data_BQD # _chem_comp.id BQD _chem_comp.name "(3R)-N-(6-bromonaphthalen-2-yl)-3-hydroxy-1-propanoyl-L-prolinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H19 Br N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-23 _chem_comp.pdbx_modified_date 2018-01-26 _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 391.259 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BQD _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 6ARK _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 BQD C10 C1 C 0 1 N N N -1.287 8.313 -23.682 5.597 -2.255 0.623 C10 BQD 1 BQD C15 C2 C 0 1 Y N N 3.900 10.542 -20.637 -0.807 -1.282 -0.947 C15 BQD 2 BQD C17 C3 C 0 1 Y N N 5.310 12.477 -19.981 -3.210 -1.735 -0.841 C17 BQD 3 BQD C21 C4 C 0 1 Y N N 7.624 11.009 -20.560 -3.648 0.824 0.195 C21 BQD 4 BQD C22 C5 C 0 1 Y N N 6.334 10.419 -20.739 -2.337 0.421 -0.112 C22 BQD 5 BQD C24 C6 C 0 1 Y N N 4.946 8.496 -21.395 0.011 0.871 -0.225 C24 BQD 6 BQD O01 O1 O 0 1 N N N 1.041 10.308 -21.025 2.381 0.397 0.617 O01 BQD 7 BQD C02 C7 C 0 1 N N N 1.184 9.175 -21.289 2.574 -0.392 -0.284 C02 BQD 8 BQD C03 C8 C 0 1 N N S -0.018 8.287 -21.607 3.966 -0.904 -0.551 C03 BQD 9 BQD N04 N1 N 0 1 N N N -1.109 8.860 -21.247 4.955 -0.013 0.073 N04 BQD 10 BQD C05 C9 C 0 1 N N N -1.526 9.150 -19.852 5.136 1.289 -0.224 C05 BQD 11 BQD C06 C10 C 0 1 N N N -2.886 9.852 -19.583 6.192 2.086 0.498 C06 BQD 12 BQD C07 C11 C 0 1 N N N -3.630 9.249 -18.337 6.190 3.525 -0.023 C07 BQD 13 BQD O08 O2 O 0 1 N N N -0.799 8.838 -18.928 4.450 1.819 -1.071 O08 BQD 14 BQD C09 C12 C 0 1 N N N -1.929 9.192 -22.583 5.715 -0.779 1.077 C09 BQD 15 BQD C11 C13 C 0 1 N N R -0.060 8.060 -23.270 4.143 -2.300 0.084 C11 BQD 16 BQD O12 O3 O 0 1 N N N 0.873 8.971 -23.916 3.213 -2.491 1.153 O12 BQD 17 BQD N13 N2 N 0 1 N N N 2.489 8.526 -21.338 1.544 -0.811 -1.046 N13 BQD 18 BQD C14 C14 C 0 1 Y N N 3.799 9.215 -21.101 0.240 -0.411 -0.739 C14 BQD 19 BQD C16 C15 C 0 1 Y N N 5.205 11.138 -20.457 -2.116 -0.877 -0.638 C16 BQD 20 BQD C18 C16 C 0 1 Y N N 6.578 13.056 -19.807 -4.466 -1.310 -0.532 C18 BQD 21 BQD C19 C17 C 0 1 Y N N 7.723 12.321 -20.097 -4.684 -0.034 -0.015 C19 BQD 22 BQD BR BR1 BR 0 0 N N N 9.508 13.096 -19.867 -6.446 0.513 0.401 BR BQD 23 BQD C23 C18 C 0 1 Y N N 6.235 9.079 -21.219 -1.245 1.283 0.092 C23 BQD 24 BQD H102 H1 H 0 0 N N N -1.265 8.853 -24.640 6.313 -2.479 -0.168 H102 BQD 25 BQD H101 H2 H 0 0 N N N -1.851 7.376 -23.802 5.723 -2.935 1.465 H101 BQD 26 BQD H151 H3 H 0 0 N N N 3.008 11.110 -20.417 -0.623 -2.267 -1.348 H151 BQD 27 BQD H171 H4 H 0 0 N N N 4.419 13.044 -19.755 -3.056 -2.726 -1.241 H171 BQD 28 BQD H211 H5 H 0 0 N N N 8.516 10.442 -20.782 -3.832 1.810 0.597 H211 BQD 29 BQD H241 H6 H 0 0 N N N 4.863 7.483 -21.761 0.846 1.537 -0.065 H241 BQD 30 BQD H031 H7 H 0 0 N N N 0.126 7.300 -21.142 4.141 -0.958 -1.625 H031 BQD 31 BQD H062 H8 H 0 0 N N N -2.703 10.922 -19.403 5.979 2.087 1.567 H062 BQD 32 BQD H061 H9 H 0 0 N N N -3.527 9.734 -20.469 7.170 1.638 0.322 H061 BQD 33 BQD H073 H10 H 0 0 N N N -4.584 9.777 -18.188 5.212 3.974 0.153 H073 BQD 34 BQD H1 H11 H 0 1 N N N -3.825 8.180 -18.509 6.953 4.102 0.498 H1 BQD 35 BQD H072 H12 H 0 0 N N N -3.002 9.368 -17.442 6.402 3.524 -1.092 H072 BQD 36 BQD H092 H13 H 0 0 N N N -1.836 10.258 -22.838 5.274 -0.650 2.066 H092 BQD 37 BQD H091 H14 H 0 0 N N N -2.992 8.937 -22.457 6.759 -0.466 1.083 H091 BQD 38 BQD H111 H15 H 0 0 N N N 0.236 7.019 -23.464 4.034 -3.082 -0.668 H111 BQD 39 BQD H121 H16 H 0 0 N N N 1.755 8.786 -23.617 3.333 -3.320 1.635 H121 BQD 40 BQD H131 H17 H 0 0 N N N 2.512 7.548 -21.545 1.708 -1.390 -1.807 H131 BQD 41 BQD H181 H18 H 0 0 N N N 6.664 14.071 -19.448 -5.305 -1.972 -0.689 H181 BQD 42 BQD H231 H19 H 0 0 N N N 7.126 8.513 -21.446 -1.405 2.275 0.488 H231 BQD 43 # 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 BQD O12 C11 SING N N 1 BQD C10 C11 SING N N 2 BQD C10 C09 SING N N 3 BQD C11 C03 SING N N 4 BQD C09 N04 SING N N 5 BQD C03 C02 SING N N 6 BQD C03 N04 SING N N 7 BQD C24 C23 DOUB Y N 8 BQD C24 C14 SING Y N 9 BQD N13 C02 SING N N 10 BQD N13 C14 SING N N 11 BQD C02 O01 DOUB N N 12 BQD N04 C05 SING N N 13 BQD C23 C22 SING Y N 14 BQD C14 C15 DOUB Y N 15 BQD C22 C21 DOUB Y N 16 BQD C22 C16 SING Y N 17 BQD C15 C16 SING Y N 18 BQD C21 C19 SING Y N 19 BQD C16 C17 DOUB Y N 20 BQD C19 BR SING N N 21 BQD C19 C18 DOUB Y N 22 BQD C17 C18 SING Y N 23 BQD C05 C06 SING N N 24 BQD C05 O08 DOUB N N 25 BQD C06 C07 SING N N 26 BQD C10 H102 SING N N 27 BQD C10 H101 SING N N 28 BQD C15 H151 SING N N 29 BQD C17 H171 SING N N 30 BQD C21 H211 SING N N 31 BQD C24 H241 SING N N 32 BQD C03 H031 SING N N 33 BQD C06 H062 SING N N 34 BQD C06 H061 SING N N 35 BQD C07 H073 SING N N 36 BQD C07 H1 SING N N 37 BQD C07 H072 SING N N 38 BQD C09 H092 SING N N 39 BQD C09 H091 SING N N 40 BQD C11 H111 SING N N 41 BQD O12 H121 SING N N 42 BQD N13 H131 SING N N 43 BQD C18 H181 SING N N 44 BQD C23 H231 SING N N 45 # 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 BQD SMILES ACDLabs 12.01 "C3C(C(C(=O)Nc2cc1ccc(cc1cc2)Br)N(C(CC)=O)C3)O" BQD InChI InChI 1.03 "InChI=1S/C18H19BrN2O3/c1-2-16(23)21-8-7-15(22)17(21)18(24)20-14-6-4-11-9-13(19)5-3-12(11)10-14/h3-6,9-10,15,17,22H,2,7-8H2,1H3,(H,20,24)/t15-,17+/m1/s1" BQD InChIKey InChI 1.03 MFZHXIHGHGFXNJ-WBVHZDCISA-N BQD SMILES_CANONICAL CACTVS 3.385 "CCC(=O)N1CC[C@@H](O)[C@H]1C(=O)Nc2ccc3cc(Br)ccc3c2" BQD SMILES CACTVS 3.385 "CCC(=O)N1CC[CH](O)[CH]1C(=O)Nc2ccc3cc(Br)ccc3c2" BQD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCC(=O)N1CC[C@H]([C@H]1C(=O)Nc2ccc3cc(ccc3c2)Br)O" BQD SMILES "OpenEye OEToolkits" 2.0.6 "CCC(=O)N1CCC(C1C(=O)Nc2ccc3cc(ccc3c2)Br)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 BQD "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-N-(6-bromonaphthalen-2-yl)-3-hydroxy-1-propanoyl-L-prolinamide" BQD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S},3~{R})-~{N}-(6-bromanylnaphthalen-2-yl)-3-oxidanyl-1-propanoyl-pyrrolidine-2-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 BQD "Create component" 2017-08-23 RCSB BQD "Initial release" 2018-01-31 RCSB #