data_PTI
# 
_chem_comp.id                                    PTI 
_chem_comp.name                                  2-PHENYL-1-[4-(2-PIPERIDIN-1-YL-ETHOXY)-PHENYL]-1,2,3,4-TETRAHYDRO-ISOQUINOLIN-6-OL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H32 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-04-11 
_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                        428.566 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PTI 
_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        1UOM 
_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 
PTI C3   C3   C 0 1 N N N -3.103 53.494 19.414 -0.639 0.046  7.013  C3   PTI 1  
PTI C6   C6   C 0 1 N N N -1.960 53.801 18.403 0.524  -0.540 7.815  C6   PTI 2  
PTI C9   C9   C 0 1 N N N -2.551 54.455 17.120 1.774  0.315  7.588  C9   PTI 3  
PTI N1   N1   N 0 1 N N N -3.932 54.712 19.741 -0.317 0.022  5.582  N1   PTI 4  
PTI C12  C12  C 0 1 N N N -3.314 55.766 17.506 2.051  0.401  6.084  C12  PTI 5  
PTI C15  C15  C 0 1 N N N -4.450 55.441 18.520 0.808  0.938  5.373  C15  PTI 6  
PTI C18  C18  C 0 1 N N N -5.019 54.399 20.713 -1.470 0.603  4.881  C18  PTI 7  
PTI C21  C21  C 0 1 N N N -4.609 54.359 22.214 -1.201 0.610  3.375  C21  PTI 8  
PTI O24  O24  O 0 1 N N N -3.725 53.237 22.426 -0.993 -0.729 2.922  O24  PTI 9  
PTI C25  C25  C 0 1 Y N N -3.176 52.861 23.676 -0.760 -0.660 1.585  C25  PTI 10 
PTI C26  C26  C 0 1 Y N N -3.435 53.547 24.912 -0.521 -1.819 0.861  C26  PTI 11 
PTI C28  C28  C 0 1 Y N N -2.846 53.089 26.130 -0.283 -1.746 -0.497 C28  PTI 12 
PTI C30  C30  C 0 1 Y N N -1.989 51.945 26.142 -0.284 -0.520 -1.135 C30  PTI 13 
PTI C31  C31  C 0 1 Y N N -1.734 51.267 24.902 -0.517 0.636  -0.415 C31  PTI 14 
PTI C33  C33  C 0 1 Y N N -2.321 51.724 23.698 -0.760 0.568  0.942  C33  PTI 15 
PTI C35  C35  C 0 1 N N R -1.329 51.419 27.470 -0.026 -0.444 -2.618 C35  PTI 16 
PTI N37  N37  N 0 1 N N N -1.857 50.046 27.862 -0.764 0.690  -3.178 N37  PTI 17 
PTI C38  C38  C 0 1 N N N -0.935 49.010 28.404 -0.411 0.760  -4.603 C38  PTI 18 
PTI C41  C41  C 0 1 N N N 0.442  48.940 27.667 1.004  1.325  -4.731 C41  PTI 19 
PTI C44  C44  C 0 1 Y N N 1.032  50.330 27.336 1.939  0.539  -3.846 C44  PTI 20 
PTI C45  C45  C 0 1 Y N N 0.203  51.491 27.236 1.452  -0.287 -2.856 C45  PTI 21 
PTI C46  C46  C 0 1 Y N N 0.805  52.754 26.909 2.335  -0.997 -2.055 C46  PTI 22 
PTI C48  C48  C 0 1 Y N N 2.204  52.858 26.687 3.696  -0.881 -2.246 C48  PTI 23 
PTI C50  C50  C 0 1 Y N N 3.024  51.712 26.789 4.187  -0.050 -3.242 C50  PTI 24 
PTI C51  C51  C 0 1 Y N N 2.434  50.452 27.111 3.304  0.664  -4.037 C51  PTI 25 
PTI O53  O53  O 0 1 N N N 4.402  51.784 26.576 5.527  0.067  -3.435 O53  PTI 26 
PTI C55  C55  C 0 1 Y N N -3.213 49.789 27.900 -2.119 0.356  -3.116 C55  PTI 27 
PTI C56  C56  C 0 1 Y N N -3.947 50.138 29.073 -3.006 1.170  -2.423 C56  PTI 28 
PTI C58  C58  C 0 1 Y N N -5.341 49.898 29.154 -4.345 0.838  -2.364 C58  PTI 29 
PTI C60  C60  C 0 1 Y N N -6.026 49.302 28.059 -4.804 -0.304 -2.994 C60  PTI 30 
PTI C62  C62  C 0 1 Y N N -5.311 48.942 26.884 -3.924 -1.117 -3.685 C62  PTI 31 
PTI C64  C64  C 0 1 Y N N -3.913 49.180 26.802 -2.584 -0.787 -3.752 C64  PTI 32 
PTI H3C1 1H3C H 0 0 N N N -3.761 52.727 18.980 -0.814 1.074  7.329  H3C1 PTI 33 
PTI H3C2 2H3C H 0 0 N N N -2.637 53.148 20.348 -1.537 -0.545 7.193  H3C2 PTI 34 
PTI H6C1 1H6C H 0 0 N N N -1.239 54.491 18.866 0.271  -0.542 8.875  H6C1 PTI 35 
PTI H6C2 2H6C H 0 0 N N N -1.454 52.863 18.132 0.716  -1.560 7.484  H6C2 PTI 36 
PTI H9C1 1H9C H 0 0 N N N -1.735 54.697 16.423 1.608  1.316  7.986  H9C1 PTI 37 
PTI H9C2 2H9C H 0 0 N N N -3.248 53.753 16.639 2.626  -0.142 8.091  H9C2 PTI 38 
PTI H121 1H12 H 0 0 N N N -2.610 56.476 17.963 2.891  1.073  5.907  H121 PTI 39 
PTI H122 2H12 H 0 0 N N N -3.754 56.208 16.600 2.290  -0.590 5.701  H122 PTI 40 
PTI H151 1H15 H 0 0 N N N -5.200 54.810 18.022 1.010  1.026  4.305  H151 PTI 41 
PTI H152 2H15 H 0 0 N N N -4.888 56.393 18.854 0.556  1.920  5.775  H152 PTI 42 
PTI H181 1H18 H 0 0 N N N -5.801 55.164 20.599 -1.628 1.625  5.226  H181 PTI 43 
PTI H182 2H18 H 0 0 N N N -5.346 53.377 20.470 -2.359 0.008  5.088  H182 PTI 44 
PTI H211 1H21 H 0 0 N N N -4.092 55.292 22.481 -0.311 1.205  3.168  H211 PTI 45 
PTI H212 2H21 H 0 0 N N N -5.505 54.252 22.843 -2.056 1.041  2.855  H212 PTI 46 
PTI H26  H26  H 0 1 N N N -4.068 54.399 24.920 -0.521 -2.777 1.359  H26  PTI 47 
PTI H28  H28  H 0 1 N N N -3.047 53.604 27.036 -0.097 -2.648 -1.061 H28  PTI 48 
PTI H31  H31  H 0 1 N N N -1.100 50.416 24.888 -0.516 1.593  -0.916 H31  PTI 49 
PTI H33  H33  H 0 1 N N N -2.119 51.208 22.793 -0.946 1.472  1.504  H33  PTI 50 
PTI H35  H35  H 0 1 N N N -1.591 52.036 28.342 -0.370 -1.364 -3.090 H35  PTI 51 
PTI H381 1H38 H 0 0 N N N -0.749 49.233 29.465 -0.447 -0.237 -5.038 H381 PTI 52 
PTI H382 2H38 H 0 0 N N N -1.426 48.037 28.257 -1.114 1.413  -5.121 H382 PTI 53 
PTI H411 1H41 H 0 0 N N N 1.155  48.403 28.310 1.333  1.249  -5.767 H411 PTI 54 
PTI H412 2H41 H 0 0 N N N 0.273  48.423 26.711 1.007  2.371  -4.424 H412 PTI 55 
PTI H46  H46  H 0 1 N N N 0.196  53.620 26.832 1.955  -1.645 -1.279 H46  PTI 56 
PTI H48  H48  H 0 1 N N N 2.634  53.798 26.444 4.379  -1.436 -1.620 H48  PTI 57 
PTI H51  H51  H 0 1 N N N 3.051  49.591 27.184 3.683  1.315  -4.811 H51  PTI 58 
PTI H53  H53  H 0 1 N N N 4.939  50.995 26.646 5.779  -0.613 -4.074 H53  PTI 59 
PTI H56  H56  H 0 1 N N N -3.443 50.583 29.894 -2.648 2.063  -1.931 H56  PTI 60 
PTI H58  H58  H 0 1 N N N -5.875 50.163 30.032 -5.035 1.471  -1.826 H58  PTI 61 
PTI H60  H60  H 0 1 N N N -7.071 49.126 28.119 -5.851 -0.562 -2.946 H60  PTI 62 
PTI H62  H62  H 0 1 N N N -5.822 48.495 26.068 -4.285 -2.008 -4.176 H62  PTI 63 
PTI H64  H64  H 0 1 N N N -3.382 48.907 25.924 -1.898 -1.423 -4.292 H64  PTI 64 
# 
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 
PTI C3  C6   SING N N 1  
PTI C3  N1   SING N N 2  
PTI C3  H3C1 SING N N 3  
PTI C3  H3C2 SING N N 4  
PTI C6  C9   SING N N 5  
PTI C6  H6C1 SING N N 6  
PTI C6  H6C2 SING N N 7  
PTI C9  C12  SING N N 8  
PTI C9  H9C1 SING N N 9  
PTI C9  H9C2 SING N N 10 
PTI N1  C15  SING N N 11 
PTI N1  C18  SING N N 12 
PTI C12 C15  SING N N 13 
PTI C12 H121 SING N N 14 
PTI C12 H122 SING N N 15 
PTI C15 H151 SING N N 16 
PTI C15 H152 SING N N 17 
PTI C18 C21  SING N N 18 
PTI C18 H181 SING N N 19 
PTI C18 H182 SING N N 20 
PTI C21 O24  SING N N 21 
PTI C21 H211 SING N N 22 
PTI C21 H212 SING N N 23 
PTI O24 C25  SING N N 24 
PTI C25 C26  DOUB Y N 25 
PTI C25 C33  SING Y N 26 
PTI C26 C28  SING Y N 27 
PTI C26 H26  SING N N 28 
PTI C28 C30  DOUB Y N 29 
PTI C28 H28  SING N N 30 
PTI C30 C31  SING Y N 31 
PTI C30 C35  SING N N 32 
PTI C31 C33  DOUB Y N 33 
PTI C31 H31  SING N N 34 
PTI C33 H33  SING N N 35 
PTI C35 N37  SING N N 36 
PTI C35 C45  SING N N 37 
PTI C35 H35  SING N N 38 
PTI N37 C38  SING N N 39 
PTI N37 C55  SING N N 40 
PTI C38 C41  SING N N 41 
PTI C38 H381 SING N N 42 
PTI C38 H382 SING N N 43 
PTI C41 C44  SING N N 44 
PTI C41 H411 SING N N 45 
PTI C41 H412 SING N N 46 
PTI C44 C45  DOUB Y N 47 
PTI C44 C51  SING Y N 48 
PTI C45 C46  SING Y N 49 
PTI C46 C48  DOUB Y N 50 
PTI C46 H46  SING N N 51 
PTI C48 C50  SING Y N 52 
PTI C48 H48  SING N N 53 
PTI C50 C51  DOUB Y N 54 
PTI C50 O53  SING N N 55 
PTI C51 H51  SING N N 56 
PTI O53 H53  SING N N 57 
PTI C55 C56  DOUB Y N 58 
PTI C55 C64  SING Y N 59 
PTI C56 C58  SING Y N 60 
PTI C56 H56  SING N N 61 
PTI C58 C60  DOUB Y N 62 
PTI C58 H58  SING N N 63 
PTI C60 C62  SING Y N 64 
PTI C60 H60  SING N N 65 
PTI C62 C64  DOUB Y N 66 
PTI C62 H62  SING N N 67 
PTI C64 H64  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 
PTI SMILES           ACDLabs              10.04 O(c1ccc(cc1)C4c2ccc(O)cc2CCN4c3ccccc3)CCN5CCCCC5                                                                                                                         
PTI InChI            InChI                1.02b InChI=1/C28H32N2O2/c31-25-11-14-27-23(21-25)15-18-30(24-7-3-1-4-8-24)28(27)22-9-12-26(13-10-22)32-20-19-29-16-5-2-6-17-29/h1,3-4,7-14,21,28,31H,2,5-6,15-20H2/t28-/m1/s1 
PTI InChIKey         InChI                1.02b FMWVCTJKLAVRPB-MUUNZHRXBC                                                                                                                                                
PTI SMILES_CANONICAL CACTVS               3.341 Oc1ccc2[C@H](N(CCc2c1)c3ccccc3)c4ccc(OCCN5CCCCC5)cc4                                                                                                                     
PTI SMILES           CACTVS               3.341 Oc1ccc2[CH](N(CCc2c1)c3ccccc3)c4ccc(OCCN5CCCCC5)cc4                                                                                                                      
PTI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)N2CCc3cc(ccc3[C@H]2c4ccc(cc4)OCCN5CCCCC5)O                                                                                                                     
PTI SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)N2CCc3cc(ccc3C2c4ccc(cc4)OCCN5CCCCC5)O                                                                                                                         
# 
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 
PTI "SYSTEMATIC NAME" ACDLabs              10.04 (1R)-2-phenyl-1-[4-(2-piperidin-1-ylethoxy)phenyl]-1,2,3,4-tetrahydroisoquinolin-6-ol 
PTI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1R)-2-phenyl-1-[4-(2-piperidin-1-ylethoxy)phenyl]-3,4-dihydro-1H-isoquinolin-6-ol    
# 
