data_N6I
# 
_chem_comp.id                                    N6I 
_chem_comp.name                                  "(3M)-4-{[(2S)-2-(3-chlorophenyl)-2-hydroxyethyl]amino}-3-[4-methyl-6-(morpholin-4-yl)-1H-benzimidazol-2-yl]pyridin-2(1H)-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H26 Cl N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-03-24 
_chem_comp.pdbx_modified_date                    2023-03-31 
_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                        479.959 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     N6I 
_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        7UG5 
_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 
N6I C11  C1  C  0 1 Y N N 12.179 -0.584 49.192 4.817  -1.045 -0.570 C11  N6I 1  
N6I C12  C2  C  0 1 Y N N 12.470 -1.881 48.695 5.610  -0.834 -1.683 C12  N6I 2  
N6I C13  C3  C  0 1 Y N N 11.680 -2.998 49.038 6.954  -1.153 -1.645 C13  N6I 3  
N6I C14  C4  C  0 1 Y N N 10.593 -2.865 49.878 7.507  -1.683 -0.494 C14  N6I 4  
N6I C15  C5  C  0 1 Y N N 10.314 -1.599 50.377 6.715  -1.893 0.620  C15  N6I 5  
N6I C17  C6  C  0 1 Y N N 11.083 -0.465 50.066 5.369  -1.574 0.581  C17  N6I 6  
N6I C18  C7  C  0 1 N N N 15.020 0.356  53.258 0.010  2.764  0.053  C18  N6I 7  
N6I C19  C8  C  0 1 Y N N 13.762 0.948  53.817 -1.012 1.705  0.061  C19  N6I 8  
N6I C21  C9  C  0 1 Y N N 12.136 1.731  55.214 -2.957 0.656  0.250  C21  N6I 9  
N6I C22  C10 C  0 1 Y N N 11.364 2.115  56.353 -4.260 0.217  0.427  C22  N6I 10 
N6I C23  C11 C  0 1 Y N N 10.096 2.709  56.168 -4.563 -1.123 0.243  C23  N6I 11 
N6I C25  C12 C  0 1 N N N 9.293  2.171  58.568 -6.370 -2.246 -0.789 C25  N6I 12 
N6I C26  C13 C  0 1 N N N 9.203  2.893  59.908 -7.785 -2.771 -0.532 C26  N6I 13 
N6I C28  C14 C  0 1 N N N 8.166  4.743  58.823 -8.176 -1.004 1.037  C28  N6I 14 
N6I C29  C15 C  0 1 N N N 8.216  4.032  57.484 -6.765 -0.461 0.796  C29  N6I 15 
N6I C02  C16 C  0 1 N N N 16.050 -0.082 54.176 -0.354 4.116  0.245  C02  N6I 16 
N6I C04  C17 C  0 1 N N N 17.577 -0.803 52.443 1.903  4.770  0.045  C04  N6I 17 
N6I C05  C18 C  0 1 N N N 16.641 -0.391 51.520 2.307  3.494  -0.139 C05  N6I 18 
N6I C06  C19 C  0 1 N N N 15.348 0.194  51.893 1.363  2.450  -0.139 C06  N6I 19 
N6I C08  C20 C  0 1 N N N 14.491 0.525  49.476 3.186  0.816  -0.404 C08  N6I 20 
N6I C09  C21 C  0 1 N N S 13.097 0.650  48.772 3.353  -0.691 -0.610 C09  N6I 21 
N6I C30  C22 C  0 1 Y N N 9.620  2.878  54.839 -3.565 -2.026 -0.117 C30  N6I 22 
N6I C31  C23 C  0 1 Y N N 10.373 2.502  53.701 -2.278 -1.605 -0.294 C31  N6I 23 
N6I C32  C24 C  0 1 N N N 9.883  2.670  52.316 -1.209 -2.593 -0.684 C32  N6I 24 
N6I C33  C25 C  0 1 Y N N 11.654 1.922  53.926 -1.952 -0.257 -0.113 C33  N6I 25 
N6I N03  N1  N  0 1 N N N 17.300 -0.668 53.829 0.592  5.074  0.236  N03  N6I 26 
N6I N07  N2  N  0 1 N N N 14.431 0.579  50.949 1.761  1.143  -0.324 N07  N6I 27 
N6I N20  N3  N  0 1 Y N N 13.462 1.124  55.147 -2.340 1.890  0.352  N20  N6I 28 
N6I N24  N4  N  0 1 N N N 9.334  3.060  57.371 -5.876 -1.570 0.419  N24  N6I 29 
N6I N34  N5  N  0 1 Y N N 12.658 1.444  53.104 -0.792 0.440  -0.215 N34  N6I 30 
N6I O01  O1  O  0 1 N N N 15.952 -0.005 55.437 -1.524 4.415  0.419  O01  N6I 31 
N6I O10  O2  O  0 1 N N N 13.399 0.650  47.437 2.808  -1.061 -1.878 O10  N6I 32 
N6I O27  O3  O  0 1 N N N 8.071  3.805  59.955 -8.627 -1.684 -0.138 O27  N6I 33 
N6I CL16 CL1 CL 0 0 N N N 8.902  -1.469 51.409 7.408  -2.558 2.066  CL16 N6I 34 
N6I H1   H1  H  0 1 N N N 13.317 -2.016 48.038 5.178  -0.421 -2.583 H1   N6I 35 
N6I H2   H2  H  0 1 N N N 11.929 -3.970 48.638 7.573  -0.988 -2.515 H2   N6I 36 
N6I H3   H3  H  0 1 N N N 9.981  -3.716 50.138 8.557  -1.932 -0.465 H3   N6I 37 
N6I H4   H4  H  0 1 N N N 10.834 0.494  50.496 4.750  -1.738 1.451  H4   N6I 38 
N6I H5   H5  H  0 1 N N N 11.748 1.952  57.349 -5.035 0.915  0.706  H5   N6I 39 
N6I H6   H6  H  0 1 N N N 8.415  1.515  58.475 -5.712 -3.079 -1.035 H6   N6I 40 
N6I H7   H7  H  0 1 N N N 10.208 1.561  58.571 -6.389 -1.540 -1.620 H7   N6I 41 
N6I H8   H8  H  0 1 N N N 9.092  2.146  60.708 -8.177 -3.222 -1.444 H8   N6I 42 
N6I H9   H9  H  0 1 N N N 10.129 3.466  60.067 -7.758 -3.517 0.262  H9   N6I 43 
N6I H10  H10 H  0 1 N N N 9.080  5.344  58.938 -8.160 -1.699 1.877  H10  N6I 44 
N6I H11  H11 H  0 1 N N N 7.288  5.405  58.839 -8.851 -0.178 1.261  H11  N6I 45 
N6I H12  H12 H  0 1 N N N 8.330  4.787  56.693 -6.790 0.274  -0.009 H12  N6I 46 
N6I H13  H13 H  0 1 N N N 7.269  3.491  57.341 -6.395 0.009  1.707  H13  N6I 47 
N6I H14  H14 H  0 1 N N N 18.515 -1.226 52.115 2.635  5.563  0.043  H14  N6I 48 
N6I H15  H15 H  0 1 N N N 16.870 -0.504 50.471 3.354  3.275  -0.285 H15  N6I 49 
N6I H16  H16 H  0 1 N N N 14.940 -0.436 49.184 3.680  1.113  0.521  H16  N6I 50 
N6I H17  H17 H  0 1 N N N 15.129 1.350  49.126 3.635  1.349  -1.242 H17  N6I 51 
N6I H18  H18 H  0 1 N N N 12.610 1.584  49.090 2.828  -1.226 0.181  H18  N6I 52 
N6I H19  H19 H  0 1 N N N 8.642  3.312  54.691 -3.812 -3.068 -0.257 H19  N6I 53 
N6I H20  H20 H  0 1 N N N 9.334  1.768  52.009 -0.755 -3.011 0.214  H20  N6I 54 
N6I H21  H21 H  0 1 N N N 9.213  3.541  52.267 -1.653 -3.395 -1.274 H21  N6I 55 
N6I H22  H22 H  0 1 N N N 10.738 2.826  51.641 -0.445 -2.088 -1.275 H22  N6I 56 
N6I H23  H23 H  0 1 N N N 17.950 -0.969 54.526 0.332  6.000  0.364  H23  N6I 57 
N6I H24  H24 H  0 1 N N N 14.270 1.545  51.149 1.097  0.440  -0.401 H24  N6I 58 
N6I H25  H25 H  0 1 N N N 14.043 0.882  55.924 -2.766 2.730  0.587  H25  N6I 59 
N6I H27  H27 H  0 1 N N N 13.945 1.401  47.235 3.228  -0.623 -2.630 H27  N6I 60 
# 
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 
N6I O10 C09  SING N N 1  
N6I C12 C13  DOUB Y N 2  
N6I C12 C11  SING Y N 3  
N6I C09 C11  SING N N 4  
N6I C09 C08  SING N N 5  
N6I C13 C14  SING Y N 6  
N6I C11 C17  DOUB Y N 7  
N6I C08 N07  SING N N 8  
N6I C14 C15  DOUB Y N 9  
N6I C17 C15  SING Y N 10 
N6I C15 CL16 SING N N 11 
N6I N07 C06  SING N N 12 
N6I C05 C06  SING N N 13 
N6I C05 C04  DOUB N N 14 
N6I C06 C18  DOUB N N 15 
N6I C32 C31  SING N N 16 
N6I C04 N03  SING N N 17 
N6I N34 C19  DOUB Y N 18 
N6I N34 C33  SING Y N 19 
N6I C18 C19  SING N N 20 
N6I C18 C02  SING N N 21 
N6I C31 C33  DOUB Y N 22 
N6I C31 C30  SING Y N 23 
N6I C19 N20  SING Y N 24 
N6I N03 C02  SING N N 25 
N6I C33 C21  SING Y N 26 
N6I C02 O01  DOUB N N 27 
N6I C30 C23  DOUB Y N 28 
N6I N20 C21  SING Y N 29 
N6I C21 C22  DOUB Y N 30 
N6I C23 C22  SING Y N 31 
N6I C23 N24  SING N N 32 
N6I N24 C29  SING N N 33 
N6I N24 C25  SING N N 34 
N6I C29 C28  SING N N 35 
N6I C25 C26  SING N N 36 
N6I C28 O27  SING N N 37 
N6I C26 O27  SING N N 38 
N6I C12 H1   SING N N 39 
N6I C13 H2   SING N N 40 
N6I C14 H3   SING N N 41 
N6I C17 H4   SING N N 42 
N6I C22 H5   SING N N 43 
N6I C25 H6   SING N N 44 
N6I C25 H7   SING N N 45 
N6I C26 H8   SING N N 46 
N6I C26 H9   SING N N 47 
N6I C28 H10  SING N N 48 
N6I C28 H11  SING N N 49 
N6I C29 H12  SING N N 50 
N6I C29 H13  SING N N 51 
N6I C04 H14  SING N N 52 
N6I C05 H15  SING N N 53 
N6I C08 H16  SING N N 54 
N6I C08 H17  SING N N 55 
N6I C09 H18  SING N N 56 
N6I C30 H19  SING N N 57 
N6I C32 H20  SING N N 58 
N6I C32 H21  SING N N 59 
N6I C32 H22  SING N N 60 
N6I N03 H23  SING N N 61 
N6I N07 H24  SING N N 62 
N6I N20 H25  SING N N 63 
N6I O10 H27  SING N N 64 
# 
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 
N6I SMILES           ACDLabs              12.01 "Clc1cccc(c1)C(O)CNC=1C=CNC(=O)C=1c1nc2c(cc(cc2C)N2CCOCC2)[NH]1"                                                                                                                                       
N6I InChI            InChI                1.03  "InChI=1S/C25H26ClN5O3/c1-15-11-18(31-7-9-34-10-8-31)13-20-23(15)30-24(29-20)22-19(5-6-27-25(22)33)28-14-21(32)16-3-2-4-17(26)12-16/h2-6,11-13,21,32H,7-10,14H2,1H3,(H,29,30)(H2,27,28,33)/t21-/m1/s1" 
N6I InChIKey         InChI                1.03  ZWVZORIKUNOTCS-OAQYLSRUSA-N                                                                                                                                                                            
N6I SMILES_CANONICAL CACTVS               3.385 "Cc1cc(cc2[nH]c(nc12)C3=C(NC[C@@H](O)c4cccc(Cl)c4)C=CNC3=O)N5CCOCC5"                                                                                                                                   
N6I SMILES           CACTVS               3.385 "Cc1cc(cc2[nH]c(nc12)C3=C(NC[CH](O)c4cccc(Cl)c4)C=CNC3=O)N5CCOCC5"                                                                                                                                     
N6I SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cc(cc2c1nc([nH]2)C3=C(C=CNC3=O)NC[C@H](c4cccc(c4)Cl)O)N5CCOCC5"                                                                                                                                    
N6I SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1cc(cc2c1nc([nH]2)C3=C(C=CNC3=O)NCC(c4cccc(c4)Cl)O)N5CCOCC5"                                                                                                                                        
# 
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 
N6I "SYSTEMATIC NAME" ACDLabs              12.01 "(3M)-4-{[(2S)-2-(3-chlorophenyl)-2-hydroxyethyl]amino}-3-[4-methyl-6-(morpholin-4-yl)-1H-benzimidazol-2-yl]pyridin-2(1H)-one"     
N6I "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-[[(2~{S})-2-(3-chlorophenyl)-2-oxidanyl-ethyl]amino]-3-(4-methyl-6-morpholin-4-yl-1~{H}-benzimidazol-2-yl)-1~{H}-pyridin-2-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
N6I "Create component" 2022-03-24 RCSB 
N6I "Initial release"  2023-04-05 RCSB 
# 
