data_I1S
# 
_chem_comp.id                                    I1S 
_chem_comp.name                                  "[(1S)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl]phosphonic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H18 N O5 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-03-08 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        335.292 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     I1S 
_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        3QL7 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
I1S C4   C4   C 0 1 Y N N N N N -26.183 0.495  6.412 -5.795 -0.191 -0.521 C4   I1S 1  
I1S C5   C5   C 0 1 Y N N N N N -25.900 1.711  6.938 -6.127 -1.248 0.306  C5   I1S 2  
I1S C6   C6   C 0 1 Y N N N N N -25.170 -0.341 6.020 -4.502 -0.061 -0.992 C6   I1S 3  
I1S C7   C7   C 0 1 Y N N N N N -23.869 0.011  6.107 -3.540 -0.988 -0.634 C7   I1S 4  
I1S O8   O8   O 0 1 N N N N N N -21.663 2.868  3.403 2.399  -0.281 -0.038 O8   I1S 5  
I1S C9   C9   C 0 1 N N N N N N -22.283 1.596  3.416 1.112  -0.404 0.338  C9   I1S 6  
I1S N10  N10  N 0 1 N N N N N N -21.718 0.625  4.127 0.125  -0.123 -0.536 N10  I1S 7  
I1S C11  C11  C 0 1 N N S N N N -22.338 -0.670 4.200 -1.272 -0.142 -0.094 C11  I1S 8  
I1S O12  O12  O 0 1 N N N N N N -23.276 1.528  2.767 0.840  -0.769 1.465  O12  I1S 9  
I1S P13  P13  P 0 1 N N N N N N -21.093 -1.931 3.790 -1.863 1.568  0.127  P13  I1S 10 
I1S C17  C17  C 0 1 N N N N N N -22.477 3.931  2.850 3.409  -0.600 0.956  C17  I1S 11 
I1S C18  C18  C 0 1 Y N N N N N -22.050 5.338  3.271 4.779  -0.405 0.359  C18  I1S 12 
I1S C19  C19  C 0 1 Y N N N N N -21.658 5.609  4.569 5.406  0.823  0.454  C19  I1S 13 
I1S O1P  O1P  O 0 1 N N N N N N -22.141 -3.199 3.728 -3.213 1.560  1.003  O1P  I1S 14 
I1S C20  C20  C 0 1 Y N N N N N -21.232 6.887  4.948 6.662  1.002  -0.093 C20  I1S 15 
I1S C21  C21  C 0 1 Y N N N N N -21.229 7.925  4.049 7.293  -0.048 -0.734 C21  I1S 16 
I1S C22  C22  C 0 1 Y N N N N N -24.597 2.087  7.030 -5.165 -2.174 0.664  C22  I1S 17 
I1S C23  C23  C 0 1 Y N N N N N -23.578 1.256  6.617 -3.871 -2.044 0.194  C23  I1S 18 
I1S C24  C24  C 0 1 N N N N N N -22.799 -0.938 5.618 -2.130 -0.846 -1.148 C24  I1S 19 
I1S O2P  O2P  O 0 1 N N N N N N -20.545 -1.697 2.510 -0.827 2.361  0.825  O2P  I1S 20 
I1S C30  C30  C 0 1 Y N N N N N -21.613 7.669  2.741 6.667  -1.277 -0.828 C30  I1S 21 
I1S C31  C31  C 0 1 Y N N N N N -22.007 6.379  2.341 5.412  -1.457 -0.277 C31  I1S 22 
I1S O3P  O3P  O 0 1 N N N N N N -20.101 -2.131 4.825 -2.161 2.223  -1.313 O3P  I1S 23 
I1S H4   H4   H 0 1 N N N N N N -27.211 0.183  6.301 -6.548 0.530  -0.804 H4   I1S 24 
I1S H5   H5   H 0 1 N N N N N N -26.690 2.365  7.276 -7.137 -1.349 0.674  H5   I1S 25 
I1S H6   H6   H 0 1 N N N N N N -25.421 -1.315 5.628 -4.243 0.764  -1.639 H6   I1S 26 
I1S HN10 HN10 H 0 0 N N N N N N -20.860 0.796  4.612 0.340  0.092  -1.457 HN10 I1S 27 
I1S H11  H11  H 0 1 N N N N N N -23.191 -0.702 3.506 -1.346 -0.678 0.852  H11  I1S 28 
I1S H17  H17  H 0 1 N N N N N N -22.410 3.872  1.754 3.291  0.056  1.818  H17  I1S 29 
I1S H17A H17A H 0 0 N N N N N N -23.511 3.776  3.191 3.294  -1.637 1.270  H17A I1S 30 
I1S H19  H19  H 0 1 N N N N N N -21.681 4.819  5.305 4.913  1.643  0.955  H19  I1S 31 
I1S HO1P HO1P H 0 0 N N N N N N -22.180 -3.535 2.840 -3.091 1.250  1.911  HO1P I1S 32 
I1S H20  H20  H 0 1 N N N N N N -20.901 7.059  5.962 7.152  1.962  -0.020 H20  I1S 33 
I1S H21  H21  H 0 1 N N N N N N -20.934 8.918  4.354 8.274  0.092  -1.163 H21  I1S 34 
I1S H22  H22  H 0 1 N N N N N N -24.355 3.058  7.436 -5.424 -2.999 1.311  H22  I1S 35 
I1S H23  H23  H 0 1 N N N N N N -22.551 1.582  6.694 -3.120 -2.768 0.473  H23  I1S 36 
I1S H24  H24  H 0 1 N N N N N N -21.928 -0.839 6.283 -1.717 -1.834 -1.352 H24  I1S 37 
I1S H24A H24A H 0 0 N N N N N N -23.208 -1.959 5.655 -2.135 -0.258 -2.065 H24A I1S 38 
I1S H30  H30  H 0 1 N N N N N N -21.609 8.472  2.019 7.159  -2.097 -1.330 H30  I1S 39 
I1S H31  H31  H 0 1 N N N N N N -22.277 6.193  1.312 4.924  -2.418 -0.347 H31  I1S 40 
I1S HO3P HO3P H 0 0 N N N N N N -19.232 -2.067 4.447 -1.411 2.193  -1.922 HO3P I1S 41 
# 
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 
I1S C4  C5   DOUB Y N 1  
I1S C4  C6   SING Y N 2  
I1S C5  C22  SING Y N 3  
I1S C6  C7   DOUB Y N 4  
I1S C7  C23  SING Y N 5  
I1S C7  C24  SING N N 6  
I1S O8  C9   SING N N 7  
I1S O8  C17  SING N N 8  
I1S C9  N10  SING N N 9  
I1S C9  O12  DOUB N N 10 
I1S N10 C11  SING N N 11 
I1S C11 P13  SING N N 12 
I1S C11 C24  SING N N 13 
I1S P13 O1P  SING N N 14 
I1S P13 O2P  DOUB N N 15 
I1S P13 O3P  SING N N 16 
I1S C17 C18  SING N N 17 
I1S C18 C19  DOUB Y N 18 
I1S C18 C31  SING Y N 19 
I1S C19 C20  SING Y N 20 
I1S C20 C21  DOUB Y N 21 
I1S C21 C30  SING Y N 22 
I1S C22 C23  DOUB Y N 23 
I1S C30 C31  DOUB Y N 24 
I1S C4  H4   SING N N 25 
I1S C5  H5   SING N N 26 
I1S C6  H6   SING N N 27 
I1S N10 HN10 SING N N 28 
I1S C11 H11  SING N N 29 
I1S C17 H17  SING N N 30 
I1S C17 H17A SING N N 31 
I1S C19 H19  SING N N 32 
I1S O1P HO1P SING N N 33 
I1S C20 H20  SING N N 34 
I1S C21 H21  SING N N 35 
I1S C22 H22  SING N N 36 
I1S C23 H23  SING N N 37 
I1S C24 H24  SING N N 38 
I1S C24 H24A SING N N 39 
I1S C30 H30  SING N N 40 
I1S C31 H31  SING N N 41 
I1S O3P HO3P SING N N 42 
# 
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 
I1S SMILES           ACDLabs              12.01 "O=P(O)(O)C(NC(=O)OCc1ccccc1)Cc2ccccc2"                                                                                                      
I1S SMILES_CANONICAL CACTVS               3.370 "O[P](O)(=O)[C@@H](Cc1ccccc1)NC(=O)OCc2ccccc2"                                                                                               
I1S SMILES           CACTVS               3.370 "O[P](O)(=O)[CH](Cc1ccccc1)NC(=O)OCc2ccccc2"                                                                                                 
I1S SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)C[C@@H](NC(=O)OCc2ccccc2)P(=O)(O)O"                                                                                               
I1S SMILES           "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)CC(NC(=O)OCc2ccccc2)P(=O)(O)O"                                                                                                    
I1S InChI            InChI                1.03  "InChI=1S/C16H18NO5P/c18-16(22-12-14-9-5-2-6-10-14)17-15(23(19,20)21)11-13-7-3-1-4-8-13/h1-10,15H,11-12H2,(H,17,18)(H2,19,20,21)/t15-/m0/s1" 
I1S InChIKey         InChI                1.03  VSULGWZITIYPLP-HNNXBMFYSA-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 
I1S "SYSTEMATIC NAME" ACDLabs              12.01 "[(1S)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl]phosphonic acid" 
I1S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(1S)-2-phenyl-1-(phenylmethoxycarbonylamino)ethyl]phosphonic 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 
I1S "Create component"     2011-03-08 PDBJ 
I1S "Modify aromatic_flag" 2011-06-04 RCSB 
I1S "Modify descriptor"    2011-06-04 RCSB 
I1S "Initial release"      2014-01-22 RCSB 
I1S "Modify PCM"           2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            I1S 
_pdbx_chem_comp_pcm.modified_residue_id                SER 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               P13 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
