data_C87 # _chem_comp.id C87 _chem_comp.name Momelotinib _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H22 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-05-18 _chem_comp.pdbx_modified_date 2018-07-27 _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 414.460 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C87 _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 6FDZ _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 C87 O23 O1 O 0 1 N N N -19.299 22.092 -17.248 -7.916 -1.443 0.187 O23 C87 1 C87 C22 C1 C 0 1 N N N -19.246 20.975 -16.728 -7.192 -0.467 0.151 C22 C87 2 C87 N24 N1 N 0 1 N N N -19.989 19.950 -17.167 -7.724 0.770 0.201 N24 C87 3 C87 C25 C2 C 0 1 N N N -20.777 20.058 -18.387 -9.176 0.939 0.300 C25 C87 4 C87 C26 C3 C 0 1 N N N -19.921 19.898 -19.574 -9.502 2.374 0.339 C26 C87 5 C87 N27 N2 N 0 1 N N N -19.216 19.784 -20.464 -9.753 3.481 0.369 N27 C87 6 C87 C19 C4 C 0 1 Y N N -18.318 20.718 -15.582 -5.726 -0.638 0.058 C19 C87 7 C87 C18 C5 C 0 1 Y N N -17.594 21.785 -15.054 -4.893 0.483 0.022 C18 C87 8 C87 C17 C6 C 0 1 Y N N -16.610 21.571 -14.105 -3.528 0.323 -0.065 C17 C87 9 C87 C16 C7 C 0 1 Y N N -16.347 20.291 -13.604 -2.977 -0.958 -0.117 C16 C87 10 C87 C21 C8 C 0 1 Y N N -17.088 19.233 -14.127 -3.808 -2.077 -0.082 C21 C87 11 C87 C20 C9 C 0 1 Y N N -18.053 19.439 -15.096 -5.173 -1.919 0.012 C20 C87 12 C87 C12 C10 C 0 1 Y N N -15.397 20.073 -12.479 -1.507 -1.129 -0.212 C12 C87 13 C87 C11 C11 C 0 1 Y N N -14.542 21.063 -12.023 -0.944 -2.406 -0.265 C11 C87 14 C87 C10 C12 C 0 1 Y N N -13.709 20.733 -10.974 0.434 -2.516 -0.352 C10 C87 15 C87 N15 N3 N 0 1 Y N N -13.687 19.530 -10.390 1.170 -1.417 -0.382 N15 C87 16 C87 C14 C13 C 0 1 Y N N -14.579 18.659 -10.867 0.608 -0.218 -0.330 C14 C87 17 C87 N13 N4 N 0 1 Y N N -15.422 18.857 -11.904 -0.705 -0.067 -0.252 N13 C87 18 C87 N7 N5 N 0 1 N N N -14.690 17.546 -10.105 1.415 0.907 -0.364 N7 C87 19 C87 C1 C14 C 0 1 Y N N -15.549 16.454 -10.237 2.809 0.771 -0.336 C1 C87 20 C87 C2 C15 C 0 1 Y N N -15.164 15.226 -9.717 3.609 1.671 -1.027 C2 C87 21 C87 C3 C16 C 0 1 Y N N -15.978 14.122 -9.861 4.983 1.537 -0.999 C3 C87 22 C87 C4 C17 C 0 1 Y N N -17.198 14.218 -10.538 5.565 0.501 -0.280 C4 C87 23 C87 C5 C18 C 0 1 Y N N -17.589 15.465 -11.036 4.765 -0.399 0.411 C5 C87 24 C87 C6 C19 C 0 1 Y N N -16.777 16.568 -10.881 3.391 -0.262 0.387 C6 C87 25 C87 N8 N6 N 0 1 N N N -18.006 13.086 -10.735 6.957 0.364 -0.252 N8 C87 26 C87 C28 C20 C 0 1 N N N -17.742 11.858 -9.980 7.357 -0.792 0.563 C28 C87 27 C87 C29 C21 C 0 1 N N N -18.978 11.018 -9.950 8.880 -0.940 0.518 C29 C87 28 C87 O30 O2 O 0 1 N N N -19.423 10.734 -11.255 9.485 0.275 0.968 O30 C87 29 C87 C31 C22 C 0 1 N N N -19.773 11.937 -11.911 9.118 1.422 0.195 C31 C87 30 C87 C9 C23 C 0 1 N N N -18.581 12.826 -12.057 7.598 1.593 0.238 C9 C87 31 C87 H1 H1 H 0 1 N N N -20.003 19.096 -16.648 -7.146 1.548 0.172 H1 C87 32 C87 H2 H2 H 0 1 N N N -21.259 21.046 -18.420 -9.655 0.481 -0.566 H2 C87 33 C87 H3 H3 H 0 1 N N N -21.548 19.274 -18.389 -9.537 0.460 1.210 H3 C87 34 C87 H4 H4 H 0 1 N N N -17.803 22.790 -15.389 -5.320 1.474 0.062 H4 C87 35 C87 H5 H5 H 0 1 N N N -16.033 22.409 -13.743 -2.884 1.189 -0.093 H5 C87 36 C87 H6 H6 H 0 1 N N N -16.905 18.231 -13.768 -3.381 -3.068 -0.123 H6 C87 37 C87 H7 H7 H 0 1 N N N -18.609 18.597 -15.481 -5.817 -2.786 0.044 H7 C87 38 C87 H8 H8 H 0 1 N N N -14.528 22.047 -12.468 -1.568 -3.287 -0.238 H8 C87 39 C87 H9 H9 H 0 1 N N N -13.035 21.491 -10.603 0.902 -3.488 -0.395 H9 C87 40 C87 H10 H10 H 0 1 N N N -14.061 17.499 -9.329 1.015 1.790 -0.408 H10 C87 41 C87 H11 H11 H 0 1 N N N -14.222 15.135 -9.197 3.157 2.477 -1.586 H11 C87 42 C87 H12 H12 H 0 1 N N N -15.670 13.173 -9.447 5.605 2.237 -1.537 H12 C87 43 C87 H13 H13 H 0 1 N N N -18.535 15.565 -11.547 5.217 -1.202 0.974 H13 C87 44 C87 H14 H14 H 0 1 N N N -17.096 17.527 -11.262 2.769 -0.962 0.925 H14 C87 45 C87 H15 H15 H 0 1 N N N -16.929 11.297 -10.464 7.037 -0.639 1.594 H15 C87 46 C87 H16 H16 H 0 1 N N N -17.448 12.115 -8.952 6.892 -1.695 0.168 H16 C87 47 C87 H17 H17 H 0 1 N N N -19.769 11.559 -9.410 9.186 -1.760 1.167 H17 C87 48 C87 H18 H18 H 0 1 N N N -18.759 10.073 -9.430 9.195 -1.147 -0.505 H18 C87 49 C87 H19 H19 H 0 1 N N N -20.542 12.458 -11.322 9.597 2.309 0.611 H19 C87 50 C87 H20 H20 H 0 1 N N N -20.172 11.701 -12.909 9.441 1.284 -0.837 H20 C87 51 C87 H21 H21 H 0 1 N N N -17.831 12.334 -12.693 7.308 2.432 -0.396 H21 C87 52 C87 H22 H22 H 0 1 N N N -18.886 13.777 -12.518 7.281 1.785 1.263 H22 C87 53 # 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 C87 N27 C26 TRIP N N 1 C87 C26 C25 SING N N 2 C87 C25 N24 SING N N 3 C87 O23 C22 DOUB N N 4 C87 N24 C22 SING N N 5 C87 C22 C19 SING N N 6 C87 C19 C20 DOUB Y N 7 C87 C19 C18 SING Y N 8 C87 C20 C21 SING Y N 9 C87 C18 C17 DOUB Y N 10 C87 C21 C16 DOUB Y N 11 C87 C17 C16 SING Y N 12 C87 C16 C12 SING N N 13 C87 C12 C11 DOUB Y N 14 C87 C12 N13 SING Y N 15 C87 C9 C31 SING N N 16 C87 C9 N8 SING N N 17 C87 C11 C10 SING Y N 18 C87 C31 O30 SING N N 19 C87 N13 C14 DOUB Y N 20 C87 O30 C29 SING N N 21 C87 C5 C6 DOUB Y N 22 C87 C5 C4 SING Y N 23 C87 C10 N15 DOUB Y N 24 C87 C6 C1 SING Y N 25 C87 C14 N15 SING Y N 26 C87 C14 N7 SING N N 27 C87 N8 C4 SING N N 28 C87 N8 C28 SING N N 29 C87 C4 C3 DOUB Y N 30 C87 C1 N7 SING N N 31 C87 C1 C2 DOUB Y N 32 C87 C28 C29 SING N N 33 C87 C3 C2 SING Y N 34 C87 N24 H1 SING N N 35 C87 C25 H2 SING N N 36 C87 C25 H3 SING N N 37 C87 C18 H4 SING N N 38 C87 C17 H5 SING N N 39 C87 C21 H6 SING N N 40 C87 C20 H7 SING N N 41 C87 C11 H8 SING N N 42 C87 C10 H9 SING N N 43 C87 N7 H10 SING N N 44 C87 C2 H11 SING N N 45 C87 C3 H12 SING N N 46 C87 C5 H13 SING N N 47 C87 C6 H14 SING N N 48 C87 C28 H15 SING N N 49 C87 C28 H16 SING N N 50 C87 C29 H17 SING N N 51 C87 C29 H18 SING N N 52 C87 C31 H19 SING N N 53 C87 C31 H20 SING N N 54 C87 C9 H21 SING N N 55 C87 C9 H22 SING N N 56 # 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 C87 InChI InChI 1.03 "InChI=1S/C23H22N6O2/c24-10-12-25-22(30)18-3-1-17(2-4-18)21-9-11-26-23(28-21)27-19-5-7-20(8-6-19)29-13-15-31-16-14-29/h1-9,11H,12-16H2,(H,25,30)(H,26,27,28)" C87 InChIKey InChI 1.03 ZVHNDZWQTBEVRY-UHFFFAOYSA-N C87 SMILES_CANONICAL CACTVS 3.385 "O=C(NCC#N)c1ccc(cc1)c2ccnc(Nc3ccc(cc3)N4CCOCC4)n2" C87 SMILES CACTVS 3.385 "O=C(NCC#N)c1ccc(cc1)c2ccnc(Nc3ccc(cc3)N4CCOCC4)n2" C87 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2ccnc(n2)Nc3ccc(cc3)N4CCOCC4)C(=O)NCC#N" C87 SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2ccnc(n2)Nc3ccc(cc3)N4CCOCC4)C(=O)NCC#N" # 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 C87 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-(cyanomethyl)-4-[2-[(4-morpholin-4-ylphenyl)amino]pyrimidin-4-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 C87 "Create component" 2009-05-18 PDBJ C87 "Modify aromatic_flag" 2011-06-04 RCSB C87 "Modify descriptor" 2011-06-04 RCSB C87 "Other modification" 2017-12-30 EBI C87 "Initial release" 2018-08-01 RCSB #