data_3F9
# 
_chem_comp.id                                    3F9 
_chem_comp.name                                  "N-{[(3R)-1-(2,3-dihydro-1H-inden-2-yl)piperidin-3-yl]methyl}-N-(2-methoxyethyl)naphthalene-2-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H34 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-08-07 
_chem_comp.pdbx_modified_date                    2014-10-17 
_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                        442.592 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3F9 
_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        4TPK 
_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 
3F9 N1  N1  N 0 1 N N N 4.071 7.251  12.521 -1.309 0.195  0.752  N1  3F9 1  
3F9 C4  C1  C 0 1 Y N N 6.253 14.277 7.450  6.780  1.851  -2.265 C4  3F9 2  
3F9 C5  C2  C 0 1 Y N N 2.612 12.269 16.117 -7.199 -1.051 -1.565 C5  3F9 3  
3F9 C6  C3  C 0 1 Y N N 1.811 9.706  16.910 -6.194 1.413  -0.712 C6  3F9 4  
3F9 C7  C4  C 0 1 Y N N 3.177 11.420 13.954 -5.195 -2.173 -0.720 C7  3F9 5  
3F9 C8  C5  C 0 1 Y N N 3.244 10.353 13.070 -3.988 -2.103 -0.102 C8  3F9 6  
3F9 C10 C6  C 0 1 Y N N 5.834 13.034 7.905  6.099  1.978  -1.070 C10 3F9 7  
3F9 C13 C7  C 0 1 Y N N 2.294 9.918  15.625 -5.440 0.246  -0.491 C13 3F9 8  
3F9 C15 C8  C 0 1 Y N N 7.448 13.070 9.568  6.257  -0.385 -0.719 C15 3F9 9  
3F9 C17 C9  C 0 1 N N N 2.954 8.018  12.523 -2.157 -0.821 1.007  C17 3F9 10 
3F9 C20 C10 C 0 1 N N N 8.091 9.783  13.913 1.805  -2.723 -0.094 C20 3F9 11 
3F9 C21 C11 C 0 1 N N N 6.978 8.836  14.221 0.696  -1.967 0.642  C21 3F9 12 
3F9 C22 C12 C 0 1 N N N 7.542 10.854 13.027 3.141  -2.471 0.608  C22 3F9 13 
3F9 C24 C13 C 0 1 N N R 6.408 8.213  12.957 1.042  -0.476 0.679  C24 3F9 14 
3F9 C26 C14 C 0 1 N N N 5.186 7.427  13.467 -0.032 0.278  1.465  C26 3F9 15 
3F9 C28 C15 C 0 1 N N N 3.426 4.882  12.085 -2.074 2.501  0.473  C28 3F9 16 
3F9 C1  C16 C 0 1 Y N N 2.128 12.053 17.401 -7.905 0.097  -1.753 C1  3F9 17 
3F9 C2  C17 C 0 1 Y N N 1.731 10.778 17.794 -7.404 1.326  -1.327 C2  3F9 18 
3F9 C3  C18 C 0 1 Y N N 7.305 14.908 8.096  7.201  0.604  -2.689 C3  3F9 19 
3F9 C9  C19 C 0 1 Y N N 7.889 14.262 9.171  6.940  -0.511 -1.918 C9  3F9 20 
3F9 C11 C20 C 0 1 Y N N 2.372 8.852  14.732 -4.189 0.300  0.141  C11 3F9 21 
3F9 C12 C21 C 0 1 Y N N 2.693 11.200 15.234 -5.948 -1.003 -0.928 C12 3F9 22 
3F9 C14 C22 C 0 1 Y N N 2.872 9.065  13.448 -3.474 -0.870 0.337  C14 3F9 23 
3F9 C16 C23 C 0 1 Y N N 6.428 12.446 8.946  5.836  0.861  -0.295 C16 3F9 24 
3F9 C18 C24 C 0 1 N N N 7.894 12.269 10.606 5.853  -1.435 0.294  C18 3F9 25 
3F9 C19 C25 C 0 1 N N N 6.191 11.199 9.573  5.120  0.734  1.032  C19 3F9 26 
3F9 C23 C26 C 0 1 N N N 6.032 9.297  11.944 2.400  -0.289 1.359  C23 3F9 27 
3F9 C25 C27 C 0 1 N N N 6.681 11.472 10.965 4.765  -0.763 1.159  C25 3F9 28 
3F9 C27 C28 C 0 1 N N N 4.218 6.112  11.599 -1.661 1.212  -0.241 C27 3F9 29 
3F9 N2  N2  N 0 1 N N N 7.103 10.288 11.742 3.427  -1.031 0.616  N2  3F9 30 
3F9 O1  O1  O 0 1 N N N 2.030 7.833  11.735 -1.839 -1.698 1.787  O1  3F9 31 
3F9 O2  O2  O 0 1 N N N 2.514 5.211  13.135 -0.936 3.070  1.124  O2  3F9 32 
3F9 C33 C29 C 0 1 N N N 1.172 4.892  12.756 -1.214 4.284  1.824  C33 3F9 33 
3F9 H1  H1  H 0 1 N N N 5.767 14.745 6.606  6.979  2.724  -2.869 H1  3F9 34 
3F9 H2  H2  H 0 1 N N N 2.922 13.257 15.809 -7.602 -1.996 -1.900 H2  3F9 35 
3F9 H3  H3  H 0 1 N N N 1.501 8.719  17.220 -5.817 2.372  -0.387 H3  3F9 36 
3F9 H4  H4  H 0 1 N N N 3.497 12.406 13.650 -5.577 -3.127 -1.051 H4  3F9 37 
3F9 H5  H5  H 0 1 N N N 3.594 10.525 12.063 -3.416 -3.005 0.055  H5  3F9 38 
3F9 H6  H6  H 0 1 N N N 5.015 12.535 7.409  5.770  2.952  -0.739 H6  3F9 39 
3F9 H7  H7  H 0 1 N N N 8.904 9.251  13.398 1.585  -3.791 -0.086 H7  3F9 40 
3F9 H8  H8  H 0 1 N N N 8.474 10.226 14.844 1.862  -2.371 -1.125 H8  3F9 41 
3F9 H9  H9  H 0 1 N N N 6.178 9.383  14.742 -0.251 -2.109 0.120  H9  3F9 42 
3F9 H10 H10 H 0 1 N N N 7.360 8.036  14.872 0.610  -2.347 1.660  H10 3F9 43 
3F9 H11 H11 H 0 1 N N N 8.323 11.606 12.843 3.086  -2.836 1.634  H11 3F9 44 
3F9 H12 H12 H 0 1 N N N 6.684 11.330 13.524 3.935  -2.996 0.077  H12 3F9 45 
3F9 H13 H13 H 0 1 N N N 7.139 7.521  12.513 1.087  -0.088 -0.339 H13 3F9 46 
3F9 H14 H14 H 0 1 N N N 4.795 7.955  14.349 0.260  1.324  1.567  H14 3F9 47 
3F9 H15 H15 H 0 1 N N N 5.533 6.426  13.763 -0.138 -0.167 2.454  H15 3F9 48 
3F9 H16 H16 H 0 1 N N N 2.858 4.468  11.238 -2.468 3.210  -0.255 H16 3F9 49 
3F9 H17 H17 H 0 1 N N N 4.135 4.127  12.455 -2.841 2.276  1.214  H17 3F9 50 
3F9 H18 H18 H 0 1 N N N 2.060 12.877 18.096 -8.869 0.056  -2.239 H18 3F9 51 
3F9 H19 H19 H 0 1 N N N 1.357 10.619 18.795 -7.985 2.223  -1.489 H19 3F9 52 
3F9 H20 H20 H 0 1 N N N 7.658 15.875 7.770  7.734  0.503  -3.623 H20 3F9 53 
3F9 H21 H21 H 0 1 N N N 8.711 14.729 9.693  7.269  -1.484 -2.250 H21 3F9 54 
3F9 H22 H22 H 0 1 N N N 2.047 7.867  15.032 -3.784 1.247  0.468  H22 3F9 55 
3F9 H23 H23 H 0 1 N N N 8.713 11.614 10.275 5.447  -2.311 -0.211 H23 3F9 56 
3F9 H24 H24 H 0 1 N N N 8.232 12.878 11.457 6.707  -1.714 0.910  H24 3F9 57 
3F9 H25 H25 H 0 1 N N N 5.122 10.941 9.566  5.777  1.037  1.847  H25 3F9 58 
3F9 H26 H26 H 0 1 N N N 6.766 10.392 9.095  4.212  1.338  1.032  H26 3F9 59 
3F9 H27 H27 H 0 1 N N N 5.134 9.819  12.306 2.656  0.770  1.373  H27 3F9 60 
3F9 H28 H28 H 0 1 N N N 5.813 8.815  10.980 2.349  -0.665 2.381  H28 3F9 61 
3F9 H29 H29 H 0 1 N N N 5.958 12.082 11.526 4.837  -1.092 2.196  H29 3F9 62 
3F9 H30 H30 H 0 1 N N N 5.283 5.846  11.528 -0.800 1.410  -0.879 H30 3F9 63 
3F9 H31 H31 H 0 1 N N N 3.847 6.406  10.606 -2.491 0.853  -0.850 H31 3F9 64 
3F9 H33 H33 H 0 1 N N N 0.487 5.152  13.576 -0.299 4.652  2.290  H33 3F9 65 
3F9 H34 H34 H 0 1 N N N 0.900 5.463  11.856 -1.590 5.030  1.124  H34 3F9 66 
3F9 H35 H35 H 0 1 N N N 1.097 3.815  12.544 -1.963 4.096  2.593  H35 3F9 67 
# 
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 
3F9 C4  C10 DOUB Y N 1  
3F9 C4  C3  SING Y N 2  
3F9 C10 C16 SING Y N 3  
3F9 C3  C9  DOUB Y N 4  
3F9 C16 C15 DOUB Y N 5  
3F9 C16 C19 SING N N 6  
3F9 C9  C15 SING Y N 7  
3F9 C15 C18 SING N N 8  
3F9 C19 C25 SING N N 9  
3F9 C18 C25 SING N N 10 
3F9 C25 N2  SING N N 11 
3F9 C27 C28 SING N N 12 
3F9 C27 N1  SING N N 13 
3F9 O1  C17 DOUB N N 14 
3F9 N2  C23 SING N N 15 
3F9 N2  C22 SING N N 16 
3F9 C23 C24 SING N N 17 
3F9 C28 O2  SING N N 18 
3F9 N1  C17 SING N N 19 
3F9 N1  C26 SING N N 20 
3F9 C17 C14 SING N N 21 
3F9 C33 O2  SING N N 22 
3F9 C24 C26 SING N N 23 
3F9 C24 C21 SING N N 24 
3F9 C22 C20 SING N N 25 
3F9 C8  C14 DOUB Y N 26 
3F9 C8  C7  SING Y N 27 
3F9 C14 C11 SING Y N 28 
3F9 C20 C21 SING N N 29 
3F9 C7  C12 DOUB Y N 30 
3F9 C11 C13 DOUB Y N 31 
3F9 C12 C13 SING Y N 32 
3F9 C12 C5  SING Y N 33 
3F9 C13 C6  SING Y N 34 
3F9 C5  C1  DOUB Y N 35 
3F9 C6  C2  DOUB Y N 36 
3F9 C1  C2  SING Y N 37 
3F9 C4  H1  SING N N 38 
3F9 C5  H2  SING N N 39 
3F9 C6  H3  SING N N 40 
3F9 C7  H4  SING N N 41 
3F9 C8  H5  SING N N 42 
3F9 C10 H6  SING N N 43 
3F9 C20 H7  SING N N 44 
3F9 C20 H8  SING N N 45 
3F9 C21 H9  SING N N 46 
3F9 C21 H10 SING N N 47 
3F9 C22 H11 SING N N 48 
3F9 C22 H12 SING N N 49 
3F9 C24 H13 SING N N 50 
3F9 C26 H14 SING N N 51 
3F9 C26 H15 SING N N 52 
3F9 C28 H16 SING N N 53 
3F9 C28 H17 SING N N 54 
3F9 C1  H18 SING N N 55 
3F9 C2  H19 SING N N 56 
3F9 C3  H20 SING N N 57 
3F9 C9  H21 SING N N 58 
3F9 C11 H22 SING N N 59 
3F9 C18 H23 SING N N 60 
3F9 C18 H24 SING N N 61 
3F9 C19 H25 SING N N 62 
3F9 C19 H26 SING N N 63 
3F9 C23 H27 SING N N 64 
3F9 C23 H28 SING N N 65 
3F9 C25 H29 SING N N 66 
3F9 C27 H30 SING N N 67 
3F9 C27 H31 SING N N 68 
3F9 C33 H33 SING N N 69 
3F9 C33 H34 SING N N 70 
3F9 C33 H35 SING N N 71 
# 
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 
3F9 SMILES           ACDLabs              12.01 "O=C(c2cc1ccccc1cc2)N(CCOC)CC5CCCN(C4Cc3ccccc3C4)C5"                                                                                                                                 
3F9 InChI            InChI                1.03  "InChI=1S/C29H34N2O2/c1-33-16-15-31(29(32)27-13-12-23-8-2-3-9-24(23)17-27)21-22-7-6-14-30(20-22)28-18-25-10-4-5-11-26(25)19-28/h2-5,8-13,17,22,28H,6-7,14-16,18-21H2,1H3/t22-/m1/s1" 
3F9 InChIKey         InChI                1.03  NRBCHFHGWACYAH-JOCHJYFZSA-N                                                                                                                                                          
3F9 SMILES_CANONICAL CACTVS               3.385 "COCCN(C[C@@H]1CCCN(C1)C2Cc3ccccc3C2)C(=O)c4ccc5ccccc5c4"                                                                                                                            
3F9 SMILES           CACTVS               3.385 "COCCN(C[CH]1CCCN(C1)C2Cc3ccccc3C2)C(=O)c4ccc5ccccc5c4"                                                                                                                              
3F9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "COCCN(C[C@@H]1CCCN(C1)C2Cc3ccccc3C2)C(=O)c4ccc5ccccc5c4"                                                                                                                            
3F9 SMILES           "OpenEye OEToolkits" 1.9.2 "COCCN(CC1CCCN(C1)C2Cc3ccccc3C2)C(=O)c4ccc5ccccc5c4"                                                                                                                                 
# 
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 
3F9 "SYSTEMATIC NAME" ACDLabs              12.01 "N-{[(3R)-1-(2,3-dihydro-1H-inden-2-yl)piperidin-3-yl]methyl}-N-(2-methoxyethyl)naphthalene-2-carboxamide" 
3F9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[[(3R)-1-(2,3-dihydro-1H-inden-2-yl)piperidin-3-yl]methyl]-N-(2-methoxyethyl)naphthalene-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
3F9 "Create component"  2014-08-07 RCSB 
3F9 "Modify descriptor" 2014-09-05 RCSB 
3F9 "Initial release"   2014-10-22 RCSB 
# 
