data_YWO
# 
_chem_comp.id                                    YWO 
_chem_comp.name                                  "O-(5-methyl-2-nitrophenyl)-D-tyrosinamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H17 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-08-20 
_chem_comp.pdbx_modified_date                    2014-10-03 
_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                        315.324 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YWO 
_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        4ux6 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
YWO C1   C1   C 0  1 Y N N 19.108 69.817 21.108 -4.934 0.619  -0.024 C1   YWO 1  
YWO N1   N1   N 1  1 N N N 20.180 67.717 22.068 -4.326 -1.780 0.116  N1   YWO 2  
YWO O1   O1   O 0  1 N N N 21.098 69.364 24.153 -1.646 -0.936 0.067  O1   YWO 3  
YWO C2   C2   C 0  1 Y N N 19.873 69.213 22.115 -3.952 -0.351 0.033  C2   YWO 4  
YWO N2   N2   N 0  1 N N N 22.209 70.724 30.355 4.482  -1.278 -1.130 N2   YWO 5  
YWO O2   O2   O 0  1 N N N 19.820 67.122 21.014 -5.501 -2.102 0.135  O2   YWO 6  
YWO C3   C3   C 0  1 Y N N 20.370 70.002 23.196 -2.614 0.016  0.011  C3   YWO 7  
YWO N3   N3   N 0  1 N N N 24.700 73.410 30.672 6.571  0.380  1.387  N3   YWO 8  
YWO O3   O3   O -1 1 N N N 20.782 67.147 23.045 -3.460 -2.635 0.166  O3   YWO 9  
YWO C4   C4   C 0  1 Y N N 20.093 71.424 23.252 -2.266 1.357  -0.068 C4   YWO 10 
YWO O4   O4   O 0  1 N N N 24.752 71.228 31.315 6.790  -0.007 -0.786 O4   YWO 11 
YWO C5   C5   C 0  1 Y N N 19.339 72.013 22.245 -3.252 2.323  -0.124 C5   YWO 12 
YWO C6   C6   C 0  1 Y N N 18.843 71.236 21.184 -4.584 1.955  -0.102 C6   YWO 13 
YWO C7   C7   C 0  1 Y N N 21.801 69.944 25.188 -0.349 -0.529 0.054  C7   YWO 14 
YWO C8   C8   C 0  1 Y N N 21.302 69.669 26.430 0.306  -0.258 1.247  C8   YWO 15 
YWO C9   C9   C 0  1 Y N N 21.986 70.171 27.602 1.624  0.155  1.232  C9   YWO 16 
YWO C10  C10  C 0  1 Y N N 23.184 70.954 27.428 2.290  0.299  0.030  C10  YWO 17 
YWO C11  C11  C 0  1 Y N N 23.687 71.254 26.113 1.640  0.031  -1.161 C11  YWO 18 
YWO C12  C12  C 0  1 Y N N 22.994 70.754 24.975 0.324  -0.388 -1.151 C12  YWO 19 
YWO C13  C13  C 0  1 N N N 19.057 73.426 22.286 -2.875 3.780  -0.210 C13  YWO 20 
YWO C14  C14  C 0  1 N N N 23.950 71.447 28.660 3.728  0.751  0.016  C14  YWO 21 
YWO C15  C15  C 0  1 N N R 23.103 71.841 29.897 4.647  -0.471 0.086  C15  YWO 22 
YWO C16  C16  C 0  1 N N N 24.045 72.238 31.019 6.080  -0.016 0.197  C16  YWO 23 
YWO H1   H1   H 0  1 N N N 18.722 69.231 20.287 -5.975 0.333  -0.011 H1   YWO 24 
YWO HN2  HN2  H 0  1 N N N 21.684 71.022 31.152 3.545  -1.649 -1.193 HN2  YWO 25 
YWO HN2A HN2A H 0  0 N N N 21.582 70.475 29.617 4.716  -0.744 -1.953 HN2A YWO 26 
YWO HN3  HN3  H 0  1 N N N 25.699 73.440 30.661 7.493  0.672  1.459  HN3  YWO 27 
YWO HN3A HN3A H 0  0 N N N 24.173 74.225 30.433 6.003  0.372  2.174  HN3A YWO 28 
YWO H4   H4   H 0  1 N N N 20.470 72.020 24.070 -1.225 1.646  -0.085 H4   YWO 29 
YWO H6   H6   H 0  1 N N N 18.253 71.708 20.412 -5.354 2.711  -0.146 H6   YWO 30 
YWO H8   H8   H 0  1 N N N 20.403 69.081 26.536 -0.215 -0.370 2.187  H8   YWO 31 
YWO H9   H9   H 0  1 N N N 21.605 69.963 28.591 2.134  0.366  2.161  H9   YWO 32 
YWO H11  H11  H 0  1 N N N 24.579 71.851 25.992 2.163  0.144  -2.099 H11  YWO 33 
YWO H12  H12  H 0  1 N N N 23.344 70.970 23.976 -0.182 -0.602 -2.081 H12  YWO 34 
YWO H13  H13  H 0  1 N N N 19.850 73.974 21.756 -2.785 4.071  -1.257 H13  YWO 35 
YWO H13A H13A H 0  0 N N N 18.090 73.621 21.800 -3.646 4.383  0.269  H13A YWO 36 
YWO H13B H13B H 0  0 N N N 19.016 73.761 23.333 -1.923 3.939  0.295  H13B YWO 37 
YWO H14  H14  H 0  1 N N N 24.636 70.645 28.968 3.927  1.303  -0.902 H14  YWO 38 
YWO H14A H14A H 0  0 N N N 24.531 72.331 28.359 3.915  1.395  0.875  H14A YWO 39 
YWO H15  H15  H 0  1 N N N 22.483 72.710 29.631 4.388  -1.071 0.959  H15  YWO 40 
# 
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 
YWO C1  C2   DOUB Y N 1  
YWO C1  C6   SING Y N 2  
YWO N1  C2   SING N N 3  
YWO N1  O2   DOUB N N 4  
YWO N1  O3   SING N N 5  
YWO O1  C3   SING N N 6  
YWO O1  C7   SING N N 7  
YWO C2  C3   SING Y N 8  
YWO N2  C15  SING N N 9  
YWO C3  C4   DOUB Y N 10 
YWO N3  C16  SING N N 11 
YWO C4  C5   SING Y N 12 
YWO O4  C16  DOUB N N 13 
YWO C5  C6   DOUB Y N 14 
YWO C5  C13  SING N N 15 
YWO C7  C8   DOUB Y N 16 
YWO C7  C12  SING Y N 17 
YWO C8  C9   SING Y N 18 
YWO C9  C10  DOUB Y N 19 
YWO C10 C11  SING Y N 20 
YWO C10 C14  SING N N 21 
YWO C11 C12  DOUB Y N 22 
YWO C14 C15  SING N N 23 
YWO C15 C16  SING N N 24 
YWO C1  H1   SING N N 25 
YWO N2  HN2  SING N N 26 
YWO N2  HN2A SING N N 27 
YWO N3  HN3  SING N N 28 
YWO N3  HN3A SING N N 29 
YWO C4  H4   SING N N 30 
YWO C6  H6   SING N N 31 
YWO C8  H8   SING N N 32 
YWO C9  H9   SING N N 33 
YWO C11 H11  SING N N 34 
YWO C12 H12  SING N N 35 
YWO C13 H13  SING N N 36 
YWO C13 H13A SING N N 37 
YWO C13 H13B SING N N 38 
YWO C14 H14  SING N N 39 
YWO C14 H14A SING N N 40 
YWO C15 H15  SING N N 41 
# 
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 
YWO SMILES           ACDLabs              12.01 "O=C(N)C(N)Cc2ccc(Oc1cc(ccc1[N+]([O-])=O)C)cc2"                                                                                    
YWO InChI            InChI                1.03  "InChI=1S/C16H17N3O4/c1-10-2-7-14(19(21)22)15(8-10)23-12-5-3-11(4-6-12)9-13(17)16(18)20/h2-8,13H,9,17H2,1H3,(H2,18,20)/t13-/m1/s1" 
YWO InChIKey         InChI                1.03  YQBKHPZUMXXXFB-CYBMUJFWSA-N                                                                                                        
YWO SMILES_CANONICAL CACTVS               3.385 "Cc1ccc(c(Oc2ccc(C[C@@H](N)C(N)=O)cc2)c1)[N+]([O-])=O"                                                                             
YWO SMILES           CACTVS               3.385 "Cc1ccc(c(Oc2ccc(C[CH](N)C(N)=O)cc2)c1)[N+]([O-])=O"                                                                               
YWO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ccc(c(c1)Oc2ccc(cc2)C[C@H](C(=O)N)N)[N+](=O)[O-]"                                                                              
YWO SMILES           "OpenEye OEToolkits" 1.7.6 "Cc1ccc(c(c1)Oc2ccc(cc2)CC(C(=O)N)N)[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 
YWO "SYSTEMATIC NAME" ACDLabs              12.01 "O-(5-methyl-2-nitrophenyl)-D-tyrosinamide"                       
YWO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R)-2-azanyl-3-[4-(5-methyl-2-nitro-phenoxy)phenyl]propanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
YWO "Create component" 2014-08-20 EBI  
YWO "Initial release"  2014-10-08 RCSB 
# 
