data_9QA # _chem_comp.id 9QA _chem_comp.name "7-chloro-3-{[4-hydroxy-1-(3-phenylpropanoyl)piperidin-4-yl]methyl}quinazolin-4(3H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H24 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 2017-05-24 _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 425.908 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9QA _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 5VSB _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 9QA C01 C1 C 0 1 Y N N 109.584 -6.861 93.173 -9.459 -0.280 -0.544 C01 9QA 1 9QA C02 C2 C 0 1 Y N N 108.698 -5.860 92.805 -9.049 -0.101 0.764 C02 9QA 2 9QA C03 C3 C 0 1 Y N N 107.440 -6.189 92.320 -7.808 0.448 1.031 C03 9QA 3 9QA C04 C4 C 0 1 Y N N 107.068 -7.520 92.207 -6.978 0.819 -0.011 C04 9QA 4 9QA C05 C5 C 0 1 Y N N 107.960 -8.521 92.573 -7.389 0.640 -1.319 C05 9QA 5 9QA C06 C6 C 0 1 Y N N 109.214 -8.191 93.059 -8.627 0.086 -1.585 C06 9QA 6 9QA C07 C7 C 0 1 N N N 105.680 -7.889 91.671 -5.627 1.418 0.280 C07 9QA 7 9QA C08 C8 C 0 1 N N N 104.646 -8.057 92.787 -4.584 0.303 0.375 C08 9QA 8 9QA C09 C9 C 0 1 N N N 105.196 -8.887 93.948 -3.232 0.903 0.666 C09 9QA 9 9QA O10 O1 O 0 1 N N N 105.413 -10.036 93.779 -3.115 2.104 0.785 O10 9QA 10 9QA N11 N1 N 0 1 N N N 105.471 -8.301 95.253 -2.154 0.104 0.793 N11 9QA 11 9QA C12 C10 C 0 1 N N N 106.016 -9.084 96.418 -2.280 -1.352 0.646 C12 9QA 12 9QA C13 C11 C 0 1 N N N 107.261 -8.431 97.011 -1.270 -1.831 -0.403 C13 9QA 13 9QA C14 C12 C 0 1 N N N 106.976 -7.028 97.428 0.131 -1.357 -0.009 C14 9QA 14 9QA C15 C13 C 0 1 N N N 106.481 -6.223 96.291 0.162 0.172 0.029 C15 9QA 15 9QA C16 C14 C 0 1 N N N 105.252 -6.855 95.639 -0.830 0.674 1.076 C16 9QA 16 9QA C17 C15 C 0 1 N N N 108.242 -6.382 97.999 1.147 -1.863 -1.036 C17 9QA 17 9QA N18 N2 N 0 1 N N N 107.883 -5.183 98.746 2.488 -1.410 -0.659 N18 9QA 18 9QA C19 C16 C 0 1 N N N 107.505 -5.295 100.020 3.258 -2.184 0.149 C19 9QA 19 9QA N20 N3 N 0 1 N N N 107.160 -4.240 100.755 4.455 -1.853 0.527 N20 9QA 20 9QA C21 C17 C 0 1 Y N N 107.191 -2.987 100.206 5.028 -0.689 0.132 C21 9QA 21 9QA C22 C18 C 0 1 Y N N 106.824 -1.848 100.987 6.315 -0.330 0.536 C22 9QA 22 9QA C23 C19 C 0 1 Y N N 106.858 -0.578 100.423 6.854 0.864 0.108 C23 9QA 23 9QA C24 C20 C 0 1 Y N N 107.250 -0.414 99.092 6.131 1.714 -0.721 C24 9QA 24 9QA C25 C21 C 0 1 Y N N 107.608 -1.525 98.329 4.869 1.383 -1.130 C25 9QA 25 9QA C26 C22 C 0 1 Y N N 107.574 -2.827 98.907 4.302 0.182 -0.712 C26 9QA 26 9QA C27 C23 C 0 1 N N N 107.932 -3.990 98.167 2.951 -0.226 -1.125 C27 9QA 27 9QA O28 O2 O 0 1 N N N 108.266 -3.885 97.037 2.274 0.475 -1.854 O28 9QA 28 9QA CL1 CL1 CL 0 0 N N N 106.399 0.844 101.401 8.454 1.312 0.611 CL1 9QA 29 9QA O30 O3 O 0 1 N N N 105.942 -7.068 98.451 0.462 -1.873 1.282 O30 9QA 30 9QA H011 H1 H 0 0 N N N 110.563 -6.604 93.549 -10.428 -0.708 -0.752 H011 9QA 31 9QA H021 H2 H 0 0 N N N 108.987 -4.823 92.896 -9.697 -0.391 1.578 H021 9QA 32 9QA H031 H3 H 0 0 N N N 106.751 -5.409 92.031 -7.488 0.588 2.053 H031 9QA 33 9QA H051 H4 H 0 0 N N N 107.675 -9.558 92.478 -6.740 0.930 -2.132 H051 9QA 34 9QA H061 H5 H 0 0 N N N 109.903 -8.970 93.349 -8.947 -0.054 -2.607 H061 9QA 35 9QA H072 H6 H 0 0 N N N 105.341 -7.092 90.993 -5.353 2.104 -0.523 H072 9QA 36 9QA H071 H7 H 0 0 N N N 105.757 -8.835 91.116 -5.666 1.961 1.224 H071 9QA 37 9QA H081 H8 H 0 0 N N N 104.362 -7.063 93.163 -4.857 -0.382 1.177 H081 9QA 38 9QA H082 H9 H 0 0 N N N 103.758 -8.561 92.377 -4.545 -0.240 -0.569 H082 9QA 39 9QA H122 H10 H 0 0 N N N 105.242 -9.147 97.197 -2.072 -1.836 1.600 H122 9QA 40 9QA H121 H11 H 0 0 N N N 106.275 -10.097 96.076 -3.290 -1.601 0.320 H121 9QA 41 9QA H131 H12 H 0 0 N N N 107.588 -9.009 97.888 -1.286 -2.920 -0.452 H131 9QA 42 9QA H132 H13 H 0 0 N N N 108.061 -8.427 96.256 -1.534 -1.418 -1.376 H132 9QA 43 9QA H151 H14 H 0 0 N N N 107.280 -6.140 95.539 1.166 0.509 0.287 H151 9QA 44 9QA H152 H15 H 0 0 N N N 106.214 -5.220 96.655 -0.114 0.566 -0.949 H152 9QA 45 9QA H161 H16 H 0 0 N N N 105.002 -6.283 94.733 -0.883 1.762 1.035 H161 9QA 46 9QA H162 H17 H 0 0 N N N 104.413 -6.804 96.348 -0.501 0.359 2.067 H162 9QA 47 9QA H172 H18 H 0 0 N N N 108.746 -7.094 98.669 1.125 -2.952 -1.062 H172 9QA 48 9QA H171 H19 H 0 0 N N N 108.919 -6.111 97.175 0.894 -1.470 -2.021 H171 9QA 49 9QA H191 H20 H 0 0 N N N 107.478 -6.276 100.471 2.853 -3.124 0.496 H191 9QA 50 9QA H221 H21 H 0 0 N N N 106.520 -1.974 102.016 6.884 -0.984 1.181 H221 9QA 51 9QA H241 H22 H 0 0 N N N 107.276 0.573 98.654 6.571 2.645 -1.045 H241 9QA 52 9QA H251 H23 H 0 0 N N N 107.911 -1.399 97.300 4.315 2.049 -1.776 H251 9QA 53 9QA H301 H24 H 0 0 N N N 106.246 -7.583 99.189 1.339 -1.612 1.596 H301 9QA 54 # 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 9QA C07 C04 SING N N 1 9QA C07 C08 SING N N 2 9QA C04 C03 DOUB Y N 3 9QA C04 C05 SING Y N 4 9QA C03 C02 SING Y N 5 9QA C05 C06 DOUB Y N 6 9QA C08 C09 SING N N 7 9QA C02 C01 DOUB Y N 8 9QA C06 C01 SING Y N 9 9QA O10 C09 DOUB N N 10 9QA C09 N11 SING N N 11 9QA N11 C16 SING N N 12 9QA N11 C12 SING N N 13 9QA C16 C15 SING N N 14 9QA C15 C14 SING N N 15 9QA C12 C13 SING N N 16 9QA C13 C14 SING N N 17 9QA O28 C27 DOUB N N 18 9QA C14 C17 SING N N 19 9QA C14 O30 SING N N 20 9QA C17 N18 SING N N 21 9QA C27 N18 SING N N 22 9QA C27 C26 SING N N 23 9QA C25 C26 DOUB Y N 24 9QA C25 C24 SING Y N 25 9QA N18 C19 SING N N 26 9QA C26 C21 SING Y N 27 9QA C24 C23 DOUB Y N 28 9QA C19 N20 DOUB N N 29 9QA C21 N20 SING N N 30 9QA C21 C22 DOUB Y N 31 9QA C23 C22 SING Y N 32 9QA C23 CL1 SING N N 33 9QA C01 H011 SING N N 34 9QA C02 H021 SING N N 35 9QA C03 H031 SING N N 36 9QA C05 H051 SING N N 37 9QA C06 H061 SING N N 38 9QA C07 H072 SING N N 39 9QA C07 H071 SING N N 40 9QA C08 H081 SING N N 41 9QA C08 H082 SING N N 42 9QA C12 H122 SING N N 43 9QA C12 H121 SING N N 44 9QA C13 H131 SING N N 45 9QA C13 H132 SING N N 46 9QA C15 H151 SING N N 47 9QA C15 H152 SING N N 48 9QA C16 H161 SING N N 49 9QA C16 H162 SING N N 50 9QA C17 H172 SING N N 51 9QA C17 H171 SING N N 52 9QA C19 H191 SING N N 53 9QA C22 H221 SING N N 54 9QA C24 H241 SING N N 55 9QA C25 H251 SING N N 56 9QA O30 H301 SING N N 57 # 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 9QA SMILES ACDLabs 12.01 "c1ccc(cc1)CCC(N2CCC(CC2)(CN4C=Nc3cc(Cl)ccc3C4=O)O)=O" 9QA InChI InChI 1.03 "InChI=1S/C23H24ClN3O3/c24-18-7-8-19-20(14-18)25-16-27(22(19)29)15-23(30)10-12-26(13-11-23)21(28)9-6-17-4-2-1-3-5-17/h1-5,7-8,14,16,30H,6,9-13,15H2" 9QA InChIKey InChI 1.03 CITWIBXKKHFDFM-UHFFFAOYSA-N 9QA SMILES_CANONICAL CACTVS 3.385 "OC1(CCN(CC1)C(=O)CCc2ccccc2)CN3C=Nc4cc(Cl)ccc4C3=O" 9QA SMILES CACTVS 3.385 "OC1(CCN(CC1)C(=O)CCc2ccccc2)CN3C=Nc4cc(Cl)ccc4C3=O" 9QA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CCC(=O)N2CCC(CC2)(CN3C=Nc4cc(ccc4C3=O)Cl)O" 9QA SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CCC(=O)N2CCC(CC2)(CN3C=Nc4cc(ccc4C3=O)Cl)O" # 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 9QA "SYSTEMATIC NAME" ACDLabs 12.01 "7-chloro-3-{[4-hydroxy-1-(3-phenylpropanoyl)piperidin-4-yl]methyl}quinazolin-4(3H)-one" 9QA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "7-chloranyl-3-[[4-oxidanyl-1-(3-phenylpropanoyl)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 9QA "Create component" 2017-05-24 RCSB 9QA "Initial release" 2017-12-20 RCSB #