O2B  SING N N 43 
DPM C7B C8B  SING N N 44 
DPM C7B H7B1 SING N N 45 
DPM C7B H7B2 SING N N 46 
DPM C8B C9B  SING N N 47 
DPM C8B H8B1 SING N N 48 
DPM C8B H8B2 SING N N 49 
DPM C9B O3B  DOUB N N 50 
DPM C9B O4B  SING N N 51 
DPM CHB HCB1 SING N N 52 
DPM CHB HCB2 SING N N 53 
DPM O2B HOB2 SING N N 54 
DPM O4B HOB4 SING N N 55 
# 
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 
DPM SMILES           ACDLabs              10.04 O=C(O)CC1=C(C(N=C1C)CC2=NCC(=C2CC(=O)O)CCC(=O)O)CCC(=O)O                                                                                                                                  
DPM InChI            InChI                1.02b InChI=1/C20H24N2O8/c1-10-13(6-19(27)28)12(3-5-18(25)26)16(22-10)8-15-14(7-20(29)30)11(9-21-15)2-4-17(23)24/h16H,2-9H2,1H3,(H,23,24)(H,25,26)(H,27,28)(H,29,30)/t16-/m0/s1/f/h23,25,27,29H 
DPM InChIKey         InChI                1.02b PIVMSLFNTMAVDI-WHJDMCADDE                                                                                                                                                                 
DPM SMILES_CANONICAL CACTVS               3.341 CC1=N[C@@H](CC2=NCC(=C2CC(O)=O)CCC(O)=O)C(=C1CC(O)=O)CCC(O)=O                                                                                                                             
DPM SMILES           CACTVS               3.341 CC1=N[CH](CC2=NCC(=C2CC(O)=O)CCC(O)=O)C(=C1CC(O)=O)CCC(O)=O                                                                                                                               
DPM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1=NC(C(=C1CC(=O)O)CCC(=O)O)CC2=NCC(=C2CC(=O)O)CCC(=O)O                                                                                                                                  
DPM SMILES           "OpenEye OEToolkits" 1.5.0 CC1=NC(C(=C1CC(=O)O)CCC(=O)O)CC2=NCC(=C2CC(=O)O)CCC(=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 
DPM "SYSTEMATIC NAME" ACDLabs              10.04 "3-[5-{[(2S)-3-(2-carboxyethyl)-4-(carboxymethyl)-5-methyl-2H-pyrrol-2-yl]methyl}-4-(carboxymethyl)-2H-pyrrol-3-yl]propanoic acid" 
DPM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[2-[[4-(2-carboxyethyl)-3-(carboxymethyl)-5H-pyrrol-2-yl]methyl]-4-(carboxymethyl)-5-methyl-2H-pyrrol-3-yl]propanoic acid"      
# 
