data_P13
# 
_chem_comp.id                                    P13 
_chem_comp.name                                  N-[2-(3-AMINOPROPOXY)-5-(1H-INDOL-5-YL)BENZYL]-N-(2-PIPERAZIN-1-YLETHYL)AMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H33 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "RBT550 INHIBITOR" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-12-10 
_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                        407.552 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     P13 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
P13 C1   C1   C 0 1 Y N N -1.085 5.150  16.435 -2.606 -1.659 -0.024 C1   P13 1  
P13 C2   C2   C 0 1 Y N N -1.018 4.246  15.348 -2.647 -0.313 0.334  C2   P13 2  
P13 C3   C3   C 0 1 Y N N 0.141  3.446  15.163 -1.476 0.341  0.714  C3   P13 3  
P13 C4   C4   C 0 1 Y N N 1.233  3.548  16.068 -0.282 -0.348 0.740  C4   P13 4  
P13 C5   C5   C 0 1 Y N N 1.170  4.472  17.154 -0.243 -1.688 0.379  C5   P13 5  
P13 C6   C6   C 0 1 Y N N 0.006  5.268  17.336 -1.408 -2.341 0.000  C6   P13 6  
P13 N    N    N 0 1 N N N 5.265  4.811  21.004 2.886  -6.738 -0.443 N    P13 7  
P13 CB   CB   C 0 1 N N N 4.245  4.095  20.205 1.645  -5.953 -0.446 CB   P13 8  
P13 CA   CA   C 0 1 N N N 2.884  4.766  20.399 1.947  -4.519 -0.006 CA   P13 9  
P13 C    C    C 0 1 N N N 1.886  4.203  19.383 0.654  -3.701 -0.010 C    P13 10 
P13 O    O    O 0 1 N N N 2.275  4.604  18.061 0.936  -2.362 0.401  O    P13 11 
P13 CA1  CA1  C 0 1 N N N 2.482  2.671  15.847 0.985  0.357  1.152  CA1  P13 12 
P13 NB   NB   N 0 1 N N N 3.151  2.392  17.138 1.749  0.730  -0.046 NB   P13 13 
P13 CG   CG   C 0 1 N N N 4.156  1.311  16.958 2.964  1.410  0.423  CG   P13 14 
P13 CD   CD   C 0 1 N N N 3.498  -0.052 17.192 3.812  1.828  -0.781 CD   P13 15 
P13 NE   NE   N 0 1 N N N 3.928  -0.588 18.503 5.027  2.507  -0.312 NE   P13 16 
P13 CH1  CH1  C 0 1 N N N 5.346  -1.040 18.409 5.901  2.663  -1.481 CH1  P13 17 
P13 CI1  CI1  C 0 1 N N N 5.795  -1.601 19.768 7.242  3.255  -1.045 CI1  P13 18 
P13 NJ   NJ   N 0 1 N N N 4.912  -2.739 20.151 7.916  2.328  -0.129 NJ   P13 19 
P13 CI2  CI2  C 0 1 N N N 3.495  -2.290 20.245 7.042  2.172  1.040  CI2  P13 20 
P13 CH2  CH2  C 0 1 N N N 3.044  -1.725 18.886 5.702  1.580  0.605  CH2  P13 21 
P13 N1   N1   N 0 1 Y N N -5.501 3.838  11.977 -7.580 2.351  0.022  N1   P13 22 
P13 C21  C21  C 0 1 Y N N -6.411 3.370  12.952 -8.081 1.799  -1.126 C21  P13 23 
P13 C31  C31  C 0 1 Y N N -5.776 3.222  14.206 -7.206 0.915  -1.629 C31  P13 24 
P13 C41  C41  C 0 1 Y N N -3.360 3.688  14.920 -4.840 0.204  -0.721 C41  P13 25 
P13 C51  C51  C 0 1 Y N N -2.098 4.152  14.459 -3.935 0.424  0.309  C51  P13 26 
P13 C61  C61  C 0 1 Y N N -1.935 4.527  13.097 -4.233 1.344  1.320  C61  P13 27 
P13 C71  C71  C 0 1 Y N N -3.033 4.440  12.199 -5.413 2.030  1.312  C71  P13 28 
P13 C81  C81  C 0 1 Y N N -4.305 3.986  12.669 -6.337 1.822  0.293  C81  P13 29 
P13 C91  C91  C 0 1 Y N N -4.468 3.614  14.016 -6.049 0.899  -0.730 C91  P13 30 
P13 H1   H1   H 0 1 N N N -1.963 5.753  16.568 -3.512 -2.168 -0.319 H1   P13 31 
P13 H3   H3   H 0 1 N N N 0.195  2.763  14.335 -1.505 1.384  0.991  H3   P13 32 
P13 H6   H6   H 0 1 N N N -0.047 5.968  18.157 -1.375 -3.385 -0.277 H6   P13 33 
P13 HN1A 1HN  H 0 0 N N N 6.168  4.322  20.926 ?      ?      ?      HN1A P13 34 
P13 HN2  2HN  H 0 1 N N N 5.365  5.773  20.650 3.183  -6.807 0.519  HN2  P13 35 
P13 HB1  1HB  H 0 1 N N N 4.189  3.067  20.531 1.224  -5.944 -1.452 HB1  P13 36 
P13 HB2  2HB  H 0 1 N N N 4.517  4.128  19.161 0.929  -6.402 0.243  HB2  P13 37 
P13 HA1  1HA  H 0 1 N N N 2.526  4.572  21.400 2.368  -4.529 0.999  HA1  P13 38 
P13 HA2  2HA  H 0 1 N N N 2.984  5.831  20.254 2.662  -4.071 -0.696 HA2  P13 39 
P13 HC1  1HC  H 0 1 N N N 0.899  4.583  19.604 0.233  -3.692 -1.015 HC1  P13 40 
P13 HC2  2HC  H 0 1 N N N 1.878  3.126  19.445 -0.061 -4.150 0.680  HC2  P13 41 
P13 HA11 1HA1 H 0 0 N N N 3.168  3.183  15.190 0.734  1.255  1.716  HA11 P13 42 
P13 HA12 2HA1 H 0 0 N N N 2.185  1.736  15.395 1.585  -0.307 1.774  HA12 P13 43 
P13 HB11 1HB1 H 0 0 N N N 2.448  2.099  17.832 ?      ?      ?      HB11 P13 44 
P13 HG1  1HG  H 0 1 N N N 4.958  1.449  17.667 2.687  2.294  0.997  HG1  P13 45 
P13 HG2  2HG  H 0 1 N N N 4.556  1.349  15.954 3.539  0.732  1.054  HG2  P13 46 
P13 HD1  1HD  H 0 1 N N N 3.796  -0.735 16.410 4.088  0.943  -1.355 HD1  P13 47 
P13 HD2  2HD  H 0 1 N N N 2.424  0.059  17.183 3.237  2.505  -1.412 HD2  P13 48 
P13 HH11 1HH1 H 0 0 N N N 5.429  -1.809 17.656 6.067  1.689  -1.942 HH11 P13 49 
P13 HH12 2HH1 H 0 0 N N N 5.973  -0.203 18.140 5.427  3.329  -2.202 HH12 P13 50 
P13 HI11 1HI1 H 0 0 N N N 5.730  -0.827 20.517 7.868  3.419  -1.922 HI11 P13 51 
P13 HI12 2HI1 H 0 0 N N N 6.816  -1.946 19.695 7.071  4.205  -0.539 HI12 P13 52 
P13 HJ1  1HJ  H 0 1 N N N 5.213  -3.109 21.064 ?      ?      ?      HJ1  P13 53 
P13 HI21 1HI2 H 0 0 N N N 2.868  -3.127 20.513 7.516  1.506  1.762  HI21 P13 54 
P13 HI22 2HI2 H 0 0 N N N 3.409  -1.522 21.000 6.876  3.146  1.501  HI22 P13 55 
P13 HH21 1HH2 H 0 0 N N N 2.024  -1.378 18.962 5.075  1.416  1.482  HH21 P13 56 
P13 HH22 2HH2 H 0 0 N N N 3.107  -2.499 18.137 5.872  0.630  0.099  HH22 P13 57 
P13 HN1  HN1  H 0 1 N N N -5.676 4.024  11.030 -8.032 3.016  0.564  HN1  P13 58 
P13 H2   H2   H 0 1 N N N -7.449 3.159  12.738 -9.039 2.040  -1.562 H2   P13 59 
P13 H31  H31  H 0 1 N N N -6.229 2.880  15.124 -7.330 0.327  -2.527 H31  P13 60 
P13 H4   H4   H 0 1 N N N -3.488 3.405  15.954 -4.610 -0.502 -1.506 H4   P13 61 
P13 H61  H61  H 0 1 N N N -0.980 4.883  12.746 -3.522 1.513  2.115  H61  P13 62 
P13 H7   H7   H 0 1 N N N -2.910 4.727  11.166 -5.630 2.737  2.099  H7   P13 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 
P13 C1  C2   DOUB Y N 1  
P13 C1  C6   SING Y N 2  
P13 C1  H1   SING N N 3  
P13 C2  C3   SING Y N 4  
P13 C2  C51  SING N N 5  
P13 C3  C4   DOUB Y N 6  
P13 C3  H3   SING N N 7  
P13 C4  C5   SING Y N 8  
P13 C4  CA1  SING N N 9  
P13 C5  C6   DOUB Y N 10 
P13 C5  O    SING N N 11 
P13 C6  H6   SING N N 12 
P13 N   CB   SING N N 13 
P13 N   HN1A SING N N 14 
P13 N   HN2  SING N N 15 
P13 CB  CA   SING N N 16 
P13 CB  HB1  SING N N 17 
P13 CB  HB2  SING N N 18 
P13 CA  C    SING N N 19 
P13 CA  HA1  SING N N 20 
P13 CA  HA2  SING N N 21 
P13 C   O    SING N N 22 
P13 C   HC1  SING N N 23 
P13 C   HC2  SING N N 24 
P13 CA1 NB   SING N N 25 
P13 CA1 HA11 SING N N 26 
P13 CA1 HA12 SING N N 27 
P13 NB  CG   SING N N 28 
P13 NB  HB11 SING N N 29 
P13 CG  CD   SING N N 30 
P13 CG  HG1  SING N N 31 
P13 CG  HG2  SING N N 32 
P13 CD  NE   SING N N 33 
P13 CD  HD1  SING N N 34 
P13 CD  HD2  SING N N 35 
P13 NE  CH1  SING N N 36 
P13 NE  CH2  SING N N 37 
P13 CH1 CI1  SING N N 38 
P13 CH1 HH11 SING N N 39 
P13 CH1 HH12 SING N N 40 
P13 CI1 NJ   SING N N 41 
P13 CI1 HI11 SING N N 42 
P13 CI1 HI12 SING N N 43 
P13 NJ  CI2  SING N N 44 
P13 NJ  HJ1  SING N N 45 
P13 CI2 CH2  SING N N 46 
P13 CI2 HI21 SING N N 47 
P13 CI2 HI22 SING N N 48 
P13 CH2 HH21 SING N N 49 
P13 CH2 HH22 SING N N 50 
P13 N1  C21  SING Y N 51 
P13 N1  C81  SING Y N 52 
P13 N1  HN1  SING N N 53 
P13 C21 C31  DOUB Y N 54 
P13 C21 H2   SING N N 55 
P13 C31 C91  SING Y N 56 
P13 C31 H31  SING N N 57 
P13 C41 C51  DOUB Y N 58 
P13 C41 C91  SING Y N 59 
P13 C41 H4   SING N N 60 
P13 C51 C61  SING Y N 61 
P13 C61 C71  DOUB Y N 62 
P13 C61 H61  SING N N 63 
P13 C71 C81  SING Y N 64 
P13 C71 H7   SING N N 65 
P13 C81 C91  DOUB Y 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 
P13 SMILES           ACDLabs              10.04 O(c3ccc(c2cc1ccnc1cc2)cc3CNCCN4CCNCC4)CCCN                                                                                                           
P13 InChI            InChI                1.02b InChI=1/C24H33N5O/c25-7-1-15-30-24-5-3-20(19-2-4-23-21(16-19)6-8-28-23)17-22(24)18-27-11-14-29-12-9-26-10-13-29/h2-6,8,16-17,26-28H,1,7,9-15,18,25H2 
P13 InChIKey         InChI                1.02b WVRJFVULANTNJW-UHFFFAOYAP                                                                                                                            
P13 SMILES_CANONICAL CACTVS               3.341 NCCCOc1ccc(cc1CNCCN2CCNCC2)c3ccc4[nH]ccc4c3                                                                                                          
P13 SMILES           CACTVS               3.341 NCCCOc1ccc(cc1CNCCN2CCNCC2)c3ccc4[nH]ccc4c3                                                                                                          
P13 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc[nH]2)cc1c3ccc(c(c3)CNCCN4CCNCC4)OCCCN                                                                                                      
P13 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc[nH]2)cc1c3ccc(c(c3)CNCCN4CCNCC4)OCCCN                                                                                                      
# 
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 
P13 "SYSTEMATIC NAME" ACDLabs              10.04 3-[4-(1H-indol-5-yl)-2-{[(2-piperazin-1-ylethyl)amino]methyl}phenoxy]propan-1-amine 
P13 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[4-(1H-indol-5-yl)-2-[(2-piperazin-1-ylethylamino)methyl]phenoxy]propan-1-amine   
# 
