data_AV5
# 
_chem_comp.id                                    AV5 
_chem_comp.name                                  "2-[5-(4-chlorophenyl)-3-methyl-1-oxidanylidene-pyrimido[4,5-c]quinolin-2-yl]ethanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H14 Cl N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-08-23 
_chem_comp.pdbx_modified_date                    2018-05-04 
_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                        379.796 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AV5 
_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        5OU0 
_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 
AV5 CL1 CL1 CL 0 0 N N N 6.127  -13.602 5.940  -6.457 1.500  0.131  CL1 AV5 1  
AV5 C16 C1  C  0 1 Y N N 5.876  -12.480 7.245  -4.882 0.771  0.095  C16 AV5 2  
AV5 C14 C2  C  0 1 Y N N 5.738  -12.878 8.593  -3.795 1.453  0.615  C14 AV5 3  
AV5 C12 C3  C  0 1 Y N N 5.538  -11.937 9.595  -2.541 0.878  0.589  C12 AV5 4  
AV5 C15 C4  C  0 1 Y N N 5.643  -11.155 6.877  -4.719 -0.493 -0.447 C15 AV5 5  
AV5 C13 C5  C  0 1 Y N N 5.411  -10.207 7.916  -3.470 -1.077 -0.478 C13 AV5 6  
AV5 C11 C6  C  0 1 Y N N 5.379  -10.575 9.302  -2.370 -0.393 0.039  C11 AV5 7  
AV5 C10 C7  C  0 1 Y N N 5.194  -9.576  10.360 -1.027 -1.015 0.008  C10 AV5 8  
AV5 N9  N1  N  0 1 Y N N 5.977  -9.648  11.431 -0.908 -2.314 0.170  N9  AV5 9  
AV5 C2  C8  C  0 1 Y N N 5.914  -8.730  12.448 0.268  -2.951 0.156  C2  AV5 10 
AV5 C4  C9  C  0 1 Y N N 6.864  -8.907  13.444 0.324  -4.345 0.336  C4  AV5 11 
AV5 C6  C10 C  0 1 Y N N 6.863  -8.063  14.524 1.526  -4.984 0.319  C6  AV5 12 
AV5 C5  C11 C  0 1 Y N N 6.012  -6.958  14.547 2.711  -4.280 0.126  C5  AV5 13 
AV5 C3  C12 C  0 1 Y N N 5.042  -6.734  13.555 2.696  -2.928 -0.052 C3  AV5 14 
AV5 C1  C13 C  0 1 Y N N 4.958  -7.667  12.491 1.479  -2.239 -0.041 C1  AV5 15 
AV5 C8  C14 C  0 1 Y N N 4.198  -8.480  10.279 0.152  -0.178 -0.209 C8  AV5 16 
AV5 N19 N2  N  0 1 N N N 3.451  -8.421  9.157  0.073  1.151  -0.384 N19 AV5 17 
AV5 C20 C15 C  0 1 N N N 2.573  -7.458  9.006  1.135  1.878  -0.576 C20 AV5 18 
AV5 C22 C16 C  0 1 N N N 1.755  -7.340  7.754  0.961  3.363  -0.765 C22 AV5 19 
AV5 C7  C17 C  0 1 Y N N 4.075  -7.592  11.363 1.414  -0.796 -0.227 C7  AV5 20 
AV5 C17 C18 C  0 1 N N N 3.125  -6.559  11.203 2.597  0.039  -0.444 C17 AV5 21 
AV5 O21 O1  O  0 1 N N N 2.868  -5.678  12.102 3.716  -0.439 -0.471 O21 AV5 22 
AV5 N18 N3  N  0 1 N N N 2.488  -6.504  10.014 2.392  1.368  -0.614 N18 AV5 23 
AV5 C23 C19 C  0 1 N N N 1.710  -5.292  9.862  3.533  2.259  -0.835 C23 AV5 24 
AV5 C24 C20 C  0 1 N N N 0.311  -5.359  10.321 4.046  2.757  0.491  C24 AV5 25 
AV5 O26 O2  O  0 1 N N N -0.225 -6.470  10.478 5.095  3.593  0.535  O26 AV5 26 
AV5 O25 O3  O  0 1 N N N -0.246 -4.214  10.457 3.512  2.405  1.516  O25 AV5 27 
AV5 H1  H1  H  0 1 N N N 5.789  -13.926 8.848  -3.928 2.436  1.040  H1  AV5 28 
AV5 H2  H2  H  0 1 N N N 5.504  -12.262 10.624 -1.693 1.411  0.994  H2  AV5 29 
AV5 H3  H3  H  0 1 N N N 5.638  -10.857 5.839  -5.572 -1.022 -0.847 H3  AV5 30 
AV5 H4  H4  H  0 1 N N N 5.253  -9.172  7.649  -3.344 -2.062 -0.902 H4  AV5 31 
AV5 H5  H5  H  0 1 N N N 7.594  -9.699  13.369 -0.585 -4.908 0.488  H5  AV5 32 
AV5 H6  H6  H  0 1 N N N 7.522  -8.254  15.358 1.561  -6.055 0.459  H6  AV5 33 
AV5 H7  H7  H  0 1 N N N 6.102  -6.249  15.357 3.652  -4.810 0.117  H7  AV5 34 
AV5 H8  H8  H  0 1 N N N 4.383  -5.880  13.602 3.621  -2.391 -0.201 H8  AV5 35 
AV5 H9  H9  H  0 1 N N N 2.023  -8.152  7.062  -0.098 3.615  -0.708 H9  AV5 36 
AV5 H10 H10 H  0 1 N N N 0.687  -7.411  8.006  1.503  3.895  0.016  H10 AV5 37 
AV5 H11 H11 H  0 1 N N N 1.955  -6.370  7.276  1.351  3.654  -1.741 H11 AV5 38 
AV5 H12 H12 H  0 1 N N N 2.213  -4.496  10.431 4.325  1.714  -1.349 H12 AV5 39 
AV5 H13 H13 H  0 1 N N N 1.701  -5.030  8.794  3.220  3.106  -1.445 H13 AV5 40 
AV5 H14 H14 H  0 1 N N N -1.136 -6.351  10.721 5.388  3.886  1.409  H14 AV5 41 
# 
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 
AV5 CL1 C16 SING N N 1  
AV5 C15 C16 DOUB Y N 2  
AV5 C15 C13 SING Y N 3  
AV5 C16 C14 SING Y N 4  
AV5 C22 C20 SING N N 5  
AV5 C13 C11 DOUB Y N 6  
AV5 C14 C12 DOUB Y N 7  
AV5 C20 N19 DOUB N N 8  
AV5 C20 N18 SING N N 9  
AV5 N19 C8  SING N N 10 
AV5 C11 C12 SING Y N 11 
AV5 C11 C10 SING N N 12 
AV5 C23 N18 SING N N 13 
AV5 C23 C24 SING N N 14 
AV5 N18 C17 SING N N 15 
AV5 C8  C10 DOUB Y N 16 
AV5 C8  C7  SING Y N 17 
AV5 C24 O25 DOUB N N 18 
AV5 C24 O26 SING N N 19 
AV5 C10 N9  SING Y N 20 
AV5 C17 C7  SING N N 21 
AV5 C17 O21 DOUB N N 22 
AV5 C7  C1  DOUB Y N 23 
AV5 N9  C2  DOUB Y N 24 
AV5 C2  C1  SING Y N 25 
AV5 C2  C4  SING Y N 26 
AV5 C1  C3  SING Y N 27 
AV5 C4  C6  DOUB Y N 28 
AV5 C3  C5  DOUB Y N 29 
AV5 C6  C5  SING Y N 30 
AV5 C14 H1  SING N N 31 
AV5 C12 H2  SING N N 32 
AV5 C15 H3  SING N N 33 
AV5 C13 H4  SING N N 34 
AV5 C4  H5  SING N N 35 
AV5 C6  H6  SING N N 36 
AV5 C5  H7  SING N N 37 
AV5 C3  H8  SING N N 38 
AV5 C22 H9  SING N N 39 
AV5 C22 H10 SING N N 40 
AV5 C22 H11 SING N N 41 
AV5 C23 H12 SING N N 42 
AV5 C23 H13 SING N N 43 
AV5 O26 H14 SING N N 44 
# 
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 
AV5 InChI            InChI                1.03  "InChI=1S/C20H14ClN3O3/c1-11-22-19-17(20(27)24(11)10-16(25)26)14-4-2-3-5-15(14)23-18(19)12-6-8-13(21)9-7-12/h2-9H,10H2,1H3,(H,25,26)" 
AV5 InChIKey         InChI                1.03  KIMGMXAXVXCCJI-UHFFFAOYSA-N                                                                                                           
AV5 SMILES_CANONICAL CACTVS               3.385 "CC1=Nc2c(nc3ccccc3c2C(=O)N1CC(O)=O)c4ccc(Cl)cc4"                                                                                     
AV5 SMILES           CACTVS               3.385 "CC1=Nc2c(nc3ccccc3c2C(=O)N1CC(O)=O)c4ccc(Cl)cc4"                                                                                     
AV5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC1=Nc2c(c3ccccc3nc2c4ccc(cc4)Cl)C(=O)N1CC(=O)O"                                                                                     
AV5 SMILES           "OpenEye OEToolkits" 2.0.6 "CC1=Nc2c(c3ccccc3nc2c4ccc(cc4)Cl)C(=O)N1CC(=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 
AV5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[5-(4-chlorophenyl)-3-methyl-1-oxidanylidene-pyrimido[4,5-c]quinolin-2-yl]ethanoic 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 
AV5 "Create component" 2017-08-23 EBI  
AV5 "Initial release"  2018-05-09 RCSB 
# 
