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 #