data_KE9
# 
_chem_comp.id                                    KE9 
_chem_comp.name                                  "(E)-3-(3,5-DIFLUORO-4-((1R,3R)-2-(2-FLUORO-2- METHYLPROPYL)-3-METHYL-2,3,4,9-TETRAHYDRO-1H-PYRIDO(3,4-B)INDOL-1-YL)PHENYL)ACRYLIC ACID" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H25 F3 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-08-15 
_chem_comp.pdbx_modified_date                    2015-12-11 
_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                        442.473 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KE9 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        5ACC 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
KE9 C1   C1   C 0 1 N N N 12.923 23.463 61.414 3.380  -1.935 1.443  C1   KE9 1  
KE9 C2   C2   C 0 1 N N R 12.588 23.634 62.900 2.778  -1.939 0.037  C2   KE9 2  
KE9 C4   C4   C 0 1 N N N 13.272 24.864 63.483 3.457  -0.857 -0.814 C4   KE9 3  
KE9 C5   C5   C 0 1 Y N N 14.713 24.560 63.770 2.995  0.488  -0.312 C5   KE9 4  
KE9 C6   C6   C 0 1 Y N N 15.808 25.451 63.932 3.553  1.799  -0.557 C6   KE9 5  
KE9 C7   C7   C 0 1 Y N N 15.924 26.832 63.889 4.650  2.243  -1.303 C7   KE9 6  
KE9 C8   C8   C 0 1 Y N N 17.180 27.381 64.096 4.891  3.594  -1.311 C8   KE9 7  
KE9 C9   C9   C 0 1 Y N N 18.284 26.587 64.347 4.092  4.489  -0.618 C9   KE9 8  
KE9 C10  C10  C 0 1 Y N N 18.183 25.206 64.393 3.000  4.079  0.128  C10  KE9 9  
KE9 C11  C11  C 0 1 Y N N 16.930 24.672 64.179 2.731  2.712  0.155  C11  KE9 10 
KE9 N12  N12  N 0 1 Y N N 16.537 23.349 64.176 1.757  1.984  0.776  N12  KE9 11 
KE9 C14  C14  C 0 1 Y N N 15.186 23.285 63.925 1.919  0.655  0.491  C14  KE9 12 
KE9 C15  C15  C 0 1 N N R 14.384 22.038 63.853 1.062  -0.493 0.968  C15  KE9 13 
KE9 N17  N17  N 0 1 N N N 12.906 22.410 63.727 1.337  -1.664 0.120  N17  KE9 14 
KE9 C18  C18  C 0 1 N N N 12.054 21.213 63.434 0.602  -2.843 0.597  C18  KE9 15 
KE9 C19  C19  C 0 1 N N N 10.845 21.147 64.374 0.475  -3.859 -0.540 C19  KE9 16 
KE9 C20  C20  C 0 1 N N N 10.104 19.855 64.156 -0.374 -5.043 -0.073 C20  KE9 17 
KE9 C21  C21  C 0 1 N N N 11.149 21.292 65.843 -0.195 -3.195 -1.744 C21  KE9 18 
KE9 F22  F22  F 0 1 N N N 9.996  22.156 64.068 1.747  -4.312 -0.905 F22  KE9 19 
KE9 C23  C23  C 0 1 Y N N 14.609 21.178 65.086 -0.394 -0.117 0.858  C23  KE9 20 
KE9 C24  C24  C 0 1 Y N N 14.576 21.718 66.360 -1.112 0.203  1.999  C24  KE9 21 
KE9 C25  C25  C 0 1 Y N N 14.754 20.957 67.497 -2.446 0.547  1.905  C25  KE9 22 
KE9 C26  C26  C 0 1 Y N N 14.980 19.600 67.392 -3.072 0.573  0.655  C26  KE9 23 
KE9 C27  C27  C 0 1 Y N N 15.023 19.027 66.137 -2.341 0.249  -0.493 C27  KE9 24 
KE9 C28  C28  C 0 1 Y N N 14.835 19.814 65.010 -1.006 -0.088 -0.385 C28  KE9 25 
KE9 F29  F29  F 0 1 N N N 14.860 19.222 63.827 -0.297 -0.396 -1.493 F29  KE9 26 
KE9 C30  C30  C 0 1 N N N 15.181 18.777 68.587 -4.493 0.939  0.547  C30  KE9 27 
KE9 C31  C31  C 0 1 N N N 15.739 19.338 69.668 -5.094 0.963  -0.661 C31  KE9 28 
KE9 C32  C32  C 0 1 N N N 15.926 18.440 70.877 -6.506 1.327  -0.768 C32  KE9 29 
KE9 O33  O33  O 0 1 N N N 16.327 19.054 71.909 -7.107 1.351  -1.976 O33  KE9 30 
KE9 O34  O34  O 0 1 N N N 15.671 17.209 70.739 -7.140 1.608  0.232  O34  KE9 31 
KE9 F35  F35  F 0 1 N N N 14.355 23.015 66.528 -0.506 0.177  3.206  F35  KE9 32 
KE9 H11C H11C H 0 0 N N N 12.415 22.569 61.024 3.222  -0.959 1.903  H11C KE9 33 
KE9 H12C H12C H 0 0 N N N 12.584 24.349 60.857 2.898  -2.703 2.047  H12C KE9 34 
KE9 H13C H13C H 0 0 N N N 14.010 23.349 61.294 4.449  -2.138 1.381  H13C KE9 35 
KE9 H2   H2   H 0 1 N N N 11.503 23.803 62.969 2.936  -2.914 -0.423 H2   KE9 36 
KE9 H41C H41C H 0 0 N N N 13.211 25.692 62.761 4.539  -0.935 -0.715 H41C KE9 37 
KE9 H42C H42C H 0 0 N N N 12.768 25.154 64.417 3.172  -0.977 -1.859 H42C KE9 38 
KE9 H7   H7   H 0 1 N N N 15.065 27.459 63.701 5.279  1.553  -1.846 H7   KE9 39 
KE9 H8   H8   H 0 1 N N N 17.299 28.454 64.060 5.730  3.972  -1.876 H8   KE9 40 
KE9 H9   H9   H 0 1 N N N 19.245 27.053 64.511 4.329  5.541  -0.660 H9   KE9 41 
KE9 H10  H10  H 0 1 N N N 19.042 24.580 64.587 2.385  4.786  0.664  H10  KE9 42 
KE9 H12  H12  H 0 1 N N N 17.137 22.564 64.331 1.056  2.353  1.336  H12  KE9 43 
KE9 H15  H15  H 0 1 N N N 14.681 21.466 62.962 1.305  -0.726 2.004  H15  KE9 44 
KE9 H181 H181 H 0 0 N N N 11.697 21.273 62.395 1.142  -3.295 1.429  H181 KE9 45 
KE9 H182 H182 H 0 0 N N N 12.658 20.303 63.563 -0.391 -2.543 0.929  H182 KE9 46 
KE9 H201 H201 H 0 0 N N N 9.237  19.810 64.832 -1.365 -4.690 0.212  H201 KE9 47 
KE9 H202 H202 H 0 0 N N N 9.759  19.802 63.113 -0.465 -5.767 -0.883 H202 KE9 48 
KE9 H203 H203 H 0 0 N N N 10.775 19.008 64.364 0.104  -5.516 0.785  H203 KE9 49 
KE9 H211 H211 H 0 0 N N N 10.214 21.230 66.419 0.410  -2.351 -2.077 H211 KE9 50 
KE9 H212 H212 H 0 0 N N N 11.828 20.486 66.158 -0.286 -3.918 -2.555 H212 KE9 51 
KE9 H213 H213 H 0 0 N N N 11.627 22.266 66.024 -1.186 -2.842 -1.460 H213 KE9 52 
KE9 H25  H25  H 0 1 N N N 14.716 21.424 68.470 -3.005 0.796  2.795  H25  KE9 53 
KE9 H27  H27  H 0 1 N N N 15.203 17.967 66.032 -2.819 0.267  -1.462 H27  KE9 54 
KE9 H30  H30  H 0 1 N N N 14.885 17.738 68.596 -5.056 1.189  1.434  H30  KE9 55 
KE9 H31  H31  H 0 1 N N N 16.040 20.375 69.679 -4.532 0.714  -1.549 H31  KE9 56 
KE9 H33  H33  H 0 1 N N N 16.423 18.439 72.627 -8.040 1.602  -1.946 H33  KE9 57 
# 
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 
KE9 C1  C2   SING N N 1  
KE9 C2  C4   SING N N 2  
KE9 C2  N17  SING N N 3  
KE9 C4  C5   SING N N 4  
KE9 C5  C6   SING Y N 5  
KE9 C5  C14  DOUB Y N 6  
KE9 C6  C7   SING Y N 7  
KE9 C6  C11  DOUB Y N 8  
KE9 C7  C8   DOUB Y N 9  
KE9 C8  C9   SING Y N 10 
KE9 C9  C10  DOUB Y N 11 
KE9 C10 C11  SING Y N 12 
KE9 C11 N12  SING Y N 13 
KE9 N12 C14  SING Y N 14 
KE9 C14 C15  SING N N 15 
KE9 C15 N17  SING N N 16 
KE9 C15 C23  SING N N 17 
KE9 N17 C18  SING N N 18 
KE9 C18 C19  SING N N 19 
KE9 C19 C20  SING N N 20 
KE9 C19 C21  SING N N 21 
KE9 C19 F22  SING N N 22 
KE9 C23 C24  SING Y N 23 
KE9 C23 C28  DOUB Y N 24 
KE9 C24 C25  DOUB Y N 25 
KE9 C24 F35  SING N N 26 
KE9 C25 C26  SING Y N 27 
KE9 C26 C27  DOUB Y N 28 
KE9 C26 C30  SING N N 29 
KE9 C27 C28  SING Y N 30 
KE9 C28 F29  SING N N 31 
KE9 C30 C31  DOUB N E 32 
KE9 C31 C32  SING N N 33 
KE9 C32 O33  SING N N 34 
KE9 C32 O34  DOUB N N 35 
KE9 C1  H11C SING N N 36 
KE9 C1  H12C SING N N 37 
KE9 C1  H13C SING N N 38 
KE9 C2  H2   SING N N 39 
KE9 C4  H41C SING N N 40 
KE9 C4  H42C SING N N 41 
KE9 C7  H7   SING N N 42 
KE9 C8  H8   SING N N 43 
KE9 C9  H9   SING N N 44 
KE9 C10 H10  SING N N 45 
KE9 N12 H12  SING N N 46 
KE9 C15 H15  SING N N 47 
KE9 C18 H181 SING N N 48 
KE9 C18 H182 SING N N 49 
KE9 C20 H201 SING N N 50 
KE9 C20 H202 SING N N 51 
KE9 C20 H203 SING N N 52 
KE9 C21 H211 SING N N 53 
KE9 C21 H212 SING N N 54 
KE9 C21 H213 SING N N 55 
KE9 C25 H25  SING N N 56 
KE9 C27 H27  SING N N 57 
KE9 C30 H30  SING N N 58 
KE9 C31 H31  SING N N 59 
KE9 O33 H33  SING N N 60 
# 
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 
KE9 InChI            InChI                1.03  "InChI=1S/C25H25F3N2O2/c1-14-10-17-16-6-4-5-7-20(16)29-23(17)24(30(14)13-25(2,3)28)22-18(26)11-15(12-19(22)27)8-9-21(31)32/h4-9,11-12,14,24,29H,10,13H2,1-3H3,(H,31,32)/b9-8+/t14-,24-/m1/s1" 
KE9 InChIKey         InChI                1.03  DFBDRVGWBHBJNR-BBNFHIFMSA-N                                                                                                                                                                   
KE9 SMILES_CANONICAL CACTVS               3.385 "C[C@@H]1Cc2c([nH]c3ccccc23)[C@H](N1CC(C)(C)F)c4c(F)cc(\C=C\C(O)=O)cc4F"                                                                                                                      
KE9 SMILES           CACTVS               3.385 "C[CH]1Cc2c([nH]c3ccccc23)[CH](N1CC(C)(C)F)c4c(F)cc(C=CC(O)=O)cc4F"                                                                                                                           
KE9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1Cc2c3ccccc3[nH]c2[C@H](N1CC(C)(C)F)c4c(cc(cc4F)/C=C/C(=O)O)F"                                                                                                                        
KE9 SMILES           "OpenEye OEToolkits" 1.7.6 "CC1Cc2c3ccccc3[nH]c2C(N1CC(C)(C)F)c4c(cc(cc4F)C=CC(=O)O)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 
KE9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(E)-3-[3,5-bis(fluoranyl)-4-[(1R,3R)-2-(2-fluoranyl-2-methyl-propyl)-3-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-1-yl]phenyl]prop-2-enoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
KE9 "Create component" 2015-08-15 EBI  
KE9 "Initial release"  2015-12-16 RCSB 
# 
