data_QM4 # _chem_comp.id QM4 _chem_comp.name "(2S,3R)-1-[7-(2-carboxyethyl)phenanthrene-2-carbonyl]piperazine-2,3-dicarboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H22 N2 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-11-18 _chem_comp.pdbx_modified_date 2020-01-24 _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 450.441 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QM4 _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 6UZW _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 QM4 N N1 N 0 1 N N N 21.114 15.845 -49.122 4.949 -2.015 0.835 N QM4 1 QM4 CA C1 C 0 1 N N R 21.112 15.911 -50.597 5.451 -0.673 1.160 CA QM4 2 QM4 C C2 C 0 1 N N N 19.913 15.150 -51.154 6.958 -0.692 1.184 C QM4 3 QM4 O O1 O 0 1 N N N 19.528 15.456 -52.303 7.560 -1.575 0.621 O QM4 4 QM4 CB C3 C 0 1 N N S 21.142 17.363 -51.079 4.969 0.320 0.097 CB QM4 5 QM4 CG C4 C 0 1 N N N 20.020 18.085 -50.659 5.602 -0.012 -1.230 CG QM4 6 QM4 OD1 O2 O 0 1 N N N 19.784 19.156 -51.259 4.976 -0.627 -2.060 OD1 QM4 7 QM4 OD2 O3 O 0 1 N N N 19.335 17.615 -49.724 6.860 0.377 -1.489 OD2 QM4 8 QM4 OXT O4 O 0 1 N N N 19.418 14.270 -50.416 7.631 0.272 1.832 OXT QM4 9 QM4 CAB C5 C 0 1 Y N N 28.496 19.716 -49.624 -2.971 0.792 -0.031 CAB QM4 10 QM4 CAC C6 C 0 1 N N N 23.409 18.171 -51.353 2.725 1.309 0.058 CAC QM4 11 QM4 CAF C7 C 0 1 Y N N 27.225 19.349 -50.061 -1.513 0.934 0.007 CAF QM4 12 QM4 CAK C8 C 0 1 Y N N 26.492 20.165 -50.923 -0.883 1.706 0.987 CAK QM4 13 QM4 CAL C9 C 0 1 N N N 22.325 16.476 -48.563 3.481 -2.058 0.873 CAL QM4 14 QM4 CAM C10 C 0 1 Y N N 25.224 19.775 -51.353 0.474 1.822 0.998 CAM QM4 15 QM4 CAP C11 C 0 1 Y N N 27.389 17.322 -48.768 -1.383 -0.508 -1.967 CAP QM4 16 QM4 CAQ C12 C 0 1 Y N N 31.034 20.440 -48.733 -5.719 0.491 -0.162 CAQ QM4 17 QM4 CAS C13 C 0 1 N N N 32.307 20.793 -48.290 -7.217 0.336 -0.213 CAS QM4 18 QM4 CAT C14 C 0 1 Y N N 29.062 20.914 -50.041 -3.789 1.424 0.907 CAT QM4 19 QM4 CAV C15 C 0 1 Y N N 25.422 17.762 -50.064 0.652 0.399 -0.955 CAV QM4 20 QM4 CAW C16 C 0 1 Y N N 30.470 19.241 -48.316 -4.945 -0.143 -1.089 CAW QM4 21 QM4 CAX C17 C 0 1 Y N N 29.204 18.884 -48.760 -3.551 -0.002 -1.046 CAX QM4 22 QM4 CAY C18 C 0 1 N N N 33.258 19.613 -48.508 -7.634 -0.869 0.633 CAY QM4 23 QM4 CAZ C19 C 0 1 Y N N 24.667 18.581 -50.901 1.254 1.171 0.030 CAZ QM4 24 QM4 CBA C20 C 0 1 Y N N 26.681 18.147 -49.632 -0.742 0.272 -0.976 CBA QM4 25 QM4 CBC C21 C 0 1 Y N N 30.330 21.276 -49.596 -5.145 1.271 0.835 CBC QM4 26 QM4 CBD C22 C 0 1 Y N N 28.654 17.684 -48.333 -2.725 -0.638 -2.001 CBD QM4 27 QM4 CBE C23 C 0 1 N N N 34.691 20.023 -48.169 -9.132 -1.024 0.582 CBE QM4 28 QM4 CBG C24 C 0 1 N N N 22.442 17.913 -49.039 2.918 -1.122 -0.201 CBG QM4 29 QM4 NAI N2 N 0 1 N N N 22.382 17.903 -50.515 3.506 0.213 -0.013 NAI QM4 30 QM4 OAO O5 O 0 1 N N N 35.599 19.542 -48.881 -9.798 -0.250 -0.065 OAO QM4 31 QM4 OAU O6 O 0 1 N N N 23.257 18.081 -52.572 3.231 2.411 0.144 OAU QM4 32 QM4 OBB O7 O 0 1 N N N 34.846 20.802 -47.203 -9.727 -2.022 1.255 OBB QM4 33 QM4 H1 H1 H 0 1 N N N 20.307 16.321 -48.773 5.297 -2.325 -0.060 H1 QM4 34 QM4 H3 H3 H 0 1 N N N 22.023 15.418 -50.967 5.075 -0.371 2.137 H3 QM4 35 QM4 H4 H4 H 0 1 N N N 21.209 17.365 -52.177 5.244 1.333 0.391 H4 QM4 36 QM4 H5 H5 H 0 1 N N N 18.607 18.198 -49.540 7.223 0.141 -2.354 H5 QM4 37 QM4 H6 H6 H 0 1 N N N 18.689 13.855 -50.862 8.596 0.217 1.820 H6 QM4 38 QM4 H7 H7 H 0 1 N N N 26.908 21.103 -51.259 -1.473 2.211 1.738 H7 QM4 39 QM4 H8 H8 H 0 1 N N N 22.267 16.462 -47.465 3.142 -3.077 0.682 H8 QM4 40 QM4 H9 H9 H 0 1 N N N 23.211 15.913 -48.891 3.133 -1.737 1.855 H9 QM4 41 QM4 H10 H10 H 0 1 N N N 24.672 20.401 -52.039 0.955 2.420 1.758 H10 QM4 42 QM4 H11 H11 H 0 1 N N N 26.951 16.393 -48.433 -0.785 -1.010 -2.714 H11 QM4 43 QM4 H12 H12 H 0 1 N N N 32.666 21.665 -48.857 -7.689 1.237 0.180 H12 QM4 44 QM4 H13 H13 H 0 1 N N N 32.269 21.042 -47.219 -7.531 0.182 -1.245 H13 QM4 45 QM4 H14 H14 H 0 1 N N N 28.518 21.564 -50.710 -3.353 2.032 1.686 H14 QM4 46 QM4 H15 H15 H 0 1 N N N 25.019 16.811 -49.747 1.255 -0.101 -1.698 H15 QM4 47 QM4 H16 H16 H 0 1 N N N 31.014 18.589 -47.649 -5.405 -0.752 -1.853 H16 QM4 48 QM4 H17 H17 H 0 1 N N N 32.956 18.778 -47.859 -7.162 -1.769 0.241 H17 QM4 49 QM4 H18 H18 H 0 1 N N N 33.210 19.296 -49.560 -7.320 -0.714 1.665 H18 QM4 50 QM4 H19 H19 H 0 1 N N N 30.769 22.208 -49.921 -5.777 1.760 1.561 H19 QM4 51 QM4 H20 H20 H 0 1 N N N 29.207 17.038 -47.667 -3.178 -1.243 -2.773 H20 QM4 52 QM4 H21 H21 H 0 1 N N N 23.399 18.341 -48.706 3.179 -1.500 -1.190 H21 QM4 53 QM4 H22 H22 H 0 1 N N N 21.612 18.511 -48.634 1.834 -1.065 -0.106 H22 QM4 54 QM4 H23 H23 H 0 1 N N N 35.772 20.980 -47.085 -10.690 -2.080 1.192 H23 QM4 55 # # 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 QM4 OAU CAC DOUB N N 1 QM4 O C DOUB N N 2 QM4 CAC CAZ SING N N 3 QM4 CAC NAI SING N N 4 QM4 CAM CAK DOUB Y N 5 QM4 CAM CAZ SING Y N 6 QM4 OD1 CG DOUB N N 7 QM4 C CA SING N N 8 QM4 C OXT SING N N 9 QM4 CB CG SING N N 10 QM4 CB CA SING N N 11 QM4 CB NAI SING N N 12 QM4 CAK CAF SING Y N 13 QM4 CAZ CAV DOUB Y N 14 QM4 CG OD2 SING N N 15 QM4 CA N SING N N 16 QM4 NAI CBG SING N N 17 QM4 CAV CBA SING Y N 18 QM4 CAF CBA DOUB Y N 19 QM4 CAF CAB SING Y N 20 QM4 CAT CAB DOUB Y N 21 QM4 CAT CBC SING Y N 22 QM4 CBA CAP SING Y N 23 QM4 CAB CAX SING Y N 24 QM4 CBC CAQ DOUB Y N 25 QM4 N CAL SING N N 26 QM4 CBG CAL SING N N 27 QM4 OAO CBE DOUB N N 28 QM4 CAP CBD DOUB Y N 29 QM4 CAX CBD SING Y N 30 QM4 CAX CAW DOUB Y N 31 QM4 CAQ CAW SING Y N 32 QM4 CAQ CAS SING N N 33 QM4 CAY CAS SING N N 34 QM4 CAY CBE SING N N 35 QM4 CBE OBB SING N N 36 QM4 N H1 SING N N 37 QM4 CA H3 SING N N 38 QM4 CB H4 SING N N 39 QM4 OD2 H5 SING N N 40 QM4 OXT H6 SING N N 41 QM4 CAK H7 SING N N 42 QM4 CAL H8 SING N N 43 QM4 CAL H9 SING N N 44 QM4 CAM H10 SING N N 45 QM4 CAP H11 SING N N 46 QM4 CAS H12 SING N N 47 QM4 CAS H13 SING N N 48 QM4 CAT H14 SING N N 49 QM4 CAV H15 SING N N 50 QM4 CAW H16 SING N N 51 QM4 CAY H17 SING N N 52 QM4 CAY H18 SING N N 53 QM4 CBC H19 SING N N 54 QM4 CBD H20 SING N N 55 QM4 CBG H21 SING N N 56 QM4 CBG H22 SING N N 57 QM4 OBB H23 SING N N 58 # # 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 QM4 SMILES ACDLabs 12.01 "N1CCN(C(C1C(O)=O)C(O)=O)C(c4ccc3c2c(cc(CCC(O)=O)cc2)ccc3c4)=O" QM4 InChI InChI 1.03 "InChI=1S/C24H22N2O7/c27-19(28)8-2-13-1-6-17-14(11-13)3-4-15-12-16(5-7-18(15)17)22(29)26-10-9-25-20(23(30)31)21(26)24(32)33/h1,3-7,11-12,20-21,25H,2,8-10H2,(H,27,28)(H,30,31)(H,32,33)/t20-,21+/m1/s1" QM4 InChIKey InChI 1.03 HFORHLJMRYUNRV-RTWAWAEBSA-N QM4 SMILES_CANONICAL CACTVS 3.385 "OC(=O)CCc1ccc2c(ccc3cc(ccc23)C(=O)N4CCN[C@H]([C@H]4C(O)=O)C(O)=O)c1" QM4 SMILES CACTVS 3.385 "OC(=O)CCc1ccc2c(ccc3cc(ccc23)C(=O)N4CCN[CH]([CH]4C(O)=O)C(O)=O)c1" QM4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(ccc3c2ccc(c3)C(=O)N4CCN[C@H]([C@H]4C(=O)O)C(=O)O)cc1CCC(=O)O" QM4 SMILES "OpenEye OEToolkits" 2.0.7 "c1cc2c(ccc3c2ccc(c3)C(=O)N4CCNC(C4C(=O)O)C(=O)O)cc1CCC(=O)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 QM4 "SYSTEMATIC NAME" ACDLabs 12.01 "(2S,3R)-1-[7-(2-carboxyethyl)phenanthrene-2-carbonyl]piperazine-2,3-dicarboxylic acid" QM4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S},3~{R})-1-[7-(3-hydroxy-3-oxopropyl)phenanthren-2-yl]carbonylpiperazine-2,3-dicarboxylic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QM4 "Create component" 2019-11-18 RCSB QM4 "Initial release" 2020-01-29 RCSB ##