data_8WH # _chem_comp.id 8WH _chem_comp.name "3-[[4-(2-morpholin-4-yl-4-oxidanylidene-3~{H}-quinolin-8-yl)-1,2,3-triazol-1-yl]methyl]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H21 N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-17 _chem_comp.pdbx_modified_date 2017-09-08 _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 431.444 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8WH _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 5NGB _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 8WH OAX O1 O 0 1 N N N 18.052 -3.816 18.157 6.940 -2.184 1.094 OAX 8WH 1 8WH CBB C1 C 0 1 N N N 16.945 -3.339 17.853 6.085 -1.691 0.178 CBB 8WH 2 8WH OBC O2 O 0 1 N N N 16.809 -2.878 16.716 5.787 -2.356 -0.794 OBC 8WH 3 8WH CBA C2 C 0 1 Y N N 15.881 -3.307 18.752 5.510 -0.341 0.354 CBA 8WH 4 8WH CAZ C3 C 0 1 Y N N 16.006 -3.820 20.053 4.623 0.173 -0.594 CAZ 8WH 5 8WH CBF C4 C 0 1 Y N N 14.672 -2.744 18.336 5.846 0.423 1.473 CBF 8WH 6 8WH CBE C5 C 0 1 Y N N 13.595 -2.707 19.205 5.306 1.683 1.632 CBE 8WH 7 8WH CBD C6 C 0 1 Y N N 13.730 -3.206 20.492 4.432 2.188 0.686 CBD 8WH 8 8WH CAY C7 C 0 1 Y N N 14.918 -3.789 20.927 4.090 1.433 -0.423 CAY 8WH 9 8WH CAW C8 C 0 1 N N N 15.015 -4.267 22.257 3.133 1.990 -1.445 CAW 8WH 10 8WH NAV N1 N 0 1 Y N N 14.091 -5.429 22.677 1.762 1.627 -1.079 NAV 8WH 11 8WH CAU C9 C 0 1 Y N N 14.013 -6.657 22.154 0.733 2.489 -0.915 CAU 8WH 12 8WH NAR N2 N 0 1 Y N N 13.295 -5.356 23.651 1.332 0.433 -0.864 NAR 8WH 13 8WH NAQ N3 N 0 1 Y N N 12.720 -6.352 23.792 0.082 0.452 -0.562 NAQ 8WH 14 8WH CAP C10 C 0 1 Y N N 13.096 -7.241 22.874 -0.349 1.726 -0.580 CAP 8WH 15 8WH CAO C11 C 0 1 Y N N 12.648 -8.487 22.785 -1.723 2.205 -0.295 CAO 8WH 16 8WH CAM C12 C 0 1 Y N N 11.506 -8.912 23.484 -2.735 1.291 0.039 CAM 8WH 17 8WH NAK N4 N 0 1 N N N 10.775 -8.026 24.271 -2.485 -0.040 0.111 NAK 8WH 18 8WH CAT C13 C 0 1 Y N N 13.332 -9.424 22.015 -2.016 3.564 -0.351 CAT 8WH 19 8WH CAS C14 C 0 1 Y N N 12.894 -10.743 21.931 -3.293 4.025 -0.081 CAS 8WH 20 8WH CAN C15 C 0 1 Y N N 11.772 -11.152 22.619 -4.301 3.143 0.253 CAN 8WH 21 8WH CAL C16 C 0 1 Y N N 11.077 -10.238 23.396 -4.031 1.779 0.322 CAL 8WH 22 8WH CAJ C17 C 0 1 N N N 9.951 -10.637 24.098 -5.069 0.801 0.686 CAJ 8WH 23 8WH OAI O3 O 0 1 N N N 9.533 -11.789 24.056 -6.020 1.102 1.376 OAI 8WH 24 8WH CAG C18 C 0 1 N N N 9.245 -9.746 24.870 -4.880 -0.606 0.151 CAG 8WH 25 8WH CAH C19 C 0 1 N N N 9.641 -8.422 24.984 -3.412 -0.943 0.197 CAH 8WH 26 8WH NAE N5 N 0 1 N N N 8.992 -7.540 25.737 -3.043 -2.250 0.327 NAE 8WH 27 8WH CAF C20 C 0 1 N N N 9.455 -6.142 25.764 -4.047 -3.326 0.308 CAF 8WH 28 8WH CAC C21 C 0 1 N N N 9.192 -5.579 27.094 -3.598 -4.387 -0.704 CAC 8WH 29 8WH OAB O4 O 0 1 N N N 7.757 -5.708 27.292 -2.254 -4.777 -0.412 OAB 8WH 30 8WH CAA C22 C 0 1 N N N 7.371 -7.041 27.604 -1.299 -3.720 -0.530 CAA 8WH 31 8WH CAD C23 C 0 1 N N N 7.814 -7.924 26.512 -1.629 -2.626 0.485 CAD 8WH 32 8WH H1 H1 H 0 1 N N N 18.644 -3.741 17.417 7.291 -3.071 0.936 H1 8WH 33 8WH H2 H2 H 0 1 N N N 16.946 -4.240 20.378 4.356 -0.415 -1.459 H2 8WH 34 8WH H3 H3 H 0 1 N N N 14.578 -2.339 17.339 6.528 0.030 2.213 H3 8WH 35 8WH H4 H4 H 0 1 N N N 12.652 -2.291 18.882 5.565 2.275 2.497 H4 8WH 36 8WH H5 H5 H 0 1 N N N 12.894 -3.141 21.173 4.011 3.174 0.815 H5 8WH 37 8WH H6 H6 H 0 1 N N N 16.052 -4.602 22.410 3.225 3.075 -1.476 H6 8WH 38 8WH H7 H7 H 0 1 N N N 14.801 -3.420 22.926 3.368 1.577 -2.426 H7 8WH 39 8WH H8 H8 H 0 1 N N N 14.577 -7.068 21.330 0.761 3.563 -1.027 H8 8WH 40 8WH H9 H9 H 0 1 N N N 14.217 -9.123 21.474 -1.237 4.267 -0.608 H9 8WH 41 8WH H10 H10 H 0 1 N N N 13.437 -11.451 21.322 -3.502 5.083 -0.133 H10 8WH 42 8WH H11 H11 H 0 1 N N N 11.437 -12.177 22.553 -5.295 3.511 0.465 H11 8WH 43 8WH H12 H12 H 0 1 N N N 8.220 -9.731 24.471 -5.435 -1.311 0.769 H12 8WH 44 8WH H13 H13 H 0 1 N N N 9.235 -10.157 25.890 -5.236 -0.657 -0.878 H13 8WH 45 8WH H14 H14 H 0 1 N N N 10.534 -6.107 25.555 -4.125 -3.773 1.298 H14 8WH 46 8WH H15 H15 H 0 1 N N N 8.915 -5.559 25.003 -5.014 -2.920 0.010 H15 8WH 47 8WH H16 H16 H 0 1 N N N 9.739 -6.142 27.865 -4.253 -5.255 -0.635 H16 8WH 48 8WH H17 H17 H 0 1 N N N 9.492 -4.521 27.130 -3.647 -3.973 -1.711 H17 8WH 49 8WH H18 H18 H 0 1 N N N 6.277 -7.096 27.705 -0.300 -4.110 -0.335 H18 8WH 50 8WH H19 H19 H 0 1 N N N 7.843 -7.353 28.548 -1.338 -3.305 -1.536 H19 8WH 51 8WH H20 H20 H 0 1 N N N 6.975 -8.012 25.806 -0.996 -1.757 0.305 H20 8WH 52 8WH H21 H21 H 0 1 N N N 8.024 -8.908 26.956 -1.460 -3.001 1.494 H21 8WH 53 # 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 8WH OBC CBB DOUB N N 1 8WH CBB OAX SING N N 2 8WH CBB CBA SING N N 3 8WH CBF CBA DOUB Y N 4 8WH CBF CBE SING Y N 5 8WH CBA CAZ SING Y N 6 8WH CBE CBD DOUB Y N 7 8WH CAZ CAY DOUB Y N 8 8WH CBD CAY SING Y N 9 8WH CAY CAW SING N N 10 8WH CAS CAT DOUB Y N 11 8WH CAS CAN SING Y N 12 8WH CAT CAO SING Y N 13 8WH CAU NAV SING Y N 14 8WH CAU CAP DOUB Y N 15 8WH CAW NAV SING N N 16 8WH CAN CAL DOUB Y N 17 8WH NAV NAR SING Y N 18 8WH CAO CAP SING N N 19 8WH CAO CAM DOUB Y N 20 8WH CAP NAQ SING Y N 21 8WH CAL CAM SING Y N 22 8WH CAL CAJ SING N N 23 8WH CAM NAK SING N N 24 8WH NAR NAQ DOUB Y N 25 8WH OAI CAJ DOUB N N 26 8WH CAJ CAG SING N N 27 8WH NAK CAH DOUB N N 28 8WH CAG CAH SING N N 29 8WH CAH NAE SING N N 30 8WH NAE CAF SING N N 31 8WH NAE CAD SING N N 32 8WH CAF CAC SING N N 33 8WH CAD CAA SING N N 34 8WH CAC OAB SING N N 35 8WH OAB CAA SING N N 36 8WH OAX H1 SING N N 37 8WH CAZ H2 SING N N 38 8WH CBF H3 SING N N 39 8WH CBE H4 SING N N 40 8WH CBD H5 SING N N 41 8WH CAW H6 SING N N 42 8WH CAW H7 SING N N 43 8WH CAU H8 SING N N 44 8WH CAT H9 SING N N 45 8WH CAS H10 SING N N 46 8WH CAN H11 SING N N 47 8WH CAG H12 SING N N 48 8WH CAG H13 SING N N 49 8WH CAF H14 SING N N 50 8WH CAF H15 SING N N 51 8WH CAC H16 SING N N 52 8WH CAC H17 SING N N 53 8WH CAA H18 SING N N 54 8WH CAA H19 SING N N 55 8WH CAD H20 SING N N 56 8WH CAD H21 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 8WH InChI InChI 1.03 "InChI=1S/C23H21N5O4/c29-20-12-21(27-7-9-32-10-8-27)24-22-17(5-2-6-18(20)22)19-14-28(26-25-19)13-15-3-1-4-16(11-15)23(30)31/h1-6,11,14H,7-10,12-13H2,(H,30,31)" 8WH InChIKey InChI 1.03 PJYOPNLTNBDQPR-UHFFFAOYSA-N 8WH SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1cccc(Cn2cc(nn2)c3cccc4C(=O)CC(=Nc34)N5CCOCC5)c1" 8WH SMILES CACTVS 3.385 "OC(=O)c1cccc(Cn2cc(nn2)c3cccc4C(=O)CC(=Nc34)N5CCOCC5)c1" 8WH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)C(=O)O)Cn2cc(nn2)c3cccc4c3N=C(CC4=O)N5CCOCC5" 8WH SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)C(=O)O)Cn2cc(nn2)c3cccc4c3N=C(CC4=O)N5CCOCC5" # 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 8WH "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[[4-(2-morpholin-4-yl-4-oxidanylidene-3~{H}-quinolin-8-yl)-1,2,3-triazol-1-yl]methyl]benzoic 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 8WH "Create component" 2017-03-17 EBI 8WH "Initial release" 2017-09-13 RCSB #