data_0JF # _chem_comp.id 0JF _chem_comp.name "(3S)-N-(4-methylbenzyl)-1-{2-[(3,4,5-trimethoxyphenyl)amino]pyrimidin-4-yl}piperidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H33 N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-01-23 _chem_comp.pdbx_modified_date 2012-02-03 _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 491.582 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0JF _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 4DCE _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 0JF C24 C24 C 0 1 N N N 5.778 20.063 37.419 -6.211 -3.014 0.311 C24 0JF 1 0JF O2 O2 O 0 1 N N N 6.792 20.278 36.424 -7.029 -1.845 0.397 O2 0JF 2 0JF C5 C5 C 0 1 Y N N 8.091 19.997 36.793 -6.419 -0.647 0.192 C5 0JF 3 0JF C6 C6 C 0 1 Y N N 8.403 19.141 37.867 -5.061 -0.600 -0.085 C6 0JF 4 0JF C4 C4 C 0 1 Y N N 9.129 20.587 36.058 -7.156 0.529 0.255 C4 0JF 5 0JF O3 O3 O 0 1 N N N 8.837 21.413 35.005 -8.491 0.482 0.523 O3 0JF 6 0JF C25 C25 C 0 1 N N N 8.952 22.819 35.316 -9.373 0.373 -0.596 C25 0JF 7 0JF C3 C3 C 0 1 Y N N 10.460 20.315 36.388 -6.531 1.752 0.046 C3 0JF 8 0JF O4 O4 O 0 1 N N N 11.479 20.884 35.678 -7.252 2.904 0.109 O4 0JF 9 0JF C26 C26 C 0 1 N N N 12.286 19.924 35.005 -6.545 4.125 -0.117 C26 0JF 10 0JF C2 C2 C 0 1 Y N N 10.750 19.477 37.463 -5.173 1.799 -0.225 C2 0JF 11 0JF C1 C1 C 0 1 Y N N 9.737 18.885 38.211 -4.438 0.623 -0.294 C1 0JF 12 0JF N5 N5 N 0 1 N N N 10.126 18.074 39.217 -3.066 0.670 -0.573 N5 0JF 13 0JF C16 C16 C 0 1 Y N N 9.518 17.852 40.388 -2.212 -0.262 -0.007 C16 0JF 14 0JF N2 N2 N 0 1 Y N N 8.364 18.455 40.698 -0.938 -0.272 -0.368 N2 0JF 15 0JF N1 N1 N 0 1 Y N N 10.082 16.997 41.268 -2.689 -1.117 0.886 N1 0JF 16 0JF C15 C15 C 0 1 Y N N 9.519 16.726 42.439 -1.902 -2.022 1.449 C15 0JF 17 0JF C14 C14 C 0 1 Y N N 8.326 17.346 42.786 -0.567 -2.071 1.097 C14 0JF 18 0JF C13 C13 C 0 1 Y N N 7.761 18.235 41.874 -0.093 -1.153 0.157 C13 0JF 19 0JF N3 N3 N 0 1 N N N 6.555 18.874 42.153 1.240 -1.161 -0.222 N3 0JF 20 0JF C19 C19 C 0 1 N N N 5.899 18.689 43.456 1.511 -0.114 -1.216 C19 0JF 21 0JF C18 C18 C 0 1 N N N 5.829 19.684 41.144 1.636 -2.484 -0.723 C18 0JF 22 0JF C17 C17 C 0 1 N N N 4.505 18.945 40.847 3.142 -2.497 -0.994 C17 0JF 23 0JF C21 C21 C 0 1 N N N 3.767 18.509 42.133 3.480 -1.418 -2.027 C21 0JF 24 0JF C20 C20 C 0 1 N N S 4.680 17.811 43.163 3.013 -0.057 -1.502 C20 0JF 25 0JF C22 C22 C 0 1 N N N 3.955 17.569 44.473 3.755 0.274 -0.232 C22 0JF 26 0JF O1 O1 O 0 1 N N N 3.533 18.518 45.135 3.142 0.450 0.799 O1 0JF 27 0JF N4 N4 N 0 1 N N N 3.851 16.284 44.822 5.099 0.373 -0.243 N4 0JF 28 0JF C23 C23 C 0 1 N N N 3.194 15.862 46.070 5.820 0.695 0.991 C23 0JF 29 0JF C7 C7 C 0 1 Y N N 3.001 14.355 46.019 7.299 0.746 0.709 C7 0JF 30 0JF C8 C8 C 0 1 Y N N 1.709 13.835 45.945 8.066 -0.398 0.827 C8 0JF 31 0JF C9 C9 C 0 1 Y N N 1.525 12.452 45.888 9.422 -0.352 0.564 C9 0JF 32 0JF C10 C10 C 0 1 Y N N 2.629 11.606 45.906 10.012 0.838 0.182 C10 0JF 33 0JF C27 C27 C 0 1 N N N 2.425 10.093 45.845 11.490 0.888 -0.105 C27 0JF 34 0JF C11 C11 C 0 1 Y N N 3.914 12.135 45.983 9.246 1.982 0.063 C11 0JF 35 0JF C12 C12 C 0 1 Y N N 4.106 13.513 46.040 7.890 1.937 0.327 C12 0JF 36 0JF H1 H1 H 0 1 N N N 4.794 20.322 37.002 -5.418 -2.958 1.057 H1 0JF 37 0JF H2 H2 H 0 1 N N N 5.780 19.006 37.722 -6.821 -3.898 0.494 H2 0JF 38 0JF H3 H3 H 0 1 N N N 5.984 20.696 38.295 -5.770 -3.076 -0.684 H3 0JF 39 0JF H4 H4 H 0 1 N N N 7.607 18.678 38.431 -4.489 -1.514 -0.139 H4 0JF 40 0JF H5 H5 H 0 1 N N N 8.703 23.414 34.425 -9.236 1.232 -1.252 H5 0JF 41 0JF H6 H6 H 0 1 N N N 8.258 23.072 36.131 -9.152 -0.542 -1.145 H6 0JF 42 0JF H7 H7 H 0 1 N N N 9.983 23.042 35.629 -10.404 0.346 -0.244 H7 0JF 43 0JF H8 H8 H 0 1 N N N 13.086 20.439 34.453 -5.757 4.232 0.629 H8 0JF 44 0JF H9 H9 H 0 1 N N N 12.731 19.239 35.741 -6.102 4.110 -1.113 H9 0JF 45 0JF H10 H10 H 0 1 N N N 11.664 19.352 34.301 -7.236 4.964 -0.039 H10 0JF 46 0JF H11 H11 H 0 1 N N N 11.781 19.283 37.721 -4.687 2.749 -0.388 H11 0JF 47 0JF H12 H12 H 0 1 N N N 10.979 17.574 39.068 -2.715 1.356 -1.162 H12 0JF 48 0JF H13 H13 H 0 1 N N N 9.986 16.028 43.118 -2.300 -2.715 2.176 H13 0JF 49 0JF H14 H14 H 0 1 N N N 7.850 17.145 43.735 0.095 -2.799 1.541 H14 0JF 50 0JF H15 H15 H 0 1 N N N 6.576 18.187 44.162 0.974 -0.340 -2.137 H15 0JF 51 0JF H16 H16 H 0 1 N N N 5.587 19.658 43.873 1.178 0.849 -0.828 H16 0JF 52 0JF H17 H17 H 0 1 N N N 6.428 19.771 40.226 1.395 -3.242 0.022 H17 0JF 53 0JF H18 H18 H 0 1 N N N 5.621 20.688 41.543 1.099 -2.698 -1.647 H18 0JF 54 0JF H19 H19 H 0 1 N N N 3.848 19.616 40.274 3.681 -2.296 -0.068 H19 0JF 55 0JF H20 H20 H 0 1 N N N 4.728 18.050 40.248 3.434 -3.474 -1.381 H20 0JF 56 0JF H21 H21 H 0 1 N N N 3.331 19.403 42.604 4.557 -1.395 -2.191 H21 0JF 57 0JF H22 H22 H 0 1 N N N 2.963 17.813 41.853 2.972 -1.640 -2.965 H22 0JF 58 0JF H23 H23 H 0 1 N N N 5.018 16.849 42.750 3.212 0.709 -2.250 H23 0JF 59 0JF H24 H24 H 0 1 N N N 4.232 15.586 44.216 5.589 0.232 -1.069 H24 0JF 60 0JF H25 H25 H 0 1 N N N 3.825 16.128 46.931 5.487 1.663 1.364 H25 0JF 61 0JF H26 H26 H 0 1 N N N 2.217 16.360 46.163 5.619 -0.072 1.739 H26 0JF 62 0JF H27 H27 H 0 1 N N N 0.856 14.498 45.932 7.604 -1.328 1.125 H27 0JF 63 0JF H28 H28 H 0 1 N N N 0.528 12.040 45.830 10.021 -1.247 0.656 H28 0JF 64 0JF H29 H29 H 0 1 N N N 2.422 9.765 44.795 11.663 0.675 -1.160 H29 0JF 65 0JF H30 H30 H 0 1 N N N 3.242 9.591 46.383 11.873 1.880 0.133 H30 0JF 66 0JF H31 H31 H 0 1 N N N 1.464 9.834 46.313 12.004 0.145 0.505 H31 0JF 67 0JF H32 H32 H 0 1 N N N 4.767 11.473 45.999 9.707 2.912 -0.235 H32 0JF 68 0JF H33 H33 H 0 1 N N N 5.103 13.923 46.100 7.290 2.830 0.231 H33 0JF 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 0JF C26 O4 SING N N 1 0JF O3 C25 SING N N 2 0JF O3 C4 SING N N 3 0JF O4 C3 SING N N 4 0JF C4 C3 DOUB Y N 5 0JF C4 C5 SING Y N 6 0JF C3 C2 SING Y N 7 0JF O2 C5 SING N N 8 0JF O2 C24 SING N N 9 0JF C5 C6 DOUB Y N 10 0JF C2 C1 DOUB Y N 11 0JF C6 C1 SING Y N 12 0JF C1 N5 SING N N 13 0JF N5 C16 SING N N 14 0JF C16 N2 DOUB Y N 15 0JF C16 N1 SING Y N 16 0JF N2 C13 SING Y N 17 0JF C17 C18 SING N N 18 0JF C17 C21 SING N N 19 0JF C18 N3 SING N N 20 0JF N1 C15 DOUB Y N 21 0JF C13 N3 SING N N 22 0JF C13 C14 DOUB Y N 23 0JF C21 C20 SING N N 24 0JF N3 C19 SING N N 25 0JF C15 C14 SING Y N 26 0JF C20 C19 SING N N 27 0JF C20 C22 SING N N 28 0JF C22 N4 SING N N 29 0JF C22 O1 DOUB N N 30 0JF N4 C23 SING N N 31 0JF C27 C10 SING N N 32 0JF C9 C10 DOUB Y N 33 0JF C9 C8 SING Y N 34 0JF C10 C11 SING Y N 35 0JF C8 C7 DOUB Y N 36 0JF C11 C12 DOUB Y N 37 0JF C7 C12 SING Y N 38 0JF C7 C23 SING N N 39 0JF C24 H1 SING N N 40 0JF C24 H2 SING N N 41 0JF C24 H3 SING N N 42 0JF C6 H4 SING N N 43 0JF C25 H5 SING N N 44 0JF C25 H6 SING N N 45 0JF C25 H7 SING N N 46 0JF C26 H8 SING N N 47 0JF C26 H9 SING N N 48 0JF C26 H10 SING N N 49 0JF C2 H11 SING N N 50 0JF N5 H12 SING N N 51 0JF C15 H13 SING N N 52 0JF C14 H14 SING N N 53 0JF C19 H15 SING N N 54 0JF C19 H16 SING N N 55 0JF C18 H17 SING N N 56 0JF C18 H18 SING N N 57 0JF C17 H19 SING N N 58 0JF C17 H20 SING N N 59 0JF C21 H21 SING N N 60 0JF C21 H22 SING N N 61 0JF C20 H23 SING N N 62 0JF N4 H24 SING N N 63 0JF C23 H25 SING N N 64 0JF C23 H26 SING N N 65 0JF C8 H27 SING N N 66 0JF C9 H28 SING N N 67 0JF C27 H29 SING N N 68 0JF C27 H30 SING N N 69 0JF C27 H31 SING N N 70 0JF C11 H32 SING N N 71 0JF C12 H33 SING N N 72 # 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 0JF SMILES ACDLabs 12.01 "O=C(NCc1ccc(cc1)C)C4CCCN(c2nc(ncc2)Nc3cc(OC)c(OC)c(OC)c3)C4" 0JF InChI InChI 1.03 "InChI=1S/C27H33N5O4/c1-18-7-9-19(10-8-18)16-29-26(33)20-6-5-13-32(17-20)24-11-12-28-27(31-24)30-21-14-22(34-2)25(36-4)23(15-21)35-3/h7-12,14-15,20H,5-6,13,16-17H2,1-4H3,(H,29,33)(H,28,30,31)/t20-/m0/s1" 0JF InChIKey InChI 1.03 BAQAWVMHTOQJCI-FQEVSTJZSA-N 0JF SMILES_CANONICAL CACTVS 3.370 "COc1cc(Nc2nccc(n2)N3CCC[C@@H](C3)C(=O)NCc4ccc(C)cc4)cc(OC)c1OC" 0JF SMILES CACTVS 3.370 "COc1cc(Nc2nccc(n2)N3CCC[CH](C3)C(=O)NCc4ccc(C)cc4)cc(OC)c1OC" 0JF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cc1)CNC(=O)[C@H]2CCCN(C2)c3ccnc(n3)Nc4cc(c(c(c4)OC)OC)OC" 0JF SMILES "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cc1)CNC(=O)C2CCCN(C2)c3ccnc(n3)Nc4cc(c(c(c4)OC)OC)OC" # 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 0JF "SYSTEMATIC NAME" ACDLabs 12.01 "(3S)-N-(4-methylbenzyl)-1-{2-[(3,4,5-trimethoxyphenyl)amino]pyrimidin-4-yl}piperidine-3-carboxamide" 0JF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3S)-N-[(4-methylphenyl)methyl]-1-[2-[(3,4,5-trimethoxyphenyl)amino]pyrimidin-4-yl]piperidine-3-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 0JF "Create component" 2012-01-23 RCSB #