data_P3B # _chem_comp.id P3B _chem_comp.name "(3E,4R,5R)-4,5-dihydroxy-3-{[(Z)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4(1H)-ylidene}methyl]imino}cyclohex-1-ene-1-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H19 N2 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-15 _chem_comp.pdbx_modified_date 2015-10-09 _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 402.293 _chem_comp.one_letter_code ? _chem_comp.three_letter_code P3B _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 4ZM4 _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 P3B OAH O1 O 0 1 N N N 25.564 -16.070 -48.939 -6.004 -1.948 0.384 OAH P3B 1 P3B PBA P1 P 0 1 N N N 26.516 -16.776 -49.992 -4.415 -2.055 0.146 PBA P3B 2 P3B OAI O2 O 0 1 N N N 25.563 -17.394 -50.970 -3.800 -2.820 1.253 OAI P3B 3 P3B OAC O3 O 0 1 N N N 27.417 -17.840 -49.387 -4.131 -2.807 -1.249 OAC P3B 4 P3B OAQ O4 O 0 1 N N N 27.309 -15.462 -50.657 -3.780 -0.576 0.097 OAQ P3B 5 P3B CAM C1 C 0 1 N N N 26.635 -14.194 -50.944 -2.374 -0.336 0.001 CAM P3B 6 P3B CAV C2 C 0 1 N N N 27.334 -13.597 -51.964 -2.119 1.149 -0.022 CAV P3B 7 P3B CAL C3 C 0 1 N N N 28.188 -12.558 -51.622 -3.151 2.021 0.043 CAL P3B 8 P3B NAP N1 N 0 1 N N N 28.942 -11.968 -52.628 -2.933 3.359 0.022 NAP P3B 9 P3B CAU C4 C 0 1 N N N 28.863 -12.406 -53.930 -1.678 3.871 -0.064 CAU P3B 10 P3B CAA C5 C 0 1 N N N 29.585 -11.799 -54.923 -1.481 5.365 -0.085 CAA P3B 11 P3B CAW C6 C 0 1 N N N 28.021 -13.373 -54.260 -0.599 3.049 -0.133 CAW P3B 12 P3B OAE O5 O 0 1 N N N 27.989 -13.754 -55.557 0.656 3.565 -0.220 OAE P3B 13 P3B CAX C7 C 0 1 N N N 27.245 -14.042 -53.312 -0.797 1.645 -0.107 CAX P3B 14 P3B CAJ C8 C 0 1 N N N 26.336 -15.085 -53.709 0.300 0.761 -0.176 CAJ P3B 15 P3B NAO N2 N 0 1 N N N 26.078 -15.355 -55.033 1.526 1.238 -0.266 NAO P3B 16 P3B CAT C9 C 0 1 N N N 25.129 -16.263 -55.426 2.566 0.411 -0.229 CAT P3B 17 P3B CAK C10 C 0 1 N N N 24.182 -16.898 -54.575 2.351 -0.957 -0.220 CAK P3B 18 P3B CAS C11 C 0 1 N N N 23.180 -17.754 -55.019 3.405 -1.852 -0.182 CAS P3B 19 P3B CAR C12 C 0 1 N N N 22.303 -18.406 -54.132 3.144 -3.225 -0.172 CAR P3B 20 P3B OAD O6 O 0 1 N N N 21.477 -19.250 -54.515 1.993 -3.627 -0.198 OAD P3B 21 P3B OAB O7 O 0 1 N N N 22.243 -18.129 -52.959 4.168 -4.107 -0.135 OAB P3B 22 P3B CAN C13 C 0 1 N N N 23.174 -18.226 -56.273 4.829 -1.364 -0.150 CAN P3B 23 P3B CAY C14 C 0 1 N N R 24.231 -17.725 -57.270 4.883 -0.001 0.545 CAY P3B 24 P3B OAF O8 O 0 1 N N N 23.464 -17.565 -58.479 6.224 0.493 0.518 OAF P3B 25 P3B CAZ C15 C 0 1 N N R 25.026 -16.422 -56.852 3.963 0.972 -0.205 CAZ P3B 26 P3B OAG O9 O 0 1 N N N 26.305 -16.176 -57.544 3.954 2.233 0.467 OAG P3B 27 P3B H1 H1 H 0 1 N N N 24.658 -16.212 -49.186 -6.454 -2.803 0.425 H1 P3B 28 P3B H2 H2 H 0 1 N N N 27.195 -18.689 -49.752 -4.506 -2.361 -2.020 H2 P3B 29 P3B H3 H3 H 0 1 N N N 26.643 -13.550 -50.052 -1.871 -0.778 0.862 H3 P3B 30 P3B H4 H4 H 0 1 N N N 25.596 -14.379 -51.254 -1.990 -0.785 -0.914 H4 P3B 31 P3B H5 H5 H 0 1 N N N 28.264 -12.217 -50.600 -4.162 1.647 0.113 H5 P3B 32 P3B H6 H6 H 0 1 N N N 30.232 -11.024 -54.486 -2.450 5.860 -0.022 H6 P3B 33 P3B H7 H7 H 0 1 N N N 30.206 -12.549 -55.435 -0.865 5.662 0.764 H7 P3B 34 P3B H8 H8 H 0 1 N N N 28.897 -11.337 -55.646 -0.985 5.653 -1.012 H8 P3B 35 P3B H9 H9 H 0 1 N N N 27.351 -14.449 -55.668 0.684 4.531 -0.227 H9 P3B 36 P3B H10 H10 H 0 1 N N N 25.843 -15.671 -52.947 0.137 -0.306 -0.156 H10 P3B 37 P3B H11 H11 H 0 1 N N N 24.245 -16.702 -53.515 1.339 -1.333 -0.244 H11 P3B 38 P3B H12 H12 H 0 1 N N N 21.549 -18.632 -52.549 3.889 -5.033 -0.131 H12 P3B 39 P3B H13 H13 H 0 1 N N N 22.190 -17.986 -56.701 5.445 -2.077 0.399 H13 P3B 40 P3B H14 H14 H 0 1 N N N 24.969 -18.528 -57.414 4.548 -0.097 1.577 H14 P3B 41 P3B H15 H15 H 0 1 N N N 23.012 -18.376 -58.677 6.860 -0.075 0.975 H15 P3B 42 P3B H16 H16 H 0 1 N N N 24.370 -15.603 -57.182 4.326 1.104 -1.224 H16 P3B 43 P3B H17 H17 H 0 1 N N N 26.693 -15.373 -57.217 3.392 2.899 0.047 H17 P3B 44 P3B H18 H18 H 0 1 N N N 29.554 -11.210 -52.402 -3.690 3.964 0.070 H18 P3B 45 P3B H19 H19 H 0 1 N N N 23.289 -19.318 -56.205 5.204 -1.269 -1.169 H19 P3B 46 # 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 P3B OAF CAY SING N N 1 P3B OAG CAZ SING N N 2 P3B CAY CAZ SING N N 3 P3B CAY CAN SING N N 4 P3B CAZ CAT SING N N 5 P3B CAN CAS SING N N 6 P3B OAE CAW SING N N 7 P3B CAT NAO DOUB N N 8 P3B CAT CAK SING N N 9 P3B NAO CAJ SING N N 10 P3B CAS CAK DOUB N N 11 P3B CAS CAR SING N N 12 P3B CAA CAU SING N N 13 P3B OAD CAR DOUB N N 14 P3B CAW CAU DOUB N N 15 P3B CAW CAX SING N N 16 P3B CAR OAB SING N N 17 P3B CAU NAP SING N N 18 P3B CAJ CAX DOUB N Z 19 P3B CAX CAV SING N N 20 P3B NAP CAL SING N N 21 P3B CAV CAL DOUB N N 22 P3B CAV CAM SING N N 23 P3B OAI PBA DOUB N N 24 P3B CAM OAQ SING N N 25 P3B OAQ PBA SING N N 26 P3B PBA OAC SING N N 27 P3B PBA OAH SING N N 28 P3B OAH H1 SING N N 29 P3B OAC H2 SING N N 30 P3B CAM H3 SING N N 31 P3B CAM H4 SING N N 32 P3B CAL H5 SING N N 33 P3B CAA H6 SING N N 34 P3B CAA H7 SING N N 35 P3B CAA H8 SING N N 36 P3B OAE H9 SING N N 37 P3B CAJ H10 SING N N 38 P3B CAK H11 SING N N 39 P3B OAB H12 SING N N 40 P3B CAN H13 SING N N 41 P3B CAY H14 SING N N 42 P3B OAF H15 SING N N 43 P3B CAZ H16 SING N N 44 P3B OAG H17 SING N N 45 P3B NAP H18 SING N N 46 P3B CAN H19 SING N N 47 # 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 P3B SMILES ACDLabs 12.01 "OP(O)(=O)OCC1=CNC(C)=C(C1=[C@H]\N=C2/C=C(C(O)=O)CC(C2O)O)O" P3B InChI InChI 1.03 "InChI=1S/C15H19N2O9P/c1-7-13(19)10(9(4-16-7)6-26-27(23,24)25)5-17-11-2-8(15(21)22)3-12(18)14(11)20/h2,4-5,12,14,16,18-20H,3,6H2,1H3,(H,21,22)(H2,23,24,25)/b10-5-,17-11+/t12-,14-/m1/s1" P3B InChIKey InChI 1.03 KOPNIGHVUGDBMS-FEZKIMOASA-N P3B SMILES_CANONICAL CACTVS 3.385 "CC1=C(O)C(=C/N=C2C=C(C[C@@H](O)[C@@H]2O)C(O)=O)\C(=CN1)CO[P](O)(O)=O" P3B SMILES CACTVS 3.385 "CC1=C(O)C(=CN=C2C=C(C[CH](O)[CH]2O)C(O)=O)C(=CN1)CO[P](O)(O)=O" P3B SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC1=C(/C(=C\N=C\2/C=C(C[C@H]([C@@H]2O)O)C(=O)O)/C(=CN1)COP(=O)(O)O)O" P3B SMILES "OpenEye OEToolkits" 1.9.2 "CC1=C(C(=CN=C2C=C(CC(C2O)O)C(=O)O)C(=CN1)COP(=O)(O)O)O" # 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 P3B "SYSTEMATIC NAME" ACDLabs 12.01 "(3E,4R,5R)-4,5-dihydroxy-3-{[(Z)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4(1H)-ylidene}methyl]imino}cyclohex-1-ene-1-carboxylic acid" P3B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(3E,4R,5R)-3-[(Z)-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)-1H-pyridin-4-ylidene]methyl]imino-4,5-bis(oxidanyl)cyclohexene-1-carboxylic 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 P3B "Create component" 2015-05-15 PDBJ P3B "Initial release" 2015-10-14 RCSB #