data_EX4 # _chem_comp.id EX4 _chem_comp.name "(5R)-4-(4-{4-[4-fluoro-3-(trifluoromethyl)phenyl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-imidazol-2-yl}piperidin-1-yl)-5-methyl-5,8-dihydropyrido[2,3-d]pyrimidin-7(6H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H33 F4 N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-02-08 _chem_comp.pdbx_modified_date 2018-04-27 _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 571.612 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EX4 _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 6CCY _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 EX4 C7 C1 C 0 1 Y N N -8.640 19.377 -32.176 -3.148 -1.754 -0.613 C7 EX4 1 EX4 C6 C2 C 0 1 Y N N -8.175 18.066 -32.213 -2.987 -0.426 -0.377 C6 EX4 2 EX4 C1 C3 C 0 1 N N N -13.522 16.780 -34.369 2.607 -0.649 -1.593 C1 EX4 3 EX4 N1 N1 N 0 1 Y N N -9.235 17.172 -32.323 -1.663 -0.176 -0.320 N1 EX4 4 EX4 C5 C4 C 0 1 Y N N -10.356 17.911 -32.373 -1.009 -1.288 -0.511 C5 EX4 5 EX4 C4 C5 C 0 1 N N N -11.736 17.346 -32.600 0.491 -1.430 -0.522 C4 EX4 6 EX4 C3 C6 C 0 1 N N N -11.895 15.914 -32.037 1.057 -0.988 0.830 C3 EX4 7 EX4 C2 C7 C 0 1 N N N -13.277 15.325 -32.342 2.585 -1.077 0.792 C2 EX4 8 EX4 O O1 O 0 1 N N N -15.039 9.064 -33.236 7.209 4.318 0.879 O EX4 9 EX4 C28 C8 C 0 1 N N N -14.917 10.259 -33.371 6.608 3.271 0.767 C28 EX4 10 EX4 N6 N2 N 0 1 N N N -15.770 10.933 -34.313 7.237 2.192 0.269 N6 EX4 11 EX4 C23 C9 C 0 1 Y N N -15.541 12.292 -34.660 6.539 1.021 0.009 C23 EX4 12 EX4 N5 N3 N 0 1 Y N N -16.553 12.879 -35.332 7.186 -0.119 -0.220 N5 EX4 13 EX4 C22 C10 C 0 1 Y N N -16.465 14.208 -35.557 6.521 -1.233 -0.454 C22 EX4 14 EX4 N4 N4 N 0 1 Y N N -15.469 15.012 -35.158 5.204 -1.272 -0.473 N4 EX4 15 EX4 C27 C11 C 0 1 N N N -13.842 11.071 -32.648 5.165 3.192 1.193 C27 EX4 16 EX4 C25 C12 C 0 1 N N R -13.274 12.206 -33.520 4.387 2.300 0.225 C25 EX4 17 EX4 C26 C13 C 0 1 N N N -12.392 11.584 -34.631 4.197 3.034 -1.104 C26 EX4 18 EX4 C24 C14 C 0 1 Y N N -14.402 13.002 -34.183 5.152 1.024 -0.013 C24 EX4 19 EX4 C21 C15 C 0 1 Y N N -14.443 14.435 -34.441 4.485 -0.170 -0.258 C21 EX4 20 EX4 N N5 N 0 1 N N N -13.465 15.346 -33.868 3.100 -0.215 -0.279 N EX4 21 EX4 C C16 C 0 1 N N N -12.131 17.431 -34.095 1.081 -0.548 -1.626 C EX4 22 EX4 N2 N6 N 0 1 Y N N -10.038 19.286 -32.259 -1.894 -2.293 -0.691 N2 EX4 23 EX4 C8 C17 C 0 1 N N N -10.908 20.434 -32.131 -1.569 -3.701 -0.935 C8 EX4 24 EX4 C9 C18 C 0 1 N N N -10.591 21.228 -30.851 -1.341 -4.410 0.401 C9 EX4 25 EX4 N3 N7 N 0 1 N N N -11.143 20.561 -29.635 -1.015 -5.822 0.157 N3 EX4 26 EX4 C13 C19 C 0 1 N N N -10.344 19.405 -29.090 -0.558 -6.481 1.394 C13 EX4 27 EX4 C12 C20 C 0 1 N N N -10.525 19.421 -27.566 -1.483 -7.692 1.636 C12 EX4 28 EX4 C11 C21 C 0 1 N N N -10.687 20.909 -27.239 -2.054 -7.983 0.224 C11 EX4 29 EX4 C10 C22 C 0 1 N N N -11.261 21.559 -28.524 -2.191 -6.555 -0.359 C10 EX4 30 EX4 C14 C23 C 0 1 Y N N -6.813 17.594 -32.168 -4.073 0.572 -0.211 C14 EX4 31 EX4 C19 C24 C 0 1 Y N N -5.826 18.258 -31.398 -5.403 0.159 -0.190 C19 EX4 32 EX4 C18 C25 C 0 1 Y N N -4.542 17.713 -31.299 -6.410 1.090 -0.035 C18 EX4 33 EX4 C17 C26 C 0 1 Y N N -4.257 16.505 -31.973 -6.100 2.433 0.099 C17 EX4 34 EX4 F F1 F 0 1 N N N -3.048 15.980 -31.881 -7.089 3.341 0.250 F EX4 35 EX4 C16 C27 C 0 1 Y N N -5.244 15.848 -32.739 -4.778 2.848 0.080 C16 EX4 36 EX4 C15 C28 C 0 1 Y N N -6.514 16.415 -32.848 -3.765 1.924 -0.070 C15 EX4 37 EX4 C20 C29 C 0 1 N N N -4.984 14.503 -33.374 -4.446 4.311 0.226 C20 EX4 38 EX4 F1 F2 F 0 1 N N N -3.728 14.314 -33.762 -4.930 4.778 1.453 F1 EX4 39 EX4 F2 F3 F 0 1 N N N -5.260 13.473 -32.535 -3.059 4.482 0.176 F2 EX4 40 EX4 F3 F4 F 0 1 N N N -5.705 14.263 -34.475 -5.043 5.031 -0.815 F3 EX4 41 EX4 H1 H1 H 0 1 N N N -8.048 20.277 -32.099 -4.084 -2.282 -0.715 H1 EX4 42 EX4 H2 H2 H 0 1 N N N -14.307 17.334 -33.833 3.031 -0.011 -2.369 H2 EX4 43 EX4 H3 H3 H 0 1 N N N -13.736 16.792 -35.448 2.907 -1.683 -1.770 H3 EX4 44 EX4 H4 H4 H 0 1 N N N -12.443 17.984 -32.049 0.757 -2.471 -0.706 H4 EX4 45 EX4 H5 H5 H 0 1 N N N -11.127 15.268 -32.488 0.757 0.040 1.032 H5 EX4 46 EX4 H6 H6 H 0 1 N N N -11.755 15.944 -30.946 0.674 -1.640 1.616 H6 EX4 47 EX4 H7 H7 H 0 1 N N N -14.058 15.931 -31.860 2.991 -0.749 1.749 H7 EX4 48 EX4 H8 H8 H 0 1 N N N -13.334 14.291 -31.971 2.884 -2.108 0.604 H8 EX4 49 EX4 H9 H9 H 0 1 N N N -16.534 10.439 -34.729 8.189 2.233 0.087 H9 EX4 50 EX4 H10 H10 H 0 1 N N N -17.272 14.666 -36.110 7.073 -2.143 -0.637 H10 EX4 51 EX4 H11 H11 H 0 1 N N N -13.020 10.397 -32.367 5.107 2.775 2.199 H11 EX4 52 EX4 H12 H12 H 0 1 N N N -14.282 11.510 -31.740 4.731 4.192 1.190 H12 EX4 53 EX4 H13 H13 H 0 1 N N N -12.662 12.877 -32.899 3.412 2.065 0.652 H13 EX4 54 EX4 H14 H14 H 0 1 N N N -11.575 11.008 -34.172 5.172 3.270 -1.531 H14 EX4 55 EX4 H15 H15 H 0 1 N N N -13.005 10.917 -35.255 3.643 2.399 -1.794 H15 EX4 56 EX4 H16 H16 H 0 1 N N N -11.969 12.385 -35.255 3.642 3.957 -0.933 H16 EX4 57 EX4 H17 H17 H 0 1 N N N -11.370 16.909 -34.694 0.781 0.487 -1.463 H17 EX4 58 EX4 H18 H18 H 0 1 N N N -12.169 18.489 -34.393 0.714 -0.885 -2.596 H18 EX4 59 EX4 H19 H19 H 0 1 N N N -10.770 21.089 -33.004 -2.395 -4.178 -1.463 H19 EX4 60 EX4 H20 H20 H 0 1 N N N -11.952 20.091 -32.092 -0.665 -3.766 -1.540 H20 EX4 61 EX4 H21 H21 H 0 1 N N N -9.499 21.313 -30.746 -0.515 -3.933 0.930 H21 EX4 62 EX4 H22 H22 H 0 1 N N N -11.031 22.233 -30.937 -2.245 -4.346 1.007 H22 EX4 63 EX4 H24 H24 H 0 1 N N N -10.717 18.457 -29.506 0.472 -6.818 1.275 H24 EX4 64 EX4 H25 H25 H 0 1 N N N -9.281 19.525 -29.346 -0.628 -5.787 2.232 H25 EX4 65 EX4 H26 H26 H 0 1 N N N -11.420 18.854 -27.271 -0.913 -8.544 2.005 H26 EX4 66 EX4 H27 H27 H 0 1 N N N -9.642 19.002 -27.061 -2.283 -7.433 2.330 H27 EX4 67 EX4 H28 H28 H 0 1 N N N -9.714 21.354 -26.985 -1.356 -8.580 -0.364 H28 EX4 68 EX4 H29 H29 H 0 1 N N N -11.382 21.044 -26.397 -3.025 -8.474 0.289 H29 EX4 69 EX4 H30 H30 H 0 1 N N N -10.689 22.465 -28.773 -3.112 -6.089 -0.010 H30 EX4 70 EX4 H31 H31 H 0 1 N N N -12.317 21.824 -28.370 -2.170 -6.586 -1.449 H31 EX4 71 EX4 H32 H32 H 0 1 N N N -6.064 19.181 -30.890 -5.646 -0.888 -0.295 H32 EX4 72 EX4 H33 H33 H 0 1 N N N -3.780 18.208 -30.716 -7.442 0.771 -0.019 H33 EX4 73 EX4 H34 H34 H 0 1 N N N -7.266 15.940 -33.460 -2.735 2.248 -0.085 H34 EX4 74 # 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 EX4 C22 N5 SING Y N 1 EX4 C22 N4 DOUB Y N 2 EX4 N5 C23 DOUB Y N 3 EX4 N4 C21 SING Y N 4 EX4 C23 N6 SING N N 5 EX4 C23 C24 SING Y N 6 EX4 C26 C25 SING N N 7 EX4 F3 C20 SING N N 8 EX4 C21 C24 DOUB Y N 9 EX4 C21 N SING N N 10 EX4 C1 C SING N N 11 EX4 C1 N SING N N 12 EX4 N6 C28 SING N N 13 EX4 C24 C25 SING N N 14 EX4 C C4 SING N N 15 EX4 N C2 SING N N 16 EX4 F1 C20 SING N N 17 EX4 C25 C27 SING N N 18 EX4 C20 C16 SING N N 19 EX4 C20 F2 SING N N 20 EX4 C28 O DOUB N N 21 EX4 C28 C27 SING N N 22 EX4 C15 C16 DOUB Y N 23 EX4 C15 C14 SING Y N 24 EX4 C16 C17 SING Y N 25 EX4 C4 C5 SING N N 26 EX4 C4 C3 SING N N 27 EX4 C5 N1 DOUB Y N 28 EX4 C5 N2 SING Y N 29 EX4 C2 C3 SING N N 30 EX4 N1 C6 SING Y N 31 EX4 N2 C7 SING Y N 32 EX4 N2 C8 SING N N 33 EX4 C6 C7 DOUB Y N 34 EX4 C6 C14 SING N N 35 EX4 C14 C19 DOUB Y N 36 EX4 C8 C9 SING N N 37 EX4 C17 F SING N N 38 EX4 C17 C18 DOUB Y N 39 EX4 C19 C18 SING Y N 40 EX4 C9 N3 SING N N 41 EX4 N3 C13 SING N N 42 EX4 N3 C10 SING N N 43 EX4 C13 C12 SING N N 44 EX4 C10 C11 SING N N 45 EX4 C12 C11 SING N N 46 EX4 C7 H1 SING N N 47 EX4 C1 H2 SING N N 48 EX4 C1 H3 SING N N 49 EX4 C4 H4 SING N N 50 EX4 C3 H5 SING N N 51 EX4 C3 H6 SING N N 52 EX4 C2 H7 SING N N 53 EX4 C2 H8 SING N N 54 EX4 N6 H9 SING N N 55 EX4 C22 H10 SING N N 56 EX4 C27 H11 SING N N 57 EX4 C27 H12 SING N N 58 EX4 C25 H13 SING N N 59 EX4 C26 H14 SING N N 60 EX4 C26 H15 SING N N 61 EX4 C26 H16 SING N N 62 EX4 C H17 SING N N 63 EX4 C H18 SING N N 64 EX4 C8 H19 SING N N 65 EX4 C8 H20 SING N N 66 EX4 C9 H21 SING N N 67 EX4 C9 H22 SING N N 68 EX4 C13 H24 SING N N 69 EX4 C13 H25 SING N N 70 EX4 C12 H26 SING N N 71 EX4 C12 H27 SING N N 72 EX4 C11 H28 SING N N 73 EX4 C11 H29 SING N N 74 EX4 C10 H30 SING N N 75 EX4 C10 H31 SING N N 76 EX4 C19 H32 SING N N 77 EX4 C18 H33 SING N N 78 EX4 C15 H34 SING N N 79 # 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 EX4 SMILES ACDLabs 12.01 "c2c(c1ccc(F)c(c1)C(F)(F)F)nc(n2CCN3CCCC3)C4CCN(CC4)c6ncnc5NC(=O)CC(C)c56" EX4 InChI InChI 1.03 "InChI=1S/C29H33F4N7O/c1-18-14-24(41)37-26-25(18)28(35-17-34-26)39-10-6-19(7-11-39)27-36-23(16-40(27)13-12-38-8-2-3-9-38)20-4-5-22(30)21(15-20)29(31,32)33/h4-5,15-19H,2-3,6-14H2,1H3,(H,34,35,37,41)/t18-/m1/s1" EX4 InChIKey InChI 1.03 XIYKGCYSJCRNDN-GOSISDBHSA-N EX4 SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1CC(=O)Nc2ncnc(N3CCC(CC3)c4nc(cn4CCN5CCCC5)c6ccc(F)c(c6)C(F)(F)F)c12" EX4 SMILES CACTVS 3.385 "C[CH]1CC(=O)Nc2ncnc(N3CCC(CC3)c4nc(cn4CCN5CCCC5)c6ccc(F)c(c6)C(F)(F)F)c12" EX4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H]1CC(=O)Nc2c1c(ncn2)N3CCC(CC3)c4nc(cn4CCN5CCCC5)c6ccc(c(c6)C(F)(F)F)F" EX4 SMILES "OpenEye OEToolkits" 2.0.6 "CC1CC(=O)Nc2c1c(ncn2)N3CCC(CC3)c4nc(cn4CCN5CCCC5)c6ccc(c(c6)C(F)(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 EX4 "SYSTEMATIC NAME" ACDLabs 12.01 "(5R)-4-(4-{4-[4-fluoro-3-(trifluoromethyl)phenyl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-imidazol-2-yl}piperidin-1-yl)-5-methyl-5,8-dihydropyrido[2,3-d]pyrimidin-7(6H)-one" EX4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(5~{R})-4-[4-[4-[4-fluoranyl-3-(trifluoromethyl)phenyl]-1-(2-pyrrolidin-1-ylethyl)imidazol-2-yl]piperidin-1-yl]-5-methyl-6,8-dihydro-5~{H}-pyrido[2,3-d]pyrimidin-7-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EX4 "Create component" 2018-02-08 RCSB EX4 "Initial release" 2018-05-02 RCSB #