data_335
# 
_chem_comp.id                                    335 
_chem_comp.name                                  "[4-(2-(1H-1,2,3-BENZOTRIAZOL-1-YL)-3-{4-[DIFLUORO(PHOSPHONO)METHYL]PHENYL}-2-PHENYLPROPYL)PHENYL](DIFLUORO)METHYLPHOSPHONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H25 F4 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                     2003-08-18 
_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                        649.466 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     335 
_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        1Q6J 
_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 
335 C32  C32  C 0 1 N N N 0.482  71.483 69.230 1.367  -0.830 -1.835 C32  335 1  
335 C33  C33  C 0 1 Y N N 1.331  72.456 68.362 2.601  -0.426 -1.069 C33  335 2  
335 C4A  C4A  C 0 1 Y N N 0.681  73.200 67.360 3.254  -1.349 -0.274 C4A  335 3  
335 C4B  C4B  C 0 1 Y N N 2.752  72.632 68.517 3.079  0.868  -1.161 C4B  335 4  
335 C5A  C5A  C 0 1 Y N N 1.364  74.079 66.534 4.385  -0.979 0.429  C5A  335 5  
335 C5B  C5B  C 0 1 Y N N 3.448  73.526 67.679 4.208  1.239  -0.456 C5B  335 6  
335 C36  C36  C 0 1 Y N N 2.759  74.257 66.684 4.864  0.314  0.335  C36  335 7  
335 C37  C37  C 0 1 N N N 3.456  75.223 65.770 6.098  0.718  1.101  C37  335 8  
335 F38  F38  F 0 1 N N N 4.525  75.661 66.449 6.248  -0.114 2.215  F38  335 9  
335 F39  F39  F 0 1 N N N 2.621  76.241 65.585 5.971  2.046  1.523  F39  335 10 
335 P40  P40  P 0 1 N N N 3.941  74.630 64.237 7.560  0.560  0.023  P40  335 11 
335 O41  O41  O 0 1 N N N 2.715  74.108 63.442 7.331  1.416  -1.321 O41  335 12 
335 O42  O42  O 0 1 N N N 4.842  73.532 64.431 7.782  -0.988 -0.357 O42  335 13 
335 O43  O43  O 0 1 N N N 4.586  75.748 63.438 8.754  1.070  0.734  O43  335 14 
335 C1   C1   C 0 1 N N N -0.022 72.030 70.665 0.122  -0.482 -1.016 C1   335 15 
335 C12  C12  C 0 1 N N N -0.875 73.369 70.508 -1.130 -0.883 -1.798 C12  335 16 
335 C13  C13  C 0 1 Y N N -2.062 73.309 69.560 -2.356 -0.406 -1.062 C13  335 17 
335 C1A  C1A  C 0 1 Y N N -2.207 74.362 68.589 -2.682 0.938  -1.061 C1A  335 18 
335 C1B  C1B  C 0 1 Y N N -3.057 72.271 69.583 -3.158 -1.312 -0.394 C1B  335 19 
335 C2A  C2A  C 0 1 Y N N -3.271 74.389 67.693 -3.806 1.375  -0.386 C2A  335 20 
335 C2B  C2B  C 0 1 Y N N -4.152 72.293 68.658 -4.279 -0.874 0.285  C2B  335 21 
335 C16  C16  C 0 1 Y N N -4.260 73.368 67.700 -4.605 0.470  0.287  C16  335 22 
335 C17  C17  C 0 1 N N N -5.434 73.442 66.704 -5.830 0.947  1.024  C17  335 23 
335 F18  F18  F 0 1 N N N -6.131 72.310 66.787 -6.008 0.178  2.179  F18  335 24 
335 F19  F19  F 0 1 N N N -4.984 73.509 65.431 -5.667 2.290  1.378  F19  335 25 
335 P20  P20  P 0 1 N N N -6.492 74.707 67.030 -7.291 0.775  -0.052 P20  335 26 
335 O21  O21  O 0 1 N N N -5.866 76.085 66.698 -7.032 1.554  -1.437 O21  335 27 
335 O22  O22  O 0 1 N N N -6.841 74.689 68.493 -7.555 -0.784 -0.354 O22  335 28 
335 O23  O23  O 0 1 N N N -7.732 74.558 66.180 -8.473 1.353  0.625  O23  335 29 
335 C51  C51  C 0 1 Y N N 1.251  72.332 71.618 0.095  1.001  -0.750 C51  335 30 
335 C6A  C6A  C 0 1 Y N N 2.179  71.297 71.960 0.003  1.891  -1.803 C6A  335 31 
335 C6B  C6B  C 0 1 Y N N 1.473  73.666 72.162 0.156  1.471  0.549  C6B  335 32 
335 C55  C55  C 0 1 Y N N 3.478  72.919 73.336 0.044  3.722  -0.260 C55  335 33 
335 C53  C53  C 0 1 Y N N 3.283  71.572 72.805 -0.023 3.252  -1.559 C53  335 34 
335 C54  C54  C 0 1 Y N N 2.566  73.959 73.005 0.135  2.831  0.793  C54  335 35 
335 N61  N61  N 0 1 Y N N -0.810 70.803 71.168 0.156  -1.208 0.260  N61  335 36 
335 N62  N62  N 0 1 Y N N -1.236 69.658 70.509 -0.900 -0.831 1.042  N62  335 37 
335 N63  N63  N 0 1 Y N N -1.844 68.985 71.484 -1.630 -1.793 1.298  N63  335 38 
335 C7A  C7A  C 0 1 Y N N -1.896 69.519 72.748 -1.156 -2.936 0.719  C7A  335 39 
335 C7B  C7B  C 0 1 Y N N -1.194 70.812 72.624 0.014  -2.581 0.034  C7B  335 40 
335 C8A  C8A  C 0 1 Y N N -2.430 69.102 73.992 -1.590 -4.259 0.695  C8A  335 41 
335 C8B  C8B  C 0 1 Y N N -1.061 71.654 73.813 0.726  -3.528 -0.656 C8B  335 42 
335 C9A  C9A  C 0 1 Y N N -2.286 69.951 75.151 -0.864 -5.204 -0.002 C9A  335 43 
335 C9B  C9B  C 0 1 Y N N -1.598 71.235 75.059 0.289  -4.843 -0.676 C9B  335 44 
335 H321 1H32 H 0 0 N N N 1.039  70.528 69.371 1.338  -0.296 -2.785 H321 335 45 
335 H322 2H32 H 0 0 N N N -0.394 71.126 68.640 1.391  -1.903 -2.022 H322 335 46 
335 H4A  H4A  H 0 1 N N N -0.407 73.090 67.216 2.880  -2.360 -0.201 H4A  335 47 
335 H4B  H4B  H 0 1 N N N 3.314  72.076 69.286 2.569  1.589  -1.782 H4B  335 48 
335 H5A  H5A  H 0 1 N N N 0.802  74.633 65.763 4.895  -1.700 1.050  H5A  335 49 
335 H5B  H5B  H 0 1 N N N 4.537  73.654 67.802 4.582  2.250  -0.528 H5B  335 50 
335 H41  H41  H 0 1 N N N 2.984  73.779 62.592 8.125  1.305  -1.862 H41  335 51 
335 H42  H42  H 0 1 N N N 5.111  73.203 63.581 6.984  -1.280 -0.817 H42  335 52 
335 H121 1H12 H 0 0 N N N -0.203 74.210 70.216 -1.101 -0.428 -2.789 H121 335 53 
335 H122 2H12 H 0 0 N N N -1.213 73.718 71.511 -1.165 -1.968 -1.897 H122 335 54 
335 H1A  H1A  H 0 1 N N N -1.472 75.182 68.529 -2.058 1.646  -1.586 H1A  335 55 
335 H1B  H1B  H 0 1 N N N -2.980 71.451 70.317 -2.903 -2.362 -0.396 H1B  335 56 
335 H2A  H2A  H 0 1 N N N -3.331 75.223 66.974 -4.060 2.425  -0.383 H2A  335 57 
335 H2B  H2B  H 0 1 N N N -4.906 71.489 68.683 -4.903 -1.582 0.810  H2B  335 58 
335 H21  H21  H 0 1 N N N -6.464 76.800 66.882 -6.256 1.147  -1.846 H21  335 59 
335 H22  H22  H 0 1 N N N -7.439 75.404 68.677 -8.334 -0.830 -0.925 H22  335 60 
335 H6A  H6A  H 0 1 N N N 2.042  70.275 71.568 -0.049 1.524  -2.818 H6A  335 61 
335 H6B  H6B  H 0 1 N N N 0.782  74.492 71.925 0.227  0.776  1.372  H6B  335 62 
335 H55  H55  H 0 1 N N N 4.328  73.155 73.998 0.025  4.784  -0.069 H55  335 63 
335 H53  H53  H 0 1 N N N 3.979  70.751 73.046 -0.094 3.947  -2.382 H53  335 64 
335 H54  H54  H 0 1 N N N 2.705  74.981 73.397 0.187  3.199  1.808  H54  335 65 
335 H8A  H8A  H 0 1 N N N -2.950 68.131 74.057 -2.489 -4.545 1.221  H8A  335 66 
335 H8B  H8B  H 0 1 N N N -0.544 72.627 73.769 1.627  -3.249 -1.183 H8B  335 67 
335 H9A  H9A  H 0 1 N N N -2.705 69.616 76.115 -1.198 -6.231 -0.022 H9A  335 68 
335 H9B  H9B  H 0 1 N N N -1.483 71.893 75.937 0.851  -5.588 -1.219 H9B  335 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 
335 C32 C33  SING N N 1  
335 C32 C1   SING N N 2  
335 C32 H321 SING N N 3  
335 C32 H322 SING N N 4  
335 C33 C4A  DOUB Y N 5  
335 C33 C4B  SING Y N 6  
335 C4A C5A  SING Y N 7  
335 C4A H4A  SING N N 8  
335 C4B C5B  DOUB Y N 9  
335 C4B H4B  SING N N 10 
335 C5A C36  DOUB Y N 11 
335 C5A H5A  SING N N 12 
335 C5B C36  SING Y N 13 
335 C5B H5B  SING N N 14 
335 C36 C37  SING N N 15 
335 C37 F38  SING N N 16 
335 C37 F39  SING N N 17 
335 C37 P40  SING N N 18 
335 P40 O41  SING N N 19 
335 P40 O42  SING N N 20 
335 P40 O43  DOUB N N 21 
335 O41 H41  SING N N 22 
335 O42 H42  SING N N 23 
335 C1  C12  SING N N 24 
335 C1  C51  SING N N 25 
335 C1  N61  SING N N 26 
335 C12 C13  SING N N 27 
335 C12 H121 SING N N 28 
335 C12 H122 SING N N 29 
335 C13 C1A  DOUB Y N 30 
335 C13 C1B  SING Y N 31 
335 C1A C2A  SING Y N 32 
335 C1A H1A  SING N N 33 
335 C1B C2B  DOUB Y N 34 
335 C1B H1B  SING N N 35 
335 C2A C16  DOUB Y N 36 
335 C2A H2A  SING N N 37 
335 C2B C16  SING Y N 38 
335 C2B H2B  SING N N 39 
335 C16 C17  SING N N 40 
335 C17 F18  SING N N 41 
335 C17 F19  SING N N 42 
335 C17 P20  SING N N 43 
335 P20 O21  SING N N 44 
335 P20 O22  SING N N 45 
335 P20 O23  DOUB N N 46 
335 O21 H21  SING N N 47 
335 O22 H22  SING N N 48 
335 C51 C6A  DOUB Y N 49 
335 C51 C6B  SING Y N 50 
335 C6A C53  SING Y N 51 
335 C6A H6A  SING N N 52 
335 C6B C54  DOUB Y N 53 
335 C6B H6B  SING N N 54 
335 C55 C53  DOUB Y N 55 
335 C55 C54  SING Y N 56 
335 C55 H55  SING N N 57 
335 C53 H53  SING N N 58 
335 C54 H54  SING N N 59 
335 N61 N62  SING Y N 60 
335 N61 C7B  SING Y N 61 
335 N62 N63  DOUB Y N 62 
335 N63 C7A  SING Y N 63 
335 C7A C7B  DOUB Y N 64 
335 C7A C8A  SING Y N 65 
335 C7B C8B  SING Y N 66 
335 C8A C9A  DOUB Y N 67 
335 C8A H8A  SING N N 68 
335 C8B C9B  DOUB Y N 69 
335 C8B H8B  SING N N 70 
335 C9A C9B  SING Y N 71 
335 C9A H9A  SING N N 72 
335 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 
335 SMILES           ACDLabs              10.04 FC(F)(c1ccc(cc1)CC(c2ccccc2)(n4nnc3ccccc34)Cc5ccc(cc5)C(F)(F)P(=O)(O)O)P(=O)(O)O 
335 InChI            InChI                1.02b 
InChI=1/C29H25F4N3O6P2/c30-28(31,43(37,38)39)23-14-10-20(11-15-23)18-27(22-6-2-1-3-7-22,36-26-9-5-4-8-25(26)34-35-36)19-21-12-16-24(17-13-21)29(32,33)44(40,41)42/h1-17H,18-19H2,(H2,37,38,39)(H2,40,41,42)/f/h37-38,40-41H 
335 InChIKey         InChI                1.02b WNNXXNZHCLRWMD-HRIPQMFXCM 
335 SMILES_CANONICAL CACTVS               3.341 O[P](O)(=O)C(F)(F)c1ccc(CC(Cc2ccc(cc2)C(F)(F)[P](O)(O)=O)(n3nnc4ccccc34)c5ccccc5)cc1 
335 SMILES           CACTVS               3.341 O[P](O)(=O)C(F)(F)c1ccc(CC(Cc2ccc(cc2)C(F)(F)[P](O)(O)=O)(n3nnc4ccccc34)c5ccccc5)cc1 
335 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C(Cc2ccc(cc2)C(F)(F)P(=O)(O)O)(Cc3ccc(cc3)C(F)(F)P(=O)(O)O)n4c5ccccc5nn4 
335 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C(Cc2ccc(cc2)C(F)(F)P(=O)(O)O)(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 
335 "SYSTEMATIC NAME" ACDLabs              10.04 "{[2-(1H-benzotriazol-1-yl)-2-phenylpropane-1,3-diyl]bis[benzene-4,1-diyl(difluoromethanediyl)]}bis(phosphonic acid)"        
335 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[4-[2-(benzotriazol-1-yl)-3-[4-(difluoro-phosphono-methyl)phenyl]-2-phenyl-propyl]phenyl]-difluoro-methyl]phosphonic acid" 
# 
