data_0OW # _chem_comp.id 0OW _chem_comp.name "4-amino-2-(cyclopentyloxy)-6-{[(1R,2S)-2-hydroxycyclopentyl]oxy}pyrimidine-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H22 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-04-04 _chem_comp.pdbx_modified_date 2013-03-29 _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 322.360 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0OW _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 4EFB _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 0OW N1 N1 N 0 1 N N N 19.844 30.873 48.953 -2.137 3.216 -1.244 N1 0OW 1 0OW C2 C2 C 0 1 N N N 18.896 31.536 49.648 -1.591 2.805 -0.083 C2 0OW 2 0OW C4 C4 C 0 1 Y N N 19.260 32.707 50.517 -0.550 1.768 -0.087 C4 0OW 3 0OW C5 C5 C 0 1 Y N N 18.251 33.573 51.093 0.815 2.110 -0.181 C5 0OW 4 0OW C10 C10 C 0 1 N N N 21.621 36.303 53.007 3.670 -0.649 -0.198 C10 0OW 5 0OW C11 C11 C 0 1 N N N 21.944 37.573 52.185 4.308 -0.530 1.209 C11 0OW 6 0OW C12 C12 C 0 1 N N N 23.231 38.095 52.869 5.822 -0.657 0.908 C12 0OW 7 0OW C13 C13 C 0 1 N N N 22.996 37.828 54.364 5.899 -1.714 -0.212 C13 0OW 8 0OW C14 C14 C 0 1 N N N 21.946 36.708 54.452 4.530 -1.709 -0.915 C14 0OW 9 0OW O3 O3 O 0 1 N N N 17.730 31.181 49.536 -1.959 3.293 0.969 O3 0OW 10 0OW N6 N6 N 0 1 N N N 16.904 33.348 50.868 1.203 3.430 -0.271 N6 0OW 11 0OW N7 N7 N 0 1 Y N N 18.628 34.622 51.859 1.721 1.137 -0.182 N7 0OW 12 0OW C8 C8 C 0 1 Y N N 19.911 34.884 52.102 1.357 -0.132 -0.095 C8 0OW 13 0OW O9 O9 O 0 1 N N N 20.231 35.955 52.874 2.314 -1.089 -0.099 O9 0OW 14 0OW N15 N15 N 0 1 Y N N 20.885 34.113 51.599 0.087 -0.498 -0.004 N15 0OW 15 0OW C16 C16 C 0 1 Y N N 20.631 33.041 50.820 -0.885 0.405 0.009 C16 0OW 16 0OW O17 O17 O 0 1 N N N 21.669 32.295 50.330 -2.179 0.020 0.107 O17 0OW 17 0OW C18 C18 C 0 1 N N R 23.018 32.774 50.519 -2.433 -1.383 0.200 C18 0OW 18 0OW C20 C20 C 0 1 N N N 23.431 33.742 49.386 -2.696 -1.980 -1.204 C20 0OW 19 0OW C21 C21 C 0 1 N N N 24.951 33.479 49.142 -3.516 -3.255 -0.885 C21 0OW 20 0OW C22 C22 C 0 1 N N N 25.338 32.339 50.129 -4.431 -2.835 0.283 C22 0OW 21 0OW C23 C23 C 0 1 N N S 24.013 31.630 50.433 -3.740 -1.644 0.977 C23 0OW 22 0OW O25 O25 O 0 1 N N N 23.675 30.743 49.348 -4.581 -0.490 0.919 O25 0OW 23 0OW H1 H1 H 0 1 N N N 19.588 30.109 48.361 -1.843 2.827 -2.083 H1 0OW 24 0OW H2 H2 H 0 1 N N N 20.803 31.146 49.030 -2.827 3.898 -1.241 H2 0OW 25 0OW H3 H3 H 0 1 N N N 22.275 35.477 52.691 3.723 0.305 -0.723 H3 0OW 26 0OW H4 H4 H 0 1 N N N 21.130 38.309 52.255 4.082 0.438 1.655 H4 0OW 27 0OW H5 H5 H 0 1 N N N 22.127 37.327 51.129 3.973 -1.342 1.855 H5 0OW 28 0OW H6 H6 H 0 1 N N N 24.114 37.547 52.509 6.223 0.296 0.562 H6 0OW 29 0OW H7 H7 H 0 1 N N N 23.364 39.171 52.681 6.359 -0.999 1.793 H7 0OW 30 0OW H8 H8 H 0 1 N N N 23.933 37.508 54.844 6.684 -1.451 -0.921 H8 0OW 31 0OW H9 H9 H 0 1 N N N 22.623 38.737 54.858 6.095 -2.697 0.215 H9 0OW 32 0OW H10 H10 H 0 1 N N N 21.040 37.075 54.957 4.063 -2.690 -0.829 H10 0OW 33 0OW H11 H11 H 0 1 N N N 22.352 35.849 55.006 4.651 -1.444 -1.966 H11 0OW 34 0OW H12 H12 H 0 1 N N N 16.366 34.046 51.340 0.535 4.133 -0.270 H12 0OW 35 0OW H13 H13 H 0 1 N N N 16.718 33.391 49.886 2.144 3.655 -0.336 H13 0OW 36 0OW H14 H14 H 0 1 N N N 23.120 33.283 51.489 -1.596 -1.890 0.680 H14 0OW 37 0OW H15 H15 H 0 1 N N N 23.266 34.785 49.693 -3.278 -1.290 -1.815 H15 0OW 38 0OW H16 H16 H 0 1 N N N 22.854 33.533 48.473 -1.758 -2.234 -1.698 H16 0OW 39 0OW H17 H17 H 0 1 N N N 25.125 33.163 48.103 -4.112 -3.552 -1.748 H17 0OW 40 0OW H18 H18 H 0 1 N N N 25.537 34.386 49.353 -2.855 -4.067 -0.580 H18 0OW 41 0OW H19 H19 H 0 1 N N N 26.052 31.645 49.661 -5.407 -2.533 -0.096 H19 0OW 42 0OW H20 H20 H 0 1 N N N 25.778 32.753 51.048 -4.542 -3.660 0.986 H20 0OW 43 0OW H21 H21 H 0 1 N N N 24.074 31.096 51.393 -3.519 -1.893 2.014 H21 0OW 44 0OW H22 H22 H 0 1 N N N 22.854 30.306 49.540 -5.430 -0.598 1.369 H22 0OW 45 # 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 0OW N1 C2 SING N N 1 0OW C21 C20 SING N N 2 0OW C21 C22 SING N N 3 0OW O25 C23 SING N N 4 0OW C20 C18 SING N N 5 0OW O3 C2 DOUB N N 6 0OW C2 C4 SING N N 7 0OW C22 C23 SING N N 8 0OW O17 C18 SING N N 9 0OW O17 C16 SING N N 10 0OW C23 C18 SING N N 11 0OW C4 C16 DOUB Y N 12 0OW C4 C5 SING Y N 13 0OW C16 N15 SING Y N 14 0OW N6 C5 SING N N 15 0OW C5 N7 DOUB Y N 16 0OW N15 C8 DOUB Y N 17 0OW N7 C8 SING Y N 18 0OW C8 O9 SING N N 19 0OW C11 C12 SING N N 20 0OW C11 C10 SING N N 21 0OW C12 C13 SING N N 22 0OW O9 C10 SING N N 23 0OW C10 C14 SING N N 24 0OW C13 C14 SING N N 25 0OW N1 H1 SING N N 26 0OW N1 H2 SING N N 27 0OW C10 H3 SING N N 28 0OW C11 H4 SING N N 29 0OW C11 H5 SING N N 30 0OW C12 H6 SING N N 31 0OW C12 H7 SING N N 32 0OW C13 H8 SING N N 33 0OW C13 H9 SING N N 34 0OW C14 H10 SING N N 35 0OW C14 H11 SING N N 36 0OW N6 H12 SING N N 37 0OW N6 H13 SING N N 38 0OW C18 H14 SING N N 39 0OW C20 H15 SING N N 40 0OW C20 H16 SING N N 41 0OW C21 H17 SING N N 42 0OW C21 H18 SING N N 43 0OW C22 H19 SING N N 44 0OW C22 H20 SING N N 45 0OW C23 H21 SING N N 46 0OW O25 H22 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 0OW SMILES ACDLabs 12.01 "O=C(c3c(OC1CCCC1O)nc(OC2CCCC2)nc3N)N" 0OW InChI InChI 1.03 "InChI=1S/C15H22N4O4/c16-12-11(13(17)21)14(23-10-7-3-6-9(10)20)19-15(18-12)22-8-4-1-2-5-8/h8-10,20H,1-7H2,(H2,17,21)(H2,16,18,19)/t9-,10+/m0/s1" 0OW InChIKey InChI 1.03 GOYBCUMANOWCAY-VHSXEESVSA-N 0OW SMILES_CANONICAL CACTVS 3.370 "NC(=O)c1c(N)nc(OC2CCCC2)nc1O[C@@H]3CCC[C@@H]3O" 0OW SMILES CACTVS 3.370 "NC(=O)c1c(N)nc(OC2CCCC2)nc1O[CH]3CCC[CH]3O" 0OW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C1CCC(C1)Oc2nc(c(c(n2)O[C@@H]3CCC[C@@H]3O)C(=O)N)N" 0OW SMILES "OpenEye OEToolkits" 1.7.6 "C1CCC(C1)Oc2nc(c(c(n2)OC3CCCC3O)C(=O)N)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 0OW "SYSTEMATIC NAME" ACDLabs 12.01 "4-amino-2-(cyclopentyloxy)-6-{[(1R,2S)-2-hydroxycyclopentyl]oxy}pyrimidine-5-carboxamide" 0OW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-azanyl-2-cyclopentyloxy-6-[(1R,2S)-2-oxidanylcyclopentyl]oxy-pyrimidine-5-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0OW "Create component" 2012-04-04 RCSB 0OW "Initial release" 2013-04-03 RCSB #