data_P27
# 
_chem_comp.id                                    P27 
_chem_comp.name                                  "{[2-(1H-1,2,3-BENZOTRIAZOL-1-YL)-2-(3,4-DIFLUOROPHENYL)PROPANE-1,3-DIYL]BIS[4,1-PHENYLENE(DIFLUOROMETHYLENE)]}BIS(PHOSPHONIC ACID)" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H23 F6 N3 O6 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-08-19 
_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                        685.447 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     P27 
_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        1Q6M 
_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 
P27 C32  C32  C 0 1 N N N 0.345  71.469 69.201 -0.144 -1.182 0.267  C32  P27 1  
P27 C33  C33  C 0 1 Y N N 1.189  72.493 68.371 -0.570 -0.664 1.617  C33  P27 2  
P27 C4A  C4A  C 0 1 Y N N 0.584  73.223 67.333 -1.464 0.386  1.703  C4A  P27 3  
P27 C4B  C4B  C 0 1 Y N N 2.604  72.664 68.558 -0.065 -1.238 2.769  C4B  P27 4  
P27 C5A  C5A  C 0 1 Y N N 1.310  74.085 66.500 -1.855 0.861  2.940  C5A  P27 5  
P27 C5B  C5B  C 0 1 Y N N 3.353  73.534 67.715 -0.453 -0.760 4.006  C5B  P27 6  
P27 C36  C36  C 0 1 Y N N 2.711  74.247 66.674 -1.352 0.286  4.092  C36  P27 7  
P27 C37  C37  C 0 1 N N N 3.464  75.194 65.787 -1.778 0.805  5.442  C37  P27 8  
P27 F38  F38  F 0 1 N N N 4.542  75.628 66.443 -2.182 2.139  5.322  F38  P27 9  
P27 F39  F39  F 0 1 N N N 2.677  76.261 65.618 -0.703 0.721  6.334  F39  P27 10 
P27 P40  P40  P 0 1 N N N 3.921  74.691 64.291 -3.167 -0.196 6.067  P40  P27 11 
P27 O41  O41  O 0 1 N N N 2.694  74.158 63.488 -2.744 -1.750 6.080  O41  P27 12 
P27 O42  O42  O 0 1 N N N 4.939  73.583 64.384 -4.446 0.003  5.110  O42  P27 13 
P27 O43  O43  O 0 1 N N N 4.469  75.912 63.573 -3.506 0.234  7.441  O43  P27 14 
P27 C1   C1   C 0 1 N N N -0.128 72.031 70.656 1.200  -0.563 -0.115 C1   P27 15 
P27 C12  C12  C 0 1 N N N -0.973 73.388 70.575 1.702  -1.197 -1.414 C12  P27 16 
P27 C13  C13  C 0 1 Y N N -2.140 73.322 69.564 0.760  -0.853 -2.538 C13  P27 17 
P27 C1A  C1A  C 0 1 Y N N -2.278 74.375 68.609 1.023  0.232  -3.352 C1A  P27 18 
P27 C1B  C1B  C 0 1 Y N N -3.146 72.306 69.565 -0.364 -1.626 -2.759 C1B  P27 19 
P27 C2A  C2A  C 0 1 Y N N -3.350 74.438 67.696 0.158  0.548  -4.384 C2A  P27 20 
P27 C2B  C2B  C 0 1 Y N N -4.241 72.365 68.632 -1.230 -1.307 -3.788 C2B  P27 21 
P27 C16  C16  C 0 1 Y N N -4.340 73.456 67.689 -0.968 -0.221 -4.601 C16  P27 22 
P27 C17  C17  C 0 1 N N N -5.517 73.562 66.709 -1.911 0.123  -5.725 C17  P27 23 
P27 F18  F18  F 0 1 N N N -6.210 72.416 66.690 -3.224 -0.166 -5.338 F18  P27 24 
P27 F19  F19  F 0 1 N N N -5.049 73.715 65.495 -1.803 1.486  -6.023 F19  P27 25 
P27 P20  P20  P 0 1 N N N -6.557 74.764 67.044 -1.482 -0.856 -7.201 P20  P27 26 
P27 O21  O21  O 0 1 N N N -5.956 76.132 66.661 0.068  -0.624 -7.568 O21  P27 27 
P27 O22  O22  O 0 1 N N N -6.826 74.766 68.537 -1.734 -2.418 -6.900 O22  P27 28 
P27 O23  O23  O 0 1 N N N -7.830 74.538 66.274 -2.327 -0.431 -8.339 O23  P27 29 
P27 C51  C51  C 0 1 Y N N 1.150  72.336 71.574 2.200  -0.812 0.984  C51  P27 30 
P27 C6A  C6A  C 0 1 Y N N 2.046  71.310 71.961 2.619  -2.100 1.257  C6A  P27 31 
P27 C6B  C6B  C 0 1 Y N N 1.412  73.658 72.028 2.692  0.247  1.723  C6B  P27 32 
P27 C55  C55  C 0 1 Y N N 3.407  72.926 73.198 4.035  -1.266 3.004  C55  P27 33 
P27 C53  C53  C 0 1 Y N N 3.163  71.602 72.764 3.542  -2.329 2.263  C53  P27 34 
P27 C54  C54  C 0 1 Y N N 2.543  73.962 72.841 3.609  0.021  2.732  C54  P27 35 
P27 F56  F56  F 0 1 N N N 3.990  70.622 73.112 3.956  -3.587 2.527  F56  P27 36 
P27 F57  F57  F 0 1 N N N 4.464  73.214 73.950 4.931  -1.488 3.991  F57  P27 37 
P27 N61  N61  N 0 1 Y N N -0.955 70.868 71.187 1.036  0.879  -0.308 N61  P27 38 
P27 N62  N62  N 0 1 Y N N -1.510 69.766 70.569 -0.134 1.625  -0.105 N62  P27 39 
P27 N63  N63  N 0 1 Y N N -2.088 69.162 71.590 0.095  2.863  -0.373 N63  P27 40 
P27 C7A  C7A  C 0 1 Y N N -1.999 69.703 72.831 1.376  3.029  -0.758 C7A  P27 41 
P27 C7B  C7B  C 0 1 Y N N -1.213 70.911 72.631 2.000  1.770  -0.718 C7B  P27 42 
P27 C8A  C8A  C 0 1 Y N N -2.457 69.353 74.078 2.120  4.149  -1.150 C8A  P27 43 
P27 C8B  C8B  C 0 1 Y N N -0.930 71.724 73.751 3.338  1.647  -1.076 C8B  P27 44 
P27 C9A  C9A  C 0 1 Y N N -2.165 70.170 75.186 3.433  4.009  -1.492 C9A  P27 45 
P27 C9B  C9B  C 0 1 Y N N -1.401 71.353 75.026 4.047  2.764  -1.458 C9B  P27 46 
P27 H321 1H32 H 0 0 N N N 0.895  70.506 69.312 -0.046 -2.267 0.310  H321 P27 47 
P27 H322 2H32 H 0 0 N N N -0.533 71.116 68.612 -0.893 -0.914 -0.477 H322 P27 48 
P27 H4A  H4A  H 0 1 N N N -0.501 73.115 67.166 -1.858 0.835  0.803  H4A  P27 49 
P27 H4B  H4B  H 0 1 N N N 3.124  72.118 69.363 0.633  -2.058 2.701  H4B  P27 50 
P27 H5A  H5A  H 0 1 N N N 0.778  74.637 65.707 -2.554 1.682  3.008  H5A  P27 51 
P27 H5B  H5B  H 0 1 N N N 4.438  73.657 67.870 -0.059 -1.208 4.906  H5B  P27 52 
P27 H41  H41  H 0 1 N N N 2.958  73.867 62.623 -3.505 -2.243 6.417  H41  P27 53 
P27 H42  H42  H 0 1 N N N 5.203  73.292 63.519 -4.182 -0.288 4.226  H42  P27 54 
P27 H121 1H12 H 0 0 N N N -0.308 74.256 70.356 2.697  -0.815 -1.644 H121 P27 55 
P27 H122 2H12 H 0 0 N N N -1.340 73.687 71.585 1.747  -2.280 -1.296 H122 P27 56 
P27 H1A  H1A  H 0 1 N N N -1.521 75.177 68.575 1.903  0.834  -3.182 H1A  P27 57 
P27 H1B  H1B  H 0 1 N N N -3.077 71.475 70.287 -0.569 -2.475 -2.124 H1B  P27 58 
P27 H2A  H2A  H 0 1 N N N -3.415 75.270 66.975 0.363  1.397  -5.019 H2A  P27 59 
P27 H2B  H2B  H 0 1 N N N -5.007 71.571 68.640 -2.111 -1.909 -3.958 H2B  P27 60 
P27 H21  H21  H 0 1 N N N -6.564 76.835 66.857 0.253  -1.158 -8.352 H21  P27 61 
P27 H22  H22  H 0 1 N N N -7.434 75.469 68.733 -1.226 -2.635 -6.106 H22  P27 62 
P27 H6A  H6A  H 0 1 N N N 1.872  70.271 71.633 2.234  -2.927 0.679  H6A  P27 63 
P27 H6B  H6B  H 0 1 N N N 0.720  74.468 71.742 2.360  1.253  1.511  H6B  P27 64 
P27 H54  H54  H 0 1 N N N 2.748  74.988 73.190 3.993  0.850  3.308  H54  P27 65 
P27 H8A  H8A  H 0 1 N N N -3.050 68.430 74.188 1.654  5.123  -1.181 H8A  P27 66 
P27 H8B  H8B  H 0 1 N N N -0.341 72.649 73.630 3.820  0.681  -1.051 H8B  P27 67 
P27 H9A  H9A  H 0 1 N N N -2.536 69.882 76.184 4.001  4.877  -1.794 H9A  P27 68 
P27 H9B  H9B  H 0 1 N N N -1.172 71.988 75.898 5.087  2.671  -1.733 H9B  P27 69 
# 
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 
P27 C32 C33  SING N N 1  
P27 C32 C1   SING N N 2  
P27 C32 H321 SING N N 3  
P27 C32 H322 SING N N 4  
P27 C33 C4A  DOUB Y N 5  
P27 C33 C4B  SING Y N 6  
P27 C4A C5A  SING Y N 7  
P27 C4A H4A  SING N N 8  
P27 C4B C5B  DOUB Y N 9  
P27 C4B H4B  SING N N 10 
P27 C5A C36  DOUB Y N 11 
P27 C5A H5A  SING N N 12 
P27 C5B C36  SING Y N 13 
P27 C5B H5B  SING N N 14 
P27 C36 C37  SING N N 15 
P27 C37 F38  SING N N 16 
P27 C37 F39  SING N N 17 
P27 C37 P40  SING N N 18 
P27 P40 O41  SING N N 19 
P27 P40 O42  SING N N 20 
P27 P40 O43  DOUB N N 21 
P27 O41 H41  SING N N 22 
P27 O42 H42  SING N N 23 
P27 C1  C12  SING N N 24 
P27 C1  C51  SING N N 25 
P27 C1  N61  SING N N 26 
P27 C12 C13  SING N N 27 
P27 C12 H121 SING N N 28 
P27 C12 H122 SING N N 29 
P27 C13 C1A  DOUB Y N 30 
P27 C13 C1B  SING Y N 31 
P27 C1A C2A  SING Y N 32 
P27 C1A H1A  SING N N 33 
P27 C1B C2B  DOUB Y N 34 
P27 C1B H1B  SING N N 35 
P27 C2A C16  DOUB Y N 36 
P27 C2A H2A  SING N N 37 
P27 C2B C16  SING Y N 38 
P27 C2B H2B  SING N N 39 
P27 C16 C17  SING N N 40 
P27 C17 F18  SING N N 41 
P27 C17 F19  SING N N 42 
P27 C17 P20  SING N N 43 
P27 P20 O21  SING N N 44 
P27 P20 O22  SING N N 45 
P27 P20 O23  DOUB N N 46 
P27 O21 H21  SING N N 47 
P27 O22 H22  SING N N 48 
P27 C51 C6A  DOUB Y N 49 
P27 C51 C6B  SING Y N 50 
P27 C6A C53  SING Y N 51 
P27 C6A H6A  SING N N 52 
P27 C6B C54  DOUB Y N 53 
P27 C6B H6B  SING N N 54 
P27 C55 C53  DOUB Y N 55 
P27 C55 C54  SING Y N 56 
P27 C55 F57  SING N N 57 
P27 C53 F56  SING N N 58 
P27 C54 H54  SING N N 59 
P27 N61 N62  SING Y N 60 
P27 N61 C7B  SING Y N 61 
P27 N62 N63  DOUB Y N 62 
P27 N63 C7A  SING Y N 63 
P27 C7A C7B  DOUB Y N 64 
P27 C7A C8A  SING Y N 65 
P27 C7B C8B  SING Y N 66 
P27 C8A C9A  DOUB Y N 67 
P27 C8A H8A  SING N N 68 
P27 C8B C9B  DOUB Y N 69 
P27 C8B H8B  SING N N 70 
P27 C9A C9B  SING Y N 71 
P27 C9A H9A  SING N N 72 
P27 C9B H9B  SING N N 73 
# 
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 
P27 SMILES           ACDLabs              10.04 FC(F)(c1ccc(cc1)CC(c2ccc(F)c(F)c2)(n4nnc3ccccc34)Cc5ccc(cc5)C(F)(F)P(=O)(O)O)P(=O)(O)O 
P27 InChI            InChI                1.02b 
InChI=1/C29H23F6N3O6P2/c30-23-14-13-22(15-24(23)31)27(38-26-4-2-1-3-25(26)36-37-38,16-18-5-9-20(10-6-18)28(32,33)45(39,40)41)17-19-7-11-21(12-8-19)29(34,35)46(42,43)44/h1-15H,16-17H2,(H2,39,40,41)(H2,42,43,44)/f/h39-40,42-43H 
P27 InChIKey         InChI                1.02b BTAGTGWPDROBMG-GAGCXZLACX 
P27 SMILES_CANONICAL CACTVS               3.341 O[P](O)(=O)C(F)(F)c1ccc(CC(Cc2ccc(cc2)C(F)(F)[P](O)(O)=O)(n3nnc4ccccc34)c5ccc(F)c(F)c5)cc1 
P27 SMILES           CACTVS               3.341 O[P](O)(=O)C(F)(F)c1ccc(CC(Cc2ccc(cc2)C(F)(F)[P](O)(O)=O)(n3nnc4ccccc34)c5ccc(F)c(F)c5)cc1 
P27 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)nnn2C(Cc3ccc(cc3)C(F)(F)P(=O)(O)O)(Cc4ccc(cc4)C(F)(F)P(=O)(O)O)c5ccc(c(c5)F)F 
P27 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)nnn2C(Cc3ccc(cc3)C(F)(F)P(=O)(O)O)(Cc4ccc(cc4)C(F)(F)P(=O)(O)O)c5ccc(c(c5)F)F 
# 
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 
P27 "SYSTEMATIC NAME" ACDLabs              10.04 "{[2-(1H-benzotriazol-1-yl)-2-(3,4-difluorophenyl)propane-1,3-diyl]bis[benzene-4,1-diyl(difluoromethanediyl)]}bis(phosphonic acid)"       
P27 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[4-[2-(benzotriazol-1-yl)-2-(3,4-difluorophenyl)-3-[4-(difluoro-phosphono-methyl)phenyl]propyl]phenyl]-difluoro-methyl]phosphonic acid" 
# 
