data_HXL # _chem_comp.id HXL _chem_comp.name "2-(4-(4-CARBAMIMIDOYLPHENOXY)PHENYL)-1H-BENZO[D]IMIDAZOLE-6-CARBOXIMIDAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-(4-{4-[AMINO(IMINO)METHYL]PHENOXY}PHENYL)-1H-BENZIMIDAZOLE-5-CARBOXIMIDAMIDE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-01-11 _chem_comp.pdbx_modified_date 2020-06-17 _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 370.407 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HXL _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 Y _chem_comp.pdbx_model_coordinates_db_code 2FJV _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 HXL N1 N1 N 0 1 N N N 42.199 62.644 8.797 -8.427 -1.432 -0.231 N1 HXL 1 HXL N2 N2 N 0 1 N N N 40.042 62.476 9.529 -7.018 -2.602 1.197 N2 HXL 2 HXL C1 C1 C 0 1 N N N 41.080 63.250 9.198 -7.189 -1.636 0.339 C1 HXL 3 HXL C2 C2 C 0 1 Y N N 40.948 64.775 9.296 -6.054 -0.758 -0.022 C2 HXL 4 HXL C3 C3 C 0 1 Y N N 41.548 65.509 10.500 -4.807 -0.966 0.556 C3 HXL 5 HXL C4 C4 C 0 1 Y N N 41.426 67.022 10.618 -3.741 -0.133 0.210 C4 HXL 6 HXL N3 N3 N 0 1 Y N N 41.875 67.802 11.569 -2.439 -0.084 0.585 N3 HXL 7 HXL C5 C5 C 0 1 Y N N 41.543 69.105 11.282 -1.841 0.905 -0.034 C5 HXL 8 HXL N4 N4 N 0 1 Y N N 40.844 69.192 10.088 -2.732 1.545 -0.854 N4 HXL 9 HXL C6 C6 C 0 1 Y N N 40.734 67.861 9.599 -3.947 0.905 -0.718 C6 HXL 10 HXL C7 C7 C 0 1 Y N N 40.112 67.171 8.363 -5.201 1.097 -1.284 C7 HXL 11 HXL C8 C8 C 0 1 Y N N 40.221 65.629 8.216 -6.240 0.279 -0.943 C8 HXL 12 HXL C9 C9 C 0 1 Y N N 41.932 70.321 12.228 -0.418 1.269 0.124 C9 HXL 13 HXL C10 C10 C 0 1 Y N N 42.692 69.996 13.467 0.179 1.228 1.386 C10 HXL 14 HXL C11 C11 C 0 1 Y N N 43.115 71.054 14.438 1.506 1.568 1.530 C11 HXL 15 HXL C12 C12 C 0 1 Y N N 42.788 72.544 14.213 2.251 1.953 0.421 C12 HXL 16 HXL C13 C13 C 0 1 Y N N 41.996 72.885 12.922 1.659 2.000 -0.835 C13 HXL 17 HXL C14 C14 C 0 1 Y N N 41.567 71.773 11.926 0.334 1.656 -0.987 C14 HXL 18 HXL O1 O1 O 0 1 N N N 43.196 73.625 15.168 3.559 2.288 0.567 O1 HXL 19 HXL C15 C15 C 0 1 Y N N 44.114 73.778 16.336 4.281 1.163 0.332 C15 HXL 20 HXL C16 C16 C 0 1 Y N N 45.284 72.863 16.654 3.630 -0.048 0.127 C16 HXL 21 HXL C17 C17 C 0 1 Y N N 46.170 73.072 17.840 4.360 -1.192 -0.112 C17 HXL 22 HXL C18 C18 C 0 1 Y N N 45.980 74.198 18.813 5.754 -1.134 -0.149 C18 HXL 23 HXL C19 C19 C 0 1 Y N N 44.788 75.171 18.536 6.404 0.083 0.063 C19 HXL 24 HXL C20 C20 C 0 1 Y N N 43.859 74.960 17.301 5.668 1.224 0.296 C20 HXL 25 HXL C21 C21 C 0 1 N N N 46.960 74.322 20.003 6.541 -2.360 -0.405 C21 HXL 26 HXL N5 N5 N 0 1 N N N 48.153 73.691 19.982 5.933 -3.496 -0.598 N5 HXL 27 HXL N6 N6 N 0 1 N N N 46.655 75.056 21.067 7.917 -2.301 -0.441 N6 HXL 28 HXL HN1 HN1 H 0 1 N N N 42.075 61.652 8.809 -9.171 -2.008 0.005 HN1 HXL 29 HXL HN21 1HN2 H 0 0 N N N 40.040 61.476 9.499 ? ? ? HN21 HXL 30 HXL HN22 2HN2 H 0 0 N N N 39.268 63.043 9.811 -7.762 -3.178 1.433 HN22 HXL 31 HXL H3 H3 H 0 1 N N N 42.060 64.950 11.269 -4.663 -1.766 1.267 H3 HXL 32 HXL HN4 HN4 H 0 1 N N N 40.489 70.022 9.658 -2.543 2.306 -1.425 HN4 HXL 33 HXL H7 H7 H 0 1 N N N 39.606 67.756 7.609 -5.355 1.895 -1.996 H7 HXL 34 HXL H8 H8 H 0 1 N N N 39.787 65.143 7.354 -7.212 0.434 -1.386 H8 HXL 35 HXL H10 H10 H 0 1 N N N 42.946 68.966 13.671 -0.399 0.929 2.248 H10 HXL 36 HXL H11 H11 H 0 1 N N N 43.665 70.765 15.321 1.969 1.536 2.505 H11 HXL 37 HXL H13 H13 H 0 1 N N N 41.739 73.913 12.713 2.241 2.300 -1.694 H13 HXL 38 HXL H14 H14 H 0 1 N N N 41.017 72.024 11.031 -0.125 1.689 -1.965 H14 HXL 39 HXL H16 H16 H 0 1 N N N 45.484 72.029 15.998 2.552 -0.093 0.156 H16 HXL 40 HXL H17 H17 H 0 1 N N N 46.984 72.381 18.004 3.854 -2.133 -0.272 H17 HXL 41 HXL H19 H19 H 0 1 N N N 44.606 75.998 19.207 7.483 0.132 0.036 H19 HXL 42 HXL H20 H20 H 0 1 N N N 43.038 75.638 17.120 6.171 2.167 0.456 H20 HXL 43 HXL HN5 HN5 H 0 1 N N N 48.626 73.901 20.838 4.964 -3.538 -0.572 HN5 HXL 44 HXL HN61 1HN6 H 0 0 N N N 47.230 75.191 21.874 8.433 -3.105 -0.609 HN61 HXL 45 HXL HN62 2HN6 H 0 0 N N N 45.748 75.450 20.918 8.370 -1.454 -0.302 HN62 HXL 46 # # 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 HXL N1 C1 DOUB N Z 1 HXL N1 HN1 SING N N 2 HXL N2 C1 SING N N 3 HXL N2 HN21 SING N N 4 HXL N2 HN22 SING N N 5 HXL C1 C2 SING N N 6 HXL C2 C3 SING Y N 7 HXL C2 C8 DOUB Y N 8 HXL C3 C4 DOUB Y N 9 HXL C3 H3 SING N N 10 HXL C4 N3 SING Y N 11 HXL C4 C6 SING Y N 12 HXL N3 C5 DOUB Y N 13 HXL C5 N4 SING Y N 14 HXL C5 C9 SING Y N 15 HXL N4 C6 SING Y N 16 HXL N4 HN4 SING N N 17 HXL C6 C7 DOUB Y N 18 HXL C7 C8 SING Y N 19 HXL C7 H7 SING N N 20 HXL C8 H8 SING N N 21 HXL C9 C10 SING Y N 22 HXL C9 C14 DOUB Y N 23 HXL C10 C11 DOUB Y N 24 HXL C10 H10 SING N N 25 HXL C11 C12 SING Y N 26 HXL C11 H11 SING N N 27 HXL C12 C13 DOUB Y N 28 HXL C12 O1 SING N N 29 HXL C13 C14 SING Y N 30 HXL C13 H13 SING N N 31 HXL C14 H14 SING N N 32 HXL O1 C15 SING N N 33 HXL C15 C16 DOUB Y N 34 HXL C15 C20 SING Y N 35 HXL C16 C17 SING Y N 36 HXL C16 H16 SING N N 37 HXL C17 C18 DOUB Y N 38 HXL C17 H17 SING N N 39 HXL C18 C19 SING Y N 40 HXL C18 C21 SING N N 41 HXL C19 C20 DOUB Y N 42 HXL C19 H19 SING N N 43 HXL C20 H20 SING N N 44 HXL C21 N5 DOUB N Z 45 HXL C21 N6 SING N N 46 HXL N5 HN5 SING N N 47 HXL N6 HN61 SING N N 48 HXL N6 HN62 SING N N 49 # # 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 HXL SMILES ACDLabs 10.04 "[N@H]=C(N)c4ccc(Oc3ccc(c2nc1cc(ccc1n2)C(=[N@H])N)cc3)cc4" HXL SMILES_CANONICAL CACTVS 3.341 "NC(=N)c1ccc(Oc2ccc(cc2)c3[nH]c4ccc(cc4n3)C(N)=N)cc1" HXL SMILES CACTVS 3.341 "NC(=N)c1ccc(Oc2ccc(cc2)c3[nH]c4ccc(cc4n3)C(N)=N)cc1" HXL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(/c1ccc(cc1)Oc2ccc(cc2)c3[nH]c4ccc(cc4n3)/C(=N/[H])/N)\N" HXL SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(c1ccc(cc1)Oc2ccc(cc2)c3[nH]c4ccc(cc4n3)C(=N[H])N)N" HXL InChI InChI 1.03 "InChI=1S/C21H18N6O/c22-19(23)12-1-6-15(7-2-12)28-16-8-3-13(4-9-16)21-26-17-10-5-14(20(24)25)11-18(17)27-21/h1-11H,(H3,22,23)(H3,24,25)(H,26,27)" HXL InChIKey InChI 1.03 CYEDCBBFAKUDNG-UHFFFAOYSA-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 HXL "SYSTEMATIC NAME" ACDLabs 10.04 "2-[4-(4-carbamimidoylphenoxy)phenyl]-1H-benzimidazole-5-carboximidamide" HXL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[4-(4-carbamimidoylphenoxy)phenyl]-1H-benzimidazole-5-carboximidamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HXL "Create component" 2006-01-11 RCSB HXL "Modify aromatic_flag" 2011-06-04 RCSB HXL "Modify descriptor" 2011-06-04 RCSB HXL "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id HXL _pdbx_chem_comp_synonyms.name "2-(4-{4-[AMINO(IMINO)METHYL]PHENOXY}PHENYL)-1H-BENZIMIDAZOLE-5-CARBOXIMIDAMIDE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##