data_3LQ # _chem_comp.id 3LQ _chem_comp.name "5-{2-[2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy]phenoxy}naphthalene-2-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H17 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-09-17 _chem_comp.pdbx_modified_date 2014-11-28 _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 399.399 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3LQ _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 4WE1 _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 3LQ C00 C1 C 0 1 Y N N 454.540 -12.709 115.400 2.825 -3.015 0.017 C00 3LQ 1 3LQ C01 C2 C 0 1 Y N N 455.687 -12.059 114.887 2.830 -4.200 0.729 C01 3LQ 2 3LQ C02 C3 C 0 1 Y N N 456.748 -11.689 115.744 1.784 -4.503 1.582 C02 3LQ 3 3LQ C03 C4 C 0 1 Y N N 456.670 -11.963 117.123 0.728 -3.622 1.725 C03 3LQ 4 3LQ C04 C5 C 0 1 Y N N 455.519 -12.611 117.642 0.716 -2.433 1.014 C04 3LQ 5 3LQ C05 C6 C 0 1 Y N N 454.444 -12.992 116.795 1.770 -2.128 0.156 C05 3LQ 6 3LQ O0A O1 O 0 1 N N N 455.446 -12.878 118.985 -0.321 -1.565 1.154 O0A 3LQ 7 3LQ O0B O2 O 0 1 N N N 453.388 -13.623 117.428 1.765 -0.959 -0.539 O0B 3LQ 8 3LQ C0D C7 C 0 1 N N N 452.190 -14.052 116.781 2.882 -0.710 -1.396 C0D 3LQ 9 3LQ C0E C8 C 0 1 N N N 451.446 -14.958 117.795 2.701 0.642 -2.089 C0E 3LQ 10 3LQ N0H N1 N 0 1 N N N 452.301 -15.978 118.461 2.734 1.712 -1.089 N0H 3LQ 11 3LQ C0K C9 C 0 1 N N N 452.712 -17.171 117.892 1.592 2.107 -0.498 C0K 3LQ 12 3LQ N0M N2 N 0 1 N N N 453.495 -17.969 118.665 1.594 3.088 0.424 N0M 3LQ 13 3LQ C0N C10 C 0 1 N N N 453.931 -17.741 119.927 2.748 3.692 0.771 C0N 3LQ 14 3LQ C0O C11 C 0 1 N N N 453.491 -16.471 120.512 3.957 3.285 0.158 C0O 3LQ 15 3LQ C0P C12 C 0 1 N N N 452.703 -15.636 119.784 3.927 2.295 -0.760 C0P 3LQ 16 3LQ O0Q O3 O 0 1 N N N 452.416 -17.542 116.760 0.544 1.572 -0.802 O0Q 3LQ 17 3LQ O0S O4 O 0 1 N N N 454.641 -18.555 120.511 2.750 4.580 1.605 O0S 3LQ 18 3LQ CAH C13 C 0 1 Y N N 455.231 -11.814 119.944 -1.298 -1.582 0.210 CAH 3LQ 19 3LQ CAI C14 C 0 1 Y N N 455.753 -11.976 121.254 -2.329 -0.621 0.239 CAI 3LQ 20 3LQ CAY C15 C 0 1 Y N N 456.482 -13.188 121.609 -2.371 0.368 1.237 CAY 3LQ 21 3LQ CAZ C16 C 0 1 Y N N 456.979 -13.334 122.872 -3.374 1.283 1.246 CAZ 3LQ 22 3LQ CBA C17 C 0 1 Y N N 456.773 -12.298 123.858 -4.381 1.258 0.264 CBA 3LQ 23 3LQ CBC C18 C 0 1 N N N 457.378 -12.461 125.240 -5.428 2.234 0.295 CBC 3LQ 24 3LQ NBD N3 N 0 1 N N N 457.902 -12.574 126.266 -6.258 3.009 0.319 NBD 3LQ 25 3LQ CBB C19 C 0 1 Y N N 456.094 -11.139 123.525 -4.366 0.296 -0.733 CBB 3LQ 26 3LQ CAJ C20 C 0 1 Y N N 455.566 -10.976 122.196 -3.338 -0.657 -0.757 CAJ 3LQ 27 3LQ CAK C21 C 0 1 Y N N 454.858 -9.799 121.843 -3.290 -1.648 -1.754 CAK 3LQ 28 3LQ CAL C22 C 0 1 Y N N 454.346 -9.640 120.547 -2.282 -2.562 -1.756 CAL 3LQ 29 3LQ CAM C23 C 0 1 Y N N 454.534 -10.649 119.594 -1.284 -2.533 -0.785 CAM 3LQ 30 3LQ H1 H1 H 0 1 N N N 453.737 -12.991 114.735 3.645 -2.779 -0.644 H1 3LQ 31 3LQ H2 H2 H 0 1 N N N 455.752 -11.844 113.831 3.653 -4.891 0.620 H2 3LQ 32 3LQ H3 H3 H 0 1 N N N 457.620 -11.195 115.341 1.792 -5.429 2.136 H3 3LQ 33 3LQ H4 H4 H 0 1 N N N 457.480 -11.682 117.780 -0.088 -3.862 2.391 H4 3LQ 34 3LQ H5 H5 H 0 1 N N N 451.568 -13.184 116.518 3.797 -0.696 -0.805 H5 3LQ 35 3LQ H6 H6 H 0 1 N N N 452.432 -14.619 115.870 2.946 -1.498 -2.147 H6 3LQ 36 3LQ H7 H7 H 0 1 N N N 451.010 -14.315 118.574 3.507 0.792 -2.808 H7 3LQ 37 3LQ H8 H8 H 0 1 N N N 450.641 -15.482 117.260 1.743 0.659 -2.608 H8 3LQ 38 3LQ H9 H9 H 0 1 N N N 453.785 -18.832 118.251 0.761 3.361 0.840 H9 3LQ 39 3LQ H10 H10 H 0 1 N N N 453.791 -16.201 121.514 4.891 3.758 0.423 H10 3LQ 40 3LQ H11 H11 H 0 1 N N N 452.377 -14.701 120.215 4.840 1.969 -1.235 H11 3LQ 41 3LQ H12 H12 H 0 1 N N N 456.628 -13.967 120.876 -1.605 0.399 1.997 H12 3LQ 42 3LQ H13 H13 H 0 1 N N N 457.528 -14.226 123.135 -3.399 2.039 2.016 H13 3LQ 43 3LQ H14 H14 H 0 1 N N N 455.961 -10.359 124.260 -5.141 0.280 -1.485 H14 3LQ 44 3LQ H15 H15 H 0 1 N N N 454.712 -9.020 122.577 -4.054 -1.684 -2.517 H15 3LQ 45 3LQ H16 H16 H 0 1 N N N 453.808 -8.741 120.284 -2.253 -3.320 -2.526 H16 3LQ 46 3LQ H17 H17 H 0 1 N N N 454.144 -10.530 118.594 -0.492 -3.266 -0.812 H17 3LQ 47 # 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 3LQ C01 C00 DOUB Y N 1 3LQ C01 C02 SING Y N 2 3LQ C00 C05 SING Y N 3 3LQ C02 C03 DOUB Y N 4 3LQ O0Q C0K DOUB N N 5 3LQ C0D O0B SING N N 6 3LQ C0D C0E SING N N 7 3LQ C05 O0B SING N N 8 3LQ C05 C04 DOUB Y N 9 3LQ C03 C04 SING Y N 10 3LQ C04 O0A SING N N 11 3LQ C0E N0H SING N N 12 3LQ C0K N0H SING N N 13 3LQ C0K N0M SING N N 14 3LQ N0H C0P SING N N 15 3LQ N0M C0N SING N N 16 3LQ O0A CAH SING N N 17 3LQ CAM CAH DOUB Y N 18 3LQ CAM CAL SING Y N 19 3LQ C0P C0O DOUB N N 20 3LQ C0N O0S DOUB N N 21 3LQ C0N C0O SING N N 22 3LQ CAH CAI SING Y N 23 3LQ CAL CAK DOUB Y N 24 3LQ CAI CAY DOUB Y N 25 3LQ CAI CAJ SING Y N 26 3LQ CAY CAZ SING Y N 27 3LQ CAK CAJ SING Y N 28 3LQ CAJ CBB DOUB Y N 29 3LQ CAZ CBA DOUB Y N 30 3LQ CBB CBA SING Y N 31 3LQ CBA CBC SING N N 32 3LQ CBC NBD TRIP N N 33 3LQ C00 H1 SING N N 34 3LQ C01 H2 SING N N 35 3LQ C02 H3 SING N N 36 3LQ C03 H4 SING N N 37 3LQ C0D H5 SING N N 38 3LQ C0D H6 SING N N 39 3LQ C0E H7 SING N N 40 3LQ C0E H8 SING N N 41 3LQ N0M H9 SING N N 42 3LQ C0O H10 SING N N 43 3LQ C0P H11 SING N N 44 3LQ CAY H12 SING N N 45 3LQ CAZ H13 SING N N 46 3LQ CBB H14 SING N N 47 3LQ CAK H15 SING N N 48 3LQ CAL H16 SING N N 49 3LQ CAM H17 SING N N 50 # 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 3LQ SMILES ACDLabs 12.01 "N#Cc1ccc4c(c1)cccc4Oc3ccccc3OCCN2C=CC(=O)NC2=O" 3LQ InChI InChI 1.03 "InChI=1S/C23H17N3O4/c24-15-16-8-9-18-17(14-16)4-3-7-19(18)30-21-6-2-1-5-20(21)29-13-12-26-11-10-22(27)25-23(26)28/h1-11,14H,12-13H2,(H,25,27,28)" 3LQ InChIKey InChI 1.03 OGMGBCQZVDVHAE-UHFFFAOYSA-N 3LQ SMILES_CANONICAL CACTVS 3.385 "O=C1NC(=O)N(CCOc2ccccc2Oc3cccc4cc(ccc34)C#N)C=C1" 3LQ SMILES CACTVS 3.385 "O=C1NC(=O)N(CCOc2ccccc2Oc3cccc4cc(ccc34)C#N)C=C1" 3LQ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(c(c1)OCCN2C=CC(=O)NC2=O)Oc3cccc4c3ccc(c4)C#N" 3LQ SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(c(c1)OCCN2C=CC(=O)NC2=O)Oc3cccc4c3ccc(c4)C#N" # 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 3LQ "SYSTEMATIC NAME" ACDLabs 12.01 "5-{2-[2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy]phenoxy}naphthalene-2-carbonitrile" 3LQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-[2-[2-[2,4-bis(oxidanylidene)pyrimidin-1-yl]ethoxy]phenoxy]naphthalene-2-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3LQ "Create component" 2014-09-17 RCSB 3LQ "Initial release" 2014-12-03 RCSB #