data_5WF
# 
_chem_comp.id                                    5WF 
_chem_comp.name                                  "4-[8-azanyl-3-[(3~{R})-1-(3-methyloxetan-3-yl)carbonylpiperidin-3-yl]imidazo[1,5-a]pyrazin-1-yl]-~{N}-[4-(trifluoromethyl)pyridin-2-yl]benzamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H28 F3 N7 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-12-15 
_chem_comp.pdbx_modified_date                    2016-01-29 
_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                        579.573 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5WF 
_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        5FBN 
_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 
5WF O38 O1  O 0 1 N N N -21.823 35.808 -17.144 8.807   -1.494 -1.081 O38 5WF 1  
5WF C36 C1  C 0 1 N N N -21.056 36.746 -17.130 7.747   -1.293 -0.527 C36 5WF 2  
5WF C37 C2  C 0 1 N N N -21.688 38.083 -16.815 7.663   -1.340 0.977  C37 5WF 3  
5WF C42 C3  C 0 1 N N N -22.022 38.897 -18.075 7.601   0.049  1.617  C42 5WF 4  
5WF C41 C4  C 0 1 N N N -21.072 38.906 -15.657 8.692   -2.283 1.628  C41 5WF 5  
5WF O40 O2  O 0 1 N N N -22.442 39.140 -15.243 7.601   -2.710 2.469  O40 5WF 6  
5WF C39 C5  C 0 1 N N N -22.910 37.931 -15.876 6.598   -2.318 1.510  C39 5WF 7  
5WF N34 N1  N 0 1 N N N -19.722 36.530 -17.398 6.646   -1.021 -1.255 N34 5WF 8  
5WF C33 C6  C 0 1 N N N -18.681 37.579 -17.447 6.684   -1.089 -2.722 C33 5WF 9  
5WF C32 C7  C 0 1 N N N -18.247 37.676 -18.916 6.173   0.239  -3.290 C32 5WF 10 
5WF C31 C8  C 0 1 N N N -17.633 36.327 -19.326 4.789   0.539  -2.711 C31 5WF 11 
5WF C35 C9  C 0 1 N N N -19.203 35.183 -17.725 5.384   -0.658 -0.597 C35 5WF 12 
5WF C29 C10 C 0 1 N N R -18.666 35.207 -19.164 4.889   0.671  -1.189 C29 5WF 13 
5WF C27 C11 C 0 1 Y N N -18.042 33.875 -19.485 3.531   0.998  -0.622 C27 5WF 14 
5WF N26 N2  N 0 1 Y N N -18.685 32.804 -19.979 3.231   2.107  0.079  N26 5WF 15 
5WF C22 C12 C 0 1 Y N N -19.989 32.561 -20.329 3.953   3.204  0.488  C22 5WF 16 
5WF C21 C13 C 0 1 Y N N -20.335 31.354 -20.822 3.350   4.176  1.197  C21 5WF 17 
5WF C25 C14 C 0 1 Y N N -17.756 31.789 -20.123 1.894   2.032  0.410  C25 5WF 18 
5WF C23 C15 C 0 1 Y N N -18.180 30.541 -20.628 1.310   3.078  1.156  C23 5WF 19 
5WF N30 N3  N 0 1 N N N -17.285 29.509 -20.772 -0.030  3.027  1.501  N30 5WF 20 
5WF N20 N4  N 0 1 Y N N -19.452 30.361 -20.961 2.053   4.107  1.520  N20 5WF 21 
5WF N28 N5  N 0 1 Y N N -16.784 33.581 -19.321 2.466   0.249  -0.742 N28 5WF 22 
5WF C24 C16 C 0 1 Y N N -16.549 32.320 -19.688 1.427   0.836  -0.125 C24 5WF 23 
5WF C3  C17 C 0 1 Y N N -15.210 31.702 -19.659 0.049   0.312  -0.033 C3  5WF 24 
5WF C2  C18 C 0 1 Y N N -14.649 31.226 -20.858 -1.036  1.140  -0.335 C2  5WF 25 
5WF C4  C19 C 0 1 Y N N -14.472 31.663 -18.480 -0.170  -1.015 0.349  C4  5WF 26 
5WF C5  C20 C 0 1 Y N N -13.223 31.118 -18.491 -1.443  -1.501 0.433  C5  5WF 27 
5WF C6  C21 C 0 1 Y N N -12.656 30.605 -19.674 -2.529  -0.670 0.137  C6  5WF 28 
5WF C1  C22 C 0 1 Y N N -13.385 30.674 -20.872 -2.310  0.656  -0.251 C1  5WF 29 
5WF C7  C23 C 0 1 N N N -11.292 30.023 -19.634 -3.905  -1.194 0.228  C7  5WF 30 
5WF O8  O3  O 0 1 N N N -10.551 30.192 -20.592 -4.095  -2.348 0.561  O8  5WF 31 
5WF N9  N6  N 0 1 N N N -10.913 29.333 -18.521 -4.951  -0.394 -0.057 N9  5WF 32 
5WF C15 C24 C 0 1 Y N N -9.665  28.730 -18.291 -6.252  -0.850 0.142  C15 5WF 33 
5WF N10 N7  N 0 1 Y N N -9.524  28.143 -17.099 -6.453  -2.025 0.719  N10 5WF 34 
5WF C14 C25 C 0 1 Y N N -8.592  28.725 -19.202 -7.326  -0.066 -0.262 C14 5WF 35 
5WF C13 C26 C 0 1 Y N N -7.401  28.101 -18.858 -8.613  -0.532 -0.058 C13 5WF 36 
5WF C16 C27 C 0 1 N N N -6.231  28.076 -19.822 -9.805  0.287  -0.481 C16 5WF 37 
5WF F19 F1  F 0 1 N N N -6.146  29.257 -20.555 -10.884 0.015  0.367  F19 5WF 38 
5WF F18 F2  F 0 1 N N N -6.369  27.007 -20.703 -9.486  1.648  -0.408 F18 5WF 39 
5WF F17 F3  F 0 1 N N N -5.018  27.954 -19.160 -10.152 -0.040 -1.797 F17 5WF 40 
5WF C12 C28 C 0 1 Y N N -7.314  27.504 -17.606 -8.782  -1.770 0.546  C12 5WF 41 
5WF C11 C29 C 0 1 Y N N -8.402  27.543 -16.747 -7.669  -2.494 0.927  C11 5WF 42 
5WF H1  H1  H 0 1 N N N -22.477 39.855 -17.783 6.785   0.618  1.172  H1  5WF 43 
5WF H2  H2  H 0 1 N N N -21.100 39.087 -18.644 7.432   -0.052 2.689  H2  5WF 44 
5WF H3  H3  H 0 1 N N N -22.728 38.331 -18.700 8.543   0.569  1.445  H3  5WF 45 
5WF H4  H4  H 0 1 N N N -20.463 38.327 -14.947 9.063   -3.059 0.960  H4  5WF 46 
5WF H5  H5  H 0 1 N N N -20.519 39.805 -15.967 9.486   -1.765 2.166  H5  5WF 47 
5WF H6  H6  H 0 1 N N N -23.889 38.014 -16.370 5.732   -1.827 1.953  H6  5WF 48 
5WF H7  H7  H 0 1 N N N -22.897 37.036 -15.237 6.330   -3.105 0.805  H7  5WF 49 
5WF H8  H8  H 0 1 N N N -17.826 37.299 -16.814 7.708   -1.258 -3.054 H8  5WF 50 
5WF H9  H9  H 0 1 N N N -19.091 38.541 -17.105 6.049   -1.905 -3.067 H9  5WF 51 
5WF H10 H10 H 0 1 N N N -17.500 38.475 -19.032 6.861   1.040  -3.020 H10 5WF 52 
5WF H11 H11 H 0 1 N N N -19.120 37.895 -19.548 6.106   0.169  -4.376 H11 5WF 53 
5WF H12 H12 H 0 1 N N N -16.763 36.114 -18.688 4.414   1.471  -3.132 H12 5WF 54 
5WF H13 H13 H 0 1 N N N -17.313 36.377 -20.377 4.105   -0.273 -2.960 H13 5WF 55 
5WF H14 H14 H 0 1 N N N -20.013 34.443 -17.643 4.643   -1.438 -0.772 H14 5WF 56 
5WF H15 H15 H 0 1 N N N -18.392 34.918 -17.030 5.550   -0.545 0.474  H15 5WF 57 
5WF H16 H16 H 0 1 N N N -19.503 35.391 -19.853 5.589   1.467  -0.938 H16 5WF 58 
5WF H17 H17 H 0 1 N N N -20.735 33.333 -20.210 5.001   3.284  0.241  H17 5WF 59 
5WF H18 H18 H 0 1 N N N -21.361 31.185 -21.114 3.927   5.033  1.514  H18 5WF 60 
5WF H19 H19 H 0 1 N N N -17.757 28.706 -21.136 -0.534  2.209  1.367  H19 5WF 61 
5WF H20 H20 H 0 1 N N N -16.559 29.783 -21.403 -0.464  3.809  1.876  H20 5WF 62 
5WF H21 H21 H 0 1 N N N -15.213 31.293 -21.776 -0.866  2.164  -0.634 H21 5WF 63 
5WF H22 H22 H 0 1 N N N -14.885 32.061 -17.565 0.669   -1.656 0.577  H22 5WF 64 
5WF H23 H23 H 0 1 N N N -12.656 31.079 -17.573 -1.612  -2.526 0.729  H23 5WF 65 
5WF H24 H24 H 0 1 N N N -12.962 30.300 -21.792 -3.148  1.296  -0.483 H24 5WF 66 
5WF H25 H25 H 0 1 N N N -11.593 29.247 -17.793 -4.798  0.500  -0.401 H25 5WF 67 
5WF H26 H26 H 0 1 N N N -8.695  29.205 -20.164 -7.159  0.893  -0.729 H26 5WF 68 
5WF H27 H27 H 0 1 N N N -6.402  27.011 -17.303 -9.773  -2.162 0.720  H27 5WF 69 
5WF H28 H28 H 0 1 N N N -8.330  27.076 -15.776 -7.795  -3.456 1.401  H28 5WF 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 
5WF N20 C21 SING Y N 1  
5WF N20 C23 DOUB Y N 2  
5WF C1  C2  DOUB Y N 3  
5WF C1  C6  SING Y N 4  
5WF C2  C3  SING Y N 5  
5WF C21 C22 DOUB Y N 6  
5WF N30 C23 SING N N 7  
5WF F18 C16 SING N N 8  
5WF C23 C25 SING Y N 9  
5WF O8  C7  DOUB N N 10 
5WF F19 C16 SING N N 11 
5WF C22 N26 SING Y N 12 
5WF C25 N26 SING Y N 13 
5WF C25 C24 DOUB Y N 14 
5WF N26 C27 SING Y N 15 
5WF C16 F17 SING N N 16 
5WF C16 C13 SING N N 17 
5WF C24 C3  SING N N 18 
5WF C24 N28 SING Y N 19 
5WF C6  C7  SING N N 20 
5WF C6  C5  DOUB Y N 21 
5WF C3  C4  DOUB Y N 22 
5WF C7  N9  SING N N 23 
5WF C27 N28 DOUB Y N 24 
5WF C27 C29 SING N N 25 
5WF C31 C29 SING N N 26 
5WF C31 C32 SING N N 27 
5WF C14 C13 SING Y N 28 
5WF C14 C15 DOUB Y N 29 
5WF C29 C35 SING N N 30 
5WF C32 C33 SING N N 31 
5WF C13 C12 DOUB Y N 32 
5WF N9  C15 SING N N 33 
5WF C5  C4  SING Y N 34 
5WF C15 N10 SING Y N 35 
5WF C42 C37 SING N N 36 
5WF C35 N34 SING N N 37 
5WF C12 C11 SING Y N 38 
5WF C33 N34 SING N N 39 
5WF N34 C36 SING N N 40 
5WF O38 C36 DOUB N N 41 
5WF C36 C37 SING N N 42 
5WF N10 C11 DOUB Y N 43 
5WF C37 C39 SING N N 44 
5WF C37 C41 SING N N 45 
5WF C39 O40 SING N N 46 
5WF C41 O40 SING N N 47 
5WF C42 H1  SING N N 48 
5WF C42 H2  SING N N 49 
5WF C42 H3  SING N N 50 
5WF C41 H4  SING N N 51 
5WF C41 H5  SING N N 52 
5WF C39 H6  SING N N 53 
5WF C39 H7  SING N N 54 
5WF C33 H8  SING N N 55 
5WF C33 H9  SING N N 56 
5WF C32 H10 SING N N 57 
5WF C32 H11 SING N N 58 
5WF C31 H12 SING N N 59 
5WF C31 H13 SING N N 60 
5WF C35 H14 SING N N 61 
5WF C35 H15 SING N N 62 
5WF C29 H16 SING N N 63 
5WF C22 H17 SING N N 64 
5WF C21 H18 SING N N 65 
5WF N30 H19 SING N N 66 
5WF N30 H20 SING N N 67 
5WF C2  H21 SING N N 68 
5WF C4  H22 SING N N 69 
5WF C5  H23 SING N N 70 
5WF C1  H24 SING N N 71 
5WF N9  H25 SING N N 72 
5WF C14 H26 SING N N 73 
5WF C12 H27 SING N N 74 
5WF C11 H28 SING N N 75 
# 
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 
5WF InChI            InChI                1.03  
"InChI=1S/C29H28F3N7O3/c1-28(15-42-16-28)27(41)38-11-2-3-19(14-38)25-37-22(23-24(33)35-10-12-39(23)25)17-4-6-18(7-5-17)26(40)36-21-13-20(8-9-34-21)29(30,31)32/h4-10,12-13,19H,2-3,11,14-16H2,1H3,(H2,33,35)(H,34,36,40)/t19-/m1/s1" 
5WF InChIKey         InChI                1.03  AHBFBRPGNOVEBK-LJQANCHMSA-N 
5WF SMILES_CANONICAL CACTVS               3.385 "CC1(COC1)C(=O)N2CCC[C@H](C2)c3nc(c4ccc(cc4)C(=O)Nc5cc(ccn5)C(F)(F)F)c6n3ccnc6N" 
5WF SMILES           CACTVS               3.385 "CC1(COC1)C(=O)N2CCC[CH](C2)c3nc(c4ccc(cc4)C(=O)Nc5cc(ccn5)C(F)(F)F)c6n3ccnc6N" 
5WF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CC1(COC1)C(=O)N2CCC[C@H](C2)c3nc(c4n3ccnc4N)c5ccc(cc5)C(=O)Nc6cc(ccn6)C(F)(F)F" 
5WF SMILES           "OpenEye OEToolkits" 2.0.4 "CC1(COC1)C(=O)N2CCCC(C2)c3nc(c4n3ccnc4N)c5ccc(cc5)C(=O)Nc6cc(ccn6)C(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 
5WF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "4-[8-azanyl-3-[(3~{R})-1-(3-methyloxetan-3-yl)carbonylpiperidin-3-yl]imidazo[1,5-a]pyrazin-1-yl]-~{N}-[4-(trifluoromethyl)pyridin-2-yl]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 
5WF "Create component" 2015-12-15 EBI  
5WF "Initial release"  2016-02-03 RCSB 
# 
