data_DGV
# 
_chem_comp.id                                    DGV 
_chem_comp.name                                  "1-benzyl-N-{3-[4-(2,6-dichlorophenyl)piperidin-1-yl]propyl}-D-prolinamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H33 Cl2 N3 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-09-11 
_chem_comp.pdbx_modified_date                    2015-10-16 
_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                        474.466 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DGV 
_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        5DHG 
_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 
DGV CLAY CL1 CL 0 0 N N N -12.019 32.728 3.302   4.659   2.177  -1.217 CLAY DGV 1  
DGV CBA  C1  C  0 1 Y N N -10.343 33.307 3.411   6.171   1.378  -0.919 CBA  DGV 2  
DGV CBB  C2  C  0 1 Y N N -9.886  33.850 4.602   7.336   1.868  -1.482 CBB  DGV 3  
DGV CBF  C3  C  0 1 Y N N -8.620  34.302 4.700   8.540   1.232  -1.244 CBF  DGV 4  
DGV CBE  C4  C  0 1 Y N N -7.763  34.225 3.649   8.581   0.106  -0.444 CBE  DGV 5  
DGV CBD  C5  C  0 1 Y N N -8.184  33.684 2.434   7.417   -0.386 0.120  CBD  DGV 6  
DGV CLBC CL2 CL 0 0 N N N -7.005  33.627 1.097   7.469   -1.800 1.125  CLBC DGV 7  
DGV CAZ  C6  C  0 1 Y N N -9.490  33.203 2.288   6.213   0.254  -0.113 CAZ  DGV 8  
DGV CAX  C7  C  0 1 N N N -10.114 32.564 0.970   4.944   -0.281 0.500  CAX  DGV 9  
DGV CAU  C8  C  0 1 N N N -9.282  31.573 0.253   3.952   -0.642 -0.609 CAU  DGV 10 
DGV CAT  C9  C  0 1 N N N -9.979  31.099 -0.985  2.645   -1.127 0.021  CAT  DGV 11 
DGV CAW  C10 C  0 1 N N N -10.516 33.663 -0.003  4.323   0.788  1.404  CAW  DGV 12 
DGV CAV  C11 C  0 1 N N N -11.126 32.960 -1.276  3.004   0.261  1.975  CAV  DGV 13 
DGV NAS  N1  N  0 1 N N N -10.289 32.046 -1.824  2.089   -0.069 0.874  NAS  DGV 14 
DGV CAR  C12 C  0 1 N N N -11.021 31.492 -2.737  0.764   -0.446 1.385  CAR  DGV 15 
DGV CAQ  C13 C  0 1 N N N -10.116 31.124 -3.934  -0.224  -0.539 0.221  CAQ  DGV 16 
DGV CAP  C14 C  0 1 N N N -10.986 30.343 -4.956  -1.604  -0.933 0.754  CAP  DGV 17 
DGV NAO  N2  N  0 1 N N N -10.068 29.788 -6.010  -2.550  -1.022 -0.361 NAO  DGV 18 
DGV C    C15 C  0 1 N N N -10.146 28.337 -6.426  -3.835  -1.356 -0.128 C    DGV 19 
DGV O    O1  O  0 1 N N N -10.959 27.736 -5.845  -4.208  -1.582 1.003  O    DGV 20 
DGV CD   C16 C  0 1 N N N -7.212  27.126 -8.414  -7.178  -1.610 -0.944 CD   DGV 21 
DGV CG   C17 C  0 1 N N N -8.119  27.723 -9.554  -6.740  -2.796 -1.839 CG   DGV 22 
DGV CB   C18 C  0 1 N N N -9.487  27.987 -8.862  -5.234  -2.916 -1.486 CB   DGV 23 
DGV CA   C19 C  0 1 N N R -9.337  27.425 -7.465  -4.809  -1.448 -1.275 CA   DGV 24 
DGV N    N3  N  0 1 N N N -7.926  27.422 -7.197  -6.028  -0.680 -0.960 N    DGV 25 
DGV CAG  C20 C  0 1 N N N -7.477  28.648 -6.602  -5.895  0.015  0.327  CAG  DGV 26 
DGV CAF  C21 C  0 1 Y N N -7.240  28.719 -5.081  -6.951  1.085  0.432  CAF  DGV 27 
DGV CAE  C22 C  0 1 Y N N -7.298  27.662 -4.338  -6.689  2.362  -0.028 CAE  DGV 28 
DGV CAD  C23 C  0 1 Y N N -7.040  27.789 -2.817  -7.658  3.343  0.068  CAD  DGV 29 
DGV CAA  C24 C  0 1 Y N N -6.769  28.944 -2.299  -8.889  3.047  0.623  CAA  DGV 30 
DGV CAB  C25 C  0 1 Y N N -6.700  30.195 -3.187  -9.151  1.770  1.083  CAB  DGV 31 
DGV CAC  C26 C  0 1 Y N N -6.917  30.092 -4.477  -8.184  0.788  0.983  CAC  DGV 32 
DGV H1   H1  H  0 1 N N N -10.547 33.911 5.454   7.305   2.748  -2.108 H1   DGV 33 
DGV H2   H2  H  0 1 N N N -8.281  34.733 5.630   9.449   1.615  -1.684 H2   DGV 34 
DGV H3   H3  H  0 1 N N N -6.750  34.585 3.755   9.522   -0.391 -0.259 H3   DGV 35 
DGV H4   H4  H  0 1 N N N -11.039 32.056 1.282   5.171   -1.169 1.090  H4   DGV 36 
DGV H5   H5  H  0 1 N N N -9.093  30.714 0.913   3.757   0.237  -1.222 H5   DGV 37 
DGV H6   H6  H  0 1 N N N -8.325  32.038 -0.026  4.373   -1.433 -1.230 H6   DGV 38 
DGV H7   H7  H  0 1 N N N -10.906 30.589 -0.684  1.931   -1.372 -0.766 H7   DGV 39 
DGV H8   H8  H  0 1 N N N -9.319  30.386 -1.500  2.839   -2.014 0.624  H8   DGV 40 
DGV H9   H9  H  0 1 N N N -9.634  34.256 -0.287  5.008   1.017  2.220  H9   DGV 41 
DGV H10  H10 H  0 1 N N N -11.267 34.320 0.460   4.134   1.690  0.823  H10  DGV 42 
DGV H11  H11 H  0 1 N N N -11.348 33.730 -2.030  3.197   -0.633 2.568  H11  DGV 43 
DGV H12  H12 H  0 1 N N N -12.058 32.453 -0.985  2.552   1.025  2.608  H12  DGV 44 
DGV H14  H14 H  0 1 N N N -11.801 32.195 -3.064  0.830   -1.413 1.885  H14  DGV 45 
DGV H15  H15 H  0 1 N N N -11.492 30.583 -2.334  0.421   0.307  2.095  H15  DGV 46 
DGV H16  H16 H  0 1 N N N -9.281  30.494 -3.593  -0.290  0.427  -0.278 H16  DGV 47 
DGV H17  H17 H  0 1 N N N -9.720  32.038 -4.400  0.119   -1.292 -0.488 H17  DGV 48 
DGV H18  H18 H  0 1 N N N -11.720 31.020 -5.418  -1.538  -1.899 1.253  H18  DGV 49 
DGV H19  H19 H  0 1 N N N -11.513 29.522 -4.448  -1.947  -0.180 1.463  H19  DGV 50 
DGV H20  H20 H  0 1 N N N -9.395  30.388 -6.442  -2.252  -0.840 -1.266 H20  DGV 51 
DGV H21  H21 H  0 1 N N N -7.092  26.040 -8.541  -8.062  -1.127 -1.360 H21  DGV 52 
DGV H22  H22 H  0 1 N N N -6.223  27.607 -8.412  -7.376  -1.951 0.072  H22  DGV 53 
DGV H23  H23 H  0 1 N N N -8.232  27.003 -10.378 -7.278  -3.706 -1.571 H23  DGV 54 
DGV H24  H24 H  0 1 N N N -7.691  28.660 -9.941  -6.877  -2.560 -2.894 H24  DGV 55 
DGV H25  H25 H  0 1 N N N -9.699  29.066 -8.824  -5.097  -3.492 -0.571 H25  DGV 56 
DGV H26  H26 H  0 1 N N N -10.297 27.473 -9.400  -4.680  -3.363 -2.311 H26  DGV 57 
DGV H27  H27 H  0 1 N N N -9.745  26.404 -7.429  -4.351  -1.060 -2.185 H27  DGV 58 
DGV H29  H29 H  0 1 N N N -6.523  28.906 -7.085  -6.020  -0.700 1.141  H29  DGV 59 
DGV H30  H30 H  0 1 N N N -8.229  29.413 -6.843  -4.907  0.471  0.393  H30  DGV 60 
DGV H31  H31 H  0 1 N N N -7.524  26.700 -4.774  -5.728  2.593  -0.462 H31  DGV 61 
DGV H32  H32 H  0 1 N N N -7.086  26.913 -2.187  -7.453  4.341  -0.291 H32  DGV 62 
DGV H33  H33 H  0 1 N N N -6.591  29.028 -1.237  -9.646  3.814  0.699  H33  DGV 63 
DGV H34  H34 H  0 1 N N N -6.474  31.157 -2.751  -10.112 1.539  1.517  H34  DGV 64 
DGV H35  H35 H  0 1 N N N -6.869  30.967 -5.109  -8.390  -0.211 1.338  H35  DGV 65 
# 
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 
DGV CG   CB  SING N N 1  
DGV CG   CD  SING N N 2  
DGV CB   CA  SING N N 3  
DGV CD   N   SING N N 4  
DGV CA   N   SING N N 5  
DGV CA   C   SING N N 6  
DGV N    CAG SING N N 7  
DGV CAG  CAF SING N N 8  
DGV C    NAO SING N N 9  
DGV C    O   DOUB N N 10 
DGV NAO  CAP SING N N 11 
DGV CAF  CAC DOUB Y N 12 
DGV CAF  CAE SING Y N 13 
DGV CAP  CAQ SING N N 14 
DGV CAC  CAB SING Y N 15 
DGV CAE  CAD DOUB Y N 16 
DGV CAQ  CAR SING N N 17 
DGV CAB  CAA DOUB Y N 18 
DGV CAD  CAA SING Y N 19 
DGV CAR  NAS SING N N 20 
DGV NAS  CAV SING N N 21 
DGV NAS  CAT SING N N 22 
DGV CAV  CAW SING N N 23 
DGV CAT  CAU SING N N 24 
DGV CAW  CAX SING N N 25 
DGV CAU  CAX SING N N 26 
DGV CAX  CAZ SING N N 27 
DGV CLBC CBD SING N N 28 
DGV CAZ  CBD DOUB Y N 29 
DGV CAZ  CBA SING Y N 30 
DGV CBD  CBE SING Y N 31 
DGV CLAY CBA SING N N 32 
DGV CBA  CBB DOUB Y N 33 
DGV CBE  CBF DOUB Y N 34 
DGV CBB  CBF SING Y N 35 
DGV CBB  H1  SING N N 36 
DGV CBF  H2  SING N N 37 
DGV CBE  H3  SING N N 38 
DGV CAX  H4  SING N N 39 
DGV CAU  H5  SING N N 40 
DGV CAU  H6  SING N N 41 
DGV CAT  H7  SING N N 42 
DGV CAT  H8  SING N N 43 
DGV CAW  H9  SING N N 44 
DGV CAW  H10 SING N N 45 
DGV CAV  H11 SING N N 46 
DGV CAV  H12 SING N N 47 
DGV CAR  H14 SING N N 48 
DGV CAR  H15 SING N N 49 
DGV CAQ  H16 SING N N 50 
DGV CAQ  H17 SING N N 51 
DGV CAP  H18 SING N N 52 
DGV CAP  H19 SING N N 53 
DGV NAO  H20 SING N N 54 
DGV CD   H21 SING N N 55 
DGV CD   H22 SING N N 56 
DGV CG   H23 SING N N 57 
DGV CG   H24 SING N N 58 
DGV CB   H25 SING N N 59 
DGV CB   H26 SING N N 60 
DGV CA   H27 SING N N 61 
DGV CAG  H29 SING N N 62 
DGV CAG  H30 SING N N 63 
DGV CAE  H31 SING N N 64 
DGV CAD  H32 SING N N 65 
DGV CAA  H33 SING N N 66 
DGV CAB  H34 SING N N 67 
DGV CAC  H35 SING N N 68 
# 
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 
DGV SMILES           ACDLabs              12.01 "Clc1cccc(Cl)c1C2CCN(CC2)CCCNC(=O)C3CCCN3Cc4ccccc4"                                                                                                                           
DGV InChI            InChI                1.03  "InChI=1S/C26H33Cl2N3O/c27-22-9-4-10-23(28)25(22)21-12-17-30(18-13-21)15-6-14-29-26(32)24-11-5-16-31(24)19-20-7-2-1-3-8-20/h1-4,7-10,21,24H,5-6,11-19H2,(H,29,32)/t24-/m1/s1" 
DGV InChIKey         InChI                1.03  UWHDLFOAIARROU-XMMPIXPASA-N                                                                                                                                                   
DGV SMILES_CANONICAL CACTVS               3.385 "Clc1cccc(Cl)c1[C@@H]2CCN(CCCNC(=O)[C@H]3CCCN3Cc4ccccc4)CC2"                                                                                                                  
DGV SMILES           CACTVS               3.385 "Clc1cccc(Cl)c1[CH]2CCN(CCCNC(=O)[CH]3CCCN3Cc4ccccc4)CC2"                                                                                                                     
DGV SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CN2CCC[C@@H]2C(=O)NCCCN3CCC(CC3)c4c(cccc4Cl)Cl"                                                                                                                    
DGV SMILES           "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CN2CCCC2C(=O)NCCCN3CCC(CC3)c4c(cccc4Cl)Cl"                                                                                                                         
# 
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 
DGV "SYSTEMATIC NAME" ACDLabs              12.01 "1-benzyl-N-{3-[4-(2,6-dichlorophenyl)piperidin-1-yl]propyl}-D-prolinamide"                               
DGV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R)-N-[3-[4-[2,6-bis(chloranyl)phenyl]piperidin-1-yl]propyl]-1-(phenylmethyl)pyrrolidine-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
DGV "Create component"   2015-09-11 RCSB 
DGV "Other modification" 2015-09-15 RCSB 
DGV "Initial release"    2015-10-21 RCSB 
# 
