data_214
# 
_chem_comp.id                                    214 
_chem_comp.name                                  "6-[4-((2R)-2-(1H-1,2,3-BENZOTRIAZOL-1-YL)-3-{4-[DIFLUORO(PHOSPHONO)METHYL]PHENYL}-2-PHENYLPROPYL)PHENYL]-2-METHYLQUINOLIN-8-YLPHOSPHONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C38 H32 F2 N4 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                        740.628 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     214 
_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        1Q6S 
_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 
214 C1   C1   C 0 1 Y N N 22.272 31.813 49.590 -5.568 3.681  1.818  C1   214 1  
214 C2   C2   C 0 1 Y N N 22.437 30.431 49.802 -4.780 3.278  2.880  C2   214 2  
214 C3   C3   C 0 1 Y N N 23.516 29.934 50.568 -3.547 2.698  2.644  C3   214 3  
214 C4   C4   C 0 1 Y N N 24.474 30.843 51.145 -3.103 2.521  1.347  C4   214 4  
214 C5   C5   C 0 1 Y N N 24.270 32.258 50.903 -3.889 2.929  0.286  C5   214 5  
214 C6   C6   C 0 1 Y N N 23.182 32.741 50.133 -5.124 3.505  0.521  C6   214 6  
214 C10  C10  C 0 1 Y N N 24.943 31.271 55.418 -2.724 -1.030 -0.276 C10  214 7  
214 C11  C11  C 0 1 Y N N 24.323 30.673 54.302 -2.943 -0.279 0.863  C11  214 8  
214 C12  C12  C 0 1 Y N N 22.944 30.976 54.050 -4.216 -0.178 1.391  C12  214 9  
214 C13  C13  C 0 1 Y N N 22.237 31.859 54.886 -5.273 -0.820 0.773  C13  214 10 
214 C14  C14  C 0 1 Y N N 22.897 32.451 55.996 -5.055 -1.570 -0.368 C14  214 11 
214 C15  C15  C 0 1 Y N N 24.253 32.140 56.246 -3.780 -1.675 -0.892 C15  214 12 
214 C20  C20  C 0 1 Y N N 28.897 30.460 52.869 1.147  0.965  2.204  C20  214 13 
214 C21  C21  C 0 1 Y N N 27.885 31.409 53.159 0.672  2.079  1.536  C21  214 14 
214 C22  C22  C 0 1 Y N N 28.077 32.239 54.296 1.437  2.682  0.554  C22  214 15 
214 C23  C23  C 0 1 Y N N 29.220 32.127 55.085 2.681  2.174  0.236  C23  214 16 
214 C24  C24  C 0 1 Y N N 30.230 31.186 54.793 3.164  1.051  0.905  C24  214 17 
214 C25  C25  C 0 1 Y N N 30.051 30.351 53.670 2.387  0.445  1.890  C25  214 18 
214 C30  C30  C 0 1 N N R 25.686 30.334 52.026 -1.760 1.889  1.090  C30  214 19 
214 N31  N31  N 0 1 Y N N 26.430 29.269 51.264 -1.453 1.959  -0.340 N31  214 20 
214 C32  C32  C 0 1 N N N 26.633 31.566 52.315 -0.684 2.638  1.880  C32  214 21 
214 C35  C35  C 0 1 N N N 25.075 29.745 53.363 -1.791 0.425  1.534  C35  214 22 
214 C40  C40  C 0 1 Y N N 27.853 28.501 47.377 -0.808 4.946  -3.097 C40  214 23 
214 C41  C41  C 0 1 Y N N 27.997 27.654 48.493 -0.769 3.617  -3.400 C41  214 24 
214 C42  C42  C 0 1 Y N N 27.477 28.035 49.709 -1.000 2.665  -2.398 C42  214 25 
214 C43  C43  C 0 1 Y N N 26.796 29.293 49.879 -1.276 3.098  -1.089 C43  214 26 
214 C44  C44  C 0 1 Y N N 26.653 30.135 48.760 -1.306 4.458  -0.801 C44  214 27 
214 C45  C45  C 0 1 Y N N 27.183 29.745 47.509 -1.075 5.373  -1.803 C45  214 28 
214 N46  N46  N 0 1 Y N N 27.435 27.478 50.958 -1.027 1.317  -2.397 N46  214 29 
214 N47  N47  N 0 1 Y N N 26.830 28.152 51.938 -1.287 0.876  -1.217 N47  214 30 
214 C52  C52  C 0 1 N N N 22.207 33.434 56.909 -6.206 -2.273 -1.039 C52  214 31 
214 F53  F53  F 0 1 N N N 21.167 34.019 56.280 -7.361 -1.492 -0.922 F53  214 32 
214 F54  F54  F 0 1 N N N 23.094 34.392 57.287 -5.909 -2.466 -2.393 F54  214 33 
214 P55  P55  P 0 1 N N N 21.591 32.606 58.410 -6.481 -3.889 -0.241 P55  214 34 
214 O56  O56  O 0 1 N N N 22.762 31.951 59.136 -5.113 -4.737 -0.261 O56  214 35 
214 O57  O57  O 0 1 N N N 20.623 31.602 58.043 -6.949 -3.662 1.283  O57  214 36 
214 O58  O58  O 0 1 N N N 20.990 33.685 59.282 -7.531 -4.629 -0.975 O58  214 37 
214 C61  C61  C 0 1 Y N N 32.157 29.743 55.656 5.528  1.357  0.220  C61  214 38 
214 C62  C62  C 0 1 Y N N 35.326 28.464 57.375 9.060  1.084  -0.756 C62  214 39 
214 C71  C71  C 0 1 N N N 37.011 29.624 58.775 10.524 -0.925 -1.034 C71  214 40 
214 C63  C63  C 0 1 Y N N 34.135 28.470 56.601 7.861  1.666  -0.457 C63  214 41 
214 C64  C64  C 0 1 Y N N 33.381 29.679 56.413 6.787  0.829  -0.099 C64  214 42 
214 C65  C65  C 0 1 Y N N 33.896 30.904 57.023 6.991  -0.574 -0.062 C65  214 43 
214 N66  N66  N 0 1 Y N N 35.068 30.818 57.765 8.190  -1.078 -0.371 N66  214 44 
214 C67  C67  C 0 1 Y N N 35.752 29.677 57.947 9.193  -0.302 -0.701 C67  214 45 
214 C68  C68  C 0 1 Y N N 31.490 30.995 55.535 4.500  0.501  0.567  C68  214 46 
214 C69  C69  C 0 1 Y N N 32.032 32.182 56.136 4.710  -0.887 0.601  C69  214 47 
214 C70  C70  C 0 1 Y N N 33.224 32.136 56.874 5.923  -1.417 0.295  C70  214 48 
214 P79  P79  P 0 1 N N N 33.870 33.665 57.591 6.166  -3.214 0.349  P79  214 49 
214 O80  O80  O 0 1 N N N 34.931 33.297 58.624 5.828  -3.844 -1.093 O80  214 50 
214 O81  O81  O 0 1 N N N 32.842 34.488 58.216 7.697  -3.537 0.730  O81  214 51 
214 O82  O82  O 0 1 N N N 34.572 34.418 56.457 5.269  -3.803 1.368  O82  214 52 
214 H1   H1   H 0 1 N N N 21.419 32.173 48.991 -6.532 4.133  2.002  H1   214 53 
214 H2   H2   H 0 1 N N N 21.711 29.728 49.362 -5.127 3.415  3.893  H2   214 54 
214 H3   H3   H 0 1 N N N 23.610 28.845 50.714 -2.931 2.383  3.474  H3   214 55 
214 H5   H5   H 0 1 N N N 24.972 32.998 51.322 -3.542 2.791  -0.728 H5   214 56 
214 H6   H6   H 0 1 N N N 23.046 33.822 49.959 -5.740 3.819  -0.308 H6   214 57 
214 H10  H10  H 0 1 N N N 25.999 31.053 55.650 -1.728 -1.112 -0.686 H10  214 58 
214 H12  H12  H 0 1 N N N 22.416 30.520 53.195 -4.387 0.408  2.282  H12  214 59 
214 H13  H13  H 0 1 N N N 21.178 32.084 54.674 -6.269 -0.737 1.182  H13  214 60 
214 H15  H15  H 0 1 N N N 24.784 32.585 57.105 -3.609 -2.261 -1.783 H15  214 61 
214 H20  H20  H 0 1 N N N 28.784 29.791 52.000 0.546  0.498  2.970  H20  214 62 
214 H22  H22  H 0 1 N N N 27.319 32.990 54.574 1.062  3.551  0.036  H22  214 63 
214 H23  H23  H 0 1 N N N 29.327 32.795 55.956 3.277  2.646  -0.531 H23  214 64 
214 H25  H25  H 0 1 N N N 30.822 29.605 53.415 2.757  -0.425 2.412  H25  214 65 
214 H321 1H32 H 0 0 N N N 26.929 32.012 51.337 -0.867 2.518  2.948  H321 214 66 
214 H322 2H32 H 0 0 N N N 26.015 32.380 52.760 -0.717 3.697  1.623  H322 214 67 
214 H351 1H35 H 0 0 N N N 24.416 28.883 53.107 -0.856 -0.060 1.255  H351 214 68 
214 H352 2H35 H 0 0 N N N 25.886 29.237 53.935 -1.916 0.376  2.616  H352 214 69 
214 H40  H40  H 0 1 N N N 28.264 28.191 46.402 -0.628 5.676  -3.873 H40  214 70 
214 H41  H41  H 0 1 N N N 28.520 26.686 48.414 -0.559 3.298  -4.410 H41  214 71 
214 H44  H44  H 0 1 N N N 26.127 31.099 48.863 -1.514 4.794  0.204  H44  214 72 
214 H45  H45  H 0 1 N N N 27.074 30.411 46.637 -1.102 6.430  -1.581 H45  214 73 
214 H56  H56  H 0 1 N N N 22.441 31.519 59.919 -4.456 -4.220 0.226  H56  214 74 
214 H57  H57  H 0 1 N N N 20.302 31.170 58.826 -7.083 -4.539 1.667  H57  214 75 
214 H61  H61  H 0 1 N N N 31.736 28.844 55.175 5.363  2.424  0.195  H61  214 76 
214 H62  H62  H 0 1 N N N 35.907 27.539 57.528 9.905  1.698  -1.035 H62  214 77 
214 H711 1H71 H 0 0 N N N 37.838 29.182 58.172 11.123 -1.009 -0.128 H711 214 78 
214 H712 2H71 H 0 0 N N N 37.349 30.585 59.228 10.365 -1.916 -1.458 H712 214 79 
214 H713 3H71 H 0 0 N N N 36.904 28.851 59.571 11.046 -0.300 -1.758 H713 214 80 
214 H63  H63  H 0 1 N N N 33.793 27.527 56.142 7.741  2.739  -0.495 H63  214 81 
214 H69  H69  H 0 1 N N N 31.520 33.153 56.028 3.897  -1.542 0.874  H69  214 82 
214 H80  H80  H 0 1 N N N 35.270 34.100 59.001 6.433  -3.435 -1.727 H80  214 83 
214 H81  H81  H 0 1 N N N 33.181 35.291 58.593 7.783  -4.500 0.748  H81  214 84 
# 
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 
214 C1  C2   DOUB Y N 1  
214 C1  C6   SING Y N 2  
214 C1  H1   SING N N 3  
214 C2  C3   SING Y N 4  
214 C2  H2   SING N N 5  
214 C3  C4   DOUB Y N 6  
214 C3  H3   SING N N 7  
214 C4  C5   SING Y N 8  
214 C4  C30  SING N N 9  
214 C5  C6   DOUB Y N 10 
214 C5  H5   SING N N 11 
214 C6  H6   SING N N 12 
214 C10 C11  DOUB Y N 13 
214 C10 C15  SING Y N 14 
214 C10 H10  SING N N 15 
214 C11 C12  SING Y N 16 
214 C11 C35  SING N N 17 
214 C12 C13  DOUB Y N 18 
214 C12 H12  SING N N 19 
214 C13 C14  SING Y N 20 
214 C13 H13  SING N N 21 
214 C14 C15  DOUB Y N 22 
214 C14 C52  SING N N 23 
214 C15 H15  SING N N 24 
214 C20 C21  DOUB Y N 25 
214 C20 C25  SING Y N 26 
214 C20 H20  SING N N 27 
214 C21 C22  SING Y N 28 
214 C21 C32  SING N N 29 
214 C22 C23  DOUB Y N 30 
214 C22 H22  SING N N 31 
214 C23 C24  SING Y N 32 
214 C23 H23  SING N N 33 
214 C24 C25  DOUB Y N 34 
214 C24 C68  SING N N 35 
214 C25 H25  SING N N 36 
214 C30 N31  SING N N 37 
214 C30 C32  SING N N 38 
214 C30 C35  SING N N 39 
214 N31 C43  SING Y N 40 
214 N31 N47  SING Y N 41 
214 C32 H321 SING N N 42 
214 C32 H322 SING N N 43 
214 C35 H351 SING N N 44 
214 C35 H352 SING N N 45 
214 C40 C41  DOUB Y N 46 
214 C40 C45  SING Y N 47 
214 C40 H40  SING N N 48 
214 C41 C42  SING Y N 49 
214 C41 H41  SING N N 50 
214 C42 C43  DOUB Y N 51 
214 C42 N46  SING Y N 52 
214 C43 C44  SING Y N 53 
214 C44 C45  DOUB Y N 54 
214 C44 H44  SING N N 55 
214 C45 H45  SING N N 56 
214 N46 N47  DOUB Y N 57 
214 C52 F53  SING N N 58 
214 C52 F54  SING N N 59 
214 C52 P55  SING N N 60 
214 P55 O56  SING N N 61 
214 P55 O57  SING N N 62 
214 P55 O58  DOUB N N 63 
214 O56 H56  SING N N 64 
214 O57 H57  SING N N 65 
214 C61 C64  DOUB Y N 66 
214 C61 C68  SING Y N 67 
214 C61 H61  SING N N 68 
214 C62 C63  DOUB Y N 69 
214 C62 C67  SING Y N 70 
214 C62 H62  SING N N 71 
214 C71 C67  SING N N 72 
214 C71 H711 SING N N 73 
214 C71 H712 SING N N 74 
214 C71 H713 SING N N 75 
214 C63 C64  SING Y N 76 
214 C63 H63  SING N N 77 
214 C64 C65  SING Y N 78 
214 C65 N66  SING Y N 79 
214 C65 C70  DOUB Y N 80 
214 N66 C67  DOUB Y N 81 
214 C68 C69  DOUB Y N 82 
214 C69 C70  SING Y N 83 
214 C69 H69  SING N N 84 
214 C70 P79  SING N N 85 
214 P79 O80  SING N N 86 
214 P79 O81  SING N N 87 
214 P79 O82  DOUB N N 88 
214 O80 H80  SING N N 89 
214 O81 H81  SING N N 90 
# 
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 
214 SMILES           ACDLabs              10.04 O=P(O)(O)c1c7nc(ccc7cc(c1)c2ccc(cc2)CC(c3ccccc3)(n5nnc4ccccc45)Cc6ccc(cc6)C(F)(F)P(=O)(O)O)C 
214 InChI            InChI                1.02b 
;InChI=1/C38H32F2N4O6P2/c1-25-11-16-29-21-30(22-35(36(29)41-25)51(45,46)47)28-17-12-26(13-18-28)23-37(31-7-3-2-4-8-31,44-34-10-6-5-9-33(34)42-43-44)24-27-14-19-32(20-15-27)38(39,40)52(48,49)50/h2-22H,23-24H2,1H3,(H2,45,46,47)(H2,48,49,50)/t37-/m1/s1/f/h45-46,48-49H
;
214 InChIKey         InChI                1.02b SZXQFEXBARNEFM-NLRUEONWDA 
214 SMILES_CANONICAL CACTVS               3.341 Cc1ccc2cc(cc(c2n1)[P](O)(O)=O)c3ccc(C[C@](Cc4ccc(cc4)C(F)(F)[P](O)(O)=O)(n5nnc6ccccc56)c7ccccc7)cc3 
214 SMILES           CACTVS               3.341 Cc1ccc2cc(cc(c2n1)[P](O)(O)=O)c3ccc(C[C](Cc4ccc(cc4)C(F)(F)[P](O)(O)=O)(n5nnc6ccccc56)c7ccccc7)cc3 
214 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc2cc(cc(c2n1)P(=O)(O)O)c3ccc(cc3)C[C@@](Cc4ccc(cc4)C(F)(F)P(=O)(O)O)(c5ccccc5)n6c7ccccc7nn6 
214 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc2cc(cc(c2n1)P(=O)(O)O)c3ccc(cc3)CC(Cc4ccc(cc4)C(F)(F)P(=O)(O)O)(c5ccccc5)n6c7ccccc7nn6 
# 
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 
214 "SYSTEMATIC NAME" ACDLabs              10.04 "(6-{4-[(2R)-2-(1H-benzotriazol-1-yl)-3-{4-[difluoro(phosphono)methyl]phenyl}-2-phenylpropyl]phenyl}-2-methylquinolin-8-yl)phosphonic acid" 
214 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[4-[(2R)-2-(benzotriazol-1-yl)-3-[4-(2-methyl-8-phosphono-quinolin-6-yl)phenyl]-2-phenyl-propyl]phenyl]-difluoro-methyl]phosphonic acid"  
# 
