data_DCH
# 
_chem_comp.id                                    DCH 
_chem_comp.name                                  "3-(7-DIAMINOMETHYL-NAPHTHALEN-2-YL)-PROPIONIC ACID ETHYL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H31 N3 O3" 
_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                        433.543 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DCH 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1UVU 
_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 
DCH CZ   CZ   C 0 1 N N N -40.513 -31.794 40.699 0.231  6.848  3.997  CZ   DCH 1  
DCH NZ1  NZ1  N 0 1 N N N -41.466 -30.913 40.453 -0.359 5.925  3.051  NZ1  DCH 2  
DCH NZ2  NZ2  N 0 1 N N N -40.645 -33.104 40.716 0.466  8.135  3.379  NZ2  DCH 3  
DCH C11  C11  C 0 1 Y N N -39.195 -31.115 40.950 1.466  6.299  4.629  C11  DCH 4  
DCH C12  C12  C 0 1 Y N N -38.337 -31.620 41.903 2.580  6.005  3.843  C12  DCH 5  
DCH C13  C13  C 0 1 Y N N -37.125 -30.965 42.109 3.750  5.489  4.424  C13  DCH 6  
DCH C14  C14  C 0 1 Y N N -36.289 -31.502 43.077 4.882  5.187  3.648  C14  DCH 7  
DCH C15  C15  C 0 1 Y N N -35.050 -30.921 43.351 6.036  4.675  4.241  C15  DCH 8  
DCH C16  C16  C 0 1 Y N N -34.668 -29.742 42.654 6.075  4.458  5.616  C16  DCH 9  
DCH C17  C17  C 0 1 Y N N -35.510 -29.172 41.678 4.961  4.752  6.402  C17  DCH 10 
DCH C18  C18  C 0 1 Y N N -36.745 -29.783 41.398 3.791  5.268  5.821  C18  DCH 11 
DCH C19  C19  C 0 1 Y N N -37.596 -29.259 40.437 2.659  5.570  6.597  C19  DCH 12 
DCH C1A  C1A  C 0 1 Y N N -38.812 -29.943 40.220 1.505  6.082  6.003  C1A  DCH 13 
DCH CA1  CA1  C 0 1 N N N -34.234 -31.586 44.464 7.228  4.360  3.403  CA1  DCH 14 
DCH CA2  CA2  C 0 1 N N S -34.748 -30.995 45.820 7.248  2.908  2.853  CA2  DCH 15 
DCH CA3  CA3  C 0 1 N N N -34.711 -29.435 45.913 8.555  2.631  2.113  CA3  DCH 16 
DCH OA3  OA3  O 0 1 N N N -35.552 -28.883 46.622 8.649  2.259  0.951  OA3  DCH 17 
DCH OA4  OA4  O 0 1 N N N -33.745 -28.732 45.184 9.610  2.890  2.944  OA4  DCH 18 
DCH CA5  CA5  C 0 1 N N N -33.166 -27.469 45.741 10.909 2.701  2.374  CA5  DCH 19 
DCH CA6  CA6  C 0 1 N N N -32.591 -26.875 44.414 11.958 3.027  3.415  CA6  DCH 20 
DCH C21  C21  C 0 1 Y N N ?       ?       ?      6.044  2.584  1.989  C21  DCH 21 
DCH C22  C22  C 0 1 Y N N ?       ?       ?      5.200  1.558  2.370  C22  DCH 22 
DCH C23  C23  C 0 1 Y N N ?       ?       ?      4.093  1.260  1.576  C23  DCH 23 
DCH C24  C24  C 0 1 Y N N ?       ?       ?      3.850  1.993  0.414  C24  DCH 24 
DCH C25  C25  C 0 1 Y N N ?       ?       ?      4.715  3.025  0.047  C25  DCH 25 
DCH C26  C26  C 0 1 Y N N ?       ?       ?      5.822  3.323  0.842  C26  DCH 26 
DCH OB   OB   O 0 1 N N N ?       ?       ?      2.771  1.701  -0.362 OB   DCH 27 
DCH C31  C31  C 0 1 N N S ?       ?       ?      1.489  1.810  0.244  C31  DCH 28 
DCH C32  C32  C 0 1 N N N ?       ?       ?      0.742  0.484  0.129  C32  DCH 29 
DCH N33  N33  N 0 1 N N N ?       ?       ?      -0.507 0.801  -0.567 N33  DCH 30 
DCH C34  C34  C 0 1 N N N ?       ?       ?      -0.207 1.937  -1.432 C34  DCH 31 
DCH C35  C35  C 0 1 N N N ?       ?       ?      0.651  2.813  -0.537 C35  DCH 32 
DCH HZ   HZ   H 0 1 N N N -40.958 -32.799 40.751 -0.554 7.027  4.748  HZ   DCH 33 
DCH HZ11 1HZ1 H 0 0 N N N -41.942 -30.690 41.304 -0.949 6.286  2.315  HZ11 DCH 34 
DCH HZ12 2HZ1 H 0 0 N N N -41.061 -30.082 40.071 -0.438 4.951  3.306  HZ12 DCH 35 
DCH HZ21 1HZ2 H 0 0 N N N -40.678 -33.448 39.778 0.542  8.954  3.967  HZ21 DCH 36 
DCH HZ22 2HZ2 H 0 0 N N N -39.866 -33.511 41.193 0.838  8.165  2.441  HZ22 DCH 37 
DCH H12  H12  H 0 1 N N N -38.597 -32.499 42.474 2.536  6.179  2.769  H12  DCH 38 
DCH H14  H14  H 0 1 N N N -36.600 -32.379 43.625 4.864  5.351  2.572  H14  DCH 39 
DCH H16  H16  H 0 1 N N N -33.719 -29.277 42.876 6.970  4.059  6.086  H16  DCH 40 
DCH H17  H17  H 0 1 N N N -35.210 -28.278 41.152 5.014  4.574  7.474  H17  DCH 41 
DCH H19  H19  H 0 1 N N N -37.341 -28.369 39.880 2.668  5.409  7.673  H19  DCH 42 
DCH H1A  H1A  H 0 1 N N N -39.487 -29.564 39.467 0.642  6.310  6.623  H1A  DCH 43 
DCH HA11 1HA1 H 0 0 N N N -34.377 -32.676 44.444 8.163  4.561  3.955  HA11 DCH 44 
DCH HA12 2HA1 H 0 0 N N N -33.159 -31.391 44.333 7.262  5.072  2.559  HA12 DCH 45 
DCH HA2  HA2  H 0 1 N N N -35.219 -31.579 46.624 7.245  2.214  3.707  HA2  DCH 46 
DCH HA51 1HA5 H 0 0 N N N -33.915 -26.821 46.220 11.003 1.660  2.048  HA51 DCH 47 
DCH HA52 2HA5 H 0 0 N N N -32.440 -27.599 46.557 11.012 3.359  1.506  HA52 DCH 48 
DCH HA61 1HA6 H 0 0 N N N -32.456 -25.789 44.526 12.965 2.892  3.011  HA61 DCH 49 
DCH HA62 2HA6 H 0 0 N N N -31.621 -27.344 44.193 11.851 4.061  3.760  HA62 DCH 50 
DCH HA63 3HA6 H 0 0 N N N -33.292 -27.074 43.590 11.841 2.385  4.295  HA63 DCH 51 
DCH H22  H22  H 0 1 N N N ?       ?       ?      5.380  0.981  3.273  H22  DCH 52 
DCH H23  H23  H 0 1 N N N ?       ?       ?      3.423  0.455  1.866  H23  DCH 53 
DCH H25  H25  H 0 1 N N N ?       ?       ?      4.532  3.599  -0.857 H25  DCH 54 
DCH H26  H26  H 0 1 N N N ?       ?       ?      6.490  4.128  0.549  H26  DCH 55 
DCH H31  H31  H 0 1 N N N ?       ?       ?      1.625  2.127  1.282  H31  DCH 56 
DCH H321 1H32 H 0 0 N N N ?       ?       ?      1.312  -0.261 -0.437 H321 DCH 57 
DCH H322 2H32 H 0 0 N N N ?       ?       ?      0.524  0.063  1.116  H322 DCH 58 
DCH H33  H33  H 0 1 N N N ?       ?       ?      -1.197 1.095  0.126  H33  DCH 59 
DCH H341 1H34 H 0 0 N N N ?       ?       ?      -1.115 2.448  -1.764 H341 DCH 60 
DCH H342 2H34 H 0 0 N N N ?       ?       ?      0.348  1.607  -2.317 H342 DCH 61 
DCH H351 1H35 H 0 0 N N N ?       ?       ?      1.249  3.523  -1.116 H351 DCH 62 
DCH H352 2H35 H 0 0 N N N ?       ?       ?      0.008  3.375  0.151  H352 DCH 63 
# 
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 
DCH CZ  NZ1  SING N N 1  
DCH CZ  NZ2  SING N N 2  
DCH CZ  C11  SING N N 3  
DCH CZ  HZ   SING N N 4  
DCH NZ1 HZ11 SING N N 5  
DCH NZ1 HZ12 SING N N 6  
DCH NZ2 HZ21 SING N N 7  
DCH NZ2 HZ22 SING N N 8  
DCH C11 C12  DOUB Y N 9  
DCH C11 C1A  SING Y N 10 
DCH C12 C13  SING Y N 11 
DCH C12 H12  SING N N 12 
DCH C13 C14  DOUB Y N 13 
DCH C13 C18  SING Y N 14 
DCH C14 C15  SING Y N 15 
DCH C14 H14  SING N N 16 
DCH C15 C16  DOUB Y N 17 
DCH C15 CA1  SING N N 18 
DCH C16 C17  SING Y N 19 
DCH C16 H16  SING N N 20 
DCH C17 C18  DOUB Y N 21 
DCH C17 H17  SING N N 22 
DCH C18 C19  SING Y N 23 
DCH C19 C1A  DOUB Y N 24 
DCH C19 H19  SING N N 25 
DCH C1A H1A  SING N N 26 
DCH CA1 CA2  SING N N 27 
DCH CA1 HA11 SING N N 28 
DCH CA1 HA12 SING N N 29 
DCH CA2 CA3  SING N N 30 
DCH CA2 C21  SING N N 31 
DCH CA2 HA2  SING N N 32 
DCH CA3 OA3  DOUB N N 33 
DCH CA3 OA4  SING N N 34 
DCH OA4 CA5  SING N N 35 
DCH CA5 CA6  SING N N 36 
DCH CA5 HA51 SING N N 37 
DCH CA5 HA52 SING N N 38 
DCH CA6 HA61 SING N N 39 
DCH CA6 HA62 SING N N 40 
DCH CA6 HA63 SING N N 41 
DCH C21 C22  DOUB Y N 42 
DCH C21 C26  SING Y N 43 
DCH C22 C23  SING Y N 44 
DCH C22 H22  SING N N 45 
DCH C23 C24  DOUB Y N 46 
DCH C23 H23  SING N N 47 
DCH C24 C25  SING Y N 48 
DCH C24 OB   SING N N 49 
DCH C25 C26  DOUB Y N 50 
DCH C25 H25  SING N N 51 
DCH C26 H26  SING N N 52 
DCH OB  C31  SING N N 53 
DCH C31 C32  SING N N 54 
DCH C31 C35  SING N N 55 
DCH C31 H31  SING N N 56 
DCH C32 N33  SING N N 57 
DCH C32 H321 SING N N 58 
DCH C32 H322 SING N N 59 
DCH N33 C34  SING N N 60 
DCH N33 H33  SING N N 61 
DCH C34 C35  SING N N 62 
DCH C34 H341 SING N N 63 
DCH C34 H342 SING N N 64 
DCH C35 H351 SING N N 65 
DCH C35 H352 SING N N 66 
# 
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 
DCH SMILES           ACDLabs              10.04 O=C(OCC)C(c2ccc(OC1CCNC1)cc2)Cc4cc3cc(ccc3cc4)C(N)N                                                                                                                    
DCH InChI            InChI                1.02b InChI=1/C26H31N3O3/c1-2-31-26(30)24(19-7-9-22(10-8-19)32-23-11-12-29-16-23)14-17-3-4-18-5-6-20(25(27)28)15-21(18)13-17/h3-10,13,15,23-25,29H,2,11-12,14,16,27-28H2,1H3 
DCH InChIKey         InChI                1.02b LOYXUXZQQVEADT-UHFFFAOYAM                                                                                                                                              
DCH SMILES_CANONICAL CACTVS               3.341 CCOC(=O)[C@@H](Cc1ccc2ccc(cc2c1)C(N)N)c3ccc(OC4CCNC4)cc3                                                                                                               
DCH SMILES           CACTVS               3.341 CCOC(=O)[CH](Cc1ccc2ccc(cc2c1)C(N)N)c3ccc(OC4CCNC4)cc3                                                                                                                 
DCH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCOC(=O)[C@@H](Cc1ccc2ccc(cc2c1)C(N)N)c3ccc(cc3)O[C@H]4CCNC4                                                                                                           
DCH SMILES           "OpenEye OEToolkits" 1.5.0 CCOC(=O)C(Cc1ccc2ccc(cc2c1)C(N)N)c3ccc(cc3)OC4CCNC4                                                                                                                    
# 
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 
DCH "SYSTEMATIC NAME" ACDLabs              10.04 "ethyl (2S)-3-[7-(diaminomethyl)naphthalen-2-yl]-2-[4-(pyrrolidin-3-yloxy)phenyl]propanoate"      
DCH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "ethyl (2S)-3-[7-(diaminomethyl)naphthalen-2-yl]-2-[4-[(3S)-pyrrolidin-3-yl]oxyphenyl]propanoate" 
# 
