data_66K
# 
_chem_comp.id                                    66K 
_chem_comp.name                                  "4-[(4-methylpiperazin-1-yl)methyl]-N-(4-methyl-3-{[1-(pyridin-3-ylcarbonyl)piperidin-4-yl]oxy}phenyl)-3-(trifluoromethyl)benzamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H36 F3 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-02-04 
_chem_comp.pdbx_modified_date                    2016-07-08 
_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                        595.655 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     66K 
_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        5HU9 
_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 
66K CAX C1  C 0 1 N N N -9.513  -22.414 -12.356 5.710  -2.499 0.698  CAX 66K 1  
66K CAV C2  C 0 1 N N N -9.502  -22.052 -10.882 6.595  -2.702 1.930  CAV 66K 2  
66K NBN N1  N 0 1 N N N -10.510 -21.051 -10.603 7.832  -3.388 1.533  NBN 66K 3  
66K CAB C3  C 0 1 N N N -10.489 -20.687 -9.187  8.677  -3.669 2.701  CAB 66K 4  
66K CAW C4  C 0 1 N N N -11.804 -21.493 -11.037 8.566  -2.605 0.528  CAW 66K 5  
66K CAY C5  C 0 1 N N N -11.799 -21.795 -12.500 7.681  -2.402 -0.703 CAY 66K 6  
66K NBO N2  N 0 1 N N N -10.796 -22.784 -12.827 6.443  -1.716 -0.306 NBO 66K 7  
66K CAZ C6  C 0 1 N N N -10.885 -23.212 -14.226 5.599  -1.434 -1.474 CAZ 66K 8  
66K CBJ C7  C 0 1 Y N N -10.074 -24.298 -14.574 4.469  -0.523 -1.070 CBJ 66K 9  
66K CBL C8  C 0 1 Y N N -9.403  -24.361 -15.784 4.690  0.838  -0.951 CBL 66K 10 
66K CBQ C9  C 0 1 N N N -9.556  -23.298 -16.728 6.060  1.403  -1.226 CBQ 66K 11 
66K FAF F1  F 0 1 N N N -9.001  -23.663 -17.878 6.427  1.114  -2.544 FAF 66K 12 
66K FAG F2  F 0 1 N N N -8.959  -22.200 -16.276 6.037  2.790  -1.041 FAG 66K 13 
66K FAE F3  F 0 1 N N N -10.849 -23.053 -16.917 6.986  0.831  -0.347 FAE 66K 14 
66K CAQ C10 C 0 1 Y N N -8.586  -25.447 -16.057 3.660  1.677  -0.581 CAQ 66K 15 
66K CAN C11 C 0 1 Y N N -9.907  -25.359 -13.702 3.213  -1.050 -0.824 CAN 66K 16 
66K CAM C12 C 0 1 Y N N -9.086  -26.432 -14.001 2.174  -0.221 -0.454 CAM 66K 17 
66K CBI C13 C 0 1 Y N N -8.396  -26.528 -15.185 2.392  1.151  -0.327 CBI 66K 18 
66K CBD C14 C 0 1 N N N -7.556  -27.628 -15.493 1.284  2.045  0.070  CBD 66K 19 
66K OAC O1  O 0 1 N N N -6.704  -27.527 -16.322 1.475  3.241  0.175  OAC 66K 20 
66K NBB N3  N 0 1 N N N -7.642  -28.740 -14.743 0.061  1.535  0.315  NBB 66K 21 
66K CBG C15 C 0 1 Y N N -6.955  -29.859 -15.027 -0.959 2.362  0.795  CBG 66K 22 
66K CAP C16 C 0 1 Y N N -5.711  -29.980 -15.634 -2.276 2.132  0.420  CAP 66K 23 
66K CAL C17 C 0 1 Y N N -7.586  -31.048 -14.740 -0.657 3.411  1.654  CAL 66K 24 
66K CAK C18 C 0 1 Y N N -6.995  -32.252 -15.012 -1.665 4.229  2.129  CAK 66K 25 
66K CBF C19 C 0 1 Y N N -5.774  -32.352 -15.582 -2.975 4.005  1.752  CBF 66K 26 
66K CAA C20 C 0 1 N N N -5.217  -33.551 -15.859 -4.071 4.898  2.272  CAA 66K 27 
66K CBK C21 C 0 1 Y N N -5.112  -31.209 -15.894 -3.283 2.954  0.898  CBK 66K 28 
66K OBC O2  O 0 1 N N N -3.925  -31.431 -16.424 -4.573 2.732  0.532  OBC 66K 29 
66K CBM C22 C 0 1 N N N -3.246  -30.372 -17.068 -4.823 1.608  -0.315 CBM 66K 30 
66K CAS C23 C 0 1 N N N -3.840  -30.039 -18.398 -6.125 1.831  -1.087 CAS 66K 31 
66K CAU C24 C 0 1 N N N -3.640  -31.125 -19.426 -6.372 0.641  -2.019 CAU 66K 32 
66K CAR C25 C 0 1 N N N -1.839  -30.691 -17.240 -4.944 0.344  0.538  CAR 66K 33 
66K CAT C26 C 0 1 N N N -1.621  -31.757 -18.277 -5.177 -0.864 -0.375 CAT 66K 34 
66K NBP N4  N 0 1 N N N -2.284  -31.505 -19.532 -6.345 -0.595 -1.225 NBP 66K 35 
66K CBE C27 C 0 1 N N N -1.681  -31.638 -20.723 -7.373 -1.466 -1.275 CBE 66K 36 
66K OAD O3  O 0 1 N N N -2.295  -31.481 -21.744 -8.300 -1.269 -2.036 OAD 66K 37 
66K CBH C28 C 0 1 Y N N -0.312  -31.867 -20.833 -7.372 -2.660 -0.404 CBH 66K 38 
66K CAJ C29 C 0 1 Y N N 0.593   -31.086 -20.163 -6.196 -3.390 -0.197 CAJ 66K 39 
66K CAH C30 C 0 1 Y N N 1.932   -31.218 -20.235 -6.249 -4.500 0.627  CAH 66K 40 
66K CAI C31 C 0 1 Y N N 2.468   -32.162 -21.042 -7.451 -4.850 1.215  CAI 66K 41 
66K NBA N5  N 0 1 Y N N 1.581   -32.929 -21.757 -8.545 -4.143 1.002  NBA 66K 42 
66K CAO C32 C 0 1 Y N N 0.236   -32.785 -21.675 -8.544 -3.076 0.230  CAO 66K 43 
66K H1  H1  H 0 1 N N N -8.825  -23.258 -12.515 5.442  -3.468 0.279  H1  66K 44 
66K H2  H2  H 0 1 N N N -9.166  -21.544 -12.933 4.804  -1.964 0.986  H2  66K 45 
66K H3  H3  H 0 1 N N N -9.710  -22.953 -10.286 6.840  -1.733 2.365  H3  66K 46 
66K H4  H4  H 0 1 N N N -8.512  -21.655 -10.613 6.064  -3.307 2.664  H4  66K 47 
66K H6  H6  H 0 1 N N N -9.478  -20.357 -8.908  8.133  -4.306 3.398  H6  66K 48 
66K H7  H7  H 0 1 N N N -11.204 -19.870 -9.008  9.586  -4.177 2.378  H7  66K 49 
66K H8  H8  H 0 1 N N N -10.770 -21.560 -8.580  8.940  -2.733 3.193  H8  66K 50 
66K H9  H9  H 0 1 N N N -12.542 -20.702 -10.835 8.834  -1.635 0.948  H9  66K 51 
66K H10 H10 H 0 1 N N N -12.079 -22.402 -10.482 9.472  -3.139 0.241  H10 66K 52 
66K H11 H11 H 0 1 N N N -11.586 -20.870 -13.056 8.212  -1.797 -1.438 H11 66K 53 
66K H12 H12 H 0 1 N N N -12.788 -22.178 -12.791 7.436  -3.371 -1.139 H12 66K 54 
66K H14 H14 H 0 1 N N N -10.601 -22.359 -14.860 6.196  -0.951 -2.247 H14 66K 55 
66K H15 H15 H 0 1 N N N -11.930 -23.489 -14.430 5.191  -2.368 -1.861 H15 66K 56 
66K H16 H16 H 0 1 N N N -8.063  -25.461 -17.002 3.834  2.739  -0.488 H16 66K 57 
66K H17 H17 H 0 1 N N N -10.434 -25.350 -12.759 3.046  -2.112 -0.924 H17 66K 58 
66K H18 H18 H 0 1 N N N -8.984  -27.225 -13.275 1.195  -0.634 -0.263 H18 66K 59 
66K H19 H19 H 0 1 N N N -8.241  -28.734 -13.942 -0.112 0.593  0.158  H19 66K 60 
66K H20 H20 H 0 1 N N N -5.185  -29.080 -15.917 -2.514 1.315  -0.245 H20 66K 61 
66K H21 H21 H 0 1 N N N -8.568  -31.030 -14.291 0.366  3.588  1.951  H21 66K 62 
66K H22 H22 H 0 1 N N N -7.526  -33.158 -14.761 -1.428 5.044  2.796  H22 66K 63 
66K H23 H23 H 0 1 N N N -4.621  -33.887 -14.998 -4.210 5.738  1.591  H23 66K 64 
66K H24 H24 H 0 1 N N N -6.010  -34.285 -16.064 -4.999 4.331  2.343  H24 66K 65 
66K H25 H25 H 0 1 N N N -4.566  -33.458 -16.741 -3.797 5.272  3.259  H25 66K 66 
66K H26 H26 H 0 1 N N N -3.318  -29.474 -16.438 -3.999 1.494  -1.019 H26 66K 67 
66K H27 H27 H 0 1 N N N -3.371  -29.116 -18.769 -6.954 1.921  -0.384 H27 66K 68 
66K H28 H28 H 0 1 N N N -4.920  -29.875 -18.268 -6.047 2.745  -1.676 H28 66K 69 
66K H29 H29 H 0 1 N N N -3.984  -30.757 -20.404 -7.345 0.747  -2.497 H29 66K 70 
66K H30 H30 H 0 1 N N N -4.234  -32.004 -19.135 -5.593 0.606  -2.780 H30 66K 71 
66K H31 H31 H 0 1 N N N -1.436  -31.044 -16.279 -4.025 0.198  1.106  H31 66K 72 
66K H32 H32 H 0 1 N N N -1.305  -29.781 -17.550 -5.784 0.448  1.226  H32 66K 73 
66K H33 H33 H 0 1 N N N -1.994  -32.711 -17.875 -4.299 -1.023 -1.001 H33 66K 74 
66K H34 H34 H 0 1 N N N -0.541  -31.837 -18.468 -5.360 -1.751 0.231  H34 66K 75 
66K H35 H35 H 0 1 N N N 0.203   -30.304 -19.528 -5.270 -3.094 -0.669 H35 66K 76 
66K H36 H36 H 0 1 N N N 2.573   -30.574 -19.652 -5.361 -5.087 0.810  H36 66K 77 
66K H37 H37 H 0 1 N N N 3.536   -32.305 -21.120 -7.495 -5.716 1.859  H37 66K 78 
66K H38 H38 H 0 1 N N N -0.407  -33.404 -22.283 -9.459 -2.523 0.080  H38 66K 79 
# 
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 
66K NBA CAO DOUB Y N 1  
66K NBA CAI SING Y N 2  
66K OAD CBE DOUB N N 3  
66K CAO CBH SING Y N 4  
66K CAI CAH DOUB Y N 5  
66K CBH CBE SING N N 6  
66K CBH CAJ DOUB Y N 7  
66K CBE NBP SING N N 8  
66K CAH CAJ SING Y N 9  
66K NBP CAU SING N N 10 
66K NBP CAT SING N N 11 
66K CAU CAS SING N N 12 
66K CAS CBM SING N N 13 
66K CAT CAR SING N N 14 
66K FAF CBQ SING N N 15 
66K CAR CBM SING N N 16 
66K CBM OBC SING N N 17 
66K FAE CBQ SING N N 18 
66K CBQ FAG SING N N 19 
66K CBQ CBL SING N N 20 
66K OBC CBK SING N N 21 
66K OAC CBD DOUB N N 22 
66K CAQ CBL DOUB Y N 23 
66K CAQ CBI SING Y N 24 
66K CBK CAP DOUB Y N 25 
66K CBK CBF SING Y N 26 
66K CAA CBF SING N N 27 
66K CBL CBJ SING Y N 28 
66K CAP CBG SING Y N 29 
66K CBF CAK DOUB Y N 30 
66K CBD CBI SING N N 31 
66K CBD NBB SING N N 32 
66K CBI CAM DOUB Y N 33 
66K CBG NBB SING N N 34 
66K CBG CAL DOUB Y N 35 
66K CAK CAL SING Y N 36 
66K CBJ CAZ SING N N 37 
66K CBJ CAN DOUB Y N 38 
66K CAZ NBO SING N N 39 
66K CAM CAN SING Y N 40 
66K NBO CAY SING N N 41 
66K NBO CAX SING N N 42 
66K CAY CAW SING N N 43 
66K CAX CAV SING N N 44 
66K CAW NBN SING N N 45 
66K CAV NBN SING N N 46 
66K NBN CAB SING N N 47 
66K CAX H1  SING N N 48 
66K CAX H2  SING N N 49 
66K CAV H3  SING N N 50 
66K CAV H4  SING N N 51 
66K CAB H6  SING N N 52 
66K CAB H7  SING N N 53 
66K CAB H8  SING N N 54 
66K CAW H9  SING N N 55 
66K CAW H10 SING N N 56 
66K CAY H11 SING N N 57 
66K CAY H12 SING N N 58 
66K CAZ H14 SING N N 59 
66K CAZ H15 SING N N 60 
66K CAQ H16 SING N N 61 
66K CAN H17 SING N N 62 
66K CAM H18 SING N N 63 
66K NBB H19 SING N N 64 
66K CAP H20 SING N N 65 
66K CAL H21 SING N N 66 
66K CAK H22 SING N N 67 
66K CAA H23 SING N N 68 
66K CAA H24 SING N N 69 
66K CAA H25 SING N N 70 
66K CBM H26 SING N N 71 
66K CAS H27 SING N N 72 
66K CAS H28 SING N N 73 
66K CAU H29 SING N N 74 
66K CAU H30 SING N N 75 
66K CAR H31 SING N N 76 
66K CAR H32 SING N N 77 
66K CAT H33 SING N N 78 
66K CAT H34 SING N N 79 
66K CAJ H35 SING N N 80 
66K CAH H36 SING N N 81 
66K CAI H37 SING N N 82 
66K CAO H38 SING N N 83 
# 
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 
66K SMILES           ACDLabs              12.01 "C1CN(C)CCN1Cc2ccc(cc2C(F)(F)F)C(Nc3ccc(C)c(c3)OC4CCN(CC4)C(=O)c5cccnc5)=O" 
66K InChI            InChI                1.03  
"InChI=1S/C32H36F3N5O3/c1-22-5-8-26(19-29(22)43-27-9-12-40(13-10-27)31(42)24-4-3-11-36-20-24)37-30(41)23-6-7-25(28(18-23)32(33,34)35)21-39-16-14-38(2)15-17-39/h3-8,11,18-20,27H,9-10,12-17,21H2,1-2H3,(H,37,41)" 
66K InChIKey         InChI                1.03  CBLZTDLZCXMNCE-UHFFFAOYSA-N 
66K SMILES_CANONICAL CACTVS               3.385 "CN1CCN(CC1)Cc2ccc(cc2C(F)(F)F)C(=O)Nc3ccc(C)c(OC4CCN(CC4)C(=O)c5cccnc5)c3" 
66K SMILES           CACTVS               3.385 "CN1CCN(CC1)Cc2ccc(cc2C(F)(F)F)C(=O)Nc3ccc(C)c(OC4CCN(CC4)C(=O)c5cccnc5)c3" 
66K SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1ccc(cc1OC2CCN(CC2)C(=O)c3cccnc3)NC(=O)c4ccc(c(c4)C(F)(F)F)CN5CCN(CC5)C" 
66K SMILES           "OpenEye OEToolkits" 2.0.4 "Cc1ccc(cc1OC2CCN(CC2)C(=O)c3cccnc3)NC(=O)c4ccc(c(c4)C(F)(F)F)CN5CCN(CC5)C" 
# 
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 
66K "SYSTEMATIC NAME" ACDLabs              12.01 "4-[(4-methylpiperazin-1-yl)methyl]-N-(4-methyl-3-{[1-(pyridin-3-ylcarbonyl)piperidin-4-yl]oxy}phenyl)-3-(trifluoromethyl)benzamide" 
66K "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "4-[(4-methylpiperazin-1-yl)methyl]-~{N}-[4-methyl-3-(1-pyridin-3-ylcarbonylpiperidin-4-yl)oxy-phenyl]-3-(trifluoromethyl)benzamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
66K "Create component" 2016-02-04 RCSB 
66K "Initial release"  2016-07-13 RCSB 
# 
