data_N9U
# 
_chem_comp.id                                    N9U 
_chem_comp.name                                  Roxifiban 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H27 N5 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "N-(butoxycarbonyl)-3-{2-[(5R)-3-(4-carbamimidoylphenyl)-4,5-dihydro-1,2-oxazol-5-yl]acetamido}-L-alanine" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-03-28 
_chem_comp.pdbx_modified_date                    2022-08-12 
_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                        433.458 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     N9U 
_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        7UH8 
_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 
N9U C10 C1  C 0 1 N N N 55.635 113.753 70.236 5.419   2.862  0.106  C10 N9U 1  
N9U C13 C2  C 0 1 N N N 55.090 111.390 70.645 2.980   2.455  -0.074 C13 N9U 2  
N9U O11 O1  O 0 1 N N N 55.060 114.707 69.574 6.230   2.490  0.921  O11 N9U 3  
N9U O12 O2  O 0 1 N N N 56.924 113.613 70.169 5.457   4.124  -0.349 O12 N9U 4  
N9U C22 C3  C 0 1 N N N 53.106 105.587 74.017 -3.924  0.408  0.257  C22 N9U 5  
N9U C23 C4  C 0 1 Y N N 52.331 104.220 74.227 -5.325  -0.045 0.159  C23 N9U 6  
N9U C24 C5  C 0 1 Y N N 53.050 103.018 74.286 -6.182  0.091  1.253  C24 N9U 7  
N9U C25 C6  C 0 1 Y N N 52.376 101.820 74.468 -7.489  -0.331 1.161  C25 N9U 8  
N9U C26 C7  C 0 1 Y N N 50.939 104.210 74.349 -5.796  -0.606 -1.031 C26 N9U 9  
N9U C27 C8  C 0 1 Y N N 50.275 103.015 74.530 -7.103  -1.029 -1.122 C27 N9U 10 
N9U C28 C9  C 0 1 Y N N 50.988 101.814 74.590 -7.957  -0.897 -0.026 C28 N9U 11 
N9U C15 C10 C 0 1 N N N 54.215 109.605 72.165 0.658   1.741  -0.265 C15 N9U 12 
N9U C17 C11 C 0 1 N N N 53.105 108.645 72.558 -0.387  0.731  -0.664 C17 N9U 13 
N9U C18 C12 C 0 1 N N R 53.541 107.677 73.512 -1.777  1.278  -0.335 C18 N9U 14 
N9U C29 C13 C 0 1 N N N 50.258 100.496 74.786 -9.363  -1.352 -0.124 C29 N9U 15 
N9U C19 C14 C 0 1 N N N 52.460 106.709 73.827 -2.883  0.324  -0.844 C19 N9U 16 
N9U C01 C15 C 0 1 N N N 56.676 112.444 76.158 7.636   -5.958 0.674  C01 N9U 17 
N9U C02 C16 C 0 1 N N N 55.258 112.928 76.007 7.591   -4.656 -0.128 C02 N9U 18 
N9U C03 C17 C 0 1 N N N 54.931 113.265 74.578 6.582   -3.699 0.510  C03 N9U 19 
N9U C04 C18 C 0 1 N N N 53.400 113.397 74.291 6.537   -2.397 -0.291 C04 N9U 20 
N9U C06 C19 C 0 1 N N N 52.639 113.583 71.988 5.418   -0.288 -0.275 C06 N9U 21 
N9U C09 C20 C 0 1 N N S 54.799 112.811 71.073 4.370   1.908  -0.403 C09 N9U 22 
N9U N08 N1  N 0 1 N N N 53.411 113.112 70.912 4.545   0.602  0.237  N08 N9U 23 
N9U N14 N2  N 0 1 N N N 54.038 110.488 71.017 1.964   1.473  -0.462 N14 N9U 24 
N9U N21 N3  N 0 1 N N N 54.477 105.564 73.575 -3.375  0.949  1.292  N21 N9U 25 
N9U N30 N4  N 0 1 N N N 50.815 99.493  75.665 -9.826  -1.911 -1.296 N30 N9U 26 
N9U N31 N5  N 0 1 N N N 49.106 100.264 74.146 -10.161 -1.225 0.897  N31 N9U 27 
N9U O05 O3  O 0 1 N N N 53.267 114.198 73.107 5.579   -1.488 0.314  O05 N9U 28 
N9U O07 O4  O 0 1 N N N 51.400 113.479 71.961 6.061   -0.007 -1.267 O07 N9U 29 
N9U O16 O5  O 0 1 N N N 55.282 109.646 72.820 0.324   2.795  0.234  O16 N9U 30 
N9U O20 O6  O 0 1 N N N 54.651 106.797 72.925 -2.013  1.272  1.087  O20 N9U 31 
N9U H1  H1  H 0 1 N N N 56.025 111.060 71.122 2.909   2.647  0.997  H1  N9U 32 
N9U H2  H2  H 0 1 N N N 55.208 111.366 69.552 2.816   3.383  -0.621 H2  N9U 33 
N9U H3  H3  H 0 1 N N N 57.287 114.282 69.600 6.148   4.699  0.007  H3  N9U 34 
N9U H5  H5  H 0 1 N N N 54.126 103.025 74.190 -5.819  0.529  2.172  H5  N9U 35 
N9U H6  H6  H 0 1 N N N 52.927 100.892 74.515 -8.151  -0.226 2.007  H6  N9U 36 
N9U H7  H7  H 0 1 N N N 50.385 105.136 74.302 -5.135  -0.708 -1.879 H7  N9U 37 
N9U H8  H8  H 0 1 N N N 49.199 103.007 74.626 -7.468  -1.462 -2.041 H8  N9U 38 
N9U H9  H9  H 0 1 N N N 52.275 109.222 72.993 -0.316  0.539  -1.734 H9  N9U 39 
N9U H10 H10 H 0 1 N N N 52.754 108.121 71.657 -0.223  -0.197 -0.116 H10 N9U 40 
N9U H11 H11 H 0 1 N N N 53.900 108.160 74.432 -1.907  2.280  -0.745 H11 N9U 41 
N9U H12 H12 H 0 1 N N N 51.915 107.008 74.734 -2.502  -0.693 -0.939 H12 N9U 42 
N9U H13 H13 H 0 1 N N N 51.754 106.620 72.988 -3.292  0.675  -1.791 H13 N9U 43 
N9U H14 H14 H 0 1 N N N 56.873 112.209 77.214 8.354   -6.640 0.219  H14 N9U 44 
N9U H15 H15 H 0 1 N N N 56.822 111.540 75.548 7.937   -5.744 1.699  H15 N9U 45 
N9U H16 H16 H 0 1 N N N 57.369 113.229 75.821 6.648   -6.419 0.674  H16 N9U 46 
N9U H17 H17 H 0 1 N N N 55.121 113.828 76.625 8.578   -4.195 -0.128 H17 N9U 47 
N9U H18 H18 H 0 1 N N N 54.574 112.139 76.352 7.289   -4.871 -1.153 H18 N9U 48 
N9U H19 H19 H 0 1 N N N 55.337 112.471 73.934 5.594   -4.160 0.511  H19 N9U 49 
N9U H20 H20 H 0 1 N N N 55.413 114.222 74.329 6.883   -3.484 1.536  H20 N9U 50 
N9U H21 H21 H 0 1 N N N 52.897 113.887 75.138 7.524   -1.936 -0.292 H21 N9U 51 
N9U H22 H22 H 0 1 N N N 52.958 112.403 74.127 6.235   -2.611 -1.317 H22 N9U 52 
N9U H23 H23 H 0 1 N N N 55.086 112.927 72.128 4.472   1.799  -1.483 H23 N9U 53 
N9U H24 H24 H 0 1 N N N 52.982 112.985 70.018 4.033   0.378  1.030  H24 N9U 54 
N9U H25 H25 H 0 1 N N N 53.187 110.465 70.492 2.232   0.631  -0.861 H25 N9U 55 
N9U H27 H27 H 0 1 N N N 51.677 99.668  76.141 -9.231  -2.006 -2.056 H27 N9U 56 
N9U H28 H28 H 0 1 N N N 50.338 98.624  75.797 -10.747 -2.209 -1.360 H28 N9U 57 
N9U H29 H29 H 0 1 N N N 48.733 99.362  74.361 -11.082 -1.523 0.833  H29 N9U 58 
# 
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 
N9U O11 C10 DOUB N N 1  
N9U O12 C10 SING N N 2  
N9U C10 C09 SING N N 3  
N9U C13 N14 SING N N 4  
N9U C13 C09 SING N N 5  
N9U N08 C09 SING N N 6  
N9U N08 C06 SING N N 7  
N9U N14 C15 SING N N 8  
N9U O07 C06 DOUB N N 9  
N9U C06 O05 SING N N 10 
N9U C15 C17 SING N N 11 
N9U C15 O16 DOUB N N 12 
N9U C17 C18 SING N N 13 
N9U O20 C18 SING N N 14 
N9U O20 N21 SING N N 15 
N9U O05 C04 SING N N 16 
N9U C18 C19 SING N N 17 
N9U N21 C22 DOUB N N 18 
N9U C19 C22 SING N N 19 
N9U C22 C23 SING N N 20 
N9U N31 C29 DOUB N N 21 
N9U C23 C24 DOUB Y N 22 
N9U C23 C26 SING Y N 23 
N9U C24 C25 SING Y N 24 
N9U C04 C03 SING N N 25 
N9U C26 C27 DOUB Y N 26 
N9U C25 C28 DOUB Y N 27 
N9U C27 C28 SING Y N 28 
N9U C03 C02 SING N N 29 
N9U C28 C29 SING N N 30 
N9U C29 N30 SING N N 31 
N9U C02 C01 SING N N 32 
N9U C13 H1  SING N N 33 
N9U C13 H2  SING N N 34 
N9U O12 H3  SING N N 35 
N9U C24 H5  SING N N 36 
N9U C25 H6  SING N N 37 
N9U C26 H7  SING N N 38 
N9U C27 H8  SING N N 39 
N9U C17 H9  SING N N 40 
N9U C17 H10 SING N N 41 
N9U C18 H11 SING N N 42 
N9U C19 H12 SING N N 43 
N9U C19 H13 SING N N 44 
N9U C01 H14 SING N N 45 
N9U C01 H15 SING N N 46 
N9U C01 H16 SING N N 47 
N9U C02 H17 SING N N 48 
N9U C02 H18 SING N N 49 
N9U C03 H19 SING N N 50 
N9U C03 H20 SING N N 51 
N9U C04 H21 SING N N 52 
N9U C04 H22 SING N N 53 
N9U C09 H23 SING N N 54 
N9U N08 H24 SING N N 55 
N9U N14 H25 SING N N 56 
N9U N30 H27 SING N N 57 
N9U N30 H28 SING N N 58 
N9U N31 H29 SING N N 59 
# 
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 
N9U SMILES           ACDLabs              12.01 "O=C(O)C(NC(=O)OCCCC)CNC(=O)CC1CC(=NO1)c1ccc(cc1)C(=N)N"                                                                                                                                         
N9U InChI            InChI                1.03  "InChI=1S/C20H27N5O6/c1-2-3-8-30-20(29)24-16(19(27)28)11-23-17(26)10-14-9-15(25-31-14)12-4-6-13(7-5-12)18(21)22/h4-7,14,16H,2-3,8-11H2,1H3,(H3,21,22)(H,23,26)(H,24,29)(H,27,28)/t14-,16+/m1/s1" 
N9U InChIKey         InChI                1.03  SRRJCHGGTPFZSS-ZBFHGGJFSA-N                                                                                                                                                                      
N9U SMILES_CANONICAL CACTVS               3.385 "CCCCOC(=O)N[C@@H](CNC(=O)C[C@H]1CC(=NO1)c2ccc(cc2)C(N)=N)C(O)=O"                                                                                                                                
N9U SMILES           CACTVS               3.385 "CCCCOC(=O)N[CH](CNC(=O)C[CH]1CC(=NO1)c2ccc(cc2)C(N)=N)C(O)=O"                                                                                                                                   
N9U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "[H]/N=C(\c1ccc(cc1)C2=NO[C@H](C2)CC(=O)NC[C@@H](C(=O)O)NC(=O)OCCCC)/N"                                                                                                                          
N9U SMILES           "OpenEye OEToolkits" 2.0.7 "CCCCOC(=O)NC(CNC(=O)CC1CC(=NO1)c2ccc(cc2)C(=N)N)C(=O)O"                                                                                                                                         
# 
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 
N9U "SYSTEMATIC NAME" ACDLabs              12.01 "N-(butoxycarbonyl)-3-{2-[(5R)-3-(4-carbamimidoylphenyl)-4,5-dihydro-1,2-oxazol-5-yl]acetamido}-L-alanine"                         
N9U "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-(butoxycarbonylamino)-3-[2-[(5~{R})-3-(4-carbamimidoylphenyl)-4,5-dihydro-1,2-oxazol-5-yl]ethanoylamino]propanoic 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 
N9U "Create component" 2022-03-28 RCSB 
N9U "Initial release"  2022-08-17 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      N9U 
_pdbx_chem_comp_synonyms.name         "N-(butoxycarbonyl)-3-{2-[(5R)-3-(4-carbamimidoylphenyl)-4,5-dihydro-1,2-oxazol-5-yl]acetamido}-L-alanine" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
