data_5WH
# 
_chem_comp.id                                    5WH 
_chem_comp.name                                  "4-[8-azanyl-3-[(3~{R},6~{S})-1-cyclopropylcarbonyl-6-methyl-piperidin-3-yl]imidazo[1,5-a]pyrazin-1-yl]-3-fluoranyl-~{N}-[4-(trifluoromethyl)pyridin-2-yl]benzamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H27 F4 N7 O2" 
_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                    2016-03-18 
_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                        581.564 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5WH 
_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        5FBO 
_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 
5WH N01 N1  N 0 1 Y N N -21.092 4.872  -19.542 2.459   -4.146 -1.871 N01 5WH 1  
5WH C02 C1  C 0 1 Y N N -20.140 5.124  -20.448 3.787   -3.985 -1.865 C02 5WH 2  
5WH C03 C2  C 0 1 Y N N -18.909 5.624  -20.100 4.370   -2.956 -1.221 C03 5WH 3  
5WH C04 C3  C 0 1 Y N N -20.884 5.065  -18.243 1.663   -3.300 -1.244 C04 5WH 4  
5WH C05 C4  C 0 1 Y N N -19.615 5.559  -17.770 2.223   -2.205 -0.554 C05 5WH 5  
5WH N06 N2  N 0 1 Y N N -18.674 5.880  -18.752 3.593   -2.041 -0.549 N06 5WH 6  
5WH C07 C5  C 0 1 Y N N -17.535 6.304  -18.127 3.861   -0.936 0.171  C07 5WH 7  
5WH N08 N3  N 0 1 Y N N -17.759 6.351  -16.805 2.745   -0.411 0.607  N08 5WH 8  
5WH C09 C6  C 0 1 Y N N -19.035 5.898  -16.597 1.703   -1.151 0.191  C09 5WH 9  
5WH C10 C7  C 0 1 N N R -16.277 6.706  -18.832 5.239   -0.385 0.435  C10 5WH 10 
5WH N11 N4  N 0 1 N N N -21.919 4.768  -17.416 0.291   -3.486 -1.263 N11 5WH 11 
5WH C12 C8  C 0 1 N N N -16.384 8.197  -19.183 5.338   1.037  -0.127 C12 5WH 12 
5WH C13 C9  C 0 1 N N N -13.791 7.031  -18.623 6.907   0.175  2.211  C13 5WH 13 
5WH C14 C10 C 0 1 N N S -13.943 8.500  -19.002 7.025   1.603  1.670  C14 5WH 14 
5WH N15 N5  N 0 1 N N N -15.167 8.654  -19.878 6.638   1.605  0.252  N15 5WH 15 
5WH C16 C11 C 0 1 N N N -15.040 6.450  -17.965 5.496   -0.353 1.943  C16 5WH 16 
5WH C17 C12 C 0 1 Y N N -19.496 5.802  -15.273 0.276   -0.894 0.473  C17 5WH 17 
5WH C18 C13 C 0 1 Y N N -19.755 4.599  -14.640 -0.166  -0.773 1.796  C18 5WH 18 
5WH C19 C14 C 0 1 Y N N -20.194 4.500  -13.348 -1.498  -0.534 2.054  C19 5WH 19 
5WH C20 C15 C 0 1 Y N N -20.362 5.666  -12.604 -2.402  -0.413 0.994  C20 5WH 20 
5WH C21 C16 C 0 1 Y N N -20.033 6.888  -13.183 -1.953  -0.535 -0.325 C21 5WH 21 
5WH C22 C17 C 0 1 Y N N -19.630 6.958  -14.503 -0.632  -0.766 -0.582 C22 5WH 22 
5WH F23 F1  F 0 1 N N N -19.643 3.451  -15.354 0.712   -0.892 2.816  F23 5WH 23 
5WH C24 C18 C 0 1 N N N -20.742 5.492  -11.166 -3.828  -0.157 1.267  C24 5WH 24 
5WH O25 O1  O 0 1 N N N -20.732 4.381  -10.647 -4.219  -0.051 2.414  O25 5WH 25 
5WH N26 N6  N 0 1 N N N -21.039 6.623  -10.480 -4.700  -0.040 0.245  N26 5WH 26 
5WH C27 C19 C 0 1 Y N N -21.275 6.772  -9.104  -6.025  0.305  0.496  C27 5WH 27 
5WH N28 N7  N 0 1 Y N N -21.819 7.968  -8.819  -6.447  0.422  1.745  N28 5WH 28 
5WH C29 C20 C 0 1 Y N N -22.088 8.232  -7.531  -7.695  0.746  2.027  C29 5WH 29 
5WH C30 C21 C 0 1 Y N N -21.846 7.342  -6.510  -8.611  0.978  1.020  C30 5WH 30 
5WH C31 C22 C 0 1 Y N N -21.273 6.112  -6.797  -8.208  0.865  -0.304 C31 5WH 31 
5WH C32 C23 C 0 1 Y N N -20.982 5.811  -8.126  -6.893  0.529  -0.568 C32 5WH 32 
5WH C33 C24 C 0 1 N N N -20.996 5.111  -5.718  -9.181  1.111  -1.429 C33 5WH 33 
5WH F34 F2  F 0 1 N N N -20.964 3.844  -6.148  -9.293  -0.045 -2.209 F34 5WH 34 
5WH F35 F3  F 0 1 N N N -19.829 5.318  -5.112  -10.434 1.439  -0.898 F35 5WH 35 
5WH F36 F4  F 0 1 N N N -21.935 5.088  -4.782  -8.720  2.167  -2.222 F36 5WH 36 
5WH C37 C25 C 0 1 N N N -13.979 9.435  -17.803 6.094   2.528  2.456  C37 5WH 37 
5WH C38 C26 C 0 1 N N N -15.178 9.051  -21.170 7.462   2.118  -0.683 C38 5WH 38 
5WH O39 O2  O 0 1 N N N -16.168 8.915  -21.851 8.533   2.585  -0.358 O39 5WH 39 
5WH C40 C27 C 0 1 N N N -13.924 9.601  -21.821 7.052   2.113  -2.133 C40 5WH 40 
5WH C41 C28 C 0 1 N N N -14.016 10.061 -23.258 8.029   2.712  -3.147 C41 5WH 41 
5WH C42 C29 C 0 1 N N N -13.393 8.753  -22.954 6.745   3.462  -2.786 C42 5WH 42 
5WH H1  H1  H 0 1 N N N -20.347 4.927  -21.490 4.407   -4.697 -2.389 H1  5WH 43 
5WH H2  H2  H 0 1 N N N -18.150 5.812  -20.846 5.445   -2.850 -1.231 H2  5WH 44 
5WH H3  H3  H 0 1 N N N -16.183 6.129  -19.764 5.983   -1.020 -0.048 H3  5WH 45 
5WH H4  H4  H 0 1 N N N -22.694 4.440  -17.956 -0.100  -4.149 -1.853 H4  5WH 46 
5WH H5  H5  H 0 1 N N N -21.637 4.057  -16.772 -0.279  -2.953 -0.687 H5  5WH 47 
5WH H6  H6  H 0 1 N N N -16.512 8.778  -18.258 5.254   1.008  -1.213 H6  5WH 48 
5WH H7  H7  H 0 1 N N N -17.254 8.353  -19.837 4.535   1.649  0.285  H7  5WH 49 
5WH H8  H8  H 0 1 N N N -13.575 6.455  -19.535 7.635   -0.464 1.712  H8  5WH 50 
5WH H9  H9  H 0 1 N N N -12.949 6.936  -17.921 7.098   0.175  3.284  H9  5WH 51 
5WH H10 H10 H 0 1 N N N -13.067 8.775  -19.607 8.054   1.949  1.771  H10 5WH 52 
5WH H11 H11 H 0 1 N N N -15.184 6.923  -16.982 4.766   0.301  2.422  H11 5WH 53 
5WH H12 H12 H 0 1 N N N -14.908 5.366  -17.835 5.402   -1.360 2.349  H12 5WH 54 
5WH H13 H13 H 0 1 N N N -20.407 3.535  -12.912 -1.843  -0.440 3.073  H13 5WH 55 
5WH H14 H14 H 0 1 N N N -20.093 7.791  -12.594 -2.652  -0.441 -1.143 H14 5WH 56 
5WH H15 H15 H 0 1 N N N -19.416 7.920  -14.944 -0.289  -0.855 -1.602 H15 5WH 57 
5WH H16 H16 H 0 1 N N N -21.098 7.460  -11.025 -4.403  -0.196 -0.665 H16 5WH 58 
5WH H17 H17 H 0 1 N N N -22.516 9.192  -7.283  -8.003  0.832  3.058  H17 5WH 59 
5WH H18 H18 H 0 1 N N N -22.100 7.599  -5.492  -9.630  1.243  1.260  H18 5WH 60 
5WH H19 H19 H 0 1 N N N -20.542 4.862  -8.396  -6.545  0.437  -1.586 H19 5WH 61 
5WH H20 H20 H 0 1 N N N -13.073 9.289  -17.196 6.374   2.515  3.510  H20 5WH 62 
5WH H21 H21 H 0 1 N N N -14.023 10.477 -18.152 6.179   3.544  2.070  H21 5WH 63 
5WH H22 H22 H 0 1 N N N -14.868 9.215  -17.193 5.065   2.184  2.350  H22 5WH 64 
5WH H23 H23 H 0 1 N N N -13.191 10.101 -21.171 6.461   1.254  -2.451 H23 5WH 65 
5WH H24 H24 H 0 1 N N N -13.392 10.897 -23.607 8.969   3.110  -2.764 H24 5WH 66 
5WH H25 H25 H 0 1 N N N -14.994 10.099 -23.760 8.081   2.247  -4.131 H25 5WH 67 
5WH H26 H26 H 0 1 N N N -13.910 7.822  -23.231 5.952   3.491  -3.534 H26 5WH 68 
5WH H27 H27 H 0 1 N N N -12.308 8.621  -23.078 6.840   4.354  -2.167 H27 5WH 69 
# 
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 
5WH C41 C42 SING N N 1  
5WH C41 C40 SING N N 2  
5WH C42 C40 SING N N 3  
5WH O39 C38 DOUB N N 4  
5WH C40 C38 SING N N 5  
5WH C38 N15 SING N N 6  
5WH C02 C03 DOUB Y N 7  
5WH C02 N01 SING Y N 8  
5WH C03 N06 SING Y N 9  
5WH N15 C12 SING N N 10 
5WH N15 C14 SING N N 11 
5WH N01 C04 DOUB Y N 12 
5WH C12 C10 SING N N 13 
5WH C14 C13 SING N N 14 
5WH C14 C37 SING N N 15 
5WH C10 C07 SING N N 16 
5WH C10 C16 SING N N 17 
5WH N06 C07 SING Y N 18 
5WH N06 C05 SING Y N 19 
5WH C13 C16 SING N N 20 
5WH C04 C05 SING Y N 21 
5WH C04 N11 SING N N 22 
5WH C07 N08 DOUB Y N 23 
5WH C05 C09 DOUB Y N 24 
5WH N08 C09 SING Y N 25 
5WH C09 C17 SING N N 26 
5WH F23 C18 SING N N 27 
5WH C17 C18 DOUB Y N 28 
5WH C17 C22 SING Y N 29 
5WH C18 C19 SING Y N 30 
5WH C22 C21 DOUB Y N 31 
5WH C19 C20 DOUB Y N 32 
5WH C21 C20 SING Y N 33 
5WH C20 C24 SING N N 34 
5WH C24 O25 DOUB N N 35 
5WH C24 N26 SING N N 36 
5WH N26 C27 SING N N 37 
5WH C27 N28 DOUB Y N 38 
5WH C27 C32 SING Y N 39 
5WH N28 C29 SING Y N 40 
5WH C32 C31 DOUB Y N 41 
5WH C29 C30 DOUB Y N 42 
5WH C31 C30 SING Y N 43 
5WH C31 C33 SING N N 44 
5WH F34 C33 SING N N 45 
5WH C33 F35 SING N N 46 
5WH C33 F36 SING N N 47 
5WH C02 H1  SING N N 48 
5WH C03 H2  SING N N 49 
5WH C10 H3  SING N N 50 
5WH N11 H4  SING N N 51 
5WH N11 H5  SING N N 52 
5WH C12 H6  SING N N 53 
5WH C12 H7  SING N N 54 
5WH C13 H8  SING N N 55 
5WH C13 H9  SING N N 56 
5WH C14 H10 SING N N 57 
5WH C16 H11 SING N N 58 
5WH C16 H12 SING N N 59 
5WH C19 H13 SING N N 60 
5WH C21 H14 SING N N 61 
5WH C22 H15 SING N N 62 
5WH N26 H16 SING N N 63 
5WH C29 H17 SING N N 64 
5WH C30 H18 SING N N 65 
5WH C32 H19 SING N N 66 
5WH C37 H20 SING N N 67 
5WH C37 H21 SING N N 68 
5WH C37 H22 SING N N 69 
5WH C40 H23 SING N N 70 
5WH C41 H24 SING N N 71 
5WH C41 H25 SING N N 72 
5WH C42 H26 SING N N 73 
5WH C42 H27 SING N N 74 
# 
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 
5WH InChI            InChI                1.03  
"InChI=1S/C29H27F4N7O2/c1-15-2-3-18(14-40(15)28(42)16-4-5-16)26-38-23(24-25(34)36-10-11-39(24)26)20-7-6-17(12-21(20)30)27(41)37-22-13-19(8-9-35-22)29(31,32)33/h6-13,15-16,18H,2-5,14H2,1H3,(H2,34,36)(H,35,37,41)/t15-,18+/m0/s1" 
5WH InChIKey         InChI                1.03  JUSWPUDQOKINJO-MAUKXSAKSA-N 
5WH SMILES_CANONICAL CACTVS               3.385 "C[C@H]1CC[C@H](CN1C(=O)C2CC2)c3nc(c4ccc(cc4F)C(=O)Nc5cc(ccn5)C(F)(F)F)c6n3ccnc6N" 
5WH SMILES           CACTVS               3.385 "C[CH]1CC[CH](CN1C(=O)C2CC2)c3nc(c4ccc(cc4F)C(=O)Nc5cc(ccn5)C(F)(F)F)c6n3ccnc6N" 
5WH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C[C@H]1CC[C@H](CN1C(=O)C2CC2)c3nc(c4n3ccnc4N)c5ccc(cc5F)C(=O)Nc6cc(ccn6)C(F)(F)F" 
5WH SMILES           "OpenEye OEToolkits" 2.0.4 "CC1CCC(CN1C(=O)C2CC2)c3nc(c4n3ccnc4N)c5ccc(cc5F)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 
5WH "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "4-[8-azanyl-3-[(3~{R},6~{S})-1-cyclopropylcarbonyl-6-methyl-piperidin-3-yl]imidazo[1,5-a]pyrazin-1-yl]-3-fluoranyl-~{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 
5WH "Create component" 2015-12-15 RCSB 
5WH "Initial release"  2016-03-23 RCSB 
# 
