data_8OJ
# 
_chem_comp.id                                    8OJ 
_chem_comp.name                                  "(S)-N-(3-methyl-1-(methylamino)-1-oxobutan-2-yl)-5-(4-(((4-oxo-4,5,6,7-tetrahydro-3H-cyclopenta[d]pyrimidin-2-yl)thio)methyl)phenyl)furan-2-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H28 N4 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-02-22 
_chem_comp.pdbx_modified_date                    2017-07-07 
_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                        480.579 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8OJ 
_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        5UWL 
_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 
8OJ C1  C1  C 0 1 N N N 53.975 -29.132 14.173 8.217   4.097  1.095  C1  8OJ 1  
8OJ N1  N1  N 0 1 N N N 54.732 -28.004 14.713 8.181   2.663  0.797  N1  8OJ 2  
8OJ C2  C2  C 0 1 N N N 54.172 -27.054 15.476 7.055   2.103  0.312  C2  8OJ 3  
8OJ O3  O1  O 0 1 N N N 52.997 -27.106 15.861 6.047   2.767  0.201  O3  8OJ 4  
8OJ C4  C3  C 0 1 N N S 55.029 -25.853 15.801 7.049   0.651  -0.093 C4  8OJ 5  
8OJ C5  C4  C 0 1 N N N 55.328 -25.817 17.277 7.493   0.527  -1.552 C5  8OJ 6  
8OJ C6  C5  C 0 1 N N N 56.140 -24.566 17.576 8.925   1.046  -1.695 C6  8OJ 7  
8OJ C7  C6  C 0 1 N N N 56.093 -27.059 17.679 7.438   -0.941 -1.979 C7  8OJ 8  
8OJ N8  N2  N 0 1 N N N 54.344 -24.649 15.384 5.696   0.109  0.054  N8  8OJ 9  
8OJ C9  C7  C 0 1 N N N 54.662 -23.929 14.288 5.518   -1.213 0.247  C9  8OJ 10 
8OJ O10 O2  O 0 1 N N N 55.719 -23.982 13.687 6.480   -1.956 0.299  O10 8OJ 11 
8OJ C11 C8  C 0 1 Y N N 53.581 -23.087 13.725 4.164   -1.755 0.394  C11 8OJ 12 
8OJ C12 C9  C 0 1 Y N N 53.452 -22.126 12.751 3.842   -3.079 0.600  C12 8OJ 13 
8OJ C13 C10 C 0 1 Y N N 52.098 -21.791 12.743 2.447   -3.145 0.687  C13 8OJ 14 
8OJ C14 C11 C 0 1 Y N N 51.462 -22.573 13.703 1.974   -1.874 0.531  C14 8OJ 15 
8OJ O15 O3  O 0 1 Y N N 52.379 -23.388 14.276 3.017   -1.045 0.356  O15 8OJ 16 
8OJ C16 C12 C 0 1 Y N N 50.040 -22.631 14.086 0.552   -1.475 0.553  C16 8OJ 17 
8OJ C17 C13 C 0 1 Y N N 49.705 -22.852 15.422 0.197   -0.136 0.382  C17 8OJ 18 
8OJ C18 C14 C 0 1 Y N N 48.373 -22.933 15.774 -1.133  0.229  0.403  C18 8OJ 19 
8OJ C19 C15 C 0 1 Y N N 47.409 -22.792 14.790 -2.114  -0.728 0.594  C19 8OJ 20 
8OJ C20 C16 C 0 1 Y N N 47.751 -22.570 13.460 -1.769  -2.057 0.764  C20 8OJ 21 
8OJ C21 C17 C 0 1 Y N N 49.076 -22.496 13.109 -0.443  -2.437 0.739  C21 8OJ 22 
8OJ C22 C18 C 0 1 N N N 45.945 -22.881 15.142 -3.565  -0.321 0.616  C22 8OJ 23 
8OJ S23 S1  S 0 1 N N N 45.389 -24.502 14.716 -4.240  -0.398 -1.061 S23 8OJ 24 
8OJ C24 C19 C 0 1 N N N 43.710 -24.475 15.050 -5.897  0.112  -0.748 C24 8OJ 25 
8OJ N25 N3  N 0 1 N N N 43.149 -23.350 15.569 -6.262  0.407  0.483  N25 8OJ 26 
8OJ C26 C20 C 0 1 N N N 41.814 -23.329 15.774 -7.505  0.798  0.768  C26 8OJ 27 
8OJ C27 C21 C 0 1 N N N 41.043 -24.423 15.490 -8.430  0.897  -0.230 C27 8OJ 28 
8OJ C28 C22 C 0 1 N N N 41.625 -25.561 14.980 -8.049  0.583  -1.548 C28 8OJ 29 
8OJ N29 N4  N 0 1 N N N 42.921 -25.544 14.779 -6.777  0.199  -1.784 N29 8OJ 30 
8OJ C36 C23 C 0 1 N N N 39.593 -24.203 15.816 -9.757  1.354  0.331  C36 8OJ 31 
8OJ C37 C24 C 0 1 N N N 39.553 -22.786 16.402 -9.656  1.108  1.852  C37 8OJ 32 
8OJ C38 C25 C 0 1 N N N 40.982 -22.202 16.338 -8.132  1.181  2.092  C38 8OJ 33 
8OJ O39 O4  O 0 1 N N N 41.012 -26.602 14.689 -8.854  0.663  -2.462 O39 8OJ 34 
8OJ H1  H1  H 0 1 N N N 54.645 -29.774 13.582 8.012   4.662  0.186  H1  8OJ 35 
8OJ H2  H2  H 0 1 N N N 53.545 -29.714 15.001 7.462   4.331  1.846  H2  8OJ 36 
8OJ H3  H3  H 0 1 N N N 53.166 -28.756 13.530 9.203   4.364  1.475  H3  8OJ 37 
8OJ H4  H4  H 0 1 N N N 55.708 -27.938 14.505 8.968   2.116  0.949  H4  8OJ 38 
8OJ H5  H5  H 0 1 N N N 55.978 -25.942 15.253 7.735   0.094  0.544  H5  8OJ 39 
8OJ H6  H6  H 0 1 N N N 54.383 -25.776 17.839 6.829   1.115  -2.185 H6  8OJ 40 
8OJ H7  H7  H 0 1 N N N 56.367 -24.524 18.651 9.571   0.531  -0.984 H7  8OJ 41 
8OJ H8  H8  H 0 1 N N N 57.079 -24.593 17.004 9.280   0.860  -2.709 H8  8OJ 42 
8OJ H9  H9  H 0 1 N N N 55.561 -23.676 17.289 8.946   2.117  -1.494 H9  8OJ 43 
8OJ H10 H10 H 0 1 N N N 56.307 -27.025 18.757 6.417   -1.311 -1.877 H10 8OJ 44 
8OJ H11 H11 H 0 1 N N N 55.489 -27.950 17.453 7.754   -1.030 -3.018 H11 8OJ 45 
8OJ H12 H12 H 0 1 N N N 57.038 -27.105 17.119 8.102   -1.529 -1.345 H12 8OJ 46 
8OJ H13 H13 H 0 1 N N N 53.582 -24.328 15.947 4.929   0.701  0.012  H13 8OJ 47 
8OJ H14 H14 H 0 1 N N N 54.232 -21.718 12.126 4.532   -3.905 0.679  H14 8OJ 48 
8OJ H15 H15 H 0 1 N N N 51.627 -21.057 12.106 1.856   -4.035 0.846  H15 8OJ 49 
8OJ H16 H16 H 0 1 N N N 50.477 -22.958 16.170 0.961   0.613  0.233  H16 8OJ 50 
8OJ H17 H17 H 0 1 N N N 48.087 -23.104 16.801 -1.410  1.265  0.270  H17 8OJ 51 
8OJ H18 H18 H 0 1 N N N 46.981 -22.457 12.711 -2.539  -2.799 0.912  H18 8OJ 52 
8OJ H19 H19 H 0 1 N N N 49.360 -22.334 12.080 -0.175  -3.474 0.872  H19 8OJ 53 
8OJ H20 H20 H 0 1 N N N 45.377 -22.129 14.575 -4.122  -0.998 1.263  H20 8OJ 54 
8OJ H21 H21 H 0 1 N N N 45.808 -22.709 16.220 -3.651  0.697  0.996  H21 8OJ 55 
8OJ H22 H22 H 0 1 N N N 38.974 -24.268 14.909 -9.909  2.414  0.128  H22 8OJ 56 
8OJ H23 H23 H 0 1 N N N 38.867 -22.158 15.815 -10.174 1.890  2.408  H23 8OJ 57 
8OJ H24 H24 H 0 1 N N N 41.334 -21.920 17.341 -7.837  0.476  2.869  H24 8OJ 58 
8OJ H25 H25 H 0 1 N N N 43.351 -26.365 14.405 -6.494  -0.022 -2.685 H25 8OJ 59 
8OJ H26 H26 H 0 1 N N N 39.242 -24.940 16.553 -10.571 0.766  -0.094 H26 8OJ 60 
8OJ H27 H27 H 0 1 N N N 39.212 -22.824 17.447 -10.046 0.124  2.113  H27 8OJ 61 
8OJ H28 H28 H 0 1 N N N 41.016 -21.323 15.677 -7.841  2.194  2.369  H28 8OJ 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 
8OJ C13 C12 SING Y N 1  
8OJ C13 C14 DOUB Y N 2  
8OJ C12 C11 DOUB Y N 3  
8OJ C21 C20 DOUB Y N 4  
8OJ C21 C16 SING Y N 5  
8OJ C20 C19 SING Y N 6  
8OJ O10 C9  DOUB N N 7  
8OJ C14 C16 SING N N 8  
8OJ C14 O15 SING Y N 9  
8OJ C11 O15 SING Y N 10 
8OJ C11 C9  SING N N 11 
8OJ C16 C17 DOUB Y N 12 
8OJ C1  N1  SING N N 13 
8OJ C9  N8  SING N N 14 
8OJ O39 C28 DOUB N N 15 
8OJ N1  C2  SING N N 16 
8OJ S23 C24 SING N N 17 
8OJ S23 C22 SING N N 18 
8OJ N29 C28 SING N N 19 
8OJ N29 C24 SING N N 20 
8OJ C19 C22 SING N N 21 
8OJ C19 C18 DOUB Y N 22 
8OJ C28 C27 SING N N 23 
8OJ C24 N25 DOUB N N 24 
8OJ N8  C4  SING N N 25 
8OJ C17 C18 SING Y N 26 
8OJ C2  C4  SING N N 27 
8OJ C2  O3  DOUB N N 28 
8OJ C27 C26 DOUB N N 29 
8OJ C27 C36 SING N N 30 
8OJ N25 C26 SING N N 31 
8OJ C26 C38 SING N N 32 
8OJ C4  C5  SING N N 33 
8OJ C36 C37 SING N N 34 
8OJ C38 C37 SING N N 35 
8OJ C5  C6  SING N N 36 
8OJ C5  C7  SING N N 37 
8OJ C1  H1  SING N N 38 
8OJ C1  H2  SING N N 39 
8OJ C1  H3  SING N N 40 
8OJ N1  H4  SING N N 41 
8OJ C4  H5  SING N N 42 
8OJ C5  H6  SING N N 43 
8OJ C6  H7  SING N N 44 
8OJ C6  H8  SING N N 45 
8OJ C6  H9  SING N N 46 
8OJ C7  H10 SING N N 47 
8OJ C7  H11 SING N N 48 
8OJ C7  H12 SING N N 49 
8OJ N8  H13 SING N N 50 
8OJ C12 H14 SING N N 51 
8OJ C13 H15 SING N N 52 
8OJ C17 H16 SING N N 53 
8OJ C18 H17 SING N N 54 
8OJ C20 H18 SING N N 55 
8OJ C21 H19 SING N N 56 
8OJ C22 H20 SING N N 57 
8OJ C22 H21 SING N N 58 
8OJ C36 H22 SING N N 59 
8OJ C37 H23 SING N N 60 
8OJ C38 H24 SING N N 61 
8OJ N29 H25 SING N N 62 
8OJ C36 H26 SING N N 63 
8OJ C37 H27 SING N N 64 
8OJ C38 H28 SING N N 65 
# 
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 
8OJ SMILES           ACDLabs              12.01 "CNC(C(C(C)C)NC(=O)c1oc(cc1)c4ccc(CSC3=NC=2CCCC=2C(N3)=O)cc4)=O"                                                                                                                                       
8OJ InChI            InChI                1.03  "InChI=1S/C25H28N4O4S/c1-14(2)21(24(32)26-3)28-23(31)20-12-11-19(33-20)16-9-7-15(8-10-16)13-34-25-27-18-6-4-5-17(18)22(30)29-25/h7-12,14,21H,4-6,13H2,1-3H3,(H,26,32)(H,28,31)(H,27,29,30)/t21-/m0/s1" 
8OJ InChIKey         InChI                1.03  AHTVZGHNJWEFAC-NRFANRHFSA-N                                                                                                                                                                            
8OJ SMILES_CANONICAL CACTVS               3.385 "CNC(=O)[C@@H](NC(=O)c1oc(cc1)c2ccc(CSC3=NC4=C(CCC4)C(=O)N3)cc2)C(C)C"                                                                                                                                 
8OJ SMILES           CACTVS               3.385 "CNC(=O)[CH](NC(=O)c1oc(cc1)c2ccc(CSC3=NC4=C(CCC4)C(=O)N3)cc2)C(C)C"                                                                                                                                   
8OJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)[C@@H](C(=O)NC)NC(=O)c1ccc(o1)c2ccc(cc2)CSC3=NC4=C(CCC4)C(=O)N3"                                                                                                                                 
8OJ SMILES           "OpenEye OEToolkits" 2.0.6 "CC(C)C(C(=O)NC)NC(=O)c1ccc(o1)c2ccc(cc2)CSC3=NC4=C(CCC4)C(=O)N3"                                                                                                                                      
# 
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 
8OJ "SYSTEMATIC NAME" ACDLabs              12.01 "N-methyl-N~2~-[5-(4-{[(4-oxo-4,5,6,7-tetrahydro-3H-cyclopenta[d]pyrimidin-2-yl)sulfanyl]methyl}phenyl)furan-2-carbonyl]-L-valinamide"                                              
8OJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[(2~{S})-3-methyl-1-(methylamino)-1-oxidanylidene-butan-2-yl]-5-[4-[(4-oxidanylidene-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)sulfanylmethyl]phenyl]furan-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
8OJ "Create component" 2017-02-22 RCSB 
8OJ "Modify formula"   2017-02-24 RCSB 
8OJ "Initial release"  2017-07-12 RCSB 
# 
