data_2T9
# 
_chem_comp.id                                    2T9 
_chem_comp.name                                  "[6-(3,5-diaminophenyl)-1-(2-methoxy-5-nitrobenzyl)-1H-indol-3-yl]acetic 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                     2014-01-27 
_chem_comp.pdbx_modified_date                    2014-02-28 
_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                     2T9 
_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        4OKS 
_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 
2T9 O33 O33 O -1 1 N N N -21.067 -29.355 27.741 -1.889 -3.954 -0.132 O33 2T9 1  
2T9 N31 N31 N 1  1 N N N -19.975 -29.670 27.261 -0.870 -4.412 -0.618 N31 2T9 2  
2T9 O32 O32 O 0  1 N N N -19.534 -29.105 26.264 -0.927 -5.387 -1.345 O32 2T9 3  
2T9 C6  C6  C 0  1 Y N N -19.188 -30.737 27.920 0.436  -3.778 -0.331 C6  2T9 4  
2T9 C5  C5  C 0  1 Y N N -17.923 -31.076 27.465 1.591  -4.295 -0.888 C5  2T9 5  
2T9 C4  C4  C 0  1 Y N N -17.210 -32.075 28.112 2.812  -3.706 -0.621 C4  2T9 6  
2T9 C7  C7  C 0  1 Y N N -19.742 -31.381 29.013 0.499  -2.667 0.490  C7  2T9 7  
2T9 C8  C8  C 0  1 Y N N -19.027 -32.369 29.661 1.717  -2.074 0.759  C8  2T9 8  
2T9 C3  C3  C 0  1 Y N N -17.763 -32.725 29.211 2.878  -2.595 0.206  C3  2T9 9  
2T9 O2  O2  O 0  1 N N N -17.072 -33.713 29.849 4.078  -2.014 0.470  O2  2T9 10 
2T9 C1  C1  C 0  1 N N N -15.862 -34.144 29.221 5.231  -2.600 -0.137 C1  2T9 11 
2T9 C9  C9  C 0  1 N N N -19.645 -33.080 30.830 1.785  -0.863 1.653  C9  2T9 12 
2T9 N10 N10 N 0  1 Y N N -19.274 -32.549 32.148 1.771  0.351  0.833  N10 2T9 13 
2T9 C22 C22 C 0  1 Y N N -19.750 -33.126 33.294 0.636  0.978  0.366  C22 2T9 14 
2T9 C17 C17 C 0  1 Y N N -19.234 -32.403 34.388 1.056  2.099  -0.375 C17 2T9 15 
2T9 C12 C12 C 0  1 Y N N -18.425 -31.334 33.804 2.520  2.096  -0.317 C12 2T9 16 
2T9 C13 C13 C 0  1 N N N -17.663 -30.290 34.596 3.444  3.099  -0.959 C13 2T9 17 
2T9 C14 C14 C 0  1 N N N -16.827 -30.983 35.656 3.609  4.286  -0.045 C14 2T9 18 
2T9 O16 O16 O 0  1 N N N -15.953 -31.936 35.296 3.036  4.315  1.018  O16 2T9 19 
2T9 O15 O15 O 0  1 N N N -16.949 -30.715 36.828 4.394  5.311  -0.412 O15 2T9 20 
2T9 C11 C11 C 0  1 Y N N -18.503 -31.468 32.459 2.882  1.034  0.420  C11 2T9 21 
2T9 C21 C21 C 0  1 Y N N -20.554 -34.238 33.496 -0.721 0.713  0.493  C21 2T9 22 
2T9 C20 C20 C 0  1 Y N N -20.863 -34.629 34.798 -1.646 1.556  -0.111 C20 2T9 23 
2T9 C19 C19 C 0  1 Y N N -20.341 -33.902 35.882 -1.218 2.667  -0.844 C19 2T9 24 
2T9 C18 C18 C 0  1 Y N N -19.533 -32.803 35.693 0.113  2.936  -0.976 C18 2T9 25 
2T9 C23 C23 C 0  1 Y N N -21.728 -35.828 35.013 -3.096 1.275  0.023  C23 2T9 26 
2T9 C30 C30 C 0  1 Y N N -21.558 -36.650 36.135 -4.028 2.116  -0.580 C30 2T9 27 
2T9 C28 C28 C 0  1 Y N N -22.374 -37.770 36.328 -5.385 1.851  -0.453 C28 2T9 28 
2T9 N29 N29 N 0  1 N N N -22.215 -38.592 37.456 -6.320 2.694  -1.058 N29 2T9 29 
2T9 C27 C27 C 0  1 Y N N -23.349 -38.080 35.390 -5.813 0.748  0.274  C27 2T9 30 
2T9 C25 C25 C 0  1 Y N N -23.511 -37.275 34.265 -4.886 -0.092 0.876  C25 2T9 31 
2T9 N26 N26 N 0  1 N N N -24.498 -37.584 33.330 -5.319 -1.200 1.607  N26 2T9 32 
2T9 C24 C24 C 0  1 Y N N -22.705 -36.158 34.071 -3.528 0.166  0.748  C24 2T9 33 
2T9 H1  H1  H 0  1 N N N -17.496 -30.567 26.614 1.539  -5.161 -1.532 H1  2T9 34 
2T9 H2  H2  H 0  1 N N N -16.225 -32.348 27.762 3.714  -4.111 -1.056 H2  2T9 35 
2T9 H3  H3  H 0  1 N N N -20.730 -31.112 29.358 -0.405 -2.262 0.920  H3  2T9 36 
2T9 H4  H4  H 0  1 N N N -15.398 -34.938 29.824 6.120  -2.041 0.155  H4  2T9 37 
2T9 H5  H5  H 0  1 N N N -16.088 -34.532 28.217 5.328  -3.635 0.191  H5  2T9 38 
2T9 H6  H6  H 0  1 N N N -15.169 -33.294 29.138 5.124  -2.572 -1.222 H6  2T9 39 
2T9 H7  H7  H 0  1 N N N -20.738 -33.013 30.731 0.926  -0.858 2.324  H7  2T9 40 
2T9 H8  H8  H 0  1 N N N -19.337 -34.135 30.789 2.703  -0.895 2.239  H8  2T9 41 
2T9 H9  H9  H 0  1 N N N -17.005 -29.723 33.921 4.415  2.637  -1.134 H9  2T9 42 
2T9 H10 H10 H 0  1 N N N -18.373 -29.603 35.078 3.021  3.427  -1.908 H10 2T9 43 
2T9 H11 H11 H 0  1 N N N -16.365 -31.261 37.341 4.469  6.050  0.207  H11 2T9 44 
2T9 H12 H12 H 0  1 N N N -18.027 -30.817 31.741 3.900  0.758  0.652  H12 2T9 45 
2T9 H13 H13 H 0  1 N N N -20.937 -34.795 32.654 -1.056 -0.144 1.059  H13 2T9 46 
2T9 H14 H14 H 0  1 N N N -20.580 -34.213 36.888 -1.945 3.315  -1.310 H14 2T9 47 
2T9 H15 H15 H 0  1 N N N -19.137 -32.260 36.539 0.437  3.796  -1.543 H15 2T9 48 
2T9 H16 H16 H 0  1 N N N -20.790 -36.417 36.858 -3.696 2.974  -1.146 H16 2T9 49 
2T9 H17 H17 H 0  1 N N N -21.477 -38.234 38.028 -6.021 3.464  -1.566 H17 2T9 50 
2T9 H18 H18 H 0  1 N N N -23.066 -38.606 37.980 -7.268 2.509  -0.970 H18 2T9 51 
2T9 H19 H19 H 0  1 N N N -23.981 -38.944 35.532 -6.869 0.544  0.371  H19 2T9 52 
2T9 H20 H20 H 0  1 N N N -24.983 -38.410 33.617 -6.268 -1.383 1.693  H20 2T9 53 
2T9 H21 H21 H 0  1 N N N -25.144 -36.824 33.264 -4.672 -1.787 2.028  H21 2T9 54 
2T9 H22 H22 H 0  1 N N N -22.835 -35.545 33.191 -2.807 -0.488 1.216  H22 2T9 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 
2T9 O32 N31 DOUB N N 1  
2T9 N31 O33 SING N N 2  
2T9 N31 C6  SING N N 3  
2T9 C5  C6  DOUB Y N 4  
2T9 C5  C4  SING Y N 5  
2T9 C6  C7  SING Y N 6  
2T9 C4  C3  DOUB Y N 7  
2T9 C7  C8  DOUB Y N 8  
2T9 C3  C8  SING Y N 9  
2T9 C3  O2  SING N N 10 
2T9 C1  O2  SING N N 11 
2T9 C8  C9  SING N N 12 
2T9 C9  N10 SING N N 13 
2T9 N10 C11 SING Y N 14 
2T9 N10 C22 SING Y N 15 
2T9 C11 C12 DOUB Y N 16 
2T9 C22 C21 DOUB Y N 17 
2T9 C22 C17 SING Y N 18 
2T9 N26 C25 SING N N 19 
2T9 C21 C20 SING Y N 20 
2T9 C12 C17 SING Y N 21 
2T9 C12 C13 SING N N 22 
2T9 C24 C25 DOUB Y N 23 
2T9 C24 C23 SING Y N 24 
2T9 C25 C27 SING Y N 25 
2T9 C17 C18 DOUB Y N 26 
2T9 C13 C14 SING N N 27 
2T9 C20 C23 SING N N 28 
2T9 C20 C19 DOUB Y N 29 
2T9 C23 C30 DOUB Y N 30 
2T9 O16 C14 DOUB N N 31 
2T9 C27 C28 DOUB Y N 32 
2T9 C14 O15 SING N N 33 
2T9 C18 C19 SING Y N 34 
2T9 C30 C28 SING Y N 35 
2T9 C28 N29 SING N N 36 
2T9 C5  H1  SING N N 37 
2T9 C4  H2  SING N N 38 
2T9 C7  H3  SING N N 39 
2T9 C1  H4  SING N N 40 
2T9 C1  H5  SING N N 41 
2T9 C1  H6  SING N N 42 
2T9 C9  H7  SING N N 43 
2T9 C9  H8  SING N N 44 
2T9 C13 H9  SING N N 45 
2T9 C13 H10 SING N N 46 
2T9 O15 H11 SING N N 47 
2T9 C11 H12 SING N N 48 
2T9 C21 H13 SING N N 49 
2T9 C19 H14 SING N N 50 
2T9 C18 H15 SING N N 51 
2T9 C30 H16 SING N N 52 
2T9 N29 H17 SING N N 53 
2T9 N29 H18 SING N N 54 
2T9 C27 H19 SING N N 55 
2T9 N26 H20 SING N N 56 
2T9 N26 H21 SING N N 57 
2T9 C24 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 
2T9 SMILES           ACDLabs              12.01 "[O-][N+](=O)c1cc(c(OC)cc1)Cn3c2cc(ccc2c(c3)CC(=O)O)c4cc(N)cc(N)c4"                                                                                                  
2T9 InChI            InChI                1.03  "InChI=1S/C24H22N4O5/c1-33-23-5-3-20(28(31)32)8-17(23)13-27-12-16(10-24(29)30)21-4-2-14(9-22(21)27)15-6-18(25)11-19(26)7-15/h2-9,11-12H,10,13,25-26H2,1H3,(H,29,30)" 
2T9 InChIKey         InChI                1.03  TWAXPCWGTXLAOX-UHFFFAOYSA-N                                                                                                                                          
2T9 SMILES_CANONICAL CACTVS               3.385 "COc1ccc(cc1Cn2cc(CC(O)=O)c3ccc(cc23)c4cc(N)cc(N)c4)[N+]([O-])=O"                                                                                                    
2T9 SMILES           CACTVS               3.385 "COc1ccc(cc1Cn2cc(CC(O)=O)c3ccc(cc23)c4cc(N)cc(N)c4)[N+]([O-])=O"                                                                                                    
2T9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1ccc(cc1Cn2cc(c3c2cc(cc3)c4cc(cc(c4)N)N)CC(=O)O)[N+](=O)[O-]"                                                                                                    
2T9 SMILES           "OpenEye OEToolkits" 1.7.6 "COc1ccc(cc1Cn2cc(c3c2cc(cc3)c4cc(cc(c4)N)N)CC(=O)O)[N+](=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 
2T9 "SYSTEMATIC NAME" ACDLabs              12.01 "[6-(3,5-diaminophenyl)-1-(2-methoxy-5-nitrobenzyl)-1H-indol-3-yl]acetic acid"              
2T9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[6-[3,5-bis(azanyl)phenyl]-1-[(2-methoxy-5-nitro-phenyl)methyl]indol-3-yl]ethanoic 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 
2T9 "Create component" 2014-01-27 RCSB 
2T9 "Initial release"  2014-03-05 RCSB 
# 
