data_736 # _chem_comp.id 736 _chem_comp.name "(11S)-8-CHLORO-11-[1-(METHYLSULFONYL)PIPERIDIN-4-YL]-6-PIPERAZIN-1-YL-11H-BENZO[5,6]CYCLOHEPTA[1,2-B]PYRIDINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H29 Cl N4 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-10-27 _chem_comp.pdbx_modified_date 2011-06-04 _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 473.031 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 736 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2BED _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 736 C1 C1 C 0 1 Y N N 185.937 127.863 31.827 0.251 -5.029 0.319 C1 736 1 736 N2 N2 N 0 1 Y N N 186.830 128.864 31.644 -0.008 -3.974 -0.425 N2 736 2 736 C3 C3 C 0 1 Y N N 188.126 128.774 32.057 0.221 -2.741 -0.006 C3 736 3 736 C4 C4 C 0 1 Y N N 188.602 127.596 32.716 0.746 -2.521 1.264 C4 736 4 736 C5 C5 C 0 1 Y N N 187.678 126.540 32.908 1.038 -3.627 2.081 C5 736 5 736 C6 C6 C 0 1 Y N N 186.334 126.663 32.468 0.783 -4.893 1.590 C6 736 6 736 C9 C9 C 0 1 N N S 189.021 129.951 31.794 -0.091 -1.595 -0.925 C9 736 7 736 C10 C10 C 0 1 Y N N 190.249 129.652 30.971 1.161 -0.852 -1.290 C10 736 8 736 C11 C11 C 0 1 Y N N 191.250 128.694 31.393 1.912 -0.188 -0.326 C11 736 9 736 C12 C12 C 0 1 N N N 191.164 127.972 32.711 1.506 -0.162 1.085 C12 736 10 736 C13 C13 C 0 1 N N N 190.000 127.462 33.239 1.000 -1.174 1.772 C13 736 11 736 C18 C18 C 0 1 Y N N 190.421 130.352 29.739 1.568 -0.833 -2.612 C18 736 12 736 C19 C19 C 0 1 Y N N 191.567 130.120 28.928 2.720 -0.165 -2.981 C19 736 13 736 C20 C20 C 0 1 Y N N 192.556 129.184 29.345 3.478 0.493 -2.026 C20 736 14 736 C21 C21 C 0 1 Y N N 192.391 128.468 30.563 3.081 0.485 -0.706 C21 736 15 736 C24 C24 C 0 1 N N N 189.354 130.712 33.119 -1.060 -0.638 -0.228 C24 736 16 736 C25 C25 C 0 1 N N N 190.273 131.909 32.876 -1.393 0.524 -1.166 C25 736 17 736 C26 C26 C 0 1 N N N 190.445 132.776 34.104 -2.335 1.497 -0.451 C26 736 18 736 N27 N27 N 0 1 N N N 189.118 133.194 34.583 -3.508 0.754 0.028 N27 736 19 736 C28 C28 C 0 1 N N N 188.336 132.035 35.031 -3.298 -0.433 0.869 C28 736 20 736 C29 C29 C 0 1 N N N 188.076 131.129 33.848 -2.344 -1.388 0.135 C29 736 21 736 CL40 CL40 CL 0 0 N N N 193.976 128.940 28.389 4.927 1.327 -2.492 CL40 736 22 736 S1 S1 S 0 1 N N N 188.918 134.730 35.361 -5.039 1.248 -0.365 S1 736 23 736 N1 N1 N 0 1 N N N 192.434 127.798 33.451 1.669 1.040 1.765 N1 736 24 736 C2 C2 C 0 1 N N N 192.981 129.070 33.934 2.554 1.136 2.937 C2 736 25 736 C7 C7 C 0 1 N N N 192.400 126.828 34.554 0.966 2.258 1.331 C7 736 26 736 C8 C8 C 0 1 N N N 194.412 128.842 34.389 3.470 2.349 2.752 C8 736 27 736 C14 C14 C 0 1 N N N 193.820 126.575 35.023 1.977 3.401 1.250 C14 736 28 736 N3 N3 N 0 1 N N N 194.434 127.839 35.465 2.657 3.552 2.541 N3 736 29 736 O1 O1 O 0 1 N N N 187.546 134.748 35.777 -4.874 2.642 -0.585 O1 736 30 736 C15 C15 C 0 1 N N N 189.191 136.008 34.147 -5.374 0.362 -1.913 C15 736 31 736 O2 O2 O 0 1 N N N 189.958 134.771 36.345 -5.820 0.740 0.708 O2 736 32 736 H1 H1 H 0 1 N N N 184.920 127.979 31.484 0.046 -6.016 -0.068 H1 736 33 736 H5 H5 H 0 1 N N N 187.999 125.631 33.395 1.453 -3.491 3.068 H5 736 34 736 H6 H6 H 0 1 N N N 185.629 125.859 32.619 0.995 -5.766 2.190 H6 736 35 736 H9 H9 H 0 1 N N N 188.436 130.622 31.148 -0.557 -1.980 -1.833 H9 736 36 736 H13 H13 H 0 1 N N N 190.108 126.891 34.149 0.752 -0.987 2.806 H13 736 37 736 H18 H18 H 0 1 N N N 189.675 131.064 29.419 0.982 -1.345 -3.361 H18 736 38 736 H19 H19 H 0 1 N N N 191.687 130.654 27.997 3.030 -0.155 -4.016 H19 736 39 736 H21 H21 H 0 1 N N N 193.136 127.746 30.864 3.673 0.998 0.037 H21 736 40 736 H24 H24 H 0 1 N N N 189.903 130.014 33.768 -0.597 -0.251 0.680 H24 736 41 736 H251 1H25 H 0 0 N N N 189.812 132.529 32.093 -1.878 0.140 -2.063 H251 736 42 736 H252 2H25 H 0 0 N N N 191.262 131.532 32.577 -0.475 1.043 -1.442 H252 736 43 736 H261 1H26 H 0 0 N N N 191.046 133.662 33.852 -2.654 2.274 -1.147 H261 736 44 736 H262 2H26 H 0 0 N N N 190.959 132.205 34.891 -1.819 1.951 0.395 H262 736 45 736 H281 1H28 H 0 0 N N N 187.380 132.374 35.456 -2.858 -0.138 1.822 H281 736 46 736 H282 2H28 H 0 0 N N N 188.898 131.486 35.801 -4.252 -0.930 1.042 H282 736 47 736 H291 1H29 H 0 0 N N N 187.601 130.214 34.232 -2.821 -1.754 -0.774 H291 736 48 736 H292 2H29 H 0 0 N N N 187.433 131.667 33.136 -2.103 -2.229 0.784 H292 736 49 736 H21A 1H2 H 0 0 N N N 192.376 129.444 34.773 1.955 1.262 3.839 H21A 736 50 736 H22 2H2 H 0 1 N N N 192.963 129.814 33.124 3.155 0.231 3.018 H22 736 51 736 H71 1H7 H 0 1 N N N 191.946 125.887 34.211 0.516 2.096 0.352 H71 736 52 736 H72 2H7 H 0 1 N N N 191.801 127.230 35.384 0.191 2.506 2.056 H72 736 53 736 H81 1H8 H 0 1 N N N 194.832 129.788 34.763 4.085 2.479 3.643 H81 736 54 736 H82 2H8 H 0 1 N N N 195.013 128.482 33.541 4.114 2.190 1.887 H82 736 55 736 H141 1H14 H 0 0 N N N 194.407 126.158 34.192 1.460 4.328 1.001 H141 736 56 736 H142 2H14 H 0 0 N N N 193.805 125.864 35.862 2.712 3.177 0.476 H142 736 57 736 HN3 HN3 H 0 1 N N N 195.383 127.665 35.727 3.301 4.323 2.441 HN3 736 58 736 H151 1H15 H 0 0 N N N 188.359 136.013 33.427 -4.637 0.649 -2.662 H151 736 59 736 H152 2H15 H 0 0 N N N 190.135 135.814 33.616 -5.314 -0.712 -1.737 H152 736 60 736 H153 3H15 H 0 0 N N N 189.247 136.985 34.649 -6.373 0.617 -2.268 H153 736 61 # 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 736 C1 N2 DOUB Y N 1 736 C1 C6 SING Y N 2 736 C1 H1 SING N N 3 736 N2 C3 SING Y N 4 736 C3 C4 DOUB Y N 5 736 C3 C9 SING N N 6 736 C4 C5 SING Y N 7 736 C4 C13 SING N N 8 736 C5 C6 DOUB Y N 9 736 C5 H5 SING N N 10 736 C6 H6 SING N N 11 736 C9 C10 SING N N 12 736 C9 C24 SING N N 13 736 C9 H9 SING N N 14 736 C10 C11 DOUB Y N 15 736 C10 C18 SING Y N 16 736 C11 C12 SING N N 17 736 C11 C21 SING Y N 18 736 C12 C13 DOUB N N 19 736 C12 N1 SING N N 20 736 C13 H13 SING N N 21 736 C18 C19 DOUB Y N 22 736 C18 H18 SING N N 23 736 C19 C20 SING Y N 24 736 C19 H19 SING N N 25 736 C20 C21 DOUB Y N 26 736 C20 CL40 SING N N 27 736 C21 H21 SING N N 28 736 C24 C25 SING N N 29 736 C24 C29 SING N N 30 736 C24 H24 SING N N 31 736 C25 C26 SING N N 32 736 C25 H251 SING N N 33 736 C25 H252 SING N N 34 736 C26 N27 SING N N 35 736 C26 H261 SING N N 36 736 C26 H262 SING N N 37 736 N27 C28 SING N N 38 736 N27 S1 SING N N 39 736 C28 C29 SING N N 40 736 C28 H281 SING N N 41 736 C28 H282 SING N N 42 736 C29 H291 SING N N 43 736 C29 H292 SING N N 44 736 S1 O1 DOUB N N 45 736 S1 C15 SING N N 46 736 S1 O2 DOUB N N 47 736 N1 C2 SING N N 48 736 N1 C7 SING N N 49 736 C2 C8 SING N N 50 736 C2 H21A SING N N 51 736 C2 H22 SING N N 52 736 C7 C14 SING N N 53 736 C7 H71 SING N N 54 736 C7 H72 SING N N 55 736 C8 N3 SING N N 56 736 C8 H81 SING N N 57 736 C8 H82 SING N N 58 736 C14 N3 SING N N 59 736 C14 H141 SING N N 60 736 C14 H142 SING N N 61 736 N3 HN3 SING N N 62 736 C15 H151 SING N N 63 736 C15 H152 SING N N 64 736 C15 H153 SING N N 65 # 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 736 SMILES ACDLabs 10.04 "O=S(=O)(N5CCC(C4c1ccc(Cl)cc1C(N2CCNCC2)=Cc3cccnc34)CC5)C" 736 SMILES_CANONICAL CACTVS 3.341 "C[S](=O)(=O)N1CCC(CC1)[C@H]2c3ccc(Cl)cc3C(=Cc4cccnc24)N5CCNCC5" 736 SMILES CACTVS 3.341 "C[S](=O)(=O)N1CCC(CC1)[CH]2c3ccc(Cl)cc3C(=Cc4cccnc24)N5CCNCC5" 736 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CS(=O)(=O)N1CCC(CC1)[C@H]2c3ccc(cc3C(=Cc4c2nccc4)N5CCNCC5)Cl" 736 SMILES "OpenEye OEToolkits" 1.5.0 "CS(=O)(=O)N1CCC(CC1)C2c3ccc(cc3C(=Cc4c2nccc4)N5CCNCC5)Cl" 736 InChI InChI 1.03 "InChI=1S/C24H29ClN4O2S/c1-32(30,31)29-11-6-17(7-12-29)23-20-5-4-19(25)16-21(20)22(28-13-9-26-10-14-28)15-18-3-2-8-27-24(18)23/h2-5,8,15-17,23,26H,6-7,9-14H2,1H3/t23-/m0/s1" 736 InChIKey InChI 1.03 ZMGCFGGMTCMSDP-QHCPKHFHSA-N # 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 736 "SYSTEMATIC NAME" ACDLabs 10.04 "(11S)-8-chloro-11-[1-(methylsulfonyl)piperidin-4-yl]-6-piperazin-1-yl-11H-benzo[5,6]cyclohepta[1,2-b]pyridine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 736 "Create component" 2005-10-27 RCSB 736 "Modify descriptor" 2011-06-04 RCSB #