data_9QN
# 
_chem_comp.id                                    9QN 
_chem_comp.name                                  "(1~{S},5~{S},6~{R})-10-[3,5-bis(chloranyl)phenyl]sulfonyl-5-(hydroxymethyl)-3-(pyridin-2-ylmethyl)-3,10-diazabicyclo[4.3.1]decan-2-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H23 Cl2 N3 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-06-28 
_chem_comp.pdbx_modified_date                    2018-03-29 
_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                        484.396 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     9QN 
_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        5OBK 
_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 
9QN CAO C1  C  0 1 Y N N 5.964  -13.930 -20.399 -3.148 1.345  -0.672 CAO 9QN 1  
9QN CAP C2  C  0 1 Y N N 5.681  -13.972 -21.774 -4.343 1.787  -0.132 CAP 9QN 2  
9QN CL1 CL1 CL 0 0 N N N 4.207  -14.587 -22.339 -4.750 3.474  -0.191 CL1 9QN 3  
9QN CAQ C3  C  0 1 Y N N 6.603  -13.498 -22.694 -5.214 0.886  0.453  CAQ 9QN 4  
9QN CAR C4  C  0 1 Y N N 7.796  -12.960 -22.227 -4.889 -0.458 0.499  CAR 9QN 5  
9QN CL2 CL2 CL 0 0 N N N 8.969  -12.342 -23.347 -5.981 -1.591 1.233  CL2 9QN 6  
9QN CAS C5  C  0 1 Y N N 8.093  -12.899 -20.870 -3.694 -0.900 -0.041 CAS 9QN 7  
9QN CAN C6  C  0 1 Y N N 7.161  -13.393 -19.981 -2.825 0.002  -0.626 CAN 9QN 8  
9QN SAK S1  S  0 1 N N N 7.538  -13.292 -18.259 -1.306 -0.562 -1.319 SAK 9QN 9  
9QN OAL O1  O  0 1 N N N 6.298  -13.636 -17.571 -1.491 -1.938 -1.624 OAL 9QN 10 
9QN OAM O2  O  0 1 N N N 8.128  -12.011 -18.013 -0.924 0.404  -2.288 OAM 9QN 11 
9QN N   N1  N  0 1 N N N 8.667  -14.437 -18.017 -0.165 -0.498 -0.119 N   9QN 12 
9QN CA  C7  C  0 1 N N S 9.953  -14.089 -17.348 0.627  0.710  0.086  CA  9QN 13 
9QN C   C8  C  0 1 N N N 11.156 -14.650 -18.005 1.956  0.526  -0.615 C   9QN 14 
9QN O   O3  O  0 1 N N N 12.256 -14.337 -17.519 2.240  1.247  -1.556 O   9QN 15 
9QN CB  C9  C  0 1 N N N 9.891  -14.470 -15.878 0.907  0.942  1.566  CB  9QN 16 
9QN CAH C10 C  0 1 N N N 9.541  -15.954 -15.739 0.025  0.173  2.514  CAH 9QN 17 
9QN CAI C11 C  0 1 N N N 8.215  -16.259 -16.398 -0.243 -1.284 2.187  CAI 9QN 18 
9QN CAC C12 C  0 1 N N R 8.195  -15.832 -17.862 0.055  -1.648 0.747  CAC 9QN 19 
9QN CAD C13 C  0 1 N N S 9.041  -16.773 -18.732 1.410  -2.299 0.543  CAD 9QN 20 
9QN CAW C14 C  0 1 N N N 8.181  -17.768 -19.461 1.527  -2.814 -0.894 CAW 9QN 21 
9QN OAX O4  O  0 1 N N N 7.467  -17.062 -20.463 2.751  -3.536 -1.043 OAX 9QN 22 
9QN CAE C15 C  0 1 N N N 9.910  -16.007 -19.734 2.564  -1.359 0.864  CAE 9QN 23 
9QN NAF N2  N  0 1 N N N 11.138 -15.465 -19.095 2.824  -0.409 -0.214 NAF 9QN 24 
9QN CAY C16 C  0 1 N N N 12.416 -15.924 -19.695 4.132  -0.464 -0.896 CAY 9QN 25 
9QN CAZ C17 C  0 1 Y N N 12.503 -15.620 -21.109 5.105  0.445  -0.189 CAZ 9QN 26 
9QN NBA N3  N  0 1 Y N N 12.166 -14.387 -21.533 5.132  1.729  -0.488 NBA 9QN 27 
9QN CBB C18 C  0 1 Y N N 12.248 -14.039 -22.848 5.965  2.561  0.105  CBB 9QN 28 
9QN CBC C19 C  0 1 Y N N 12.658 -14.952 -23.801 6.848  2.111  1.069  CBC 9QN 29 
9QN CBD C20 C  0 1 Y N N 13.015 -16.232 -23.400 6.849  0.767  1.409  CBD 9QN 30 
9QN CBE C21 C  0 1 Y N N 12.944 -16.563 -22.053 5.954  -0.076 0.768  CBE 9QN 31 
9QN H1  H1  H  0 1 N N N 5.254  -14.313 -19.681 -2.471 2.048  -1.133 H1  9QN 32 
9QN H2  H2  H  0 1 N N N 6.398  -13.546 -23.753 -6.146 1.231  0.875  H2  9QN 33 
9QN H3  H3  H  0 1 N N N 9.025  -12.478 -20.523 -3.440 -1.949 -0.005 H3  9QN 34 
9QN H4  H4  H  0 1 N N N 10.047 -12.994 -17.385 0.106  1.575  -0.340 H4  9QN 35 
9QN H5  H5  H  0 1 N N N 10.868 -14.280 -15.410 1.961  0.761  1.783  H5  9QN 36 
9QN H6  H6  H  0 1 N N N 9.121  -13.865 -15.377 0.754  2.023  1.765  H6  9QN 37 
9QN H7  H7  H  0 1 N N N 9.480  -16.211 -14.671 0.469  0.218  3.521  H7  9QN 38 
9QN H8  H8  H  0 1 N N N 10.328 -16.556 -16.217 -0.945 0.689  2.589  H8  9QN 39 
9QN H9  H9  H  0 1 N N N 7.419  -15.723 -15.860 0.365  -1.914 2.845  H9  9QN 40 
9QN H10 H10 H  0 1 N N N 8.030  -17.342 -16.341 -1.296 -1.506 2.397  H10 9QN 41 
9QN H11 H11 H  0 1 N N N 7.156  -15.890 -18.217 -0.700 -2.399 0.454  H11 9QN 42 
9QN H12 H12 H  0 1 N N N 9.714  -17.330 -18.063 1.479  -3.170 1.216  H12 9QN 43 
9QN H13 H13 H  0 1 N N N 7.477  -18.240 -18.760 0.687  -3.474 -1.112 H13 9QN 44 
9QN H14 H14 H  0 1 N N N 8.812  -18.541 -19.924 1.515  -1.971 -1.584 H14 9QN 45 
9QN H15 H15 H  0 1 N N N 6.913  -17.666 -20.943 2.927  -3.828 -1.948 H15 9QN 46 
9QN H16 H16 H  0 1 N N N 9.325  -15.172 -20.148 2.379  -0.848 1.806  H16 9QN 47 
9QN H17 H17 H  0 1 N N N 10.202 -16.688 -20.547 3.474  -1.968 1.008  H17 9QN 48 
9QN H18 H18 H  0 1 N N N 12.498 -17.013 -19.562 4.510  -1.486 -0.877 H18 9QN 49 
9QN H19 H19 H  0 1 N N N 13.249 -15.428 -19.175 4.016  -0.139 -1.930 H19 9QN 50 
9QN H20 H20 H  0 1 N N N 11.989 -13.035 -23.150 5.959  3.607  -0.166 H20 9QN 51 
9QN H21 H21 H  0 1 N N N 12.700 -14.673 -24.844 7.531  2.797  1.548  H21 9QN 52 
9QN H22 H22 H  0 1 N N N 13.344 -16.961 -24.126 7.528  0.387  2.158  H22 9QN 53 
9QN H23 H23 H  0 1 N N N 13.230 -17.553 -21.729 5.927  -1.129 1.008  H23 9QN 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 
9QN CBC CBD DOUB Y N 1  
9QN CBC CBB SING Y N 2  
9QN CBD CBE SING Y N 3  
9QN CL2 CAR SING N N 4  
9QN CBB NBA DOUB Y N 5  
9QN CAQ CAR DOUB Y N 6  
9QN CAQ CAP SING Y N 7  
9QN CL1 CAP SING N N 8  
9QN CAR CAS SING Y N 9  
9QN CBE CAZ DOUB Y N 10 
9QN CAP CAO DOUB Y N 11 
9QN NBA CAZ SING Y N 12 
9QN CAZ CAY SING N N 13 
9QN CAS CAN DOUB Y N 14 
9QN OAX CAW SING N N 15 
9QN CAO CAN SING Y N 16 
9QN CAN SAK SING N N 17 
9QN CAE NAF SING N N 18 
9QN CAE CAD SING N N 19 
9QN CAY NAF SING N N 20 
9QN CAW CAD SING N N 21 
9QN NAF C   SING N N 22 
9QN CAD CAC SING N N 23 
9QN SAK N   SING N N 24 
9QN SAK OAM DOUB N N 25 
9QN SAK OAL DOUB N N 26 
9QN N   CAC SING N N 27 
9QN N   CA  SING N N 28 
9QN C   O   DOUB N N 29 
9QN C   CA  SING N N 30 
9QN CAC CAI SING N N 31 
9QN CA  CB  SING N N 32 
9QN CAI CAH SING N N 33 
9QN CB  CAH SING N N 34 
9QN CAO H1  SING N N 35 
9QN CAQ H2  SING N N 36 
9QN CAS H3  SING N N 37 
9QN CA  H4  SING N N 38 
9QN CB  H5  SING N N 39 
9QN CB  H6  SING N N 40 
9QN CAH H7  SING N N 41 
9QN CAH H8  SING N N 42 
9QN CAI H9  SING N N 43 
9QN CAI H10 SING N N 44 
9QN CAC H11 SING N N 45 
9QN CAD H12 SING N N 46 
9QN CAW H13 SING N N 47 
9QN CAW H14 SING N N 48 
9QN OAX H15 SING N N 49 
9QN CAE H16 SING N N 50 
9QN CAE H17 SING N N 51 
9QN CAY H18 SING N N 52 
9QN CAY H19 SING N N 53 
9QN CBB H20 SING N N 54 
9QN CBC H21 SING N N 55 
9QN CBD H22 SING N N 56 
9QN CBE H23 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 
9QN InChI            InChI                1.03  "InChI=1S/C21H23Cl2N3O4S/c22-15-8-16(23)10-18(9-15)31(29,30)26-19-5-3-6-20(26)21(28)25(11-14(19)13-27)12-17-4-1-2-7-24-17/h1-2,4,7-10,14,19-20,27H,3,5-6,11-13H2/t14-,19-,20+/m1/s1" 
9QN InChIKey         InChI                1.03  SLQCBVGDPHQIBY-XMCHAPAWSA-N                                                                                                                                                          
9QN SMILES_CANONICAL CACTVS               3.385 "OC[C@H]1CN(Cc2ccccn2)C(=O)[C@@H]3CCC[C@H]1N3[S](=O)(=O)c4cc(Cl)cc(Cl)c4"                                                                                                            
9QN SMILES           CACTVS               3.385 "OC[CH]1CN(Cc2ccccn2)C(=O)[CH]3CCC[CH]1N3[S](=O)(=O)c4cc(Cl)cc(Cl)c4"                                                                                                                
9QN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccnc(c1)CN2C[C@@H]([C@H]3CCC[C@@H](C2=O)N3S(=O)(=O)c4cc(cc(c4)Cl)Cl)CO"                                                                                                           
9QN SMILES           "OpenEye OEToolkits" 2.0.6 "c1ccnc(c1)CN2CC(C3CCCC(C2=O)N3S(=O)(=O)c4cc(cc(c4)Cl)Cl)CO"                                                                                                                         
# 
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 
9QN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(1~{S},5~{S},6~{R})-10-[3,5-bis(chloranyl)phenyl]sulfonyl-5-(hydroxymethyl)-3-(pyridin-2-ylmethyl)-3,10-diazabicyclo[4.3.1]decan-2-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 
9QN "Create component" 2017-06-28 EBI  
9QN "Initial release"  2018-04-04 RCSB 
# 
