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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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                1.02b ZMGCFGGMTCMSDP-QHCPKHFHBY                                                                                                                                                  
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                                                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           736 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        (11S)-8-chloro-11-[1-(methylsulfonyl)piperidin-4-yl]-6-piperazin-1-yl-11H-benzo[5,6]cyclohepta[1,2-b]pyridine 
# 
