data_3PI # _chem_comp.id 3PI _chem_comp.name "(1S)-2-(1-HYDROXYBUTOXY)-1-{[(HYDROXY{[(2R,3S,5R,6S)-2,4,6-TRIHYDROXY-3,5-BIS(PHOSPHONOOXY)CYCLOHEXYL]OXY}PHOSPHORYL)OXY]METHYL}ETHYL BUTYRATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H35 O19 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-06-15 _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 636.370 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3PI _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 1ZVR _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 3PI C1 C1 C 0 1 N N N 36.159 57.479 75.679 -2.353 -0.762 -1.774 C1 3PI 1 3PI C2 C2 C 0 1 N N R 37.726 57.067 75.583 -3.164 -1.930 -1.209 C2 3PI 2 3PI C3 C3 C 0 1 N N R 37.777 55.439 75.268 -3.821 -1.506 0.105 C3 3PI 3 3PI C4 C4 C 0 1 N N N 37.024 55.072 73.915 -4.749 -0.317 -0.149 C4 3PI 4 3PI C5 C5 C 0 1 N N S 35.492 55.576 74.036 -3.938 0.851 -0.714 C5 3PI 5 3PI C6 C6 C 0 1 N N R 35.340 57.134 74.302 -3.281 0.427 -2.029 C6 3PI 6 3PI O1 O1 O 0 1 N N N 36.049 58.836 75.879 -1.343 -0.386 -0.837 O1 3PI 7 3PI O2 O2 O 0 1 N N N 38.351 57.854 74.465 -4.174 -2.307 -2.147 O2 3PI 8 3PI O3 O3 O 0 1 N N N 39.206 54.985 75.257 -4.578 -2.597 0.633 O3 3PI 9 3PI O4 O4 O 0 1 N N N 37.083 53.723 73.705 -5.363 0.079 1.079 O4 3PI 10 3PI O5 O5 O 0 1 N N N 34.811 55.358 72.831 -4.805 1.962 -0.951 O5 3PI 11 3PI O6 O6 O 0 1 N N N 34.064 57.484 74.437 -2.524 1.518 -2.556 O6 3PI 12 3PI P1 P1 P 0 1 N N S 35.854 59.643 77.262 0.074 -0.573 -1.578 P1 3PI 13 3PI O11 O11 O 0 1 N N N 35.771 61.148 76.852 0.178 0.463 -2.806 O11 3PI 14 3PI O12 O12 O 0 1 N N N 37.049 59.435 78.247 0.183 -1.958 -2.091 O12 3PI 15 3PI O13 O13 O 0 1 N N N 34.419 59.472 77.911 1.268 -0.292 -0.535 O13 3PI 16 3PI P3 P3 P 0 1 N N N 40.192 54.855 76.522 -3.958 -2.938 2.079 P3 3PI 17 3PI O31 O31 O 0 1 N N N 40.591 53.343 76.709 -2.506 -3.194 1.945 O31 3PI 18 3PI O32 O32 O 0 1 N N N 39.483 55.356 77.854 -4.194 -1.693 3.072 O32 3PI 19 3PI O33 O33 O 0 1 N N N 41.488 55.700 76.201 -4.680 -4.246 2.678 O33 3PI 20 3PI P5 P5 P 0 1 N N N 34.064 53.992 72.389 -4.262 3.178 -0.046 P5 3PI 21 3PI O51 O51 O 0 1 N N N 34.742 52.786 72.960 -4.179 2.743 1.366 O51 3PI 22 3PI O52 O52 O 0 1 N N N 34.102 53.985 70.909 -2.801 3.618 -0.559 O52 3PI 23 3PI O53 O53 O 0 1 N N N 32.644 53.957 72.839 -5.271 4.427 -0.164 O53 3PI 24 3PI C7 C7 C 0 1 N N N 33.374 59.073 77.054 2.489 -0.587 -1.216 C7 3PI 25 3PI C8 C8 C 0 1 N N R 32.193 59.279 77.874 3.670 -0.339 -0.275 C8 3PI 26 3PI C9 C9 C 0 1 N N N 31.199 59.893 77.007 4.967 -0.773 -0.959 C9 3PI 27 3PI C10 C10 C 0 1 N N R 29.532 61.575 76.226 7.232 -1.068 -0.735 C10 3PI 28 3PI C11 C11 C 0 1 N N N 28.188 61.468 76.751 8.389 -1.200 0.256 C11 3PI 29 3PI C12 C12 C 0 1 N N N 28.053 61.953 78.236 9.615 -1.765 -0.463 C12 3PI 30 3PI C13 C13 C 0 1 N N N 26.509 61.881 78.443 10.773 -1.897 0.528 C13 3PI 31 3PI C14 C14 C 0 1 N N N 32.333 56.858 79.044 4.235 1.468 1.233 C14 3PI 32 3PI C15 C15 C 0 1 N N N 31.582 56.111 80.166 4.310 2.935 1.569 C15 3PI 33 3PI C16 C16 C 0 1 N N N 30.783 57.012 81.110 4.906 3.109 2.967 C16 3PI 34 3PI C17 C17 C 0 1 N N N 30.199 56.128 82.157 4.982 4.599 3.308 C17 3PI 35 3PI O14 O14 O 0 1 N N N 31.664 58.087 78.788 3.742 1.075 0.048 O14 3PI 36 3PI O15 O15 O 0 1 N N N 30.129 60.713 77.406 6.055 -0.650 -0.040 O15 3PI 37 3PI O16 O16 O 0 1 N N N 29.664 61.488 75.199 7.566 -0.099 -1.731 O16 3PI 38 3PI O17 O17 O 0 1 N N N 33.300 56.322 78.457 4.618 0.646 2.031 O17 3PI 39 3PI H1 H1 H 0 1 N N N 35.732 56.902 76.513 -1.885 -1.065 -2.711 H1 3PI 40 3PI H2 H2 H 0 1 N N N 38.276 57.283 76.510 -2.502 -2.778 -1.028 H2 3PI 41 3PI H3 H3 H 0 1 N N N 37.241 54.904 76.066 -3.050 -1.219 0.821 H3 3PI 42 3PI H4 H4 H 0 1 N N N 37.503 55.567 73.057 -5.520 -0.604 -0.864 H4 3PI 43 3PI H5 H5 H 0 1 N N N 35.087 55.007 74.886 -3.168 1.138 0.002 H5 3PI 44 3PI H6 H6 H 0 1 N N N 35.742 57.695 73.446 -4.052 0.140 -2.744 H6 3PI 45 3PI HO2 HO2 H 0 1 N N N 38.483 58.752 74.745 -4.661 -3.044 -1.753 HO2 3PI 46 3PI HO4 HO4 H 0 1 N N N 37.097 53.548 72.771 -5.938 0.829 0.875 HO4 3PI 47 3PI HO6 HO6 H 0 1 N N N 33.854 57.567 75.360 -3.145 2.245 -2.702 HO6 3PI 48 3PI H11 H11 H 0 1 N N N 35.754 61.689 77.633 0.103 1.351 -2.429 H11 3PI 49 3PI H32 H32 H 0 1 N N N 40.132 55.456 78.540 -5.150 -1.560 3.131 H32 3PI 50 3PI H33 H33 H 0 1 N N N 41.533 55.870 75.267 -4.280 -4.415 3.542 H33 3PI 51 3PI H52 H52 H 0 1 N N N 33.215 53.984 70.569 -2.900 3.894 -1.481 H52 3PI 52 3PI H53 H53 H 0 1 N N N 32.612 53.950 73.788 -4.910 5.131 0.391 H53 3PI 53 3PI H71 1H7 H 0 1 N N N 33.478 58.038 76.695 2.581 0.055 -2.092 H71 3PI 54 3PI H72 2H7 H 0 1 N N N 33.345 59.678 76.136 2.487 -1.631 -1.529 H72 3PI 55 3PI H8 H8 H 0 1 N N N 32.479 59.942 78.704 3.532 -0.914 0.641 H8 3PI 56 3PI H91 1H9 H 0 1 N N N 30.646 58.998 76.685 5.151 -0.138 -1.826 H91 3PI 57 3PI H92 2H9 H 0 1 N N N 31.789 60.531 76.333 4.879 -1.810 -1.281 H92 3PI 58 3PI H10 H10 H 0 1 N N N 30.093 62.507 76.064 7.050 -2.031 -1.211 H10 3PI 59 3PI H111 1H11 H 0 0 N N N 27.916 60.402 76.732 8.101 -1.871 1.065 H111 3PI 60 3PI H112 2H11 H 0 0 N N N 27.527 62.088 76.127 8.630 -0.219 0.667 H112 3PI 61 3PI H121 1H12 H 0 0 N N N 28.483 62.948 78.422 9.904 -1.094 -1.272 H121 3PI 62 3PI H122 2H12 H 0 0 N N N 28.598 61.305 78.938 9.375 -2.746 -0.874 H122 3PI 63 3PI H131 1H13 H 0 0 N N N 26.118 60.967 77.972 11.013 -0.916 0.939 H131 3PI 64 3PI H132 2H13 H 0 0 N N N 26.036 62.761 77.983 10.484 -2.569 1.337 H132 3PI 65 3PI H133 3H13 H 0 0 N N N 26.283 61.864 79.519 11.647 -2.300 0.016 H133 3PI 66 3PI H151 1H15 H 0 0 N N N 32.348 55.614 80.780 4.942 3.443 0.839 H151 3PI 67 3PI H152 2H15 H 0 0 N N N 30.877 55.413 79.691 3.309 3.366 1.544 H152 3PI 68 3PI H161 1H16 H 0 0 N N N 29.994 57.551 80.565 4.274 2.602 3.696 H161 3PI 69 3PI H162 2H16 H 0 0 N N N 31.441 57.765 81.568 5.907 2.679 2.992 H162 3PI 70 3PI H171 1H17 H 0 0 N N N 29.229 56.534 82.480 5.406 4.723 4.304 H171 3PI 71 3PI H172 2H17 H 0 0 N N N 30.882 56.080 83.018 5.614 5.106 2.578 H172 3PI 72 3PI H173 3H17 H 0 0 N N N 30.055 55.118 81.746 3.981 5.029 3.283 H173 3PI 73 3PI H16 H16 H 0 1 N N N 28.816 61.461 74.771 7.718 0.736 -1.269 H16 3PI 74 # 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 3PI C1 C2 SING N N 1 3PI C1 C6 SING N N 2 3PI C1 O1 SING N N 3 3PI C1 H1 SING N N 4 3PI C2 C3 SING N N 5 3PI C2 O2 SING N N 6 3PI C2 H2 SING N N 7 3PI C3 C4 SING N N 8 3PI C3 O3 SING N N 9 3PI C3 H3 SING N N 10 3PI C4 C5 SING N N 11 3PI C4 O4 SING N N 12 3PI C4 H4 SING N N 13 3PI C5 C6 SING N N 14 3PI C5 O5 SING N N 15 3PI C5 H5 SING N N 16 3PI C6 O6 SING N N 17 3PI C6 H6 SING N N 18 3PI O1 P1 SING N N 19 3PI O2 HO2 SING N N 20 3PI O3 P3 SING N N 21 3PI O4 HO4 SING N N 22 3PI O5 P5 SING N N 23 3PI O6 HO6 SING N N 24 3PI P1 O11 SING N N 25 3PI P1 O12 DOUB N N 26 3PI P1 O13 SING N N 27 3PI O11 H11 SING N N 28 3PI O13 C7 SING N N 29 3PI P3 O31 DOUB N N 30 3PI P3 O32 SING N N 31 3PI P3 O33 SING N N 32 3PI O32 H32 SING N N 33 3PI O33 H33 SING N N 34 3PI P5 O51 DOUB N N 35 3PI P5 O52 SING N N 36 3PI P5 O53 SING N N 37 3PI O52 H52 SING N N 38 3PI O53 H53 SING N N 39 3PI C7 C8 SING N N 40 3PI C7 H71 SING N N 41 3PI C7 H72 SING N N 42 3PI C8 C9 SING N N 43 3PI C8 O14 SING N N 44 3PI C8 H8 SING N N 45 3PI C9 O15 SING N N 46 3PI C9 H91 SING N N 47 3PI C9 H92 SING N N 48 3PI C10 C11 SING N N 49 3PI C10 O15 SING N N 50 3PI C10 O16 SING N N 51 3PI C10 H10 SING N N 52 3PI C11 C12 SING N N 53 3PI C11 H111 SING N N 54 3PI C11 H112 SING N N 55 3PI C12 C13 SING N N 56 3PI C12 H121 SING N N 57 3PI C12 H122 SING N N 58 3PI C13 H131 SING N N 59 3PI C13 H132 SING N N 60 3PI C13 H133 SING N N 61 3PI C14 C15 SING N N 62 3PI C14 O14 SING N N 63 3PI C14 O17 DOUB N N 64 3PI C15 C16 SING N N 65 3PI C15 H151 SING N N 66 3PI C15 H152 SING N N 67 3PI C16 C17 SING N N 68 3PI C16 H161 SING N N 69 3PI C16 H162 SING N N 70 3PI C17 H171 SING N N 71 3PI C17 H172 SING N N 72 3PI C17 H173 SING N N 73 3PI O16 H16 SING N N 74 # 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 3PI SMILES ACDLabs 10.04 "O=P(OC1C(O)C(OP(=O)(O)O)C(O)C(OP(=O)(O)OCC(OC(=O)CCC)COC(O)CCC)C1O)(O)O" 3PI SMILES_CANONICAL CACTVS 3.341 "CCC[C@H](O)OC[C@H](CO[P@@](O)(=O)O[C@@H]1[C@H](O)[C@H](O[P](O)(O)=O)[C@@H](O)[C@H](O[P](O)(O)=O)[C@H]1O)OC(=O)CCC" 3PI SMILES CACTVS 3.341 "CCC[CH](O)OC[CH](CO[P](O)(=O)O[CH]1[CH](O)[CH](O[P](O)(O)=O)[CH](O)[CH](O[P](O)(O)=O)[CH]1O)OC(=O)CCC" 3PI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCC[C@H](O)OC[C@H](CO[P@](=O)(O)OC1[C@@H]([C@@H](C([C@@H]([C@H]1O)OP(=O)(O)O)O)OP(=O)(O)O)O)OC(=O)CCC" 3PI SMILES "OpenEye OEToolkits" 1.5.0 "CCCC(O)OCC(COP(=O)(O)OC1C(C(C(C(C1O)OP(=O)(O)O)O)OP(=O)(O)O)O)OC(=O)CCC" 3PI InChI InChI 1.03 "InChI=1S/C17H35O19P3/c1-3-5-10(18)31-7-9(33-11(19)6-4-2)8-32-39(29,30)36-17-13(21)15(34-37(23,24)25)12(20)16(14(17)22)35-38(26,27)28/h9-10,12-18,20-22H,3-8H2,1-2H3,(H,29,30)(H2,23,24,25)(H2,26,27,28)/t9-,10-,12-,13-,14-,15-,16+,17-/m1/s1" 3PI InChIKey InChI 1.03 SEWBGVDZVBOXHU-DSHZNZJQSA-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 3PI "SYSTEMATIC NAME" ACDLabs 10.04 "(1R)-2-{[(1R)-1-hydroxybutyl]oxy}-1-({[(S)-hydroxy{[(1S,2R,3R,4S,5S,6R)-2,4,6-trihydroxy-3,5-bis(phosphonooxy)cyclohexyl]oxy}phosphoryl]oxy}methyl)ethyl butanoate" 3PI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R)-1-[(1R)-1-hydroxybutoxy]-3-[hydroxy-[(2R,3R,5S,6R)-2,4,6-trihydroxy-3,5-diphosphonooxy-cyclohexyl]oxy-phosphoryl]oxy-propan-2-yl] butanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3PI "Create component" 2005-06-15 RCSB 3PI "Modify descriptor" 2011-06-04 RCSB #