data_RLH
# 
_chem_comp.id                                    RLH 
_chem_comp.name                                  "2-(3-chlorophenyl)-N-{7-[2-(pyrrolidin-1-yl)ethoxy]isoquinolin-4-yl}acetamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H24 Cl N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-22 
_chem_comp.pdbx_modified_date                    2023-11-03 
_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                        409.909 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RLH 
_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        7GMN 
_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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
RLH N1  N1  N  0 1 Y N N N N N -16.447 4.417  25.652 -0.447 3.208  -1.045 N1  RLH 1  
RLH C4  C1  C  0 1 Y N N N N N -22.341 4.609  29.266 -5.219 -0.379 1.147  C4  RLH 2  
RLH C5  C2  C  0 1 N N N N N N -21.968 4.972  27.848 -3.796 -0.491 1.630  C5  RLH 3  
RLH C6  C3  C  0 1 N N N N N N -20.479 5.224  27.734 -2.917 0.427  0.822  C6  RLH 4  
RLH C7  C4  C  0 1 Y N N N N N -18.650 5.325  26.082 -0.766 1.274  0.270  C7  RLH 5  
RLH C8  C5  C  0 1 Y N N N N N -17.754 4.274  25.908 -1.221 2.455  -0.276 C8  RLH 6  
RLH C10 C6  C  0 1 Y N N N N N -16.758 6.826  25.694 1.355  1.706  -0.833 C10 RLH 7  
RLH C13 C7  C  0 1 N N N N N N -15.351 10.904 25.387 4.915  -1.425 -0.319 C13 RLH 8  
RLH C15 C8  C  0 1 N N N N N N -17.283 13.251 27.050 8.581  -0.682 -0.742 C15 RLH 9  
RLH C17 C9  C  0 1 N N N N N N -16.425 13.319 29.316 8.764  -0.308 1.644  C17 RLH 10 
RLH C20 C10 C  0 1 Y N N N N N -18.958 7.815  26.045 1.100  -0.315 0.509  C20 RLH 11 
RLH C21 C11 C  0 1 Y N N N N N -18.147 6.656  25.955 0.559  0.871  -0.006 C21 RLH 12 
RLH C22 C12 C  0 1 Y N N N N N -22.488 3.274  29.629 -5.674 -1.208 0.139  C22 RLH 13 
RLH O   O1  O  0 1 N N N N N N -19.787 5.468  28.719 -3.398 1.106  -0.061 O   RLH 14 
RLH C3  C13 C  0 1 Y N N N N N -22.464 5.587  30.247 -6.071 0.550  1.715  C3  RLH 15 
RLH C2  C14 C  0 1 Y N N N N N -22.706 5.244  31.568 -7.378 0.649  1.276  C2  RLH 16 
RLH C1  C15 C  0 1 Y N N N N N -22.829 3.912  31.931 -7.834 -0.180 0.269  C1  RLH 17 
RLH C   C16 C  0 1 Y N N N N N -22.713 2.947  30.951 -6.982 -1.109 -0.301 C   RLH 18 
RLH CL  CL1 CL 0 0 N N N N N N -22.790 1.268  31.399 -7.554 -2.150 -1.567 CL  RLH 19 
RLH N   N2  N  0 1 N N N N N N -19.985 5.154  26.484 -1.596 0.494  1.079  N   RLH 20 
RLH C9  C17 C  0 1 Y N N N N N -15.972 5.654  25.554 0.791  2.889  -1.338 C9  RLH 21 
RLH C19 C18 C  0 1 Y N N N N N -18.429 9.059  25.877 2.385  -0.653 0.208  C19 RLH 22 
RLH C12 C19 C  0 1 Y N N N N N -17.075 9.218  25.613 3.173  0.167  -0.604 C12 RLH 23 
RLH C11 C20 C  0 1 Y N N N N N -16.236 8.134  25.540 2.675  1.329  -1.123 C11 RLH 24 
RLH O1  O2  O  0 1 N N N N N N -16.737 10.525 25.352 4.451  -0.198 -0.886 O1  RLH 25 
RLH C14 C21 C  0 1 N N N N N N -15.262 12.318 25.913 6.364  -1.668 -0.743 C14 RLH 26 
RLH N2  N3  N  0 1 N N N N N N -16.027 12.497 27.154 7.224  -0.624 -0.168 N2  RLH 27 
RLH C18 C22 C  0 1 N N N N N N -15.331 13.122 28.282 7.327  -0.772 1.299  C18 RLH 28 
RLH C16 C23 C  0 1 N N N N N N -17.711 13.448 28.499 9.567  -0.850 0.433  C16 RLH 29 
RLH H1  H1  H  0 1 N N N N N N -22.512 5.882  27.553 -3.747 -0.209 2.682  H1  RLH 30 
RLH H2  H2  H  0 1 N N N N N N -22.247 4.145  27.178 -3.453 -1.519 1.513  H2  RLH 31 
RLH H3  H3  H  0 1 N N N N N N -18.141 3.269  25.985 -2.232 2.775  -0.073 H3  RLH 32 
RLH H4  H4  H  0 1 N N N N N N -14.796 10.224 26.050 4.859  -1.367 0.768  H4  RLH 33 
RLH H5  H5  H  0 1 N N N N N N -14.926 10.856 24.374 4.291  -2.247 -0.671 H5  RLH 34 
RLH H6  H6  H  0 1 N N N N N N -17.119 14.219 26.555 8.662  -1.533 -1.418 H6  RLH 35 
RLH H7  H7  H  0 1 N N N N N N -18.039 12.678 26.493 8.796  0.242  -1.278 H7  RLH 36 
RLH H8  H8  H  0 1 N N N N N N -16.480 12.453 29.992 8.820  0.780  1.696  H8  RLH 37 
RLH H9  H9  H  0 1 N N N N N N -16.245 14.232 29.903 9.107  -0.759 2.575  H9  RLH 38 
RLH H10 H10 H  0 1 N N N N N N -20.013 7.710  26.250 0.503  -0.956 1.140  H10 RLH 39 
RLH H11 H11 H  0 1 N N N N N N -22.426 2.498  28.881 -5.009 -1.934 -0.305 H11 RLH 40 
RLH H12 H12 H  0 1 N N N N N N -22.370 6.628  29.976 -5.715 1.198  2.502  H12 RLH 41 
RLH H13 H13 H  0 1 N N N N N N -22.799 6.017  32.317 -8.043 1.375  1.721  H13 RLH 42 
RLH H14 H14 H  0 1 N N N N N N -23.012 3.635  32.959 -8.856 -0.102 -0.074 H14 RLH 43 
RLH H15 H15 H  0 1 N N N N N N -20.644 4.958  25.758 -1.221 0.000  1.825  H15 RLH 44 
RLH H16 H16 H  0 1 N N N N N N -14.917 5.775  25.355 1.379  3.539  -1.970 H16 RLH 45 
RLH H17 H17 H  0 1 N N N N N N -19.067 9.927  25.950 2.801  -1.567 0.606  H17 RLH 46 
RLH H18 H18 H  0 1 N N N N N N -15.180 8.278  25.365 3.293  1.954  -1.751 H18 RLH 47 
RLH H19 H19 H  0 1 N N N N N N -14.206 12.557 26.110 6.689  -2.645 -0.385 H19 RLH 48 
RLH H20 H20 H  0 1 N N N N N N -15.658 13.005 25.151 6.435  -1.637 -1.831 H20 RLH 49 
RLH H22 H22 H  0 1 N N N N N N -14.540 12.463 28.669 7.186  -1.814 1.587  H22 RLH 50 
RLH H23 H23 H  0 1 N N N N N N -14.892 14.087 27.986 6.593  -0.138 1.797  H23 RLH 51 
RLH H24 H24 H  0 1 N N N N N N -18.158 14.443 28.638 9.820  -1.900 0.577  H24 RLH 52 
RLH H25 H25 H  0 1 N N N N N N -18.436 12.676 28.796 10.466 -0.255 0.270  H25 RLH 53 
# 
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 
RLH O1  C13 SING N N 1  
RLH O1  C12 SING N N 2  
RLH C13 C14 SING N N 3  
RLH C11 C12 DOUB Y N 4  
RLH C11 C10 SING Y N 5  
RLH C9  N1  DOUB Y N 6  
RLH C9  C10 SING Y N 7  
RLH C12 C19 SING Y N 8  
RLH N1  C8  SING Y N 9  
RLH C10 C21 DOUB Y N 10 
RLH C19 C20 DOUB Y N 11 
RLH C8  C7  DOUB Y N 12 
RLH C14 N2  SING N N 13 
RLH C21 C20 SING Y N 14 
RLH C21 C7  SING Y N 15 
RLH C7  N   SING N N 16 
RLH N   C6  SING N N 17 
RLH C15 N2  SING N N 18 
RLH C15 C16 SING N N 19 
RLH N2  C18 SING N N 20 
RLH C6  C5  SING N N 21 
RLH C6  O   DOUB N N 22 
RLH C5  C4  SING N N 23 
RLH C18 C17 SING N N 24 
RLH C16 C17 SING N N 25 
RLH C4  C22 DOUB Y N 26 
RLH C4  C3  SING Y N 27 
RLH C22 C   SING Y N 28 
RLH C3  C2  DOUB Y N 29 
RLH C   CL  SING N N 30 
RLH C   C1  DOUB Y N 31 
RLH C2  C1  SING Y N 32 
RLH C5  H1  SING N N 33 
RLH C5  H2  SING N N 34 
RLH C8  H3  SING N N 35 
RLH C13 H4  SING N N 36 
RLH C13 H5  SING N N 37 
RLH C15 H6  SING N N 38 
RLH C15 H7  SING N N 39 
RLH C17 H8  SING N N 40 
RLH C17 H9  SING N N 41 
RLH C20 H10 SING N N 42 
RLH C22 H11 SING N N 43 
RLH C3  H12 SING N N 44 
RLH C2  H13 SING N N 45 
RLH C1  H14 SING N N 46 
RLH N   H15 SING N N 47 
RLH C9  H16 SING N N 48 
RLH C19 H17 SING N N 49 
RLH C11 H18 SING N N 50 
RLH C14 H19 SING N N 51 
RLH C14 H20 SING N N 52 
RLH C18 H22 SING N N 53 
RLH C18 H23 SING N N 54 
RLH C16 H24 SING N N 55 
RLH C16 H25 SING N N 56 
# 
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 
RLH SMILES           ACDLabs              12.01 "Clc1cccc(c1)CC(=O)Nc1cncc2cc(OCCN3CCCC3)ccc21"                                                                                                           
RLH InChI            InChI                1.06  "InChI=1S/C23H24ClN3O2/c24-19-5-3-4-17(12-19)13-23(28)26-22-16-25-15-18-14-20(6-7-21(18)22)29-11-10-27-8-1-2-9-27/h3-7,12,14-16H,1-2,8-11,13H2,(H,26,28)" 
RLH InChIKey         InChI                1.06  MIPAPSMIEZDAGL-UHFFFAOYSA-N                                                                                                                               
RLH SMILES_CANONICAL CACTVS               3.385 "Clc1cccc(CC(=O)Nc2cncc3cc(OCCN4CCCC4)ccc23)c1"                                                                                                           
RLH SMILES           CACTVS               3.385 "Clc1cccc(CC(=O)Nc2cncc3cc(OCCN4CCCC4)ccc23)c1"                                                                                                           
RLH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)Cl)CC(=O)Nc2cncc3c2ccc(c3)OCCN4CCCC4"                                                                                                         
RLH SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)Cl)CC(=O)Nc2cncc3c2ccc(c3)OCCN4CCCC4"                                                                                                         
# 
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 
RLH "SYSTEMATIC NAME" ACDLabs              12.01 "2-(3-chlorophenyl)-N-{7-[2-(pyrrolidin-1-yl)ethoxy]isoquinolin-4-yl}acetamide"   
RLH "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-(3-chlorophenyl)-~{N}-[7-(2-pyrrolidin-1-ylethoxy)isoquinolin-4-yl]ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
RLH "Create component" 2023-08-22 RCSB 
RLH "Initial release"  2023-11-08 RCSB 
# 
