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 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 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 Y 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 Y 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 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" C1B InChI InChI 1.03 "InChI=1S/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" C1B InChIKey InChI 1.03 JCBJULMYEXYZRC-CQSZACIVSA-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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site C1B "Create component" 2005-10-14 RCSB C1B "Modify aromatic_flag" 2011-06-04 RCSB C1B "Modify descriptor" 2011-06-04 RCSB #