data_4UF
# 
_chem_comp.id                                    4UF 
_chem_comp.name                                  "4-{[({5-[2-(ethoxycarbonyl)-1H-indol-5-yl]-1-methyl-1H-pyrazol-3-yl}carbonyl)amino]methyl}benzoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H22 N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-05-28 
_chem_comp.pdbx_modified_date                    2015-06-12 
_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                        446.455 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4UF 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        5BPA 
_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 
4UF C1  C1  C 0 1 Y N N -10.777 23.622 47.671 -3.037  -0.397 0.097  C1  4UF 1  
4UF C2  C2  C 0 1 Y N N -10.693 24.129 46.382 -2.278  0.741  -0.141 C2  4UF 2  
4UF C3  C3  C 0 1 Y N N -9.569  24.860 45.982 -2.907  1.960  -0.423 C3  4UF 3  
4UF C4  C4  C 0 1 Y N N -8.563  25.104 46.856 -4.268  2.047  -0.467 C4  4UF 4  
4UF C5  C5  C 0 1 Y N N -9.747  23.865 48.576 -4.433  -0.315 0.052  C5  4UF 5  
4UF C6  C6  C 0 1 Y N N -8.631  24.611 48.160 -5.051  0.920  -0.232 C6  4UF 6  
4UF C8  C7  C 0 1 Y N N -8.323  24.013 50.281 -6.653  -0.618 0.076  C8  4UF 7  
4UF C9  C8  C 0 1 Y N N -9.527  23.502 49.931 -5.468  -1.263 0.238  C9  4UF 8  
4UF C10 C9  C 0 1 N N N -7.704  23.920 51.591 -7.981  -1.237 0.185  C10 4UF 9  
4UF C13 C10 C 0 1 N N N -7.493  22.932 53.684 -10.368 -1.169 0.126  C13 4UF 10 
4UF C14 C11 C 0 1 N N N -7.903  23.637 54.974 -11.500 -0.169 -0.112 C14 4UF 11 
4UF C15 C12 C 0 1 Y N N -11.785 23.838 45.437 -0.801  0.665  -0.097 C15 4UF 12 
4UF C18 C13 C 0 1 Y N N -13.740 23.511 44.498 1.354   1.137  0.058  C18 4UF 13 
4UF C19 C14 C 0 1 Y N N -13.125 23.907 45.696 0.063   1.707  0.097  C19 4UF 14 
4UF C20 C15 C 0 1 N N N -10.370 23.178 43.469 -0.565  -1.806 -0.465 C20 4UF 15 
4UF C21 C16 C 0 1 N N N -15.189 23.392 44.272 2.634   1.857  0.218  C21 4UF 16 
4UF O23 O1  O 0 1 N N N -15.968 23.996 44.981 2.637   3.058  0.405  O23 4UF 17 
4UF O33 O2  O 0 1 N N N -18.987 16.571 45.403 9.871   -2.366 0.901  O33 4UF 18 
4UF C31 C17 C 0 1 N N N -18.853 17.755 46.024 9.441   -1.821 -0.096 C31 4UF 19 
4UF O32 O3  O 0 1 N N N -19.122 17.845 47.207 9.989   -2.086 -1.298 O32 4UF 20 
4UF C28 C18 C 0 1 Y N N -18.389 18.932 45.257 8.317   -0.868 0.010  C28 4UF 21 
4UF C27 C19 C 0 1 Y N N -17.982 20.089 45.925 7.747   -0.591 1.254  C27 4UF 22 
4UF C26 C20 C 0 1 Y N N -17.553 21.181 45.197 6.699   0.300  1.346  C26 4UF 23 
4UF C29 C21 C 0 1 Y N N -18.357 18.897 43.859 7.825   -0.235 -1.133 C29 4UF 24 
4UF C30 C22 C 0 1 Y N N -17.928 20.001 43.144 6.779   0.658  -1.027 C30 4UF 25 
4UF C25 C23 C 0 1 Y N N -17.525 21.143 43.811 6.211   0.919  0.208  C25 4UF 26 
4UF C24 C24 C 0 1 N N N -17.051 22.369 43.055 5.069   1.896  0.317  C24 4UF 27 
4UF N22 N1  N 0 1 N N N -15.619 22.550 43.308 3.799   1.182  0.157  N22 4UF 28 
4UF N17 N2  N 0 1 Y N N -12.791 23.220 43.624 1.206   -0.159 -0.140 N17 4UF 29 
4UF N16 N3  N 0 1 Y N N -11.645 23.400 44.153 -0.039  -0.458 -0.237 N16 4UF 30 
4UF N7  N4  N 0 1 Y N N -7.784  24.702 49.218 -6.410  0.711  -0.211 N7  4UF 31 
4UF O12 O4  O 0 1 N N N -6.592  24.371 51.782 -8.080  -2.422 0.440  O12 4UF 32 
4UF O11 O5  O 0 1 N N N -8.370  23.371 52.617 -9.090  -0.491 0.003  O11 4UF 33 
4UF H1  H1  H 0 1 N N N -11.637 23.042 47.971 -2.553  -1.339 0.310  H1  4UF 34 
4UF H2  H2  H 0 1 N N N -9.503  25.232 44.970 -2.309  2.840  -0.607 H2  4UF 35 
4UF H3  H3  H 0 1 N N N -7.706  25.682 46.543 -4.740  2.994  -0.685 H3  4UF 36 
4UF H4  H4  H 0 1 N N N -10.192 22.929 50.561 -5.338  -2.310 0.468  H4  4UF 37 
4UF H5  H5  H 0 1 N N N -7.582  21.843 53.812 -10.460 -1.592 1.126  H5  4UF 38 
4UF H6  H6  H 0 1 N N N -6.452  23.188 53.437 -10.427 -1.968 -0.613 H6  4UF 39 
4UF H7  H7  H 0 1 N N N -7.245  23.313 55.794 -11.408 0.254  -1.113 H7  4UF 40 
4UF H8  H8  H 0 1 N N N -7.815  24.725 54.841 -12.460 -0.677 -0.020 H8  4UF 41 
4UF H9  H9  H 0 1 N N N -8.945  23.381 55.217 -11.441 0.631  0.627  H9  4UF 42 
4UF H10 H10 H 0 1 N N N -13.604 24.201 46.618 -0.189  2.746  0.249  H10 4UF 43 
4UF H11 H11 H 0 1 N N N -10.560 22.836 42.441 -0.833  -2.258 0.490  H11 4UF 44 
4UF H12 H12 H 0 1 N N N -9.799  24.118 43.443 -1.448  -1.749 -1.101 H12 4UF 45 
4UF H13 H13 H 0 1 N N N -9.793  22.413 44.009 0.196   -2.415 -0.953 H13 4UF 46 
4UF H14 H14 H 0 1 N N N -19.407 16.999 47.533 10.722  -2.717 -1.317 H14 4UF 47 
4UF H15 H15 H 0 1 N N N -18.003 20.129 47.004 8.126   -1.074 2.142  H15 4UF 48 
4UF H16 H16 H 0 1 N N N -17.236 22.075 45.713 6.257   0.515  2.307  H16 4UF 49 
4UF H17 H17 H 0 1 N N N -18.668 18.005 43.336 8.261   -0.445 -2.099 H17 4UF 50 
4UF H18 H18 H 0 1 N N N -17.908 19.971 42.065 6.394   1.144  -1.910 H18 4UF 51 
4UF H19 H19 H 0 1 N N N -17.603 23.255 43.402 5.094   2.378  1.294  H19 4UF 52 
4UF H20 H20 H 0 1 N N N -17.222 22.229 41.977 5.161   2.651  -0.463 H20 4UF 53 
4UF H21 H21 H 0 1 N N N -14.953 22.044 42.760 3.797   0.223  0.008  H21 4UF 54 
4UF H22 H22 H 0 1 N N N -6.911  25.190 49.224 -7.088  1.387  -0.373 H22 4UF 55 
# 
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 
4UF C24 N22 SING N N 1  
4UF C24 C25 SING N N 2  
4UF C30 C25 DOUB Y N 3  
4UF C30 C29 SING Y N 4  
4UF N22 C21 SING N N 5  
4UF C20 N16 SING N N 6  
4UF N17 N16 SING Y N 7  
4UF N17 C18 DOUB Y N 8  
4UF C25 C26 SING Y N 9  
4UF C29 C28 DOUB Y N 10 
4UF N16 C15 SING Y N 11 
4UF C21 C18 SING N N 12 
4UF C21 O23 DOUB N N 13 
4UF C18 C19 SING Y N 14 
4UF C26 C27 DOUB Y N 15 
4UF C28 C27 SING Y N 16 
4UF C28 C31 SING N N 17 
4UF O33 C31 DOUB N N 18 
4UF C15 C19 DOUB Y N 19 
4UF C15 C2  SING N N 20 
4UF C3  C2  DOUB Y N 21 
4UF C3  C4  SING Y N 22 
4UF C31 O32 SING N N 23 
4UF C2  C1  SING Y N 24 
4UF C4  C6  DOUB Y N 25 
4UF C1  C5  DOUB Y N 26 
4UF C6  C5  SING Y N 27 
4UF C6  N7  SING Y N 28 
4UF C5  C9  SING Y N 29 
4UF N7  C8  SING Y N 30 
4UF C9  C8  DOUB Y N 31 
4UF C8  C10 SING N N 32 
4UF C10 O12 DOUB N N 33 
4UF C10 O11 SING N N 34 
4UF O11 C13 SING N N 35 
4UF C13 C14 SING N N 36 
4UF C1  H1  SING N N 37 
4UF C3  H2  SING N N 38 
4UF C4  H3  SING N N 39 
4UF C9  H4  SING N N 40 
4UF C13 H5  SING N N 41 
4UF C13 H6  SING N N 42 
4UF C14 H7  SING N N 43 
4UF C14 H8  SING N N 44 
4UF C14 H9  SING N N 45 
4UF C19 H10 SING N N 46 
4UF C20 H11 SING N N 47 
4UF C20 H12 SING N N 48 
4UF C20 H13 SING N N 49 
4UF O32 H14 SING N N 50 
4UF C27 H15 SING N N 51 
4UF C26 H16 SING N N 52 
4UF C29 H17 SING N N 53 
4UF C30 H18 SING N N 54 
4UF C24 H19 SING N N 55 
4UF C24 H20 SING N N 56 
4UF N22 H21 SING N N 57 
4UF N7  H22 SING N N 58 
# 
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 
4UF SMILES           ACDLabs              12.01 "c1c4cc(C(=O)OCC)nc4ccc1c3cc(C(=O)NCc2ccc(C(=O)O)cc2)nn3C"                                                                                                             
4UF InChI            InChI                1.03  "InChI=1S/C24H22N4O5/c1-3-33-24(32)20-11-17-10-16(8-9-18(17)26-20)21-12-19(27-28(21)2)22(29)25-13-14-4-6-15(7-5-14)23(30)31/h4-12,26H,3,13H2,1-2H3,(H,25,29)(H,30,31)" 
4UF InChIKey         InChI                1.03  MMJPVSDTLGFIQW-UHFFFAOYSA-N                                                                                                                                            
4UF SMILES_CANONICAL CACTVS               3.385 "CCOC(=O)c1[nH]c2ccc(cc2c1)c3cc(nn3C)C(=O)NCc4ccc(cc4)C(O)=O"                                                                                                          
4UF SMILES           CACTVS               3.385 "CCOC(=O)c1[nH]c2ccc(cc2c1)c3cc(nn3C)C(=O)NCc4ccc(cc4)C(O)=O"                                                                                                          
4UF SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCOC(=O)c1cc2cc(ccc2[nH]1)c3cc(nn3C)C(=O)NCc4ccc(cc4)C(=O)O"                                                                                                          
4UF SMILES           "OpenEye OEToolkits" 1.9.2 "CCOC(=O)c1cc2cc(ccc2[nH]1)c3cc(nn3C)C(=O)NCc4ccc(cc4)C(=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 
4UF "SYSTEMATIC NAME" ACDLabs              12.01 "4-{[({5-[2-(ethoxycarbonyl)-1H-indol-5-yl]-1-methyl-1H-pyrazol-3-yl}carbonyl)amino]methyl}benzoic acid" 
4UF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[[[5-(2-ethoxycarbonyl-1H-indol-5-yl)-1-methyl-pyrazol-3-yl]carbonylamino]methyl]benzoic 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 
4UF "Create component" 2015-05-28 RCSB 
4UF "Initial release"  2015-06-17 RCSB 
# 
