data_9QA
# 
_chem_comp.id                                    9QA 
_chem_comp.name                                  "7-chloro-3-{[4-hydroxy-1-(3-phenylpropanoyl)piperidin-4-yl]methyl}quinazolin-4(3H)-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H24 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                     2017-05-24 
_chem_comp.pdbx_modified_date                    2017-12-15 
_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                        425.908 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     9QA 
_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        5VSB 
_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 
9QA C01  C1  C  0 1 Y N N 109.584 -6.861  93.173  -9.459  -0.280 -0.544 C01  9QA 1  
9QA C02  C2  C  0 1 Y N N 108.698 -5.860  92.805  -9.049  -0.101 0.764  C02  9QA 2  
9QA C03  C3  C  0 1 Y N N 107.440 -6.189  92.320  -7.808  0.448  1.031  C03  9QA 3  
9QA C04  C4  C  0 1 Y N N 107.068 -7.520  92.207  -6.978  0.819  -0.011 C04  9QA 4  
9QA C05  C5  C  0 1 Y N N 107.960 -8.521  92.573  -7.389  0.640  -1.319 C05  9QA 5  
9QA C06  C6  C  0 1 Y N N 109.214 -8.191  93.059  -8.627  0.086  -1.585 C06  9QA 6  
9QA C07  C7  C  0 1 N N N 105.680 -7.889  91.671  -5.627  1.418  0.280  C07  9QA 7  
9QA C08  C8  C  0 1 N N N 104.646 -8.057  92.787  -4.584  0.303  0.375  C08  9QA 8  
9QA C09  C9  C  0 1 N N N 105.196 -8.887  93.948  -3.232  0.903  0.666  C09  9QA 9  
9QA O10  O1  O  0 1 N N N 105.413 -10.036 93.779  -3.115  2.104  0.785  O10  9QA 10 
9QA N11  N1  N  0 1 N N N 105.471 -8.301  95.253  -2.154  0.104  0.793  N11  9QA 11 
9QA C12  C10 C  0 1 N N N 106.016 -9.084  96.418  -2.280  -1.352 0.646  C12  9QA 12 
9QA C13  C11 C  0 1 N N N 107.261 -8.431  97.011  -1.270  -1.831 -0.403 C13  9QA 13 
9QA C14  C12 C  0 1 N N N 106.976 -7.028  97.428  0.131   -1.357 -0.009 C14  9QA 14 
9QA C15  C13 C  0 1 N N N 106.481 -6.223  96.291  0.162   0.172  0.029  C15  9QA 15 
9QA C16  C14 C  0 1 N N N 105.252 -6.855  95.639  -0.830  0.674  1.076  C16  9QA 16 
9QA C17  C15 C  0 1 N N N 108.242 -6.382  97.999  1.147   -1.863 -1.036 C17  9QA 17 
9QA N18  N2  N  0 1 N N N 107.883 -5.183  98.746  2.488   -1.410 -0.659 N18  9QA 18 
9QA C19  C16 C  0 1 N N N 107.505 -5.295  100.020 3.258   -2.184 0.149  C19  9QA 19 
9QA N20  N3  N  0 1 N N N 107.160 -4.240  100.755 4.455   -1.853 0.527  N20  9QA 20 
9QA C21  C17 C  0 1 Y N N 107.191 -2.987  100.206 5.028   -0.689 0.132  C21  9QA 21 
9QA C22  C18 C  0 1 Y N N 106.824 -1.848  100.987 6.315   -0.330 0.536  C22  9QA 22 
9QA C23  C19 C  0 1 Y N N 106.858 -0.578  100.423 6.854   0.864  0.108  C23  9QA 23 
9QA C24  C20 C  0 1 Y N N 107.250 -0.414  99.092  6.131   1.714  -0.721 C24  9QA 24 
9QA C25  C21 C  0 1 Y N N 107.608 -1.525  98.329  4.869   1.383  -1.130 C25  9QA 25 
9QA C26  C22 C  0 1 Y N N 107.574 -2.827  98.907  4.302   0.182  -0.712 C26  9QA 26 
9QA C27  C23 C  0 1 N N N 107.932 -3.990  98.167  2.951   -0.226 -1.125 C27  9QA 27 
9QA O28  O2  O  0 1 N N N 108.266 -3.885  97.037  2.274   0.475  -1.854 O28  9QA 28 
9QA CL1  CL1 CL 0 0 N N N 106.399 0.844   101.401 8.454   1.312  0.611  CL1  9QA 29 
9QA O30  O3  O  0 1 N N N 105.942 -7.068  98.451  0.462   -1.873 1.282  O30  9QA 30 
9QA H011 H1  H  0 0 N N N 110.563 -6.604  93.549  -10.428 -0.708 -0.752 H011 9QA 31 
9QA H021 H2  H  0 0 N N N 108.987 -4.823  92.896  -9.697  -0.391 1.578  H021 9QA 32 
9QA H031 H3  H  0 0 N N N 106.751 -5.409  92.031  -7.488  0.588  2.053  H031 9QA 33 
9QA H051 H4  H  0 0 N N N 107.675 -9.558  92.478  -6.740  0.930  -2.132 H051 9QA 34 
9QA H061 H5  H  0 0 N N N 109.903 -8.970  93.349  -8.947  -0.054 -2.607 H061 9QA 35 
9QA H072 H6  H  0 0 N N N 105.341 -7.092  90.993  -5.353  2.104  -0.523 H072 9QA 36 
9QA H071 H7  H  0 0 N N N 105.757 -8.835  91.116  -5.666  1.961  1.224  H071 9QA 37 
9QA H081 H8  H  0 0 N N N 104.362 -7.063  93.163  -4.857  -0.382 1.177  H081 9QA 38 
9QA H082 H9  H  0 0 N N N 103.758 -8.561  92.377  -4.545  -0.240 -0.569 H082 9QA 39 
9QA H122 H10 H  0 0 N N N 105.242 -9.147  97.197  -2.072  -1.836 1.600  H122 9QA 40 
9QA H121 H11 H  0 0 N N N 106.275 -10.097 96.076  -3.290  -1.601 0.320  H121 9QA 41 
9QA H131 H12 H  0 0 N N N 107.588 -9.009  97.888  -1.286  -2.920 -0.452 H131 9QA 42 
9QA H132 H13 H  0 0 N N N 108.061 -8.427  96.256  -1.534  -1.418 -1.376 H132 9QA 43 
9QA H151 H14 H  0 0 N N N 107.280 -6.140  95.539  1.166   0.509  0.287  H151 9QA 44 
9QA H152 H15 H  0 0 N N N 106.214 -5.220  96.655  -0.114  0.566  -0.949 H152 9QA 45 
9QA H161 H16 H  0 0 N N N 105.002 -6.283  94.733  -0.883  1.762  1.035  H161 9QA 46 
9QA H162 H17 H  0 0 N N N 104.413 -6.804  96.348  -0.501  0.359  2.067  H162 9QA 47 
9QA H172 H18 H  0 0 N N N 108.746 -7.094  98.669  1.125   -2.952 -1.062 H172 9QA 48 
9QA H171 H19 H  0 0 N N N 108.919 -6.111  97.175  0.894   -1.470 -2.021 H171 9QA 49 
9QA H191 H20 H  0 0 N N N 107.478 -6.276  100.471 2.853   -3.124 0.496  H191 9QA 50 
9QA H221 H21 H  0 0 N N N 106.520 -1.974  102.016 6.884   -0.984 1.181  H221 9QA 51 
9QA H241 H22 H  0 0 N N N 107.276 0.573   98.654  6.571   2.645  -1.045 H241 9QA 52 
9QA H251 H23 H  0 0 N N N 107.911 -1.399  97.300  4.315   2.049  -1.776 H251 9QA 53 
9QA H301 H24 H  0 0 N N N 106.246 -7.583  99.189  1.339   -1.612 1.596  H301 9QA 54 
# 
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 
9QA C07 C04  SING N N 1  
9QA C07 C08  SING N N 2  
9QA C04 C03  DOUB Y N 3  
9QA C04 C05  SING Y N 4  
9QA C03 C02  SING Y N 5  
9QA C05 C06  DOUB Y N 6  
9QA C08 C09  SING N N 7  
9QA C02 C01  DOUB Y N 8  
9QA C06 C01  SING Y N 9  
9QA O10 C09  DOUB N N 10 
9QA C09 N11  SING N N 11 
9QA N11 C16  SING N N 12 
9QA N11 C12  SING N N 13 
9QA C16 C15  SING N N 14 
9QA C15 C14  SING N N 15 
9QA C12 C13  SING N N 16 
9QA C13 C14  SING N N 17 
9QA O28 C27  DOUB N N 18 
9QA C14 C17  SING N N 19 
9QA C14 O30  SING N N 20 
9QA C17 N18  SING N N 21 
9QA C27 N18  SING N N 22 
9QA C27 C26  SING N N 23 
9QA C25 C26  DOUB Y N 24 
9QA C25 C24  SING Y N 25 
9QA N18 C19  SING N N 26 
9QA C26 C21  SING Y N 27 
9QA C24 C23  DOUB Y N 28 
9QA C19 N20  DOUB N N 29 
9QA C21 N20  SING N N 30 
9QA C21 C22  DOUB Y N 31 
9QA C23 C22  SING Y N 32 
9QA C23 CL1  SING N N 33 
9QA C01 H011 SING N N 34 
9QA C02 H021 SING N N 35 
9QA C03 H031 SING N N 36 
9QA C05 H051 SING N N 37 
9QA C06 H061 SING N N 38 
9QA C07 H072 SING N N 39 
9QA C07 H071 SING N N 40 
9QA C08 H081 SING N N 41 
9QA C08 H082 SING N N 42 
9QA C12 H122 SING N N 43 
9QA C12 H121 SING N N 44 
9QA C13 H131 SING N N 45 
9QA C13 H132 SING N N 46 
9QA C15 H151 SING N N 47 
9QA C15 H152 SING N N 48 
9QA C16 H161 SING N N 49 
9QA C16 H162 SING N N 50 
9QA C17 H172 SING N N 51 
9QA C17 H171 SING N N 52 
9QA C19 H191 SING N N 53 
9QA C22 H221 SING N N 54 
9QA C24 H241 SING N N 55 
9QA C25 H251 SING N N 56 
9QA O30 H301 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 
9QA SMILES           ACDLabs              12.01 "c1ccc(cc1)CCC(N2CCC(CC2)(CN4C=Nc3cc(Cl)ccc3C4=O)O)=O"                                                                                               
9QA InChI            InChI                1.03  "InChI=1S/C23H24ClN3O3/c24-18-7-8-19-20(14-18)25-16-27(22(19)29)15-23(30)10-12-26(13-11-23)21(28)9-6-17-4-2-1-3-5-17/h1-5,7-8,14,16,30H,6,9-13,15H2" 
9QA InChIKey         InChI                1.03  CITWIBXKKHFDFM-UHFFFAOYSA-N                                                                                                                          
9QA SMILES_CANONICAL CACTVS               3.385 "OC1(CCN(CC1)C(=O)CCc2ccccc2)CN3C=Nc4cc(Cl)ccc4C3=O"                                                                                                 
9QA SMILES           CACTVS               3.385 "OC1(CCN(CC1)C(=O)CCc2ccccc2)CN3C=Nc4cc(Cl)ccc4C3=O"                                                                                                 
9QA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CCC(=O)N2CCC(CC2)(CN3C=Nc4cc(ccc4C3=O)Cl)O"                                                                                               
9QA SMILES           "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CCC(=O)N2CCC(CC2)(CN3C=Nc4cc(ccc4C3=O)Cl)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 
9QA "SYSTEMATIC NAME" ACDLabs              12.01 "7-chloro-3-{[4-hydroxy-1-(3-phenylpropanoyl)piperidin-4-yl]methyl}quinazolin-4(3H)-one" 
9QA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "7-chloranyl-3-[[4-oxidanyl-1-(3-phenylpropanoyl)piperidin-4-yl]methyl]quinazolin-4-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
9QA "Create component" 2017-05-24 RCSB 
9QA "Initial release"  2017-12-20 RCSB 
# 
