data_NKO # _chem_comp.id NKO _chem_comp.name "(2R)-2-hydroxy-3-(phosphonooxy)propyl hexadecanoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H39 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "16:0 LPA; palmitoyl lysophosphatidic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-11-05 _chem_comp.pdbx_modified_date 2021-03-13 _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 410.483 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NKO _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 3NKO _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 NKO OAA OAA O 0 1 N N N 24.117 38.191 13.487 11.431 0.860 -0.530 OAA NKO 1 NKO OAB OAB O 0 1 N N N 26.108 38.229 15.079 10.467 -1.500 -1.172 OAB NKO 2 NKO PAC PAC P 0 1 N N N 24.578 37.700 14.907 10.345 -0.265 -0.147 PAC NKO 3 NKO OAD OAD O 0 1 N N N 24.463 36.255 15.045 10.594 -0.742 1.232 OAD NKO 4 NKO OAE OAE O 0 1 N N N 18.440 37.443 18.838 2.753 -1.168 0.529 OAE NKO 5 NKO OAF OAF O 0 1 N N N 23.808 38.336 16.162 8.866 0.364 -0.239 OAF NKO 6 NKO CAG CAG C 0 1 N N N 22.540 37.749 16.424 7.690 -0.354 0.143 CAG NKO 7 NKO CAH CAH C 0 1 N N R 22.287 37.808 17.925 6.461 0.532 -0.069 CAH NKO 8 NKO CAI CAI C 0 1 N N N 20.910 37.319 18.351 5.194 -0.275 0.220 CAI NKO 9 NKO OAJ OAJ O 0 1 N N N 20.143 38.265 17.626 4.026 0.528 -0.094 OAJ NKO 10 NKO CAK CAK C 0 1 N N N 18.842 38.239 17.985 2.825 -0.039 0.105 CAK NKO 11 NKO CAL CAL C 0 1 N N N 17.953 39.226 17.246 1.568 0.734 -0.198 CAL NKO 12 NKO CAM CAM C 0 1 N N N 16.606 38.600 16.999 0.347 -0.135 0.114 CAM NKO 13 NKO CAN CAN C 0 1 N N N 15.779 39.474 16.068 -0.929 0.650 -0.194 CAN NKO 14 NKO CAO CAO C 0 1 N N N 14.494 38.698 15.791 -2.149 -0.219 0.119 CAO NKO 15 NKO CAP CAP C 0 1 N N N 13.395 38.547 16.840 -3.426 0.566 -0.190 CAP NKO 16 NKO CAQ CAQ C 0 1 N N N 12.593 37.481 16.130 -4.647 -0.303 0.123 CAQ NKO 17 NKO CAR CAR C 0 1 N N N 12.369 37.828 14.670 -5.924 0.481 -0.186 CAR NKO 18 NKO CAS CAS C 0 1 N N N 11.700 36.598 14.081 -7.144 -0.387 0.127 CAS NKO 19 NKO CAT CAT C 0 1 N N N 11.624 36.644 12.565 -8.420 0.397 -0.182 CAT NKO 20 NKO CAU CAU C 0 1 N N N 11.016 35.330 12.110 -9.641 -0.471 0.131 CAU NKO 21 NKO CAV CAV C 0 1 N N N 11.089 35.119 10.591 -10.918 0.313 -0.177 CAV NKO 22 NKO CAW CAW C 0 1 N N N 10.418 36.085 9.621 -12.138 -0.555 0.135 CAW NKO 23 NKO CAX CAX C 0 1 N N N 10.753 35.493 8.240 -13.415 0.229 -0.173 CAX NKO 24 NKO CAY CAY C 0 1 N N N 10.167 36.237 7.036 -14.635 -0.640 0.139 CAY NKO 25 NKO CAZ CAZ C 0 1 N N N 8.638 36.273 7.042 -15.912 0.145 -0.169 CAZ NKO 26 NKO OBA OBA O 0 1 N N N 23.200 36.882 18.503 6.523 1.653 0.816 OBA NKO 27 NKO HAG HAG H 0 1 N N N 21.754 38.303 15.890 7.599 -1.253 -0.467 HAG NKO 28 NKO HAGA HAGA H 0 0 N N N 22.535 36.703 16.085 7.760 -0.633 1.194 HAGA NKO 29 NKO HAH HAH H 0 1 N N N 22.388 38.858 18.236 6.440 0.884 -1.100 HAH NKO 30 NKO HAI HAI H 0 1 N N N 20.705 36.276 18.069 5.190 -1.177 -0.392 HAI NKO 31 NKO HAIA HAIA H 0 0 N N N 20.745 37.357 19.438 5.172 -0.552 1.274 HAIA NKO 32 NKO HAL HAL H 0 1 N N N 17.829 40.135 17.854 1.538 1.635 0.414 HAL NKO 33 NKO HALA HALA H 0 0 N N N 18.417 39.489 16.284 1.557 1.010 -1.253 HALA NKO 34 NKO HAM HAM H 0 1 N N N 16.746 37.612 16.537 0.377 -1.036 -0.498 HAM NKO 35 NKO HAMA HAMA H 0 0 N N N 16.077 38.491 17.957 0.359 -0.411 1.169 HAMA NKO 36 NKO HAN HAN H 0 1 N N N 15.553 40.440 16.542 -0.959 1.551 0.418 HAN NKO 37 NKO HANA HANA H 0 0 N N N 16.324 39.668 15.132 -0.940 0.926 -1.248 HANA NKO 38 NKO HAO HAO H 0 1 N N N 14.020 39.210 14.941 -2.120 -1.120 -0.494 HAO NKO 39 NKO HAOA HAOA H 0 0 N N N 14.816 37.673 15.554 -2.138 -0.495 1.173 HAOA NKO 40 NKO HAP HAP H 0 1 N N N 13.766 38.237 17.828 -3.456 1.467 0.422 HAP NKO 41 NKO HAPA HAPA H 0 0 N N N 12.832 39.473 17.027 -3.437 0.842 -1.244 HAPA NKO 42 NKO HAQ HAQ H 0 1 N N N 13.141 36.529 16.187 -4.617 -1.204 -0.489 HAQ NKO 43 NKO HAQA HAQA H 0 0 N N N 11.615 37.386 16.625 -4.635 -0.579 1.177 HAQA NKO 44 NKO HAR HAR H 0 1 N N N 11.727 38.715 14.568 -5.953 1.383 0.426 HAR NKO 45 NKO HARA HARA H 0 0 N N N 13.321 38.042 14.163 -5.935 0.758 -1.240 HARA NKO 46 NKO HAS HAS H 0 1 N N N 12.282 35.712 14.373 -7.114 -1.289 -0.485 HAS NKO 47 NKO HASA HASA H 0 0 N N N 10.676 36.535 14.479 -7.133 -0.663 1.181 HASA NKO 48 NKO HAT HAT H 0 1 N N N 10.997 37.487 12.240 -8.450 1.299 0.430 HAT NKO 49 NKO HATA HATA H 0 0 N N N 12.629 36.768 12.136 -8.432 0.674 -1.236 HATA NKO 50 NKO HAU HAU H 0 1 N N N 11.565 34.511 12.597 -9.611 -1.373 -0.481 HAU NKO 51 NKO HAUA HAUA H 0 0 N N N 9.957 35.320 12.408 -9.630 -0.747 1.185 HAUA NKO 52 NKO HAV HAV H 0 1 N N N 12.160 35.141 10.339 -10.947 1.215 0.435 HAV NKO 53 NKO HAVA HAVA H 0 0 N N N 10.624 34.140 10.404 -10.929 0.589 -1.232 HAVA NKO 54 NKO HAW HAW H 0 1 N N N 9.332 36.135 9.787 -12.108 -1.457 -0.477 HAW NKO 55 NKO HAWA HAWA H 0 0 N N N 10.813 37.106 9.730 -12.127 -0.831 1.189 HAWA NKO 56 NKO HAX HAX H 0 1 N N N 11.848 35.505 8.133 -13.444 1.131 0.439 HAX NKO 57 NKO HAXA HAXA H 0 0 N N N 10.358 34.467 8.217 -13.426 0.505 -1.228 HAXA NKO 58 NKO HAY HAY H 0 1 N N N 10.537 37.273 7.056 -14.606 -1.541 -0.473 HAY NKO 59 NKO HAYA HAYA H 0 0 N N N 10.497 35.726 6.120 -14.624 -0.916 1.194 HAYA NKO 60 NKO HAZ HAZ H 0 1 N N N 8.280 36.818 6.156 -15.923 0.421 -1.224 HAZ NKO 61 NKO HAZA HAZA H 0 0 N N N 8.247 35.245 7.022 -16.781 -0.474 0.053 HAZA NKO 62 NKO HAZB HAZB H 0 0 N N N 8.287 36.781 7.952 -15.941 1.046 0.443 HAZB NKO 63 NKO HOBA HOBA H 0 0 N N N 23.089 36.874 19.446 6.545 1.414 1.752 HOBA NKO 64 NKO HOAA HOAA H 0 0 N N N 23.842 37.445 12.967 12.347 0.550 -0.496 HOAA NKO 65 NKO HOAB HOAB H 0 0 N N N 26.682 37.490 15.244 10.316 -1.261 -2.097 HOAB NKO 66 # # 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 NKO OAA PAC SING N N 1 NKO OAB PAC SING N N 2 NKO PAC OAD DOUB N N 3 NKO PAC OAF SING N N 4 NKO OAE CAK DOUB N N 5 NKO OAF CAG SING N N 6 NKO CAG CAH SING N N 7 NKO CAH CAI SING N N 8 NKO CAH OBA SING N N 9 NKO CAI OAJ SING N N 10 NKO OAJ CAK SING N N 11 NKO CAK CAL SING N N 12 NKO CAL CAM SING N N 13 NKO CAM CAN SING N N 14 NKO CAN CAO SING N N 15 NKO CAO CAP SING N N 16 NKO CAP CAQ SING N N 17 NKO CAQ CAR SING N N 18 NKO CAR CAS SING N N 19 NKO CAS CAT SING N N 20 NKO CAT CAU SING N N 21 NKO CAU CAV SING N N 22 NKO CAV CAW SING N N 23 NKO CAW CAX SING N N 24 NKO CAX CAY SING N N 25 NKO CAY CAZ SING N N 26 NKO CAG HAG SING N N 27 NKO CAG HAGA SING N N 28 NKO CAH HAH SING N N 29 NKO CAI HAI SING N N 30 NKO CAI HAIA SING N N 31 NKO CAL HAL SING N N 32 NKO CAL HALA SING N N 33 NKO CAM HAM SING N N 34 NKO CAM HAMA SING N N 35 NKO CAN HAN SING N N 36 NKO CAN HANA SING N N 37 NKO CAO HAO SING N N 38 NKO CAO HAOA SING N N 39 NKO CAP HAP SING N N 40 NKO CAP HAPA SING N N 41 NKO CAQ HAQ SING N N 42 NKO CAQ HAQA SING N N 43 NKO CAR HAR SING N N 44 NKO CAR HARA SING N N 45 NKO CAS HAS SING N N 46 NKO CAS HASA SING N N 47 NKO CAT HAT SING N N 48 NKO CAT HATA SING N N 49 NKO CAU HAU SING N N 50 NKO CAU HAUA SING N N 51 NKO CAV HAV SING N N 52 NKO CAV HAVA SING N N 53 NKO CAW HAW SING N N 54 NKO CAW HAWA SING N N 55 NKO CAX HAX SING N N 56 NKO CAX HAXA SING N N 57 NKO CAY HAY SING N N 58 NKO CAY HAYA SING N N 59 NKO CAZ HAZ SING N N 60 NKO CAZ HAZA SING N N 61 NKO CAZ HAZB SING N N 62 NKO OBA HOBA SING N N 63 NKO OAA HOAA SING N N 64 NKO OAB HOAB SING N N 65 # # 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 NKO SMILES ACDLabs 12.01 "O=P(OCC(O)COC(=O)CCCCCCCCCCCCCCC)(O)O" NKO SMILES_CANONICAL CACTVS 3.370 "CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)CO[P](O)(O)=O" NKO SMILES CACTVS 3.370 "CCCCCCCCCCCCCCCC(=O)OC[CH](O)CO[P](O)(O)=O" NKO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O)O" NKO SMILES "OpenEye OEToolkits" 1.7.0 "CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)O)O" NKO InChI InChI 1.03 "InChI=1S/C19H39O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(21)25-16-18(20)17-26-27(22,23)24/h18,20H,2-17H2,1H3,(H2,22,23,24)/t18-/m1/s1" NKO InChIKey InChI 1.03 YNDYKPRNFWPPFU-GOSISDBHSA-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 NKO "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-hydroxy-3-(phosphonooxy)propyl hexadecanoate" NKO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(2R)-2-hydroxy-3-phosphonooxy-propyl] hexadecanoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NKO "Create component" 2010-11-05 PDBJ NKO "Modify descriptor" 2011-06-04 RCSB NKO "Modify synonyms" 2021-03-13 RCSB # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 NKO "16:0 LPA" PDB ? 2 NKO "palmitoyl lysophosphatidic acid" PDB ? ##