data_AUP
# 
_chem_comp.id                                    AUP 
_chem_comp.name                                  2-(2-PHENYL-3-PYRIDIN-2-YL-4,5,6,7-TETRAHYDRO-2H-ISOPHOSPHINDOL-1-YL)PYRIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H21 N2 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-07-20 
_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                        368.411 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AUP 
_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        2AAQ 
_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 
AUP C1  C1  C 0 1 Y N N -25.240 -0.416 95.598 0.725  -1.460 -0.122 C1  AUP 1  
AUP C2  C2  C 0 1 Y N N -25.934 -1.191 96.570 -0.659 -1.490 -0.133 C2  AUP 2  
AUP C3  C3  C 0 1 N N N -25.540 -1.131 98.060 -1.458 -2.601 -0.817 C3  AUP 3  
AUP C4  C4  C 0 1 N N N -24.367 -0.201 98.456 -0.548 -3.346 -1.792 C4  AUP 4  
AUP C5  C5  C 0 1 N N N -24.155 0.971  97.485 0.724  -3.771 -1.053 C5  AUP 5  
AUP C6  C6  C 0 1 N N N -24.081 0.496  96.020 1.581  -2.533 -0.796 C6  AUP 6  
AUP C7  C7  C 0 1 Y N N -25.696 -0.573 94.328 1.381  -0.404 0.531  C7  AUP 7  
AUP P   P   P 0 1 Y N N -27.074 -1.726 94.245 -0.022 0.596  1.160  P   AUP 8  
AUP C9  C9  C 0 1 Y N N -26.935 -1.957 96.061 -1.371 -0.463 0.509  C9  AUP 9  
AUP N14 N14 N 0 1 Y N N -27.140 -3.703 97.632 -3.653 -1.169 0.077  N14 AUP 10 
AUP C15 C15 C 0 1 Y N N -27.650 -4.692 98.449 -4.962 -1.046 0.167  C15 AUP 11 
AUP C16 C16 C 0 1 Y N N -29.033 -4.938 98.411 -5.531 0.023  0.835  C16 AUP 12 
AUP C17 C17 C 0 1 Y N N -29.826 -4.159 97.544 -4.709 0.975  1.423  C17 AUP 13 
AUP C18 C18 C 0 1 Y N N -29.275 -3.145 96.715 -3.339 0.821  1.319  C18 AUP 14 
AUP C19 C19 C 0 1 Y N N -27.875 -2.905 96.757 -2.832 -0.283 0.630  C19 AUP 15 
AUP C24 C24 C 0 1 Y N N -27.250 -5.888 92.271 -0.058 3.506  -2.379 C24 AUP 16 
AUP C25 C25 C 0 1 Y N N -26.038 -5.662 92.984 -0.972 3.657  -1.352 C25 AUP 17 
AUP C26 C26 C 0 1 Y N N -25.820 -4.422 93.654 -0.965 2.782  -0.284 C26 AUP 18 
AUP C27 C27 C 0 1 Y N N -26.830 -3.420 93.601 -0.036 1.748  -0.241 C27 AUP 19 
AUP C28 C28 C 0 1 Y N N -28.043 -3.640 92.892 0.885  1.603  -1.273 C28 AUP 20 
AUP C29 C29 C 0 1 Y N N -28.253 -4.876 92.225 0.867  2.478  -2.340 C29 AUP 21 
AUP N35 N35 N 0 1 Y N N -23.912 0.235  92.856 3.699  -1.016 0.144  N35 AUP 22 
AUP C36 C36 C 0 1 Y N N -25.268 0.021  93.042 2.831  -0.161 0.674  C36 AUP 23 
AUP C37 C37 C 0 1 Y N N -26.188 0.369  92.009 3.279  0.964  1.370  C37 AUP 24 
AUP C38 C38 C 0 1 Y N N -25.657 0.924  90.829 4.640  1.177  1.496  C38 AUP 25 
AUP C39 C39 C 0 1 Y N N -24.265 1.128  90.673 5.511  0.261  0.922  C39 AUP 26 
AUP C40 C40 C 0 1 Y N N -23.379 0.774  91.712 5.000  -0.831 0.246  C40 AUP 27 
AUP H31 1H3 H 0 1 N N N -25.192 -2.146 98.302 -2.295 -2.164 -1.362 H31 AUP 28 
AUP H32 2H3 H 0 1 N N N -26.425 -0.779 98.610 -1.833 -3.295 -0.066 H32 AUP 29 
AUP H41 1H4 H 0 1 N N N -23.450 -0.809 98.436 -0.287 -2.690 -2.622 H41 AUP 30 
AUP H42 2H4 H 0 1 N N N -24.581 0.215  99.452 -1.064 -4.229 -2.169 H42 AUP 31 
AUP H51 1H5 H 0 1 N N N -23.200 1.456  97.737 0.458  -4.235 -0.104 H51 AUP 32 
AUP H52 2H5 H 0 1 N N N -24.998 1.670  97.587 1.282  -4.480 -1.665 H52 AUP 33 
AUP H61 1H6 H 0 1 N N N -24.136 1.395  95.389 2.414  -2.797 -0.144 H61 AUP 34 
AUP H62 2H6 H 0 1 N N N -23.144 -0.066 95.892 1.965  -2.152 -1.742 H62 AUP 35 
AUP H15 H15 H 0 1 N N N -27.003 -5.262 99.100 -5.600 -1.788 -0.290 H15 AUP 36 
AUP H16 H16 H 0 1 N N N -29.477 -5.704 99.030 -6.605 0.116  0.899  H16 AUP 37 
AUP H17 H17 H 0 1 N N N -30.890 -4.339 97.509 -5.131 1.818  1.950  H17 AUP 38 
AUP H18 H18 H 0 1 N N N -29.911 -2.565 96.062 -2.671 1.543  1.765  H18 AUP 39 
AUP H24 H24 H 0 1 N N N -27.410 -6.828 91.764 -0.067 4.191  -3.213 H24 AUP 40 
AUP H25 H25 H 0 1 N N N -25.282 -6.432 93.017 -1.694 4.460  -1.387 H25 AUP 41 
AUP H26 H26 H 0 1 N N N -24.902 -4.246 94.194 -1.680 2.901  0.517  H26 AUP 42 
AUP H28 H28 H 0 1 N N N -28.801 -2.871 92.861 1.609  0.801  -1.243 H28 AUP 43 
AUP H29 H29 H 0 1 N N N -29.171 -5.049 91.684 1.580  2.364  -3.144 H29 AUP 44 
AUP H37 H37 H 0 1 N N N -27.250 0.213  92.127 2.574  1.657  1.804  H37 AUP 45 
AUP H38 H38 H 0 1 N N N -26.325 1.200  90.027 5.016  2.038  2.028  H38 AUP 46 
AUP H39 H39 H 0 1 N N N -23.881 1.555  89.758 6.579  0.400  1.002  H39 AUP 47 
AUP H40 H40 H 0 1 N N N -22.314 0.923  91.610 5.676  -1.545 -0.201 H40 AUP 48 
# 
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 
AUP C1  C2  SING Y N 1  
AUP C1  C6  SING N N 2  
AUP C1  C7  DOUB Y N 3  
AUP C2  C3  SING N N 4  
AUP C2  C9  DOUB Y N 5  
AUP C3  C4  SING N N 6  
AUP C3  H31 SING N N 7  
AUP C3  H32 SING N N 8  
AUP C4  C5  SING N N 9  
AUP C4  H41 SING N N 10 
AUP C4  H42 SING N N 11 
AUP C5  C6  SING N N 12 
AUP C5  H51 SING N N 13 
AUP C5  H52 SING N N 14 
AUP C6  H61 SING N N 15 
AUP C6  H62 SING N N 16 
AUP C7  P   SING Y N 17 
AUP C7  C36 SING N N 18 
AUP P   C9  SING Y N 19 
AUP P   C27 SING N N 20 
AUP C9  C19 SING N N 21 
AUP N14 C15 SING Y N 22 
AUP N14 C19 DOUB Y N 23 
AUP C15 C16 DOUB Y N 24 
AUP C15 H15 SING N N 25 
AUP C16 C17 SING Y N 26 
AUP C16 H16 SING N N 27 
AUP C17 C18 DOUB Y N 28 
AUP C17 H17 SING N N 29 
AUP C18 C19 SING Y N 30 
AUP C18 H18 SING N N 31 
AUP C24 C25 DOUB Y N 32 
AUP C24 C29 SING Y N 33 
AUP C24 H24 SING N N 34 
AUP C25 C26 SING Y N 35 
AUP C25 H25 SING N N 36 
AUP C26 C27 DOUB Y N 37 
AUP C26 H26 SING N N 38 
AUP C27 C28 SING Y N 39 
AUP C28 C29 DOUB Y N 40 
AUP C28 H28 SING N N 41 
AUP C29 H29 SING N N 42 
AUP N35 C36 DOUB Y N 43 
AUP N35 C40 SING Y N 44 
AUP C36 C37 SING Y N 45 
AUP C37 C38 DOUB Y N 46 
AUP C37 H37 SING N N 47 
AUP C38 C39 SING Y N 48 
AUP C38 H38 SING N N 49 
AUP C39 C40 DOUB Y N 50 
AUP C39 H39 SING N N 51 
AUP C40 H40 SING N N 52 
# 
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 
AUP SMILES           ACDLabs              10.04 n1ccccc1c3c5c(c(c2ncccc2)p3c4ccccc4)CCCC5                                                                                             
AUP InChI            InChI                1.02b InChI=1/C24H21N2P/c1-2-10-18(11-3-1)27-23(21-14-6-8-16-25-21)19-12-4-5-13-20(19)24(27)22-15-7-9-17-26-22/h1-3,6-11,14-17H,4-5,12-13H2 
AUP InChIKey         InChI                1.02b GSKNNHAAFLPYHG-UHFFFAOYAQ                                                                                                             
AUP SMILES_CANONICAL CACTVS               3.341 C1CCc2c(C1)c([p](c3ccccc3)c2c4ccccn4)c5ccccn5                                                                                         
AUP SMILES           CACTVS               3.341 C1CCc2c(C1)c([p](c3ccccc3)c2c4ccccn4)c5ccccn5                                                                                         
AUP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)p2c(c3c(c2c4ccccn4)CCCC3)c5ccccn5                                                                                           
AUP SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)p2c(c3c(c2c4ccccn4)CCCC3)c5ccccn5                                                                                           
# 
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 
AUP "SYSTEMATIC NAME" ACDLabs              10.04 "2,2'-(2-phenyl-4,5,6,7-tetrahydro-2H-isophosphindole-1,3-diyl)dipyridine" 
AUP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-(2-phenyl-3-pyridin-2-yl-4,5,6,7-tetrahydroisophosphindol-1-yl)pyridine  
# 
