data_H6T
# 
_chem_comp.id                                    H6T 
_chem_comp.name                                  "2-[(S)-(2-chlorophenyl){2-[(2S)-1-methylpyrrolidin-2-yl]ethoxy}methyl]thieno[3,2-b]pyridine-7-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H23 Cl N2 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-06-26 
_chem_comp.pdbx_modified_date                    2018-11-16 
_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                        430.948 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     H6T 
_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        6DQ8 
_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 
H6T C02 C1  C  0 1 Y N N -28.230 22.426 4.189  0.258  3.187  -0.139 C02 H6T 1  
H6T C03 C2  C  0 1 Y N N -29.371 22.733 4.901  0.269  4.290  -0.974 C03 H6T 2  
H6T C04 C3  C  0 1 Y N N -29.329 23.649 5.929  0.510  4.131  -2.326 C04 H6T 3  
H6T C05 C4  C  0 1 Y N N -28.137 24.261 6.247  0.740  2.870  -2.843 C05 H6T 4  
H6T C06 C5  C  0 1 Y N N -26.996 23.959 5.536  0.729  1.767  -2.010 C06 H6T 5  
H6T C07 C6  C  0 1 Y N N -27.014 23.044 4.489  0.489  1.925  -0.657 C07 H6T 6  
H6T C08 C7  C  0 1 N N S -25.720 22.752 3.758  0.478  0.723  0.252  C08 H6T 7  
H6T C10 C8  C  0 1 N N N -24.687 23.031 1.626  2.648  -0.278 0.065  C10 H6T 8  
H6T C11 C9  C  0 1 N N N -24.991 23.757 0.350  3.399  -1.429 -0.606 C11 H6T 9  
H6T C12 C10 C  0 1 N N S -25.927 23.025 -0.584 4.894  -1.310 -0.301 C12 H6T 10 
H6T C14 C11 C  0 1 N N N -26.322 24.527 -2.501 5.190  -0.377 1.922  C14 H6T 11 
H6T C15 C12 C  0 1 N N N -25.856 22.201 -2.795 6.430  -2.341 1.223  C15 H6T 12 
H6T C16 C13 C  0 1 N N N -25.527 21.028 -1.906 6.967  -2.522 -0.212 C16 H6T 13 
H6T C17 C14 C  0 1 N N N -25.849 21.496 -0.507 5.691  -2.383 -1.083 C17 H6T 14 
H6T C18 C15 C  0 1 Y N N -25.095 21.460 4.229  -0.938 0.236  0.423  C18 H6T 15 
H6T C20 C16 C  0 1 Y N N -24.809 20.332 3.510  -1.727 0.582  1.422  C20 H6T 16 
H6T C21 C17 C  0 1 Y N N -24.225 19.277 4.228  -3.055 -0.008 1.388  C21 H6T 17 
H6T C22 C18 C  0 1 Y N N -24.033 19.550 5.583  -3.221 -0.840 0.274  C22 H6T 18 
H6T C23 C19 C  0 1 Y N N -23.436 18.515 6.413  -4.454 -1.498 0.082  C23 H6T 19 
H6T C24 C20 C  0 1 N N N -23.185 18.713 7.866  -4.667 -2.384 -1.081 C24 H6T 20 
H6T C27 C21 C  0 1 Y N N -23.092 17.321 5.804  -5.468 -1.290 1.018  C27 H6T 21 
H6T C28 C22 C  0 1 Y N N -23.325 17.145 4.442  -5.227 -0.452 2.093  C28 H6T 22 
H6T N13 N1  N  0 1 N N N -25.585 23.381 -1.980 5.154  -1.609 1.123  N13 H6T 23 
H6T N29 N2  N  0 1 Y N N -23.879 18.095 3.662  -4.073 0.147  2.250  N29 H6T 24 
H6T O09 O1  O  0 1 N N N -25.894 22.781 2.336  1.273  -0.316 -0.323 O09 H6T 25 
H6T O25 O2  O  0 1 N N N -22.346 18.044 8.463  -3.774 -2.555 -1.887 O25 H6T 26 
H6T O26 O3  O  0 1 N N N -23.864 19.631 8.520  -5.852 -3.004 -1.248 O26 H6T 27 
H6T S19 S1  S  0 1 Y N N -24.627 21.209 5.911  -1.747 -0.856 -0.684 S19 H6T 28 
H6T CL  CL1 CL 0 0 N N N -28.348 21.270 2.909  -0.037 3.387  1.560  CL  H6T 29 
H6T H1  H1  H  0 1 N N N -30.305 22.251 4.650  0.089  5.275  -0.570 H1  H6T 30 
H6T H2  H2  H  0 1 N N N -30.226 23.886 6.482  0.518  4.992  -2.977 H2  H6T 31 
H6T H3  H3  H  0 1 N N N -28.097 24.978 7.054  0.928  2.746  -3.899 H3  H6T 32 
H6T H4  H4  H  0 1 N N N -26.067 24.444 5.798  0.909  0.782  -2.415 H4  H6T 33 
H6T H5  H5  H  0 1 N N N -25.019 23.557 4.024  0.887  0.999  1.223  H5  H6T 34 
H6T H6  H6  H  0 1 N N N -24.195 22.075 1.394  2.723  -0.377 1.148  H6  H6T 35 
H6T H7  H7  H  0 1 N N N -24.019 23.646 2.246  3.086  0.671  -0.244 H7  H6T 36 
H6T H8  H8  H  0 1 N N N -24.043 23.930 -0.181 3.025  -2.379 -0.223 H8  H6T 37 
H6T H9  H9  H  0 1 N N N -25.449 24.724 0.606  3.243  -1.386 -1.684 H9  H6T 38 
H6T H10 H10 H  0 1 N N N -26.960 23.336 -0.371 5.253  -0.312 -0.553 H10 H6T 39 
H6T H11 H11 H  0 1 N N N -26.112 25.411 -1.881 5.930  0.306  1.503  H11 H6T 40 
H6T H12 H12 H  0 1 N N N -26.010 24.723 -3.537 4.208  0.097  1.905  H12 H6T 41 
H6T H13 H13 H  0 1 N N N -27.400 24.311 -2.478 5.459  -0.618 2.950  H13 H6T 42 
H6T H14 H14 H  0 1 N N N -26.914 22.173 -3.096 6.263  -3.316 1.682  H14 H6T 43 
H6T H15 H15 H  0 1 N N N -25.220 22.196 -3.692 7.141  -1.767 1.816  H15 H6T 44 
H6T H16 H16 H  0 1 N N N -26.142 20.156 -2.173 7.687  -1.740 -0.455 H16 H6T 45 
H6T H17 H17 H  0 1 N N N -24.462 20.766 -1.990 7.413  -3.509 -0.335 H17 H6T 46 
H6T H18 H18 H  0 1 N N N -26.812 21.080 -0.176 5.143  -3.324 -1.125 H18 H6T 47 
H6T H19 H19 H  0 1 N N N -25.057 21.188 0.191  5.939  -2.033 -2.085 H19 H6T 48 
H6T H20 H20 H  0 1 N N N -25.020 20.258 2.453  -1.410 1.253  2.207  H20 H6T 49 
H6T H21 H21 H  0 1 N N N -22.644 16.527 6.383  -6.426 -1.776 0.905  H21 H6T 50 
H6T H22 H22 H  0 1 N N N -23.049 16.204 3.990  -6.009 -0.289 2.820  H22 H6T 51 
H6T H23 H23 H  0 1 N N N -23.586 19.644 9.428  -5.944 -3.574 -2.024 H23 H6T 52 
# 
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 
H6T C15 N13 SING N N 1  
H6T C15 C16 SING N N 2  
H6T C14 N13 SING N N 3  
H6T N13 C12 SING N N 4  
H6T C16 C17 SING N N 5  
H6T C12 C17 SING N N 6  
H6T C12 C11 SING N N 7  
H6T C11 C10 SING N N 8  
H6T C10 O09 SING N N 9  
H6T O09 C08 SING N N 10 
H6T CL  C02 SING N N 11 
H6T C20 C21 SING Y N 12 
H6T C20 C18 DOUB Y N 13 
H6T N29 C21 DOUB Y N 14 
H6T N29 C28 SING Y N 15 
H6T C08 C18 SING N N 16 
H6T C08 C07 SING N N 17 
H6T C02 C07 DOUB Y N 18 
H6T C02 C03 SING Y N 19 
H6T C21 C22 SING Y N 20 
H6T C18 S19 SING Y N 21 
H6T C28 C27 DOUB Y N 22 
H6T C07 C06 SING Y N 23 
H6T C03 C04 DOUB Y N 24 
H6T C06 C05 DOUB Y N 25 
H6T C22 S19 SING Y N 26 
H6T C22 C23 DOUB Y N 27 
H6T C27 C23 SING Y N 28 
H6T C04 C05 SING Y N 29 
H6T C23 C24 SING N N 30 
H6T C24 O25 DOUB N N 31 
H6T C24 O26 SING N N 32 
H6T C03 H1  SING N N 33 
H6T C04 H2  SING N N 34 
H6T C05 H3  SING N N 35 
H6T C06 H4  SING N N 36 
H6T C08 H5  SING N N 37 
H6T C10 H6  SING N N 38 
H6T C10 H7  SING N N 39 
H6T C11 H8  SING N N 40 
H6T C11 H9  SING N N 41 
H6T C12 H10 SING N N 42 
H6T C14 H11 SING N N 43 
H6T C14 H12 SING N N 44 
H6T C14 H13 SING N N 45 
H6T C15 H14 SING N N 46 
H6T C15 H15 SING N N 47 
H6T C16 H16 SING N N 48 
H6T C16 H17 SING N N 49 
H6T C17 H18 SING N N 50 
H6T C17 H19 SING N N 51 
H6T C20 H20 SING N N 52 
H6T C27 H21 SING N N 53 
H6T C28 H22 SING N N 54 
H6T O26 H23 SING N N 55 
# 
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 
H6T SMILES           ACDLabs              12.01 "c1(c(cccc1)C(c2sc3c(c2)nccc3C(=O)O)OCCC4CCCN4C)Cl"                                                                                                                                  
H6T InChI            InChI                1.03  "InChI=1S/C22H23ClN2O3S/c1-25-11-4-5-14(25)9-12-28-20(15-6-2-3-7-17(15)23)19-13-18-21(29-19)16(22(26)27)8-10-24-18/h2-3,6-8,10,13-14,20H,4-5,9,11-12H2,1H3,(H,26,27)/t14-,20-/m0/s1" 
H6T InChIKey         InChI                1.03  CKHGFLIUOABPPV-XOBRGWDASA-N                                                                                                                                                          
H6T SMILES_CANONICAL CACTVS               3.385 "CN1CCC[C@H]1CCO[C@H](c2sc3c(c2)nccc3C(O)=O)c4ccccc4Cl"                                                                                                                              
H6T SMILES           CACTVS               3.385 "CN1CCC[CH]1CCO[CH](c2sc3c(c2)nccc3C(O)=O)c4ccccc4Cl"                                                                                                                                
H6T SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN1CCC[C@H]1CCO[C@@H](c2ccccc2Cl)c3cc4c(s3)c(ccn4)C(=O)O"                                                                                                                           
H6T SMILES           "OpenEye OEToolkits" 2.0.6 "CN1CCCC1CCOC(c2ccccc2Cl)c3cc4c(s3)c(ccn4)C(=O)O"                                                                                                                                    
# 
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 
H6T "SYSTEMATIC NAME" ACDLabs              12.01 "2-[(S)-(2-chlorophenyl){2-[(2S)-1-methylpyrrolidin-2-yl]ethoxy}methyl]thieno[3,2-b]pyridine-7-carboxylic acid"        
H6T "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(~{S})-(2-chlorophenyl)-[2-[(2~{S})-1-methylpyrrolidin-2-yl]ethoxy]methyl]thieno[3,2-b]pyridine-7-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
H6T "Create component" 2018-06-26 RCSB 
H6T "Initial release"  2018-11-21 RCSB 
# 
