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 #