data_8UF
# 
_chem_comp.id                                    8UF 
_chem_comp.name                                  
;2-[1-[(3~{S})-6'-azanyl-5'-cyano-7-fluoranyl-2,2,3'-trimethyl-spiro[1~{H}-indene-3,4'-2~{H}-pyrano[2,3-c]pyrazole]-5-yl]piperidin-4-yl]ethanoic acid
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H28 F N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-09-26 
_chem_comp.pdbx_modified_date                    2018-06-01 
_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                        465.520 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8UF 
_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        5YG4 
_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 
8UF C2  C1  C 0 1 N N N 80.225 16.907 97.095 3.279  2.460  -0.397 C2  8UF 1  
8UF C3  C2  C 0 1 N N N 80.559 15.601 97.303 2.619  1.402  -0.917 C3  8UF 2  
8UF C4  C3  C 0 1 N N S 80.311 14.557 96.193 2.614  0.047  -0.264 C4  8UF 3  
8UF C5  C4  C 0 1 Y N N 80.260 15.214 94.835 3.181  0.172  1.122  C5  8UF 4  
8UF C6  C5  C 0 1 Y N N 79.960 16.632 94.690 3.839  1.346  1.557  C6  8UF 5  
8UF N7  N1  N 0 1 N N N 80.384 17.877 97.994 3.217  3.650  -1.078 N7  8UF 6  
8UF C8  C6  C 0 1 N N N 81.028 15.204 98.432 1.894  1.577  -2.140 C8  8UF 7  
8UF C10 C7  C 0 1 Y N N 80.447 14.800 93.397 3.184  -0.706 2.136  C10 8UF 8  
8UF C13 C8  C 0 1 N N N 80.799 13.459 92.763 2.590  -2.090 2.116  C13 8UF 9  
8UF C15 C9  C 0 1 N N N 78.347 13.034 95.347 4.878  -1.048 -0.523 C15 8UF 10 
8UF C16 C10 C 0 1 Y N N 81.413 13.560 96.162 1.233  -0.533 -0.233 C16 8UF 11 
8UF C17 C11 C 0 1 Y N N 81.051 12.454 96.859 1.278  -1.873 -0.610 C17 8UF 12 
8UF C18 C12 C 0 1 Y N N 81.907 11.388 96.978 0.126  -2.649 -0.665 C18 8UF 13 
8UF C20 C13 C 0 1 Y N N 82.669 13.678 95.551 0.037  0.081  0.103  C20 8UF 14 
8UF O54 O1  O 0 1 N N N 89.719 10.891 92.520 -8.730 0.873  0.666  O54 8UF 15 
8UF C52 C14 C 0 1 N N N 89.025 11.735 91.884 -7.503 0.502  0.267  C52 8UF 16 
8UF O53 O2  O 0 1 N N N 88.841 11.675 90.624 -7.340 -0.571 -0.264 O53 8UF 17 
8UF C51 C15 C 0 1 N N N 88.418 12.889 92.687 -6.330 1.423  0.481  C51 8UF 18 
8UF C38 C16 C 0 1 N N N 87.131 12.543 93.467 -5.060 0.765  -0.060 C38 8UF 19 
8UF C37 C17 C 0 1 N N N 87.286 12.698 94.968 -3.890 1.748  0.043  C37 8UF 20 
8UF C36 C18 C 0 1 N N N 86.022 12.164 95.674 -2.611 1.064  -0.443 C36 8UF 21 
8UF C39 C19 C 0 1 N N N 86.032 13.437 92.995 -4.740 -0.485 0.765  C39 8UF 22 
8UF C40 C20 C 0 1 N N N 84.702 12.930 93.525 -3.435 -1.105 0.258  C40 8UF 23 
8UF N35 N2  N 0 1 N N N 84.816 12.634 94.970 -2.348 -0.125 0.378  N35 8UF 24 
8UF C19 C21 C 0 1 Y N N 83.575 12.621 95.647 -1.118 -0.700 0.048  C19 8UF 25 
8UF C41 C22 C 0 1 Y N N 83.170 11.478 96.366 -1.072 -2.033 -0.329 C41 8UF 26 
8UF F29 F1  F 0 1 N N N 81.521 10.309 97.685 0.171  -3.948 -1.032 F29 8UF 27 
8UF C44 C23 C 0 1 N N N 79.658 12.569 97.440 2.695  -2.271 -0.916 C44 8UF 28 
8UF C14 C24 C 0 1 N N N 79.049 13.689 96.560 3.461  -0.939 -1.092 C14 8UF 29 
8UF C30 C25 C 0 1 N N N 77.942 14.425 97.347 3.500  -0.520 -2.563 C30 8UF 30 
8UF N9  N3  N 0 1 N N N 81.459 14.848 99.474 1.320  1.716  -3.110 N9  8UF 31 
8UF N11 N4  N 0 1 Y N N 80.235 15.942 92.682 3.818  -0.124 3.181  N11 8UF 32 
8UF N12 N5  N 0 1 Y N N 79.955 17.081 93.440 4.217  1.163  2.788  N12 8UF 33 
8UF O1  O3  O 0 1 N N N 79.703 17.347 95.812 3.989  2.427  0.748  O1  8UF 34 
8UF H1  H1  H 0 1 N N N 80.103 18.750 97.596 2.712  3.711  -1.904 H1  8UF 35 
8UF H2  H2  H 0 1 N N N 79.823 17.681 98.798 3.679  4.431  -0.734 H2  8UF 36 
8UF H3  H3  H 0 1 N N N 81.892 13.369 92.678 3.342  -2.804 1.778  H3  8UF 37 
8UF H4  H4  H 0 1 N N N 80.412 12.644 93.391 2.258  -2.358 3.119  H4  8UF 38 
8UF H5  H5  H 0 1 N N N 80.347 13.397 91.762 1.739  -2.110 1.434  H5  8UF 39 
8UF H6  H6  H 0 1 N N N 77.482 12.451 95.695 4.830  -1.404 0.506  H6  8UF 40 
8UF H7  H7  H 0 1 N N N 78.006 13.817 94.654 5.457  -1.749 -1.124 H7  8UF 41 
8UF H8  H8  H 0 1 N N N 79.054 12.369 94.830 5.355  -0.068 -0.547 H8  8UF 42 
8UF H9  H9  H 0 1 N N N 82.932 14.576 95.012 -0.000 1.119  0.397  H9  8UF 43 
8UF H10 H10 H 0 1 N N N 90.058 10.240 91.917 -9.451 0.249  0.508  H10 8UF 44 
8UF H11 H11 H 0 1 N N N 89.172 13.234 93.410 -6.505 2.362  -0.044 H11 8UF 45 
8UF H12 H12 H 0 1 N N N 88.183 13.704 91.987 -6.212 1.619  1.547  H12 8UF 46 
8UF H13 H13 H 0 1 N N N 86.863 11.499 93.247 -5.210 0.486  -1.103 H13 8UF 47 
8UF H14 H14 H 0 1 N N N 88.164 12.128 95.307 -4.094 2.622  -0.576 H14 8UF 48 
8UF H15 H15 H 0 1 N N N 87.422 13.761 95.215 -3.766 2.058  1.081  H15 8UF 49 
8UF H16 H16 H 0 1 N N N 86.040 11.064 95.671 -2.731 0.767  -1.485 H16 8UF 50 
8UF H17 H17 H 0 1 N N N 86.003 12.528 96.712 -1.773 1.756  -0.357 H17 8UF 51 
8UF H18 H18 H 0 1 N N N 86.207 14.459 93.363 -4.628 -0.210 1.814  H18 8UF 52 
8UF H19 H19 H 0 1 N N N 86.010 13.442 91.895 -5.550 -1.207 0.661  H19 8UF 53 
8UF H20 H20 H 0 1 N N N 83.931 13.699 93.370 -3.197 -1.987 0.852  H20 8UF 54 
8UF H21 H21 H 0 1 N N N 84.420 12.013 92.986 -3.552 -1.391 -0.787 H21 8UF 55 
8UF H22 H22 H 0 1 N N N 83.852 10.645 96.450 -1.987 -2.605 -0.361 H22 8UF 56 
8UF H23 H23 H 0 1 N N N 79.687 12.862 98.500 3.114  -2.842 -0.087 H23 8UF 57 
8UF H24 H24 H 0 1 N N N 79.100 11.627 97.335 2.733  -2.856 -1.835 H24 8UF 58 
8UF H25 H25 H 0 1 N N N 78.382 14.915 98.228 3.937  0.475  -2.646 H25 8UF 59 
8UF H26 H26 H 0 1 N N N 77.475 15.183 96.701 4.104  -1.231 -3.128 H26 8UF 60 
8UF H27 H27 H 0 1 N N N 77.180 13.701 97.672 2.486  -0.506 -2.964 H27 8UF 61 
8UF H28 H28 H 0 1 N N N 80.277 15.962 91.683 3.970  -0.527 4.050  H28 8UF 62 
# 
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 
8UF O53 C52 DOUB N N 1  
8UF C52 O54 SING N N 2  
8UF C52 C51 SING N N 3  
8UF N11 C10 SING Y N 4  
8UF N11 N12 SING Y N 5  
8UF C51 C38 SING N N 6  
8UF C13 C10 SING N N 7  
8UF C39 C38 SING N N 8  
8UF C39 C40 SING N N 9  
8UF C10 C5  DOUB Y N 10 
8UF N12 C6  DOUB Y N 11 
8UF C38 C37 SING N N 12 
8UF C40 N35 SING N N 13 
8UF C6  C5  SING Y N 14 
8UF C6  O1  SING N N 15 
8UF C5  C4  SING N N 16 
8UF C37 C36 SING N N 17 
8UF N35 C19 SING N N 18 
8UF N35 C36 SING N N 19 
8UF C15 C14 SING N N 20 
8UF C20 C19 DOUB Y N 21 
8UF C20 C16 SING Y N 22 
8UF C19 C41 SING Y N 23 
8UF O1  C2  SING N N 24 
8UF C16 C4  SING N N 25 
8UF C16 C17 DOUB Y N 26 
8UF C4  C14 SING N N 27 
8UF C4  C3  SING N N 28 
8UF C41 C18 DOUB Y N 29 
8UF C14 C30 SING N N 30 
8UF C14 C44 SING N N 31 
8UF C17 C18 SING Y N 32 
8UF C17 C44 SING N N 33 
8UF C18 F29 SING N N 34 
8UF C2  C3  DOUB N N 35 
8UF C2  N7  SING N N 36 
8UF C3  C8  SING N N 37 
8UF C8  N9  TRIP N N 38 
8UF N7  H1  SING N N 39 
8UF N7  H2  SING N N 40 
8UF C13 H3  SING N N 41 
8UF C13 H4  SING N N 42 
8UF C13 H5  SING N N 43 
8UF C15 H6  SING N N 44 
8UF C15 H7  SING N N 45 
8UF C15 H8  SING N N 46 
8UF C20 H9  SING N N 47 
8UF O54 H10 SING N N 48 
8UF C51 H11 SING N N 49 
8UF C51 H12 SING N N 50 
8UF C38 H13 SING N N 51 
8UF C37 H14 SING N N 52 
8UF C37 H15 SING N N 53 
8UF C36 H16 SING N N 54 
8UF C36 H17 SING N N 55 
8UF C39 H18 SING N N 56 
8UF C39 H19 SING N N 57 
8UF C40 H20 SING N N 58 
8UF C40 H21 SING N N 59 
8UF C41 H22 SING N N 60 
8UF C44 H23 SING N N 61 
8UF C44 H24 SING N N 62 
8UF C30 H25 SING N N 63 
8UF C30 H26 SING N N 64 
8UF C30 H27 SING N N 65 
8UF N11 H28 SING N N 66 
# 
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 
8UF InChI            InChI                1.03  "InChI=1S/C25H28FN5O3/c1-13-21-23(30-29-13)34-22(28)18(12-27)25(21)17-9-15(10-19(26)16(17)11-24(25,2)3)31-6-4-14(5-7-31)8-20(32)33/h9-10,14H,4-8,11,28H2,1-3H3,(H,29,30)(H,32,33)/t25-/m1/s1" 
8UF InChIKey         InChI                1.03  IJNFEDVSEBDSHQ-RUZDIDTESA-N                                                                                                                                                                   
8UF SMILES_CANONICAL CACTVS               3.385 "Cc1[nH]nc2OC(=C(C#N)[C@]3(c4cc(cc(F)c4CC3(C)C)N5CCC(CC5)CC(O)=O)c12)N"                                                                                                                       
8UF SMILES           CACTVS               3.385 "Cc1[nH]nc2OC(=C(C#N)[C]3(c4cc(cc(F)c4CC3(C)C)N5CCC(CC5)CC(O)=O)c12)N"                                                                                                                        
8UF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C([C@]23c4cc(cc(c4CC3(C)C)F)N5CCC(CC5)CC(=O)O)C#N)N"                                                                                                                       
8UF SMILES           "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C(C23c4cc(cc(c4CC3(C)C)F)N5CCC(CC5)CC(=O)O)C#N)N"                                                                                                                          
# 
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 
8UF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 
;2-[1-[(3~{S})-6'-azanyl-5'-cyano-7-fluoranyl-2,2,3'-trimethyl-spiro[1~{H}-indene-3,4'-2~{H}-pyrano[2,3-c]pyrazole]-5-yl]piperidin-4-yl]ethanoic acid
;
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
8UF "Create component" 2017-09-26 RCSB 
8UF "Initial release"  2018-06-06 RCSB 
# 
