data_384 # _chem_comp.id 384 _chem_comp.name "(1S,5S,6R)-10-[(3,5-dichlorophenyl)sulfonyl]-5-(2-methoxyethoxy)-3-(2-methoxyethyl)-3,10-diazabicyclo[4.3.1]decan-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H28 Cl2 N2 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-07-03 _chem_comp.pdbx_modified_date 2014-10-10 _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 495.417 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 384 _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 4TX0 _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 384 CBA C1 C 0 1 N N N 5.093 -19.226 -22.271 -5.618 2.727 -1.563 CBA 384 1 384 OAZ O1 O 0 1 N N N 6.307 -18.970 -21.497 -4.755 2.325 -0.497 OAZ 384 2 384 CAY C2 C 0 1 N N N 5.983 -18.753 -20.181 -3.401 2.755 -0.651 CAY 384 3 384 CAX C3 C 0 1 N N N 7.235 -18.541 -19.360 -2.600 2.375 0.596 CAX 384 4 384 OAW O2 O 0 1 N N N 7.936 -17.432 -19.781 -2.519 0.952 0.694 OAW 384 5 384 CAF C4 C 0 1 N N S 8.892 -16.877 -18.860 -1.914 0.486 1.902 CAF 384 6 384 CAA C5 C 0 1 N N N 9.861 -16.142 -19.756 -2.487 -0.882 2.270 CAA 384 7 384 NAB N1 N 0 1 N N N 11.076 -15.744 -19.070 -2.713 -1.689 1.072 NAB 384 8 384 CBB C6 C 0 1 N N N 12.318 -16.359 -19.510 -4.102 -2.003 0.691 CBB 384 9 384 CBC C7 C 0 1 N N N 12.756 -15.840 -20.827 -4.590 -0.986 -0.342 CBC 384 10 384 OBD O3 O 0 1 N N N 13.013 -14.445 -20.769 -3.843 -1.138 -1.551 OBD 384 11 384 CBE C8 C 0 1 N N N 14.282 -14.141 -20.048 -4.278 -0.288 -2.614 CBE 384 12 384 C C9 C 0 1 N N N 11.112 -14.878 -17.993 -1.728 -2.165 0.302 C 384 13 384 O O4 O 0 1 N N N 12.204 -14.628 -17.477 -2.023 -2.875 -0.649 O 384 14 384 CA C10 C 0 1 N N S 9.918 -14.261 -17.355 -0.279 -1.851 0.560 CA 384 15 384 CB C11 C 0 1 N N N 9.848 -14.634 -15.881 0.136 -2.419 1.916 CB 384 16 384 CAH C12 C 0 1 N N N 9.498 -16.121 -15.768 1.023 -1.437 2.666 CAH 384 17 384 CAI C13 C 0 1 N N N 8.166 -16.396 -16.412 0.298 -0.128 2.952 CAI 384 18 384 CAE C14 C 0 1 N N R 8.128 -15.931 -17.901 -0.404 0.401 1.711 CAE 384 19 384 N N2 N 0 1 N N N 8.654 -14.563 -18.037 -0.066 -0.403 0.542 N 384 20 384 SAK S1 S 0 1 N N N 7.548 -13.368 -18.252 0.561 0.327 -0.808 SAK 384 21 384 OAL O5 O 0 1 N N N 8.210 -12.107 -18.024 0.272 -0.535 -1.901 OAL 384 22 384 OAM O6 O 0 1 N N N 6.338 -13.660 -17.529 0.147 1.685 -0.759 OAM 384 23 384 CAN C15 C 0 1 Y N N 7.153 -13.468 -19.960 2.314 0.334 -0.631 CAN 384 24 384 CAS C16 C 0 1 Y N N 5.968 -14.030 -20.345 3.061 -0.727 -1.108 CAS 384 25 384 CAR C17 C 0 1 Y N N 5.668 -14.095 -21.706 4.438 -0.722 -0.969 CAR 384 26 384 CL1 CL1 CL 0 0 N N N 4.175 -14.772 -22.216 5.376 -2.054 -1.569 CL1 384 27 384 CAQ C18 C 0 1 Y N N 6.546 -13.611 -22.666 5.066 0.344 -0.352 CAQ 384 28 384 CAP C19 C 0 1 Y N N 7.744 -13.045 -22.268 4.318 1.406 0.126 CAP 384 29 384 CL2 CL2 CL 0 0 N N N 8.854 -12.456 -23.398 5.106 2.744 0.900 CL2 384 30 384 CAO C20 C 0 1 Y N N 8.042 -12.983 -20.890 2.942 1.402 -0.019 CAO 384 31 384 H1 H1 H 0 1 N N N 5.359 -19.399 -23.324 -5.214 2.371 -2.511 H1 384 32 384 H2 H2 H 0 1 N N N 4.584 -20.115 -21.871 -6.609 2.301 -1.408 H2 384 33 384 H3 H3 H 0 1 N N N 4.423 -18.357 -22.200 -5.689 3.814 -1.584 H3 384 34 384 H4 H4 H 0 1 N N N 5.345 -17.860 -20.107 -2.964 2.273 -1.525 H4 384 35 384 H5 H5 H 0 1 N N N 5.438 -19.626 -19.793 -3.377 3.837 -0.783 H5 384 36 384 H6 H6 H 0 1 N N N 6.952 -18.405 -18.306 -1.596 2.792 0.524 H6 384 37 384 H7 H7 H 0 1 N N N 7.879 -19.428 -19.455 -3.096 2.772 1.482 H7 384 38 384 H8 H8 H 0 1 N N N 9.410 -17.661 -18.287 -2.133 1.195 2.704 H8 384 39 384 H9 H9 H 0 1 N N N 9.365 -15.240 -20.143 -1.819 -1.394 2.957 H9 384 40 384 H10 H10 H 0 1 N N N 10.131 -16.800 -20.595 -3.448 -0.734 2.780 H10 384 41 384 H11 H11 H 0 1 N N N 12.168 -17.446 -19.588 -4.143 -3.004 0.262 H11 384 42 384 H12 H12 H 0 1 N N N 13.101 -16.149 -18.767 -4.739 -1.959 1.574 H12 384 43 384 H13 H13 H 0 1 N N N 11.965 -16.029 -21.568 -5.648 -1.153 -0.545 H13 384 44 384 H14 H14 H 0 1 N N N 13.675 -16.362 -21.131 -4.450 0.023 0.047 H14 384 45 384 H15 H15 H 0 1 N N N 14.441 -13.053 -20.027 -4.109 0.753 -2.339 H15 384 46 384 H16 H16 H 0 1 N N N 14.219 -14.522 -19.018 -3.717 -0.521 -3.519 H16 384 47 384 H17 H17 H 0 1 N N N 15.123 -14.624 -20.567 -5.341 -0.447 -2.795 H17 384 48 384 H18 H18 H 0 1 N N N 10.058 -13.171 -17.397 0.337 -2.312 -0.228 H18 384 49 384 H19 H19 H 0 1 N N N 10.821 -14.445 -15.405 -0.739 -2.662 2.511 H19 384 50 384 H20 H20 H 0 1 N N N 9.073 -14.032 -15.383 0.703 -3.344 1.752 H20 384 51 384 H21 H21 H 0 1 N N N 9.452 -16.403 -14.706 1.332 -1.885 3.611 H21 384 52 384 H22 H22 H 0 1 N N N 10.274 -16.716 -16.272 1.911 -1.229 2.067 H22 384 53 384 H23 H23 H 0 1 N N N 7.384 -15.861 -15.853 -0.434 -0.287 3.743 H23 384 54 384 H24 H24 H 0 1 N N N 7.969 -17.478 -16.373 1.025 0.613 3.291 H24 384 55 384 H25 H25 H 0 1 N N N 7.074 -15.928 -18.214 -0.037 1.414 1.531 H25 384 56 384 H26 H26 H 0 1 N N N 5.277 -14.416 -19.610 2.570 -1.559 -1.590 H26 384 57 384 H27 H27 H 0 1 N N N 6.296 -13.676 -23.715 6.140 0.347 -0.238 H27 384 58 384 H28 H28 H 0 1 N N N 8.976 -12.551 -20.563 2.358 2.231 0.354 H28 384 59 # 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 384 CL2 CAP SING N N 1 384 CAQ CAP DOUB Y N 2 384 CAQ CAR SING Y N 3 384 CBA OAZ SING N N 4 384 CAP CAO SING Y N 5 384 CL1 CAR SING N N 6 384 CAR CAS DOUB Y N 7 384 OAZ CAY SING N N 8 384 CAO CAN DOUB Y N 9 384 CBC OBD SING N N 10 384 CBC CBB SING N N 11 384 OBD CBE SING N N 12 384 CAS CAN SING Y N 13 384 CAY CAX SING N N 14 384 CAN SAK SING N N 15 384 OAW CAX SING N N 16 384 OAW CAF SING N N 17 384 CAA NAB SING N N 18 384 CAA CAF SING N N 19 384 CBB NAB SING N N 20 384 NAB C SING N N 21 384 CAF CAE SING N N 22 384 SAK N SING N N 23 384 SAK OAL DOUB N N 24 384 SAK OAM DOUB N N 25 384 N CAE SING N N 26 384 N CA SING N N 27 384 C O DOUB N N 28 384 C CA SING N N 29 384 CAE CAI SING N N 30 384 CA CB SING N N 31 384 CAI CAH SING N N 32 384 CB CAH SING N N 33 384 CBA H1 SING N N 34 384 CBA H2 SING N N 35 384 CBA H3 SING N N 36 384 CAY H4 SING N N 37 384 CAY H5 SING N N 38 384 CAX H6 SING N N 39 384 CAX H7 SING N N 40 384 CAF H8 SING N N 41 384 CAA H9 SING N N 42 384 CAA H10 SING N N 43 384 CBB H11 SING N N 44 384 CBB H12 SING N N 45 384 CBC H13 SING N N 46 384 CBC H14 SING N N 47 384 CBE H15 SING N N 48 384 CBE H16 SING N N 49 384 CBE H17 SING N N 50 384 CA H18 SING N N 51 384 CB H19 SING N N 52 384 CB H20 SING N N 53 384 CAH H21 SING N N 54 384 CAH H22 SING N N 55 384 CAI H23 SING N N 56 384 CAI H24 SING N N 57 384 CAE H25 SING N N 58 384 CAS H26 SING N N 59 384 CAQ H27 SING N N 60 384 CAO H28 SING N N 61 # 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 384 SMILES ACDLabs 12.01 "Clc1cc(cc(Cl)c1)S(=O)(=O)N2C3C(=O)N(CC(OCCOC)C2CCC3)CCOC" 384 InChI InChI 1.03 "InChI=1S/C20H28Cl2N2O6S/c1-28-7-6-23-13-19(30-9-8-29-2)17-4-3-5-18(20(23)25)24(17)31(26,27)16-11-14(21)10-15(22)12-16/h10-12,17-19H,3-9,13H2,1-2H3/t17-,18+,19+/m1/s1" 384 InChIKey InChI 1.03 NVEGGBQTNWZDFS-QYZOEREBSA-N 384 SMILES_CANONICAL CACTVS 3.385 "COCCO[C@H]1CN(CCOC)C(=O)[C@@H]2CCC[C@H]1N2[S](=O)(=O)c3cc(Cl)cc(Cl)c3" 384 SMILES CACTVS 3.385 "COCCO[CH]1CN(CCOC)C(=O)[CH]2CCC[CH]1N2[S](=O)(=O)c3cc(Cl)cc(Cl)c3" 384 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "COCCN1C[C@@H]([C@H]2CCC[C@@H](C1=O)N2S(=O)(=O)c3cc(cc(c3)Cl)Cl)OCCOC" 384 SMILES "OpenEye OEToolkits" 1.9.2 "COCCN1CC(C2CCCC(C1=O)N2S(=O)(=O)c3cc(cc(c3)Cl)Cl)OCCOC" # 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 384 "SYSTEMATIC NAME" ACDLabs 12.01 "(1S,5S,6R)-10-[(3,5-dichlorophenyl)sulfonyl]-5-(2-methoxyethoxy)-3-(2-methoxyethyl)-3,10-diazabicyclo[4.3.1]decan-2-one" 384 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(1R,2S,6S)-10-[3,5-bis(chloranyl)phenyl]sulfonyl-2-(2-methoxyethoxy)-4-(2-methoxyethyl)-4,10-diazabicyclo[4.3.1]decan-5-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 384 "Create component" 2014-07-03 EBI 384 "Modify descriptor" 2014-09-05 RCSB 384 "Initial release" 2014-10-15 RCSB #