data_8UR
# 
_chem_comp.id                                    8UR 
_chem_comp.name                                  "2-[1-[3-[(4~{S})-6-azanyl-5-cyano-3-methyl-4-propan-2-yl-2~{H}-pyrano[2,3-c]pyrazol-4-yl]-5-(trifluoromethyl)phenyl]piperidin-4-yl]ethanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H28 F3 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                    2018-09-21 
_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                        503.517 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8UR 
_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        5YG0 
_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 
8UR C4  C1  C 0 1 N N N 14.270 15.939 92.293 4.823  1.171  0.277  C4  8UR 1  
8UR C7  C2  C 0 1 N N N 13.183 15.637 91.245 6.063  1.994  -0.078 C7  8UR 2  
8UR C6  C3  C 0 1 N N N 16.679 15.721 92.832 3.293  -0.648 -0.486 C6  8UR 3  
8UR C8  C4  C 0 1 N N N 12.433 16.830 90.671 7.279  1.103  -0.062 C8  8UR 4  
8UR C2  C5  C 0 1 N N N 14.782 15.681 94.693 2.361  1.260  0.680  C2  8UR 5  
8UR C3  C6  C 0 1 N N N 13.842 15.280 93.581 3.608  2.096  0.384  C3  8UR 6  
8UR C5  C7  C 0 1 N N N 15.578 15.347 91.843 4.568  0.130  -0.817 C5  8UR 7  
8UR N1  N1  N 0 1 N N N 16.178 15.594 94.227 2.159  0.281  -0.395 N1  8UR 8  
8UR F35 F1  F 0 1 N N N 18.667 17.375 99.425 0.974  -4.429 0.612  F35 8UR 9  
8UR C31 C8  C 0 1 N N N 17.650 17.314 98.579 -0.238 -3.983 0.075  C31 8UR 10 
8UR F33 F2  F 0 1 N N N 16.614 16.844 99.202 -0.398 -4.508 -1.212 F33 8UR 11 
8UR F34 F3  F 0 1 N N N 17.286 18.507 98.169 -1.293 -4.411 0.887  F34 8UR 12 
8UR C28 C9  C 0 1 Y N N 17.934 16.439 97.379 -0.235 -2.478 0.007  C28 8UR 13 
8UR C27 C10 C 0 1 Y N N 19.122 15.730 97.242 -1.423 -1.779 0.120  C27 8UR 14 
8UR C36 C11 C 0 1 Y N N 16.978 16.373 96.369 0.955  -1.798 -0.162 C36 8UR 15 
8UR C29 C12 C 0 1 Y N N 17.172 15.589 95.233 0.957  -0.410 -0.225 C29 8UR 16 
8UR O10 O1  O 0 1 N N N 11.255 16.614 90.269 7.165  -0.070 0.205  O10 8UR 17 
8UR O9  O2  O 0 1 N N N 13.003 17.952 90.586 8.488  1.613  -0.346 O9  8UR 18 
8UR C30 C13 C 0 1 Y N N 18.374 14.871 95.120 -0.238 0.289  -0.116 C30 8UR 19 
8UR C26 C14 C 0 1 Y N N 19.378 14.934 96.104 -1.424 -0.397 0.059  C26 8UR 20 
8UR C14 C15 C 0 1 N N S 20.680 14.125 96.005 -2.721 0.360  0.176  C14 8UR 21 
8UR C24 C16 C 0 1 N N N 21.963 14.841 96.514 -3.857 -0.610 0.507  C24 8UR 22 
8UR C32 C17 C 0 1 N N N 23.246 13.961 96.536 -3.614 -1.230 1.885  C32 8UR 23 
8UR C25 C18 C 0 1 N N N 22.263 16.201 95.833 -5.187 0.146  0.517  C25 8UR 24 
8UR C13 C19 C 0 1 N N N 20.461 12.917 96.916 -2.607 1.400  1.262  C13 8UR 25 
8UR C18 C20 C 0 1 N N N 20.055 13.129 98.097 -2.071 1.007  2.530  C18 8UR 26 
8UR N19 N2  N 0 1 N N N 19.686 13.311 99.176 -1.645 0.695  3.536  N19 8UR 27 
8UR C12 C21 C 0 1 N N N 20.704 11.647 96.525 -2.987 2.684  1.095  C12 8UR 28 
8UR N17 N3  N 0 1 N N N 20.527 10.598 97.316 -2.839 3.538  2.159  N17 8UR 29 
8UR C15 C22 C 0 1 Y N N 20.929 13.671 94.604 -3.018 1.066  -1.122 C15 8UR 30 
8UR C20 C23 C 0 1 Y N N 21.014 14.343 93.273 -2.992 0.596  -2.378 C20 8UR 31 
8UR C23 C24 C 0 1 N N N 20.833 15.805 92.927 -2.644 -0.810 -2.794 C23 8UR 32 
8UR N21 N4  N 0 1 Y N N 21.273 13.361 92.376 -3.336 1.611  -3.204 N21 8UR 33 
8UR N22 N5  N 0 1 Y N N 21.363 12.072 92.933 -3.580 2.748  -2.418 N22 8UR 34 
8UR C16 C25 C 0 1 Y N N 21.171 12.283 94.233 -3.391 2.428  -1.171 C16 8UR 35 
8UR O11 O3  O 0 1 N N N 21.189 11.333 95.198 -3.501 3.186  -0.046 O11 8UR 36 
8UR H1  H1  H 0 1 N N N 14.367 17.026 92.432 4.981  0.666  1.230  H1  8UR 37 
8UR H2  H2  H 0 1 N N N 12.442 14.973 91.715 5.941  2.425  -1.072 H2  8UR 38 
8UR H3  H3  H 0 1 N N N 13.665 15.113 90.407 6.189  2.793  0.652  H3  8UR 39 
8UR H4  H4  H 0 1 N N N 17.538 15.049 92.691 3.100  -1.380 -1.270 H4  8UR 40 
8UR H5  H5  H 0 1 N N N 16.993 16.760 92.651 3.418  -1.162 0.467  H5  8UR 41 
8UR H6  H6  H 0 1 N N N 14.564 16.715 95.000 2.490  0.738  1.628  H6  8UR 42 
8UR H7  H7  H 0 1 N N N 14.641 15.006 95.550 1.491  1.915  0.743  H7  8UR 43 
8UR H8  H8  H 0 1 N N N 12.820 15.599 93.833 3.766  2.813  1.190  H8  8UR 44 
8UR H9  H9  H 0 1 N N N 13.865 14.187 93.458 3.473  2.630  -0.557 H9  8UR 45 
8UR H10 H10 H 0 1 N N N 15.486 14.252 91.795 4.448  0.633  -1.777 H10 8UR 46 
8UR H11 H11 H 0 1 N N N 15.833 15.738 90.847 5.411  -0.558 -0.869 H11 8UR 47 
8UR H12 H12 H 0 1 N N N 19.865 15.789 98.023 -2.351 -2.313 0.256  H12 8UR 48 
8UR H13 H13 H 0 1 N N N 16.065 16.942 96.468 1.883  -2.344 -0.246 H13 8UR 49 
8UR H14 H14 H 0 1 N N N 12.413 18.578 90.183 9.237  1.002  -0.323 H14 8UR 50 
8UR H15 H15 H 0 1 N N N 18.533 14.251 94.250 -0.240 1.368  -0.163 H15 8UR 51 
8UR H16 H16 H 0 1 N N N 21.760 15.083 97.568 -3.893 -1.398 -0.244 H16 8UR 52 
8UR H17 H17 H 0 1 N N N 23.023 12.999 97.021 -4.344 -2.019 2.063  H17 8UR 53 
8UR H18 H18 H 0 1 N N N 23.585 13.782 95.505 -2.608 -1.650 1.921  H18 8UR 54 
8UR H19 H19 H 0 1 N N N 24.037 14.480 97.098 -3.714 -0.462 2.652  H19 8UR 55 
8UR H20 H20 H 0 1 N N N 23.184 16.628 96.256 -5.361 0.588  -0.465 H20 8UR 56 
8UR H21 H21 H 0 1 N N N 22.393 16.049 94.751 -5.997 -0.545 0.752  H21 8UR 57 
8UR H22 H22 H 0 1 N N N 21.425 16.891 96.008 -5.152 0.934  1.269  H22 8UR 58 
8UR H23 H23 H 0 1 N N N 20.772 9.763  96.823 -2.472 3.211  2.996  H23 8UR 59 
8UR H24 H24 H 0 1 N N N 21.107 10.690 98.126 -3.101 4.468  2.075  H24 8UR 60 
8UR H25 H25 H 0 1 N N N 19.773 16.002 92.709 -3.548 -1.418 -2.814 H25 8UR 61 
8UR H26 H26 H 0 1 N N N 21.154 16.425 93.777 -2.195 -0.794 -3.787 H26 8UR 62 
8UR H27 H27 H 0 1 N N N 21.441 16.051 92.044 -1.936 -1.235 -2.082 H27 8UR 63 
8UR H28 H28 H 0 1 N N N 21.390 13.538 91.399 -3.401 1.562  -4.170 H28 8UR 64 
# 
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 
8UR O10 C8  DOUB N N 1  
8UR O9  C8  SING N N 2  
8UR C8  C7  SING N N 3  
8UR C7  C4  SING N N 4  
8UR C5  C4  SING N N 5  
8UR C5  C6  SING N N 6  
8UR C4  C3  SING N N 7  
8UR N21 N22 SING Y N 8  
8UR N21 C20 SING Y N 9  
8UR C6  N1  SING N N 10 
8UR C23 C20 SING N N 11 
8UR N22 C16 DOUB Y N 12 
8UR C20 C15 DOUB Y N 13 
8UR C3  C2  SING N N 14 
8UR N1  C2  SING N N 15 
8UR N1  C29 SING N N 16 
8UR C16 C15 SING Y N 17 
8UR C16 O11 SING N N 18 
8UR C15 C14 SING N N 19 
8UR C30 C29 DOUB Y N 20 
8UR C30 C26 SING Y N 21 
8UR O11 C12 SING N N 22 
8UR C29 C36 SING Y N 23 
8UR C25 C24 SING N N 24 
8UR C14 C26 SING N N 25 
8UR C14 C24 SING N N 26 
8UR C14 C13 SING N N 27 
8UR C26 C27 DOUB Y N 28 
8UR C36 C28 DOUB Y N 29 
8UR C24 C32 SING N N 30 
8UR C12 C13 DOUB N N 31 
8UR C12 N17 SING N N 32 
8UR C13 C18 SING N N 33 
8UR C27 C28 SING Y N 34 
8UR C28 C31 SING N N 35 
8UR C18 N19 TRIP N N 36 
8UR F34 C31 SING N N 37 
8UR C31 F33 SING N N 38 
8UR C31 F35 SING N N 39 
8UR C4  H1  SING N N 40 
8UR C7  H2  SING N N 41 
8UR C7  H3  SING N N 42 
8UR C6  H4  SING N N 43 
8UR C6  H5  SING N N 44 
8UR C2  H6  SING N N 45 
8UR C2  H7  SING N N 46 
8UR C3  H8  SING N N 47 
8UR C3  H9  SING N N 48 
8UR C5  H10 SING N N 49 
8UR C5  H11 SING N N 50 
8UR C27 H12 SING N N 51 
8UR C36 H13 SING N N 52 
8UR O9  H14 SING N N 53 
8UR C30 H15 SING N N 54 
8UR C24 H16 SING N N 55 
8UR C32 H17 SING N N 56 
8UR C32 H18 SING N N 57 
8UR C32 H19 SING N N 58 
8UR C25 H20 SING N N 59 
8UR C25 H21 SING N N 60 
8UR C25 H22 SING N N 61 
8UR N17 H23 SING N N 62 
8UR N17 H24 SING N N 63 
8UR C23 H25 SING N N 64 
8UR C23 H26 SING N N 65 
8UR C23 H27 SING N N 66 
8UR N21 H28 SING N N 67 
# 
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 
8UR InChI            InChI                1.03  "InChI=1S/C25H28F3N5O3/c1-13(2)24(19(12-29)22(30)36-23-21(24)14(3)31-32-23)16-9-17(25(26,27)28)11-18(10-16)33-6-4-15(5-7-33)8-20(34)35/h9-11,13,15H,4-8,30H2,1-3H3,(H,31,32)(H,34,35)/t24-/m0/s1" 
8UR InChIKey         InChI                1.03  UHPFIFHQJWKZHI-DEOSSOPVSA-N                                                                                                                                                                       
8UR SMILES_CANONICAL CACTVS               3.385 "CC(C)[C@]1(c2cc(cc(c2)C(F)(F)F)N3CCC(CC3)CC(O)=O)C(=C(N)Oc4n[nH]c(C)c14)C#N"                                                                                                                     
8UR SMILES           CACTVS               3.385 "CC(C)[C]1(c2cc(cc(c2)C(F)(F)F)N3CCC(CC3)CC(O)=O)C(=C(N)Oc4n[nH]c(C)c14)C#N"                                                                                                                      
8UR SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C([C@@]2(c3cc(cc(c3)N4CCC(CC4)CC(=O)O)C(F)(F)F)C(C)C)C#N)N"                                                                                                                    
8UR SMILES           "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C(C2(c3cc(cc(c3)N4CCC(CC4)CC(=O)O)C(F)(F)F)C(C)C)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 
8UR "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[1-[3-[(4~{S})-6-azanyl-5-cyano-3-methyl-4-propan-2-yl-2~{H}-pyrano[2,3-c]pyrazol-4-yl]-5-(trifluoromethyl)phenyl]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 
8UR "Create component" 2017-09-26 RCSB 
8UR "Initial release"  2018-09-26 RCSB 
# 
