data_NKP # _chem_comp.id NKP _chem_comp.name "(2R)-2-hydroxy-3-(phosphonooxy)propyl (9E)-octadec-9-enoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H41 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "18:1 LPA; oleoyl 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 436.520 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NKP _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 3NKP _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 NKP OAA OAA O 0 1 N N N 25.853 37.533 15.236 12.029 0.544 -0.576 OAA NKP 1 NKP OAB OAB O 0 1 N N N 23.526 36.436 14.920 10.981 0.981 1.796 OAB NKP 2 NKP PAC PAC P 0 1 N N N 24.356 37.787 14.765 10.774 1.176 0.211 PAC NKP 3 NKP OAD OAD O 0 1 N N N 24.166 38.342 13.397 10.673 2.619 -0.099 OAD NKP 4 NKP OAE OAE O 0 1 N N N 18.411 38.281 18.470 3.160 0.402 0.792 OAE NKP 5 NKP OAF OAF O 0 1 N N N 23.870 38.822 15.917 9.422 0.432 -0.249 OAF NKP 6 NKP CAG CAG C 0 1 N N N 22.614 38.897 16.568 8.124 0.834 0.192 CAG NKP 7 NKP CAH CAH C 0 1 N N R 22.078 37.696 17.377 7.068 -0.080 -0.431 CAH NKP 8 NKP CAI CAI C 0 1 N N N 20.759 38.127 17.975 5.691 0.270 0.136 CAI NKP 9 NKP OAJ OAJ O 0 1 N N N 19.948 38.696 16.937 4.707 -0.674 -0.364 OAJ NKP 10 NKP CAK CAK C 0 1 N N N 18.718 38.893 17.454 3.439 -0.504 0.043 CAK NKP 11 NKP CAL CAL C 0 1 N N N 17.648 39.498 16.590 2.362 -1.445 -0.435 CAL NKP 12 NKP CAM CAM C 0 1 N N N 16.316 38.837 16.824 1.020 -1.033 0.171 CAM NKP 13 NKP CAN CAN C 0 1 N N N 15.331 39.569 15.945 -0.073 -1.988 -0.314 CAN NKP 14 NKP CAO CAO C 0 1 N N N 13.910 39.059 16.061 -1.416 -1.577 0.293 CAO NKP 15 NKP CAP CAP C 0 1 N N N 13.376 39.089 17.475 -2.509 -2.531 -0.192 CAP NKP 16 NKP CAQ CAQ C 0 1 N N N 11.907 38.727 17.662 -3.852 -2.120 0.414 CAQ NKP 17 NKP CAR CAR C 0 1 N N N 11.266 37.364 17.215 -4.944 -3.075 -0.071 CAR NKP 18 NKP CAS CAS C 0 1 N N N 11.351 37.027 15.877 -6.267 -2.670 0.527 CAS NKP 19 NKP CAT CAT C 0 1 N N N 11.916 37.897 14.998 -7.293 -2.432 -0.253 CAT NKP 20 NKP CAU CAU C 0 1 N N N 12.087 37.711 13.571 -8.616 -2.027 0.345 CAU NKP 21 NKP CAV CAV C 0 1 N N N 11.304 36.582 12.929 -9.076 -0.709 -0.281 CAV NKP 22 NKP CAW CAW C 0 1 N N N 11.732 36.596 11.463 -10.419 -0.298 0.326 CAW NKP 23 NKP CAX CAX C 0 1 N N N 11.007 35.648 10.527 -10.879 1.020 -0.300 CAX NKP 24 NKP CAY CAY C 0 1 N N N 11.639 35.824 9.180 -12.222 1.431 0.307 CAY NKP 25 NKP CAZ CAZ C 0 1 N N N 10.904 35.312 7.974 -12.682 2.750 -0.319 CAZ NKP 26 NKP CBA CBA C 0 1 N N N 9.685 36.185 8.166 -14.025 3.161 0.287 CBA NKP 27 NKP CBB CBB C 0 1 N N N 8.848 36.367 6.894 -14.486 4.479 -0.338 CBB NKP 28 NKP OBC OBC O 0 1 N N N 21.905 36.418 16.771 7.058 0.100 -1.849 OBC NKP 29 NKP HAG HAG H 0 1 N N N 22.692 39.731 17.281 8.071 0.763 1.278 HAG NKP 30 NKP HAGA HAGA H 0 0 N N N 21.874 39.083 15.776 7.939 1.864 -0.114 HAGA NKP 31 NKP HAH HAH H 0 1 N N N 22.899 37.485 18.079 7.303 -1.119 -0.199 HAH NKP 32 NKP HAI HAI H 0 1 N N N 20.247 37.257 18.412 5.723 0.218 1.225 HAI NKP 33 NKP HAIA HAIA H 0 0 N N N 20.935 38.876 18.762 5.417 1.279 -0.172 HAIA NKP 34 NKP HAL HAL H 0 1 N N N 17.561 40.568 16.829 2.298 -1.401 -1.523 HAL NKP 35 NKP HALA HALA H 0 0 N N N 17.928 39.369 15.534 2.605 -2.461 -0.126 HALA NKP 36 NKP HAM HAM H 0 1 N N N 16.359 37.771 16.556 1.084 -1.077 1.259 HAM NKP 37 NKP HAMA HAMA H 0 0 N N N 16.025 38.914 17.882 0.777 -0.017 -0.138 HAMA NKP 38 NKP HAN HAN H 0 1 N N N 15.337 40.630 16.237 -0.137 -1.944 -1.401 HAN NKP 39 NKP HANA HANA H 0 0 N N N 15.652 39.448 14.900 0.169 -3.005 -0.005 HANA NKP 40 NKP HAO HAO H 0 1 N N N 13.265 39.695 15.437 -1.352 -1.620 1.380 HAO NKP 41 NKP HAOA HAOA H 0 0 N N N 13.889 38.017 15.708 -1.658 -0.560 -0.016 HAOA NKP 42 NKP HAP HAP H 0 1 N N N 13.964 38.366 18.059 -2.573 -2.488 -1.280 HAP NKP 43 NKP HAPA HAPA H 0 0 N N N 13.506 40.115 17.848 -2.267 -3.548 0.117 HAPA NKP 44 NKP HAQ HAQ H 0 1 N N N 11.743 38.771 18.749 -3.788 -2.164 1.502 HAQ NKP 45 NKP HAQA HAQA H 0 0 N N N 11.355 39.495 17.100 -4.094 -1.103 0.105 HAQA NKP 46 NKP HAR HAR H 0 1 N N N 11.779 36.570 17.778 -5.009 -3.031 -1.158 HAR NKP 47 NKP HARA HARA H 0 0 N N N 10.196 37.418 17.463 -4.702 -4.091 0.238 HARA NKP 48 NKP HAS HAS H 0 1 N N N 10.970 36.077 15.532 -6.370 -2.575 1.598 HAS NKP 49 NKP HAT HAT H 0 1 N N N 12.277 38.829 15.408 -7.191 -2.527 -1.324 HAT NKP 50 NKP HAU HAU H 0 1 N N N 11.768 38.644 13.083 -9.357 -2.802 0.147 HAU NKP 51 NKP HAUA HAUA H 0 0 N N N 13.153 37.504 13.398 -8.504 -1.899 1.422 HAUA NKP 52 NKP HAV HAV H 0 1 N N N 11.542 35.617 13.401 -8.335 0.065 -0.083 HAV NKP 53 NKP HAVA HAVA H 0 0 N N N 10.221 36.747 13.026 -9.188 -0.838 -1.357 HAVA NKP 54 NKP HAW HAW H 0 1 N N N 11.561 37.615 11.086 -11.160 -1.072 0.128 HAW NKP 55 NKP HAWA HAWA H 0 0 N N N 12.798 36.325 11.435 -10.307 -0.169 1.403 HAWA NKP 56 NKP HAX HAX H 0 1 N N N 11.114 34.609 10.871 -10.138 1.795 -0.102 HAX NKP 57 NKP HAXA HAXA H 0 0 N N N 9.935 35.891 10.485 -10.991 0.891 -1.377 HAXA NKP 58 NKP HAY HAY H 0 1 N N N 11.769 36.906 9.033 -12.963 0.657 0.108 HAY NKP 59 NKP HAYA HAYA H 0 0 N N N 12.601 35.291 9.212 -12.110 1.560 1.383 HAYA NKP 60 NKP HAZ HAZ H 0 1 N N N 11.430 35.468 7.021 -11.942 3.524 -0.121 HAZ NKP 61 NKP HAZA HAZA H 0 0 N N N 10.697 34.232 7.992 -12.794 2.621 -1.396 HAZA NKP 62 NKP HBA HBA H 0 1 N N N 9.047 35.717 8.930 -14.766 2.386 0.089 HBA NKP 63 NKP HBAA HBAA H 0 0 N N N 10.025 37.178 8.495 -13.913 3.289 1.364 HBAA NKP 64 NKP HBB HBB H 0 1 N N N 7.983 37.011 7.112 -15.442 4.772 0.094 HBB NKP 65 NKP HBBA HBBA H 0 0 N N N 9.465 36.835 6.113 -13.745 5.253 -0.140 HBBA NKP 66 NKP HBBB HBBB H 0 0 N N N 8.495 35.386 6.544 -14.597 4.350 -1.415 HBBB NKP 67 NKP HOBC HOBC H 0 0 N N N 21.569 35.805 17.414 6.855 1.003 -2.129 HOBC NKP 68 NKP HOAA HOAA H 0 0 N N N 26.451 37.784 14.542 12.878 0.945 -0.348 HOAA NKP 69 NKP HOAB HOAB H 0 0 N N N 23.071 36.248 14.107 11.056 0.057 2.072 HOAB NKP 70 # # 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 NKP OAA PAC SING N N 1 NKP OAB PAC SING N N 2 NKP PAC OAD DOUB N N 3 NKP PAC OAF SING N N 4 NKP OAE CAK DOUB N N 5 NKP OAF CAG SING N N 6 NKP CAG CAH SING N N 7 NKP CAH CAI SING N N 8 NKP CAH OBC SING N N 9 NKP CAI OAJ SING N N 10 NKP OAJ CAK SING N N 11 NKP CAK CAL SING N N 12 NKP CAL CAM SING N N 13 NKP CAM CAN SING N N 14 NKP CAN CAO SING N N 15 NKP CAO CAP SING N N 16 NKP CAP CAQ SING N N 17 NKP CAQ CAR SING N N 18 NKP CAR CAS SING N N 19 NKP CAS CAT DOUB N N 20 NKP CAT CAU SING N N 21 NKP CAU CAV SING N N 22 NKP CAV CAW SING N N 23 NKP CAW CAX SING N N 24 NKP CAX CAY SING N N 25 NKP CAY CAZ SING N N 26 NKP CAZ CBA SING N N 27 NKP CBA CBB SING N N 28 NKP CAG HAG SING N N 29 NKP CAG HAGA SING N N 30 NKP CAH HAH SING N N 31 NKP CAI HAI SING N N 32 NKP CAI HAIA SING N N 33 NKP CAL HAL SING N N 34 NKP CAL HALA SING N N 35 NKP CAM HAM SING N N 36 NKP CAM HAMA SING N N 37 NKP CAN HAN SING N N 38 NKP CAN HANA SING N N 39 NKP CAO HAO SING N N 40 NKP CAO HAOA SING N E 41 NKP CAP HAP SING N N 42 NKP CAP HAPA SING N N 43 NKP CAQ HAQ SING N N 44 NKP CAQ HAQA SING N N 45 NKP CAR HAR SING N N 46 NKP CAR HARA SING N N 47 NKP CAS HAS SING N N 48 NKP CAT HAT SING N N 49 NKP CAU HAU SING N N 50 NKP CAU HAUA SING N N 51 NKP CAV HAV SING N N 52 NKP CAV HAVA SING N N 53 NKP CAW HAW SING N N 54 NKP CAW HAWA SING N N 55 NKP CAX HAX SING N N 56 NKP CAX HAXA SING N N 57 NKP CAY HAY SING N N 58 NKP CAY HAYA SING N N 59 NKP CAZ HAZ SING N N 60 NKP CAZ HAZA SING N N 61 NKP CBA HBA SING N N 62 NKP CBA HBAA SING N N 63 NKP CBB HBB SING N N 64 NKP CBB HBBA SING N N 65 NKP CBB HBBB SING N N 66 NKP OBC HOBC SING N N 67 NKP OAA HOAA SING N N 68 NKP OAB HOAB SING N N 69 # # 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 NKP SMILES ACDLabs 12.01 "O=P(OCC(O)COC(=O)CCCCCCC/C=C/CCCCCCCC)(O)O" NKP SMILES_CANONICAL CACTVS 3.370 "CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@@H](O)CO[P](O)(O)=O" NKP SMILES CACTVS 3.370 "CCCCCCCCC=CCCCCCCCC(=O)OC[CH](O)CO[P](O)(O)=O" NKP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@H](COP(=O)(O)O)O" NKP SMILES "OpenEye OEToolkits" 1.7.0 "CCCCCCCCC=CCCCCCCCC(=O)OCC(COP(=O)(O)O)O" NKP InChI InChI 1.03 "InChI=1S/C21H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h9-10,20,22H,2-8,11-19H2,1H3,(H2,24,25,26)/b10-9+/t20-/m1/s1" NKP InChIKey InChI 1.03 WRGQSWVCFNIUNZ-SQUSKLHYSA-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 NKP "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-hydroxy-3-(phosphonooxy)propyl (9E)-octadec-9-enoate" NKP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(2R)-2-hydroxy-3-phosphonooxy-propyl] (E)-octadec-9-enoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NKP "Create component" 2010-11-05 PDBJ NKP "Modify descriptor" 2011-06-04 RCSB NKP "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 NKP "18:1 LPA" PDB ? 2 NKP "oleoyl lysophosphatidic acid" PDB ? ##