data_C9F
# 
_chem_comp.id                                    C9F 
_chem_comp.name                                  Diltiazem 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H26 N2 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2019-04-18 
_chem_comp.pdbx_modified_date                    2023-04-10 
_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                        414.518 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     C9F 
_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        6JPB 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
C9F C10 C1  C 0 1 Y N N 169.859 187.734 167.717 4.427  0.755  0.954  C10 C9F 1  
C9F C13 C2  C 0 1 N N N 172.642 187.718 168.609 5.677  -2.631 0.320  C13 C9F 2  
C9F C15 C3  C 0 1 Y N N 168.656 185.273 168.242 2.093  -0.693 0.607  C15 C9F 3  
C9F C20 C4  C 0 1 N N N 165.257 185.558 163.798 1.627  2.973  -3.500 C20 C9F 4  
C9F C21 C5  C 0 1 Y N N 167.362 185.871 172.078 -2.713 1.829  2.446  C21 C9F 5  
C9F C22 C6  C 0 1 Y N N 168.201 185.084 172.920 -3.964 2.290  2.077  C22 C9F 6  
C9F C24 C7  C 0 1 Y N N 167.966 183.242 171.395 -3.808 1.102  -0.002 C24 C9F 7  
C9F C26 C8  C 0 1 N N N 165.368 181.179 169.324 -2.217 -2.567 -0.171 C26 C9F 8  
C9F C28 C9  C 0 1 N N N 163.970 179.836 167.923 -2.175 -4.149 -2.003 C28 C9F 9  
C9F O01 O1  O 0 1 N N N 165.736 182.847 167.227 0.140  -0.691 -1.391 O01 C9F 10 
C9F C02 C10 C 0 1 N N N 166.029 183.709 167.969 -0.544 0.120  -0.803 C02 C9F 11 
C9F N03 N1  N 0 1 N N N 166.604 183.318 169.279 -1.816 -0.179 -0.511 N03 C9F 12 
C9F C04 C11 C 0 1 Y N N 167.123 184.030 170.531 -2.549 0.648  0.355  C04 C9F 13 
C9F C05 C12 C 0 1 Y N N 166.832 185.339 170.903 -2.005 1.004  1.587  C05 C9F 14 
C9F S06 S1  S 0 1 N N N 165.785 186.406 169.899 -0.418 0.387  2.042  S06 C9F 15 
C9F C07 C13 C 0 1 N N S 166.300 186.375 168.180 0.700  1.354  0.974  C07 C9F 16 
C9F C08 C14 C 0 1 Y N N 167.873 186.425 168.078 2.036  0.663  0.873  C08 C9F 17 
C9F C09 C15 C 0 1 Y N N 168.481 187.645 167.817 3.202  1.386  1.046  C09 C9F 18 
C9F C11 C16 C 0 1 Y N N 170.636 186.594 167.879 4.487  -0.605 0.687  C11 C9F 19 
C9F O12 O2  O 0 1 N N N 172.080 186.701 167.774 5.692  -1.229 0.597  O12 C9F 20 
C9F C14 C17 C 0 1 Y N N 170.031 185.362 168.142 3.316  -1.328 0.514  C14 C9F 21 
C9F C16 C18 C 0 1 N N S 165.739 185.144 167.428 0.049  1.442  -0.416 C16 C9F 22 
C9F O17 O3  O 0 1 N N N 166.208 185.196 166.122 1.055  1.821  -1.393 O17 C9F 23 
C9F C18 C19 C 0 1 N N N 165.240 184.879 165.179 0.640  2.544  -2.445 C18 C9F 24 
C9F O19 O4  O 0 1 N N N 164.368 184.062 165.448 -0.524 2.850  -2.547 O19 C9F 25 
C9F C23 C20 C 0 1 Y N N 168.493 183.765 172.560 -4.510 1.927  0.859  C23 C9F 26 
C9F C25 C21 C 0 1 N N N 166.731 181.846 169.448 -2.442 -1.368 -1.094 C25 C9F 27 
C9F N27 N2  N 0 1 N N N 165.285 180.374 168.050 -2.844 -3.760 -0.755 N27 C9F 28 
C9F C29 C22 C 0 1 N N N 166.242 179.287 168.089 -2.857 -4.872 0.205  C29 C9F 29 
C9F H1  H1  H 0 1 N N N 170.328 188.686 167.514 5.338  1.321  1.085  H1  C9F 30 
C9F H2  H2  H 0 1 N N N 173.734 187.740 168.477 5.137  -3.151 1.110  H2  C9F 31 
C9F H3  H3  H 0 1 N N N 172.219 188.695 168.332 5.184  -2.807 -0.636 H3  C9F 32 
C9F H4  H4  H 0 1 N N N 172.405 187.501 169.661 6.701  -3.002 0.274  H4  C9F 33 
C9F H5  H5  H 0 1 N N N 168.187 184.322 168.445 1.181  -1.255 0.472  H5  C9F 34 
C9F H6  H6  H 0 1 N N N 164.416 185.185 163.195 1.110  3.547  -4.269 H6  C9F 35 
C9F H7  H7  H 0 1 N N N 165.164 186.647 163.924 2.400  3.592  -3.044 H7  C9F 36 
C9F H8  H8  H 0 1 N N N 166.204 185.327 163.288 2.085  2.092  -3.950 H8  C9F 37 
C9F H9  H9  H 0 1 N N N 167.134 186.890 172.353 -2.289 2.115  3.397  H9  C9F 38 
C9F H10 H10 H 0 1 N N N 168.608 185.503 173.828 -4.517 2.937  2.742  H10 C9F 39 
C9F H11 H11 H 0 1 N N N 168.190 182.221 171.126 -4.236 0.821  -0.953 H11 C9F 40 
C9F H12 H12 H 0 1 N N N 164.586 181.953 169.314 -1.147 -2.740 -0.054 H12 C9F 41 
C9F H13 H13 H 0 1 N N N 165.212 180.511 170.184 -2.660 -2.364 0.804  H13 C9F 42 
C9F H14 H14 H 0 1 N N N 163.239 180.657 167.893 -2.703 -4.991 -2.451 H14 C9F 43 
C9F H15 H15 H 0 1 N N N 163.902 179.250 166.995 -2.180 -3.307 -2.696 H15 C9F 44 
C9F H16 H16 H 0 1 N N N 163.755 179.185 168.784 -1.146 -4.437 -1.789 H16 C9F 45 
C9F H17 H17 H 0 1 N N N 165.892 187.288 167.721 0.832  2.355  1.386  H17 C9F 46 
C9F H18 H18 H 0 1 N N N 167.875 188.530 167.691 3.154  2.444  1.254  H18 C9F 47 
C9F H19 H19 H 0 1 N N N 170.639 184.478 168.267 3.360  -2.387 0.306  H19 C9F 48 
C9F H20 H20 H 0 1 N N N 164.645 185.256 167.412 -0.736 2.197  -0.398 H20 C9F 49 
C9F H21 H21 H 0 1 N N N 169.127 183.158 173.189 -5.492 2.280  0.583  H21 C9F 50 
C9F H22 H22 H 0 1 N N N 167.401 181.448 168.672 -1.999 -1.572 -2.069 H22 C9F 51 
C9F H23 H23 H 0 1 N N N 167.151 181.630 170.441 -3.512 -1.195 -1.210 H23 C9F 52 
C9F H25 H25 H 0 1 N N N 167.258 179.696 168.187 -1.833 -5.119 0.488  H25 C9F 53 
C9F H26 H26 H 0 1 N N N 166.024 178.637 168.949 -3.419 -4.580 1.092  H26 C9F 54 
C9F H27 H27 H 0 1 N N N 166.170 178.702 167.160 -3.327 -5.742 -0.253 H27 C9F 55 
# 
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 
C9F C20 C18 SING N N 1  
C9F C18 O19 DOUB N N 2  
C9F C18 O17 SING N N 3  
C9F O17 C16 SING N N 4  
C9F O01 C02 DOUB N N 5  
C9F C16 C02 SING N N 6  
C9F C16 C07 SING N N 7  
C9F C10 C09 DOUB Y N 8  
C9F C10 C11 SING Y N 9  
C9F O12 C11 SING N N 10 
C9F O12 C13 SING N N 11 
C9F C09 C08 SING Y N 12 
C9F C11 C14 DOUB Y N 13 
C9F C28 N27 SING N N 14 
C9F C02 N03 SING N N 15 
C9F N27 C29 SING N N 16 
C9F N27 C26 SING N N 17 
C9F C08 C07 SING N N 18 
C9F C08 C15 DOUB Y N 19 
C9F C14 C15 SING Y N 20 
C9F C07 S06 SING N N 21 
C9F N03 C25 SING N N 22 
C9F N03 C04 SING N N 23 
C9F C26 C25 SING N N 24 
C9F S06 C05 SING N N 25 
C9F C04 C05 DOUB Y N 26 
C9F C04 C24 SING Y N 27 
C9F C05 C21 SING Y N 28 
C9F C24 C23 DOUB Y N 29 
C9F C21 C22 DOUB Y N 30 
C9F C23 C22 SING Y N 31 
C9F C10 H1  SING N N 32 
C9F C13 H2  SING N N 33 
C9F C13 H3  SING N N 34 
C9F C13 H4  SING N N 35 
C9F C15 H5  SING N N 36 
C9F C20 H6  SING N N 37 
C9F C20 H7  SING N N 38 
C9F C20 H8  SING N N 39 
C9F C21 H9  SING N N 40 
C9F C22 H10 SING N N 41 
C9F C24 H11 SING N N 42 
C9F C26 H12 SING N N 43 
C9F C26 H13 SING N N 44 
C9F C28 H14 SING N N 45 
C9F C28 H15 SING N N 46 
C9F C28 H16 SING N N 47 
C9F C07 H17 SING N N 48 
C9F C09 H18 SING N N 49 
C9F C14 H19 SING N N 50 
C9F C16 H20 SING N N 51 
C9F C23 H21 SING N N 52 
C9F C25 H22 SING N N 53 
C9F C25 H23 SING N N 54 
C9F C29 H25 SING N N 55 
C9F C29 H26 SING N N 56 
C9F C29 H27 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 
C9F InChI            InChI                1.06  "InChI=1S/C22H26N2O4S/c1-15(25)28-20-21(16-9-11-17(27-4)12-10-16)29-19-8-6-5-7-18(19)24(22(20)26)14-13-23(2)3/h5-12,20-21H,13-14H2,1-4H3/t20-,21+/m1/s1" 
C9F InChIKey         InChI                1.06  HSUGRBWQSSZJOP-RTWAWAEBSA-N                                                                                                                              
C9F SMILES_CANONICAL CACTVS               3.385 "COc1ccc(cc1)[C@@H]2Sc3ccccc3N(CCN(C)C)C(=O)[C@@H]2OC(C)=O"                                                                                              
C9F SMILES           CACTVS               3.385 "COc1ccc(cc1)[CH]2Sc3ccccc3N(CCN(C)C)C(=O)[CH]2OC(C)=O"                                                                                                  
C9F SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(=O)O[C@@H]1[C@@H](Sc2ccccc2N(C1=O)CCN(C)C)c3ccc(cc3)OC"                                                                                              
C9F SMILES           "OpenEye OEToolkits" 2.0.7 "CC(=O)OC1C(Sc2ccccc2N(C1=O)CCN(C)C)c3ccc(cc3)OC"                                                                                                        
# 
_pdbx_chem_comp_identifier.comp_id           C9F 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "[(2~{S},3~{S})-5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxidanylidene-2,3-dihydro-1,5-benzothiazepin-3-yl] ethanoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
C9F "Create component" 2019-04-18 PDBJ 
C9F "Initial release"  2019-06-12 RCSB 
C9F "Modify name"      2023-04-10 PDBJ 
# 
