data_822
# 
_chem_comp.id                                    822 
_chem_comp.name                                  "N-ACETYL-N-[1-(1,1'-BIPHENYL-4-YLMETHYL)-2-OXOAZEPAN-3-YL]-4-[DIFLUORO(PHOSPHONO)METHYL]PHENYLALANINAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H34 F2 N3 O6 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         RU82209 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-06-20 
_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                        613.589 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     822 
_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        1O47 
_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 
822 C1   C1   C 0 1 Y N N 19.424 24.957 20.125 -1.148 0.187  -1.332 C1   822 1  
822 C2   C2   C 0 1 Y N N 19.980 25.896 19.251 -0.461 1.111  -2.099 C2   822 2  
822 C3   C3   C 0 1 Y N N 19.192 26.379 18.181 -0.516 1.041  -3.478 C3   822 3  
822 C4   C4   C 0 1 Y N N 17.802 26.000 18.091 -1.256 0.047  -4.091 C4   822 4  
822 C5   C5   C 0 1 Y N N 17.285 25.070 18.997 -1.942 -0.876 -3.324 C5   822 5  
822 C6   C6   C 0 1 Y N N 18.083 24.502 19.987 -1.884 -0.808 -1.945 C6   822 6  
822 C11  C11  C 0 1 N N N 16.919 26.646 17.014 -1.317 -0.027 -5.595 C11  822 7  
822 F12  F12  F 0 1 N N N 15.889 25.817 16.710 -2.554 -0.551 -5.986 F12  822 8  
822 F13  F13  F 0 1 N N N 17.614 26.876 15.872 -1.161 1.254  -6.133 F13  822 9  
822 P14  P14  P 0 1 N N N 16.322 28.346 17.448 0.019  -1.108 -6.203 P14  822 10 
822 O15  O15  O 0 1 N N N 15.194 28.700 16.453 0.024  -1.101 -7.683 O15  822 11 
822 O16  O16  O 0 1 N N N 17.382 29.330 17.251 1.435  -0.568 -5.660 O16  822 12 
822 O17  O17  O 0 1 N N N 15.689 28.476 18.865 -0.221 -2.609 -5.674 O17  822 13 
822 C18  C18  C 0 1 N N N 20.307 24.395 21.177 -1.088 0.264  0.171  C18  822 14 
822 C19  C19  C 0 1 N N S 19.948 25.017 22.521 -2.225 1.151  0.682  C19  822 15 
822 C22  C22  C 0 1 N N N 20.696 24.299 23.618 -2.165 1.227  2.186  C22  822 16 
822 N23  N23  N 0 1 N N N 19.966 23.275 24.180 -2.834 0.327  2.933  N23  822 17 
822 O24  O24  O 0 1 N N N 21.853 24.655 23.928 -1.515 2.099  2.724  O24  822 18 
822 N25  N25  N 0 1 N N N 20.283 26.422 22.537 -2.085 2.496  0.119  N25  822 19 
822 C26  C26  C 0 1 N N N 19.561 27.345 23.164 -0.973 3.218  0.365  C26  822 20 
822 O27  O27  O 0 1 N N N 18.620 27.065 23.898 -0.089 2.753  1.052  O27  822 21 
822 C28  C28  C 0 1 N N N 19.967 28.821 22.838 -0.830 4.601  -0.214 C28  822 22 
822 C32  C32  C 0 1 N N S 20.577 22.341 25.085 -2.777 0.401  4.395  C32  822 23 
822 C33  C33  C 0 1 N N N 21.628 21.546 24.261 -1.456 -0.157 4.881  C33  822 24 
822 N34  N34  N 0 1 N N N 22.433 20.607 24.969 -1.024 -1.339 4.429  N34  822 25 
822 O37  O37  O 0 1 N N N 21.759 21.665 23.038 -0.792 0.461  5.685  O37  822 26 
822 C38  C38  C 0 1 N N N 22.257 20.268 26.396 -1.816 -2.099 3.449  C38  822 27 
822 C39  C39  C 0 1 N N N 20.935 19.543 26.611 -3.050 -2.667 4.152  C39  822 28 
822 C42  C42  C 0 1 N N N 23.385 19.725 24.236 0.250  -1.878 4.910  C42  822 29 
822 C43  C43  C 0 1 Y N N 22.769 18.366 23.943 1.366  -1.405 4.016  C43  822 30 
822 C46  C46  C 0 1 N N N 19.763 20.543 26.823 -4.185 -1.659 4.152  C46  822 31 
822 C49  C49  C 0 1 N N N 19.448 21.442 25.581 -3.912 -0.429 4.998  C49  822 32 
822 C58  C58  C 0 1 Y N N 21.695 18.298 23.016 1.733  -2.158 2.915  C58  822 33 
822 C59  C59  C 0 1 Y N N 21.081 17.048 22.727 2.752  -1.726 2.090  C59  822 34 
822 C60  C60  C 0 1 Y N N 21.603 15.930 23.390 3.417  -0.535 2.373  C60  822 35 
822 C61  C61  C 0 1 Y N N 22.653 16.003 24.333 3.047  0.216  3.486  C61  822 36 
822 C62  C62  C 0 1 Y N N 23.222 17.220 24.614 2.023  -0.222 4.301  C62  822 37 
822 C67  C67  C 0 1 Y N N 20.930 14.624 23.089 4.517  -0.069 1.492  C67  822 38 
822 C68  C68  C 0 1 Y N N 21.663 13.405 23.005 4.636  1.282  1.178  C68  822 39 
822 C69  C69  C 0 1 Y N N 20.967 12.193 22.717 5.664  1.711  0.364  C69  822 40 
822 C70  C70  C 0 1 Y N N 19.583 12.175 22.533 6.568  0.800  -0.151 C70  822 41 
822 C71  C71  C 0 1 Y N N 18.825 13.349 22.696 6.451  -0.544 0.151  C71  822 42 
822 C72  C72  C 0 1 Y N N 19.501 14.572 22.955 5.430  -0.983 0.970  C72  822 43 
822 H2   H2   H 0 1 N N N 21.014 26.247 19.401 0.116  1.887  -1.620 H2   822 44 
822 H3   H3   H 0 1 N N N 19.654 27.040 17.428 0.019  1.763  -4.077 H3   822 45 
822 H5   H5   H 0 1 N N N 16.223 24.777 18.929 -2.521 -1.652 -3.803 H5   822 46 
822 H6   H6   H 0 1 N N N 17.666 23.717 20.640 -2.419 -1.530 -1.346 H6   822 47 
822 H16  H16  H 0 1 N N N 17.076 30.201 17.473 2.113  -1.165 -6.003 H16  822 48 
822 H17  H17  H 0 1 N N N 15.383 29.347 19.087 -0.196 -2.572 -4.708 H17  822 49 
822 H181 1H18 H 0 0 N N N 20.274 23.280 21.204 -0.131 0.687  0.476  H181 822 50 
822 H182 2H18 H 0 0 N N N 21.387 24.515 20.930 -1.192 -0.736 0.590  H182 822 51 
822 H19  H19  H 0 1 N N N 18.849 24.915 22.685 -3.182 0.727  0.377  H19  822 52 
822 H23  H23  H 0 1 N N N 18.979 23.208 23.927 -3.354 -0.369 2.503  H23  822 53 
822 H25  H25  H 0 1 N N N 21.104 26.796 22.062 -2.793 2.868  -0.430 H25  822 54 
822 H281 1H28 H 0 0 N N N 19.361 29.595 23.364 0.126  5.025  0.090  H281 822 55 
822 H282 2H28 H 0 0 N N N 21.053 28.977 23.036 -0.873 4.546  -1.301 H282 822 56 
822 H283 3H28 H 0 0 N N N 19.946 28.994 21.736 -1.640 5.234  0.150  H283 822 57 
822 H32  H32  H 0 1 N N N 21.087 22.811 25.957 -2.874 1.439  4.714  H32  822 58 
822 H381 1H38 H 0 0 N N N 23.119 19.684 26.793 -1.215 -2.915 3.047  H381 822 59 
822 H382 2H38 H 0 0 N N N 22.349 21.166 27.050 -2.128 -1.439 2.639  H382 822 60 
822 H391 1H39 H 0 0 N N N 20.719 18.833 25.778 -2.793 -2.917 5.181  H391 822 61 
822 H392 2H39 H 0 0 N N N 21.003 18.811 27.449 -3.373 -3.571 3.634  H392 822 62 
822 H421 1H42 H 0 0 N N N 23.760 20.212 23.306 0.211  -2.967 4.898  H421 822 63 
822 H422 2H42 H 0 0 N N N 24.352 19.626 24.781 0.429  -1.533 5.929  H422 822 64 
822 H461 1H46 H 0 0 N N N 18.845 20.002 27.154 -5.084 -2.148 4.527  H461 822 65 
822 H462 2H46 H 0 0 N N N 19.948 21.174 27.723 -4.368 -1.342 3.125  H462 822 66 
822 H491 1H49 H 0 0 N N N 18.540 22.057 25.784 -3.633 -0.741 6.004  H491 822 67 
822 H492 2H49 H 0 0 N N N 19.079 20.806 24.742 -4.815 0.179  5.048  H492 822 68 
822 H58  H58  H 0 1 N N N 21.337 19.216 22.520 1.217  -3.081 2.697  H58  822 69 
822 H59  H59  H 0 1 N N N 20.238 16.950 22.021 3.035  -2.313 1.228  H59  822 70 
822 H61  H61  H 0 1 N N N 23.030 15.105 24.852 3.559  1.140  3.709  H61  822 71 
822 H62  H62  H 0 1 N N N 24.028 17.276 25.364 1.735  0.360  5.164  H62  822 72 
822 H68  H68  H 0 1 N N N 22.754 13.399 23.160 3.930  1.995  1.580  H68  822 73 
822 H69  H69  H 0 1 N N N 21.516 11.240 22.634 5.760  2.760  0.124  H69  822 74 
822 H70  H70  H 0 1 N N N 19.086 11.229 22.257 7.368  1.139  -0.792 H70  822 75 
822 H71  H71  H 0 1 N N N 17.725 13.311 22.622 7.159  -1.251 -0.252 H71  822 76 
822 H72  H72  H 0 1 N N N 18.906 15.496 23.053 5.340  -2.033 1.207  H72  822 77 
# 
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 
822 C1  C2   SING Y N 1  
822 C1  C6   DOUB Y N 2  
822 C1  C18  SING N N 3  
822 C2  C3   DOUB Y N 4  
822 C2  H2   SING N N 5  
822 C3  C4   SING Y N 6  
822 C3  H3   SING N N 7  
822 C4  C5   DOUB Y N 8  
822 C4  C11  SING N N 9  
822 C5  C6   SING Y N 10 
822 C5  H5   SING N N 11 
822 C6  H6   SING N N 12 
822 C11 F12  SING N N 13 
822 C11 F13  SING N N 14 
822 C11 P14  SING N N 15 
822 P14 O15  DOUB N N 16 
822 P14 O16  SING N N 17 
822 P14 O17  SING N N 18 
822 O16 H16  SING N N 19 
822 O17 H17  SING N N 20 
822 C18 C19  SING N N 21 
822 C18 H181 SING N N 22 
822 C18 H182 SING N N 23 
822 C19 C22  SING N N 24 
822 C19 N25  SING N N 25 
822 C19 H19  SING N N 26 
822 C22 N23  SING N N 27 
822 C22 O24  DOUB N N 28 
822 N23 C32  SING N N 29 
822 N23 H23  SING N N 30 
822 N25 C26  SING N N 31 
822 N25 H25  SING N N 32 
822 C26 O27  DOUB N N 33 
822 C26 C28  SING N N 34 
822 C28 H281 SING N N 35 
822 C28 H282 SING N N 36 
822 C28 H283 SING N N 37 
822 C32 C33  SING N N 38 
822 C32 C49  SING N N 39 
822 C32 H32  SING N N 40 
822 C33 N34  SING N N 41 
822 C33 O37  DOUB N N 42 
822 N34 C38  SING N N 43 
822 N34 C42  SING N N 44 
822 C38 C39  SING N N 45 
822 C38 H381 SING N N 46 
822 C38 H382 SING N N 47 
822 C39 C46  SING N N 48 
822 C39 H391 SING N N 49 
822 C39 H392 SING N N 50 
822 C42 C43  SING N N 51 
822 C42 H421 SING N N 52 
822 C42 H422 SING N N 53 
822 C43 C58  SING Y N 54 
822 C43 C62  DOUB Y N 55 
822 C46 C49  SING N N 56 
822 C46 H461 SING N N 57 
822 C46 H462 SING N N 58 
822 C49 H491 SING N N 59 
822 C49 H492 SING N N 60 
822 C58 C59  DOUB Y N 61 
822 C58 H58  SING N N 62 
822 C59 C60  SING Y N 63 
822 C59 H59  SING N N 64 
822 C60 C61  DOUB Y N 65 
822 C60 C67  SING N N 66 
822 C61 C62  SING Y N 67 
822 C61 H61  SING N N 68 
822 C62 H62  SING N N 69 
822 C67 C68  SING Y N 70 
822 C67 C72  DOUB Y N 71 
822 C68 C69  DOUB Y N 72 
822 C68 H68  SING N N 73 
822 C69 C70  SING Y N 74 
822 C69 H69  SING N N 75 
822 C70 C71  DOUB Y N 76 
822 C70 H70  SING N N 77 
822 C71 C72  SING Y N 78 
822 C71 H71  SING N N 79 
822 C72 H72  SING N N 80 
# 
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 
822 SMILES           ACDLabs              10.04 FC(F)(c1ccc(cc1)CC(NC(=O)C)C(=O)NC4C(=O)N(Cc3ccc(c2ccccc2)cc3)CCCC4)P(=O)(O)O 
822 InChI            InChI                1.02b 
;InChI=1/C31H34F2N3O6P/c1-21(37)34-28(19-22-12-16-26(17-13-22)31(32,33)43(40,41)42)29(38)35-27-9-5-6-18-36(30(27)39)20-23-10-14-25(15-11-23)24-7-3-2-4-8-24/h2-4,7-8,10-17,27-28H,5-6,9,18-20H2,1H3,(H,34,37)(H,35,38)(H2,40,41,42)/t27-,28-/m0/s1/f/h34-35,40-41H
;
822 InChIKey         InChI                1.02b LVZDQVATAQEMCX-AETLVVCIDH 
822 SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@@H](Cc1ccc(cc1)C(F)(F)[P](O)(O)=O)C(=O)N[C@H]2CCCCN(Cc3ccc(cc3)c4ccccc4)C2=O 
822 SMILES           CACTVS               3.341 CC(=O)N[CH](Cc1ccc(cc1)C(F)(F)[P](O)(O)=O)C(=O)N[CH]2CCCCN(Cc3ccc(cc3)c4ccccc4)C2=O 
822 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N[C@@H](Cc1ccc(cc1)C(F)(F)P(=O)(O)O)C(=O)N[C@H]2CCCCN(C2=O)Cc3ccc(cc3)c4ccccc4 
822 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC(Cc1ccc(cc1)C(F)(F)P(=O)(O)O)C(=O)NC2CCCCN(C2=O)Cc3ccc(cc3)c4ccccc4 
# 
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 
822 "SYSTEMATIC NAME" ACDLabs              10.04 Nalpha-acetyl-N-[(3S)-1-(biphenyl-4-ylmethyl)-2-oxoazepan-3-yl]-4-[difluoro(phosphono)methyl]-L-phenylalaninamide                       
822 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[4-[(2S)-2-acetamido-3-oxo-3-[[(3S)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]amino]propyl]phenyl]-difluoro-methyl]phosphonic acid" 
# 
