data_A1IT8
# 
_chem_comp.id                                    A1IT8 
_chem_comp.name                                  "(R)-Tolvaptan" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H25 Cl N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-11-13 
_chem_comp.pdbx_modified_date                    2025-05-30 
_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                        448.941 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IT8 
_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        9HAP 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              ? 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1IT8 C10  C1  C  0 1 N N N N N N 146.978 163.846 108.222 -4.858 -1.428 -0.037 C10  A1IT8 1  
A1IT8 C11  C2  C  0 1 Y N N N N N 149.366 165.322 109.710 -3.197 1.103  0.633  C11  A1IT8 2  
A1IT8 C12  C3  C  0 1 Y N N N N N 149.178 163.983 109.346 -3.066 0.215  -0.419 C12  A1IT8 3  
A1IT8 C13  C4  C  0 1 N N N N N N 149.002 163.237 107.003 -2.511 -2.107 -0.269 C13  A1IT8 4  
A1IT8 C14  C5  C  0 1 Y N N N N N 150.115 165.612 110.847 -2.903 2.440  0.458  C14  A1IT8 5  
A1IT8 C15  C6  C  0 1 Y N N N N N 149.727 162.960 110.114 -2.603 0.661  -1.650 C15  A1IT8 6  
A1IT8 C16  C7  C  0 1 Y N N N N N 150.165 162.292 107.093 -1.080 -1.772 -0.405 C16  A1IT8 7  
A1IT8 C07  C8  C  0 1 N N N N N N 147.339 166.379 108.489 -5.098 0.168  1.922  C07  A1IT8 8  
A1IT8 C08  C9  C  0 1 N N N N N N 146.576 165.128 108.926 -5.227 -1.263 1.418  C08  A1IT8 9  
A1IT8 C09  C10 C  0 1 N N R N N N 148.788 166.462 108.963 -3.635 0.595  1.994  C09  A1IT8 10 
A1IT8 C17  C11 C  0 1 Y N N N N N 150.651 164.582 111.593 -2.452 2.888  -0.773 C17  A1IT8 11 
A1IT8 C18  C12 C  0 1 Y N N N N N 150.468 163.264 111.243 -2.297 1.998  -1.822 C18  A1IT8 12 
A1IT8 C19  C13 C  0 1 Y N N N N N 149.962 160.937 107.397 -0.287 -2.455 -1.330 C19  A1IT8 13 
A1IT8 C20  C14 C  0 1 Y N N N N N 151.460 162.787 106.934 -0.517 -0.767 0.387  C20  A1IT8 14 
A1IT8 C21  C15 C  0 1 Y N N N N N 151.075 160.117 107.540 1.048  -2.141 -1.455 C21  A1IT8 15 
A1IT8 C22  C16 C  0 1 Y N N N N N 152.366 160.612 107.384 1.607  -1.144 -0.661 C22  A1IT8 16 
A1IT8 C23  C17 C  0 1 Y N N N N N 152.551 161.953 107.080 0.817  -0.458 0.258  C23  A1IT8 17 
A1IT8 C24  C18 C  0 1 N N N N N N 148.588 160.336 107.550 -0.891 -3.535 -2.191 C24  A1IT8 18 
A1IT8 C25  C19 C  0 1 N N N N N N 154.759 160.002 107.720 3.666  -0.444 0.291  C25  A1IT8 19 
A1IT8 C26  C20 C  0 1 Y N N N N N 155.655 158.813 107.863 5.065  0.005  0.137  C26  A1IT8 20 
A1IT8 C27  C21 C  0 1 Y N N N N N 156.096 158.400 109.130 5.820  0.347  1.260  C27  A1IT8 21 
A1IT8 C28  C22 C  0 1 Y N N N N N 156.021 158.099 106.720 5.640  0.083  -1.133 C28  A1IT8 22 
A1IT8 C29  C23 C  0 1 Y N N N N N 156.910 157.271 109.202 7.126  0.765  1.108  C29  A1IT8 23 
A1IT8 C30  C24 C  0 1 N N N N N N 155.612 159.055 110.398 5.209  0.261  2.635  C30  A1IT8 24 
A1IT8 C31  C25 C  0 1 Y N N N N N 156.827 156.978 106.831 6.947  0.502  -1.271 C31  A1IT8 25 
A1IT8 C32  C26 C  0 1 Y N N N N N 157.269 156.566 108.068 7.688  0.845  -0.154 C32  A1IT8 26 
A1IT8 N05  N1  N  0 1 N N N N N N 148.435 163.655 108.170 -3.434 -1.125 -0.246 N05  A1IT8 27 
A1IT8 N06  N2  N  0 1 N N N N N N 153.447 159.714 107.537 2.958  -0.828 -0.789 N06  A1IT8 28 
A1IT8 O02  O1  O  0 1 N N N N N N 148.840 167.608 109.808 -2.829 -0.523 2.368  O02  A1IT8 29 
A1IT8 O03  O2  O  0 1 N N N N N N 148.595 163.613 105.921 -2.858 -3.269 -0.177 O03  A1IT8 30 
A1IT8 O04  O3  O  0 1 N N N N N N 155.209 161.143 107.777 3.153  -0.467 1.393  O04  A1IT8 31 
A1IT8 CL01 CL1 CL 0 0 N N N N N N 151.594 164.966 113.005 -2.080 4.568  -1.000 CL01 A1IT8 32 
A1IT8 H1   H1  H  0 1 N N N N N N 146.591 163.874 107.193 -5.056 -2.454 -0.345 H1   A1IT8 33 
A1IT8 H2   H2  H  0 1 N N N N N N 146.531 162.996 108.759 -5.461 -0.749 -0.640 H2   A1IT8 34 
A1IT8 H3   H3  H  0 1 N N N N N N 150.276 166.638 111.144 -3.024 3.134  1.276  H3   A1IT8 35 
A1IT8 H4   H4  H  0 1 N N N N N N 149.575 161.929 109.829 -2.482 -0.032 -2.469 H4   A1IT8 36 
A1IT8 H5   H5  H  0 1 N N N N N N 147.340 166.409 107.389 -5.633 0.835  1.245  H5   A1IT8 37 
A1IT8 H6   H6  H  0 1 N N N N N N 146.803 167.257 108.880 -5.541 0.238  2.916  H6   A1IT8 38 
A1IT8 H7   H7  H  0 1 N N N N N N 145.506 165.299 108.737 -6.259 -1.589 1.555  H7   A1IT8 39 
A1IT8 H8   H8  H  0 1 N N N N N N 146.740 164.989 110.005 -4.580 -1.904 2.016  H8   A1IT8 40 
A1IT8 H9   H9  H  0 1 N N N N N N 149.416 166.644 108.078 -3.524 1.390  2.732  H9   A1IT8 41 
A1IT8 H10  H10 H  0 1 N N N N N N 150.898 162.475 111.843 -1.937 2.350  -2.777 H10  A1IT8 42 
A1IT8 H11  H11 H  0 1 N N N N N N 151.610 163.829 106.695 -1.129 -0.235 1.100  H11  A1IT8 43 
A1IT8 H12  H12 H  0 1 N N N N N N 150.935 159.073 107.777 1.662  -2.668 -2.170 H12  A1IT8 44 
A1IT8 H13  H13 H  0 1 N N N N N N 153.550 162.345 106.957 1.253  0.318  0.869  H13  A1IT8 45 
A1IT8 H14  H14 H  0 1 N N N N N N 148.235 159.974 106.573 -1.359 -3.084 -3.065 H14  A1IT8 46 
A1IT8 H15  H15 H  0 1 N N N N N N 148.632 159.495 108.258 -0.109 -4.224 -2.511 H15  A1IT8 47 
A1IT8 H16  H16 H  0 1 N N N N N N 147.894 161.100 107.931 -1.641 -4.079 -1.617 H16  A1IT8 48 
A1IT8 H17  H17 H  0 1 N N N N N N 155.675 158.421 105.749 5.063  -0.185 -2.006 H17  A1IT8 49 
A1IT8 H18  H18 H  0 1 N N N N N N 157.268 156.939 110.165 7.711  1.030  1.976  H18  A1IT8 50 
A1IT8 H19  H19 H  0 1 N N N N N N 154.680 158.573 110.728 5.257  -0.769 2.989  H19  A1IT8 51 
A1IT8 H20  H20 H  0 1 N N N N N N 156.377 158.948 111.181 5.761  0.906  3.318  H20  A1IT8 52 
A1IT8 H21  H21 H  0 1 N N N N N N 155.426 160.123 110.211 4.169  0.582  2.591  H21  A1IT8 53 
A1IT8 H22  H22 H  0 1 N N N N N N 157.109 156.427 105.946 7.393  0.563  -2.253 H22  A1IT8 54 
A1IT8 H23  H23 H  0 1 N N N N N N 157.897 155.691 108.153 8.711  1.172  -0.267 H23  A1IT8 55 
A1IT8 H24  H24 H  0 1 N N N N N N 153.214 158.742 107.506 3.389  -0.885 -1.656 H24  A1IT8 56 
A1IT8 H25  H25 H  0 1 N N N N N N 149.723 167.718 110.140 -1.914 -0.294 2.584  H25  A1IT8 57 
# 
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 
A1IT8 O03 C13  DOUB N N 1  
A1IT8 C28 C31  DOUB Y N 2  
A1IT8 C28 C26  SING Y N 3  
A1IT8 C31 C32  SING Y N 4  
A1IT8 C20 C23  DOUB Y N 5  
A1IT8 C20 C16  SING Y N 6  
A1IT8 C13 C16  SING N N 7  
A1IT8 C13 N05  SING N N 8  
A1IT8 C23 C22  SING Y N 9  
A1IT8 C16 C19  DOUB Y N 10 
A1IT8 C22 N06  SING N N 11 
A1IT8 C22 C21  DOUB Y N 12 
A1IT8 C19 C21  SING Y N 13 
A1IT8 C19 C24  SING N N 14 
A1IT8 N06 C25  SING N N 15 
A1IT8 C25 O04  DOUB N N 16 
A1IT8 C25 C26  SING N N 17 
A1IT8 C26 C27  DOUB Y N 18 
A1IT8 C32 C29  DOUB Y N 19 
A1IT8 N05 C10  SING N N 20 
A1IT8 N05 C12  SING N N 21 
A1IT8 C10 C08  SING N N 22 
A1IT8 C07 C08  SING N N 23 
A1IT8 C07 C09  SING N N 24 
A1IT8 C09 C11  SING N N 25 
A1IT8 C09 O02  SING N N 26 
A1IT8 C27 C29  SING Y N 27 
A1IT8 C27 C30  SING N N 28 
A1IT8 C12 C11  DOUB Y N 29 
A1IT8 C12 C15  SING Y N 30 
A1IT8 C11 C14  SING Y N 31 
A1IT8 C15 C18  DOUB Y N 32 
A1IT8 C14 C17  DOUB Y N 33 
A1IT8 C18 C17  SING Y N 34 
A1IT8 C17 CL01 SING N N 35 
A1IT8 C10 H1   SING N N 36 
A1IT8 C10 H2   SING N N 37 
A1IT8 C14 H3   SING N N 38 
A1IT8 C15 H4   SING N N 39 
A1IT8 C07 H5   SING N N 40 
A1IT8 C07 H6   SING N N 41 
A1IT8 C08 H7   SING N N 42 
A1IT8 C08 H8   SING N N 43 
A1IT8 C09 H9   SING N N 44 
A1IT8 C18 H10  SING N N 45 
A1IT8 C20 H11  SING N N 46 
A1IT8 C21 H12  SING N N 47 
A1IT8 C23 H13  SING N N 48 
A1IT8 C24 H14  SING N N 49 
A1IT8 C24 H15  SING N N 50 
A1IT8 C24 H16  SING N N 51 
A1IT8 C28 H17  SING N N 52 
A1IT8 C29 H18  SING N N 53 
A1IT8 C30 H19  SING N N 54 
A1IT8 C30 H20  SING N N 55 
A1IT8 C30 H21  SING N N 56 
A1IT8 C31 H22  SING N N 57 
A1IT8 C32 H23  SING N N 58 
A1IT8 N06 H24  SING N N 59 
A1IT8 O02 H25  SING N N 60 
# 
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 
A1IT8 InChI            InChI                1.06  "InChI=1S/C26H25ClN2O3/c1-16-6-3-4-7-20(16)25(31)28-19-10-11-21(17(2)14-19)26(32)29-13-5-8-24(30)22-15-18(27)9-12-23(22)29/h3-4,6-7,9-12,14-15,24,30H,5,8,13H2,1-2H3,(H,28,31)/t24-/m1/s1" 
A1IT8 InChIKey         InChI                1.06  GYHCTFXIZSNGJT-XMMPIXPASA-N                                                                                                                                                                
A1IT8 SMILES_CANONICAL CACTVS               3.385 "Cc1ccccc1C(=O)Nc2ccc(c(C)c2)C(=O)N3CCC[C@@H](O)c4cc(Cl)ccc34"                                                                                                                             
A1IT8 SMILES           CACTVS               3.385 "Cc1ccccc1C(=O)Nc2ccc(c(C)c2)C(=O)N3CCC[CH](O)c4cc(Cl)ccc34"                                                                                                                               
A1IT8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1ccccc1C(=O)Nc2ccc(c(c2)C)C(=O)N3CCC[C@H](c4c3ccc(c4)Cl)O"                                                                                                                              
A1IT8 SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1ccccc1C(=O)Nc2ccc(c(c2)C)C(=O)N3CCCC(c4c3ccc(c4)Cl)O"                                                                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           A1IT8 
_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        "~{N}-[4-[[(5~{R})-7-chloranyl-5-oxidanyl-2,3,4,5-tetrahydro-1-benzazepin-1-yl]carbonyl]-3-methyl-phenyl]-2-methyl-benzamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IT8 "Create component" 2024-11-13 PDBE 
A1IT8 "Initial release"  2025-06-04 RCSB 
# 
