data_DPC
# 
_chem_comp.id                                    DPC 
_chem_comp.name                                  "5-ACETYLAMINO-4-AMINO-6-(PHENETHYL-PROPYL-CARBAMOYL)-5,6-DIHYDRO-4H-PYRAN-2-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H27 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_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                        389.445 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DPC 
_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        1A4Q 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
DPC C1   C1   C 0 1 N N N 29.423 39.972 -31.158 -2.878 -0.635 -3.763 C1   DPC 1  
DPC O1A  O1A  O 0 1 N N N 29.279 40.090 -32.373 -3.074 -0.458 -4.949 O1A  DPC 2  
DPC O1B  O1B  O 0 1 N N N 28.924 40.795 -30.398 -3.896 -1.002 -2.959 O1B  DPC 3  
DPC C2   C2   C 0 1 N N N 30.127 38.776 -30.683 -1.528 -0.447 -3.204 C2   DPC 4  
DPC C3   C3   C 0 1 N N N 30.009 38.338 -29.415 -0.580 -0.088 -4.048 C3   DPC 5  
DPC C4   C4   C 0 1 N N S 30.731 37.128 -28.931 0.840  0.154  -3.607 C4   DPC 6  
DPC C5   C5   C 0 1 N N R 31.773 36.642 -29.922 0.993  -0.372 -2.173 C5   DPC 7  
DPC N5   N5   N 0 1 N N N 32.063 35.222 -29.656 2.191  0.202  -1.556 N5   DPC 8  
DPC C10  C10  C 0 1 N N N 33.274 34.722 -29.440 3.386  -0.400 -1.713 C10  DPC 9  
DPC O10  O10  O 0 1 N N N 34.302 35.390 -29.462 3.481  -1.382 -2.419 O10  DPC 10 
DPC C11  C11  C 0 1 N N N 33.256 33.233 -29.176 4.603  0.144  -1.012 C11  DPC 11 
DPC C6   C6   C 0 1 N N R 31.228 36.810 -31.350 -0.256 0.053  -1.392 C6   DPC 12 
DPC O6   O6   O 0 1 N N N 30.857 38.140 -31.578 -1.384 -0.660 -1.884 O6   DPC 13 
DPC C7   C7   C 0 1 N N N 32.381 36.548 -32.344 -0.065 -0.254 0.070  C7   DPC 14 
DPC O7   O7   O 0 1 N N N 33.338 37.308 -32.422 0.246  -1.373 0.419  O7   DPC 15 
DPC N8   N8   N 0 1 N N N 32.320 35.444 -33.091 -0.240 0.714  0.991  N8   DPC 16 
DPC C81  C81  C 0 1 N N N 33.492 35.204 -33.964 0.130  0.472  2.388  C81  DPC 17 
DPC C82  C82  C 0 1 N N N 34.711 34.672 -33.192 -1.069 -0.106 3.141  C82  DPC 18 
DPC CG   CG   C 0 1 Y N N 35.897 34.564 -34.116 -0.687 -0.354 4.578  CG   DPC 19 
DPC CD1  CD1  C 0 1 Y N N 36.682 35.700 -34.379 -0.867 0.638  5.522  CD1  DPC 20 
DPC CD2  CD2  C 0 1 Y N N 36.199 33.335 -34.742 -0.163 -1.578 4.952  CD2  DPC 21 
DPC CE1  CE1  C 0 1 Y N N 37.748 35.606 -35.282 -0.517 0.410  6.840  CE1  DPC 22 
DPC CE2  CE2  C 0 1 Y N N 37.260 33.246 -35.647 0.190  -1.804 6.269  CE2  DPC 23 
DPC CZ   CZ   C 0 1 Y N N 38.033 34.378 -35.921 0.011  -0.811 7.213  CZ   DPC 24 
DPC C9   C9   C 0 1 N N N 31.171 34.512 -33.116 -0.801 2.008  0.596  C9   DPC 25 
DPC C91  C91  C 0 1 N N N 30.047 35.072 -33.974 0.307  2.889  0.016  C91  DPC 26 
DPC C92  C92  C 0 1 N N N 30.556 35.451 -35.380 -0.238 4.295  -0.238 C92  DPC 27 
DPC NE   NE   N 0 1 N N N 31.355 37.376 -27.639 1.765  -0.557 -4.500 NE   DPC 28 
DPC HO1  HO1  H 0 1 N N N 29.035 40.703 -29.459 -4.782 -1.125 -3.326 HO1  DPC 29 
DPC H3   H3   H 0 1 N N N 29.339 38.953 -28.790 -0.830 0.035  -5.091 H3   DPC 30 
DPC H4   H4   H 0 1 N N N 29.966 36.324 -28.821 1.055  1.222  -3.630 H4   DPC 31 
DPC H5   H5   H 0 1 N N N 32.710 37.235 -29.816 1.068  -1.460 -2.184 H5   DPC 32 
DPC HN5  HN5  H 0 1 N N N 31.341 34.501 -29.616 2.124  1.017  -1.034 HN5  DPC 33 
DPC H111 1H11 H 0 0 N N N 34.272 32.813 -28.994 5.484  -0.414 -1.326 H111 DPC 34 
DPC H112 2H11 H 0 0 N N N 32.566 32.985 -28.335 4.729  1.196  -1.268 H112 DPC 35 
DPC H113 3H11 H 0 0 N N N 32.740 32.687 -30.000 4.476  0.046  0.065  H113 DPC 36 
DPC H6   H6   H 0 1 N N N 30.364 36.116 -31.476 -0.418 1.124  -1.520 H6   DPC 37 
DPC H811 1H81 H 0 0 N N N 33.228 34.526 -34.809 0.959  -0.234 2.426  H811 DPC 38 
DPC H812 2H81 H 0 0 N N N 33.754 36.121 -34.541 0.432  1.411  2.851  H812 DPC 39 
DPC H821 1H82 H 0 0 N N N 34.937 35.288 -32.291 -1.897 0.601  3.102  H821 DPC 40 
DPC H822 2H82 H 0 0 N N N 34.492 33.707 -32.677 -1.370 -1.045 2.677  H822 DPC 41 
DPC HD1  HD1  H 0 1 N N N 36.462 36.659 -33.880 -1.280 1.592  5.231  HD1  DPC 42 
DPC HD2  HD2  H 0 1 N N N 35.600 32.435 -34.521 -0.024 -2.354 4.214  HD2  DPC 43 
DPC HE1  HE1  H 0 1 N N N 38.362 36.498 -35.489 -0.656 1.186  7.578  HE1  DPC 44 
DPC HE2  HE2  H 0 1 N N N 37.486 32.286 -36.142 0.603  -2.758 6.560  HE2  DPC 45 
DPC HZ   HZ   H 0 1 N N N 38.866 34.302 -36.639 0.285  -0.989 8.243  HZ   DPC 46 
DPC H91  1H9  H 0 1 N N N 31.473 33.490 -33.445 -1.235 2.497  1.468  H91  DPC 47 
DPC H92  2H9  H 0 1 N N N 30.820 34.259 -32.088 -1.573 1.854  -0.156 H92  DPC 48 
DPC H911 1H91 H 0 0 N N N 29.182 34.370 -34.026 0.659  2.460  -0.921 H911 DPC 49 
DPC H912 2H91 H 0 0 N N N 29.539 35.931 -33.476 1.135  2.944  0.724  H912 DPC 50 
DPC H921 1H92 H 0 0 N N N 29.732 35.861 -36.009 0.571  4.945  -0.568 H921 DPC 51 
DPC H922 2H92 H 0 0 N N N 31.420 36.152 -35.327 -1.006 4.251  -1.011 H922 DPC 52 
DPC H923 3H92 H 0 0 N N N 31.063 34.592 -35.878 -0.670 4.689  0.680  H923 DPC 53 
DPC HNE1 1HNE H 0 0 N N N 31.849 36.547 -27.307 1.612  -0.191 -5.427 HNE1 DPC 54 
DPC HNE2 2HNE H 0 0 N N N 30.679 37.710 -26.952 2.698  -0.282 -4.230 HNE2 DPC 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 
DPC C1  O1A  DOUB N N 1  
DPC C1  O1B  SING N N 2  
DPC C1  C2   SING N N 3  
DPC O1B HO1  SING N N 4  
DPC C2  C3   DOUB N N 5  
DPC C2  O6   SING N N 6  
DPC C3  C4   SING N N 7  
DPC C3  H3   SING N N 8  
DPC C4  C5   SING N N 9  
DPC C4  NE   SING N N 10 
DPC C4  H4   SING N N 11 
DPC C5  N5   SING N N 12 
DPC C5  C6   SING N N 13 
DPC C5  H5   SING N N 14 
DPC N5  C10  SING N N 15 
DPC N5  HN5  SING N N 16 
DPC C10 O10  DOUB N N 17 
DPC C10 C11  SING N N 18 
DPC C11 H111 SING N N 19 
DPC C11 H112 SING N N 20 
DPC C11 H113 SING N N 21 
DPC C6  O6   SING N N 22 
DPC C6  C7   SING N N 23 
DPC C6  H6   SING N N 24 
DPC C7  O7   DOUB N N 25 
DPC C7  N8   SING N N 26 
DPC N8  C81  SING N N 27 
DPC N8  C9   SING N N 28 
DPC C81 C82  SING N N 29 
DPC C81 H811 SING N N 30 
DPC C81 H812 SING N N 31 
DPC C82 CG   SING N N 32 
DPC C82 H821 SING N N 33 
DPC C82 H822 SING N N 34 
DPC CG  CD1  DOUB Y N 35 
DPC CG  CD2  SING Y N 36 
DPC CD1 CE1  SING Y N 37 
DPC CD1 HD1  SING N N 38 
DPC CD2 CE2  DOUB Y N 39 
DPC CD2 HD2  SING N N 40 
DPC CE1 CZ   DOUB Y N 41 
DPC CE1 HE1  SING N N 42 
DPC CE2 CZ   SING Y N 43 
DPC CE2 HE2  SING N N 44 
DPC CZ  HZ   SING N N 45 
DPC C9  C91  SING N N 46 
DPC C9  H91  SING N N 47 
DPC C9  H92  SING N N 48 
DPC C91 C92  SING N N 49 
DPC C91 H911 SING N N 50 
DPC C91 H912 SING N N 51 
DPC C92 H921 SING N N 52 
DPC C92 H922 SING N N 53 
DPC C92 H923 SING N N 54 
DPC NE  HNE1 SING N N 55 
DPC NE  HNE2 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 
DPC SMILES           ACDLabs              10.04 O=C(O)C=2OC(C(=O)N(CCc1ccccc1)CCC)C(NC(=O)C)C(N)C=2                                                                                                                                      
DPC InChI            InChI                1.02b InChI=1/C20H27N3O5/c1-3-10-23(11-9-14-7-5-4-6-8-14)19(25)18-17(22-13(2)24)15(21)12-16(28-18)20(26)27/h4-8,12,15,17-18H,3,9-11,21H2,1-2H3,(H,22,24)(H,26,27)/t15-,17+,18+/m0/s1/f/h22,26H 
DPC InChIKey         InChI                1.02b ZNRGSYNQOLEMKF-JGMOEORSDW                                                                                                                                                                
DPC SMILES_CANONICAL CACTVS               3.341 CCCN(CCc1ccccc1)C(=O)[C@@H]2OC(=C[C@H](N)[C@H]2NC(C)=O)C(O)=O                                                                                                                            
DPC SMILES           CACTVS               3.341 CCCN(CCc1ccccc1)C(=O)[CH]2OC(=C[CH](N)[CH]2NC(C)=O)C(O)=O                                                                                                                                
DPC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCN(CCc1ccccc1)C(=O)[C@H]2[C@@H]([C@H](C=C(O2)C(=O)O)N)NC(=O)C                                                                                                                          
DPC SMILES           "OpenEye OEToolkits" 1.5.0 CCCN(CCc1ccccc1)C(=O)C2C(C(C=C(O2)C(=O)O)N)NC(=O)C                                                                                                                                       
# 
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 
DPC "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,3R,4S)-3-(acetylamino)-4-amino-2-[(2-phenylethyl)(propyl)carbamoyl]-3,4-dihydro-2H-pyran-6-carboxylic acid (non-preferred name)" 
DPC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4S,5R,6R)-5-acetamido-4-amino-6-(phenethyl-propyl-carbamoyl)-5,6-dihydro-4H-pyran-2-carboxylic acid"                                
# 
