data_4QP
# 
_chem_comp.id                                    4QP 
_chem_comp.name                                  "(2R)-2-{[(R)-[(R)-amino(phenyl)methyl](hydroxy)phosphoryl]methyl}-4-methylpentanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H22 N O4 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-05-12 
_chem_comp.pdbx_modified_date                    2015-10-02 
_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                        299.303 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4QP 
_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        4ZQT 
_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 
4QP N12 N1  N 0 1 N N N 10.918 12.817 11.981 -1.945 -2.388 -0.378 N12 4QP 1  
4QP C13 C1  C 0 1 Y N N 12.484 12.646 13.851 -3.139 -0.271 -0.354 C13 4QP 2  
4QP C15 C2  C 0 1 Y N N 11.845 11.514 15.883 -4.845 1.366  -0.727 C15 4QP 3  
4QP C17 C3  C 0 1 Y N N 13.605 13.150 15.918 -4.873 0.042  1.267  C17 4QP 4  
4QP C02 C4  C 0 1 N N N 17.117 9.581  8.502  4.207  2.852  -0.480 C02 4QP 5  
4QP C03 C5  C 0 1 N N N 16.283 8.797  9.493  3.779  1.564  0.225  C03 4QP 6  
4QP C04 C6  C 0 1 N N N 15.704 7.587  8.793  3.299  1.893  1.640  C04 4QP 7  
4QP C05 C7  C 0 1 N N N 15.188 9.627  10.163 2.641  0.907  -0.559 C05 4QP 8  
4QP C06 C8  C 0 1 N N R 15.662 10.401 11.388 2.297  -0.442 0.075  C06 4QP 9  
4QP C07 C9  C 0 1 N N N 14.589 11.025 12.265 1.079  -1.041 -0.631 C07 4QP 10 
4QP P08 P1  P 0 1 N N N 13.197 11.696 11.321 -0.429 -0.178 -0.079 P08 4QP 11 
4QP O09 O1  O 0 1 N N N 12.270 10.500 10.858 -0.371 1.359  -0.553 O09 4QP 12 
4QP O10 O2  O 0 1 N N N 13.654 12.427 10.132 -0.519 -0.237 1.397  O10 4QP 13 
4QP C11 C10 C 0 1 N N R 12.294 12.888 12.361 -1.892 -0.985 -0.810 C11 4QP 14 
4QP C14 C11 C 0 1 Y N N 11.684 11.725 14.521 -3.698 0.716  -1.143 C14 4QP 15 
4QP C16 C12 C 0 1 Y N N 12.810 12.222 16.583 -5.433 1.028  0.477  C16 4QP 16 
4QP C18 C13 C 0 1 Y N N 13.444 13.355 14.554 -3.726 -0.609 0.851  C18 4QP 17 
4QP C19 C14 C 0 1 N N N 16.543 9.564  12.273 3.470  -1.377 -0.065 C19 4QP 18 
4QP O20 O3  O 0 1 N N N 17.763 9.825  12.296 4.174  -1.320 -1.045 O20 4QP 19 
4QP O21 O4  O 0 1 N N N 16.050 8.636  12.979 3.732  -2.274 0.898  O21 4QP 20 
4QP H1  H1  H 0 1 N N N 10.386 13.460 12.532 -2.006 -2.455 0.627  H1  4QP 21 
4QP H2  H2  H 0 1 N N N 10.827 13.053 11.013 -2.710 -2.874 -0.820 H2  4QP 22 
4QP H4  H4  H 0 1 N N N 11.220 10.799 16.397 -5.283 2.137  -1.344 H4  4QP 23 
4QP H5  H5  H 0 1 N N N 14.349 13.712 16.464 -5.332 -0.222 2.208  H5  4QP 24 
4QP H6  H6  H 0 1 N N N 17.544 10.464 8.999  3.361  3.536  -0.534 H6  4QP 25 
4QP H7  H7  H 0 1 N N N 17.930 8.945  8.123  5.018  3.320  0.079  H7  4QP 26 
4QP H8  H8  H 0 1 N N N 16.483 9.903  7.663  4.549  2.618  -1.488 H8  4QP 27 
4QP H9  H9  H 0 1 N N N 16.956 8.436  10.285 4.626  0.880  0.279  H9  4QP 28 
4QP H10 H10 H 0 1 N N N 15.095 7.008  9.503  2.994  0.975  2.143  H10 4QP 29 
4QP H11 H11 H 0 1 N N N 15.074 7.916  7.953  4.109  2.361  2.199  H11 4QP 30 
4QP H12 H12 H 0 1 N N N 16.522 6.957  8.413  2.452  2.577  1.587  H12 4QP 31 
4QP H13 H13 H 0 1 N N N 14.800 10.347 9.427  1.764  1.554  -0.537 H13 4QP 32 
4QP H14 H14 H 0 1 N N N 14.380 8.948  10.473 2.954  0.754  -1.592 H14 4QP 33 
4QP H15 H15 H 0 1 N N N 16.282 11.229 11.014 2.070  -0.299 1.132  H15 4QP 34 
4QP H16 H16 H 0 1 N N N 15.043 11.841 12.846 1.190  -0.925 -1.709 H16 4QP 35 
4QP H17 H17 H 0 1 N N N 14.207 10.255 12.951 1.002  -2.101 -0.386 H17 4QP 36 
4QP H18 H18 H 0 1 N N N 12.200 10.501 9.911  -0.312 1.474  -1.511 H18 4QP 37 
4QP H19 H19 H 0 1 N N N 12.706 13.876 12.106 -1.826 -0.941 -1.897 H19 4QP 38 
4QP H20 H20 H 0 1 N N N 10.933 11.171 13.977 -3.239 0.979  -2.084 H20 4QP 39 
4QP H21 H21 H 0 1 N N N 12.944 12.054 17.641 -6.330 1.536  0.802  H21 4QP 40 
4QP H22 H22 H 0 1 N N N 14.069 14.070 14.040 -3.289 -1.380 1.468  H22 4QP 41 
4QP H23 H23 H 0 1 N N N 16.740 8.220  13.482 4.496  -2.852 0.764  H23 4QP 42 
# 
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 
4QP C02 C03 SING N N 1  
4QP C04 C03 SING N N 2  
4QP C03 C05 SING N N 3  
4QP O10 P08 DOUB N N 4  
4QP C05 C06 SING N N 5  
4QP O09 P08 SING N N 6  
4QP P08 C07 SING N N 7  
4QP P08 C11 SING N N 8  
4QP C06 C07 SING N N 9  
4QP C06 C19 SING N N 10 
4QP N12 C11 SING N N 11 
4QP C19 O20 DOUB N N 12 
4QP C19 O21 SING N N 13 
4QP C11 C13 SING N N 14 
4QP C13 C14 DOUB Y N 15 
4QP C13 C18 SING Y N 16 
4QP C14 C15 SING Y N 17 
4QP C18 C17 DOUB Y N 18 
4QP C15 C16 DOUB Y N 19 
4QP C17 C16 SING Y N 20 
4QP N12 H1  SING N N 21 
4QP N12 H2  SING N N 22 
4QP C15 H4  SING N N 23 
4QP C17 H5  SING N N 24 
4QP C02 H6  SING N N 25 
4QP C02 H7  SING N N 26 
4QP C02 H8  SING N N 27 
4QP C03 H9  SING N N 28 
4QP C04 H10 SING N N 29 
4QP C04 H11 SING N N 30 
4QP C04 H12 SING N N 31 
4QP C05 H13 SING N N 32 
4QP C05 H14 SING N N 33 
4QP C06 H15 SING N N 34 
4QP C07 H16 SING N N 35 
4QP C07 H17 SING N N 36 
4QP O09 H18 SING N N 37 
4QP C11 H19 SING N N 38 
4QP C14 H20 SING N N 39 
4QP C16 H21 SING N N 40 
4QP C18 H22 SING N N 41 
4QP O21 H23 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 
4QP SMILES           ACDLabs              12.01 "NC(c1ccccc1)P(CC(CC(C)C)C(=O)O)(O)=O"                                                                                                       
4QP InChI            InChI                1.03  "InChI=1S/C14H22NO4P/c1-10(2)8-12(14(16)17)9-20(18,19)13(15)11-6-4-3-5-7-11/h3-7,10,12-13H,8-9,15H2,1-2H3,(H,16,17)(H,18,19)/t12-,13+/m0/s1" 
4QP InChIKey         InChI                1.03  RUYPIGFYJMPICK-QWHCGFSZSA-N                                                                                                                  
4QP SMILES_CANONICAL CACTVS               3.385 "CC(C)C[C@@H](C[P](O)(=O)[C@@H](N)c1ccccc1)C(O)=O"                                                                                           
4QP SMILES           CACTVS               3.385 "CC(C)C[CH](C[P](O)(=O)[CH](N)c1ccccc1)C(O)=O"                                                                                               
4QP SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)C[C@@H](CP(=O)([C@H](c1ccccc1)N)O)C(=O)O"                                                                                              
4QP SMILES           "OpenEye OEToolkits" 1.9.2 "CC(C)CC(CP(=O)(C(c1ccccc1)N)O)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 
4QP "SYSTEMATIC NAME" ACDLabs              12.01 "(2R)-2-{[(R)-[(R)-amino(phenyl)methyl](hydroxy)phosphoryl]methyl}-4-methylpentanoic acid" 
4QP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R)-2-[[[(R)-azanyl(phenyl)methyl]-oxidanyl-phosphoryl]methyl]-4-methyl-pentanoic 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 
4QP "Create component"   2015-05-12 RCSB 
4QP "Other modification" 2015-08-25 RCSB 
4QP "Initial release"    2015-10-07 RCSB 
# 
