data_P61 # _chem_comp.id P61 _chem_comp.name "(2E)-3-(3-fluoro-4-hydroxyphenyl)-2-{[(Z)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4(1H)-ylidene}methyl]imino}propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H18 F N2 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-03-17 _chem_comp.pdbx_modified_date 2011-09-09 _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 428.306 _chem_comp.one_letter_code ? _chem_comp.three_letter_code P61 _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 2YCN _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 P61 C C C 0 1 N N N 20.542 52.961 6.771 3.710 1.929 1.284 C P61 1 P61 F F F 0 1 N N N 23.633 52.960 2.530 1.253 -3.120 -1.968 F P61 2 P61 N N N 0 1 N N N 21.728 54.383 8.364 1.491 1.797 0.497 N P61 3 P61 O O O 0 1 N N N 20.642 51.977 7.563 3.843 3.169 0.761 O P61 4 P61 P P P 0 1 N N N 22.539 59.628 9.206 -4.136 -2.023 0.714 P P61 5 P61 N1 N1 N 0 1 N N N 24.476 54.934 12.649 -2.953 3.108 -1.233 N1 P61 6 P61 C2 C2 C 0 1 N N N 23.743 53.901 12.202 -1.755 3.748 -1.204 C2 P61 7 P61 C3 C3 C 0 1 N N N 23.000 54.007 10.909 -0.665 3.150 -0.657 C3 P61 8 P61 O3 O3 O 0 1 N N N 22.298 52.966 10.457 0.532 3.794 -0.629 O3 P61 9 P61 C4 C4 C 0 1 N N N 23.127 55.256 10.128 -0.791 1.845 -0.116 C4 P61 10 P61 C5 C5 C 0 1 N N N 23.963 56.324 10.739 -2.054 1.211 -0.166 C5 P61 11 P61 C6 C6 C 0 1 N N N 24.588 56.108 11.979 -3.102 1.862 -0.719 C6 P61 12 P61 CA CA C 0 1 N N N 21.198 54.229 7.130 2.506 1.237 1.144 CA P61 13 P61 CB CB C 0 1 N N N 21.289 55.354 6.124 2.357 -0.144 1.727 CB P61 14 P61 CG CG C 0 1 Y N N 22.518 55.157 5.270 2.757 -1.169 0.697 CG P61 15 P61 OH OH O 0 1 N N N 25.797 54.527 2.797 3.858 -3.978 -2.120 OH P61 16 P61 CZ CZ C 0 1 Y N N 24.730 54.763 3.622 3.495 -3.053 -1.192 CZ P61 17 P61 O1P O1P O 0 1 N N N 23.765 60.461 8.970 -5.727 -2.097 0.482 O1P P61 18 P61 C2A C2A C 0 1 N N N 23.638 52.626 13.003 -1.635 5.134 -1.782 C2A P61 19 P61 O2P O2P O 0 1 N N N 22.188 58.841 7.963 -3.839 -2.201 2.153 O2P P61 20 P61 O3P O3P O 0 1 N N N 21.446 60.348 10.003 -3.415 -3.188 -0.131 O3P P61 21 P61 C4A C4A C 0 1 N N N 22.416 55.435 8.822 0.320 1.194 0.458 C4A P61 22 P61 O4P O4P O 0 1 N N N 22.927 58.434 10.252 -3.588 -0.590 0.227 O4P P61 23 P61 C5A C5A C 0 1 N N N 24.124 57.653 10.033 -2.231 -0.176 0.398 C5A P61 24 P61 CD1 CD1 C 0 1 Y N N 22.523 54.136 4.307 1.811 -1.680 -0.172 CD1 P61 25 P61 CD2 CD2 C 0 1 Y N N 23.617 55.992 5.396 4.071 -1.594 0.620 CD2 P61 26 P61 CE1 CE1 C 0 1 Y N N 23.628 53.944 3.482 2.177 -2.621 -1.118 CE1 P61 27 P61 CE2 CE2 C 0 1 Y N N 24.746 55.795 4.561 4.442 -2.534 -0.322 CE2 P61 28 P61 OXT OXT O 0 1 N N N 19.968 52.852 5.642 4.644 1.412 1.874 OXT P61 29 P61 HO HO H 0 1 N N N 20.236 51.213 7.172 4.712 3.567 0.909 HO P61 30 P61 HO3 HO3 H 0 1 N N N 21.889 53.194 9.631 0.513 4.677 -1.023 HO3 P61 31 P61 H6 H6 H 0 1 N N N 25.177 56.903 12.413 -4.069 1.382 -0.758 H6 P61 32 P61 HN HN H 0 1 N N N 24.962 54.833 13.517 -3.719 3.553 -1.628 HN P61 33 P61 HB HB H 0 1 N N N 20.393 55.351 5.486 2.998 -0.240 2.603 HB P61 34 P61 HBA HBA H 0 1 N N N 21.358 56.316 6.652 1.319 -0.307 2.017 HBA P61 35 P61 HOH HOH H 0 1 N N N 26.489 55.150 2.987 3.787 -4.892 -1.813 HOH P61 36 P61 HO1P HO1P H 0 0 N N N 24.075 60.325 8.082 -6.126 -2.935 0.754 HO1P P61 37 P61 H2A H2A H 0 1 N N N 22.997 51.909 12.469 -2.602 5.450 -2.172 H2A P61 38 P61 H2AA H2AA H 0 0 N N N 24.640 52.193 13.136 -1.314 5.826 -1.003 H2AA P61 39 P61 H2AB H2AB H 0 0 N N N 23.200 52.847 13.988 -0.902 5.129 -2.588 H2AB P61 40 P61 HO3P HO3P H 0 0 N N N 20.604 60.204 9.588 -3.568 -3.134 -1.085 HO3P P61 41 P61 H4A H4A H 0 1 N N N 22.457 56.367 8.277 0.212 0.200 0.867 H4A P61 42 P61 H5A H5A H 0 1 N N N 24.997 58.187 10.437 -1.572 -0.868 -0.126 H5A P61 43 P61 H5AA H5AA H 0 0 N N N 24.270 57.488 8.955 -1.983 -0.171 1.459 H5AA P61 44 P61 HD1 HD1 H 0 1 N N N 21.661 53.493 4.205 0.787 -1.343 -0.113 HD1 P61 45 P61 HD2 HD2 H 0 1 N N N 23.614 56.788 6.126 4.809 -1.190 1.298 HD2 P61 46 P61 HE2 HE2 H 0 1 N N N 25.610 56.437 4.651 5.467 -2.868 -0.378 HE2 P61 47 # 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 P61 OXT C DOUB N N 1 P61 C CA SING N N 2 P61 C O SING N N 3 P61 F CE1 SING N N 4 P61 CA N DOUB N N 5 P61 N C4A SING N N 6 P61 O HO SING N N 7 P61 O2P P DOUB N N 8 P61 O1P P SING N N 9 P61 P O3P SING N N 10 P61 P O4P SING N N 11 P61 C6 N1 SING N N 12 P61 C2 N1 SING N N 13 P61 C3 C2 DOUB N N 14 P61 C2 C2A SING N N 15 P61 C4 C3 SING N N 16 P61 O3 C3 SING N N 17 P61 O3 HO3 SING N N 18 P61 C4A C4 DOUB N N 19 P61 C4 C5 SING N N 20 P61 C5A C5 SING N N 21 P61 C5 C6 DOUB N N 22 P61 C6 H6 SING N N 23 P61 CB CA SING N N 24 P61 CG CB SING N N 25 P61 CB HB SING N N 26 P61 CB HBA SING N N 27 P61 CD1 CG DOUB Y N 28 P61 CG CD2 SING Y N 29 P61 OH CZ SING N N 30 P61 OH HOH SING N N 31 P61 CE1 CZ DOUB Y N 32 P61 CZ CE2 SING Y N 33 P61 O1P HO1P SING N N 34 P61 C2A H2A SING N Z 35 P61 C2A H2AA SING N N 36 P61 C2A H2AB SING N N 37 P61 O3P HO3P SING N N 38 P61 C4A H4A SING N N 39 P61 C5A O4P SING N N 40 P61 C5A H5A SING N N 41 P61 C5A H5AA SING N N 42 P61 CE1 CD1 SING Y N 43 P61 CD1 HD1 SING N N 44 P61 CE2 CD2 DOUB Y N 45 P61 CD2 HD2 SING N N 46 P61 CE2 HE2 SING N N 47 P61 N1 HN SING N N 48 # 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 P61 SMILES ACDLabs 12.01 "Fc1c(O)ccc(c1)CC(=N/C=C2\C(O)=C(NC=C2COP(=O)(O)O)C)\C(=O)O" P61 SMILES_CANONICAL CACTVS 3.370 "CC1=C(O)\C(=C/N=C(Cc2ccc(O)c(F)c2)C(O)=O)C(=CN1)CO[P](O)(O)=O" P61 SMILES CACTVS 3.370 "CC1=C(O)C(=CN=C(Cc2ccc(O)c(F)c2)C(O)=O)C(=CN1)CO[P](O)(O)=O" P61 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC1=C(/C(=C\N=C(/Cc2ccc(c(c2)F)O)\C(=O)O)/C(=CN1)COP(=O)(O)O)O" P61 SMILES "OpenEye OEToolkits" 1.7.0 "CC1=C(C(=CN=C(Cc2ccc(c(c2)F)O)C(=O)O)C(=CN1)COP(=O)(O)O)O" P61 InChI InChI 1.03 "InChI=1S/C17H18FN2O8P/c1-9-16(22)12(11(6-19-9)8-28-29(25,26)27)7-20-14(17(23)24)5-10-2-3-15(21)13(18)4-10/h2-4,6-7,19,21-22H,5,8H2,1H3,(H,23,24)(H2,25,26,27)/b12-7-,20-14+" P61 InChIKey InChI 1.03 AWZHPOMIAYWMIB-ALAGMBGBSA-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 P61 "SYSTEMATIC NAME" ACDLabs 12.01 "(2E)-3-(3-fluoro-4-hydroxyphenyl)-2-{[(Z)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4(1H)-ylidene}methyl]imino}propanoic acid" P61 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2E)-3-(3-fluoro-4-hydroxy-phenyl)-2-[(Z)-[3-hydroxy-2-methyl-5-(phosphonooxymethyl)-1H-pyridin-4-ylidene]methyl]imino-propanoic 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 P61 "Create component" 2011-03-17 EBI P61 "Modify aromatic_flag" 2011-06-04 RCSB P61 "Modify descriptor" 2011-06-04 RCSB #