data_D1B # _chem_comp.id D1B _chem_comp.name "2-(5-{4-[AMINO(IMINO)METHYL]PHENYL}-2-THIENYL)-1H-BENZIMIDAZOLE-6- CARBOXIMIDAMIDE DIHYDROCHLORIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H16 N6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-05-19 _chem_comp.pdbx_modified_date 2011-06-04 _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 360.436 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D1B _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 ? _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 D1B C1 C1 C 0 1 Y N N 2.314 0.621 -0.097 0.621 -0.097 2.313 C1 D1B 1 D1B S2 S2 S 0 1 Y N N 0.885 -0.439 0.053 -0.438 0.053 0.885 S2 D1B 2 D1B C3 C3 C 0 1 Y N N -0.379 0.810 -0.116 0.810 -0.115 -0.379 C3 D1B 3 D1B C4 C4 C 0 1 Y N N 0.371 1.964 -0.277 1.964 -0.277 0.370 C4 D1B 4 D1B C5 C5 C 0 1 Y N N 1.736 1.868 -0.262 1.868 -0.262 1.735 C5 D1B 5 D1B C6 C6 C 0 1 Y N N -1.840 0.654 -0.090 0.654 -0.090 -1.839 C6 D1B 6 D1B N7 N7 N 0 1 Y N N -2.708 1.633 -0.218 1.633 -0.217 -2.708 N7 D1B 7 D1B C8 C8 C 0 1 Y N N -3.962 1.143 -0.151 1.143 -0.151 -3.961 C8 D1B 8 D1B C9 C9 C 0 1 Y N N -3.858 -0.248 0.041 -0.248 0.041 -3.857 C9 D1B 9 D1B N10 N10 N 0 1 Y N N -2.504 -0.533 0.076 -0.533 0.076 -2.504 N10 D1B 10 D1B C11 C11 C 0 1 Y N N -5.228 1.739 -0.230 1.738 -0.230 -5.227 C11 D1B 11 D1B C12 C12 C 0 1 Y N N -6.350 0.974 -0.120 0.974 -0.120 -6.350 C12 D1B 12 D1B C13 C13 C 0 1 Y N N -6.252 -0.409 0.071 -0.409 0.071 -6.252 C13 D1B 13 D1B C14 C14 C 0 1 Y N N -5.001 -1.018 0.152 -1.018 0.151 -5.001 C14 D1B 14 D1B C15 C15 C 0 1 Y N N 3.744 0.261 -0.051 0.261 -0.051 3.744 C15 D1B 15 D1B C16 C16 C 0 1 Y N N 4.192 -0.906 -0.676 -0.906 -0.676 4.191 C16 D1B 16 D1B C17 C17 C 0 1 Y N N 5.521 -1.240 -0.633 -1.240 -0.633 5.521 C17 D1B 17 D1B C18 C18 C 0 1 Y N N 6.428 -0.413 0.034 -0.413 0.033 6.427 C18 D1B 18 D1B C19 C19 C 0 1 Y N N 5.980 0.750 0.663 0.750 0.663 5.980 C19 D1B 19 D1B C20 C20 C 0 1 Y N N 4.652 1.088 0.617 1.087 0.616 4.652 C20 D1B 20 D1B C21 C21 C 0 1 N N N -7.479 -1.226 0.188 -1.226 0.187 -7.479 C21 D1B 21 D1B N22 N22 N 0 1 N N N -8.717 -0.625 0.108 -0.625 0.108 -8.717 N22 D1B 22 D1B N23 N23 N 0 1 N N N -7.390 -2.515 0.365 -2.514 0.365 -7.390 N23 D1B 23 D1B C24 C24 C 0 1 N N N 7.862 -0.774 0.079 -0.773 0.079 7.861 C24 D1B 24 D1B N25 N25 N 0 1 N N N 8.757 0.042 0.738 -1.862 -0.503 8.278 N25 D1B 25 D1B N26 N26 N 0 1 N N N 8.279 -1.862 -0.503 0.041 0.737 8.756 N26 D1B 26 D1B H4 H4 H 0 1 N N N -0.113 2.921 -0.409 2.920 -0.408 -0.112 H4 D1B 27 D1B H5 H5 H 0 1 N N N 2.350 2.748 -0.385 2.747 -0.385 2.350 H5 D1B 28 D1B H10 H10 H 0 1 N N N -2.102 -1.408 0.197 -1.407 0.196 -2.101 H10 D1B 29 D1B H11 H11 H 0 1 N N N -5.314 2.805 -0.378 2.805 -0.377 -5.313 H11 D1B 30 D1B H12 H12 H 0 1 N N N -7.323 1.439 -0.181 1.438 -0.181 -7.322 H12 D1B 31 D1B H14 H14 H 0 1 N N N -4.925 -2.086 0.299 -2.085 0.298 -4.925 H14 D1B 32 D1B H16 H16 H 0 1 N N N 3.490 -1.570 -1.208 -1.545 -1.193 3.491 H16 D1B 33 D1B H17 H17 H 0 1 N N N 5.857 -2.165 -1.130 -2.142 -1.116 5.867 H17 D1B 34 D1B H19 H19 H 0 1 N N N 6.682 1.408 1.202 1.388 1.179 6.681 H19 D1B 35 D1B H20 H20 H 0 1 N N N 4.318 2.015 1.112 1.989 1.099 4.306 H20 D1B 36 D1B H221 1H22 H 0 0 N N N -9.522 -1.161 0.185 -1.161 0.184 -9.522 H221 D1B 37 D1B H222 2H22 H 0 0 N N N -8.784 0.333 -0.024 0.333 -0.023 -8.783 H222 D1B 38 D1B H23 H23 H 0 1 N N N -8.195 -3.051 0.442 -3.050 0.441 -8.195 H23 D1B 39 D1B H25 H25 H 0 1 N N N 9.611 -0.230 0.251 -2.436 -0.966 7.648 H25 D1B 40 D1B H261 1H26 H 0 0 N N N 7.983 -1.839 -1.479 -0.194 0.767 9.697 H261 D1B 41 D1B H262 2H26 H 0 0 N N N 9.268 -2.111 -0.472 0.854 1.168 8.446 H262 D1B 42 # 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 D1B C1 S2 SING Y N 1 D1B C1 C5 DOUB Y N 2 D1B C1 C15 SING Y N 3 D1B S2 C3 SING Y N 4 D1B C3 C4 DOUB Y N 5 D1B C3 C6 SING Y N 6 D1B C4 C5 SING Y N 7 D1B C4 H4 SING N N 8 D1B C5 H5 SING N N 9 D1B C6 N7 DOUB Y N 10 D1B C6 N10 SING Y N 11 D1B N7 C8 SING Y N 12 D1B C8 C9 DOUB Y N 13 D1B C8 C11 SING Y N 14 D1B C9 N10 SING Y N 15 D1B C9 C14 SING Y N 16 D1B N10 H10 SING N N 17 D1B C11 C12 DOUB Y N 18 D1B C11 H11 SING N N 19 D1B C12 C13 SING Y N 20 D1B C12 H12 SING N N 21 D1B C13 C14 DOUB Y N 22 D1B C13 C21 SING N N 23 D1B C14 H14 SING N N 24 D1B C15 C16 SING Y N 25 D1B C15 C20 DOUB Y N 26 D1B C16 C17 DOUB Y N 27 D1B C16 H16 SING N N 28 D1B C17 C18 SING Y N 29 D1B C17 H17 SING N N 30 D1B C18 C19 DOUB Y N 31 D1B C18 C24 SING N N 32 D1B C19 C20 SING Y N 33 D1B C19 H19 SING N N 34 D1B C20 H20 SING N N 35 D1B C21 N22 SING N N 36 D1B C21 N23 DOUB N Z 37 D1B N22 H221 SING N N 38 D1B N22 H222 SING N N 39 D1B N23 H23 SING N N 40 D1B C24 N25 DOUB N N 41 D1B C24 N26 SING N N 42 D1B N25 H25 SING N N 43 D1B N26 H261 SING N N 44 D1B N26 H262 SING N N 45 # 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 D1B SMILES ACDLabs 10.04 "n2c1c(cc(C(=[N@H])N)cc1)nc2c3sc(cc3)c4ccc(C(=[N@H])N)cc4" D1B SMILES_CANONICAL CACTVS 3.341 "NC(=N)c1ccc(cc1)c2sc(cc2)c3[nH]c4cc(ccc4n3)C(N)=N" D1B SMILES CACTVS 3.341 "NC(=N)c1ccc(cc1)c2sc(cc2)c3[nH]c4cc(ccc4n3)C(N)=N" D1B SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(/c1ccc2c(c1)[nH]c(n2)c3ccc(s3)c4ccc(cc4)C(=N)N)\N" D1B SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(c1ccc2c(c1)[nH]c(n2)c3ccc(s3)c4ccc(cc4)C(=N)N)N" D1B InChI InChI 1.03 "InChI=1S/C19H16N6S/c20-17(21)11-3-1-10(2-4-11)15-7-8-16(26-15)19-24-13-6-5-12(18(22)23)9-14(13)25-19/h1-9H,(H3,20,21)(H3,22,23)(H,24,25)" D1B InChIKey InChI 1.03 MSQVFIHMHRAMOC-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 D1B "SYSTEMATIC NAME" ACDLabs 10.04 "2-[5-(4-carbamimidoylphenyl)thiophen-2-yl]-1H-benzimidazole-6-carboximidamide" D1B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[5-(4-carbamimidoylphenyl)thiophen-2-yl]-3H-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 D1B "Create component" 2004-05-19 EBI D1B "Modify aromatic_flag" 2011-06-04 RCSB D1B "Modify descriptor" 2011-06-04 RCSB #