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 #