data_RB4
# 
_chem_comp.id                                    RB4 
_chem_comp.name                                  "ethyl 2-({N-[2-(1H-indol-3-yl)ethyl]glycyl}amino)-4-phenylthiophene-3-carboxylate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H25 N3 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-08-11 
_chem_comp.pdbx_modified_date                    2012-07-27 
_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                        447.549 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RB4 
_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        3T7Q 
_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 
RB4 C1   C1   C 0 1 Y N N 0.835  0.327  -0.204 3.390   0.121  0.137  C1   RB4 1  
RB4 N1   N1   N 0 1 N N N 1.425  -2.050 -0.581 0.965   0.005  -0.091 N1   RB4 2  
RB4 O1   O1   O 0 1 N N N 2.397  1.963  0.528  3.562   -1.755 1.497  O1   RB4 3  
RB4 S1   S1   S 0 1 Y N N -1.085 -1.207 -0.993 2.313   2.379  -0.299 S1   RB4 4  
RB4 C2   C2   C 0 1 N N N 2.157  0.799  0.233  3.583   -1.311 0.365  C2   RB4 5  
RB4 N2   N2   N 0 1 N N N 3.654  -3.367 -0.860 -2.599  0.851  -0.563 N2   RB4 6  
RB4 O2   O2   O 0 1 N N N 3.093  -0.200 0.274  3.785   -2.139 -0.681 O2   RB4 7  
RB4 C3   C3   C 0 1 N N N 4.417  0.172  0.689  3.969   -3.547 -0.380 C3   RB4 8  
RB4 N3   N3   N 0 1 Y N N 8.760  -6.257 -0.027 -8.157  -0.602 -1.596 N3   RB4 9  
RB4 O3   O3   O 0 1 N N N 0.144  -3.896 -1.272 -0.181  1.866  -0.471 O3   RB4 10 
RB4 C4   C4   C 0 1 N N N 5.227  0.620  -0.513 4.182   -4.323 -1.681 C4   RB4 11 
RB4 C5   C5   C 0 1 Y N N -0.350 1.152  -0.319 4.479   1.084  0.103  C5   RB4 12 
RB4 C6   C6   C 0 1 Y N N -0.506 2.577  -0.067 5.903   0.721  0.296  C6   RB4 13 
RB4 C7   C7   C 0 1 Y N N -1.452 0.434  -0.736 4.058   2.335  -0.121 C7   RB4 14 
RB4 C8   C8   C 0 1 Y N N 0.542  -0.986 -0.560 2.166   0.697  -0.072 C8   RB4 15 
RB4 C9   C9   C 0 1 N N N 1.193  -3.374 -0.911 -0.191  0.665  -0.299 C9   RB4 16 
RB4 C10  C10  C 0 1 N N N 2.457  -4.218 -0.702 -1.496  -0.088 -0.319 C10  RB4 17 
RB4 C11  C11  C 0 1 N N N 4.855  -3.962 -0.263 -3.890  0.151  -0.589 C11  RB4 18 
RB4 C12  C12  C 0 1 N N N 5.333  -5.256 -0.938 -5.012  1.159  -0.844 C12  RB4 19 
RB4 C13  C13  C 0 1 Y N N 6.607  -5.765 -0.336 -6.337  0.440  -0.871 C13  RB4 20 
RB4 C14  C14  C 0 1 Y N N 0.015  3.512  -0.970 6.283   -0.066 1.382  C14  RB4 21 
RB4 C15  C15  C 0 1 Y N N -0.148 4.879  -0.736 7.610   -0.402 1.556  C15  RB4 22 
RB4 C16  C16  C 0 1 Y N N -0.832 5.316  0.399  8.562   0.041  0.656  C16  RB4 23 
RB4 C17  C17  C 0 1 Y N N -1.353 4.390  1.302  8.191   0.821  -0.424 C17  RB4 24 
RB4 C18  C18  C 0 1 Y N N -1.192 3.022  1.071  6.866   1.159  -0.612 C18  RB4 25 
RB4 C19  C19  C 0 1 Y N N 6.752  -6.436 0.922  -7.168  0.102  0.286  C19  RB4 26 
RB4 C20  C20  C 0 1 Y N N 8.106  -6.729 1.087  -8.299  -0.558 -0.227 C20  RB4 27 
RB4 C21  C21  C 0 1 Y N N 7.869  -5.674 -0.889 -6.982  -0.003 -1.961 C21  RB4 28 
RB4 C22  C22  C 0 1 Y N N 5.852  -6.818 1.939  -7.043  0.301  1.663  C22  RB4 29 
RB4 C23  C23  C 0 1 Y N N 6.336  -7.475 3.076  -8.021  -0.147 2.504  C23  RB4 30 
RB4 C24  C24  C 0 1 Y N N 7.694  -7.756 3.210  -9.132  -0.813 2.004  C24  RB4 31 
RB4 C25  C25  C 0 1 Y N N 8.607  -7.388 2.216  -9.279  -1.013 0.649  C25  RB4 32 
RB4 HN1  HN1  H 0 1 N N N 2.365  -1.832 -0.321 0.957   -0.955 0.047  HN1  RB4 33 
RB4 HN2  HN2  H 0 1 N N N 3.820  -3.234 -1.837 -2.603  1.590  0.124  HN2  RB4 34 
RB4 H3   H3   H 0 1 N N N 4.353  0.997  1.414  4.840   -3.671 0.263  H3   RB4 35 
RB4 H3A  H3A  H 0 1 N N N 4.909  -0.693 1.158  3.084   -3.929 0.130  H3A  RB4 36 
RB4 H4   H4   H 0 1 N N N 6.239  0.903  -0.189 3.311   -4.200 -2.325 H4   RB4 37 
RB4 H4A  H4A  H 0 1 N N N 5.292  -0.204 -1.239 5.067   -3.942 -2.191 H4A  RB4 38 
RB4 H4B  H4B  H 0 1 N N N 4.737  1.485  -0.983 4.320   -5.380 -1.456 H4B  RB4 39 
RB4 H7   H7   H 0 1 N N N -2.432 0.863  -0.882 4.703   3.198  -0.182 H7   RB4 40 
RB4 H10  H10  H 0 1 N N N 2.483  -5.028 -1.446 -1.645  -0.582 0.640  H10  RB4 41 
RB4 H10A H10A H 0 0 N N N 2.446  -4.649 0.310  -1.472  -0.834 -1.113 H10A RB4 42 
RB4 H11  H11  H 0 1 N N N 5.668  -3.224 -0.338 -3.883  -0.594 -1.385 H11  RB4 43 
RB4 H11A H11A H 0 0 N N N 4.627  -4.196 0.787  -4.056  -0.342 0.369  H11A RB4 44 
RB4 H12  H12  H 0 1 N N N 4.555  -6.024 -0.816 -5.019  1.904  -0.049 H12  RB4 45 
RB4 H12A H12A H 0 0 N N N 5.505  -5.053 -2.005 -4.847  1.652  -1.802 H12A RB4 46 
RB4 H14  H14  H 0 1 N N N 0.544  3.175  -1.849 5.541   -0.411 2.087  H14  RB4 47 
RB4 H15  H15  H 0 1 N N N 0.255  5.598  -1.434 7.906   -1.011 2.398  H15  RB4 48 
RB4 H16  H16  H 0 1 N N N -0.958 6.373  0.578  9.600   -0.224 0.797  H16  RB4 49 
RB4 H17  H17  H 0 1 N N N -1.881 4.731  2.180  8.939   1.164  -1.124 H17  RB4 50 
RB4 H18  H18  H 0 1 N N N -1.597 2.306  1.771  6.577   1.765  -1.458 H18  RB4 51 
RB4 H21  H21  H 0 1 N N N 8.112  -5.221 -1.839 -6.627  0.098  -2.976 H21  RB4 52 
RB4 H22  H22  H 0 1 N N N 4.798  -6.605 1.841  -6.176  0.808  2.060  H22  RB4 53 
RB4 H23  H23  H 0 1 N N N 5.650  -7.767 3.857  -7.924  0.008  3.569  H23  RB4 54 
RB4 H24  H24  H 0 1 N N N 8.047  -8.265 4.094  -9.897  -1.161 2.682  H24  RB4 55 
RB4 H25  H25  H 0 1 N N N 9.660  -7.604 2.316  -10.153 -1.521 0.268  H25  RB4 56 
RB4 HN3  HN3  H 0 1 N N N 9.745  -6.329 -0.185 -8.793  -1.003 -2.210 HN3  RB4 57 
# 
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 
RB4 C8  C1   DOUB Y N 1  
RB4 C5  C1   SING Y N 2  
RB4 C1  C2   SING N N 3  
RB4 C9  N1   SING N N 4  
RB4 N1  C8   SING N N 5  
RB4 N1  HN1  SING N N 6  
RB4 C2  O1   DOUB N N 7  
RB4 S1  C7   SING Y N 8  
RB4 S1  C8   SING Y N 9  
RB4 C2  O2   SING N N 10 
RB4 N2  C10  SING N N 11 
RB4 N2  C11  SING N N 12 
RB4 N2  HN2  SING N N 13 
RB4 O2  C3   SING N N 14 
RB4 C4  C3   SING N N 15 
RB4 C3  H3   SING N N 16 
RB4 C3  H3A  SING N N 17 
RB4 C21 N3   SING Y N 18 
RB4 N3  C20  SING Y N 19 
RB4 O3  C9   DOUB N N 20 
RB4 C4  H4   SING N N 21 
RB4 C4  H4A  SING N N 22 
RB4 C4  H4B  SING N N 23 
RB4 C7  C5   DOUB Y N 24 
RB4 C5  C6   SING N N 25 
RB4 C14 C6   DOUB Y N 26 
RB4 C6  C18  SING Y N 27 
RB4 C7  H7   SING N N 28 
RB4 C9  C10  SING N N 29 
RB4 C10 H10  SING N N 30 
RB4 C10 H10A SING N N 31 
RB4 C12 C11  SING N N 32 
RB4 C11 H11  SING N N 33 
RB4 C11 H11A SING N N 34 
RB4 C12 C13  SING N N 35 
RB4 C12 H12  SING N N 36 
RB4 C12 H12A SING N N 37 
RB4 C21 C13  DOUB Y N 38 
RB4 C13 C19  SING Y N 39 
RB4 C14 C15  SING Y N 40 
RB4 C14 H14  SING N N 41 
RB4 C15 C16  DOUB Y N 42 
RB4 C15 H15  SING N N 43 
RB4 C16 C17  SING Y N 44 
RB4 C16 H16  SING N N 45 
RB4 C18 C17  DOUB Y N 46 
RB4 C17 H17  SING N N 47 
RB4 C18 H18  SING N N 48 
RB4 C19 C20  DOUB Y N 49 
RB4 C19 C22  SING Y N 50 
RB4 C20 C25  SING Y N 51 
RB4 C21 H21  SING N N 52 
RB4 C22 C23  DOUB Y N 53 
RB4 C22 H22  SING N N 54 
RB4 C23 C24  SING Y N 55 
RB4 C23 H23  SING N N 56 
RB4 C25 C24  DOUB Y N 57 
RB4 C24 H24  SING N N 58 
RB4 C25 H25  SING N N 59 
RB4 N3  HN3  SING N N 60 
# 
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 
RB4 SMILES           ACDLabs              12.01 "O=C(OCC)c2c(scc2c1ccccc1)NC(=O)CNCCc4c3ccccc3nc4"                                                                                                                       
RB4 InChI            InChI                1.03  "InChI=1S/C25H25N3O3S/c1-2-31-25(30)23-20(17-8-4-3-5-9-17)16-32-24(23)28-22(29)15-26-13-12-18-14-27-21-11-7-6-10-19(18)21/h3-11,14,16,26-27H,2,12-13,15H2,1H3,(H,28,29)" 
RB4 InChIKey         InChI                1.03  VLWAROLSXORELU-UHFFFAOYSA-N                                                                                                                                              
RB4 SMILES_CANONICAL CACTVS               3.370 "CCOC(=O)c1c(NC(=O)CNCCc2c[nH]c3ccccc23)scc1c4ccccc4"                                                                                                                    
RB4 SMILES           CACTVS               3.370 "CCOC(=O)c1c(NC(=O)CNCCc2c[nH]c3ccccc23)scc1c4ccccc4"                                                                                                                    
RB4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CCOC(=O)c1c(csc1NC(=O)CNCCc2c[nH]c3c2cccc3)c4ccccc4"                                                                                                                    
RB4 SMILES           "OpenEye OEToolkits" 1.7.2 "CCOC(=O)c1c(csc1NC(=O)CNCCc2c[nH]c3c2cccc3)c4ccccc4"                                                                                                                    
# 
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 
RB4 "SYSTEMATIC NAME" ACDLabs              12.01 "ethyl 2-({N-[2-(1H-indol-3-yl)ethyl]glycyl}amino)-4-phenylthiophene-3-carboxylate"       
RB4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "ethyl 2-[2-[2-(1H-indol-3-yl)ethylamino]ethanoylamino]-4-phenyl-thiophene-3-carboxylate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
RB4 "Create component"   2011-08-11 RCSB 
RB4 "Other modification" 2011-08-23 RCSB 
# 
