data_J4X # _chem_comp.id J4X _chem_comp.name "6-carbamimidoyl-N-phenyl-4-(pyrimidin-2-ylamino)naphthalene-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H18 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-02-26 _chem_comp.pdbx_modified_date 2015-02-06 _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 382.418 _chem_comp.one_letter_code ? _chem_comp.three_letter_code J4X _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 4CRG _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 J4X N1 N1 N 0 1 N N N -17.463 -48.585 -11.228 -6.823 1.962 0.165 N1 J4X 1 J4X C2 C2 C 0 1 N N N -18.699 -48.084 -11.539 -5.904 0.947 0.010 C2 J4X 2 J4X N3 N3 N 0 1 N N N -18.920 -46.806 -11.465 -6.310 -0.281 -0.142 N3 J4X 3 J4X C4 C4 C 0 1 Y N N -19.782 -49.016 -11.913 -4.455 1.252 0.015 C4 J4X 4 J4X C5 C5 C 0 1 Y N N -21.091 -48.564 -11.861 -4.023 2.580 0.179 C5 J4X 5 J4X C6 C6 C 0 1 Y N N -22.109 -49.441 -12.147 -2.701 2.884 0.187 C6 J4X 6 J4X C7 C7 C 0 1 Y N N -21.842 -50.751 -12.514 -1.742 1.865 0.031 C7 J4X 7 J4X C8 C8 C 0 1 Y N N -22.894 -51.588 -12.805 -0.371 2.159 0.036 C8 J4X 8 J4X C9 C9 C 0 1 Y N N -22.635 -52.899 -13.164 0.551 1.136 -0.120 C9 J4X 9 J4X C10 C10 C 0 1 Y N N -21.334 -53.364 -13.272 0.125 -0.192 -0.284 C10 J4X 10 J4X C11 C11 C 0 1 Y N N -20.271 -52.528 -12.970 -1.205 -0.501 -0.293 C11 J4X 11 J4X N12 N12 N 0 1 N N N -18.917 -52.957 -13.114 -1.613 -1.824 -0.457 N12 J4X 12 J4X C13 C13 C 0 1 Y N N -18.414 -54.273 -13.228 -0.768 -2.860 -0.092 C13 J4X 13 J4X N14 N14 N 0 1 Y N N -19.187 -55.341 -12.971 -1.115 -4.107 -0.375 N14 J4X 14 J4X C15 C15 C 0 1 Y N N -18.635 -56.553 -13.132 -0.331 -5.119 -0.040 C15 J4X 15 J4X C16 C16 C 0 1 Y N N -17.327 -56.724 -13.513 0.864 -4.861 0.613 C16 J4X 16 J4X C17 C17 C 0 1 Y N N -16.615 -55.571 -13.730 1.195 -3.545 0.894 C17 J4X 17 J4X N18 N18 N 0 1 Y N N -17.131 -54.342 -13.608 0.369 -2.579 0.527 N18 J4X 18 J4X C19 C19 C 0 1 Y N N -20.529 -51.215 -12.581 -2.167 0.522 -0.135 C19 J4X 19 J4X C20 C20 C 0 1 Y N N -19.506 -50.340 -12.257 -3.537 0.227 -0.136 C20 J4X 20 J4X C21 C21 C 0 1 N N N -23.768 -53.780 -13.486 1.996 1.445 -0.113 C21 J4X 21 J4X O22 O22 O 0 1 N N N -24.727 -53.308 -14.100 2.372 2.593 0.028 O22 J4X 22 J4X N23 N23 N 0 1 N N N -23.627 -55.076 -13.024 2.898 0.455 -0.265 N23 J4X 23 J4X C24 C24 C 0 1 Y N N -24.418 -56.157 -13.448 4.265 0.731 -0.152 C24 J4X 24 J4X C25 C25 C 0 1 Y N N -25.792 -56.064 -13.589 4.699 1.783 0.643 C25 J4X 25 J4X C26 C26 C 0 1 Y N N -26.540 -57.149 -13.995 6.049 2.053 0.752 C26 J4X 26 J4X C27 C27 C 0 1 Y N N -25.892 -58.330 -14.276 6.968 1.276 0.070 C27 J4X 27 J4X C28 C28 C 0 1 Y N N -24.524 -58.422 -14.148 6.539 0.228 -0.723 C28 J4X 28 J4X C29 C29 C 0 1 Y N N -23.783 -57.346 -13.727 5.190 -0.051 -0.831 C29 J4X 29 J4X HN1 HN1 H 0 1 N N N -16.730 -47.967 -10.944 -7.772 1.762 0.162 HN1 J4X 30 J4X HN1A HN1A H 0 0 N N N -17.293 -49.569 -11.285 -6.520 2.877 0.282 HN1A J4X 31 J4X HN3 HN3 H 0 1 N N N -19.868 -46.576 -11.685 -5.663 -0.996 -0.251 HN3 J4X 32 J4X H5 H5 H 0 1 N N N -21.307 -47.539 -11.600 -4.753 3.367 0.299 H5 J4X 33 J4X H6 H6 H 0 1 N N N -23.133 -49.105 -12.085 -2.383 3.909 0.314 H6 J4X 34 J4X H8 H8 H 0 1 N N N -23.910 -51.226 -12.754 -0.035 3.178 0.161 H8 J4X 35 J4X H10 H10 H 0 1 N N N -21.148 -54.379 -13.592 0.857 -0.976 -0.404 H10 J4X 36 J4X HN12 HN12 H 0 0 N N N -18.232 -52.228 -13.137 -2.488 -2.020 -0.827 HN12 J4X 37 J4X H15 H15 H 0 1 N N N -19.243 -57.428 -12.955 -0.619 -6.134 -0.273 H15 J4X 38 J4X H16 H16 H 0 1 N N N -16.887 -57.703 -13.634 1.522 -5.668 0.898 H16 J4X 39 J4X H17 H17 H 0 1 N N N -15.577 -55.661 -14.016 2.119 -3.310 1.402 H17 J4X 40 J4X H20 H20 H 0 1 N N N -18.483 -50.686 -12.271 -3.874 -0.791 -0.258 H20 J4X 41 J4X HN23 HN23 H 0 0 N N N -22.916 -55.255 -12.344 2.600 -0.449 -0.451 HN23 J4X 42 J4X H25 H25 H 0 1 N N N -26.286 -55.127 -13.378 3.982 2.391 1.176 H25 J4X 43 J4X H26 H26 H 0 1 N N N -27.613 -57.073 -14.091 6.388 2.871 1.370 H26 J4X 44 J4X H27 H27 H 0 1 N N N -26.460 -59.190 -14.599 8.023 1.490 0.157 H27 J4X 45 J4X H28 H28 H 0 1 N N N -24.028 -59.352 -14.382 7.259 -0.377 -1.254 H28 J4X 46 J4X H29 H29 H 0 1 N N N -22.712 -57.431 -13.616 4.856 -0.870 -1.450 H29 J4X 47 # 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 J4X C2 N1 SING N N 1 J4X N1 HN1 SING N N 2 J4X N1 HN1A SING N N 3 J4X C4 C2 SING N N 4 J4X C2 N3 DOUB N N 5 J4X N3 HN3 SING N N 6 J4X C20 C4 DOUB Y N 7 J4X C4 C5 SING Y N 8 J4X C6 C5 DOUB Y N 9 J4X C5 H5 SING N N 10 J4X C7 C6 SING Y N 11 J4X C6 H6 SING N N 12 J4X C8 C7 DOUB Y N 13 J4X C19 C7 SING Y N 14 J4X C9 C8 SING Y N 15 J4X C8 H8 SING N N 16 J4X C21 C9 SING N N 17 J4X C10 C9 DOUB Y N 18 J4X C10 C11 SING Y N 19 J4X C10 H10 SING N N 20 J4X N12 C11 SING N N 21 J4X C11 C19 DOUB Y N 22 J4X C13 N12 SING N N 23 J4X N12 HN12 SING N N 24 J4X N18 C13 DOUB Y N 25 J4X C13 N14 SING Y N 26 J4X C15 N14 DOUB Y N 27 J4X C16 C15 SING Y N 28 J4X C15 H15 SING N N 29 J4X C17 C16 DOUB Y N 30 J4X C16 H16 SING N N 31 J4X C17 N18 SING Y N 32 J4X C17 H17 SING N N 33 J4X C19 C20 SING Y N 34 J4X C20 H20 SING N N 35 J4X O22 C21 DOUB N N 36 J4X C21 N23 SING N N 37 J4X C24 N23 SING N N 38 J4X N23 HN23 SING N N 39 J4X C29 C24 DOUB Y N 40 J4X C25 C24 SING Y N 41 J4X C26 C25 DOUB Y N 42 J4X C25 H25 SING N N 43 J4X C27 C26 SING Y N 44 J4X C26 H26 SING N N 45 J4X C27 C28 DOUB Y N 46 J4X C27 H27 SING N N 47 J4X C28 C29 SING Y N 48 J4X C28 H28 SING N N 49 J4X C29 H29 SING N N 50 # 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 J4X SMILES ACDLabs 12.01 "O=C(Nc1ccccc1)c4cc(Nc2ncccn2)c3cc(C(=[N@H])N)ccc3c4" J4X InChI InChI 1.03 "InChI=1S/C22H18N6O/c23-20(24)15-8-7-14-11-16(21(29)27-17-5-2-1-3-6-17)13-19(18(14)12-15)28-22-25-9-4-10-26-22/h1-13H,(H3,23,24)(H,27,29)(H,25,26,28)" J4X InChIKey InChI 1.03 MMMVHDBARFPCLX-UHFFFAOYSA-N J4X SMILES_CANONICAL CACTVS 3.385 "NC(=N)c1ccc2cc(cc(Nc3ncccn3)c2c1)C(=O)Nc4ccccc4" J4X SMILES CACTVS 3.385 "NC(=N)c1ccc2cc(cc(Nc3ncccn3)c2c1)C(=O)Nc4ccccc4" J4X SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C(\c1ccc2cc(cc(c2c1)Nc3ncccn3)C(=O)Nc4ccccc4)/N" J4X SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)NC(=O)c2cc3ccc(cc3c(c2)Nc4ncccn4)C(=N)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 J4X "SYSTEMATIC NAME" ACDLabs 12.01 "6-carbamimidoyl-N-phenyl-4-(pyrimidin-2-ylamino)naphthalene-2-carboxamide" J4X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-carbamimidoyl-N-phenyl-4-(pyrimidin-2-ylamino)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 J4X "Create component" 2014-02-26 EBI J4X "Initial release" 2015-02-11 RCSB #