data_VR5
# 
_chem_comp.id                                    VR5 
_chem_comp.name                                  "(4P)-2-amino-4-{4-[(1R,5S)-3,8-diazabicyclo[3.2.1]octan-3-yl]-8-fluoro-2-{[(2R,4R,7aS)-2-fluorotetrahydro-1H-pyrrolizin-7a(5H)-yl]methoxy}-6-(trifluoromethyl)quinazolin-7-yl}-7-fluoro-1-benzothiophene-3-carbonitrile" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H29 F6 N7 O S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-09-15 
_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                        673.674 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VR5 
_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        8TXH 
_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 
VR5 C11 C1  C 0 1 N N N N N N -3.427 26.170 -6.752 2.700  0.437  -2.051 C11 VR5 1  
VR5 C7  C2  C 0 1 Y N N N N N -6.868 24.143 -4.510 3.909  0.743  2.288  C7  VR5 2  
VR5 C6  C3  C 0 1 Y N N N N N -8.126 24.638 -4.843 5.059  1.472  2.532  C6  VR5 3  
VR5 C21 C4  C 0 1 Y N N N N N -2.472 22.676 -5.095 1.201  -2.321 0.238  C21 VR5 4  
VR5 C10 C5  C 0 1 Y N N N N N -4.828 26.428 -6.786 3.835  1.130  -1.521 C10 VR5 5  
VR5 C20 C6  C 0 1 Y N N N N N -1.802 23.246 -3.997 -0.060 -1.710 0.239  C20 VR5 6  
VR5 C9  C7  C 0 1 Y N N N N N -5.836 25.737 -6.030 4.149  1.175  -0.094 C9  VR5 7  
VR5 C8  C8  C 0 1 Y N N N N N -5.716 24.670 -5.109 3.447  0.585  0.991  C8  VR5 8  
VR5 C13 C9  C 0 1 Y N N N N N -4.392 24.123 -4.751 2.219  -0.202 0.735  C13 VR5 9  
VR5 C22 C10 C 0 1 Y N N N N N -3.750 23.102 -5.448 2.315  -1.579 0.482  C22 VR5 10 
VR5 C15 C11 C 0 1 Y N N N N N -2.436 24.290 -3.288 -0.172 -0.320 0.487  C15 VR5 11 
VR5 C5  C12 C 0 1 Y N N N N N -8.253 25.680 -5.751 5.749  2.050  1.488  C5  VR5 12 
VR5 C14 C13 C 0 1 Y N N N N N -3.705 24.698 -3.684 0.984  0.432  0.730  C14 VR5 13 
VR5 C4  C14 C 0 1 Y N N N N N -7.109 26.238 -6.342 5.300  1.910  0.169  C4  VR5 14 
VR5 C19 C15 C 0 1 Y N N N N N -0.527 22.880 -3.540 -1.246 -2.444 -0.004 C19 VR5 15 
VR5 C2  C16 C 0 1 Y N N N N N -5.352 27.386 -7.624 4.725  1.809  -2.302 C2  VR5 16 
VR5 C17 C17 C 0 1 Y N N N N N -0.624 24.484 -1.902 -2.462 -0.491 0.249  C17 VR5 17 
VR5 C39 C18 C 0 1 N N N N N N 3.791  25.935 0.879  -6.003 2.357  2.710  C39 VR5 18 
VR5 C30 C19 C 0 1 N N N N N N 1.427  20.313 -1.936 -3.598 -2.733 0.535  C30 VR5 19 
VR5 C31 C20 C 0 1 N N N N N N 0.205  19.536 -2.438 -3.479 -2.458 -0.979 C31 VR5 20 
VR5 C38 C21 C 0 1 N N N N N N 2.769  25.008 1.519  -5.991 1.320  1.557  C38 VR5 21 
VR5 C45 C22 C 0 1 N N N N N N 0.268  25.565 1.917  -5.774 1.766  -0.909 C45 VR5 22 
VR5 C28 C23 C 0 1 N N N N N N 1.759  21.929 -3.893 -1.911 -4.545 0.796  C28 VR5 23 
VR5 C33 C24 C 0 1 N N N N N N -0.264 20.631 -4.666 -1.720 -4.110 -1.594 C33 VR5 24 
VR5 C40 C25 C 0 1 N N N N N N 3.076  27.261 0.764  -6.058 3.693  1.929  C40 VR5 25 
VR5 C42 C26 C 0 1 N N N N N N 0.568  27.779 1.060  -5.850 4.122  -0.438 C42 VR5 26 
VR5 C29 C27 C 0 1 N N R N N N 2.230  20.639 -3.193 -3.418 -4.264 0.674  C29 VR5 27 
VR5 C32 C28 C 0 1 N N S N N N 0.370  19.427 -3.950 -3.236 -3.847 -1.613 C32 VR5 28 
VR5 C43 C29 C 0 1 N N R N N N 0.151  27.029 2.301  -5.623 3.140  -1.614 C43 VR5 29 
VR5 C37 C30 C 0 1 N N S N N N 1.426  25.457 0.917  -5.144 2.019  0.475  C37 VR5 30 
VR5 C36 C31 C 0 1 N N N N N N 1.093  24.579 -0.263 -3.699 1.518  0.512  C36 VR5 31 
VR5 C23 C32 C 0 1 N N N N N N -4.433 22.453 -6.584 3.667  -2.244 0.480  C23 VR5 32 
VR5 N12 N1  N 0 1 N N N N N N -2.283 25.991 -6.702 1.799  -0.113 -2.471 N12 VR5 33 
VR5 N16 N2  N 0 1 Y N N N N N -1.844 24.922 -2.251 -1.392 0.242  0.481  N16 VR5 34 
VR5 N18 N3  N 0 1 Y N N N N N 0.052  23.502 -2.493 -2.402 -1.796 0.012  N18 VR5 35 
VR5 N27 N4  N 0 1 N N N N N N 0.300  21.880 -4.147 -1.199 -3.800 -0.252 N27 VR5 36 
VR5 N1  N5  N 0 1 N N N N N N -4.663 28.164 -8.469 4.642  1.911  -3.674 N1  VR5 37 
VR5 N34 N6  N 0 1 N N N N N N 1.867  19.507 -4.102 -3.854 -4.799 -0.645 N34 VR5 38 
VR5 N41 N7  N 0 1 N N N N N N 1.638  26.904 0.428  -5.218 3.473  0.732  N41 VR5 39 
VR5 O35 O1  O 0 1 N N N N N N -0.104 25.133 -0.802 -3.674 0.113  0.253  O35 VR5 40 
VR5 F47 F1  F 0 1 N N N N N N -9.472 26.167 -6.080 6.871  2.760  1.741  F47 VR5 41 
VR5 F46 F2  F 0 1 N N N N N N -4.268 25.729 -3.016 0.897  1.758  0.975  F46 VR5 42 
VR5 F44 F3  F 0 1 N N N N N N 1.035  27.318 3.313  -6.600 3.306  -2.601 F44 VR5 43 
VR5 F24 F4  F 0 1 N N N N N N -3.733 21.410 -7.081 4.267  -2.082 1.733  F24 VR5 44 
VR5 F25 F5  F 0 1 N N N N N N -5.629 21.922 -6.214 3.516  -3.608 0.207  F25 VR5 45 
VR5 F26 F6  F 0 1 N N N N N N -4.651 23.276 -7.632 4.473  -1.658 -0.502 F26 VR5 46 
VR5 S3  S1  S 0 1 Y N N N N N -7.049 27.537 -7.481 5.985  2.536  -1.326 S3  VR5 47 
VR5 H1  H1  H 0 1 N N N N N N -6.779 23.347 -3.785 3.372  0.292  3.109  H1  VR5 48 
VR5 H2  H2  H 0 1 N N N N N N -9.008 24.209 -4.392 5.417  1.588  3.545  H2  VR5 49 
VR5 H3  H3  H 0 1 N N N N N N -1.990 21.900 -5.670 1.288  -3.381 0.049  H3  VR5 50 
VR5 H4  H4  H 0 1 N N N N N N 4.085  25.564 -0.114 -6.887 2.235  3.336  H4  VR5 51 
VR5 H5  H5  H 0 1 N N N N N N 4.684  26.028 1.515  -5.093 2.289  3.306  H5  VR5 52 
VR5 H6  H6  H 0 1 N N N N N N 2.021  19.696 -1.246 -2.814 -2.207 1.080  H6  VR5 53 
VR5 H7  H7  H 0 1 N N N N N N 1.115  21.236 -1.426 -4.580 -2.432 0.900  H7  VR5 54 
VR5 H8  H8  H 0 1 N N N N N N -0.720 20.078 -2.192 -4.403 -2.023 -1.360 H8  VR5 55 
VR5 H9  H9  H 0 1 N N N N N N 0.175  18.535 -1.983 -2.637 -1.794 -1.179 H9  VR5 56 
VR5 H10 H10 H 0 1 N N N N N N 2.980  23.959 1.264  -5.518 0.392  1.877  H10 VR5 57 
VR5 H11 H11 H 0 1 N N N N N N 2.766  25.126 2.613  -7.003 1.132  1.196  H11 VR5 58 
VR5 H12 H12 H 0 1 N N N N N N -0.667 25.220 1.451  -6.826 1.497  -0.810 H12 VR5 59 
VR5 H13 H13 H 0 1 N N N N N N 0.480  24.956 2.808  -5.228 0.993  -1.449 H13 VR5 60 
VR5 H14 H14 H 0 1 N N N N N N 2.290  22.035 -4.851 -1.558 -4.224 1.776  H14 VR5 61 
VR5 H15 H15 H 0 1 N N N N N N 1.986  22.793 -3.250 -1.728 -5.613 0.674  H15 VR5 62 
VR5 H16 H16 H 0 1 N N N N N N -1.351 20.624 -4.496 -1.532 -5.158 -1.826 H16 VR5 63 
VR5 H17 H17 H 0 1 N N N N N N -0.061 20.561 -5.745 -1.228 -3.477 -2.332 H17 VR5 64 
VR5 H18 H18 H 0 1 N N N N N N 3.520  27.872 -0.036 -7.083 3.919  1.636  H18 VR5 65 
VR5 H19 H19 H 0 1 N N N N N N 3.126  27.811 1.715  -5.651 4.503  2.535  H19 VR5 66 
VR5 H20 H20 H 0 1 N N N N N N 0.977  28.766 1.321  -5.370 5.078  -0.646 H20 VR5 67 
VR5 H21 H21 H 0 1 N N N N N N -0.285 27.905 0.377  -6.916 4.264  -0.264 H21 VR5 68 
VR5 H22 H22 H 0 1 N N N N N N 3.310  20.669 -2.985 -3.985 -4.675 1.509  H22 VR5 69 
VR5 H23 H23 H 0 1 N N N N N N -0.030 18.477 -4.333 -3.656 -3.926 -2.616 H23 VR5 70 
VR5 H24 H24 H 0 1 N N N N N N -0.888 27.273 2.566  -4.623 3.256  -2.033 H24 VR5 71 
VR5 H25 H25 H 0 1 N N N N N N 0.928  23.541 0.061  -3.115 2.038  -0.248 H25 VR5 72 
VR5 H26 H26 H 0 1 N N N N N N 1.902  24.607 -1.007 -3.271 1.714  1.495  H26 VR5 73 
VR5 H27 H27 H 0 1 N N N N N N -5.292 28.781 -8.942 5.313  2.412  -4.164 H27 VR5 74 
VR5 H28 H28 H 0 1 N N N N N N -3.992 28.700 -7.957 3.914  1.481  -4.149 H28 VR5 75 
VR5 H29 H29 H 0 1 N N N N N N 2.305  18.656 -3.811 -4.860 -4.792 -0.723 H29 VR5 76 
# 
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 
VR5 N1  C2  SING N N 1  
VR5 F26 C23 SING N N 2  
VR5 C2  S3  SING Y N 3  
VR5 C2  C10 DOUB Y N 4  
VR5 S3  C4  SING Y N 5  
VR5 F24 C23 SING N N 6  
VR5 C10 C11 SING N N 7  
VR5 C10 C9  SING Y N 8  
VR5 C11 N12 TRIP N N 9  
VR5 C23 F25 SING N N 10 
VR5 C23 C22 SING N N 11 
VR5 C4  C9  DOUB Y N 12 
VR5 C4  C5  SING Y N 13 
VR5 F47 C5  SING N N 14 
VR5 C9  C8  SING Y N 15 
VR5 C5  C6  DOUB Y N 16 
VR5 C22 C21 DOUB Y N 17 
VR5 C22 C13 SING Y N 18 
VR5 C8  C13 SING N N 19 
VR5 C8  C7  DOUB Y N 20 
VR5 C21 C20 SING Y N 21 
VR5 C6  C7  SING Y N 22 
VR5 C13 C14 DOUB Y N 23 
VR5 C33 N27 SING N N 24 
VR5 C33 C32 SING N N 25 
VR5 N27 C28 SING N N 26 
VR5 N27 C19 SING N N 27 
VR5 N34 C32 SING N N 28 
VR5 N34 C29 SING N N 29 
VR5 C20 C19 DOUB Y N 30 
VR5 C20 C15 SING Y N 31 
VR5 C32 C31 SING N N 32 
VR5 C28 C29 SING N N 33 
VR5 C14 C15 SING Y N 34 
VR5 C14 F46 SING N N 35 
VR5 C19 N18 SING Y N 36 
VR5 C15 N16 DOUB Y N 37 
VR5 C29 C30 SING N N 38 
VR5 N18 C17 DOUB Y N 39 
VR5 C31 C30 SING N N 40 
VR5 N16 C17 SING Y N 41 
VR5 C17 O35 SING N N 42 
VR5 O35 C36 SING N N 43 
VR5 C36 C37 SING N N 44 
VR5 N41 C40 SING N N 45 
VR5 N41 C37 SING N N 46 
VR5 N41 C42 SING N N 47 
VR5 C40 C39 SING N N 48 
VR5 C39 C38 SING N N 49 
VR5 C37 C38 SING N N 50 
VR5 C37 C45 SING N N 51 
VR5 C42 C43 SING N N 52 
VR5 C45 C43 SING N N 53 
VR5 C43 F44 SING N N 54 
VR5 C7  H1  SING N N 55 
VR5 C6  H2  SING N N 56 
VR5 C21 H3  SING N N 57 
VR5 C39 H4  SING N N 58 
VR5 C39 H5  SING N N 59 
VR5 C30 H6  SING N N 60 
VR5 C30 H7  SING N N 61 
VR5 C31 H8  SING N N 62 
VR5 C31 H9  SING N N 63 
VR5 C38 H10 SING N N 64 
VR5 C38 H11 SING N N 65 
VR5 C45 H12 SING N N 66 
VR5 C45 H13 SING N N 67 
VR5 C28 H14 SING N N 68 
VR5 C28 H15 SING N N 69 
VR5 C33 H16 SING N N 70 
VR5 C33 H17 SING N N 71 
VR5 C40 H18 SING N N 72 
VR5 C40 H19 SING N N 73 
VR5 C42 H20 SING N N 74 
VR5 C42 H21 SING N N 75 
VR5 C29 H22 SING N N 76 
VR5 C32 H23 SING N N 77 
VR5 C43 H24 SING N N 78 
VR5 C36 H25 SING N N 79 
VR5 C36 H26 SING N N 80 
VR5 N1  H27 SING N N 81 
VR5 N1  H28 SING N N 82 
VR5 N34 H29 SING N N 83 
# 
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 
VR5 SMILES           ACDLabs              12.01 "FC(F)(F)c1cc2c(nc(OCC34CCCN4CC(F)C3)nc2c(F)c1c1ccc(F)c2sc(N)c(C#N)c12)N1CC2CCC(N2)C1"                                                                                                                                                            
VR5 InChI            InChI                1.06  "InChI=1S/C32H29F6N7OS/c33-15-9-31(6-1-7-45(31)11-15)14-46-30-42-26-19(29(43-30)44-12-16-2-3-17(13-44)41-16)8-21(32(36,37)38)24(25(26)35)18-4-5-22(34)27-23(18)20(10-39)28(40)47-27/h4-5,8,15-17,41H,1-3,6-7,9,11-14,40H2/t15-,16-,17+,31+/m1/s1" 
VR5 InChIKey         InChI                1.06  KFVWCOMHUKVKIB-QHXZRSOMSA-N                                                                                                                                                                                                                       
VR5 SMILES_CANONICAL CACTVS               3.385 "Nc1sc2c(F)ccc(c3c(F)c4nc(OC[C@@]56CCCN5C[C@H](F)C6)nc(N7C[C@H]8CC[C@@H](C7)N8)c4cc3C(F)(F)F)c2c1C#N"                                                                                                                                             
VR5 SMILES           CACTVS               3.385 "Nc1sc2c(F)ccc(c3c(F)c4nc(OC[C]56CCCN5C[CH](F)C6)nc(N7C[CH]8CC[CH](C7)N8)c4cc3C(F)(F)F)c2c1C#N"                                                                                                                                                   
VR5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(c2c(c1c3c(cc4c(c3F)nc(nc4N5C[C@H]6CC[C@@H](C5)N6)OC[C@@]78CCCN7C[C@@H](C8)F)C(F)(F)F)c(c(s2)N)C#N)F"                                                                                                                                        
VR5 SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c2c(c1c3c(cc4c(c3F)nc(nc4N5CC6CCC(C5)N6)OCC78CCCN7CC(C8)F)C(F)(F)F)c(c(s2)N)C#N)F"                                                                                                                                                          
# 
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 
VR5 "SYSTEMATIC NAME" ACDLabs              12.01 "(4P)-2-amino-4-{4-[(1R,5S)-3,8-diazabicyclo[3.2.1]octan-3-yl]-8-fluoro-2-{[(2R,4R,7aS)-2-fluorotetrahydro-1H-pyrrolizin-7a(5H)-yl]methoxy}-6-(trifluoromethyl)quinazolin-7-yl}-7-fluoro-1-benzothiophene-3-carbonitrile"                 
VR5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-azanyl-4-[4-[(1~{R},5~{S})-3,8-diazabicyclo[3.2.1]octan-3-yl]-8-fluoranyl-2-[[(2~{R},8~{S})-2-fluoranyl-1,2,3,5,6,7-hexahydropyrrolizin-8-yl]methoxy]-6-(trifluoromethyl)quinazolin-7-yl]-7-fluoranyl-1-benzothiophene-3-carbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
VR5 "Create component" 2023-09-15 RCSB 
VR5 "Initial release"  2023-11-08 RCSB 
# 
