data_LRL
# 
_chem_comp.id                                    LRL 
_chem_comp.name                                  "~{N}-[[(2~{S},5~{R})-5-(4-pyridin-3-ylphenyl)pyrrolidin-2-yl]methyl]isoquinoline-5-sulfonamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H24 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                     2022-07-11 
_chem_comp.pdbx_modified_date                    2024-06-14 
_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                        444.549 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LRL 
_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        8ADO 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
LRL C4  C1  C 0 1 Y N N N N N 199.116 197.745 172.690 -3.605 2.790  0.701  C4  LRL 1  
LRL C5  C2  C 0 1 Y N N N N N 198.883 198.113 171.345 -2.766 3.885  0.436  C5  LRL 2  
LRL C6  C3  C 0 1 Y N N N N N 196.994 196.841 171.217 -1.852 2.800  -1.395 C6  LRL 3  
LRL C11 C4  C 0 1 N N N N N N 198.509 190.994 176.978 -0.546 -3.424 1.644  C11 LRL 4  
LRL C7  C5  C 0 1 Y N N N N N 197.104 196.406 172.503 -2.626 1.692  -1.226 C7  LRL 5  
LRL C8  C6  C 0 1 Y N N N N N 198.193 196.847 173.291 -3.533 1.658  -0.152 C8  LRL 6  
LRL C9  C7  C 0 1 N N N N N N 198.006 193.463 177.329 -2.338 -2.068 0.494  C9  LRL 7  
LRL C10 C8  C 0 1 N N S N N N 199.034 192.429 176.842 -1.090 -2.928 0.287  C10 LRL 8  
LRL N1  N1  N 0 1 N N N N N N 198.266 194.787 176.751 -2.767 -1.512 -0.792 N1  LRL 9  
LRL N2  N2  N 0 1 Y N N N N N 206.088 191.529 183.745 6.786  2.718  0.422  N2  LRL 10 
LRL C3  C9  C 0 1 Y N N N N N 200.209 198.224 173.448 -4.501 2.782  1.781  C3  LRL 11 
LRL N3  N3  N 0 1 N N N N N N 200.225 192.495 177.718 0.013  -2.113 -0.284 N3  LRL 12 
LRL C1  C10 C 0 1 Y N N N N N 199.505 196.947 175.341 -5.214 0.578  1.155  C1  LRL 13 
LRL C2  C11 C 0 1 Y N N N N N 200.385 197.831 174.741 -5.286 1.690  1.993  C2  LRL 14 
LRL O1  O1  O 0 1 N N N N N N 196.262 195.963 175.971 -5.185 -1.816 -0.402 O1  LRL 15 
LRL N   N4  N 0 1 Y N N N N N 197.859 197.676 170.625 -1.940 3.845  -0.583 N   LRL 16 
LRL C   C12 C 0 1 Y N N N N N 198.438 196.454 174.642 -4.356 0.551  0.097  C   LRL 17 
LRL O   O2  O 0 1 N N N N N N 197.242 194.130 174.632 -4.376 -0.382 -2.283 O   LRL 18 
LRL C12 C13 C 0 1 N N N N N N 199.479 190.279 177.927 0.989  -3.384 1.499  C12 LRL 19 
LRL C13 C14 C 0 1 N N R N N N 200.751 191.136 177.835 1.244  -2.868 0.066  C13 LRL 20 
LRL C14 C15 C 0 1 Y N N N N N 201.702 190.959 179.003 2.444  -1.957 0.041  C14 LRL 21 
LRL C15 C16 C 0 1 Y N N N N N 201.720 191.864 180.054 2.336  -0.662 0.515  C15 LRL 22 
LRL C16 C17 C 0 1 Y N N N N N 202.608 191.717 181.106 3.432  0.177  0.494  C16 LRL 23 
LRL C17 C18 C 0 1 Y N N N N N 203.511 190.655 181.143 4.649  -0.283 -0.006 C17 LRL 24 
LRL C18 C19 C 0 1 Y N N N N N 204.490 190.516 182.249 5.831  0.614  -0.031 C18 LRL 25 
LRL C19 C20 C 0 1 Y N N N N N 205.189 191.607 182.756 5.738  1.921  0.443  C19 LRL 26 
LRL C20 C21 C 0 1 Y N N N N N 206.322 190.323 184.273 7.954  2.319  -0.043 C20 LRL 27 
LRL C21 C22 C 0 1 Y N N N N N 205.686 189.176 183.849 8.127  1.037  -0.532 C21 LRL 28 
LRL C22 C23 C 0 1 Y N N N N N 204.761 189.280 182.826 7.055  0.161  -0.530 C22 LRL 29 
LRL C23 C24 C 0 1 Y N N N N N 203.480 189.743 180.089 4.752  -1.589 -0.482 C23 LRL 30 
LRL C24 C25 C 0 1 Y N N N N N 202.592 189.895 179.039 3.651  -2.421 -0.451 C24 LRL 31 
LRL S   S1  S 0 1 N N N N N N 197.412 195.273 175.475 -4.283 -0.864 -0.950 S   LRL 32 
LRL H1  H1  H 0 1 N N N N N N 199.581 198.791 170.876 -2.802 4.759  1.070  H1  LRL 33 
LRL H2  H2  H 0 1 N N N N N N 196.154 196.490 170.636 -1.154 2.833  -2.217 H2  LRL 34 
LRL H3  H3  H 0 1 N N N N N N 197.493 190.997 177.400 -0.868 -2.759 2.446  H3  LRL 35 
LRL H4  H4  H 0 1 N N N N N N 198.497 190.496 175.997 -0.881 -4.442 1.839  H4  LRL 36 
LRL H5  H5  H 0 1 N N N N N N 196.368 195.732 172.916 -2.544 0.855  -1.905 H5  LRL 37 
LRL H6  H6  H 0 1 N N N N N N 198.061 193.534 178.425 -3.137 -2.681 0.909  H6  LRL 38 
LRL H7  H7  H 0 1 N N N N N N 196.999 193.134 177.033 -2.108 -1.255 1.182  H7  LRL 39 
LRL H8  H8  H 0 1 N N N N N N 199.306 192.633 175.796 -1.316 -3.774 -0.364 H8  LRL 40 
LRL H9  H9  H 0 1 N N N N N N 199.229 194.803 176.481 -2.163 -1.524 -1.551 H9  LRL 41 
LRL H10 H10 H 0 1 N N N N N N 200.912 198.909 172.997 -4.568 3.636  2.440  H10 LRL 42 
LRL H11 H11 H 0 1 N N N N N N 200.915 193.096 177.314 -0.084 -2.023 -1.284 H11 LRL 43 
LRL H13 H13 H 0 1 N N N N N N 199.662 196.645 176.366 -5.848 -0.275 1.348  H13 LRL 44 
LRL H14 H14 H 0 1 N N N N N N 201.222 198.214 175.305 -5.976 1.684  2.824  H14 LRL 45 
LRL H15 H15 H 0 1 N N N N N N 199.087 190.263 178.955 1.421  -2.700 2.230  H15 LRL 46 
LRL H16 H16 H 0 1 N N N N N N 199.672 189.249 177.592 1.408  -4.382 1.623  H16 LRL 47 
LRL H17 H17 H 0 1 N N N N N N 201.281 190.870 176.908 1.385  -3.703 -0.619 H17 LRL 48 
LRL H18 H18 H 0 1 N N N N N N 201.031 192.696 180.052 1.393  -0.306 0.902  H18 LRL 49 
LRL H19 H19 H 0 1 N N N N N N 202.601 192.437 181.911 3.347  1.188  0.863  H19 LRL 50 
LRL H20 H20 H 0 1 N N N N N N 204.994 192.578 182.325 4.797  2.283  0.831  H20 LRL 51 
LRL H21 H21 H 0 1 N N N N N N 207.045 190.244 185.071 8.789  3.005  -0.043 H21 LRL 52 
LRL H22 H22 H 0 1 N N N N N N 205.904 188.221 184.304 9.089  0.722  -0.910 H22 LRL 53 
LRL H23 H23 H 0 1 N N N N N N 204.247 188.398 182.474 7.162  -0.846 -0.905 H23 LRL 54 
LRL H24 H24 H 0 1 N N N N N N 204.160 188.904 180.092 5.692  -1.950 -0.870 H24 LRL 55 
LRL H25 H25 H 0 1 N N N N N N 202.592 189.174 178.235 3.731  -3.434 -0.815 H25 LRL 56 
# 
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 
LRL N   C6  DOUB Y N 1  
LRL N   C5  SING Y N 2  
LRL C6  C7  SING Y N 3  
LRL C5  C4  DOUB Y N 4  
LRL C7  C8  DOUB Y N 5  
LRL C4  C8  SING Y N 6  
LRL C4  C3  SING Y N 7  
LRL C8  C   SING Y N 8  
LRL C3  C2  DOUB Y N 9  
LRL O   S   DOUB N N 10 
LRL C   C1  DOUB Y N 11 
LRL C   S   SING N N 12 
LRL C2  C1  SING Y N 13 
LRL S   O1  DOUB N N 14 
LRL S   N1  SING N N 15 
LRL N1  C9  SING N N 16 
LRL C10 C11 SING N N 17 
LRL C10 C9  SING N N 18 
LRL C10 N3  SING N N 19 
LRL C11 C12 SING N N 20 
LRL N3  C13 SING N N 21 
LRL C13 C12 SING N N 22 
LRL C13 C14 SING N N 23 
LRL C14 C24 DOUB Y N 24 
LRL C14 C15 SING Y N 25 
LRL C24 C23 SING Y N 26 
LRL C15 C16 DOUB Y N 27 
LRL C23 C17 DOUB Y N 28 
LRL C16 C17 SING Y N 29 
LRL C17 C18 SING N N 30 
LRL C18 C19 DOUB Y N 31 
LRL C18 C22 SING Y N 32 
LRL C19 N2  SING Y N 33 
LRL C22 C21 DOUB Y N 34 
LRL N2  C20 DOUB Y N 35 
LRL C21 C20 SING Y N 36 
LRL C5  H1  SING N N 37 
LRL C6  H2  SING N N 38 
LRL C11 H3  SING N N 39 
LRL C11 H4  SING N N 40 
LRL C7  H5  SING N N 41 
LRL C9  H6  SING N N 42 
LRL C9  H7  SING N N 43 
LRL C10 H8  SING N N 44 
LRL N1  H9  SING N N 45 
LRL C3  H10 SING N N 46 
LRL N3  H11 SING N N 47 
LRL C1  H13 SING N N 48 
LRL C2  H14 SING N N 49 
LRL C12 H15 SING N N 50 
LRL C12 H16 SING N N 51 
LRL C13 H17 SING N N 52 
LRL C15 H18 SING N N 53 
LRL C16 H19 SING N N 54 
LRL C19 H20 SING N N 55 
LRL C20 H21 SING N N 56 
LRL C21 H22 SING N N 57 
LRL C22 H23 SING N N 58 
LRL C23 H24 SING N N 59 
LRL C24 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 
LRL InChI            InChI                1.06  "InChI=1S/C25H24N4O2S/c30-32(31,25-5-1-3-21-16-27-14-12-23(21)25)28-17-22-10-11-24(29-22)19-8-6-18(7-9-19)20-4-2-13-26-15-20/h1-9,12-16,22,24,28-29H,10-11,17H2/t22-,24+/m0/s1" 
LRL InChIKey         InChI                1.06  WDMXDRLBFHUECN-LADGPHEKSA-N                                                                                                                                                     
LRL SMILES_CANONICAL CACTVS               3.385 "O=[S](=O)(NC[C@@H]1CC[C@@H](N1)c2ccc(cc2)c3cccnc3)c4cccc5cnccc45"                                                                                                              
LRL SMILES           CACTVS               3.385 "O=[S](=O)(NC[CH]1CC[CH](N1)c2ccc(cc2)c3cccnc3)c4cccc5cnccc45"                                                                                                                  
LRL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2cnccc2c(c1)S(=O)(=O)NC[C@@H]3CC[C@@H](N3)c4ccc(cc4)c5cccnc5"                                                                                                              
LRL SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc2cnccc2c(c1)S(=O)(=O)NCC3CCC(N3)c4ccc(cc4)c5cccnc5"                                                                                                                        
# 
_pdbx_chem_comp_identifier.comp_id           LRL 
_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}-[[(2~{S},5~{R})-5-(4-pyridin-3-ylphenyl)pyrrolidin-2-yl]methyl]isoquinoline-5-sulfonamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
LRL "Create component"  2022-07-11 PDBE 
LRL "Modify descriptor" 2022-08-22 RCSB 
LRL "Initial release"   2024-06-19 RCSB 
# 
