data_073
# 
_chem_comp.id                                    073 
_chem_comp.name                                  "(4-{(2S,4E)-2-(1H-1,2,3-BENZOTRIAZOL-1-YL)-2-[4-(METHOXYCARBONYL)PHENYL]-5-PHENYLPENT-4-ENYL}PHENYL)(DIFLUORO)METHYLPHOSPHONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H28 F2 N3 O5 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-01-05 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        603.552 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     073 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2FJM 
_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 
073 O71  O71  O 0 1 N N N 7.372  48.457 12.436 7.481  1.091  -0.319 O71  073 1  
073 C65  C65  C 0 1 N N N 8.226  47.734 12.924 6.693  0.834  0.569  C65  073 2  
073 O66  O66  O 0 1 N N N 9.601  47.903 12.481 7.134  0.644  1.828  O66  073 3  
073 C67  C67  C 0 1 N N N 9.924  48.524 11.227 8.552  0.746  2.123  C67  073 4  
073 C58  C58  C 0 1 Y N N 7.877  46.644 13.919 5.250  0.731  0.269  C58  073 5  
073 C57  C57  C 0 1 Y N N 6.543  46.411 14.291 4.789  0.927  -1.034 C57  073 6  
073 C56  C56  C 0 1 Y N N 6.242  45.388 15.189 3.440  0.828  -1.307 C56  073 7  
073 C59  C59  C 0 1 Y N N 8.898  45.852 14.443 4.342  0.431  1.287  C59  073 8  
073 C60  C60  C 0 1 Y N N 8.602  44.826 15.345 2.995  0.341  1.000  C60  073 9  
073 C55  C55  C 0 1 Y N N 7.268  44.591 15.717 2.545  0.536  -0.293 C55  073 10 
073 C11  C11  C 0 1 N N R 6.927  43.466 16.665 1.074  0.431  -0.599 C11  073 11 
073 N12  N12  N 0 1 Y N N 5.863  42.608 16.016 0.576  1.730  -1.058 N12  073 12 
073 N23  N23  N 0 1 Y N N 4.850  42.045 16.787 -0.021 2.011  -2.296 N23  073 13 
073 N22  N22  N 0 1 Y N N 4.092  41.327 15.868 -0.333 3.258  -2.348 N22  073 14 
073 C18  C18  C 0 1 Y N N 4.644  41.438 14.633 0.015  3.875  -1.201 C18  073 15 
073 C17  C17  C 0 1 Y N N 4.250  40.899 13.409 -0.100 5.198  -0.754 C17  073 16 
073 C19  C19  C 0 1 Y N N 5.776  42.255 14.711 0.595  2.912  -0.357 C19  073 17 
073 C20  C20  C 0 1 Y N N 6.512  42.523 13.542 1.055  3.281  0.902  C20  073 18 
073 C21  C21  C 0 1 Y N N 6.112  41.987 12.316 0.930  4.587  1.319  C21  073 19 
073 C16  C16  C 0 1 Y N N 4.974  41.170 12.245 0.352  5.538  0.487  C16  073 20 
073 C13  C13  C 0 1 N N N 6.372  44.089 17.971 0.319  0.012  0.664  C13  073 21 
073 C2   C2   C 0 1 Y N N 7.330  44.874 18.845 -1.161 -0.015 0.379  C2   073 22 
073 C3   C3   C 0 1 Y N N 8.083  44.217 19.823 -1.774 -1.200 0.018  C3   073 23 
073 C4   C4   C 0 1 Y N N 8.947  44.925 20.653 -3.131 -1.224 -0.244 C4   073 24 
073 C5   C5   C 0 1 Y N N 9.044  46.318 20.531 -3.876 -0.064 -0.143 C5   073 25 
073 C28  C28  C 0 1 N N N 9.992  47.082 21.411 -5.355 -0.091 -0.428 C28  073 26 
073 F30  F30  F 0 1 N N N 11.034 46.275 21.551 -5.735 1.112  -1.035 F30  073 27 
073 P31  P31  P 0 1 N N N 9.356  47.571 23.088 -6.272 -0.300 1.133  P31  073 28 
073 O34  O34  O 0 1 N N N 8.260  48.583 22.899 -5.745 -1.618 1.893  O34  073 29 
073 O33  O33  O 0 1 N N N 8.802  46.293 23.631 -7.716 -0.442 0.842  O33  073 30 
073 O32  O32  O 0 1 N N N 10.618 48.071 23.741 -6.037 0.989  2.070  O32  073 31 
073 F29  F29  F 0 1 N N N 10.377 48.191 20.787 -5.645 -1.157 -1.286 F29  073 32 
073 C6   C6   C 0 1 Y N N 8.300  46.973 19.547 -3.263 1.121  0.220  C6   073 33 
073 C1   C1   C 0 1 Y N N 7.429  46.270 18.715 -1.906 1.145  0.485  C1   073 34 
073 C37  C37  C 0 1 N N N 8.135  42.536 16.874 0.854  -0.615 -1.695 C37  073 35 
073 C38  C38  C 0 1 N N N 7.822  41.291 17.704 1.501  -1.914 -1.286 C38  073 36 
073 C41  C41  C 0 1 N N N 8.642  40.907 18.697 0.771  -3.016 -1.191 C41  073 37 
073 C43  C43  C 0 1 Y N N 8.380  39.687 19.513 1.377  -4.260 -0.670 C43  073 38 
073 C49  C49  C 0 1 Y N N 7.109  39.085 19.550 2.717  -4.279 -0.283 C49  073 39 
073 C48  C48  C 0 1 Y N N 6.884  37.938 20.317 3.274  -5.441 0.208  C48  073 40 
073 C47  C47  C 0 1 Y N N 7.931  37.387 21.051 2.510  -6.590 0.306  C47  073 41 
073 C46  C46  C 0 1 Y N N 9.194  37.988 21.023 1.182  -6.581 -0.082 C46  073 42 
073 C45  C45  C 0 1 Y N N 9.418  39.126 20.243 0.611  -5.423 -0.569 C45  073 43 
073 H671 1H67 H 0 0 N N N 9.435  49.526 11.207 8.717  0.563  3.185  H671 073 44 
073 H672 2H67 H 0 0 N N N 10.978 48.654 10.887 9.099  0.007  1.537  H672 073 45 
073 H673 3H67 H 0 0 N N N 9.373  47.979 10.425 8.906  1.745  1.868  H673 073 46 
073 H57  H57  H 0 1 N N N 5.731  47.032 13.877 5.486  1.156  -1.826 H57  073 47 
073 H56  H56  H 0 1 N N N 5.194  45.209 15.481 3.082  0.980  -2.315 H56  073 48 
073 H59  H59  H 0 1 N N N 9.943  46.038 14.143 4.692  0.278  2.297  H59  073 49 
073 H60  H60  H 0 1 N N N 9.415  44.207 15.760 2.291  0.114  1.787  H60  073 50 
073 H17  H17  H 0 1 N N N 3.358  40.253 13.361 -0.547 5.947  -1.390 H17  073 51 
073 H20  H20  H 0 1 N N N 7.412  43.160 13.587 1.505  2.545  1.552  H20  073 52 
073 H21  H21  H 0 1 N N N 6.694  42.209 11.406 1.283  4.875  2.298  H21  073 53 
073 H16  H16  H 0 1 N N N 4.651  40.744 11.281 0.261  6.560  0.827  H16  073 54 
073 H131 1H13 H 0 0 N N N 5.890  43.290 18.582 0.647  -0.981 0.972  H131 073 55 
073 H132 2H13 H 0 0 N N N 5.492  44.728 17.727 0.522  0.726  1.462  H132 073 56 
073 H3   H3   H 0 1 N N N 7.994  43.124 19.942 -1.192 -2.106 -0.061 H3   073 57 
073 H4   H4   H 0 1 N N N 9.551  44.386 21.402 -3.610 -2.150 -0.527 H4   073 58 
073 H34  H34  H 0 1 N N N 7.935  48.833 23.756 -4.803 -1.485 2.063  H34  073 59 
073 H32  H32  H 0 1 N N N 10.293 48.321 24.598 -6.538 0.838  2.883  H32  073 60 
073 H6   H6   H 0 1 N N N 8.402  48.064 19.425 -3.844 2.028  0.298  H6   073 61 
073 H1   H1   H 0 1 N N N 6.827  46.810 17.965 -1.428 2.070  0.768  H1   073 62 
073 H371 1H37 H 0 0 N N N 8.990  43.098 17.317 -0.215 -0.771 -1.839 H371 073 63 
073 H372 2H37 H 0 0 N N N 8.585  42.251 15.894 1.299  -0.265 -2.626 H372 073 64 
073 H38  H38  H 0 1 N N N 6.950  40.628 17.579 2.559  -1.946 -1.071 H38  073 65 
073 H41  H41  H 0 1 N N N 9.508  41.576 18.839 -0.265 -3.006 -1.494 H41  073 66 
073 H49  H49  H 0 1 N N N 6.277  39.518 18.970 3.314  -3.382 -0.359 H49  073 67 
073 H48  H48  H 0 1 N N N 5.886  37.470 20.343 4.310  -5.455 0.513  H48  073 68 
073 H47  H47  H 0 1 N N N 7.761  36.478 21.652 2.952  -7.499 0.687  H47  073 69 
073 H46  H46  H 0 1 N N N 10.018 37.562 21.620 0.591  -7.481 -0.003 H46  073 70 
073 H45  H45  H 0 1 N N N 10.421 39.584 20.203 -0.426 -5.416 -0.871 H45  073 71 
# 
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 
073 O71 C65  DOUB N N 1  
073 C65 O66  SING N N 2  
073 C65 C58  SING N N 3  
073 O66 C67  SING N N 4  
073 C67 H671 SING N N 5  
073 C67 H672 SING N N 6  
073 C67 H673 SING N N 7  
073 C58 C57  DOUB Y N 8  
073 C58 C59  SING Y N 9  
073 C57 C56  SING Y N 10 
073 C57 H57  SING N N 11 
073 C56 C55  DOUB Y N 12 
073 C56 H56  SING N N 13 
073 C59 C60  DOUB Y N 14 
073 C59 H59  SING N N 15 
073 C60 C55  SING Y N 16 
073 C60 H60  SING N N 17 
073 C55 C11  SING N N 18 
073 C11 N12  SING N N 19 
073 C11 C13  SING N N 20 
073 C11 C37  SING N N 21 
073 N12 N23  SING Y N 22 
073 N12 C19  SING Y N 23 
073 N23 N22  DOUB Y N 24 
073 N22 C18  SING Y N 25 
073 C18 C17  SING Y N 26 
073 C18 C19  DOUB Y N 27 
073 C17 C16  DOUB Y N 28 
073 C17 H17  SING N N 29 
073 C19 C20  SING Y N 30 
073 C20 C21  DOUB Y N 31 
073 C20 H20  SING N N 32 
073 C21 C16  SING Y N 33 
073 C21 H21  SING N N 34 
073 C16 H16  SING N N 35 
073 C13 C2   SING N N 36 
073 C13 H131 SING N N 37 
073 C13 H132 SING N N 38 
073 C2  C3   DOUB Y N 39 
073 C2  C1   SING Y N 40 
073 C3  C4   SING Y N 41 
073 C3  H3   SING N N 42 
073 C4  C5   DOUB Y N 43 
073 C4  H4   SING N N 44 
073 C5  C28  SING N N 45 
073 C5  C6   SING Y N 46 
073 C28 F30  SING N N 47 
073 C28 P31  SING N N 48 
073 C28 F29  SING N N 49 
073 P31 O34  SING N N 50 
073 P31 O33  DOUB N N 51 
073 P31 O32  SING N N 52 
073 O34 H34  SING N N 53 
073 O32 H32  SING N N 54 
073 C6  C1   DOUB Y N 55 
073 C6  H6   SING N N 56 
073 C1  H1   SING N N 57 
073 C37 C38  SING N N 58 
073 C37 H371 SING N N 59 
073 C37 H372 SING N N 60 
073 C38 C41  DOUB N E 61 
073 C38 H38  SING N N 62 
073 C41 C43  SING N N 63 
073 C41 H41  SING N N 64 
073 C43 C49  SING Y N 65 
073 C43 C45  DOUB Y N 66 
073 C49 C48  DOUB Y N 67 
073 C49 H49  SING N N 68 
073 C48 C47  SING Y N 69 
073 C48 H48  SING N N 70 
073 C47 C46  DOUB Y N 71 
073 C47 H47  SING N N 72 
073 C46 C45  SING Y N 73 
073 C46 H46  SING N N 74 
073 C45 H45  SING N N 75 
# 
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 
073 SMILES           ACDLabs              10.04 FC(F)(c1ccc(cc1)CC(c2ccc(C(=O)OC)cc2)(n4nnc3ccccc34)C\C=C\c5ccccc5)P(=O)(O)O 
073 InChI            InChI                1.02b 
InChI=1/C32H28F2N3O5P/c1-42-30(38)25-15-19-26(20-16-25)31(21-7-10-23-8-3-2-4-9-23,37-29-12-6-5-11-28(29)35-36-37)22-24-13-17-27(18-14-24)32(33,34)43(39,40)41/h2-20H,21-22H2,1H3,(H2,39,40,41)/b10-7+/t31-/m1/s1/f/h39-40H 
073 InChIKey         InChI                1.02b GWWTUJWRRCTCSI-BRBGFURUDK 
073 SMILES_CANONICAL CACTVS               3.341 COC(=O)c1ccc(cc1)[C@@](C\C=C\c2ccccc2)(Cc3ccc(cc3)C(F)(F)[P](O)(O)=O)n4nnc5ccccc45 
073 SMILES           CACTVS               3.341 COC(=O)c1ccc(cc1)[C](CC=Cc2ccccc2)(Cc3ccc(cc3)C(F)(F)[P](O)(O)=O)n4nnc5ccccc45 
073 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COC(=O)c1ccc(cc1)[C@@](C\C=C\c2ccccc2)(Cc3ccc(cc3)C(F)(F)P(=O)(O)O)n4c5ccccc5nn4 
073 SMILES           "OpenEye OEToolkits" 1.5.0 COC(=O)c1ccc(cc1)C(CC=Cc2ccccc2)(Cc3ccc(cc3)C(F)(F)P(=O)(O)O)n4c5ccccc5nn4 
# 
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 
073 "SYSTEMATIC NAME" ACDLabs              10.04 "[(4-{(2R,4E)-2-(1H-benzotriazol-1-yl)-2-[4-(methoxycarbonyl)phenyl]-5-phenylpent-4-en-1-yl}phenyl)(difluoro)methyl]phosphonic acid" 
073 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[4-[(E,2R)-2-(benzotriazol-1-yl)-2-(4-methoxycarbonylphenyl)-5-phenyl-pent-4-enyl]phenyl]-difluoro-methyl]phosphonic acid"         
# 
