data_471
# 
_chem_comp.id                                    471 
_chem_comp.name                                  "N-((2S)-2-({(1Z)-1-METHYL-3-OXO-3-[4-(TRIFLUOROMETHYL) PHENYL]PROP-1-ENYL}AMINO)-3-{4-[2-(5-METHYL-2-PHENYL-1,3-OXAZOL-4-YL)ETHOXY]PHENYL}PROPYL)PROPANAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C35 H36 F3 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-12-19 
_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                        619.673 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     471 
_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        1KKQ 
_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 
471 N    N    N 0 1 N N N 22.343 25.273 32.334 1.782   -0.250 1.035  N    471 1  
471 CA   CA   C 0 1 N N S 23.007 26.537 32.644 1.151   0.684  1.971  CA   471 2  
471 CB   CB   C 0 1 N N N 22.963 27.494 31.455 0.346   -0.101 3.009  CB   471 3  
471 CG   CG   C 0 1 Y N N 23.539 26.972 30.159 -0.794  -0.812 2.327  CG   471 4  
471 CD1  CD1  C 0 1 Y N N 22.776 26.277 29.300 -0.614  -2.093 1.837  CD1  471 5  
471 CD2  CD2  C 0 1 Y N N 24.823 27.180 29.831 -2.020  -0.186 2.196  CD2  471 6  
471 CE1  CE1  C 0 1 Y N N 23.285 25.799 28.156 -1.657  -2.747 1.211  CE1  471 7  
471 CE2  CE2  C 0 1 Y N N 25.330 26.701 28.685 -3.064  -0.834 1.566  CE2  471 8  
471 CZ   CZ   C 0 1 Y N N 24.571 25.999 27.830 -2.886  -2.118 1.074  CZ   471 9  
471 OH   OH   O 0 1 N N N 25.079 25.495 26.659 -3.914  -2.760 0.459  OH   471 10 
471 C1A  C1A  C 0 1 N N N 21.393 24.410 32.875 2.021   0.133  -0.254 C1A  471 11 
471 C1F  C1F  C 0 1 N N N 21.093 23.317 32.177 3.266   0.026  -0.771 C1F  471 12 
471 C1B  C1B  C 0 1 N N N 20.677 24.615 34.178 0.897   0.675  -1.100 C1B  471 13 
471 C1H  C1H  C 0 1 Y N N 21.264 21.691 30.177 5.674   -0.629 -0.552 C1H  471 14 
471 C1I  C1I  C 0 1 Y N N 21.268 20.475 30.745 6.694   -1.221 0.194  C1I  471 15 
471 C1J  C1J  C 0 1 Y N N 20.906 19.393 30.039 7.976   -1.270 -0.313 C1J  471 16 
471 C1K  C1K  C 0 1 Y N N 20.532 19.489 28.754 8.251   -0.733 -1.558 C1K  471 17 
471 C1N  C1N  C 0 1 N N N 20.126 18.276 27.949 9.654   -0.789 -2.106 C1N  471 18 
471 F1Q  F1Q  F 0 1 N N N 19.013 18.515 27.198 9.823   -1.970 -2.836 F1Q  471 19 
471 F1P  F1P  F 0 1 N N N 21.141 17.934 27.107 9.873   0.311  -2.942 F1P  471 20 
471 F1O  F1O  F 0 1 N N N 19.855 17.189 28.726 10.569  -0.760 -1.048 F1O  471 21 
471 C1L  C1L  C 0 1 Y N N 20.529 20.706 28.191 7.244   -0.144 -2.302 C1L  471 22 
471 C1M  C1M  C 0 1 Y N N 20.891 21.791 28.892 5.957   -0.095 -1.809 C1M  471 23 
471 C1G  C1G  C 0 1 N N N 21.636 22.854 30.856 4.296   -0.574 -0.014 C1G  471 24 
471 O1G  O1G  O 0 1 N N N 22.493 23.537 30.298 4.050   -1.046 1.082  O1G  471 25 
471 O3F  O3F  O 0 1 Y N N 26.188 19.864 25.298 -9.203  -0.536 0.406  O3F  471 26 
471 C3G  C3G  C 0 1 Y N N 27.489 20.223 25.533 -8.792  -0.047 -0.777 C3G  471 27 
471 N3H  N3H  N 0 1 Y N N 27.566 21.600 25.593 -7.702  -0.683 -1.136 N3H  471 28 
471 C3C  C3C  C 0 1 Y N N 26.293 22.095 25.390 -7.401  -1.586 -0.191 C3C  471 29 
471 C3D  C3D  C 0 1 Y N N 25.443 21.010 25.207 -8.338  -1.503 0.771  C3D  471 30 
471 C3E  C3E  C 0 1 N N N 23.955 20.987 24.949 -8.402  -2.331 2.029  C3E  471 31 
471 C3I  C3I  C 0 1 Y N N 28.494 19.346 25.676 -9.456  1.029  -1.543 C3I  471 32 
471 C3N  C3N  C 0 1 Y N N 29.758 19.731 25.905 -10.616 1.628  -1.050 C3N  471 33 
471 C3M  C3M  C 0 1 Y N N 30.749 18.838 26.045 -11.230 2.631  -1.770 C3M  471 34 
471 C3L  C3L  C 0 1 Y N N 30.487 17.525 25.955 -10.699 3.044  -2.979 C3L  471 35 
471 C3K  C3K  C 0 1 Y N N 29.229 17.121 25.728 -9.550  2.454  -3.474 C3K  471 36 
471 C3J  C3J  C 0 1 Y N N 28.252 18.029 25.591 -8.922  1.454  -2.761 C3J  471 37 
471 C3A  C3A  C 0 1 N N N 25.742 24.235 26.737 -5.028  -1.865 0.474  C3A  471 38 
471 C3B  C3B  C 0 1 N N N 25.970 23.571 25.381 -6.226  -2.530 -0.207 C3B  471 39 
471 C4A  C4A  C 0 1 N N N 23.001 27.125 34.053 2.232   1.505  2.678  C4A  471 40 
471 N4B  N4B  N 0 1 N N N 24.332 27.338 34.617 3.036   2.216  1.681  N4B  471 41 
471 C4C  C4C  C 0 1 N N N 24.711 27.026 35.843 4.033   3.032  2.077  C4C  471 42 
471 O4C  O4C  O 0 1 N N N 23.970 26.506 36.677 4.264   3.177  3.258  O4C  471 43 
471 C4D  C4D  C 0 1 N N N 26.161 27.360 36.160 4.860   3.763  1.051  C4D  471 44 
471 C4E  C4E  C 0 1 N N N 26.412 27.918 37.557 5.915   4.615  1.760  C4E  471 45 
471 HN   HN   H 0 1 N N N 23.136 24.649 32.187 2.030   -1.140 1.330  HN   471 46 
471 HCA  HCA  H 0 1 N N N 24.065 26.218 32.792 0.486   1.353  1.425  HCA  471 47 
471 HB1  1HB  H 0 1 N N N 23.456 28.457 31.727 0.993   -0.832 3.493  HB1  471 48 
471 HB2  2HB  H 0 1 N N N 21.917 27.843 31.290 -0.050  0.586  3.757  HB2  471 49 
471 HCD1 HCD1 H 0 0 N N N 21.714 26.096 29.538 0.343   -2.582 1.944  HCD1 471 50 
471 HCD2 HCD2 H 0 0 N N N 25.472 27.754 30.514 -2.158  0.814  2.580  HCD2 471 51 
471 HCE1 HCE1 H 0 0 N N N 22.634 25.231 27.471 -1.516  -3.747 0.828  HCE1 471 52 
471 HCE2 HCE2 H 0 0 N N N 26.390 26.888 28.442 -4.020  -0.342 1.461  HCE2 471 53 
471 HC1F HC1F H 0 0 N N N 20.333 22.749 32.739 3.472   0.399  -1.763 HC1F 471 54 
471 H1B1 1H1B H 0 0 N N N 20.200 25.622 34.125 1.255   0.839  -2.116 H1B1 471 55 
471 H1B2 2H1B H 0 0 N N N 19.917 23.924 34.611 0.076   -0.042 -1.115 H1B2 471 56 
471 HIB3 3HIB H 0 0 N N N 21.464 24.752 34.956 0.549   1.618  -0.680 HIB3 471 57 
471 HC1I HC1I H 0 0 N N N 21.571 20.364 31.800 6.480   -1.640 1.166  HC1I 471 58 
471 HC1J HC1J H 0 0 N N N 20.916 18.403 30.526 8.766   -1.727 0.263  HC1J 471 59 
471 HC1L HC1L H 0 0 N N N 20.225 20.816 27.137 7.466   0.274  -3.273 HC1L 471 60 
471 HC1M HC1M H 0 0 N N N 20.882 22.780 28.404 5.172   0.365  -2.391 HC1M 471 61 
471 H3E1 1H3E H 0 0 N N N 23.487 20.341 25.728 -9.269  -2.030 2.618  H3E1 471 62 
471 H3E2 2H3E H 0 0 N N N 23.349 21.920 24.875 -8.490  -3.385 1.766  H3E2 471 63 
471 H3E3 3H3E H 0 0 N N N 23.782 20.397 24.019 -7.495  -2.176 2.613  H3E3 471 64 
471 HC3N HC3N H 0 0 N N N 29.988 20.807 25.980 -11.031 1.306  -0.106 HC3N 471 65 
471 HC3M HC3M H 0 0 N N N 31.779 19.183 26.234 -12.128 3.095  -1.389 HC3M 471 66 
471 HC3L HC3L H 0 0 N N N 31.298 16.785 26.067 -11.185 3.830  -3.539 HC3L 471 67 
471 HC3K HC3K H 0 0 N N N 28.999 16.045 25.654 -9.141  2.780  -4.419 HC3K 471 68 
471 HC3J HC3J H 0 0 N N N 27.222 17.683 25.403 -8.025  0.994  -3.149 HC3J 471 69 
471 H3A1 1H3A H 0 0 N N N 25.196 23.547 27.424 -5.285  -1.622 1.505  H3A1 471 70 
471 H3A2 2H3A H 0 0 N N N 26.704 24.332 27.293 -4.768  -0.951 -0.060 H3A2 471 71 
471 H3B1 1H3B H 0 0 N N N 25.090 23.756 24.722 -5.969  -2.773 -1.238 H3B1 471 72 
471 H3B2 2H3B H 0 0 N N N 26.763 24.123 24.824 -6.487  -3.444 0.327  H3B2 471 73 
471 H4A1 1H4A H 0 0 N N N 22.383 26.496 34.736 2.874   0.840  3.255  H4A1 471 74 
471 H4A2 2H4A H 0 0 N N N 22.410 28.070 34.079 1.761   2.226  3.346  H4A2 471 75 
471 HN4B HN4B H 0 0 N N N 25.095 27.759 34.087 2.850   2.099  0.736  HN4B 471 76 
471 H4D1 1H4D H 0 0 N N N 26.570 28.056 35.391 4.213   4.407  0.455  H4D1 471 77 
471 H4D2 2H4D H 0 0 N N N 26.807 26.469 35.982 5.353   3.041  0.400  H4D2 471 78 
471 H4E1 1H4E H 0 0 N N N 26.003 27.222 38.326 5.422   5.337  2.411  H4E1 471 79 
471 H4E2 2H4E H 0 0 N N N 27.475 28.163 37.789 6.561   3.970  2.356  H4E2 471 80 
471 H4E3 3H4E H 0 0 N N N 25.766 28.810 37.735 6.513   5.144  1.018  H4E3 471 81 
# 
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 
471 N   CA   SING N N 1  
471 N   C1A  SING N N 2  
471 N   HN   SING N N 3  
471 CA  CB   SING N N 4  
471 CA  C4A  SING N N 5  
471 CA  HCA  SING N N 6  
471 CB  CG   SING N N 7  
471 CB  HB1  SING N N 8  
471 CB  HB2  SING N N 9  
471 CG  CD1  DOUB Y N 10 
471 CG  CD2  SING Y N 11 
471 CD1 CE1  SING Y N 12 
471 CD1 HCD1 SING N N 13 
471 CD2 CE2  DOUB Y N 14 
471 CD2 HCD2 SING N N 15 
471 CE1 CZ   DOUB Y N 16 
471 CE1 HCE1 SING N N 17 
471 CE2 CZ   SING Y N 18 
471 CE2 HCE2 SING N N 19 
471 CZ  OH   SING N N 20 
471 OH  C3A  SING N N 21 
471 C1A C1F  DOUB N Z 22 
471 C1A C1B  SING N N 23 
471 C1F C1G  SING N N 24 
471 C1F HC1F SING N N 25 
471 C1B H1B1 SING N N 26 
471 C1B H1B2 SING N N 27 
471 C1B HIB3 SING N N 28 
471 C1H C1I  DOUB Y N 29 
471 C1H C1M  SING Y N 30 
471 C1H C1G  SING N N 31 
471 C1I C1J  SING Y N 32 
471 C1I HC1I SING N N 33 
471 C1J C1K  DOUB Y N 34 
471 C1J HC1J SING N N 35 
471 C1K C1N  SING N N 36 
471 C1K C1L  SING Y N 37 
471 C1N F1Q  SING N N 38 
471 C1N F1P  SING N N 39 
471 C1N F1O  SING N N 40 
471 C1L C1M  DOUB Y N 41 
471 C1L HC1L SING N N 42 
471 C1M HC1M SING N N 43 
471 C1G O1G  DOUB N N 44 
471 O3F C3G  SING Y N 45 
471 O3F C3D  SING Y N 46 
471 C3G N3H  DOUB Y N 47 
471 C3G C3I  SING N N 48 
471 N3H C3C  SING Y N 49 
471 C3C C3D  DOUB Y N 50 
471 C3C C3B  SING N N 51 
471 C3D C3E  SING N N 52 
471 C3E H3E1 SING N N 53 
471 C3E H3E2 SING N N 54 
471 C3E H3E3 SING N N 55 
471 C3I C3N  DOUB Y N 56 
471 C3I C3J  SING Y N 57 
471 C3N C3M  SING Y N 58 
471 C3N HC3N SING N N 59 
471 C3M C3L  DOUB Y N 60 
471 C3M HC3M SING N N 61 
471 C3L C3K  SING Y N 62 
471 C3L HC3L SING N N 63 
471 C3K C3J  DOUB Y N 64 
471 C3K HC3K SING N N 65 
471 C3J HC3J SING N N 66 
471 C3A C3B  SING N N 67 
471 C3A H3A1 SING N N 68 
471 C3A H3A2 SING N N 69 
471 C3B H3B1 SING N N 70 
471 C3B H3B2 SING N N 71 
471 C4A N4B  SING N N 72 
471 C4A H4A1 SING N N 73 
471 C4A H4A2 SING N N 74 
471 N4B C4C  SING N N 75 
471 N4B HN4B SING N N 76 
471 C4C O4C  DOUB N N 77 
471 C4C C4D  SING N N 78 
471 C4D C4E  SING N N 79 
471 C4D H4D1 SING N N 80 
471 C4D H4D2 SING N N 81 
471 C4E H4E1 SING N N 82 
471 C4E H4E2 SING N N 83 
471 C4E H4E3 SING N N 84 
# 
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 
471 SMILES           ACDLabs              10.04 FC(F)(F)c1ccc(cc1)C(=O)\C=C(/NC(CNC(=O)CC)Cc4ccc(OCCc2nc(oc2C)c3ccccc3)cc4)C 
471 InChI            InChI                1.02b 
InChI=1/C35H36F3N3O4/c1-4-33(43)39-22-29(40-23(2)20-32(42)26-12-14-28(15-13-26)35(36,37)38)21-25-10-16-30(17-11-25)44-19-18-31-24(3)45-34(41-31)27-8-6-5-7-9-27/h5-17,20,29,40H,4,18-19,21-22H2,1-3H3,(H,39,43)/b23-20-/t29-/m0/s1/f/h39H 
471 InChIKey         InChI                1.02b TYEFSRMOUXWTDN-NEEQECKYDW 
471 SMILES_CANONICAL CACTVS               3.341 CCC(=O)NC[C@H](Cc1ccc(OCCc2nc(oc2C)c3ccccc3)cc1)N\C(C)=C/C(=O)c4ccc(cc4)C(F)(F)F 
471 SMILES           CACTVS               3.341 CCC(=O)NC[CH](Cc1ccc(OCCc2nc(oc2C)c3ccccc3)cc1)NC(C)=CC(=O)c4ccc(cc4)C(F)(F)F 
471 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCC(=O)NC[C@H](Cc1ccc(cc1)OCCc2c(oc(n2)c3ccccc3)C)N/C(=C\C(=O)c4ccc(cc4)C(F)(F)F)/C 
471 SMILES           "OpenEye OEToolkits" 1.5.0 CCC(=O)NCC(Cc1ccc(cc1)OCCc2c(oc(n2)c3ccccc3)C)NC(=CC(=O)c4ccc(cc4)C(F)(F)F)C 
# 
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 
471 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(2S)-2-({(1Z)-1-methyl-3-oxo-3-[4-(trifluoromethyl)phenyl]prop-1-en-1-yl}amino)-3-{4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl}propyl]propanamide 
471 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2S)-3-[4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl]-2-[[(Z)-4-oxo-4-[4-(trifluoromethyl)phenyl]but-2-en-2-yl]amino]propyl]propanamide            
# 
