data_OPN # _chem_comp.id OPN _chem_comp.name "{(2-AMINO-ETHYL)-[2-(2-OXO-1,2-DIHYDRO-[1,8]NAPHTHYRIDIN-3-YL)-ACETYL]-AMINO}-ACETIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H17 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2001-02-12 _chem_comp.pdbx_modified_date 2011-06-04 _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 305.309 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OPN _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1HZS _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 OPN "N1'" "N1'" N 1 1 N N N -5.294 12.230 21.494 -4.054 -3.263 1.133 "N1'" OPN 1 OPN "C2'" "C2'" C 0 1 N N N -5.641 13.634 21.671 -3.518 -2.301 0.161 "C2'" OPN 2 OPN "C3'" "C3'" C 0 1 N N N -4.706 14.438 22.565 -3.256 -0.965 0.858 "C3'" OPN 3 OPN "N4'" "N4'" N 0 1 N N N -4.867 13.973 23.947 -2.637 -0.034 -0.089 "N4'" OPN 4 OPN "C5'" "C5'" C 0 1 N N N -6.136 14.288 24.569 -3.479 0.795 -0.957 "C5'" OPN 5 OPN "C'" "C'" C 0 1 N N N -6.138 15.616 25.307 -3.785 2.098 -0.264 "C'" OPN 6 OPN "O1'" "O1'" O 0 1 N N N -7.193 15.935 25.832 -3.346 2.312 0.841 "O1'" OPN 7 OPN "C7'" "C7'" C 0 1 N N N -3.955 13.292 24.634 -1.295 0.061 -0.162 "C7'" OPN 8 OPN "O7'" "O7'" O 0 1 N N N -4.171 13.057 25.821 -0.784 0.874 -0.904 "O7'" OPN 9 OPN "C8'" "C8'" C 0 1 N N N -2.670 12.833 23.971 -0.429 -0.842 0.677 "C8'" OPN 10 OPN C1 C1 C 0 1 Y N N -1.557 12.308 24.871 1.019 -0.622 0.322 C1 OPN 11 OPN C6 C6 C 0 1 Y N N -1.411 10.982 25.011 1.772 0.239 1.051 C6 OPN 12 OPN C2 C2 C 0 1 Y N N -0.665 13.250 25.540 1.592 -1.317 -0.765 C2 OPN 13 OPN O2 O2 O 0 1 N N N -0.720 14.481 25.472 0.899 -2.086 -1.408 O2 OPN 14 OPN N3 N3 N 0 1 Y N N 0.349 12.738 26.314 2.877 -1.143 -1.117 N3 OPN 15 OPN C4 C4 C 0 1 Y N N 0.552 11.416 26.510 3.695 -0.285 -0.419 C4 OPN 16 OPN C5 C5 C 0 1 Y N N -0.310 10.507 25.875 3.173 0.428 0.677 C5 OPN 17 OPN C7 C7 C 0 1 Y N N -0.078 9.160 26.082 4.005 1.302 1.388 C7 OPN 18 OPN C8 C8 C 0 1 Y N N 0.939 8.658 26.876 5.318 1.427 0.974 C8 OPN 19 OPN C9 C9 C 0 1 Y N N 1.777 9.624 27.484 5.763 0.694 -0.115 C9 OPN 20 OPN N10 N10 N 0 1 Y N N 1.558 10.958 27.284 4.964 -0.123 -0.770 N10 OPN 21 OPN OXT OXT O 0 1 N Y N -5.082 16.427 25.416 -4.546 3.019 -0.875 OXT OPN 22 OPN "H1'1" "1H1'" H 0 0 N N N -5.920 11.691 20.895 -4.918 -2.908 1.517 "H1'1" OPN 23 OPN "H1'2" "2H1'" H 0 0 N N N -4.334 12.148 21.156 -3.386 -3.397 1.877 "H1'2" OPN 24 OPN "H1'3" "3H1'" H 0 0 N N N -5.206 11.776 22.403 -4.228 -4.145 0.674 "H1'3" OPN 25 OPN "H2'1" "1H2'" H 0 0 N N N -5.736 14.130 20.677 -2.586 -2.685 -0.253 "H2'1" OPN 26 OPN "H2'2" "2H2'" H 0 0 N N N -6.689 13.723 22.039 -4.240 -2.156 -0.643 "H2'2" OPN 27 OPN "H3'1" "1H3'" H 0 0 N N N -3.646 14.397 22.221 -4.198 -0.549 1.214 "H3'1" OPN 28 OPN "H3'2" "2H3'" H 0 0 N N N -4.858 15.537 22.463 -2.586 -1.121 1.703 "H3'2" OPN 29 OPN "H5'1" "1H5'" H 0 0 N N N -6.961 14.251 23.820 -2.952 0.994 -1.890 "H5'1" OPN 30 OPN "H5'2" "2H5'" H 0 0 N N N -6.460 13.461 25.243 -4.409 0.269 -1.170 "H5'2" OPN 31 OPN "H8'1" "1H8'" H 0 0 N N N -2.909 12.066 23.197 -0.583 -0.615 1.732 "H8'1" OPN 32 OPN "H8'2" "2H8'" H 0 0 N N N -2.270 13.656 23.334 -0.696 -1.882 0.486 "H8'2" OPN 33 OPN H6 H6 H 0 1 N N N -2.127 10.343 24.467 1.346 0.774 1.888 H6 OPN 34 OPN HN3 HN3 H 0 1 N N N 0.993 13.381 26.773 3.235 -1.634 -1.873 HN3 OPN 35 OPN H7 H7 H 0 1 N N N -0.747 8.439 25.581 3.632 1.862 2.233 H7 OPN 36 OPN H8 H8 H 0 1 N N N 1.071 7.571 27.013 5.992 2.092 1.495 H8 OPN 37 OPN H9 H9 H 0 1 N N N 2.621 9.330 28.129 6.789 0.795 -0.435 H9 OPN 38 OPN HXT HXT H 0 1 N N N -5.083 17.257 25.877 -4.743 3.856 -0.431 HXT OPN 39 # 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 OPN "N1'" "C2'" SING N N 1 OPN "N1'" "H1'1" SING N N 2 OPN "N1'" "H1'2" SING N N 3 OPN "N1'" "H1'3" SING N N 4 OPN "C2'" "C3'" SING N N 5 OPN "C2'" "H2'1" SING N N 6 OPN "C2'" "H2'2" SING N N 7 OPN "C3'" "N4'" SING N N 8 OPN "C3'" "H3'1" SING N N 9 OPN "C3'" "H3'2" SING N N 10 OPN "N4'" "C5'" SING N N 11 OPN "N4'" "C7'" SING N N 12 OPN "C5'" "C'" SING N N 13 OPN "C5'" "H5'1" SING N N 14 OPN "C5'" "H5'2" SING N N 15 OPN "C'" "O1'" DOUB N N 16 OPN "C'" OXT SING N N 17 OPN "C7'" "O7'" DOUB N N 18 OPN "C7'" "C8'" SING N N 19 OPN "C8'" C1 SING N N 20 OPN "C8'" "H8'1" SING N N 21 OPN "C8'" "H8'2" SING N N 22 OPN C1 C6 DOUB Y N 23 OPN C1 C2 SING Y N 24 OPN C6 C5 SING Y N 25 OPN C6 H6 SING N N 26 OPN C2 O2 DOUB N N 27 OPN C2 N3 SING Y N 28 OPN N3 C4 SING Y N 29 OPN N3 HN3 SING N N 30 OPN C4 C5 DOUB Y N 31 OPN C4 N10 SING Y N 32 OPN C5 C7 SING Y N 33 OPN C7 C8 DOUB Y N 34 OPN C7 H7 SING N N 35 OPN C8 C9 SING Y N 36 OPN C8 H8 SING N N 37 OPN C9 N10 DOUB Y N 38 OPN C9 H9 SING N N 39 OPN OXT HXT SING N N 40 # 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 OPN SMILES ACDLabs 10.04 "O=C(O)CN(C(=O)CC2=Cc1c(nccc1)NC2=O)CC[NH3+]" OPN SMILES_CANONICAL CACTVS 3.341 "[NH3+]CCN(CC(O)=O)C(=O)CC1=Cc2cccnc2NC1=O" OPN SMILES CACTVS 3.341 "[NH3+]CCN(CC(O)=O)C(=O)CC1=Cc2cccnc2NC1=O" OPN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(nc1)NC(=O)C(=C2)CC(=O)N(CC[NH3+])CC(=O)O" OPN SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2c(nc1)NC(=O)C(=C2)CC(=O)N(CC[NH3+])CC(=O)O" OPN InChI InChI 1.03 "InChI=1S/C14H16N4O4/c15-3-5-18(8-12(20)21)11(19)7-10-6-9-2-1-4-16-13(9)17-14(10)22/h1-2,4,6H,3,5,7-8,15H2,(H,20,21)(H,16,17,22)/p+1" OPN InChIKey InChI 1.03 GHLDQLGYESXNRF-UHFFFAOYSA-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 OPN "SYSTEMATIC NAME" ACDLabs 10.04 "2-{(carboxymethyl)[(2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl)acetyl]amino}ethanaminium" OPN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[carboxymethyl-[2-(2-oxo-1H-1,8-naphthyridin-3-yl)ethanoyl]amino]ethylazanium" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OPN "Create component" 2001-02-12 RCSB OPN "Modify descriptor" 2011-06-04 RCSB #