data_RW2 # _chem_comp.id RW2 _chem_comp.name "(1S)-4-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]cyclopent-3-ene-1,3-dicarboxylic 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 2015-02-10 _chem_comp.pdbx_modified_date 2015-02-20 _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 RW2 _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 4Y0D _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 RW2 O2 O1 O 0 1 N N N 48.148 56.540 97.264 2.586 -3.396 -0.891 O2 RW2 1 RW2 P P1 P 0 1 N N N 46.958 56.882 98.060 3.575 -2.777 0.019 P RW2 2 RW2 O4 O2 O 0 1 N N N 47.135 56.959 99.508 3.401 -3.388 1.498 O4 RW2 3 RW2 O3 O3 O 0 1 N N N 45.764 56.110 97.691 5.062 -3.084 -0.517 O3 RW2 4 RW2 O O4 O 0 1 N N N 46.633 58.342 97.559 3.339 -1.185 0.065 O RW2 5 RW2 C6 C1 C 0 1 N N N 45.947 59.319 98.289 2.082 -0.594 0.398 C6 RW2 6 RW2 C3 C2 C 0 1 Y N N 45.453 60.402 97.353 2.204 0.907 0.348 C3 RW2 7 RW2 C2 C3 C 0 1 Y N N 45.706 61.734 97.647 3.408 1.501 0.016 C2 RW2 8 RW2 N N1 N 0 1 Y N N 45.319 62.767 96.894 3.525 2.813 -0.030 N RW2 9 RW2 C1 C4 C 0 1 Y N N 44.678 62.618 95.761 2.510 3.611 0.236 C1 RW2 10 RW2 C7 C5 C 0 1 N N N 44.278 63.810 94.950 2.698 5.105 0.169 C7 RW2 11 RW2 C C6 C 0 1 Y N N 44.321 61.239 95.304 1.270 3.090 0.576 C RW2 12 RW2 O1 O5 O 0 1 N N N 43.663 61.067 94.161 0.226 3.917 0.848 O1 RW2 13 RW2 C4 C7 C 0 1 Y N N 44.720 60.072 96.116 1.109 1.709 0.629 C4 RW2 14 RW2 C5 C8 C 0 1 N N N 44.398 58.642 95.704 -0.220 1.100 0.993 C5 RW2 15 RW2 N1 N2 N 0 1 N N N 43.182 58.515 94.924 -1.012 0.893 -0.222 N1 RW2 16 RW2 C8 C9 C 0 1 N N N 42.197 57.674 95.217 -2.219 0.257 -0.150 C8 RW2 17 RW2 C12 C10 C 0 1 N N N 41.059 57.484 94.569 -2.977 -0.074 -1.214 C12 RW2 18 RW2 C15 C11 C 0 1 N N N 40.477 58.264 93.474 -2.636 0.186 -2.559 C15 RW2 19 RW2 O6 O6 O 0 1 N N N 39.407 57.890 92.988 -1.548 0.660 -2.830 O6 RW2 20 RW2 O7 O7 O 0 1 N N N 40.992 59.283 93.025 -3.517 -0.090 -3.544 O7 RW2 21 RW2 C9 C12 C 0 1 N N N 42.307 56.788 96.419 -2.889 -0.179 1.132 C9 RW2 22 RW2 C10 C13 C 0 1 N N S 41.163 55.795 96.275 -3.963 -1.200 0.692 C10 RW2 23 RW2 C11 C14 C 0 1 N N N 40.307 56.310 95.129 -4.243 -0.766 -0.763 C11 RW2 24 RW2 C13 C15 C 0 1 N N N 40.371 55.630 97.535 -5.202 -1.075 1.541 C13 RW2 25 RW2 O5 O8 O 0 1 N N N 39.171 55.509 97.449 -5.250 -0.253 2.424 O5 RW2 26 RW2 O14 O9 O 0 1 N N N 40.943 55.593 98.633 -6.254 -1.878 1.314 O14 RW2 27 RW2 H1 H1 H 0 1 N N N 48.039 56.766 99.728 4.018 -3.027 2.148 H1 RW2 28 RW2 H2 H2 H 0 1 N N N 45.979 55.512 96.985 5.274 -4.026 -0.570 H2 RW2 29 RW2 H3 H3 H 0 1 N N N 46.624 59.761 99.035 1.326 -0.921 -0.316 H3 RW2 30 RW2 H4 H4 H 0 1 N N N 45.089 58.858 98.800 1.790 -0.902 1.402 H4 RW2 31 RW2 H5 H5 H 0 1 N N N 46.256 61.951 98.551 4.263 0.881 -0.208 H5 RW2 32 RW2 H6 H6 H 0 1 N N N 44.605 64.728 95.460 2.476 5.454 -0.839 H6 RW2 33 RW2 H7 H7 H 0 1 N N N 44.750 63.754 93.958 2.025 5.588 0.878 H7 RW2 34 RW2 H8 H8 H 0 1 N N N 43.184 63.825 94.835 3.729 5.353 0.420 H8 RW2 35 RW2 H9 H9 H 0 1 N N N 43.515 60.140 94.017 -0.306 4.146 0.074 H9 RW2 36 RW2 H10 H10 H 0 1 N N N 44.290 58.035 96.615 -0.058 0.143 1.489 H10 RW2 37 RW2 H11 H11 H 0 1 N N N 45.236 58.257 95.104 -0.755 1.771 1.666 H11 RW2 38 RW2 H12 H12 H 0 1 N N N 43.477 58.275 93.999 -0.679 1.208 -1.077 H12 RW2 39 RW2 H13 H13 H 0 1 N N N 40.445 59.636 92.333 -3.194 0.122 -4.431 H13 RW2 40 RW2 H14 H14 H 0 1 N N N 43.275 56.266 96.428 -2.165 -0.653 1.795 H14 RW2 41 RW2 H15 H15 H 0 1 N N N 42.198 57.374 97.344 -3.354 0.674 1.626 H15 RW2 42 RW2 H16 H16 H 0 1 N N N 41.581 54.819 95.988 -3.571 -2.216 0.725 H16 RW2 43 RW2 H17 H17 H 0 1 N N N 39.319 56.625 95.497 -5.085 -0.075 -0.800 H17 RW2 44 RW2 H18 H18 H 0 1 N N N 40.181 55.532 94.362 -4.440 -1.639 -1.385 H18 RW2 45 RW2 H19 H19 H 0 1 N N N 40.301 55.463 99.321 -7.026 -1.762 1.884 H19 RW2 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 RW2 O6 C15 DOUB N N 1 RW2 O7 C15 SING N N 2 RW2 C15 C12 SING N N 3 RW2 O1 C SING N N 4 RW2 C12 C11 SING N N 5 RW2 C12 C8 DOUB N N 6 RW2 N1 C8 SING N N 7 RW2 N1 C5 SING N N 8 RW2 C7 C1 SING N N 9 RW2 C11 C10 SING N N 10 RW2 C8 C9 SING N N 11 RW2 C C1 DOUB Y N 12 RW2 C C4 SING Y N 13 RW2 C5 C4 SING N N 14 RW2 C1 N SING Y N 15 RW2 C4 C3 DOUB Y N 16 RW2 C10 C9 SING N N 17 RW2 C10 C13 SING N N 18 RW2 N C2 DOUB Y N 19 RW2 O2 P DOUB N N 20 RW2 C3 C2 SING Y N 21 RW2 C3 C6 SING N N 22 RW2 O5 C13 DOUB N N 23 RW2 C13 O14 SING N N 24 RW2 O P SING N N 25 RW2 O C6 SING N N 26 RW2 O3 P SING N N 27 RW2 P O4 SING N N 28 RW2 O4 H1 SING N N 29 RW2 O3 H2 SING N N 30 RW2 C6 H3 SING N N 31 RW2 C6 H4 SING N N 32 RW2 C2 H5 SING N N 33 RW2 C7 H6 SING N N 34 RW2 C7 H7 SING N N 35 RW2 C7 H8 SING N N 36 RW2 O1 H9 SING N N 37 RW2 C5 H10 SING N N 38 RW2 C5 H11 SING N N 39 RW2 N1 H12 SING N N 40 RW2 O7 H13 SING N N 41 RW2 C9 H14 SING N N 42 RW2 C9 H15 SING N N 43 RW2 C10 H16 SING N N 44 RW2 C11 H17 SING N N 45 RW2 C11 H18 SING N N 46 RW2 O14 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 RW2 SMILES ACDLabs 12.01 "O=C(O)C2=C(NCc1c(cnc(c1O)C)COP(=O)(O)O)CC(C(=O)O)C2" RW2 InChI InChI 1.03 "InChI=1S/C15H19N2O9P/c1-7-13(18)11(9(4-16-7)6-26-27(23,24)25)5-17-12-3-8(14(19)20)2-10(12)15(21)22/h4,8,17-18H,2-3,5-6H2,1H3,(H,19,20)(H,21,22)(H2,23,24,25)/t8-/m0/s1" RW2 InChIKey InChI 1.03 VNQKGJPXVHNUEY-QMMMGPOBSA-N RW2 SMILES_CANONICAL CACTVS 3.385 "Cc1ncc(CO[P](O)(O)=O)c(CNC2=C(C[C@@H](C2)C(O)=O)C(O)=O)c1O" RW2 SMILES CACTVS 3.385 "Cc1ncc(CO[P](O)(O)=O)c(CNC2=C(C[CH](C2)C(O)=O)C(O)=O)c1O" RW2 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(c(c(cn1)COP(=O)(O)O)CNC2=C(C[C@@H](C2)C(=O)O)C(=O)O)O" RW2 SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(c(c(cn1)COP(=O)(O)O)CNC2=C(CC(C2)C(=O)O)C(=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 RW2 "SYSTEMATIC NAME" ACDLabs 12.01 "(1S)-4-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]cyclopent-3-ene-1,3-dicarboxylic acid" RW2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(1S)-4-[[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]cyclopent-3-ene-1,3-dicarboxylic 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 RW2 "Create component" 2015-02-10 RCSB RW2 "Initial release" 2015-02-25 RCSB #