data_Q8U
# 
_chem_comp.id                                    Q8U 
_chem_comp.name                                  "1-(3,4-diazatricyclo[9.4.0.0^{2,7}]pentadeca-1(11),2(7),3,5,12,14-hexaen-5-yl)-~{N}3-[(7~{S})-7-pyrrolidin-1-yl-6,7,8,9-tetrahydro-5~{H}-benzo[7]annulen-3-yl]-1,2,4-triazole-3,5-diamine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H34 N8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         Bemcentinib 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-10-17 
_chem_comp.pdbx_modified_date                    2023-01-27 
_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                        506.645 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     Q8U 
_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        8BA4 
_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.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 
Q8U C10  C1  C 0 1 Y N N 12.166 -10.237 -24.113 4.677   0.151  -0.919 C10  Q8U 1  
Q8U C11  C2  C 0 1 N N N 10.924 -10.869 -24.827 5.874   0.785  -1.599 C11  Q8U 2  
Q8U C12  C3  C 0 1 N N N 10.811 -10.738 -26.308 6.864   1.230  -0.521 C12  Q8U 3  
Q8U C13  C4  C 0 1 Y N N 12.604 -10.939 -22.930 3.464   0.815  -0.921 C13  Q8U 4  
Q8U C14  C5  C 0 1 Y N N 13.704 -10.458 -22.166 2.365   0.235  -0.299 C14  Q8U 5  
Q8U C15  C6  C 0 1 Y N N 14.379 -9.297  -22.563 2.492   -1.003 0.319  C15  Q8U 6  
Q8U C16  C7  C 0 1 Y N N 13.951 -8.594  -23.733 3.710   -1.655 0.314  C16  Q8U 7  
Q8U C21  C8  C 0 1 Y N N 15.626 -10.332 -17.799 -1.407  -1.531 -0.264 C21  Q8U 8  
Q8U C24  C9  C 0 1 Y N N 15.940 -7.830  -17.755 -3.547  -0.339 -0.047 C24  Q8U 9  
Q8U C27  C10 C 0 1 Y N N 16.861 -5.510  -16.541 -6.234  -0.292 0.088  C27  Q8U 10 
Q8U C18  C11 C 0 1 Y N N 14.725 -10.524 -19.758 -0.052  0.163  -0.256 C18  Q8U 11 
Q8U C01  C12 C 0 1 N N N 7.560  -10.391 -25.874 11.095  1.230  0.049  C01  Q8U 12 
Q8U C02  C13 C 0 1 N N N 7.553  -10.779 -27.265 11.158  0.248  1.249  C02  Q8U 13 
Q8U C03  C14 C 0 1 N N N 8.647  -9.887  -27.954 9.774   -0.443 1.160  C03  Q8U 14 
Q8U C05  C15 C 0 1 N N N 8.146  -9.240  -25.835 9.616   1.669  0.036  C05  Q8U 15 
Q8U C06  C16 C 0 1 N N S 10.362 -9.323  -26.880 7.781   0.091  -0.122 C06  Q8U 16 
Q8U C07  C17 C 0 1 N N N 10.951 -8.084  -25.915 7.091   -1.040 0.615  C07  Q8U 17 
Q8U C08  C18 C 0 1 N N N 12.460 -8.232  -25.718 6.131   -1.792 -0.311 C08  Q8U 18 
Q8U C09  C19 C 0 1 Y N N 12.828 -9.090  -24.497 4.798   -1.073 -0.313 C09  Q8U 19 
Q8U C28  C20 C 0 1 Y N N 15.997 -5.379  -17.615 -5.524  0.771  0.654  C28  Q8U 20 
Q8U C29  C21 C 0 1 Y N N 15.485 -6.593  -18.286 -4.147  0.757  0.576  C29  Q8U 21 
Q8U C30  C22 C 0 1 N N N 15.566 -3.963  -18.100 -6.267  1.871  1.355  C30  Q8U 22 
Q8U C31  C23 C 0 1 N N N 16.684 -3.122  -18.671 -6.887  2.837  0.349  C31  Q8U 23 
Q8U C32  C24 C 0 1 N N N 18.036 -3.144  -17.937 -7.554  2.074  -0.793 C32  Q8U 24 
Q8U C33  C25 C 0 1 Y N N 17.992 -3.285  -16.402 -8.366  0.916  -0.280 C33  Q8U 25 
Q8U C34  C26 C 0 1 Y N N 18.558 -2.253  -15.608 -9.741  0.991  -0.213 C34  Q8U 26 
Q8U C35  C27 C 0 1 Y N N 18.539 -2.372  -14.246 -10.472 -0.096 0.234  C35  Q8U 27 
Q8U C36  C28 C 0 1 Y N N 17.965 -3.536  -13.631 -9.830  -1.261 0.614  C36  Q8U 28 
Q8U C37  C29 C 0 1 Y N N 17.424 -4.548  -14.409 -8.453  -1.343 0.563  C37  Q8U 29 
Q8U C38  C30 C 0 1 Y N N 17.444 -4.417  -15.811 -7.714  -0.249 0.125  C38  Q8U 30 
Q8U N04  N1  N 0 1 N N N 9.119  -9.181  -27.067 8.844   0.627  0.738  N04  Q8U 31 
Q8U N17  N2  N 0 1 N N N 14.100 -11.200 -20.991 1.134   0.897  -0.294 N17  Q8U 32 
Q8U N19  N3  N 0 1 Y N N 14.957 -9.234  -19.568 -1.257  0.669  -0.148 N19  Q8U 33 
Q8U N20  N4  N 0 1 Y N N 15.504 -9.091  -18.362 -2.156  -0.409 -0.148 N20  Q8U 34 
Q8U N22  N5  N 0 1 Y N N 15.151 -11.197 -18.633 -0.143  -1.170 -0.325 N22  Q8U 35 
Q8U N23  N6  N 0 1 N N N 16.189 -10.639 -16.462 -1.885  -2.827 -0.306 N23  Q8U 36 
Q8U N25  N7  N 0 1 Y N N 16.799 -7.861  -16.705 -4.297  -1.314 -0.538 N25  Q8U 37 
Q8U N26  N8  N 0 1 Y N N 17.259 -6.756  -16.100 -5.581  -1.294 -0.479 N26  Q8U 38 
Q8U H111 H1  H 0 0 N N N 10.028 -10.404 -24.391 6.350   0.056  -2.255 H111 Q8U 39 
Q8U H112 H2  H 0 0 N N N 10.929 -11.944 -24.596 5.550   1.647  -2.182 H112 Q8U 40 
Q8U H121 H3  H 0 0 N N N 10.077 -11.482 -26.651 7.464   2.055  -0.904 H121 Q8U 41 
Q8U H122 H4  H 0 0 N N N 11.797 -10.971 -26.737 6.311   1.568  0.356  H122 Q8U 42 
Q8U H131 H5  H 0 0 N N N 12.092 -11.838 -22.622 3.372   1.777  -1.403 H131 Q8U 43 
Q8U H151 H6  H 0 0 N N N 15.219 -8.934  -21.989 1.639   -1.455 0.803  H151 Q8U 44 
Q8U H161 H7  H 0 0 N N N 14.465 -7.696  -24.044 3.811   -2.618 0.793  H161 Q8U 45 
Q8U H012 H8  H 0 0 N N N 6.531  -10.311 -25.493 11.750  2.085  0.217  H012 Q8U 46 
Q8U H011 H9  H 0 0 N N N 8.117  -11.125 -25.274 11.355  0.724  -0.881 H011 Q8U 47 
Q8U H021 H10 H 0 0 N N N 6.566  -10.591 -27.712 11.964  -0.475 1.120  H021 Q8U 48 
Q8U H022 H11 H 0 0 N N N 7.805  -11.845 -27.368 11.266  0.788  2.190  H022 Q8U 49 
Q8U H031 H12 H 0 0 N N N 9.431  -10.519 -28.397 9.795   -1.242 0.419  H031 Q8U 50 
Q8U H032 H13 H 0 0 N N N 8.193  -9.263  -28.738 9.483   -0.836 2.134  H032 Q8U 51 
Q8U H051 H14 H 0 0 N N N 8.714  -9.136  -24.899 9.507   2.622  0.554  H051 Q8U 52 
Q8U H052 H15 H 0 0 N N N 7.401  -8.434  -25.903 9.266   1.764  -0.992 H052 Q8U 53 
Q8U H061 H16 H 0 0 N N N 10.895 -9.210  -27.836 8.241   -0.314 -1.023 H061 Q8U 54 
Q8U H072 H17 H 0 0 N N N 10.742 -7.118  -26.398 7.843   -1.734 0.991  H072 Q8U 55 
Q8U H071 H18 H 0 0 N N N 10.452 -8.120  -24.935 6.531   -0.631 1.456  H071 Q8U 56 
Q8U H081 H19 H 0 0 N N N 12.886 -8.702  -26.617 6.537   -1.809 -1.322 H081 Q8U 57 
Q8U H082 H20 H 0 0 N N N 12.896 -7.231  -25.586 5.996   -2.811 0.051  H082 Q8U 58 
Q8U H291 H21 H 0 0 N N N 14.808 -6.543  -19.126 -3.556  1.564  0.983  H291 Q8U 59 
Q8U H302 H22 H 0 0 N N N 15.135 -3.424  -17.243 -7.056  1.436  1.968  H302 Q8U 60 
Q8U H301 H23 H 0 0 N N N 14.799 -4.087  -18.878 -5.576  2.418  1.996  H301 Q8U 61 
Q8U H312 H24 H 0 0 N N N 16.862 -3.466  -19.700 -7.633  3.451  0.854  H312 Q8U 62 
Q8U H311 H25 H 0 0 N N N 16.336 -2.079  -18.688 -6.108  3.482  -0.057 H311 Q8U 63 
Q8U H321 H26 H 0 0 N N N 18.616 -3.991  -18.332 -8.208  2.753  -1.340 H321 Q8U 64 
Q8U H322 H27 H 0 0 N N N 18.556 -2.203  -18.170 -6.785  1.700  -1.468 H322 Q8U 65 
Q8U H341 H28 H 0 0 N N N 18.998 -1.384  -16.074 -10.247 1.898  -0.510 H341 Q8U 66 
Q8U H351 H29 H 0 0 N N N 18.957 -1.589  -13.631 -11.549 -0.034 0.286  H351 Q8U 67 
Q8U H361 H30 H 0 0 N N N 17.955 -3.624  -12.555 -10.408 -2.109 0.951  H361 Q8U 68 
Q8U H371 H31 H 0 0 N N N 16.994 -5.424  -13.947 -7.952  -2.252 0.862  H371 Q8U 69 
Q8U H171 H33 H 0 0 N N N 13.963 -12.190 -20.979 1.105   1.866  -0.317 H171 Q8U 70 
Q8U H232 H34 H 0 0 N N N 16.146 -11.625 -16.300 -2.839  -2.994 -0.250 H232 Q8U 71 
Q8U H231 H35 H 0 0 N N N 17.141 -10.336 -16.424 -1.267  -3.569 -0.392 H231 Q8U 72 
# 
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 
Q8U C03 C02  SING N N 1  
Q8U C03 N04  SING N N 2  
Q8U C02 C01  SING N N 3  
Q8U N04 C06  SING N N 4  
Q8U N04 C05  SING N N 5  
Q8U C06 C12  SING N N 6  
Q8U C06 C07  SING N N 7  
Q8U C12 C11  SING N N 8  
Q8U C07 C08  SING N N 9  
Q8U C01 C05  SING N N 10 
Q8U C08 C09  SING N N 11 
Q8U C11 C10  SING N N 12 
Q8U C09 C10  DOUB Y N 13 
Q8U C09 C16  SING Y N 14 
Q8U C10 C13  SING Y N 15 
Q8U C16 C15  DOUB Y N 16 
Q8U C13 C14  DOUB Y N 17 
Q8U C15 C14  SING Y N 18 
Q8U C14 N17  SING N N 19 
Q8U N17 C18  SING N N 20 
Q8U C18 N19  DOUB Y N 21 
Q8U C18 N22  SING Y N 22 
Q8U N19 N20  SING Y N 23 
Q8U C31 C30  SING N N 24 
Q8U C31 C32  SING N N 25 
Q8U N22 C21  DOUB Y N 26 
Q8U N20 C21  SING Y N 27 
Q8U N20 C24  SING N N 28 
Q8U C29 C24  DOUB Y N 29 
Q8U C29 C28  SING Y N 30 
Q8U C30 C28  SING N N 31 
Q8U C32 C33  SING N N 32 
Q8U C21 N23  SING N N 33 
Q8U C24 N25  SING Y N 34 
Q8U C28 C27  DOUB Y N 35 
Q8U N25 N26  DOUB Y N 36 
Q8U C27 N26  SING Y N 37 
Q8U C27 C38  SING N N 38 
Q8U C33 C38  DOUB Y N 39 
Q8U C33 C34  SING Y N 40 
Q8U C38 C37  SING Y N 41 
Q8U C34 C35  DOUB Y N 42 
Q8U C37 C36  DOUB Y N 43 
Q8U C35 C36  SING Y N 44 
Q8U C11 H111 SING N N 45 
Q8U C11 H112 SING N N 46 
Q8U C12 H121 SING N N 47 
Q8U C12 H122 SING N N 48 
Q8U C13 H131 SING N N 49 
Q8U C15 H151 SING N N 50 
Q8U C16 H161 SING N N 51 
Q8U C01 H012 SING N N 52 
Q8U C01 H011 SING N N 53 
Q8U C02 H021 SING N N 54 
Q8U C02 H022 SING N N 55 
Q8U C03 H031 SING N N 56 
Q8U C03 H032 SING N N 57 
Q8U C05 H051 SING N N 58 
Q8U C05 H052 SING N N 59 
Q8U C06 H061 SING N N 60 
Q8U C07 H072 SING N N 61 
Q8U C07 H071 SING N N 62 
Q8U C08 H081 SING N N 63 
Q8U C08 H082 SING N N 64 
Q8U C29 H291 SING N N 65 
Q8U C30 H302 SING N N 66 
Q8U C30 H301 SING N N 67 
Q8U C31 H312 SING N N 68 
Q8U C31 H311 SING N N 69 
Q8U C32 H321 SING N N 70 
Q8U C32 H322 SING N N 71 
Q8U C34 H341 SING N N 72 
Q8U C35 H351 SING N N 73 
Q8U C36 H361 SING N N 74 
Q8U C37 H371 SING N N 75 
Q8U N17 H171 SING N N 76 
Q8U N23 H232 SING N N 77 
Q8U N23 H231 SING N N 78 
# 
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 
Q8U InChI            InChI                1.06    "InChI=1S/C30H34N8/c31-29-33-30(32-24-13-10-20-11-14-25(15-12-22(20)18-24)37-16-3-4-17-37)36-38(29)27-19-23-8-5-7-21-6-1-2-9-26(21)28(23)35-34-27/h1-2,6,9-10,13,18-19,25H,3-5,7-8,11-12,14-17H2,(H3,31,32,33,36)/t25-/m0/s1" 
Q8U InChIKey         InChI                1.06    KXMZDGSRSGHMMK-VWLOTQADSA-N                                                                                                                                                                                                   
Q8U SMILES_CANONICAL CACTVS               3.385   "Nc1nc(Nc2ccc3CC[C@@H](CCc3c2)N4CCCC4)nn1c5cc6CCCc7ccccc7c6nn5"                                                                                                                                                               
Q8U SMILES           CACTVS               3.385   "Nc1nc(Nc2ccc3CC[CH](CCc3c2)N4CCCC4)nn1c5cc6CCCc7ccccc7c6nn5"                                                                                                                                                                 
Q8U SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1ccc-2c(c1)CCCc3c2nnc(c3)n4c(nc(n4)Nc5ccc6c(c5)CC[C@H](CC6)N7CCCC7)N"                                                                                                                                                       
Q8U SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1ccc-2c(c1)CCCc3c2nnc(c3)n4c(nc(n4)Nc5ccc6c(c5)CCC(CC6)N7CCCC7)N"                                                                                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           Q8U 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   3.1.0.0 
_pdbx_chem_comp_identifier.identifier        "1-(3,4-diazatricyclo[9.4.0.0^{2,7}]pentadeca-1(11),2(7),3,5,12,14-hexaen-5-yl)-~{N}3-[(7~{S})-7-pyrrolidin-1-yl-6,7,8,9-tetrahydro-5~{H}-benzo[7]annulen-3-yl]-1,2,4-triazole-3,5-diamine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
Q8U "Create component" 2022-10-17 PDBE 
Q8U "Initial release"  2023-02-01 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      Q8U 
_pdbx_chem_comp_synonyms.name         Bemcentinib 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
