data_XY3 # _chem_comp.id XY3 _chem_comp.name "5-[(5-{[4-{[4-(2-hydroxyethyl)piperazin-1-yl]methyl}-3-(trifluoromethyl)phenyl]carbamoyl}-2-methylphenyl)ethynyl]-1-methyl-1H-imidazole-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H31 F3 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-09-23 _chem_comp.pdbx_modified_date 2011-06-04 _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 568.590 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XY3 _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 3OY3 _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 XY3 N1 N1 N 0 1 Y N N 24.830 9.541 3.764 8.493 -3.005 0.302 N1 XY3 1 XY3 N3 N3 N 0 1 N N N 9.262 4.944 5.311 -6.276 -0.416 0.504 N3 XY3 2 XY3 C4 C4 C 0 1 N N N 20.356 9.819 2.372 5.322 0.501 -0.048 C4 XY3 3 XY3 C5 C5 C 0 1 Y N N 18.955 10.099 2.299 4.222 1.416 -0.113 C5 XY3 4 XY3 C6 C6 C 0 1 Y N N 18.451 11.298 1.676 4.448 2.768 -0.391 C6 XY3 5 XY3 C7 C7 C 0 1 Y N N 17.052 11.521 1.648 3.388 3.649 -0.453 C7 XY3 6 XY3 C8 C8 C 0 1 Y N N 16.148 10.562 2.222 2.098 3.204 -0.242 C8 XY3 7 XY3 C10 C10 C 0 1 Y N N 18.083 9.154 2.859 2.919 0.959 0.095 C10 XY3 8 XY3 C13 C13 C 0 1 Y N N 13.456 7.685 4.043 -1.849 1.829 0.516 C13 XY3 9 XY3 C15 C15 C 0 1 Y N N 11.081 7.010 4.280 -3.323 0.443 1.803 C15 XY3 10 XY3 C17 C17 C 0 1 Y N N 12.732 6.239 5.983 -4.220 1.964 0.182 C17 XY3 11 XY3 C20 C20 C 0 1 N N N 10.213 5.536 6.204 -5.805 0.550 1.505 C20 XY3 12 XY3 C21 C21 C 0 1 N N N 9.813 3.904 4.385 -5.490 -1.656 0.558 C21 XY3 13 XY3 C22 C22 C 0 1 N N N 8.730 3.504 3.336 -5.958 -2.603 -0.550 C22 XY3 14 XY3 C24 C24 C 0 1 N N N 8.045 4.448 6.010 -7.709 -0.696 0.675 C24 XY3 15 XY3 C26 C26 C 0 1 N N N 23.461 8.462 0.580 9.217 0.454 -0.408 C26 XY3 16 XY3 C81 C81 C 0 1 N N N 26.229 8.496 1.947 10.805 -2.184 -0.070 C81 XY3 17 XY3 O2 O2 O 0 1 N N N 26.258 8.196 0.608 11.499 -1.215 -0.315 O2 XY3 18 XY3 N82 N82 N 0 1 Y N N 23.774 9.031 1.800 8.651 -0.864 -0.111 N82 XY3 19 XY3 C84 C84 C 0 1 Y N N 25.021 9.012 2.552 9.345 -2.034 0.041 C84 XY3 20 XY3 C1 C1 C 0 1 Y N N 23.485 9.722 3.891 7.259 -2.522 0.329 C1 XY3 21 XY3 C2 C2 C 0 1 Y N N 22.863 9.462 2.717 7.325 -1.162 0.070 C2 XY3 22 XY3 C3 C3 C 0 1 N N N 21.514 9.627 2.504 6.224 -0.248 0.005 C3 XY3 23 XY3 C9 C9 C 0 1 Y N N 16.670 9.353 2.838 1.856 1.857 0.035 C9 XY3 24 XY3 C11 C11 C 0 1 N N N 19.394 12.332 1.051 5.853 3.263 -0.622 C11 XY3 25 XY3 C12 C12 C 0 1 N N N 15.807 8.288 3.462 0.473 1.383 0.260 C12 XY3 26 XY3 O1 O1 O 0 1 N N N 16.351 7.365 4.118 0.264 0.211 0.502 O1 XY3 27 XY3 N2 N2 N 0 1 N N N 14.459 8.394 3.293 -0.555 2.252 0.197 N2 XY3 28 XY3 C14 C14 C 0 1 Y N N 12.116 7.707 3.572 -2.043 0.855 1.487 C14 XY3 29 XY3 C16 C16 C 0 1 Y N N 11.377 6.272 5.491 -4.410 0.998 1.154 C16 XY3 30 XY3 C18 C18 C 0 1 Y N N 13.753 6.941 5.256 -2.943 2.384 -0.135 C18 XY3 31 XY3 C19 C19 C 0 1 N N N 13.121 5.470 7.259 -5.407 2.566 -0.523 C19 XY3 32 XY3 F1 F1 F 0 1 N N N 13.028 4.170 7.027 -6.241 3.187 0.413 F1 XY3 33 XY3 F2 F2 F 0 1 N N N 14.355 5.686 7.658 -4.966 3.511 -1.455 F2 XY3 34 XY3 F3 F3 F 0 1 N N N 12.323 5.825 8.261 -6.118 1.558 -1.183 F3 XY3 35 XY3 C23 C23 C 0 1 N N N 6.951 4.086 4.968 -8.177 -1.643 -0.433 C23 XY3 36 XY3 C25 C25 C 0 1 N N N 6.440 2.617 2.975 -7.861 -3.849 -1.380 C25 XY3 37 XY3 N4 N4 N 0 1 N N N 7.455 3.052 3.993 -7.390 -2.883 -0.379 N4 XY3 38 XY3 N5 N5 N 0 1 N N N 27.130 8.373 2.586 11.374 -3.394 0.101 N5 XY3 39 XY3 C27 C27 C 0 1 N N N 5.399 2.395 3.402 -7.384 -5.252 -0.999 C27 XY3 40 XY3 O3 O3 O 0 1 N N N 5.343 0.983 4.045 -8.006 -5.651 0.224 O3 XY3 41 XY3 H7 H7 H 0 1 N N N 16.662 12.419 1.192 3.569 4.693 -0.667 H7 XY3 42 XY3 H8 H8 H 0 1 N N N 15.083 10.739 2.196 1.273 3.900 -0.292 H8 XY3 43 XY3 H10 H10 H 0 1 N N N 18.487 8.262 3.313 2.737 -0.085 0.305 H10 XY3 44 XY3 H15 H15 H 0 1 N N N 10.068 7.036 3.905 -3.475 -0.311 2.561 H15 XY3 45 XY3 H20 H20 H 0 1 N N N 9.681 6.268 6.829 -6.471 1.413 1.519 H20 XY3 46 XY3 H20A H20A H 0 0 N N N 10.645 4.734 6.820 -5.799 0.080 2.489 H20A XY3 47 XY3 H21 H21 H 0 1 N N N 10.693 4.309 3.864 -4.434 -1.424 0.416 H21 XY3 48 XY3 H21A H21A H 0 0 N N N 10.104 3.016 4.965 -5.630 -2.134 1.528 H21A XY3 49 XY3 H22 H22 H 0 1 N N N 8.511 4.378 2.705 -5.792 -2.136 -1.521 H22 XY3 50 XY3 H22A H22A H 0 0 N N N 9.122 2.680 2.722 -5.396 -3.535 -0.493 H22A XY3 51 XY3 H24 H24 H 0 1 N N N 8.300 3.553 6.597 -7.874 -1.163 1.646 H24 XY3 52 XY3 H24A H24A H 0 0 N N N 7.665 5.232 6.681 -8.271 0.236 0.619 H24A XY3 53 XY3 H26 H26 H 0 1 N N N 22.415 8.688 0.327 9.262 0.594 -1.488 H26 XY3 54 XY3 H26A H26A H 0 0 N N N 24.123 8.873 -0.197 8.588 1.227 0.032 H26A XY3 55 XY3 H26B H26B H 0 0 N N N 23.596 7.372 0.638 10.221 0.521 0.010 H26B XY3 56 XY3 H1 H1 H 0 1 N N N 22.987 10.029 4.799 6.360 -3.089 0.519 H1 XY3 57 XY3 H11 H11 H 0 1 N N N 19.561 12.084 -0.008 6.093 3.193 -1.683 H11 XY3 58 XY3 H11A H11A H 0 0 N N N 18.943 13.332 1.127 5.930 4.301 -0.300 H11A XY3 59 XY3 H11B H11B H 0 0 N N N 20.355 12.322 1.586 6.552 2.653 -0.050 H11B XY3 60 XY3 HN2 HN2 H 0 1 N N N 14.138 9.021 2.584 -0.397 3.172 -0.069 HN2 XY3 61 XY3 H14 H14 H 0 1 N N N 11.874 8.254 2.672 -1.194 0.421 1.994 H14 XY3 62 XY3 H18 H18 H 0 1 N N N 14.769 6.915 5.621 -2.796 3.145 -0.888 H18 XY3 63 XY3 H23 H23 H 0 1 N N N 6.074 3.683 5.496 -9.232 -1.875 -0.291 H23 XY3 64 XY3 H23A H23A H 0 0 N N N 6.671 4.994 4.414 -8.036 -1.165 -1.403 H23A XY3 65 XY3 H25 H25 H 0 1 N N N 6.812 1.696 2.502 -8.951 -3.833 -1.416 H25 XY3 66 XY3 H25A H25A H 0 0 N N N 6.335 3.427 2.238 -7.461 -3.582 -2.359 H25A XY3 67 XY3 HN5 HN5 H 0 1 N N N 27.984 8.038 2.187 10.821 -4.166 0.297 HN5 XY3 68 XY3 HN5A HN5A H 0 0 N N N 27.087 8.597 3.560 12.336 -3.492 0.029 HN5A XY3 69 XY3 H27 H27 H 0 1 N N N 5.162 3.146 4.171 -7.652 -5.954 -1.789 H27 XY3 70 XY3 H27A H27A H 0 0 N N N 4.662 2.444 2.587 -6.302 -5.245 -0.871 H27A XY3 71 XY3 HO3 HO3 H 0 1 N N N 4.472 0.826 4.390 -7.749 -6.533 0.526 HO3 XY3 72 # 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 XY3 C84 N1 DOUB Y N 1 XY3 N1 C1 SING Y N 2 XY3 C21 N3 SING N N 3 XY3 N3 C24 SING N N 4 XY3 N3 C20 SING N N 5 XY3 C5 C4 SING N N 6 XY3 C4 C3 TRIP N N 7 XY3 C6 C5 DOUB Y N 8 XY3 C5 C10 SING Y N 9 XY3 C11 C6 SING N N 10 XY3 C7 C6 SING Y N 11 XY3 C7 C8 DOUB Y N 12 XY3 C7 H7 SING N N 13 XY3 C8 C9 SING Y N 14 XY3 C8 H8 SING N N 15 XY3 C9 C10 DOUB Y N 16 XY3 C10 H10 SING N N 17 XY3 N2 C13 SING N N 18 XY3 C14 C13 DOUB Y N 19 XY3 C13 C18 SING Y N 20 XY3 C14 C15 SING Y N 21 XY3 C15 C16 DOUB Y N 22 XY3 C15 H15 SING N N 23 XY3 C18 C17 DOUB Y N 24 XY3 C16 C17 SING Y N 25 XY3 C17 C19 SING N N 26 XY3 C16 C20 SING N N 27 XY3 C20 H20 SING N N 28 XY3 C20 H20A SING N N 29 XY3 C22 C21 SING N N 30 XY3 C21 H21 SING N N 31 XY3 C21 H21A SING N N 32 XY3 C22 N4 SING N N 33 XY3 C22 H22 SING N N 34 XY3 C22 H22A SING N N 35 XY3 C23 C24 SING N N 36 XY3 C24 H24 SING N N 37 XY3 C24 H24A SING N N 38 XY3 C26 N82 SING N N 39 XY3 C26 H26 SING N N 40 XY3 C26 H26A SING N N 41 XY3 C26 H26B SING N N 42 XY3 O2 C81 DOUB N N 43 XY3 C81 C84 SING N N 44 XY3 C81 N5 SING N N 45 XY3 N82 C84 SING Y N 46 XY3 N82 C2 SING Y N 47 XY3 C2 C1 DOUB Y N 48 XY3 C1 H1 SING N N 49 XY3 C3 C2 SING N N 50 XY3 C9 C12 SING N N 51 XY3 C11 H11 SING N N 52 XY3 C11 H11A SING N N 53 XY3 C11 H11B SING N N 54 XY3 N2 C12 SING N N 55 XY3 C12 O1 DOUB N N 56 XY3 N2 HN2 SING N N 57 XY3 C14 H14 SING N N 58 XY3 C18 H18 SING N N 59 XY3 F1 C19 SING N N 60 XY3 C19 F2 SING N N 61 XY3 C19 F3 SING N N 62 XY3 N4 C23 SING N N 63 XY3 C23 H23 SING N N 64 XY3 C23 H23A SING N N 65 XY3 C25 C27 SING N N 66 XY3 C25 N4 SING N N 67 XY3 C25 H25 SING N N 68 XY3 C25 H25A SING N N 69 XY3 N5 HN5 SING N N 70 XY3 N5 HN5A SING N N 71 XY3 C27 O3 SING N N 72 XY3 C27 H27 SING N N 73 XY3 C27 H27A SING N N 74 XY3 O3 HO3 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 XY3 SMILES ACDLabs 12.01 "O=C(N)c4ncc(C#Cc1c(ccc(c1)C(=O)Nc2ccc(c(c2)C(F)(F)F)CN3CCN(CCO)CC3)C)n4C" XY3 SMILES_CANONICAL CACTVS 3.370 "Cn1c(cnc1C(N)=O)C#Cc2cc(ccc2C)C(=O)Nc3ccc(CN4CCN(CCO)CC4)c(c3)C(F)(F)F" XY3 SMILES CACTVS 3.370 "Cn1c(cnc1C(N)=O)C#Cc2cc(ccc2C)C(=O)Nc3ccc(CN4CCN(CCO)CC4)c(c3)C(F)(F)F" XY3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1ccc(cc1C#Cc2cnc(n2C)C(=O)N)C(=O)Nc3ccc(c(c3)C(F)(F)F)CN4CCN(CC4)CCO" XY3 SMILES "OpenEye OEToolkits" 1.7.0 "Cc1ccc(cc1C#Cc2cnc(n2C)C(=O)N)C(=O)Nc3ccc(c(c3)C(F)(F)F)CN4CCN(CC4)CCO" XY3 InChI InChI 1.03 "InChI=1S/C29H31F3N6O3/c1-19-3-4-21(15-20(19)6-8-24-17-34-27(26(33)40)36(24)2)28(41)35-23-7-5-22(25(16-23)29(30,31)32)18-38-11-9-37(10-12-38)13-14-39/h3-5,7,15-17,39H,9-14,18H2,1-2H3,(H2,33,40)(H,35,41)" XY3 InChIKey InChI 1.03 GOLRXYBFRBKBAG-UHFFFAOYSA-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 XY3 "SYSTEMATIC NAME" ACDLabs 12.01 "5-[(5-{[4-{[4-(2-hydroxyethyl)piperazin-1-yl]methyl}-3-(trifluoromethyl)phenyl]carbamoyl}-2-methylphenyl)ethynyl]-1-methyl-1H-imidazole-2-carboxamide" XY3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "5-[2-[5-[[4-[[4-(2-hydroxyethyl)piperazin-1-yl]methyl]-3-(trifluoromethyl)phenyl]carbamoyl]-2-methyl-phenyl]ethynyl]-1-methyl-imidazole-2-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 XY3 "Create component" 2010-09-23 RCSB XY3 "Modify aromatic_flag" 2011-06-04 RCSB XY3 "Modify descriptor" 2011-06-04 RCSB #