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 
# 
