data_9DJ
# 
_chem_comp.id                                    9DJ 
_chem_comp.name                                  "3-[({(1R)-6-[methyl(phenyl)amino]-1,2,3,4-tetrahydronaphthalen-1-yl}methyl)amino]pyridine-4-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H25 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-04-20 
_chem_comp.pdbx_modified_date                    2017-09-22 
_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                        387.474 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     9DJ 
_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        5VGI 
_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 
9DJ C5  C1  C 0 1 Y N N -14.425 0.538  53.309 -6.293 2.318  0.985  C5  9DJ 1  
9DJ C6  C2  C 0 1 Y N N -13.581 1.645  53.317 -6.630 1.056  0.543  C6  9DJ 2  
9DJ C7  C3  C 0 1 N N N -13.161 4.081  52.779 -5.929 -1.170 -0.363 C7  9DJ 3  
9DJ C13 C4  C 0 1 N N N -16.691 6.701  51.586 -1.045 -1.983 0.480  C13 9DJ 4  
9DJ C15 C5  C 0 1 N N N -18.760 8.030  51.972 1.400  -2.394 0.605  C15 9DJ 5  
9DJ C17 C6  C 0 1 Y N N -18.721 6.003  50.235 0.511  -0.302 -0.507 C17 9DJ 6  
9DJ C20 C7  C 0 1 Y N N -20.773 5.613  49.012 1.999  1.499  -1.077 C20 9DJ 7  
9DJ C21 C8  C 0 1 Y N N -19.435 5.257  49.262 0.730  0.962  -1.041 C21 9DJ 8  
9DJ C24 C9  C 0 1 Y N N -23.463 6.394  48.456 5.424  0.592  -0.046 C24 9DJ 9  
9DJ C26 C10 C 0 1 Y N N -25.230 4.881  47.742 6.702  -0.055 1.877  C26 9DJ 10 
9DJ C28 C11 C 0 1 Y N N -23.674 5.789  46.103 7.316  -0.861 -0.295 C28 9DJ 11 
9DJ O9  O1  O 0 1 N N N -13.673 5.230  52.664 -5.030 -1.949 -0.610 O9  9DJ 12 
9DJ O8  O2  O 0 1 N N N -11.952 3.884  52.958 -7.212 -1.547 -0.528 O8  9DJ 13 
9DJ C1  C12 C 0 1 Y N N -14.014 2.843  52.740 -5.615 0.189  0.119  C1  9DJ 14 
9DJ N4  N1  N 0 1 Y N N -15.626 0.603  52.711 -5.036 2.719  1.009  N4  9DJ 15 
9DJ C3  C13 C 0 1 Y N N -16.114 1.743  52.122 -4.046 1.947  0.616  C3  9DJ 16 
9DJ C2  C14 C 0 1 Y N N -15.361 2.925  52.129 -4.288 0.653  0.164  C2  9DJ 17 
9DJ N10 N2  N 0 1 N N N -15.765 4.114  51.582 -3.241 -0.159 -0.249 N10 9DJ 18 
9DJ C11 C15 C 0 1 N N N -17.143 4.325  51.149 -1.857 0.300  -0.105 C11 9DJ 19 
9DJ C12 C16 C 0 1 N N R -17.281 5.723  50.553 -0.902 -0.826 -0.507 C12 9DJ 20 
9DJ C19 C17 C 0 1 Y N N -21.410 6.699  49.691 3.069  0.769  -0.575 C19 9DJ 21 
9DJ C18 C18 C 0 1 Y N N -20.723 7.446  50.626 2.849  -0.491 -0.041 C18 9DJ 22 
9DJ C16 C19 C 0 1 Y N N -19.425 7.147  50.930 1.569  -1.026 -0.004 C16 9DJ 23 
9DJ C14 C20 C 0 1 N N N -17.284 8.106  51.618 0.062  -3.004 0.192  C14 9DJ 24 
9DJ N22 N3  N 0 1 N N N -22.765 7.082  49.486 4.361  1.302  -0.609 N22 9DJ 25 
9DJ C23 C21 C 0 1 N N N -23.398 8.111  50.368 4.599  2.604  -1.236 C23 9DJ 26 
9DJ C29 C22 C 0 1 Y N N -23.012 6.482  47.120 6.262  -0.165 -0.855 C29 9DJ 27 
9DJ C27 C23 C 0 1 Y N N -24.787 4.992  46.420 7.531  -0.812 1.070  C27 9DJ 28 
9DJ C25 C24 C 0 1 Y N N -24.562 5.574  48.764 5.650  0.647  1.324  C25 9DJ 29 
9DJ H1  H1  H 0 1 N N N -14.112 -0.379 53.787 -7.071 2.991  1.314  H1  9DJ 30 
9DJ H2  H2  H 0 1 N N N -12.600 1.579  53.765 -7.663 0.740  0.525  H2  9DJ 31 
9DJ H3  H3  H 0 1 N N N -16.832 6.257  52.583 -0.945 -1.611 1.499  H3  9DJ 32 
9DJ H4  H4  H 0 1 N N N -15.616 6.798  51.376 -2.020 -2.454 0.355  H4  9DJ 33 
9DJ H5  H5  H 0 1 N N N -19.205 9.036  51.953 2.209  -3.040 0.267  H5  9DJ 34 
9DJ H6  H6  H 0 1 N N N -18.886 7.592  52.973 1.436  -2.310 1.691  H6  9DJ 35 
9DJ H7  H7  H 0 1 N N N -21.337 5.048  48.284 2.160  2.482  -1.493 H7  9DJ 36 
9DJ H8  H8  H 0 1 N N N -18.966 4.442  48.730 -0.101 1.529  -1.432 H8  9DJ 37 
9DJ H9  H9  H 0 1 N N N -26.084 4.263  47.976 6.878  -0.013 2.942  H9  9DJ 38 
9DJ H10 H10 H 0 1 N N N -23.333 5.865  45.081 7.964  -1.454 -0.923 H10 9DJ 39 
9DJ H11 H11 H 0 1 N N N -11.497 4.717  52.992 -7.367 -2.447 -0.846 H11 9DJ 40 
9DJ H12 H12 H 0 1 N N N -17.085 1.729  51.650 -3.032 2.317  0.657  H12 9DJ 41 
9DJ H13 H13 H 0 1 N N N -15.190 4.264  50.778 -3.425 -1.031 -0.632 H13 9DJ 42 
9DJ H14 H14 H 0 1 N N N -17.818 4.226  52.012 -1.692 1.163  -0.750 H14 9DJ 43 
9DJ H15 H15 H 0 1 N N N -17.407 3.575  50.389 -1.673 0.581  0.932  H15 9DJ 44 
9DJ H16 H16 H 0 1 N N N -16.686 5.780  49.630 -1.157 -1.173 -1.508 H16 9DJ 45 
9DJ H17 H17 H 0 1 N N N -21.214 8.271  51.120 3.680  -1.061 0.348  H17 9DJ 46 
9DJ H18 H18 H 0 1 N N N -16.757 8.708  52.373 -0.119 -3.914 0.764  H18 9DJ 47 
9DJ H19 H19 H 0 1 N N N -17.169 8.574  50.629 0.078  -3.237 -0.873 H19 9DJ 48 
9DJ H20 H20 H 0 1 N N N -22.652 8.493  51.081 4.826  2.463  -2.292 H20 9DJ 49 
9DJ H21 H21 H 0 1 N N N -23.774 8.941  49.752 3.708  3.224  -1.135 H21 9DJ 50 
9DJ H22 H22 H 0 1 N N N -24.233 7.656  50.921 5.440  3.095  -0.746 H22 9DJ 51 
9DJ H23 H23 H 0 1 N N N -22.150 7.089  46.883 6.089  -0.211 -1.920 H23 9DJ 52 
9DJ H24 H24 H 0 1 N N N -25.305 4.460  45.636 8.356  -1.357 1.505  H24 9DJ 53 
9DJ H25 H25 H 0 1 N N N -24.893 5.477  49.787 5.003  1.239  1.955  H25 9DJ 54 
# 
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 
9DJ C28 C27 DOUB Y N 1  
9DJ C28 C29 SING Y N 2  
9DJ C27 C26 SING Y N 3  
9DJ C29 C24 DOUB Y N 4  
9DJ C26 C25 DOUB Y N 5  
9DJ C24 C25 SING Y N 6  
9DJ C24 N22 SING N N 7  
9DJ C20 C21 DOUB Y N 8  
9DJ C20 C19 SING Y N 9  
9DJ C21 C17 SING Y N 10 
9DJ N22 C19 SING N N 11 
9DJ N22 C23 SING N N 12 
9DJ C19 C18 DOUB Y N 13 
9DJ C17 C12 SING N N 14 
9DJ C17 C16 DOUB Y N 15 
9DJ C12 C11 SING N N 16 
9DJ C12 C13 SING N N 17 
9DJ C18 C16 SING Y N 18 
9DJ C16 C15 SING N N 19 
9DJ C11 N10 SING N N 20 
9DJ N10 C2  SING N N 21 
9DJ C13 C14 SING N N 22 
9DJ C14 C15 SING N N 23 
9DJ C3  C2  DOUB Y N 24 
9DJ C3  N4  SING Y N 25 
9DJ C2  C1  SING Y N 26 
9DJ O9  C7  DOUB N N 27 
9DJ N4  C5  DOUB Y N 28 
9DJ C1  C7  SING N N 29 
9DJ C1  C6  DOUB Y N 30 
9DJ C7  O8  SING N N 31 
9DJ C5  C6  SING Y N 32 
9DJ C5  H1  SING N N 33 
9DJ C6  H2  SING N N 34 
9DJ C13 H3  SING N N 35 
9DJ C13 H4  SING N N 36 
9DJ C15 H5  SING N N 37 
9DJ C15 H6  SING N N 38 
9DJ C20 H7  SING N N 39 
9DJ C21 H8  SING N N 40 
9DJ C26 H9  SING N N 41 
9DJ C28 H10 SING N N 42 
9DJ O8  H11 SING N N 43 
9DJ C3  H12 SING N N 44 
9DJ N10 H13 SING N N 45 
9DJ C11 H14 SING N N 46 
9DJ C11 H15 SING N N 47 
9DJ C12 H16 SING N N 48 
9DJ C18 H17 SING N N 49 
9DJ C14 H18 SING N N 50 
9DJ C14 H19 SING N N 51 
9DJ C23 H20 SING N N 52 
9DJ C23 H21 SING N N 53 
9DJ C23 H22 SING N N 54 
9DJ C29 H23 SING N N 55 
9DJ C27 H24 SING N N 56 
9DJ C25 H25 SING N N 57 
# 
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 
9DJ SMILES           ACDLabs              12.01 "c1cc(C(O)=O)c(cn1)NCC2CCCc3c2ccc(c3)N(c4ccccc4)C"                                                                                                                     
9DJ InChI            InChI                1.03  "InChI=1S/C24H25N3O2/c1-27(19-8-3-2-4-9-19)20-10-11-21-17(14-20)6-5-7-18(21)15-26-23-16-25-13-12-22(23)24(28)29/h2-4,8-14,16,18,26H,5-7,15H2,1H3,(H,28,29)/t18-/m0/s1" 
9DJ InChIKey         InChI                1.03  XSMABFRQESMONQ-SFHVURJKSA-N                                                                                                                                            
9DJ SMILES_CANONICAL CACTVS               3.385 "CN(c1ccccc1)c2ccc3[C@@H](CCCc3c2)CNc4cnccc4C(O)=O"                                                                                                                    
9DJ SMILES           CACTVS               3.385 "CN(c1ccccc1)c2ccc3[CH](CCCc3c2)CNc4cnccc4C(O)=O"                                                                                                                      
9DJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN(c1ccccc1)c2ccc3c(c2)CCC[C@H]3CNc4cnccc4C(=O)O"                                                                                                                     
9DJ SMILES           "OpenEye OEToolkits" 2.0.6 "CN(c1ccccc1)c2ccc3c(c2)CCCC3CNc4cnccc4C(=O)O"                                                                                                                         
# 
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 
9DJ "SYSTEMATIC NAME" ACDLabs              12.01 "3-[({(1R)-6-[methyl(phenyl)amino]-1,2,3,4-tetrahydronaphthalen-1-yl}methyl)amino]pyridine-4-carboxylic acid"  
9DJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[[(1~{R})-6-[methyl(phenyl)amino]-1,2,3,4-tetrahydronaphthalen-1-yl]methylamino]pyridine-4-carboxylic 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 
9DJ "Create component" 2017-04-20 RCSB 
9DJ "Initial release"  2017-09-27 RCSB 
# 
