data_4QD # _chem_comp.id 4QD _chem_comp.name "8-(3-{[(2S)-1-aminopropan-2-yl]oxy}benzyl)-4-(cyclohexylamino)-1-(3-fluorophenyl)-1,3,8-triazaspiro[4.5]dec-3-en-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H38 F N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-08 _chem_comp.pdbx_modified_date 2015-07-31 _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 507.643 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4QD _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 4ZPF _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 4QD C1 C1 C 0 1 N N N 29.388 38.376 0.451 -1.882 -0.071 0.108 C1 4QD 1 4QD N2 N1 N 0 1 N N N 29.482 39.089 -0.810 -2.518 -1.384 -0.063 N2 4QD 2 4QD C3 C2 C 0 1 N N N 28.499 38.739 -1.708 -3.816 -1.128 -0.324 C3 4QD 3 4QD N4 N2 N 0 1 N N N 27.652 37.866 -1.102 -4.077 0.183 -0.340 N4 4QD 4 4QD C5 C3 C 0 1 N N N 28.110 37.641 0.094 -3.013 0.909 -0.097 C5 4QD 5 4QD C6 C4 C 0 1 N N N 30.504 37.357 0.718 -1.304 0.065 1.513 C6 4QD 6 4QD C7 C5 C 0 1 N N N 31.797 37.990 1.224 -0.146 -0.923 1.682 C7 4QD 7 4QD N8 N3 N 0 1 N N N 31.517 38.869 2.404 0.878 -0.655 0.664 N8 4QD 8 4QD C9 C6 C 0 1 N N N 30.406 39.873 2.240 0.347 -0.852 -0.691 C9 4QD 9 4QD C10 C7 C 0 1 N N N 29.124 39.272 1.658 -0.794 0.138 -0.940 C10 4QD 10 4QD O11 O1 O 0 1 N N N 28.410 39.117 -2.865 -4.652 -1.990 -0.524 O11 4QD 11 4QD N12 N4 N 0 1 N N N 27.526 36.807 1.030 -2.942 2.257 -0.042 N12 4QD 12 4QD C13 C8 C 0 1 Y N N 30.459 40.038 -1.172 -1.905 -2.638 0.026 C13 4QD 13 4QD C14 C9 C 0 1 N N N 26.257 36.149 0.760 -4.144 3.064 -0.268 C14 4QD 14 4QD C15 C10 C 0 1 N N N 26.494 34.690 0.405 -4.922 3.198 1.043 C15 4QD 15 4QD C16 C11 C 0 1 N N N 25.165 33.979 0.126 -6.177 4.040 0.807 C16 4QD 16 4QD C17 C12 C 0 1 N N N 24.234 34.100 1.328 -5.773 5.429 0.310 C17 4QD 17 4QD C18 C13 C 0 1 N N N 24.008 35.564 1.678 -4.995 5.295 -1.001 C18 4QD 18 4QD C19 C14 C 0 1 N N N 25.339 36.250 1.967 -3.740 4.453 -0.765 C19 4QD 19 4QD C20 C15 C 0 1 Y N N 30.251 41.372 -0.880 -0.547 -2.731 0.306 C20 4QD 20 4QD C21 C16 C 0 1 Y N N 31.190 42.317 -1.234 0.057 -3.970 0.394 C21 4QD 21 4QD C22 C17 C 0 1 Y N N 32.314 41.938 -1.935 -0.688 -5.119 0.204 C22 4QD 22 4QD C23 C18 C 0 1 Y N N 32.498 40.607 -2.246 -2.042 -5.031 -0.075 C23 4QD 23 4QD C24 C19 C 0 1 Y N N 31.576 39.647 -1.887 -2.653 -3.793 -0.159 C24 4QD 24 4QD F25 F1 F 0 1 N N N 33.581 40.249 -2.935 -2.768 -6.156 -0.260 F25 4QD 25 4QD C26 C20 C 0 1 N N N 32.765 39.411 3.043 2.071 -1.483 0.887 C26 4QD 26 4QD C27 C21 C 0 1 Y N N 33.447 40.473 2.228 3.230 -0.913 0.109 C27 4QD 27 4QD C28 C22 C 0 1 Y N N 34.403 40.151 1.277 3.461 -1.329 -1.189 C28 4QD 28 4QD C29 C23 C 0 1 Y N N 35.007 41.139 0.517 4.520 -0.805 -1.908 C29 4QD 29 4QD C30 C24 C 0 1 Y N N 34.636 42.457 0.707 5.349 0.136 -1.330 C30 4QD 30 4QD C31 C25 C 0 1 Y N N 33.678 42.784 1.653 5.120 0.555 -0.027 C31 4QD 31 4QD C32 C26 C 0 1 Y N N 33.091 41.794 2.420 4.057 0.028 0.691 C32 4QD 32 4QD O33 O2 O 0 1 N N N 33.360 44.137 1.771 5.935 1.481 0.544 O33 4QD 33 4QD C34 C27 C 0 1 N N S 32.487 44.478 2.865 6.952 2.047 -0.283 C34 4QD 34 4QD C35 C28 C 0 1 N N N 31.964 45.873 2.567 8.089 2.575 0.595 C35 4QD 35 4QD C36 C29 C 0 1 N N N 33.307 44.562 4.148 6.363 3.199 -1.101 C36 4QD 36 4QD N37 N5 N 0 1 N N N 31.101 45.806 1.364 8.733 1.452 1.289 N37 4QD 37 4QD H1 H1 H 0 1 N N N 30.148 36.641 1.473 -0.939 1.082 1.660 H1 4QD 38 4QD H2 H2 H 0 1 N N N 30.721 36.824 -0.220 -2.078 -0.154 2.248 H2 4QD 39 4QD H3 H3 H 0 1 N N N 32.498 37.196 1.521 0.290 -0.806 2.674 H3 4QD 40 4QD H4 H4 H 0 1 N N N 32.245 38.593 0.420 -0.516 -1.941 1.566 H4 4QD 41 4QD H6 H6 H 0 1 N N N 30.754 40.671 1.567 1.140 -0.683 -1.420 H6 4QD 42 4QD H7 H7 H 0 1 N N N 30.174 40.300 3.227 -0.027 -1.871 -0.790 H7 4QD 43 4QD H8 H8 H 0 1 N N N 28.460 40.092 1.349 -1.210 -0.028 -1.934 H8 4QD 44 4QD H9 H9 H 0 1 N N N 28.630 38.675 2.438 -0.414 1.157 -0.871 H9 4QD 45 4QD H10 H10 H 0 1 N N N 27.983 36.654 1.906 -2.095 2.691 0.147 H10 4QD 46 4QD H11 H11 H 0 1 N N N 25.766 36.640 -0.093 -4.772 2.579 -1.015 H11 4QD 47 4QD H12 H12 H 0 1 N N N 27.001 34.192 1.244 -5.210 2.208 1.397 H12 4QD 48 4QD H13 H13 H 0 1 N N N 27.129 34.635 -0.492 -4.294 3.683 1.790 H13 4QD 49 4QD H14 H14 H 0 1 N N N 24.686 34.438 -0.751 -6.805 3.555 0.060 H14 4QD 50 4QD H15 H15 H 0 1 N N N 25.359 32.915 -0.077 -6.731 4.135 1.741 H15 4QD 51 4QD H16 H16 H 0 1 N N N 23.268 33.632 1.087 -6.667 6.029 0.141 H16 4QD 52 4QD H17 H17 H 0 1 N N N 24.686 33.587 2.190 -5.145 5.914 1.057 H17 4QD 53 4QD H18 H18 H 0 1 N N N 23.516 36.068 0.833 -5.623 4.810 -1.748 H18 4QD 54 4QD H19 H19 H 0 1 N N N 23.365 35.629 2.568 -4.707 6.285 -1.355 H19 4QD 55 4QD H20 H20 H 0 1 N N N 25.818 35.764 2.829 -3.112 4.938 -0.018 H20 4QD 56 4QD H21 H21 H 0 1 N N N 25.158 37.310 2.198 -3.185 4.358 -1.699 H21 4QD 57 4QD H22 H22 H 0 1 N N N 29.348 41.676 -0.372 0.036 -1.834 0.454 H22 4QD 58 4QD H23 H23 H 0 1 N N N 31.045 43.352 -0.962 1.112 -4.041 0.611 H23 4QD 59 4QD H24 H24 H 0 1 N N N 33.043 42.675 -2.238 -0.214 -6.087 0.273 H24 4QD 60 4QD H25 H25 H 0 1 N N N 31.723 38.612 -2.158 -3.709 -3.724 -0.376 H25 4QD 61 4QD H26 H26 H 0 1 N N N 33.470 38.579 3.190 2.316 -1.490 1.949 H26 4QD 62 4QD H27 H27 H 0 1 N N N 32.497 39.841 4.019 1.875 -2.501 0.552 H27 4QD 63 4QD H28 H28 H 0 1 N N N 34.680 39.118 1.127 2.813 -2.065 -1.643 H28 4QD 64 4QD H29 H29 H 0 1 N N N 35.759 40.883 -0.215 4.698 -1.131 -2.922 H29 4QD 65 4QD H30 H30 H 0 1 N N N 35.095 43.235 0.115 6.177 0.545 -1.891 H30 4QD 66 4QD H31 H31 H 0 1 N N N 32.356 42.053 3.168 3.873 0.355 1.704 H31 4QD 67 4QD H32 H32 H 0 1 N N N 31.659 43.762 2.975 7.339 1.284 -0.958 H32 4QD 68 4QD H33 H33 H 0 1 N N N 32.808 46.553 2.381 8.823 3.086 -0.028 H33 4QD 69 4QD H34 H34 H 0 1 N N N 31.379 46.240 3.423 7.686 3.273 1.329 H34 4QD 70 4QD H35 H35 H 0 1 N N N 32.647 44.822 4.989 7.140 3.631 -1.732 H35 4QD 71 4QD H36 H36 H 0 1 N N N 33.783 43.590 4.343 5.554 2.823 -1.727 H36 4QD 72 4QD H37 H37 H 0 1 N N N 34.082 45.335 4.038 5.976 3.962 -0.426 H37 4QD 73 4QD H38 H38 H 0 1 N N N 30.749 46.718 1.155 9.057 0.759 0.632 H38 4QD 74 4QD H39 H39 H 0 1 N N N 31.636 45.469 0.589 9.487 1.775 1.877 H39 4QD 75 # 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 4QD F25 C23 SING N N 1 4QD O11 C3 DOUB N N 2 4QD C23 C22 DOUB Y N 3 4QD C23 C24 SING Y N 4 4QD C22 C21 SING Y N 5 4QD C24 C13 DOUB Y N 6 4QD C3 N4 SING N N 7 4QD C3 N2 SING N N 8 4QD C21 C20 DOUB Y N 9 4QD C13 C20 SING Y N 10 4QD C13 N2 SING N N 11 4QD N4 C5 DOUB N N 12 4QD N2 C1 SING N N 13 4QD C5 C1 SING N N 14 4QD C5 N12 SING N N 15 4QD C16 C15 SING N N 16 4QD C16 C17 SING N N 17 4QD C15 C14 SING N N 18 4QD C1 C6 SING N N 19 4QD C1 C10 SING N N 20 4QD C29 C30 DOUB Y N 21 4QD C29 C28 SING Y N 22 4QD C30 C31 SING Y N 23 4QD C6 C7 SING N N 24 4QD C14 N12 SING N N 25 4QD C14 C19 SING N N 26 4QD C7 N8 SING N N 27 4QD C28 C27 DOUB Y N 28 4QD C17 C18 SING N N 29 4QD N37 C35 SING N N 30 4QD C31 O33 SING N N 31 4QD C31 C32 DOUB Y N 32 4QD C10 C9 SING N N 33 4QD C18 C19 SING N N 34 4QD O33 C34 SING N N 35 4QD C27 C32 SING Y N 36 4QD C27 C26 SING N N 37 4QD C9 N8 SING N N 38 4QD N8 C26 SING N N 39 4QD C35 C34 SING N N 40 4QD C34 C36 SING N N 41 4QD C6 H1 SING N N 42 4QD C6 H2 SING N N 43 4QD C7 H3 SING N N 44 4QD C7 H4 SING N N 45 4QD C9 H6 SING N N 46 4QD C9 H7 SING N N 47 4QD C10 H8 SING N N 48 4QD C10 H9 SING N N 49 4QD N12 H10 SING N N 50 4QD C14 H11 SING N N 51 4QD C15 H12 SING N N 52 4QD C15 H13 SING N N 53 4QD C16 H14 SING N N 54 4QD C16 H15 SING N N 55 4QD C17 H16 SING N N 56 4QD C17 H17 SING N N 57 4QD C18 H18 SING N N 58 4QD C18 H19 SING N N 59 4QD C19 H20 SING N N 60 4QD C19 H21 SING N N 61 4QD C20 H22 SING N N 62 4QD C21 H23 SING N N 63 4QD C22 H24 SING N N 64 4QD C24 H25 SING N N 65 4QD C26 H26 SING N N 66 4QD C26 H27 SING N N 67 4QD C28 H28 SING N N 68 4QD C29 H29 SING N N 69 4QD C30 H30 SING N N 70 4QD C32 H31 SING N N 71 4QD C34 H32 SING N N 72 4QD C35 H33 SING N N 73 4QD C35 H34 SING N N 74 4QD C36 H35 SING N N 75 4QD C36 H36 SING N N 76 4QD C36 H37 SING N N 77 4QD N37 H38 SING N N 78 4QD N37 H39 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 4QD SMILES ACDLabs 12.01 "C23(CCN(Cc1cc(ccc1)OC(C)CN)CC2)N(C(N=C3NC4CCCCC4)=O)c5cccc(c5)F" 4QD InChI InChI 1.03 "InChI=1S/C29H38FN5O2/c1-21(19-31)37-26-12-5-7-22(17-26)20-34-15-13-29(14-16-34)27(32-24-9-3-2-4-10-24)33-28(36)35(29)25-11-6-8-23(30)18-25/h5-8,11-12,17-18,21,24H,2-4,9-10,13-16,19-20,31H2,1H3,(H,32,33,36)/t21-/m0/s1" 4QD InChIKey InChI 1.03 GJCCGBZILLQLCV-NRFANRHFSA-N 4QD SMILES_CANONICAL CACTVS 3.385 "C[C@@H](CN)Oc1cccc(CN2CCC3(CC2)N(C(=O)N=C3NC4CCCCC4)c5cccc(F)c5)c1" 4QD SMILES CACTVS 3.385 "C[CH](CN)Oc1cccc(CN2CCC3(CC2)N(C(=O)N=C3NC4CCCCC4)c5cccc(F)c5)c1" 4QD SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H](CN)Oc1cccc(c1)CN2CCC3(CC2)C(=NC(=O)N3c4cccc(c4)F)NC5CCCCC5" 4QD SMILES "OpenEye OEToolkits" 1.9.2 "CC(CN)Oc1cccc(c1)CN2CCC3(CC2)C(=NC(=O)N3c4cccc(c4)F)NC5CCCCC5" # 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 4QD "SYSTEMATIC NAME" ACDLabs 12.01 "8-(3-{[(2S)-1-aminopropan-2-yl]oxy}benzyl)-4-(cyclohexylamino)-1-(3-fluorophenyl)-1,3,8-triazaspiro[4.5]dec-3-en-2-one" 4QD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "8-[[3-[(2S)-1-azanylpropan-2-yl]oxyphenyl]methyl]-4-(cyclohexylamino)-1-(3-fluorophenyl)-1,3,8-triazaspiro[4.5]dec-3-en-2-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 4QD "Create component" 2015-05-08 RCSB 4QD "Initial release" 2015-08-05 RCSB #