data_HEP
# 
_chem_comp.id                                    HEP 
_chem_comp.name                                  "PHENYL[1-(N-SUCCINYLAMINO)PENTYL]PHOSPHONATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H22 N O6 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        343.312 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HEP 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1A0Q 
_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 
HEP C1   C1   C 0 1 N N R 13.305 20.700 59.405 1.284  -0.228 -0.187 C1   HEP 1  
HEP C2   C2   C 0 1 N N N 12.452 19.842 58.470 2.561  0.303  0.467  C2   HEP 2  
HEP C3   C3   C 0 1 N N N 12.032 18.534 59.124 2.759  -0.375 1.824  C3   HEP 3  
HEP C4   C4   C 0 1 N N N 11.247 17.631 58.188 4.036  0.156  2.478  C4   HEP 4  
HEP C5   C5   C 0 1 N N N 12.107 17.104 57.026 4.235  -0.522 3.835  C5   HEP 5  
HEP C6   C6   C 0 1 Y N N 14.735 20.992 55.347 -2.138 -1.105 3.044  C6   HEP 6  
HEP C7   C7   C 0 1 Y N N 15.148 21.138 54.025 -3.244 -0.795 3.810  C7   HEP 7  
HEP C8   C8   C 0 1 Y N N 16.384 21.710 53.741 -3.243 0.338  4.602  C8   HEP 8  
HEP C9   C9   C 0 1 Y N N 17.211 22.140 54.770 -2.134 1.164  4.628  C9   HEP 9  
HEP C10  C10  C 0 1 Y N N 16.799 21.998 56.094 -1.023 0.855  3.867  C10  HEP 10 
HEP C11  C11  C 0 1 Y N N 15.562 21.420 56.389 -1.024 -0.278 3.068  C11  HEP 11 
HEP C12  C12  C 0 1 N N N 12.798 20.933 61.805 0.466  -0.234 -2.482 C12  HEP 12 
HEP C13  C13  C 0 1 N N N 11.743 20.696 64.174 -0.463 -0.520 -4.763 C13  HEP 13 
HEP C14  C14  C 0 1 N N N 11.861 21.497 62.870 0.271  0.433  -3.818 C14  HEP 14 
HEP C15  C15  C 0 1 N N N 11.153 19.293 64.035 -0.658 0.147  -6.100 C15  HEP 15 
HEP O1P  O1P  O 0 1 N N N 12.999 22.510 57.513 -0.259 1.595  1.079  O1P  HEP 16 
HEP O2P  O2P  O 0 1 N N N 14.579 22.964 59.471 -1.487 -0.426 0.199  O2P  HEP 17 
HEP O3P  O3P  O 0 1 N N N 15.175 21.222 57.750 0.064  -0.581 2.315  O3P  HEP 18 
HEP O4   O4   O 0 1 N N N 13.762 20.230 62.121 0.058  -1.362 -2.302 O4   HEP 19 
HEP O5   O5   O 0 1 N N N 11.938 18.345 64.018 -0.251 1.271  -6.278 O5   HEP 20 
HEP O6   O6   O 0 1 N N N 9.963  19.134 64.311 -1.283 -0.505 -7.091 O6   HEP 21 
HEP N1   N1   N 0 1 N N N 12.483 21.182 60.518 1.094  0.421  -1.486 N1   HEP 22 
HEP P    P    P 0 1 N N R 13.984 22.021 58.499 -0.143 0.132  0.887  P    HEP 23 
HEP H1   H1   H 0 1 N N N 14.139 20.096 59.831 1.369  -1.305 -0.328 H1   HEP 24 
HEP H21  1H2  H 0 1 N N N 11.568 20.408 58.093 2.476  1.380  0.608  H21  HEP 25 
HEP H22  2H2  H 0 1 N N N 12.971 19.661 57.499 3.415  0.087  -0.175 H22  HEP 26 
HEP H31  1H3  H 0 1 N N N 12.913 17.999 59.548 2.844  -1.452 1.682  H31  HEP 27 
HEP H32  2H3  H 0 1 N N N 11.464 18.722 60.065 1.905  -0.159 2.466  H32  HEP 28 
HEP H41  1H4  H 0 1 N N N 10.767 16.793 58.745 3.951  1.233  2.619  H41  HEP 29 
HEP H42  2H4  H 0 1 N N N 10.330 18.141 57.810 4.890  -0.059 1.835  H42  HEP 30 
HEP H51  1H5  H 0 1 N N N 11.530 16.441 56.339 5.144  -0.143 4.300  H51  HEP 31 
HEP H52  2H5  H 0 1 N N N 12.586 17.941 56.468 3.381  -0.306 4.477  H52  HEP 32 
HEP H53  3H5  H 0 1 N N N 13.023 16.593 57.403 4.320  -1.599 3.693  H53  HEP 33 
HEP H6   H6   H 0 1 N N N 13.754 20.538 55.568 -2.140 -1.990 2.425  H6   HEP 34 
HEP H7   H7   H 0 1 N N N 14.495 20.800 53.202 -4.111 -1.438 3.792  H7   HEP 35 
HEP H8   H8   H 0 1 N N N 16.710 21.823 52.693 -4.109 0.579  5.201  H8   HEP 36 
HEP H9   H9   H 0 1 N N N 18.189 22.591 54.536 -2.136 2.050  5.246  H9   HEP 37 
HEP H10  H10  H 0 1 N N N 17.454 22.344 56.911 -0.158 1.501  3.888  H10  HEP 38 
HEP H131 1H13 H 0 0 N N N 12.734 20.644 64.680 0.126  -1.428 -4.893 H131 HEP 39 
HEP H132 2H13 H 0 0 N N N 11.165 21.279 64.928 -1.434 -0.775 -4.339 H132 HEP 40 
HEP H141 1H14 H 0 0 N N N 12.146 22.549 63.101 -0.318 1.341  -3.688 H141 HEP 41 
HEP H142 2H14 H 0 0 N N N 10.847 21.652 62.432 1.242  0.688  -4.243 H142 HEP 42 
HEP HOP2 2HOP H 0 0 N N N 14.949 23.685 58.976 -1.371 -1.380 0.092  HOP2 HEP 43 
HEP HO6  HO6  H 0 1 N N N 9.596  18.261 64.224 -1.409 -0.076 -7.949 HO6  HEP 44 
HEP HN1  HN1  H 0 1 N N N 11.632 21.729 60.387 1.420  1.323  -1.630 HN1  HEP 45 
# 
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 
HEP C1  C2   SING N N 1  
HEP C1  N1   SING N N 2  
HEP C1  P    SING N N 3  
HEP C1  H1   SING N N 4  
HEP C2  C3   SING N N 5  
HEP C2  H21  SING N N 6  
HEP C2  H22  SING N N 7  
HEP C3  C4   SING N N 8  
HEP C3  H31  SING N N 9  
HEP C3  H32  SING N N 10 
HEP C4  C5   SING N N 11 
HEP C4  H41  SING N N 12 
HEP C4  H42  SING N N 13 
HEP C5  H51  SING N N 14 
HEP C5  H52  SING N N 15 
HEP C5  H53  SING N N 16 
HEP C6  C7   DOUB Y N 17 
HEP C6  C11  SING Y N 18 
HEP C6  H6   SING N N 19 
HEP C7  C8   SING Y N 20 
HEP C7  H7   SING N N 21 
HEP C8  C9   DOUB Y N 22 
HEP C8  H8   SING N N 23 
HEP C9  C10  SING Y N 24 
HEP C9  H9   SING N N 25 
HEP C10 C11  DOUB Y N 26 
HEP C10 H10  SING N N 27 
HEP C11 O3P  SING N N 28 
HEP C12 C14  SING N N 29 
HEP C12 O4   DOUB N N 30 
HEP C12 N1   SING N N 31 
HEP C13 C14  SING N N 32 
HEP C13 C15  SING N N 33 
HEP C13 H131 SING N N 34 
HEP C13 H132 SING N N 35 
HEP C14 H141 SING N N 36 
HEP C14 H142 SING N N 37 
HEP C15 O5   DOUB N N 38 
HEP C15 O6   SING N N 39 
HEP O1P P    DOUB N N 40 
HEP O2P P    SING N N 41 
HEP O2P HOP2 SING N N 42 
HEP O3P P    SING N N 43 
HEP O6  HO6  SING N N 44 
HEP N1  HN1  SING N N 45 
# 
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 
HEP SMILES           ACDLabs              10.04 "O=P(Oc1ccccc1)(O)C(NC(=O)CCC(=O)O)CCCC"                                                                                                             
HEP SMILES_CANONICAL CACTVS               3.341 "CCCC[C@H](NC(=O)CCC(O)=O)[P@](O)(=O)Oc1ccccc1"                                                                                                      
HEP SMILES           CACTVS               3.341 "CCCC[CH](NC(=O)CCC(O)=O)[P](O)(=O)Oc1ccccc1"                                                                                                        
HEP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCC[C@H](NC(=O)CCC(=O)O)[P@@](=O)(O)Oc1ccccc1"                                                                                                     
HEP SMILES           "OpenEye OEToolkits" 1.5.0 "CCCCC(NC(=O)CCC(=O)O)P(=O)(O)Oc1ccccc1"                                                                                                             
HEP InChI            InChI                1.03  "InChI=1S/C15H22NO6P/c1-2-3-9-14(16-13(17)10-11-15(18)19)23(20,21)22-12-7-5-4-6-8-12/h4-8,14H,2-3,9-11H2,1H3,(H,16,17)(H,18,19)(H,20,21)/t14-/m1/s1" 
HEP InChIKey         InChI                1.03  FJQWWGCHPFSERW-CQSZACIVSA-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 
HEP "SYSTEMATIC NAME" ACDLabs              10.04 "4-({(1R)-1-[(R)-hydroxy(phenoxy)phosphoryl]pentyl}amino)-4-oxobutanoic acid" 
HEP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[[(1R)-1-(hydroxy-phenoxy-phosphoryl)pentyl]amino]-4-oxo-butanoic 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 
HEP "Create component"  1999-07-08 RCSB 
HEP "Modify descriptor" 2011-06-04 RCSB 
# 
