data_C1B
# 
_chem_comp.id                                    C1B 
_chem_comp.name                                  
;(2R)-2-[5-(5-CARBAMIMIDOYL-1H-BENZOIMIDAZOL-2-YL)-6,2'-DIHYDROXY-5'-UREIDOMETHYL-BIPHENYL-3-YL]-SUCCINIC ACID
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H24 N6 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-10-14 
_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                        532.505 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     C1B 
_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        2B7D 
_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 
C1B C1     C1     C 0 1 Y N N -7.923  5.437  13.165 -6.769 -1.574 0.372  C1     C1B 1  
C1B C2     C2     C 0 1 Y N N -7.693  4.124  12.659 -6.224 -2.663 1.062  C2     C1B 2  
C1B C3     C3     C 0 1 Y N N -8.635  3.459  11.870 -4.877 -2.767 1.238  C3     C1B 3  
C1B C4     C4     C 0 1 Y N N -9.785  4.134  11.608 -4.024 -1.781 0.727  C4     C1B 4  
C1B C5     C5     C 0 1 Y N N -10.040 5.359  12.058 -4.566 -0.683 0.031  C5     C1B 5  
C1B C6     C6     C 0 1 Y N N -9.149  6.059  12.839 -5.936 -0.584 -0.143 C6     C1B 6  
C1B C7     C7     C 0 1 N N N -6.965  6.070  13.952 -8.233 -1.474 0.190  C7     C1B 7  
C1B N1     N1     N 0 1 N N N -7.021  7.376  14.064 -9.059 -2.453 0.699  N1     C1B 8  
C1B N2     N2     N 0 1 N N N -6.037  5.342  14.551 -8.743 -0.461 -0.452 N2     C1B 9  
C1B N3     N3     N 0 1 Y N N -10.813 3.768  10.919 -2.685 -1.622 0.740  N3     C1B 10 
C1B N4     N4     N 0 1 Y N N -11.226 5.805  11.673 -3.493 0.104  -0.344 N4     C1B 11 
C1B C8     C8     C 0 1 Y N N -11.643 4.762  10.970 -2.362 -0.513 0.117  C8     C1B 12 
C1B "C1'"  "C1'"  C 0 1 Y N N -12.893 4.759  10.332 -0.985 -0.010 -0.064 "C1'"  C1B 13 
C1B "C2'"  "C2'"  C 0 1 Y N N -13.742 5.853  10.434 -0.717 1.354  0.055  "C2'"  C1B 14 
C1B "C3'"  "C3'"  C 0 1 Y N N -14.981 5.883  9.820  0.570  1.825  -0.115 "C3'"  C1B 15 
C1B CVX    "C31'" C 0 1 N N R -15.885 7.105  10.028 0.850  3.300  0.016  CVX    C1B 16 
C1B CWX    "C32'" C 0 1 N N N -17.294 6.571  10.452 0.469  3.763  1.398  CWX    C1B 17 
C1B OXX    "O33'" O 0 1 N N N -17.348 6.023  11.549 0.633  5.050  1.744  OXX    C1B 18 
C1B OYX    "O34'" O 0 1 N N N -18.248 6.706  9.706  0.016  2.977  2.196  OYX    C1B 19 
C1B C6X    "C42'" C 0 1 N N N -15.819 8.066  8.785  0.033  4.069  -1.023 C6X    C1B 20 
C1B C7X    "C43'" C 0 1 N N N -14.471 8.867  8.669  0.404  5.529  -0.975 C7X    C1B 21 
C1B O8X    "O44'" O 0 1 N N N -13.832 9.220  9.656  -0.191 6.401  -1.805 O8X    C1B 22 
C1B O9X    "O45'" O 0 1 N N N -14.105 9.120  7.537  1.238  5.914  -0.190 O9X    C1B 23 
C1B "C4'"  "C4'"  C 0 1 Y N N -15.405 4.789  9.068  1.602  0.953  -0.404 "C4'"  C1B 24 
C1B "C5'"  "C5'"  C 0 1 Y N N -14.605 3.649  8.918  1.353  -0.413 -0.526 "C5'"  C1B 25 
C1B "C6'"  "C6'"  C 0 1 Y N N -13.347 3.662  9.567  0.053  -0.899 -0.362 "C6'"  C1B 26 
C1B "O6'"  "O6'"  O 0 1 N N N -12.491 2.578  9.468  -0.198 -2.228 -0.480 "O6'"  C1B 27 
C1B C1B    "C1''" C 0 1 Y N N -15.064 2.566  8.155  2.463  -1.346 -0.835 C1B    C1B 28 
C1B C2B    "C2''" C 0 1 Y N N -14.225 1.865  7.294  2.472  -2.050 -2.043 C2B    C1B 29 
C1B C3B    "C3''" C 0 1 Y N N -14.663 0.792  6.572  3.514  -2.920 -2.324 C3B    C1B 30 
C1B C4B    "C4''" C 0 1 Y N N -15.961 0.373  6.668  4.539  -3.089 -1.413 C4B    C1B 31 
C1B C5B    "C5''" C 0 1 Y N N -16.844 1.023  7.492  4.533  -2.394 -0.217 C5B    C1B 32 
C1B C51    C51    C 0 1 N N N -18.280 0.508  7.553  5.656  -2.586 0.770  C51    C1B 33 
C1B N52    N52    N 0 1 N N N -18.750 0.691  8.946  6.719  -1.617 0.493  N52    C1B 34 
C1B C53    C53    C 0 1 N N N -19.561 1.686  9.234  7.831  -1.602 1.254  C53    C1B 35 
C1B O54    O54    O 0 1 N N N -19.947 2.459  8.379  7.952  -2.392 2.170  O54    C1B 36 
C1B N55    N55    N 0 1 N N N -20.008 1.907  10.447 8.810  -0.710 1.000  N55    C1B 37 
C1B C6B    "C6''" C 0 1 Y N N -16.396 2.120  8.236  3.498  -1.529 0.079  C6B    C1B 38 
C1B O2B    "O2''" O 0 1 N N N -12.910 2.233  7.100  1.464  -1.882 -2.938 O2B    C1B 39 
C1B H2     H2     H 0 1 N N N -6.762  3.628  12.893 -6.876 -3.426 1.459  H2     C1B 40 
C1B H3     H3     H 0 1 N N N -8.459  2.464  11.489 -4.466 -3.611 1.772  H3     C1B 41 
C1B H6     H6     H 0 1 N N N -9.380  7.053  13.192 -6.356 0.257  -0.676 H6     C1B 42 
C1B HN1    HN1    H 0 1 N N N -6.279  7.696  14.653 -8.680 -3.207 1.177  HN1    C1B 43 
C1B HN21   1HN2   H 0 0 N N N -5.309  5.704  15.133 ?      ?      ?      HN21   C1B 44 
C1B HN22   2HN2   H 0 0 N N N -6.174  4.376  14.334 -9.703 -0.395 -0.572 HN22   C1B 45 
C1B HN4    HN4    H 0 1 N N N -11.677 6.678  11.859 -3.534 0.937  -0.840 HN4    C1B 46 
C1B "H2'"  "H2'"  H 0 1 N N N -13.424 6.708  11.012 -1.517 2.043  0.281  "H2'"  C1B 47 
C1B "H31'" "H31'" H 0 0 N N N -15.550 7.761  10.845 1.912  3.484  -0.149 "H31'" C1B 48 
C1B "H34'" "H34'" H 0 0 N N N -19.020 6.325  10.107 ?      ?      ?      "H34'" C1B 49 
C1B H421   1H42   H 0 0 N N N -16.623 8.806  8.908  0.243  3.673  -2.017 H421   C1B 50 
C1B H422   2H42   H 0 0 N N N -15.931 7.456  7.877  -1.030 3.957  -0.805 H422   C1B 51 
C1B "H44'" "H44'" H 0 0 N N N -13.056 9.693  9.379  0.048  7.337  -1.774 "H44'" C1B 52 
C1B "H4'"  "H4'"  H 0 1 N N N -16.373 4.821  8.590  2.605  1.330  -0.535 "H4'"  C1B 53 
C1B "H6'"  "H6'"  H 0 1 N N N -12.295 2.411  8.554  -0.413 -2.390 -1.408 "H6'"  C1B 54 
C1B H3B    "H3''" H 0 1 N N N -13.979 0.270  5.920  3.524  -3.465 -3.256 H3B    C1B 55 
C1B H4B    "H4''" H 0 1 N N N -16.294 -0.477 6.090  5.349  -3.768 -1.636 H4B    C1B 56 
C1B H511   1H51   H 0 0 N N N -18.327 -0.552 7.261  6.052  -3.597 0.677  H511   C1B 57 
C1B H512   2H51   H 0 0 N N N -18.918 1.074  6.858  5.280  -2.434 1.782  H512   C1B 58 
C1B H52    H52    H 0 1 N N N -18.452 0.061  9.664  6.623  -0.986 -0.237 H52    C1B 59 
C1B H551   1H55   H 0 0 N N N -20.626 2.658  10.679 9.610  -0.699 1.548  H551   C1B 60 
C1B H552   2H55   H 0 0 N N N -19.666 1.246  11.115 8.715  -0.082 0.267  H552   C1B 61 
C1B H6B    "H6''" H 0 1 N N N -17.087 2.635  8.886  3.496  -0.988 1.013  H6B    C1B 62 
C1B H2B    "H2''" H 0 1 N N N -12.738 2.318  6.169  0.787  -2.539 -2.723 H2B    C1B 63 
# 
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 
C1B C1    C2     SING Y N 1  
C1B C1    C6     DOUB Y N 2  
C1B C1    C7     SING N N 3  
C1B C2    C3     DOUB Y N 4  
C1B C2    H2     SING N N 5  
C1B C3    C4     SING Y N 6  
C1B C3    H3     SING N N 7  
C1B C4    C5     DOUB Y N 8  
C1B C4    N3     SING Y N 9  
C1B C5    C6     SING Y N 10 
C1B C5    N4     SING Y N 11 
C1B C6    H6     SING N N 12 
C1B C7    N1     DOUB N Z 13 
C1B C7    N2     SING N N 14 
C1B N1    HN1    SING N N 15 
C1B N2    HN21   SING N N 16 
C1B N2    HN22   SING N N 17 
C1B N3    C8     DOUB Y N 18 
C1B N4    C8     SING Y N 19 
C1B N4    HN4    SING N N 20 
C1B C8    "C1'"  SING N N 21 
C1B "C1'" "C2'"  DOUB Y N 22 
C1B "C1'" "C6'"  SING Y N 23 
C1B "C2'" "C3'"  SING Y N 24 
C1B "C2'" "H2'"  SING N N 25 
C1B "C3'" CVX    SING N N 26 
C1B "C3'" "C4'"  DOUB Y N 27 
C1B CVX   CWX    SING N N 28 
C1B CVX   C6X    SING N N 29 
C1B CVX   "H31'" SING N N 30 
C1B CWX   OXX    DOUB N N 31 
C1B CWX   OYX    SING N N 32 
C1B OYX   "H34'" SING N N 33 
C1B C6X   C7X    SING N N 34 
C1B C6X   H421   SING N N 35 
C1B C6X   H422   SING N N 36 
C1B C7X   O8X    SING N N 37 
C1B C7X   O9X    DOUB N N 38 
C1B O8X   "H44'" SING N N 39 
C1B "C4'" "C5'"  SING Y N 40 
C1B "C4'" "H4'"  SING N N 41 
C1B "C5'" "C6'"  DOUB Y N 42 
C1B "C5'" C1B    SING N N 43 
C1B "C6'" "O6'"  SING N N 44 
C1B "O6'" "H6'"  SING N N 45 
C1B C1B   C2B    SING Y N 46 
C1B C1B   C6B    DOUB Y N 47 
C1B C2B   C3B    DOUB Y N 48 
C1B C2B   O2B    SING N N 49 
C1B C3B   C4B    SING Y N 50 
C1B C3B   H3B    SING N N 51 
C1B C4B   C5B    DOUB Y N 52 
C1B C4B   H4B    SING N N 53 
C1B C5B   C51    SING N N 54 
C1B C5B   C6B    SING Y N 55 
C1B C51   N52    SING N N 56 
C1B C51   H511   SING N N 57 
C1B C51   H512   SING N N 58 
C1B N52   C53    SING N N 59 
C1B N52   H52    SING N N 60 
C1B C53   O54    DOUB N N 61 
C1B C53   N55    SING N N 62 
C1B N55   H551   SING N N 63 
C1B N55   H552   SING N N 64 
C1B C6B   H6B    SING N N 65 
C1B O2B   H2B    SING N N 66 
# 
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 
C1B SMILES           ACDLabs              10.04 O=C(O)CC(C(=O)O)c4cc(c2nc1ccc(cc1n2)C(=[N@H])N)c(O)c(c3cc(ccc3O)CNC(=O)N)c4 
C1B InChI            InChI                1.02b 
;InChI=1/C26H24N6O7/c27-23(28)12-2-3-18-19(8-12)32-24(31-18)17-7-13(14(25(37)38)9-21(34)35)6-16(22(17)36)15-5-11(1-4-20(15)33)10-30-26(29)39/h1-8,14,33,36H,9-10H2,(H3,27,28)(H,31,32)(H,34,35)(H,37,38)(H3,29,30,39)/t14-/m1/s1/f/h27,30,32,34,37H,28-29H2/b27-23-
;
C1B InChIKey         InChI                1.02b JCBJULMYEXYZRC-UXBWIVNMDL 
C1B SMILES_CANONICAL CACTVS               3.341 NC(=O)NCc1ccc(O)c(c1)c2cc(cc(c2O)c3[nH]c4cc(ccc4n3)C(N)=N)[C@@H](CC(O)=O)C(O)=O 
C1B SMILES           CACTVS               3.341 NC(=O)NCc1ccc(O)c(c1)c2cc(cc(c2O)c3[nH]c4cc(ccc4n3)C(N)=N)[CH](CC(O)=O)C(O)=O 
C1B SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/c1ccc2c(c1)[nH]c(n2)c3cc(cc(c3O)c4cc(ccc4O)CNC(=O)N)[C@@H](CC(=O)O)C(=O)O)\N 
C1B SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc2c(c1)[nH]c(n2)c3cc(cc(c3O)c4cc(ccc4O)CNC(=O)N)C(CC(=O)O)C(=O)O)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 
C1B "SYSTEMATIC NAME" ACDLabs              10.04 
;(2R)-2-{5-(6-carbamimidoyl-1H-benzimidazol-2-yl)-5'-[(carbamoylamino)methyl]-2',6-dihydroxybiphenyl-3-yl}butanedioic acid
;
C1B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[3-[5-[(aminocarbonylamino)methyl]-2-hydroxy-phenyl]-5-(6-carbamimidoyl-1H-benzimidazol-2-yl)-4-hydroxy-phenyl]butanedioic acid" 
# 
