data_FMC # _chem_comp.id FMC _chem_comp.name "(1S)-1-(7-amino-1H-pyrazolo[4,3-d]pyrimidin-3-yl)-1,4-anhydro-D-ribitol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H13 N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-06-28 _chem_comp.pdbx_modified_date 2011-06-04 _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 267.241 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FMC _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 1MRH _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 FMC N1 N1 N 0 1 Y N N 49.491 98.171 -7.540 -4.390 -0.596 0.693 N1 FMC 1 FMC C2 C2 C 0 1 Y N N 48.196 98.315 -7.171 -3.485 -1.322 1.329 C2 FMC 2 FMC N3 N3 N 0 1 Y N N 47.707 98.371 -5.902 -2.195 -1.144 1.165 N3 FMC 3 FMC C4 C4 C 0 1 Y N N 48.694 98.266 -4.875 -1.738 -0.202 0.330 C4 FMC 4 FMC C5 C5 C 0 1 Y N N 50.015 98.208 -5.211 -2.666 0.593 -0.366 C5 FMC 5 FMC C6 C6 C 0 1 Y N N 50.398 98.104 -6.535 -4.032 0.362 -0.154 C6 FMC 6 FMC N6 N6 N 0 1 N N N 51.658 97.910 -6.847 -4.988 1.115 -0.814 N6 FMC 7 FMC N7 N7 N 0 1 Y N N 50.692 98.281 -4.085 -1.942 1.462 -1.137 N7 FMC 8 FMC N8 N8 N 0 1 Y N N 49.894 98.365 -2.947 -0.582 1.205 -0.918 N8 FMC 9 FMC C9 C9 C 0 1 Y N N 48.634 98.322 -3.433 -0.453 0.232 -0.060 C9 FMC 10 FMC "C1'" "C1'" C 0 1 N N S 47.406 98.445 -2.540 0.853 -0.335 0.434 "C1'" FMC 11 FMC "C2'" "C2'" C 0 1 N N R 46.589 97.099 -2.295 1.488 -1.216 -0.659 "C2'" FMC 12 FMC "O2'" "O2'" O 0 1 N N N 45.743 96.727 -3.325 1.649 -2.556 -0.191 "O2'" FMC 13 FMC "C3'" "C3'" C 0 1 N N S 45.503 97.676 -1.400 2.868 -0.563 -0.918 "C3'" FMC 14 FMC "O3'" "O3'" O 0 1 N N N 44.657 98.475 -2.232 3.880 -1.559 -1.082 "O3'" FMC 15 FMC "C4'" "C4'" C 0 1 N N R 46.429 98.358 -0.303 3.094 0.245 0.385 "C4'" FMC 16 FMC "O4'" "O4'" O 0 1 N N N 47.585 98.863 -1.122 1.775 0.732 0.713 "O4'" FMC 17 FMC "C5'" "C5'" C 0 1 N N N 46.760 97.230 0.803 4.052 1.411 0.137 "C5'" FMC 18 FMC "O5'" "O5'" O 0 1 N N N 47.116 97.617 2.166 4.334 2.069 1.374 "O5'" FMC 19 FMC H2 H2 H 0 1 N N N 47.473 98.394 -7.970 -3.821 -2.090 2.009 H2 FMC 20 FMC HN7 HN7 H 0 1 N N N 51.691 98.277 -4.050 -2.307 2.136 -1.732 HN7 FMC 21 FMC "H5'" "H5'" H 0 1 N N N 45.853 96.614 0.890 4.980 1.034 -0.294 "H5'" FMC 22 FMC "H5'A" "H5'A" H 0 0 N N N 47.620 96.666 0.413 3.592 2.119 -0.554 "H5'A" FMC 23 FMC "H1'" "H1'" H 0 1 N N N 46.914 99.211 -3.158 0.683 -0.926 1.334 "H1'" FMC 24 FMC "H2'" "H2'" H 0 1 N N N 47.281 96.286 -2.031 0.881 -1.199 -1.564 "H2'" FMC 25 FMC "HO2'" "HO2'" H 0 0 N N N 45.299 95.919 -3.095 2.045 -3.155 -0.840 "HO2'" FMC 26 FMC "H3'" "H3'" H 0 1 N N N 44.763 97.037 -0.896 2.830 0.097 -1.784 "H3'" FMC 27 FMC "HO3'" "HO3'" H 0 0 N N N 43.963 98.855 -1.707 4.763 -1.199 -1.246 "HO3'" FMC 28 FMC "H4'" "H4'" H 0 1 N N N 46.016 99.196 0.278 3.472 -0.401 1.177 "H4'" FMC 29 FMC "HO5'" "HO5'" H 0 0 N N N 47.279 96.838 2.685 4.937 2.820 1.291 "HO5'" FMC 30 FMC HN6 HN6 H 0 1 N N N 51.749 97.839 -7.840 -5.930 0.946 -0.660 HN6 FMC 31 FMC HN6A HN6A H 0 0 N N N 52.205 98.679 -6.517 -4.715 1.812 -1.431 HN6A FMC 32 # 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 FMC N1 C2 DOUB Y N 1 FMC N1 C6 SING Y N 2 FMC C2 N3 SING Y N 3 FMC C2 H2 SING N N 4 FMC N3 C4 DOUB Y N 5 FMC C4 C5 SING Y N 6 FMC C4 C9 SING Y N 7 FMC C5 C6 DOUB Y N 8 FMC C5 N7 SING Y N 9 FMC C6 N6 SING N N 10 FMC N6 HN6 SING N N 11 FMC N6 HN6A SING N N 12 FMC N7 N8 SING Y N 13 FMC N7 HN7 SING N N 14 FMC N8 C9 DOUB Y N 15 FMC C9 "C1'" SING N N 16 FMC "C1'" "C2'" SING N N 17 FMC "C1'" "O4'" SING N N 18 FMC "C1'" "H1'" SING N N 19 FMC "C2'" "O2'" SING N N 20 FMC "C2'" "C3'" SING N N 21 FMC "C2'" "H2'" SING N N 22 FMC "O2'" "HO2'" SING N N 23 FMC "C3'" "O3'" SING N N 24 FMC "C3'" "C4'" SING N N 25 FMC "C3'" "H3'" SING N N 26 FMC "O3'" "HO3'" SING N N 27 FMC "C4'" "O4'" SING N N 28 FMC "C4'" "C5'" SING N N 29 FMC "C4'" "H4'" SING N N 30 FMC "C5'" "O5'" SING N N 31 FMC "C5'" "H5'" SING N N 32 FMC "C5'" "H5'A" SING N N 33 FMC "O5'" "HO5'" SING N N 34 # 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 FMC SMILES ACDLabs 12.01 "OC1C(OC(CO)C1O)c3nnc2c3ncnc2N" FMC SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2c1[nH]nc2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O" FMC SMILES CACTVS 3.370 "Nc1ncnc2c1[nH]nc2[CH]3O[CH](CO)[CH](O)[CH]3O" FMC SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc2c(c(n1)N)[nH]nc2[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O" FMC SMILES "OpenEye OEToolkits" 1.7.0 "c1nc2c(c(n1)N)[nH]nc2C3C(C(C(O3)CO)O)O" FMC InChI InChI 1.03 "InChI=1S/C10H13N5O4/c11-10-6-4(12-2-13-10)5(14-15-6)9-8(18)7(17)3(1-16)19-9/h2-3,7-9,16-18H,1H2,(H,14,15)(H2,11,12,13)/t3-,7-,8-,9+/m1/s1" FMC InChIKey InChI 1.03 KBHMEHLJSZMEMI-KSYZLYKTSA-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 FMC "SYSTEMATIC NAME" ACDLabs 12.01 "(1S)-1-(7-amino-1H-pyrazolo[4,3-d]pyrimidin-3-yl)-1,4-anhydro-D-ribitol" FMC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S,3R,4S,5R)-2-(7-azanyl-1H-pyrazolo[4,3-d]pyrimidin-3-yl)-5-(hydroxymethyl)oxolane-3,4-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FMC "Create component" 2010-06-28 RCSB FMC "Modify descriptor" 2011-06-04 RCSB #