data_JMQ # _chem_comp.id JMQ _chem_comp.name "7-(((2R,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl)methyl)-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H16 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-10-02 _chem_comp.pdbx_modified_date 2011-11-17 _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 280.280 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JMQ _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 3EPW _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 JMQ C1 C1 C 0 1 N N N 18.906 9.748 39.434 0.538 -1.154 0.027 C1 JMQ 1 JMQ C2 C2 C 0 1 N N N 18.077 8.793 43.789 -3.185 0.332 -2.102 C2 JMQ 2 JMQ C8 C8 C 0 1 Y N N 16.389 9.277 39.710 -1.261 -0.793 1.792 C3 JMQ 3 JMQ C9 C9 C 0 1 Y N N 17.633 9.375 40.212 -0.835 -0.768 0.513 C4 JMQ 4 JMQ O6 O6 O 0 1 N N N 14.612 8.248 43.421 -5.154 0.613 0.739 O1 JMQ 5 JMQ C6 C6 C 0 1 N N N 15.787 8.523 43.123 -4.191 0.389 0.025 C5 JMQ 6 JMQ N1 N1 N 0 1 N N N 16.754 8.493 44.100 -4.261 0.582 -1.311 N1 JMQ 7 JMQ N3 N3 N 0 1 N N N 18.435 9.086 42.561 -2.056 -0.098 -1.618 N2 JMQ 8 JMQ C4 C4 C 0 1 Y N N 17.521 9.110 41.571 -1.904 -0.317 -0.290 C6 JMQ 9 JMQ C5 C5 C 0 1 Y N N 16.185 8.840 41.834 -2.979 -0.076 0.573 C7 JMQ 10 JMQ N7 N7 N 0 1 Y N N 15.530 8.951 40.677 -2.556 -0.377 1.847 N3 JMQ 11 JMQ "N4'" "N4'" N 0 1 N N N 19.828 8.603 39.141 1.339 0.058 -0.191 N4 JMQ 12 JMQ "C1'" "C1'" C 0 1 N N N 19.735 7.435 40.059 1.628 0.740 1.088 C8 JMQ 13 JMQ "C2'" "C2'" C 0 1 N N S 20.654 6.412 39.421 3.035 1.359 0.898 C9 JMQ 14 JMQ "O2'" "O2'" O 0 1 N N N 21.974 6.539 39.988 2.960 2.590 0.177 O2 JMQ 15 JMQ "C3'" "C3'" C 0 1 N N R 20.630 6.717 37.910 3.747 0.266 0.058 C10 JMQ 16 JMQ "O3'" "O3'" O 0 1 N N N 21.947 6.922 37.379 4.799 0.835 -0.724 O3 JMQ 17 JMQ "C4'" "C4'" C 0 1 N N R 19.804 8.013 37.761 2.618 -0.265 -0.850 C11 JMQ 18 JMQ "C5'" "C5'" C 0 1 N N N 18.391 7.690 37.226 2.751 -1.781 -1.014 C12 JMQ 19 JMQ "O5'" "O5'" O 0 1 N N N 17.692 8.852 36.765 2.849 -2.392 0.274 O4 JMQ 20 JMQ H11 H11 H 0 1 N N N 16.505 8.254 45.039 -5.086 0.902 -1.708 H11 JMQ 21 JMQ H1 H1 H 0 1 N N N 18.594 10.180 38.472 1.025 -1.782 0.774 H1 JMQ 22 JMQ H1A H1A H 0 1 N N N 19.464 10.480 40.037 0.451 -1.706 -0.909 H2 JMQ 23 JMQ H2 H2 H 0 1 N N N 18.821 8.785 44.571 -3.271 0.491 -3.166 H3 JMQ 24 JMQ H8 H8 H 0 1 N N N 16.124 9.439 38.675 -0.667 -1.096 2.642 H4 JMQ 25 JMQ HN7 HN7 H 0 1 N N N 14.547 8.811 40.554 -3.092 -0.305 2.652 H5 JMQ 26 JMQ "H1'" "H1'" H 0 1 N N N 20.063 7.694 41.076 0.892 1.521 1.276 H6 JMQ 27 JMQ "H1'A" "H1'A" H 0 0 N N N 18.703 7.061 40.133 1.637 0.021 1.908 H7 JMQ 28 JMQ "H2'" "H2'" H 0 1 N N N 20.337 5.374 39.600 3.532 1.500 1.858 H8 JMQ 29 JMQ "HO2'" "HO2'" H 0 0 N N N 22.553 5.899 39.590 2.440 3.274 0.621 H9 JMQ 30 JMQ "H3'" "H3'" H 0 1 N N N 20.200 5.870 37.356 4.132 -0.525 0.702 H10 JMQ 31 JMQ "HO3'" "HO3'" H 0 0 N N N 21.889 7.107 36.449 5.497 1.250 -0.200 H11 JMQ 32 JMQ "H4'" "H4'" H 0 1 N N N 20.202 8.730 37.028 2.666 0.221 -1.824 H12 JMQ 33 JMQ "H5'" "H5'" H 0 1 N N N 18.491 6.989 36.384 1.875 -2.168 -1.534 H13 JMQ 34 JMQ "H5'A" "H5'A" H 0 0 N N N 17.808 7.235 38.040 3.646 -2.006 -1.593 H14 JMQ 35 JMQ "HO5'" "HO5'" H 0 0 N N N 16.833 8.600 36.448 2.936 -3.355 0.247 H15 JMQ 36 # 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 JMQ C1 C9 SING N N 1 JMQ C1 "N4'" SING N N 2 JMQ C2 N1 SING N N 3 JMQ C2 N3 DOUB N N 4 JMQ C8 C9 DOUB Y N 5 JMQ C8 N7 SING Y N 6 JMQ C9 C4 SING Y N 7 JMQ O6 C6 DOUB N N 8 JMQ C6 N1 SING N N 9 JMQ C6 C5 SING N N 10 JMQ N3 C4 SING N N 11 JMQ C4 C5 DOUB Y N 12 JMQ C5 N7 SING Y N 13 JMQ "N4'" "C1'" SING N N 14 JMQ "N4'" "C4'" SING N N 15 JMQ "C1'" "C2'" SING N N 16 JMQ "C2'" "O2'" SING N N 17 JMQ "C2'" "C3'" SING N N 18 JMQ "C3'" "O3'" SING N N 19 JMQ "C3'" "C4'" SING N N 20 JMQ "C4'" "C5'" SING N N 21 JMQ "C5'" "O5'" SING N N 22 JMQ N1 H11 SING N N 23 JMQ C1 H1 SING N N 24 JMQ C1 H1A SING N N 25 JMQ C2 H2 SING N N 26 JMQ C8 H8 SING N N 27 JMQ N7 HN7 SING N N 28 JMQ "C1'" "H1'" SING N N 29 JMQ "C1'" "H1'A" SING N N 30 JMQ "C2'" "H2'" SING N N 31 JMQ "O2'" "HO2'" SING N N 32 JMQ "C3'" "H3'" SING N N 33 JMQ "O3'" "HO3'" SING N N 34 JMQ "C4'" "H4'" SING N N 35 JMQ "C5'" "H5'" SING N N 36 JMQ "C5'" "H5'A" SING N N 37 JMQ "O5'" "HO5'" SING N N 38 # 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 JMQ SMILES ACDLabs 12.01 "O=C2NC=Nc1c(cnc12)CN3C(C(O)C(O)C3)CO" JMQ SMILES_CANONICAL CACTVS 3.370 "OC[C@@H]1[C@@H](O)[C@@H](O)CN1Cc2c[nH]c3C(=O)NC=Nc23" JMQ SMILES CACTVS 3.370 "OC[CH]1[CH](O)[CH](O)CN1Cc2c[nH]c3C(=O)NC=Nc23" JMQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1c(c2c([nH]1)C(=O)NC=N2)C[N@]3C[C@@H]([C@@H]([C@H]3CO)O)O" JMQ SMILES "OpenEye OEToolkits" 1.7.0 "c1c(c2c([nH]1)C(=O)NC=N2)CN3CC(C(C3CO)O)O" JMQ InChI InChI 1.03 "InChI=1S/C12H16N4O4/c17-4-7-11(19)8(18)3-16(7)2-6-1-13-10-9(6)14-5-15-12(10)20/h1,5,7-8,11,13,17-19H,2-4H2,(H,14,15,20)/t7-,8+,11-/m1/s1" JMQ InChIKey InChI 1.03 OKGGSJRJIFFOGK-VHSKPIJISA-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 JMQ "SYSTEMATIC NAME" ACDLabs 12.01 "7-{[(2R,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]methyl}-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one" JMQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "7-[[(1S,2R,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]methyl]-3,5-dihydropyrrolo[3,2-d]pyrimidin-4-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site JMQ "Other modification" 2008-10-02 RCSB JMQ "Other modification" 2010-11-24 RCSB JMQ "Modify aromatic_flag" 2011-06-04 RCSB JMQ "Modify descriptor" 2011-06-04 RCSB #