data_D9S # _chem_comp.id D9S _chem_comp.name "2-{(3R,4S)-3-[(5-{[benzyl(methyl)amino]methyl}-1,2-oxazol-3-yl)methyl]piperidin-4-yl}-N-(1,3-thiazol-2-yl)acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H29 N5 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-10-23 _chem_comp.pdbx_modified_date 2020-04-17 _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 439.574 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D9S _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 5QBN _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 D9S C4 C1 C 0 1 Y N N -13.221 2.793 -0.926 -8.459 -2.415 1.445 C4 D9S 1 D9S C5 C2 C 0 1 Y N N -13.945 3.782 -0.291 -9.192 -1.347 1.927 C5 D9S 2 D9S C6 C3 C 0 1 Y N N -13.287 4.715 0.489 -9.043 -0.095 1.360 C6 D9S 3 D9S N1 N1 N 0 1 Y N N -8.708 -0.161 4.434 -1.672 2.035 -0.483 N1 D9S 4 D9S C7 C4 C 0 1 Y N N -11.909 4.665 0.624 -8.163 0.089 0.311 C7 D9S 5 D9S C8 C5 C 0 1 N N N -9.739 2.657 2.407 -4.246 0.006 -1.865 C8 D9S 6 D9S N2 N2 N 0 1 N N N -13.309 -2.445 7.325 1.133 3.346 1.115 N2 D9S 7 D9S C9 C6 C 0 1 Y N N -9.714 1.375 3.155 -2.991 0.589 -1.270 C9 D9S 8 D9S C10 C7 C 0 1 Y N N -10.614 0.413 3.408 -1.855 -0.079 -0.959 C10 D9S 9 D9S C11 C8 C 0 1 Y N N -9.938 -0.521 4.212 -1.002 0.920 -0.438 C11 D9S 10 D9S C12 C9 C 0 1 N N N -10.455 -1.797 4.797 0.405 0.733 0.069 C12 D9S 11 D9S N3 N3 N 0 1 N N N -8.653 -0.020 9.560 5.133 -1.510 -0.401 N3 D9S 12 D9S C13 C10 C 0 1 N N R -11.568 -1.492 5.798 1.345 1.685 -0.672 C13 D9S 13 D9S C14 C11 C 0 1 N N N -12.127 -2.745 6.465 0.982 3.132 -0.329 C14 D9S 14 D9S C15 C12 C 0 1 N N N -12.986 -1.460 8.394 2.522 3.136 1.541 C15 D9S 15 D9S N4 N4 N 0 1 Y N N -7.285 0.584 11.350 7.089 -2.862 -0.254 N4 D9S 16 D9S O1 O1 O 0 1 N N N -9.420 1.360 7.903 5.287 0.625 0.182 O1 D9S 17 D9S C19 C13 C 0 1 N N N -9.336 0.241 8.401 4.597 -0.286 -0.223 C19 D9S 18 D9S C20 C14 C 0 1 Y N N -7.990 0.935 10.307 6.476 -1.728 -0.119 C20 D9S 19 D9S S S1 S 0 1 Y N N -8.000 2.634 9.971 7.562 -0.539 0.457 S D9S 20 D9S C22 C15 C 0 1 Y N N -6.981 2.877 11.324 8.864 -1.725 0.482 C22 D9S 21 D9S C21 C16 C 0 1 Y N N -6.715 1.701 11.918 8.370 -2.891 0.061 C21 D9S 22 D9S C18 C17 C 0 1 N N N -9.975 -0.970 7.748 3.140 -0.049 -0.529 C18 D9S 23 D9S C17 C18 C 0 1 N N S -11.167 -0.513 6.908 2.790 1.413 -0.245 C17 D9S 24 D9S C16 C19 C 0 1 N N N -12.374 -0.210 7.796 2.932 1.690 1.254 C16 D9S 25 D9S O O2 O 0 1 Y N N -8.544 1.068 3.752 -2.779 1.871 -0.942 O D9S 26 D9S N N5 N 0 1 N N N -9.174 2.483 0.983 -5.145 -0.427 -0.787 N D9S 27 D9S C C20 C 0 1 N N N -7.686 2.378 0.996 -4.563 -1.546 -0.034 C D9S 28 D9S C1 C21 C 0 1 N N N -9.662 3.667 0.078 -6.470 -0.780 -1.316 C1 D9S 29 D9S C2 C22 C 0 1 Y N N -11.167 3.681 -0.016 -7.430 -0.980 -0.171 C2 D9S 30 D9S C3 C23 C 0 1 Y N N -11.841 2.740 -0.786 -7.579 -2.232 0.395 C3 D9S 31 D9S H1 H1 H 0 1 N N N -13.729 2.059 -1.533 -8.572 -3.393 1.891 H1 D9S 32 D9S H2 H2 H 0 1 N N N -15.018 3.827 -0.403 -9.880 -1.490 2.747 H2 D9S 33 D9S H3 H3 H 0 1 N N N -13.849 5.486 0.995 -9.616 0.740 1.737 H3 D9S 34 D9S H4 H4 H 0 1 N N N -11.406 5.400 1.234 -8.047 1.066 -0.132 H4 D9S 35 D9S H5 H5 H 0 1 N N N -9.131 3.399 2.946 -4.745 0.761 -2.473 H5 D9S 36 D9S H6 H6 H 0 1 N N N -10.778 3.013 2.340 -3.989 -0.850 -2.489 H6 D9S 37 D9S H7 H7 H 0 1 N N N -14.039 -2.072 6.752 0.808 4.264 1.380 H7 D9S 38 D9S H9 H9 H 0 1 N N N -11.638 0.366 3.067 -1.648 -1.133 -1.080 H9 D9S 39 D9S H10 H10 H 0 1 N N N -10.852 -2.434 3.992 0.438 0.947 1.137 H10 D9S 40 D9S H11 H11 H 0 1 N N N -9.636 -2.322 5.310 0.720 -0.296 -0.105 H11 D9S 41 D9S H12 H12 H 0 1 N N N -8.633 -0.965 9.887 4.581 -2.238 -0.725 H12 D9S 42 D9S H13 H13 H 0 1 N N N -12.392 -1.026 5.237 1.248 1.530 -1.747 H13 D9S 43 D9S H14 H14 H 0 1 N N N -12.429 -3.458 5.684 -0.051 3.325 -0.619 H14 D9S 44 D9S H15 H15 H 0 1 N N N -11.341 -3.196 7.088 1.643 3.810 -0.868 H15 D9S 45 D9S H16 H16 H 0 1 N N N -13.909 -1.191 8.929 3.176 3.815 0.994 H16 D9S 46 D9S H17 H17 H 0 1 N N N -12.272 -1.911 9.098 2.608 3.333 2.610 H17 D9S 47 D9S H18 H18 H 0 1 N N N -6.606 3.835 11.653 9.884 -1.540 0.784 H18 D9S 48 D9S H19 H19 H 0 1 N N N -6.087 1.636 12.794 8.970 -3.785 -0.016 H19 D9S 49 D9S H20 H20 H 0 1 N N N -10.318 -1.669 8.525 2.949 -0.271 -1.579 H20 D9S 50 D9S H21 H21 H 0 1 N N N -9.239 -1.471 7.102 2.528 -0.698 0.097 H21 D9S 51 D9S H22 H22 H 0 1 N N N -10.878 0.429 6.420 3.464 2.064 -0.802 H22 D9S 52 D9S H23 H23 H 0 1 N N N -12.052 0.451 8.614 3.968 1.539 1.556 H23 D9S 53 D9S H24 H24 H 0 1 N N N -13.137 0.301 7.191 2.287 1.012 1.813 H24 D9S 54 D9S H26 H26 H 0 1 N N N -7.383 1.539 1.639 -3.615 -1.235 0.405 H26 D9S 55 D9S H27 H27 H 0 1 N N N -7.322 2.205 -0.027 -5.249 -1.847 0.758 H27 D9S 56 D9S H28 H28 H 0 1 N N N -7.256 3.313 1.385 -4.394 -2.387 -0.706 H28 D9S 57 D9S H29 H29 H 0 1 N N N -9.238 3.549 -0.930 -6.831 0.024 -1.957 H29 D9S 58 D9S H30 H30 H 0 1 N N N -9.318 4.618 0.511 -6.397 -1.701 -1.894 H30 D9S 59 D9S H31 H31 H 0 1 N N N -11.284 1.958 -1.281 -7.007 -3.067 0.018 H31 D9S 60 # # 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 D9S C4 C3 DOUB Y N 1 D9S C4 C5 SING Y N 2 D9S C3 C2 SING Y N 3 D9S C5 C6 DOUB Y N 4 D9S C2 C1 SING N N 5 D9S C2 C7 DOUB Y N 6 D9S C1 N SING N N 7 D9S C6 C7 SING Y N 8 D9S N C SING N N 9 D9S N C8 SING N N 10 D9S C8 C9 SING N N 11 D9S C9 C10 DOUB Y N 12 D9S C9 O SING Y N 13 D9S C10 C11 SING Y N 14 D9S O N1 SING Y N 15 D9S C11 N1 DOUB Y N 16 D9S C11 C12 SING N N 17 D9S C12 C13 SING N N 18 D9S C13 C14 SING N N 19 D9S C13 C17 SING N N 20 D9S C14 N2 SING N N 21 D9S C17 C18 SING N N 22 D9S C17 C16 SING N N 23 D9S N2 C15 SING N N 24 D9S C18 C19 SING N N 25 D9S C16 C15 SING N N 26 D9S O1 C19 DOUB N N 27 D9S C19 N3 SING N N 28 D9S N3 C20 SING N N 29 D9S S C20 SING Y N 30 D9S S C22 SING Y N 31 D9S C20 N4 DOUB Y N 32 D9S C22 C21 DOUB Y N 33 D9S N4 C21 SING Y N 34 D9S C4 H1 SING N N 35 D9S C5 H2 SING N N 36 D9S C6 H3 SING N N 37 D9S C7 H4 SING N N 38 D9S C8 H5 SING N N 39 D9S C8 H6 SING N N 40 D9S N2 H7 SING N N 41 D9S C10 H9 SING N N 42 D9S C12 H10 SING N N 43 D9S C12 H11 SING N N 44 D9S N3 H12 SING N N 45 D9S C13 H13 SING N N 46 D9S C14 H14 SING N N 47 D9S C14 H15 SING N N 48 D9S C15 H16 SING N N 49 D9S C15 H17 SING N N 50 D9S C22 H18 SING N N 51 D9S C21 H19 SING N N 52 D9S C18 H20 SING N N 53 D9S C18 H21 SING N N 54 D9S C17 H22 SING N N 55 D9S C16 H23 SING N N 56 D9S C16 H24 SING N N 57 D9S C H26 SING N N 58 D9S C H27 SING N N 59 D9S C H28 SING N N 60 D9S C1 H29 SING N N 61 D9S C1 H30 SING N N 62 D9S C3 H31 SING N N 63 # # 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 D9S SMILES ACDLabs 12.01 "c1cc(ccc1)CN(Cc2cc(no2)CC3CNCCC3CC(Nc4nccs4)=O)C" D9S InChI InChI 1.03 "InChI=1S/C23H29N5O2S/c1-28(15-17-5-3-2-4-6-17)16-21-13-20(27-30-21)11-19-14-24-8-7-18(19)12-22(29)26-23-25-9-10-31-23/h2-6,9-10,13,18-19,24H,7-8,11-12,14-16H2,1H3,(H,25,26,29)/t18-,19-/m0/s1" D9S InChIKey InChI 1.03 UCRRMFAAQQXDGH-OALUTQOASA-N D9S SMILES_CANONICAL CACTVS 3.385 "CN(Cc1onc(C[C@H]2CNCC[C@H]2CC(=O)Nc3sccn3)c1)Cc4ccccc4" D9S SMILES CACTVS 3.385 "CN(Cc1onc(C[CH]2CNCC[CH]2CC(=O)Nc3sccn3)c1)Cc4ccccc4" D9S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN(Cc1ccccc1)Cc2cc(no2)C[C@H]3CNCC[C@H]3CC(=O)Nc4nccs4" D9S SMILES "OpenEye OEToolkits" 2.0.6 "CN(Cc1ccccc1)Cc2cc(no2)CC3CNCCC3CC(=O)Nc4nccs4" # # 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 D9S "SYSTEMATIC NAME" ACDLabs 12.01 "2-{(3R,4S)-3-[(5-{[benzyl(methyl)amino]methyl}-1,2-oxazol-3-yl)methyl]piperidin-4-yl}-N-(1,3-thiazol-2-yl)acetamide" D9S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(3~{R},4~{S})-3-[[5-[[methyl-(phenylmethyl)amino]methyl]-1,2-oxazol-3-yl]methyl]piperidin-4-yl]-~{N}-(1,3-thiazol-2-yl)ethanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site D9S "Create component" 2017-10-23 RCSB D9S "Initial release" 2020-04-22 RCSB ##