data_9HS # _chem_comp.id 9HS _chem_comp.name "7-chloro-3-({4-hydroxy-1-[(3S)-3-phenylbutanoyl]piperidin-4-yl}methyl)quinazolin-4(3H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H26 Cl N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-12 _chem_comp.pdbx_modified_date 2017-12-15 _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 439.935 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9HS _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 5VSK _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 9HS C7 C1 C 0 1 Y N N 77.944 -57.215 181.209 -5.150 1.962 -0.532 C7 9HS 1 9HS C9 C2 C 0 1 N N N 74.752 -58.658 180.230 -2.414 -0.062 -1.692 C9 9HS 2 9HS N1 N1 N 0 1 N N N 76.056 -58.326 180.239 -3.219 0.945 -1.536 N1 9HS 3 9HS C2 C3 C 0 1 N N N 74.303 -57.435 182.241 -3.599 -1.439 -0.192 C2 9HS 4 9HS N2 N2 N 0 1 N N N 69.870 -56.450 178.573 2.248 -1.805 0.441 N2 9HS 5 9HS C10 C4 C 0 1 N N N 72.108 -57.044 179.162 0.605 -3.274 -0.606 C10 9HS 6 9HS C4 C5 C 0 1 Y N N 76.272 -56.253 183.289 -5.603 -0.401 0.892 C4 9HS 7 9HS C6 C6 C 0 1 Y N N 78.450 -56.414 182.229 -6.221 1.853 0.329 C6 9HS 8 9HS N N3 N 0 1 N N N 73.882 -58.250 181.170 -2.565 -1.246 -1.044 N 9HS 9 9HS C C7 C 0 1 N N N 71.614 -57.526 180.522 -0.455 -2.220 -0.280 C 9HS 10 9HS O O1 O 0 1 N N N 71.645 -56.425 181.437 -0.951 -2.435 1.043 O 9HS 11 9HS C1 C8 C 0 1 N N N 72.478 -58.662 181.069 -1.608 -2.330 -1.280 C1 9HS 12 9HS C11 C9 C 0 1 N N N 71.224 -55.920 178.636 1.741 -3.184 0.418 C11 9HS 13 9HS C12 C10 C 0 1 N N N 69.203 -56.546 177.425 3.560 -1.553 0.262 C12 9HS 14 9HS C13 C11 C 0 1 N N N 68.852 -57.945 176.989 4.065 -0.133 0.288 C13 9HS 15 9HS C14 C12 C 0 1 N N S 69.911 -58.425 175.990 5.578 -0.126 0.062 C14 9HS 16 9HS C15 C13 C 0 1 N N N 69.327 -58.528 174.583 6.272 -0.824 1.233 C15 9HS 17 9HS C16 C14 C 0 1 Y N N 70.562 -59.722 176.332 6.065 1.297 -0.035 C16 9HS 18 9HS C17 C15 C 0 1 Y N N 69.965 -60.712 177.113 6.694 1.735 -1.185 C17 9HS 19 9HS C18 C16 C 0 1 Y N N 70.644 -61.895 177.380 7.141 3.041 -1.273 C18 9HS 20 9HS C19 C17 C 0 1 Y N N 71.915 -62.103 176.862 6.958 3.907 -0.212 C19 9HS 21 9HS C20 C18 C 0 1 Y N N 72.509 -61.124 176.077 6.328 3.469 0.938 C20 9HS 22 9HS C21 C19 C 0 1 Y N N 71.833 -59.940 175.813 5.877 2.165 1.024 C21 9HS 23 9HS C22 C20 C 0 1 N N N 69.290 -56.873 179.841 1.297 -0.706 0.656 C22 9HS 24 9HS C23 C21 C 0 1 N N N 70.172 -57.992 180.381 0.166 -0.824 -0.371 C23 9HS 25 9HS C3 C22 C 0 1 Y N N 75.732 -57.049 182.290 -4.522 -0.314 0.018 C3 9HS 26 9HS C5 C23 C 0 1 Y N N 77.628 -55.940 183.253 -6.447 0.678 1.037 C5 9HS 27 9HS C8 C24 C 0 1 Y N N 76.598 -57.553 181.205 -4.285 0.880 -0.700 C8 9HS 28 9HS O1 O2 O 0 1 N N N 73.503 -57.053 183.120 -3.747 -2.495 0.394 O1 9HS 29 9HS O2 O3 O 0 1 N N N 68.889 -55.585 176.743 4.334 -2.469 0.080 O2 9HS 30 9HS CL CL1 CL 0 0 N N N 80.191 -55.984 182.225 -7.300 3.198 0.532 CL 9HS 31 9HS H5 H1 H 0 1 N N N 78.596 -57.572 180.425 -4.984 2.880 -1.077 H5 9HS 32 9HS H6 H2 H 0 1 N N N 74.387 -59.283 179.428 -1.582 0.048 -2.372 H6 9HS 33 9HS H7 H3 H 0 1 N N N 72.086 -57.883 178.451 0.156 -4.267 -0.564 H7 9HS 34 9HS H8 H4 H 0 1 N N N 73.140 -56.675 179.262 1.000 -3.096 -1.605 H8 9HS 35 9HS H3 H5 H 0 1 N N N 75.647 -55.880 184.087 -5.787 -1.312 1.441 H3 9HS 36 9HS H H6 H 0 1 N N N 72.311 -56.579 182.097 -1.628 -1.802 1.317 H 9HS 37 9HS H2 H7 H 0 1 N N N 72.113 -58.944 182.068 -2.108 -3.290 -1.154 H2 9HS 38 9HS H1 H8 H 0 1 N N N 72.404 -59.528 180.394 -1.217 -2.255 -2.295 H1 9HS 39 9HS H10 H9 H 0 1 N N N 71.558 -55.612 177.634 2.544 -3.864 0.134 H10 9HS 40 9HS H9 H10 H 0 1 N N N 71.262 -55.057 179.317 1.365 -3.451 1.406 H9 9HS 41 9HS H12 H11 H 0 1 N N N 67.862 -57.946 176.509 3.577 0.440 -0.500 H12 9HS 42 9HS H11 H12 H 0 1 N N N 68.837 -58.613 177.863 3.840 0.315 1.256 H11 9HS 43 9HS H13 H13 H 0 1 N N N 70.698 -57.657 175.959 5.809 -0.653 -0.864 H13 9HS 44 9HS H16 H14 H 0 1 N N N 68.843 -57.577 174.316 6.041 -0.298 2.159 H16 9HS 45 9HS H14 H15 H 0 1 N N N 70.133 -58.742 173.866 5.920 -1.854 1.303 H14 9HS 46 9HS H15 H16 H 0 1 N N N 68.584 -59.339 174.553 7.350 -0.819 1.072 H15 9HS 47 9HS H17 H17 H 0 1 N N N 68.973 -60.559 177.511 6.837 1.058 -2.014 H17 9HS 48 9HS H18 H18 H 0 1 N N N 70.181 -62.655 177.992 7.633 3.383 -2.172 H18 9HS 49 9HS H19 H19 H 0 1 N N N 72.440 -63.024 177.069 7.307 4.927 -0.281 H19 9HS 50 9HS H20 H20 H 0 1 N N N 73.497 -61.283 175.671 6.186 4.146 1.767 H20 9HS 51 9HS H21 H21 H 0 1 N N N 72.298 -59.183 175.200 5.385 1.822 1.923 H21 9HS 52 9HS H23 H22 H 0 1 N N N 69.272 -56.031 180.548 0.885 -0.771 1.663 H23 9HS 53 9HS H22 H23 H 0 1 N N N 68.266 -57.241 179.684 1.808 0.249 0.529 H22 9HS 54 9HS H24 H24 H 0 1 N N N 69.796 -58.303 181.367 0.567 -0.669 -1.372 H24 9HS 55 9HS H25 H25 H 0 1 N N N 70.135 -58.846 179.688 -0.595 -0.073 -0.162 H25 9HS 56 9HS H4 H26 H 0 1 N N N 78.051 -55.320 184.030 -7.292 0.611 1.707 H4 9HS 57 # 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 9HS C15 C14 SING N N 1 9HS C21 C20 DOUB Y N 2 9HS C21 C16 SING Y N 3 9HS C14 C16 SING N N 4 9HS C14 C13 SING N N 5 9HS C20 C19 SING Y N 6 9HS C16 C17 DOUB Y N 7 9HS O2 C12 DOUB N N 8 9HS C19 C18 DOUB Y N 9 9HS C13 C12 SING N N 10 9HS C17 C18 SING Y N 11 9HS C12 N2 SING N N 12 9HS N2 C11 SING N N 13 9HS N2 C22 SING N N 14 9HS C11 C10 SING N N 15 9HS C10 C SING N N 16 9HS C22 C23 SING N N 17 9HS C9 N1 DOUB N N 18 9HS C9 N SING N N 19 9HS N1 C8 SING N N 20 9HS C23 C SING N N 21 9HS C C1 SING N N 22 9HS C O SING N N 23 9HS C1 N SING N N 24 9HS N C2 SING N N 25 9HS C8 C7 DOUB Y N 26 9HS C8 C3 SING Y N 27 9HS C7 C6 SING Y N 28 9HS CL C6 SING N N 29 9HS C6 C5 DOUB Y N 30 9HS C2 C3 SING N N 31 9HS C2 O1 DOUB N N 32 9HS C3 C4 DOUB Y N 33 9HS C5 C4 SING Y N 34 9HS C7 H5 SING N N 35 9HS C9 H6 SING N N 36 9HS C10 H7 SING N N 37 9HS C10 H8 SING N N 38 9HS C4 H3 SING N N 39 9HS O H SING N N 40 9HS C1 H2 SING N N 41 9HS C1 H1 SING N N 42 9HS C11 H10 SING N N 43 9HS C11 H9 SING N N 44 9HS C13 H12 SING N N 45 9HS C13 H11 SING N N 46 9HS C14 H13 SING N N 47 9HS C15 H16 SING N N 48 9HS C15 H14 SING N N 49 9HS C15 H15 SING N N 50 9HS C17 H17 SING N N 51 9HS C18 H18 SING N N 52 9HS C19 H19 SING N N 53 9HS C20 H20 SING N N 54 9HS C21 H21 SING N N 55 9HS C22 H23 SING N N 56 9HS C22 H22 SING N N 57 9HS C23 H24 SING N N 58 9HS C23 H25 SING N N 59 9HS C5 H4 SING N N 60 # 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 9HS SMILES ACDLabs 12.01 "c1c(ccc2C(=O)N(C=Nc12)CC3(CCN(CC3)C(CC(c4ccccc4)C)=O)O)Cl" 9HS InChI InChI 1.03 "InChI=1S/C24H26ClN3O3/c1-17(18-5-3-2-4-6-18)13-22(29)27-11-9-24(31,10-12-27)15-28-16-26-21-14-19(25)7-8-20(21)23(28)30/h2-8,14,16-17,31H,9-13,15H2,1H3/t17-/m0/s1" 9HS InChIKey InChI 1.03 YRRYGKYWFQIDQT-KRWDZBQOSA-N 9HS SMILES_CANONICAL CACTVS 3.385 "C[C@@H](CC(=O)N1CCC(O)(CC1)CN2C=Nc3cc(Cl)ccc3C2=O)c4ccccc4" 9HS SMILES CACTVS 3.385 "C[CH](CC(=O)N1CCC(O)(CC1)CN2C=Nc3cc(Cl)ccc3C2=O)c4ccccc4" 9HS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H](CC(=O)N1CCC(CC1)(CN2C=Nc3cc(ccc3C2=O)Cl)O)c4ccccc4" 9HS SMILES "OpenEye OEToolkits" 2.0.6 "CC(CC(=O)N1CCC(CC1)(CN2C=Nc3cc(ccc3C2=O)Cl)O)c4ccccc4" # 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 9HS "SYSTEMATIC NAME" ACDLabs 12.01 "7-chloro-3-({4-hydroxy-1-[(3S)-3-phenylbutanoyl]piperidin-4-yl}methyl)quinazolin-4(3H)-one" 9HS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "7-chloranyl-3-[[4-oxidanyl-1-[(3~{S})-3-phenylbutanoyl]piperidin-4-yl]methyl]quinazolin-4-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 9HS "Create component" 2017-05-12 RCSB 9HS "Initial release" 2017-12-20 RCSB #