data_711
# 
_chem_comp.id                                    711 
_chem_comp.name                                  7-[[6-[[1-(1-IMINOETHYL)PIPERIDIN-4-YL]OXY]-2-METHYL-BENZIMIDAZOL-1-YL]METHYL]NAPHTHALENE-2-CARBOXIMIDAMID 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H31 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ZK-806711 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        455.575 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     711 
_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        1QBO 
_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 
711 N1   N1   N 0 1 N N N 19.972 2.257  54.311 -8.484  -0.471 -0.640 N1   711 1  
711 C1   C1   C 0 1 N N N 20.062 1.551  55.356 -8.127  0.591  0.025  C1   711 2  
711 N2   N2   N 0 1 N N N 18.985 0.793  55.753 -9.079  1.358  0.661  N2   711 3  
711 C2   C2   C 0 1 Y N N 21.167 1.571  56.109 -6.699  0.974  0.096  C2   711 4  
711 C3   C3   C 0 1 Y N N 22.275 2.324  55.688 -5.748  0.200  -0.544 C3   711 5  
711 C4   C4   C 0 1 Y N N 23.447 2.368  56.464 -4.396  0.568  -0.472 C4   711 6  
711 C5   C5   C 0 1 Y N N 24.483 3.116  56.012 -3.401  -0.190 -1.114 C5   711 7  
711 C6   C6   C 0 1 Y N N 25.673 3.115  56.785 -2.098  0.191  -1.020 C6   711 8  
711 C7   C7   C 0 1 Y N N 25.747 2.373  57.973 -1.734  1.331  -0.305 C7   711 9  
711 C8   C8   C 0 1 Y N N 24.648 1.625  58.416 -2.670  2.091  0.326  C8   711 10 
711 C9   C9   C 0 1 Y N N 23.515 1.629  57.664 -4.026  1.727  0.256  C9   711 11 
711 C10  C10  C 0 1 Y N N 22.405 0.877  58.095 -5.017  2.493  0.896  C10  711 12 
711 C11  C11  C 0 1 Y N N 21.226 0.862  57.334 -6.320  2.121  0.815  C11  711 13 
711 C12  C12  C 0 1 N N N 26.786 3.889  56.319 -1.033  -0.627 -1.705 C12  711 14 
711 N21  N21  N 1 1 Y N N 28.044 3.256  56.741 -0.541  -1.656 -0.785 N21  711 15 
711 C21  C21  C 0 1 Y N N 28.956 3.662  57.874 -1.034  -2.854 -0.668 C21  711 16 
711 C22  C22  C 0 1 N N N 28.727 4.786  58.728 -2.198  -3.390 -1.461 C22  711 17 
711 N22  N22  N 0 1 Y N N 30.021 2.867  57.988 -0.346  -3.553 0.273  N22  711 18 
711 C23  C23  C 0 1 Y N N 29.912 1.971  57.055 0.640   -2.718 0.766  C23  711 19 
711 C24  C24  C 0 1 Y N N 30.769 0.904  56.773 1.635   -2.861 1.723  C24  711 20 
711 C25  C25  C 0 1 Y N N 30.503 0.038  55.708 2.484   -1.810 1.993  C25  711 21 
711 C26  C26  C 0 1 Y N N 29.343 0.215  54.928 2.351   -0.604 1.312  C26  711 22 
711 C27  C27  C 0 1 Y N N 28.466 1.280  55.208 1.363   -0.443 0.361  C27  711 23 
711 C28  C28  C 0 1 Y N N 28.753 2.172  56.273 0.499   -1.503 0.075  C28  711 24 
711 O    O    O 0 1 N N N 29.212 -0.700 53.923 3.196   0.425  1.589  O    711 25 
711 C31  C31  C 0 1 N N N 30.325 -1.599 53.914 4.124   0.501  0.505  C31  711 26 
711 C32  C32  C 0 1 N N N 31.476 -1.095 53.059 5.279   -0.472 0.754  C32  711 27 
711 C33  C33  C 0 1 N N N 31.474 -1.583 51.603 6.254   -0.415 -0.431 C33  711 28 
711 N31  N31  N 0 1 N N N 31.211 -3.035 51.563 6.672   0.980  -0.626 N31  711 29 
711 C34  C34  C 0 1 N N N 29.946 -3.493 52.191 5.638   2.012  -0.786 C34  711 30 
711 C35  C35  C 0 1 N N N 29.867 -3.021 53.627 4.669   1.926  0.399  C35  711 31 
711 C36  C36  C 0 1 N N N 32.073 -3.886 50.987 8.000   1.312  -0.664 C36  711 32 
711 N32  N32  N 0 1 N N N 31.825 -5.309 50.952 8.355   2.554  -0.731 N32  711 33 
711 C37  C37  C 0 1 N N N 33.288 -3.388 50.405 9.049   0.230  -0.626 C37  711 34 
711 HN1  HN1  H 0 1 N N N 20.429 2.604  55.154 -9.420  -0.722 -0.687 HN1  711 35 
711 HN21 1HN2 H 0 0 N N N 19.057 0.223  56.596 -8.813  2.149  1.156  HN21 711 36 
711 HN2A 2HN2 H 0 0 N N N 18.704 0.193  54.977 -10.015 1.107  0.614  HN2A 711 37 
711 H3   H3   H 0 1 N N N 22.224 2.885  54.740 -6.044  -0.681 -1.095 H3   711 38 
711 H5   H5   H 0 1 N N N 24.365 3.688  55.076 -3.668  -1.073 -1.676 H5   711 39 
711 H7   H7   H 0 1 N N N 26.678 2.377  58.564 -0.693  1.614  -0.249 H7   711 40 
711 H8   H8   H 0 1 N N N 24.674 1.037  59.349 -2.373  2.971  0.877  H8   711 41 
711 H10  H10  H 0 1 N N N 22.459 0.297  59.032 -4.741  3.376  1.453  H10  711 42 
711 H11  H11  H 0 1 N N N 20.351 0.296  57.696 -7.075  2.713  1.309  H11  711 43 
711 H121 1H12 H 0 0 N N N 26.749 4.055  55.217 -0.209  0.023  -1.998 H121 711 44 
711 H122 2H12 H 0 0 N N N 26.722 4.953  56.644 -1.454  -1.103 -2.591 H122 711 45 
711 H221 1H22 H 0 0 N N N 29.400 5.085  59.564 -3.127  -3.182 -0.929 H221 711 46 
711 H222 2H22 H 0 0 N N N 28.610 5.677  58.068 -2.225  -2.908 -2.439 H222 711 47 
711 H223 3H22 H 0 0 N N N 27.706 4.664  59.159 -2.086  -4.466 -1.589 H223 711 48 
711 HN22 HN22 H 0 0 N N N 30.780 2.932  58.665 -0.515  -4.468 0.548  HN22 711 49 
711 H24  H24  H 0 1 N N N 31.664 0.743  57.397 1.744   -3.795 2.255  H24  711 50 
711 H25  H25  H 0 1 N N N 31.205 -0.782 55.483 3.258   -1.923 2.738  H25  711 51 
711 H27  H27  H 0 1 N N N 27.558 1.414  54.595 1.260   0.496  -0.161 H27  711 52 
711 H31  H31  H 0 1 N N N 30.766 -1.633 54.937 3.620   0.235  -0.424 H31  711 53 
711 H321 1H32 H 0 0 N N N 31.516 0.018  53.089 5.799   -0.192 1.670  H321 711 54 
711 H322 2H32 H 0 0 N N N 32.449 -1.340 53.544 4.887   -1.484 0.853  H322 711 55 
711 H331 1H33 H 0 0 N N N 30.757 -1.009 50.969 5.759   -0.782 -1.330 H331 711 56 
711 H332 2H33 H 0 0 N N N 32.414 -1.312 51.068 7.128   -1.030 -0.216 H332 711 57 
711 H341 1H34 H 0 0 N N N 29.053 -3.179 51.601 6.104   2.997  -0.806 H341 711 58 
711 H342 2H34 H 0 0 N N N 29.818 -4.597 52.109 5.094   1.843  -1.715 H342 711 59 
711 H351 1H35 H 0 0 N N N 30.424 -3.730 54.282 5.195   2.184  1.318  H351 711 60 
711 H352 2H35 H 0 0 N N N 28.828 -3.160 54.007 3.844   2.621  0.244  H352 711 61 
711 HN32 HN32 H 0 0 N N N 30.867 -5.659 50.976 7.682   3.246  -0.831 HN32 711 62 
711 H371 1H37 H 0 0 N N N 34.004 -4.095 49.926 9.318   0.021  0.409  H371 711 63 
711 H372 2H37 H 0 0 N N N 33.026 -2.595 49.666 8.654   -0.674 -1.089 H372 711 64 
711 H373 3H37 H 0 0 N N N 33.835 -2.799 51.178 9.933   0.562  -1.171 H373 711 65 
# 
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 
711 N1  C1   DOUB N N 1  
711 N1  HN1  SING N N 2  
711 C1  N2   SING N N 3  
711 C1  C2   SING N N 4  
711 N2  HN21 SING N N 5  
711 N2  HN2A SING N N 6  
711 C2  C3   DOUB Y N 7  
711 C2  C11  SING Y N 8  
711 C3  C4   SING Y N 9  
711 C3  H3   SING N N 10 
711 C4  C5   DOUB Y N 11 
711 C4  C9   SING Y N 12 
711 C5  C6   SING Y N 13 
711 C5  H5   SING N N 14 
711 C6  C7   DOUB Y N 15 
711 C6  C12  SING N N 16 
711 C7  C8   SING Y N 17 
711 C7  H7   SING N N 18 
711 C8  C9   DOUB Y N 19 
711 C8  H8   SING N N 20 
711 C9  C10  SING Y N 21 
711 C10 C11  DOUB Y N 22 
711 C10 H10  SING N N 23 
711 C11 H11  SING N N 24 
711 C12 N21  SING N N 25 
711 C12 H121 SING N N 26 
711 C12 H122 SING N N 27 
711 N21 C21  DOUB Y N 28 
711 N21 C28  SING Y N 29 
711 C21 C22  SING N N 30 
711 C21 N22  SING Y N 31 
711 C22 H221 SING N N 32 
711 C22 H222 SING N N 33 
711 C22 H223 SING N N 34 
711 N22 C23  SING Y N 35 
711 N22 HN22 SING N N 36 
711 C23 C24  DOUB Y N 37 
711 C23 C28  SING Y N 38 
711 C24 C25  SING Y N 39 
711 C24 H24  SING N N 40 
711 C25 C26  DOUB Y N 41 
711 C25 H25  SING N N 42 
711 C26 C27  SING Y N 43 
711 C26 O    SING N N 44 
711 C27 C28  DOUB Y N 45 
711 C27 H27  SING N N 46 
711 O   C31  SING N N 47 
711 C31 C32  SING N N 48 
711 C31 C35  SING N N 49 
711 C31 H31  SING N N 50 
711 C32 C33  SING N N 51 
711 C32 H321 SING N N 52 
711 C32 H322 SING N N 53 
711 C33 N31  SING N N 54 
711 C33 H331 SING N N 55 
711 C33 H332 SING N N 56 
711 N31 C34  SING N N 57 
711 N31 C36  SING N N 58 
711 C34 C35  SING N N 59 
711 C34 H341 SING N N 60 
711 C34 H342 SING N N 61 
711 C35 H351 SING N N 62 
711 C35 H352 SING N N 63 
711 C36 N32  DOUB N N 64 
711 C36 C37  SING N N 65 
711 N32 HN32 SING N N 66 
711 C37 H371 SING N N 67 
711 C37 H372 SING N N 68 
711 C37 H373 SING N N 69 
# 
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 
711 SMILES           ACDLabs              10.04 O(c2ccc1nc([n+](c1c2)Cc4cc3cc(C(=[N@H])N)ccc3cc4)C)C5CCN(C(=[N@H])C)CC5 
711 InChI            InChI                1.02b 
InChI=1/C27H30N6O/c1-17(28)32-11-9-23(10-12-32)34-24-7-8-25-26(15-24)33(18(2)31-25)16-19-3-4-20-5-6-21(27(29)30)14-22(20)13-19/h3-8,13-15,23,28H,9-12,16H2,1-2H3,(H3,29,30)/p+1/b28-17-/fC27H31N6O/h29,31H,30H2/q+1/b28-17-,29-27+ 
711 InChIKey         InChI                1.02b JABMRQOJSAZJAD-URSRZOKWDI 
711 SMILES_CANONICAL CACTVS               3.341 CC(=N)N1CCC(CC1)Oc2ccc3[nH]c(C)[n+](Cc4ccc5ccc(cc5c4)C(N)=N)c3c2 
711 SMILES           CACTVS               3.341 CC(=N)N1CCC(CC1)Oc2ccc3[nH]c(C)[n+](Cc4ccc5ccc(cc5c4)C(N)=N)c3c2 
711 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1[nH]c2ccc(cc2[n+]1Cc3ccc4ccc(cc4c3)C(=N)N)OC5CCN(CC5)C(=N)C 
711 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1[nH]c2ccc(cc2[n+]1Cc3ccc4ccc(cc4c3)C(=N)N)OC5CCN(CC5)C(=N)C 
# 
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 
711 "SYSTEMATIC NAME" ACDLabs              10.04 3-[(7-carbamimidoylnaphthalen-2-yl)methyl]-5-({1-[(1Z)-ethanimidoyl]piperidin-4-yl}oxy)-2-methyl-1H-3,1-benzimidazol-3-ium 
711 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 7-[[6-(1-ethanimidoylpiperidin-4-yl)oxy-2-methyl-3H-benzimidazol-1-ium-1-yl]methyl]naphthalene-2-carboximidamide           
# 
