data_NZF
# 
_chem_comp.id                                    NZF 
_chem_comp.name                                  "(3S)-N-[3-(trifluoromethoxy)benzyl]-1-{2-[(3,4,5-trimethoxyphenyl)amino]pyrimidin-4-yl}piperidine-3-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H30 F3 N5 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-06-22 
_chem_comp.pdbx_modified_date                    2012-08-24 
_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                        561.553 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NZF 
_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        4FNZ 
_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 
NZF C17 C17 C 0 1 N N N 18.884 8.446  59.474 8.890   3.385  -0.062 C17 NZF 1  
NZF O1  O1  O 0 1 N N N 19.888 8.611  58.426 9.265   2.034  -0.335 O1  NZF 2  
NZF C15 C15 C 0 1 Y N N 21.191 8.690  58.885 8.263   1.119  -0.417 C15 NZF 3  
NZF C16 C16 C 0 1 Y N N 21.545 9.709  59.785 6.946   1.515  -0.239 C16 NZF 4  
NZF C14 C14 C 0 1 Y N N 22.173 7.768  58.462 8.557   -0.213 -0.686 C14 NZF 5  
NZF O2  O2  O 0 1 N N N 21.883 6.750  57.594 9.850   -0.601 -0.867 O2  NZF 6  
NZF C18 C18 C 0 1 N N N 22.391 6.969  56.261 10.571  -1.015 0.295  C18 NZF 7  
NZF C13 C13 C 0 1 Y N N 23.471 7.879  58.951 7.532   -1.147 -0.770 C13 NZF 8  
NZF O3  O3  O 0 1 N N N 24.453 7.022  58.575 7.819   -2.450 -1.033 O3  NZF 9  
NZF C19 C19 C 0 1 N N N 25.419 6.872  59.628 6.716   -3.356 -1.105 C19 NZF 10 
NZF C12 C12 C 0 1 Y N N 23.794 8.903  59.828 6.217   -0.751 -0.586 C12 NZF 11 
NZF C11 C11 C 0 1 Y N N 22.855 9.827  60.251 5.923   0.581  -0.322 C11 NZF 12 
NZF N4  N4  N 0 1 N N N 23.306 10.746 61.119 4.594   0.981  -0.142 N4  NZF 13 
NZF C10 C10 C 0 1 Y N N 22.739 11.929 61.417 3.687   0.122  0.456  C10 NZF 14 
NZF N3  N3  N 0 1 Y N N 21.577 12.332 60.880 2.410   0.470  0.515  N3  NZF 15 
NZF N2  N2  N 0 1 Y N N 23.383 12.719 62.304 4.117   -1.029 0.951  N2  NZF 16 
NZF C9  C9  C 0 1 Y N N 22.899 13.894 62.674 3.279   -1.877 1.530  C9  NZF 17 
NZF C8  C8  C 0 1 Y N N 21.695 14.339 62.136 1.940   -1.551 1.617  C8  NZF 18 
NZF C7  C7  C 0 1 Y N N 21.041 13.513 61.220 1.515   -0.332 1.082  C7  NZF 19 
NZF N1  N1  N 0 1 N N N 19.823 13.891 60.644 0.180   0.034  1.142  N1  NZF 20 
NZF C3  C3  C 0 1 N N N 19.140 15.137 61.036 -0.033  1.347  0.520  C3  NZF 21 
NZF C2  C2  C 0 1 N N N 19.129 12.961 59.718 -0.309  0.016  2.526  C2  NZF 22 
NZF C1  C1  C 0 1 N N N 17.823 12.563 60.396 -1.816  0.282  2.539  C1  NZF 23 
NZF C5  C5  C 0 1 N N N 17.028 13.818 60.768 -2.095  1.644  1.898  C5  NZF 24 
NZF C4  C4  C 0 1 N N S 17.833 14.746 61.710 -1.532  1.653  0.474  C4  NZF 25 
NZF C6  C6  C 0 1 N N N 17.018 15.994 62.110 -2.234  0.605  -0.351 C6  NZF 26 
NZF O4  O4  O 0 1 N N N 16.566 16.805 61.299 -1.599  -0.298 -0.853 O4  NZF 27 
NZF N5  N5  N 0 1 N N N 16.861 16.139 63.407 -3.568  0.671  -0.531 N5  NZF 28 
NZF C20 C20 C 0 1 N N N 16.117 17.282 63.945 -4.251  -0.347 -1.333 C20 NZF 29 
NZF C21 C21 C 0 1 Y N N 16.427 17.440 65.427 -5.726  -0.045 -1.378 C21 NZF 30 
NZF C27 C27 C 0 1 Y N N 15.407 17.533 66.371 -6.567  -0.565 -0.413 C27 NZF 31 
NZF C22 C22 C 0 1 Y N N 17.753 17.493 65.817 -6.237  0.756  -2.383 C22 NZF 32 
NZF C23 C23 C 0 1 Y N N 18.068 17.636 67.159 -7.590  1.036  -2.427 C23 NZF 33 
NZF C24 C24 C 0 1 Y N N 17.070 17.731 68.114 -8.436  0.515  -1.467 C24 NZF 34 
NZF C25 C25 C 0 1 Y N N 15.743 17.668 67.718 -7.925  -0.286 -0.455 C25 NZF 35 
NZF O5  O5  O 0 1 N N N 14.778 17.788 68.662 -8.755  -0.796 0.493  O5  NZF 36 
NZF C26 C26 C 0 1 N N N 14.352 16.604 69.281 -10.141 -0.468 0.387  C26 NZF 37 
NZF F2  F2  F 0 1 N N N 15.345 16.119 70.025 -10.638 -0.931 -0.836 F2  NZF 38 
NZF F3  F3  F 0 1 N N N 13.351 16.996 70.073 -10.845 -1.071 1.435  F3  NZF 39 
NZF F1  F1  F 0 1 N N N 13.925 15.695 68.368 -10.298 0.920  0.458  F1  NZF 40 
NZF H1  H1  H 0 1 N N N 17.884 8.393  59.019 8.229   3.745  -0.850 H1  NZF 41 
NZF H2  H2  H 0 1 N N N 19.084 7.518  60.030 8.371   3.431  0.896  H2  NZF 42 
NZF H3  H3  H 0 1 N N N 18.929 9.303  60.163 9.782   4.010  -0.023 H3  NZF 43 
NZF H4  H4  H 0 1 N N N 20.794 10.409 60.120 6.717   2.550  -0.034 H4  NZF 44 
NZF H5  H5  H 0 1 N N N 22.122 6.116  55.621 11.585  -1.298 0.011  H5  NZF 45 
NZF H6  H6  H 0 1 N N N 21.952 7.889  55.848 10.610  -0.194 1.010  H6  NZF 46 
NZF H7  H7  H 0 1 N N N 23.486 7.069  56.298 10.069  -1.870 0.749  H7  NZF 47 
NZF H8  H8  H 0 1 N N N 26.207 6.175  59.307 6.038   -3.040 -1.897 H8  NZF 48 
NZF H9  H9  H 0 1 N N N 25.866 7.850  59.857 7.083   -4.359 -1.320 H9  NZF 49 
NZF H10 H10 H 0 1 N N N 24.923 6.476  60.527 6.186   -3.359 -0.153 H10 NZF 50 
NZF H11 H11 H 0 1 N N N 24.808 8.982  60.192 5.420   -1.477 -0.651 H11 NZF 51 
NZF H12 H12 H 0 1 N N N 24.157 10.527 61.597 4.308   1.860  -0.436 H12 NZF 52 
NZF H13 H13 H 0 1 N N N 23.434 14.503 63.388 3.640   -2.813 1.930  H13 NZF 53 
NZF H14 H14 H 0 1 N N N 21.279 15.295 62.419 1.237   -2.224 2.084  H14 NZF 54 
NZF H15 H15 H 0 1 N N N 19.769 15.706 61.736 0.476   2.113  1.105  H15 NZF 55 
NZF H16 H16 H 0 1 N N N 18.935 15.750 60.146 0.367   1.339  -0.493 H16 NZF 56 
NZF H17 H17 H 0 1 N N N 19.750 12.071 59.539 -0.109  -0.960 2.970  H17 NZF 57 
NZF H18 H18 H 0 1 N N N 18.922 13.463 58.761 0.201   0.788  3.102  H18 NZF 58 
NZF H19 H19 H 0 1 N N N 17.228 11.944 59.708 -2.328  -0.498 1.975  H19 NZF 59 
NZF H20 H20 H 0 1 N N N 18.045 11.988 61.307 -2.176  0.284  3.568  H20 NZF 60 
NZF H21 H21 H 0 1 N N N 16.782 14.370 59.849 -3.170  1.819  1.866  H21 NZF 61 
NZF H22 H22 H 0 1 N N N 16.099 13.515 61.274 -1.615  2.428  2.484  H22 NZF 62 
NZF H23 H23 H 0 1 N N N 18.069 14.183 62.625 -1.689  2.634  0.026  H23 NZF 63 
NZF H24 H24 H 0 1 N N N 17.252 15.464 64.032 -4.076  1.394  -0.130 H24 NZF 64 
NZF H25 H25 H 0 1 N N N 16.413 18.196 63.409 -3.848  -0.343 -2.346 H25 NZF 65 
NZF H26 H26 H 0 1 N N N 15.038 17.112 63.813 -4.094  -1.328 -0.884 H26 NZF 66 
NZF H27 H27 H 0 1 N N N 14.372 17.501 66.065 -6.168  -1.188 0.373  H27 NZF 67 
NZF H28 H28 H 0 1 N N N 18.539 17.423 65.079 -5.577  1.164  -3.134 H28 NZF 68 
NZF H29 H29 H 0 1 N N N 19.104 17.674 67.463 -7.987  1.662  -3.212 H29 NZF 69 
NZF H30 H30 H 0 1 N N N 17.323 17.853 69.157 -9.493  0.734  -1.501 H30 NZF 70 
# 
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 
NZF C18 O2  SING N N 1  
NZF O2  C14 SING N N 2  
NZF O1  C15 SING N N 3  
NZF O1  C17 SING N N 4  
NZF C14 C15 DOUB Y N 5  
NZF C14 C13 SING Y N 6  
NZF O3  C13 SING N N 7  
NZF O3  C19 SING N N 8  
NZF C15 C16 SING Y N 9  
NZF C13 C12 DOUB Y N 10 
NZF C2  C1  SING N N 11 
NZF C2  N1  SING N N 12 
NZF C16 C11 DOUB Y N 13 
NZF C12 C11 SING Y N 14 
NZF C11 N4  SING N N 15 
NZF C1  C5  SING N N 16 
NZF N1  C3  SING N N 17 
NZF N1  C7  SING N N 18 
NZF C5  C4  SING N N 19 
NZF N3  C7  DOUB Y N 20 
NZF N3  C10 SING Y N 21 
NZF C3  C4  SING N N 22 
NZF N4  C10 SING N N 23 
NZF C7  C8  SING Y N 24 
NZF O4  C6  DOUB N N 25 
NZF C10 N2  DOUB Y N 26 
NZF C4  C6  SING N N 27 
NZF C6  N5  SING N N 28 
NZF C8  C9  DOUB Y N 29 
NZF N2  C9  SING Y N 30 
NZF N5  C20 SING N N 31 
NZF C20 C21 SING N N 32 
NZF C21 C22 DOUB Y N 33 
NZF C21 C27 SING Y N 34 
NZF C22 C23 SING Y N 35 
NZF C27 C25 DOUB Y N 36 
NZF C23 C24 DOUB Y N 37 
NZF C25 C24 SING Y N 38 
NZF C25 O5  SING N N 39 
NZF F1  C26 SING N N 40 
NZF O5  C26 SING N N 41 
NZF C26 F2  SING N N 42 
NZF C26 F3  SING N N 43 
NZF C17 H1  SING N N 44 
NZF C17 H2  SING N N 45 
NZF C17 H3  SING N N 46 
NZF C16 H4  SING N N 47 
NZF C18 H5  SING N N 48 
NZF C18 H6  SING N N 49 
NZF C18 H7  SING N N 50 
NZF C19 H8  SING N N 51 
NZF C19 H9  SING N N 52 
NZF C19 H10 SING N N 53 
NZF C12 H11 SING N N 54 
NZF N4  H12 SING N N 55 
NZF C9  H13 SING N N 56 
NZF C8  H14 SING N N 57 
NZF C3  H15 SING N N 58 
NZF C3  H16 SING N N 59 
NZF C2  H17 SING N N 60 
NZF C2  H18 SING N N 61 
NZF C1  H19 SING N N 62 
NZF C1  H20 SING N N 63 
NZF C5  H21 SING N N 64 
NZF C5  H22 SING N N 65 
NZF C4  H23 SING N N 66 
NZF N5  H24 SING N N 67 
NZF C20 H25 SING N N 68 
NZF C20 H26 SING N N 69 
NZF C27 H27 SING N N 70 
NZF C22 H28 SING N N 71 
NZF C23 H29 SING N N 72 
NZF C24 H30 SING N N 73 
# 
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 
NZF SMILES           ACDLabs              12.01 "FC(F)(F)Oc1cccc(c1)CNC(=O)C4CCCN(c2nc(ncc2)Nc3cc(OC)c(OC)c(OC)c3)C4" 
NZF InChI            InChI                1.03  
"InChI=1S/C27H30F3N5O5/c1-37-21-13-19(14-22(38-2)24(21)39-3)33-26-31-10-9-23(34-26)35-11-5-7-18(16-35)25(36)32-15-17-6-4-8-20(12-17)40-27(28,29)30/h4,6,8-10,12-14,18H,5,7,11,15-16H2,1-3H3,(H,32,36)(H,31,33,34)/t18-/m0/s1" 
NZF InChIKey         InChI                1.03  LDRVTAIULYJYRP-SFHVURJKSA-N 
NZF SMILES_CANONICAL CACTVS               3.370 "COc1cc(Nc2nccc(n2)N3CCC[C@@H](C3)C(=O)NCc4cccc(OC(F)(F)F)c4)cc(OC)c1OC" 
NZF SMILES           CACTVS               3.370 "COc1cc(Nc2nccc(n2)N3CCC[CH](C3)C(=O)NCc4cccc(OC(F)(F)F)c4)cc(OC)c1OC" 
NZF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cc(cc(c1OC)OC)Nc2nccc(n2)N3CCC[C@@H](C3)C(=O)NCc4cccc(c4)OC(F)(F)F" 
NZF SMILES           "OpenEye OEToolkits" 1.7.6 "COc1cc(cc(c1OC)OC)Nc2nccc(n2)N3CCCC(C3)C(=O)NCc4cccc(c4)OC(F)(F)F" 
# 
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 
NZF "SYSTEMATIC NAME" ACDLabs              12.01 "(3S)-N-[3-(trifluoromethoxy)benzyl]-1-{2-[(3,4,5-trimethoxyphenyl)amino]pyrimidin-4-yl}piperidine-3-carboxamide"           
NZF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3S)-N-[[3-(trifluoromethyloxy)phenyl]methyl]-1-[2-[(3,4,5-trimethoxyphenyl)amino]pyrimidin-4-yl]piperidine-3-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
NZF "Create component" 2012-06-22 RCSB 
NZF "Initial release"  2012-08-24 RCSB 
# 
