data_PZ1
# 
_chem_comp.id                                    PZ1 
_chem_comp.name                                  (6R)-6-({[1-(3-HYDROXYPROPYL)-1,7-DIHYDROQUINOLIN-7-YL]OXY}METHYL)-1-(4-{3-[(2-METHOXYBENZYL)OXY]PROPOXY}PHENYL)PIPERAZIN-2-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H41 N3 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-02-18 
_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                        587.706 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PZ1 
_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        2FS4,2BKS 
_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 
PZ1 C1   C1   C 0 1 N N N 127.151 17.548 44.825 -9.519  -1.459 -2.629 C1   PZ1 1  
PZ1 O1   O1   O 0 1 N N N 127.452 18.913 45.026 -8.367  -0.891 -2.003 O1   PZ1 2  
PZ1 C2   C2   C 0 1 Y N N 127.672 19.228 46.377 -8.749  -0.497 -0.760 C2   PZ1 3  
PZ1 C3   C3   C 0 1 Y N N 128.987 19.093 46.972 -7.831  0.092  0.096  C3   PZ1 4  
PZ1 C4   C4   C 0 1 N N N 130.147 18.594 46.101 -6.408  0.303  -0.355 C4   PZ1 5  
PZ1 O2   O2   O 0 1 N N N 131.412 18.485 46.731 -5.666  0.936  0.690  O2   PZ1 6  
PZ1 C5   C5   C 0 1 Y N N 126.568 19.689 47.156 -10.058 -0.690 -0.342 C5   PZ1 7  
PZ1 C6   C6   C 0 1 Y N N 126.751 20.024 48.546 -10.445 -0.289 0.922  C6   PZ1 8  
PZ1 C7   C7   C 0 1 Y N N 128.042 19.894 49.139 -9.528  0.305  1.770  C7   PZ1 9  
PZ1 C8   C8   C 0 1 Y N N 129.147 19.432 48.359 -8.224  0.498  1.357  C8   PZ1 10 
PZ1 C20  C20  C 0 1 N N R 128.266 17.031 37.414 4.925   1.884  0.421  C20  PZ1 11 
PZ1 C21  C21  C 0 1 N N N 127.775 16.915 35.961 6.139   1.801  -0.506 C21  PZ1 12 
PZ1 N2   N2   N 0 1 N N N 128.782 16.454 35.025 6.586   3.163  -0.830 N2   PZ1 13 
PZ1 C22  C22  C 0 1 N N N 130.227 16.683 35.156 5.590   3.722  -1.750 C22  PZ1 14 
PZ1 C23  C23  C 0 1 N N N 130.730 17.113 36.559 4.213   3.616  -1.161 C23  PZ1 15 
PZ1 N3   N3   N 0 1 N N N 129.793 17.266 37.601 3.919   2.769  -0.166 N3   PZ1 16 
PZ1 O5   O5   O 0 1 N N N 131.933 17.297 36.685 3.335   4.330  -1.598 O5   PZ1 17 
PZ1 C24  C24  C 0 1 N N N 127.363 18.150 38.007 4.329   0.487  0.606  C24  PZ1 18 
PZ1 O6   O6   O 0 1 N N N 127.220 17.910 39.396 5.331   -0.394 1.117  O6   PZ1 19 
PZ1 C25  C25  C 0 1 Y N N 130.503 19.024 39.239 1.578   2.264  -0.487 C25  PZ1 20 
PZ1 C26  C26  C 0 1 Y N N 130.289 17.645 38.864 2.607   2.725  0.324  C26  PZ1 21 
PZ1 C27  C27  C 0 1 Y N N 130.594 16.601 39.837 2.335   3.143  1.619  C27  PZ1 22 
PZ1 C28  C28  C 0 1 Y N N 131.086 16.967 41.136 1.042   3.100  2.101  C28  PZ1 23 
PZ1 C29  C29  C 0 1 Y N N 131.285 18.373 41.487 0.014   2.640  1.291  C29  PZ1 24 
PZ1 C30  C30  C 0 1 Y N N 130.989 19.377 40.523 0.286   2.218  -0.002 C30  PZ1 25 
PZ1 O7   O7   O 0 1 N N N 131.733 18.803 42.746 -1.259  2.598  1.766  O7   PZ1 26 
PZ1 C31  C31  C 0 1 N N N 132.843 18.199 43.362 -2.054  1.967  0.761  C31  PZ1 27 
PZ1 C32  C32  C 0 1 N N N 133.053 18.862 44.742 -3.481  1.783  1.281  C32  PZ1 28 
PZ1 C33  C33  C 0 1 N N N 132.513 17.996 45.911 -4.333  1.108  0.204  C33  PZ1 29 
PZ1 C34  C34  C 0 1 N N N 121.326 16.224 38.927 2.438   -1.428 -3.222 C34  PZ1 30 
PZ1 C9   C9   C 0 1 N N N 127.041 19.652 41.101 5.511   -2.714 1.849  C9   PZ1 31 
PZ1 C10  C10  C 0 1 N N N 126.216 20.581 41.812 4.989   -3.961 1.859  C10  PZ1 32 
PZ1 C11  C11  C 0 1 N N N 124.795 20.686 41.529 3.702   -4.202 1.344  C11  PZ1 33 
PZ1 C12  C12  C 0 1 N N R 124.177 19.843 40.512 2.741   -3.063 1.135  C12  PZ1 34 
PZ1 C13  C13  C 0 1 N N N 125.046 18.921 39.819 3.454   -1.763 0.957  C13  PZ1 35 
PZ1 C14  C14  C 0 1 N N N 126.441 18.815 40.092 4.736   -1.603 1.295  C14  PZ1 36 
PZ1 C15  C15  C 0 1 N N N 123.993 21.696 42.328 3.308   -5.463 1.047  C15  PZ1 37 
PZ1 C16  C16  C 0 1 N N N 122.468 21.790 42.010 2.055   -5.684 0.433  C16  PZ1 38 
PZ1 C17  C17  C 0 1 N N N 121.856 20.866 40.915 1.357   -4.653 -0.088 C17  PZ1 39 
PZ1 N1   N1   N 0 1 N N N 122.759 19.914 40.200 1.894   -3.377 -0.019 N1   PZ1 40 
PZ1 C18  C18  C 0 1 N N N 122.145 19.026 39.147 1.626   -2.382 -1.060 C18  PZ1 41 
PZ1 C19  C19  C 0 1 N N N 121.894 17.560 39.534 2.639   -2.544 -2.195 C19  PZ1 42 
PZ1 O3   O3   O 0 1 N N N 120.386 14.984 39.113 3.305   -1.645 -4.337 O3   PZ1 43 
PZ1 H1C1 1H1C H 0 0 N N N 126.195 17.308 45.314 -9.868  -2.310 -2.044 H1C1 PZ1 44 
PZ1 H1C2 2H1C H 0 0 N N N 127.950 16.929 45.258 -10.308 -0.710 -2.687 H1C2 PZ1 45 
PZ1 H1C3 3H1C H 0 0 N N N 127.073 17.344 43.747 -9.259  -1.791 -3.635 H1C3 PZ1 46 
PZ1 H4C1 1H4C H 0 0 N N N 130.274 19.354 45.316 -5.955  -0.660 -0.591 H4C1 PZ1 47 
PZ1 H4C2 2H4C H 0 0 N N N 129.875 17.590 45.742 -6.398  0.936  -1.242 H4C2 PZ1 48 
PZ1 H5   H5   H 0 1 N N N 125.593 19.787 46.702 -10.775 -1.153 -1.005 H5   PZ1 49 
PZ1 H6   H6   H 0 1 N N N 125.915 20.372 49.135 -11.464 -0.438 1.247  H6   PZ1 50 
PZ1 H7   H7   H 0 1 N N N 128.185 20.145 50.180 -9.833  0.618  2.758  H7   PZ1 51 
PZ1 H8   H8   H 0 1 N N N 130.119 19.336 48.820 -7.510  0.962  2.021  H8   PZ1 52 
PZ1 H20  H20  H 0 1 N N N 128.168 16.074 37.948 5.234   2.278  1.389  H20  PZ1 53 
PZ1 H211 1H21 H 0 0 N N N 127.485 17.927 35.642 6.944   1.262  -0.006 H211 PZ1 54 
PZ1 H212 2H21 H 0 0 N N N 126.942 16.197 35.942 5.863   1.280  -1.423 H212 PZ1 55 
PZ1 H2   H2   H 0 1 N N N 128.685 15.459 35.022 7.445   3.070  -1.352 H2   PZ1 56 
PZ1 H221 1H22 H 0 0 N N N 130.457 17.525 34.487 5.824   4.769  -1.942 H221 PZ1 57 
PZ1 H222 2H22 H 0 0 N N N 130.731 15.739 34.904 5.620   3.171  -2.691 H222 PZ1 58 
PZ1 H241 1H24 H 0 0 N N N 126.378 18.144 37.517 3.497   0.538  1.308  H241 PZ1 59 
PZ1 H242 2H24 H 0 0 N N N 127.827 19.133 37.842 3.972   0.115  -0.354 H242 PZ1 60 
PZ1 H25  H25  H 0 1 N N N 130.288 19.804 38.524 1.789   1.939  -1.495 H25  PZ1 61 
PZ1 H27  H27  H 0 1 N N N 130.451 15.561 39.582 3.135   3.502  2.250  H27  PZ1 62 
PZ1 H28  H28  H 0 1 N N N 131.311 16.198 41.860 0.831   3.426  3.109  H28  PZ1 63 
PZ1 H30  H30  H 0 1 N N N 131.136 20.418 40.772 -0.514  1.859  -0.632 H30  PZ1 64 
PZ1 H311 1H31 H 0 0 N N N 133.740 18.331 42.739 -1.628  0.994  0.518  H311 PZ1 65 
PZ1 H312 2H31 H 0 0 N N N 132.660 17.122 43.489 -2.071  2.590  -0.133 H312 PZ1 66 
PZ1 H321 1H32 H 0 0 N N N 132.497 19.811 44.745 -3.908  2.756  1.524  H321 PZ1 67 
PZ1 H322 2H32 H 0 0 N N N 134.132 19.016 44.893 -3.465  1.160  2.175  H322 PZ1 68 
PZ1 H331 1H33 H 0 0 N N N 132.090 17.114 45.407 -3.907  0.134  -0.039 H331 PZ1 69 
PZ1 H332 2H33 H 0 0 N N N 133.360 17.845 46.596 -4.350  1.730  -0.690 H332 PZ1 70 
PZ1 H341 1H34 H 0 0 N N N 122.179 15.659 39.331 1.402   -1.429 -3.562 H341 PZ1 71 
PZ1 H342 2H34 H 0 0 N N N 120.857 16.646 38.026 2.669   -0.467 -2.764 H342 PZ1 72 
PZ1 H9   H9   H 0 1 N N N 128.097 19.579 41.317 6.499   -2.540 2.250  H9   PZ1 73 
PZ1 H10  H10  H 0 1 N N N 126.656 21.213 42.569 5.562   -4.774 2.280  H10  PZ1 74 
PZ1 H112 12H1 H 0 0 N N N 123.092 20.094 40.450 2.103   -2.987 2.016  H112 PZ1 75 
PZ1 H13  H13  H 0 1 N N N 124.620 18.283 39.059 2.915   -0.924 0.542  H13  PZ1 76 
PZ1 H15  H15  H 0 1 N N N 124.455 22.319 43.080 3.955   -6.299 1.269  H15  PZ1 77 
PZ1 H16  H16  H 0 1 N N N 121.842 22.490 42.544 1.652   -6.684 0.381  H16  PZ1 78 
PZ1 H17  H17  H 0 1 N N N 120.803 20.912 40.678 0.396   -4.820 -0.552 H17  PZ1 79 
PZ1 H181 1H18 H 0 0 N N N 122.882 18.990 38.331 0.618   -2.525 -1.449 H181 PZ1 80 
PZ1 H182 2H18 H 0 0 N N N 121.170 19.462 38.885 1.713   -1.381 -0.636 H182 PZ1 81 
PZ1 H191 1H19 H 0 0 N N N 122.941 17.268 39.367 3.650   -2.488 -1.791 H191 PZ1 82 
PZ1 H192 2H19 H 0 0 N N N 121.204 17.698 40.380 2.494   -3.512 -2.676 H192 PZ1 83 
PZ1 H3   H3   H 0 1 N N N 120.196 14.600 38.265 3.206   -0.881 -4.921 H3   PZ1 84 
# 
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 
PZ1 C1  O1   SING N N 1  
PZ1 C1  H1C1 SING N N 2  
PZ1 C1  H1C2 SING N N 3  
PZ1 C1  H1C3 SING N N 4  
PZ1 O1  C2   SING N N 5  
PZ1 C2  C3   SING Y N 6  
PZ1 C2  C5   DOUB Y N 7  
PZ1 C3  C4   SING N N 8  
PZ1 C3  C8   DOUB Y N 9  
PZ1 C4  O2   SING N N 10 
PZ1 C4  H4C1 SING N N 11 
PZ1 C4  H4C2 SING N N 12 
PZ1 O2  C33  SING N N 13 
PZ1 C5  C6   SING Y N 14 
PZ1 C5  H5   SING N N 15 
PZ1 C6  C7   DOUB Y N 16 
PZ1 C6  H6   SING N N 17 
PZ1 C7  C8   SING Y N 18 
PZ1 C7  H7   SING N N 19 
PZ1 C8  H8   SING N N 20 
PZ1 C20 C21  SING N N 21 
PZ1 C20 N3   SING N N 22 
PZ1 C20 C24  SING N N 23 
PZ1 C20 H20  SING N N 24 
PZ1 C21 N2   SING N N 25 
PZ1 C21 H211 SING N N 26 
PZ1 C21 H212 SING N N 27 
PZ1 N2  C22  SING N N 28 
PZ1 N2  H2   SING N N 29 
PZ1 C22 C23  SING N N 30 
PZ1 C22 H221 SING N N 31 
PZ1 C22 H222 SING N N 32 
PZ1 C23 N3   SING N N 33 
PZ1 C23 O5   DOUB N N 34 
PZ1 N3  C26  SING N N 35 
PZ1 C24 O6   SING N N 36 
PZ1 C24 H241 SING N N 37 
PZ1 C24 H242 SING N N 38 
PZ1 O6  C14  SING N N 39 
PZ1 C25 C26  SING Y N 40 
PZ1 C25 C30  DOUB Y N 41 
PZ1 C25 H25  SING N N 42 
PZ1 C26 C27  DOUB Y N 43 
PZ1 C27 C28  SING Y N 44 
PZ1 C27 H27  SING N N 45 
PZ1 C28 C29  DOUB Y N 46 
PZ1 C28 H28  SING N N 47 
PZ1 C29 C30  SING Y N 48 
PZ1 C29 O7   SING N N 49 
PZ1 C30 H30  SING N N 50 
PZ1 O7  C31  SING N N 51 
PZ1 C31 C32  SING N N 52 
PZ1 C31 H311 SING N N 53 
PZ1 C31 H312 SING N N 54 
PZ1 C32 C33  SING N N 55 
PZ1 C32 H321 SING N N 56 
PZ1 C32 H322 SING N N 57 
PZ1 C33 H331 SING N N 58 
PZ1 C33 H332 SING N N 59 
PZ1 C34 C19  SING N N 60 
PZ1 C34 O3   SING N N 61 
PZ1 C34 H341 SING N N 62 
PZ1 C34 H342 SING N N 63 
PZ1 C9  C10  DOUB N N 64 
PZ1 C9  C14  SING N N 65 
PZ1 C9  H9   SING N N 66 
PZ1 C10 C11  SING N N 67 
PZ1 C10 H10  SING N N 68 
PZ1 C11 C12  SING N N 69 
PZ1 C11 C15  DOUB N N 70 
PZ1 C12 C13  SING N N 71 
PZ1 C12 N1   SING N N 72 
PZ1 C12 H112 SING N N 73 
PZ1 C13 C14  DOUB N N 74 
PZ1 C13 H13  SING N N 75 
PZ1 C15 C16  SING N N 76 
PZ1 C15 H15  SING N N 77 
PZ1 C16 C17  DOUB N N 78 
PZ1 C16 H16  SING N N 79 
PZ1 C17 N1   SING N N 80 
PZ1 C17 H17  SING N N 81 
PZ1 N1  C18  SING N N 82 
PZ1 C18 C19  SING N N 83 
PZ1 C18 H181 SING N N 84 
PZ1 C18 H182 SING N N 85 
PZ1 C19 H191 SING N N 86 
PZ1 C19 H192 SING N N 87 
PZ1 O3  H3   SING N N 88 
# 
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 
PZ1 SMILES           ACDLabs              10.04 O=C5N(c2ccc(OCCCOCc1ccccc1OC)cc2)C(COC=4C=CC3=CC=CN(CCCO)C3C=4)CNC5 
PZ1 InChI            InChI                1.02b 
InChI=1/C34H41N3O6/c1-40-33-9-3-2-7-27(33)24-41-19-6-20-42-30-14-11-28(12-15-30)37-29(22-35-23-34(37)39)25-43-31-13-10-26-8-4-16-36(17-5-18-38)32(26)21-31/h2-4,7-16,21,29,32,35,38H,5-6,17-20,22-25H2,1H3/t29-,32?/m1/s1 
PZ1 InChIKey         InChI                1.02b BSWXEYZBVSQHOV-UYEDPJPIBF 
PZ1 SMILES_CANONICAL CACTVS               3.341 COc1ccccc1COCCCOc2ccc(cc2)N3[C@H](CNCC3=O)COC4=C[C@H]5N(CCCO)C=CC=C5C=C4 
PZ1 SMILES           CACTVS               3.341 COc1ccccc1COCCCOc2ccc(cc2)N3[CH](CNCC3=O)COC4=C[CH]5N(CCCO)C=CC=C5C=C4 
PZ1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1ccccc1COCCCOc2ccc(cc2)N3[C@H](CNCC3=O)COC4=CC5C(=CC=CN5CCCO)C=C4 
PZ1 SMILES           "OpenEye OEToolkits" 1.5.0 COc1ccccc1COCCCOc2ccc(cc2)N3C(CNCC3=O)COC4=CC5C(=CC=CN5CCCO)C=C4 
# 
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 
PZ1 "SYSTEMATIC NAME" ACDLabs              10.04 (6R)-6-({[(8aR)-1-(3-hydroxypropyl)-1,8a-dihydroquinolin-7-yl]oxy}methyl)-1-(4-{3-[(2-methoxybenzyl)oxy]propoxy}phenyl)piperazin-2-one 
PZ1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (6R)-6-[[1-(3-hydroxypropyl)-8aH-quinolin-7-yl]oxymethyl]-1-[4-[3-[(2-methoxyphenyl)methoxy]propoxy]phenyl]piperazin-2-one             
# 
