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                    2008-10-14 
_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 N N 3  
D1B S2  C3   SING Y N 4  
D1B C3  C4   DOUB Y N 5  
D1B C3  C6   SING N 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 InChI            InChI                1.02b InChI=1/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)/f/h20,22,25H,21,23H2/b20-17-,22-18- 
D1B InChIKey         InChI                1.02b MSQVFIHMHRAMOC-XYBQCCOZDM                                                                                                                                                   
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                                                                                                                      
# 
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 
# 
