data_497 # _chem_comp.id 497 _chem_comp.name "6-[AMINO(IMINO)METHYL]-N-[(4R)-4-ETHYL-1,2,3,4-TETRAHYDROISOQUINOLIN-6-YL]-2-NAPHTHAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H24 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "6-[N-(4-ETHYL-1,2,3,4-TETRAHYDRO-6-ISOQUINOLINYL)CARBAMYL]-2-NAPHTHALENECARBOXAMIDINE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-04-09 _chem_comp.pdbx_modified_date 2021-03-13 _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 372.463 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 497 _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 1OWD _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 497 C47 C47 C 0 1 N N N 29.961 10.510 33.511 3.234 1.093 6.539 C47 497 1 497 C45 C45 C 0 1 N N N 28.519 10.844 33.159 2.200 0.965 5.419 C45 497 2 497 C39 C39 C 0 1 N N R 28.361 10.962 31.653 1.167 -0.098 5.797 C39 497 3 497 C38 C38 C 0 1 N N N 28.824 9.820 30.737 0.466 0.309 7.094 C38 497 4 497 N37 N37 N 0 1 N N N 29.218 10.403 29.448 -0.649 -0.615 7.338 N37 497 5 497 C36 C36 C 0 1 N N N 28.246 11.259 28.748 -1.708 -0.252 6.394 C36 497 6 497 C26 C26 C 0 1 Y N N 27.331 12.062 29.656 -1.200 -0.297 4.977 C26 497 7 497 C27 C27 C 0 1 Y N N 27.254 11.797 31.055 0.148 -0.224 4.693 C27 497 8 497 C28 C28 C 0 1 Y N N 26.189 12.340 31.804 0.584 -0.267 3.380 C28 497 9 497 C22 C22 C 0 1 Y N N 25.352 13.314 31.213 -0.332 -0.383 2.345 C22 497 10 497 N21 N21 N 0 1 N N N 24.276 13.891 31.834 0.108 -0.426 1.018 N21 497 11 497 C20 C20 C 0 1 N N N 24.375 14.638 32.938 -0.645 0.114 0.040 C20 497 12 497 O23 O23 O 0 1 N N N 25.329 14.467 33.660 -1.657 0.726 0.321 O23 497 13 497 C11 C11 C 0 1 Y N N 23.322 15.659 33.228 -0.240 -0.035 -1.372 C11 497 14 497 C12 C12 C 0 1 Y N N 23.651 16.719 34.118 0.931 -0.744 -1.690 C12 497 15 497 C13 C13 C 0 1 Y N N 22.705 17.695 34.479 1.324 -0.895 -2.981 C13 497 16 497 C4 C4 C 0 1 Y N N 21.401 17.664 33.927 0.554 -0.340 -4.021 C4 497 17 497 C5 C5 C 0 1 Y N N 20.495 18.721 34.149 0.943 -0.485 -5.361 C5 497 18 497 C6 C6 C 0 1 Y N N 19.205 18.723 33.572 0.165 0.071 -6.361 C6 497 19 497 C1 C1 C 0 1 Y N N 18.877 17.714 32.636 -1.005 0.779 -6.044 C1 497 20 497 C2 C2 C 0 1 Y N N 19.793 16.679 32.373 -1.398 0.931 -4.753 C2 497 21 497 C3 C3 C 0 1 Y N N 21.059 16.636 33.003 -0.630 0.376 -3.713 C3 497 22 497 C10 C10 C 0 1 Y N N 22.014 15.632 32.669 -1.022 0.517 -2.373 C10 497 23 497 C17 C17 C 0 1 N N N 18.211 19.735 33.989 0.571 -0.078 -7.777 C17 497 24 497 N18 N18 N 0 1 N N N 18.588 20.929 34.408 -0.198 0.473 -8.777 N18 497 25 497 N19 N19 N 0 1 N N N 16.924 19.496 33.978 1.657 -0.733 -8.077 N19 497 26 497 C24 C24 C 0 1 Y N N 25.606 13.723 29.897 -1.689 -0.457 2.632 C24 497 27 497 C25 C25 C 0 1 Y N N 26.544 13.083 29.089 -2.117 -0.414 3.943 C25 497 28 497 H471 1H47 H 0 0 N N N 30.077 10.423 34.616 3.969 1.851 6.269 H471 497 29 497 H472 2H47 H 0 0 N N N 30.318 9.595 32.981 2.735 1.384 7.463 H472 497 30 497 H473 3H47 H 0 0 N N N 30.677 11.243 33.073 3.735 0.136 6.682 H473 497 31 497 H451 1H45 H 0 0 N N N 27.802 10.110 33.596 1.699 1.922 5.275 H451 497 32 497 H452 2H45 H 0 0 N N N 28.161 11.758 33.688 2.699 0.674 4.494 H452 497 33 497 H39 H39 H 0 1 N N N 29.223 11.668 31.655 1.668 -1.056 5.940 H39 497 34 497 H381 1H38 H 0 0 N N N 29.630 9.200 31.194 1.172 0.257 7.923 H381 497 35 497 H382 2H38 H 0 0 N N N 28.059 9.015 30.630 0.085 1.325 6.999 H382 497 36 497 H37 H37 H 0 1 N N N 29.516 9.655 28.821 -1.000 -0.409 8.261 H37 497 37 497 H361 1H36 H 0 0 N N N 28.771 11.935 28.034 -2.538 -0.951 6.499 H361 497 38 497 H362 2H36 H 0 0 N N N 27.643 10.652 28.032 -2.059 0.754 6.617 H362 497 39 497 H28 H28 H 0 1 N N N 26.012 12.006 32.840 1.640 -0.210 3.161 H28 497 40 497 H21 H21 H 0 1 N N N 23.340 13.755 31.449 0.956 -0.844 0.802 H21 497 41 497 H12 H12 H 0 1 N N N 24.667 16.786 34.539 1.527 -1.173 -0.898 H12 497 42 497 H13 H13 H 0 1 N N N 22.985 18.485 35.195 2.227 -1.442 -3.210 H13 497 43 497 H5 H5 H 0 1 N N N 20.802 19.565 34.788 1.843 -1.028 -5.611 H5 497 44 497 H1 H1 H 0 1 N N N 17.907 17.734 32.111 -1.601 1.207 -6.837 H1 497 45 497 H2 H2 H 0 1 N N N 19.513 15.886 31.659 -2.301 1.478 -4.524 H2 497 46 497 H10 H10 H 0 1 N N N 21.737 14.824 31.969 -1.923 1.056 -2.124 H10 497 47 497 H181 1H18 H 0 0 N N N 17.902 21.627 34.695 0.067 0.375 -9.705 H181 497 48 497 H182 2H18 H 0 0 N N N 19.179 21.344 33.688 -1.006 0.961 -8.554 H182 497 49 497 H19 H19 H 0 1 N N N 16.261 20.271 33.986 1.923 -0.831 -9.005 H19 497 50 497 H24 H24 H 0 1 N N N 25.047 14.579 29.482 -2.407 -0.548 1.831 H24 497 51 497 H25 H25 H 0 1 N N N 26.660 13.375 28.032 -3.172 -0.472 4.165 H25 497 52 # # 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 497 C47 C45 SING N N 1 497 C47 H471 SING N N 2 497 C47 H472 SING N N 3 497 C47 H473 SING N N 4 497 C45 C39 SING N N 5 497 C45 H451 SING N N 6 497 C45 H452 SING N N 7 497 C39 C38 SING N N 8 497 C39 C27 SING N N 9 497 C39 H39 SING N N 10 497 C38 N37 SING N N 11 497 C38 H381 SING N N 12 497 C38 H382 SING N N 13 497 N37 C36 SING N N 14 497 N37 H37 SING N N 15 497 C36 C26 SING N N 16 497 C36 H361 SING N N 17 497 C36 H362 SING N N 18 497 C26 C27 DOUB Y N 19 497 C26 C25 SING Y N 20 497 C27 C28 SING Y N 21 497 C28 C22 DOUB Y N 22 497 C28 H28 SING N N 23 497 C22 N21 SING N N 24 497 C22 C24 SING Y N 25 497 N21 C20 SING N N 26 497 N21 H21 SING N N 27 497 C20 O23 DOUB N N 28 497 C20 C11 SING N N 29 497 C11 C12 DOUB Y N 30 497 C11 C10 SING Y N 31 497 C12 C13 SING Y N 32 497 C12 H12 SING N N 33 497 C13 C4 DOUB Y N 34 497 C13 H13 SING N N 35 497 C4 C5 SING Y N 36 497 C4 C3 SING Y N 37 497 C5 C6 DOUB Y N 38 497 C5 H5 SING N N 39 497 C6 C1 SING Y N 40 497 C6 C17 SING N N 41 497 C1 C2 DOUB Y N 42 497 C1 H1 SING N N 43 497 C2 C3 SING Y N 44 497 C2 H2 SING N N 45 497 C3 C10 DOUB Y N 46 497 C10 H10 SING N N 47 497 C17 N18 SING N N 48 497 C17 N19 DOUB N N 49 497 N18 H181 SING N N 50 497 N18 H182 SING N N 51 497 N19 H19 SING N N 52 497 C24 C25 DOUB Y N 53 497 C24 H24 SING N N 54 497 C25 H25 SING N N 55 # # 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 497 SMILES ACDLabs 10.04 "O=C(c2cc1ccc(C(=[N@H])N)cc1cc2)Nc3ccc4c(c3)C(CNC4)CC" 497 SMILES_CANONICAL CACTVS 3.341 "CC[C@H]1CNCc2ccc(NC(=O)c3ccc4cc(ccc4c3)C(N)=N)cc12" 497 SMILES CACTVS 3.341 "CC[CH]1CNCc2ccc(NC(=O)c3ccc4cc(ccc4c3)C(N)=N)cc12" 497 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC[C@H]1CNCc2c1cc(cc2)NC(=O)c3ccc4cc(ccc4c3)C(=N)N" 497 SMILES "OpenEye OEToolkits" 1.5.0 "CCC1CNCc2c1cc(cc2)NC(=O)c3ccc4cc(ccc4c3)C(=N)N" 497 InChI InChI 1.03 "InChI=1S/C23H24N4O/c1-2-14-12-26-13-19-7-8-20(11-21(14)19)27-23(28)18-6-4-15-9-17(22(24)25)5-3-16(15)10-18/h3-11,14,26H,2,12-13H2,1H3,(H3,24,25)(H,27,28)/t14-/m0/s1" 497 InChIKey InChI 1.03 LVNMYQLXKMSQTG-AWEZNQCLSA-N # # 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 497 "SYSTEMATIC NAME" ACDLabs 10.04 "6-carbamimidoyl-N-[(4R)-4-ethyl-1,2,3,4-tetrahydroisoquinolin-6-yl]naphthalene-2-carboxamide" 497 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-carbamimidoyl-N-[(4R)-4-ethyl-1,2,3,4-tetrahydroisoquinolin-6-yl]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 497 "Create component" 2003-04-09 RCSB 497 "Modify descriptor" 2011-06-04 RCSB 497 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 497 _pdbx_chem_comp_synonyms.name "6-[N-(4-ETHYL-1,2,3,4-TETRAHYDRO-6-ISOQUINOLINYL)CARBAMYL]-2-NAPHTHALENECARBOXAMIDINE" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##