data_N1H
# 
_chem_comp.id                                    N1H 
_chem_comp.name                                  
;{5-(5-AMINO-1H-PYRROLO[3,2-B]PYRIDIN-2-YL)-6-HYDROXY-3'-NITRO-BIPHENYL-3-YL]-ACETIC ACID
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H16 N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-12-19 
_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                        404.376 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     N1H 
_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        2F9B 
_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 
N1H C1     C1     C 0  1 Y N N 47.328 -9.034  12.418 6.339  1.891  -0.299 C1     N1H 1  
N1H C2     C2     C 0  1 Y N N 47.179 -7.705  11.987 6.778  0.674  0.222  C2     N1H 2  
N1H C3     C3     C 0  1 Y N N 48.151 -7.068  11.228 5.864  -0.334 0.462  C3     N1H 3  
N1H C4     C4     C 0  1 Y N N 49.237 -7.829  10.941 4.523  -0.096 0.173  C4     N1H 4  
N1H C5     C5     C 0  1 Y N N 49.410 -9.082  11.333 4.145  1.154  -0.350 C5     N1H 5  
N1H N6     N6     N 0  1 Y N N 48.460 -9.654  12.057 5.062  2.100  -0.562 N6     N1H 6  
N1H N7     N7     N 0  1 N N N 46.394 -9.624  13.125 7.261  2.904  -0.540 N7     N1H 7  
N1H N3     N3     N 0  1 Y N N 50.324 -7.533  10.238 3.380  -0.860 0.288  N3     N1H 8  
N1H CN4    CN4    C 0  1 Y N N 50.573 -9.578  10.902 2.742  1.106  -0.543 CN4    N1H 9  
N1H C8     C8     C 0  1 Y N N 51.183 -8.552  10.171 2.308  -0.118 -0.150 C8     N1H 10 
N1H "C1'"  "C1'"  C 0  1 Y N N 52.380 -8.424  9.446  0.905  -0.581 -0.188 "C1'"  N1H 11 
N1H "C2'"  "C2'"  C 0  1 Y N N 53.240 -9.513  9.295  0.609  -1.887 -0.581 "C2'"  N1H 12 
N1H "C3'"  "C3'"  C 0  1 Y N N 54.438 -9.419  8.597  -0.701 -2.321 -0.616 "C3'"  N1H 13 
N1H "CV'"  "C31'" C 0  1 N N N 55.342 -10.647 8.454  -1.011 -3.733 -1.042 "CV'"  N1H 14 
N1H "CW'"  "C32'" C 0  1 N N N 55.984 -10.964 9.804  -1.008 -4.634 0.166  "CW'"  N1H 15 
N1H "OX'"  "O33'" O 0  1 N N N 55.284 -11.570 10.600 -1.262 -5.945 0.026  "OX'"  N1H 16 
N1H "OY'"  "O34'" O 0  1 N N N 57.133 -10.575 9.953  -0.778 -4.177 1.261  "OY'"  N1H 17 
N1H "C4'"  "C4'"  C 0  1 Y N N 54.801 -8.212  8.033  -1.729 -1.469 -0.262 "C4'"  N1H 18 
N1H "C5'"  "C5'"  C 0  1 Y N N 53.989 -7.079  8.146  -1.453 -0.162 0.133  "C5'"  N1H 19 
N1H "C6'"  "C6'"  C 0  1 Y N N 52.782 -7.223  8.855  -0.130 0.286  0.176  "C6'"  N1H 20 
N1H "O6'"  "O6'"  O 0  1 N N N 51.917 -6.164  8.967  0.148  1.558  0.560  "O6'"  N1H 21 
N1H C1B    "C1''" C 0  1 Y N N 54.405 -5.873  7.576  -2.559 0.751  0.511  C1B    N1H 22 
N1H C2B    "C2''" C 0  1 Y N N 53.490 -5.043  6.927  -2.499 1.465  1.706  C2B    N1H 23 
N1H C3B    "C3''" C 0  1 Y N N 53.907 -3.858  6.342  -3.531 2.313  2.053  C3B    N1H 24 
N1H C4B    "C4''" C 0  1 Y N N 55.244 -3.472  6.391  -4.624 2.455  1.217  C4B    N1H 25 
N1H C5B    "C5''" C 0  1 Y N N 56.195 -4.248  7.025  -4.689 1.748  0.030  C5B    N1H 26 
N1H N5B    "N5''" N 1  1 N N N 57.454 -3.836  7.077  -5.862 1.905  -0.860 N5B    N1H 27 
N1H O51    O51    O -1 1 N N N 58.380 -4.312  8.107  -6.768 2.655  -0.546 O51    N1H 28 
N1H O52    O52    O 0  1 N N N 58.034 -2.829  6.078  -5.920 1.283  -1.906 O52    N1H 29 
N1H C6B    "C6''" C 0  1 Y N N 55.770 -5.448  7.615  -3.660 0.901  -0.330 C6B    N1H 30 
N1H H2     H2     H 0  1 N N N 46.283 -7.164  12.254 7.826  0.520  0.435  H2     N1H 31 
N1H H3     H3     H 0  1 N N N 48.051 -6.046  10.892 6.183  -1.284 0.865  H3     N1H 32 
N1H HN71   1HN7   H 0  0 N N N 45.579 -9.045  13.150 8.201  2.761  -0.346 HN71   N1H 33 
N1H HN72   2HN7   H 0  0 N N N 46.725 -9.774  14.057 6.965  3.753  -0.905 HN72   N1H 34 
N1H HN3    HN3    H 0  1 N N N 50.481 -6.645  9.807  3.339  -1.770 0.622  HN3    N1H 35 
N1H HN4    HN4    H 0  1 N N N 50.963 -10.569 11.081 2.126  1.903  -0.934 HN4    N1H 36 
N1H "H2'"  "H2'"  H 0  1 N N N 52.965 -10.460 9.735  1.407  -2.560 -0.859 "H2'"  N1H 37 
N1H H311   1H31   H 0  0 N N N 56.128 -10.441 7.713  -1.993 -3.762 -1.514 H311   N1H 38 
N1H H312   2H31   H 0  0 N N N 54.743 -11.507 8.121  -0.256 -4.073 -1.751 H312   N1H 39 
N1H "H33'" "H33'" H 0  0 N N N 55.769 -11.714 11.404 -1.260 -6.523 0.801  "H33'" N1H 40 
N1H "H4'"  "H4'"  H 0  1 N N N 55.733 -8.141  7.492  -2.751 -1.817 -0.293 "H4'"  N1H 41 
N1H "H6'"  "H6'"  H 0  1 N N N 51.717 -6.013  9.883  0.271  1.540  1.519  "H6'"  N1H 42 
N1H H2B    "H2''" H 0  1 N N N 52.449 -5.326  6.880  -1.646 1.355  2.360  H2B    N1H 43 
N1H H3B    "H3''" H 0  1 N N N 53.187 -3.227  5.842  -3.485 2.867  2.979  H3B    N1H 44 
N1H H4B    "H4''" H 0  1 N N N 55.544 -2.546  5.923  -5.430 3.119  1.492  H4B    N1H 45 
N1H H6B    "H6''" H 0  1 N N N 56.497 -6.071  8.115  -3.712 0.350  -1.257 H6B    N1H 46 
# 
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 
N1H C1    C2     DOUB Y N 1  
N1H C1    N6     SING Y N 2  
N1H C1    N7     SING N N 3  
N1H C2    C3     SING Y N 4  
N1H C2    H2     SING N N 5  
N1H C3    C4     DOUB Y N 6  
N1H C3    H3     SING N N 7  
N1H C4    C5     SING Y N 8  
N1H C4    N3     SING Y N 9  
N1H C5    N6     DOUB Y N 10 
N1H C5    CN4    SING Y N 11 
N1H N7    HN71   SING N N 12 
N1H N7    HN72   SING N N 13 
N1H N3    C8     SING Y N 14 
N1H N3    HN3    SING N N 15 
N1H CN4   C8     DOUB Y N 16 
N1H CN4   HN4    SING N N 17 
N1H C8    "C1'"  SING N N 18 
N1H "C1'" "C2'"  DOUB Y N 19 
N1H "C1'" "C6'"  SING Y N 20 
N1H "C2'" "C3'"  SING Y N 21 
N1H "C2'" "H2'"  SING N N 22 
N1H "C3'" "CV'"  SING N N 23 
N1H "C3'" "C4'"  DOUB Y N 24 
N1H "CV'" "CW'"  SING N N 25 
N1H "CV'" H311   SING N N 26 
N1H "CV'" H312   SING N N 27 
N1H "CW'" "OX'"  SING N N 28 
N1H "CW'" "OY'"  DOUB N N 29 
N1H "OX'" "H33'" SING N N 30 
N1H "C4'" "C5'"  SING Y N 31 
N1H "C4'" "H4'"  SING N N 32 
N1H "C5'" "C6'"  DOUB Y N 33 
N1H "C5'" C1B    SING N N 34 
N1H "C6'" "O6'"  SING N N 35 
N1H "O6'" "H6'"  SING N N 36 
N1H C1B   C2B    DOUB Y N 37 
N1H C1B   C6B    SING Y N 38 
N1H C2B   C3B    SING Y N 39 
N1H C2B   H2B    SING N N 40 
N1H C3B   C4B    DOUB Y N 41 
N1H C3B   H3B    SING N N 42 
N1H C4B   C5B    SING Y N 43 
N1H C4B   H4B    SING N N 44 
N1H C5B   N5B    SING N N 45 
N1H C5B   C6B    DOUB Y N 46 
N1H N5B   O51    SING N N 47 
N1H N5B   O52    DOUB N N 48 
N1H C6B   H6B    SING N N 49 
# 
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 
N1H SMILES           ACDLabs              10.04 [O-][N+](=O)c1cccc(c1)c4cc(cc(c3cc2nc(ccc2n3)N)c4O)CC(=O)O                                                                                                            
N1H InChI            InChI                1.02b InChI=1/C21H16N4O5/c22-19-5-4-16-18(24-19)10-17(23-16)15-7-11(8-20(26)27)6-14(21(15)28)12-2-1-3-13(9-12)25(29)30/h1-7,9-10,23,28H,8H2,(H2,22,24)(H,26,27)/f/h26H,22H2 
N1H InChIKey         InChI                1.02b BVBGZXXLVHYBKI-LKZWBKFGCH                                                                                                                                             
N1H SMILES_CANONICAL CACTVS               3.341 Nc1ccc2[nH]c(cc2n1)c3cc(CC(O)=O)cc(c3O)c4cccc(c4)[N+]([O-])=O                                                                                                         
N1H SMILES           CACTVS               3.341 Nc1ccc2[nH]c(cc2n1)c3cc(CC(O)=O)cc(c3O)c4cccc(c4)[N+]([O-])=O                                                                                                         
N1H SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)[N+](=O)[O-])c2cc(cc(c2O)c3cc4c([nH]3)ccc(n4)N)CC(=O)O                                                                                                     
N1H SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)[N+](=O)[O-])c2cc(cc(c2O)c3cc4c([nH]3)ccc(n4)N)CC(=O)O                                                                                                     
# 
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 
N1H "SYSTEMATIC NAME" ACDLabs              10.04 
;[5-(5-amino-1H-pyrrolo[3,2-b]pyridin-2-yl)-6-hydroxy-3'-nitrobiphenyl-3-yl]acetic acid
;
N1H "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-(5-amino-1H-pyrrolo[4,5-b]pyridin-2-yl)-4-hydroxy-5-(3-nitrophenyl)phenyl]ethanoic acid" 
# 
