data_4S2 # _chem_comp.id 4S2 _chem_comp.name "5-(1,3-benzothiazol-2-yl)-2-(cyclopropylamino)-6-{[(1R,2S,3R,4R)-2,3-dihydroxy-4-(hydroxymethyl)cyclopentyl]amino}pyrimidin-4(3H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 N5 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-17 _chem_comp.pdbx_modified_date 2015-08-28 _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 429.493 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4S2 _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 4ZTM _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 4S2 C01 C1 C 0 1 N N N 29.350 7.739 -7.113 -0.361 0.840 0.113 C01 4S2 1 4S2 N02 N1 N 0 1 N N N 28.697 7.284 -5.992 -1.565 1.416 0.141 N02 4S2 2 4S2 C03 C2 C 0 1 N N N 28.707 6.043 -5.624 -1.700 2.725 0.105 C03 4S2 3 4S2 N04 N2 N 0 1 N N N 29.403 5.077 -6.398 -0.624 3.556 0.038 N04 4S2 4 4S2 C05 C3 C 0 1 N N N 30.106 5.405 -7.557 0.627 3.048 0.006 C05 4S2 5 4S2 C06 C4 C 0 1 N N N 30.066 6.875 -7.933 0.789 1.644 0.044 C06 4S2 6 4S2 N07 N3 N 0 1 N N N 29.184 9.125 -7.302 -0.247 -0.530 0.157 N07 4S2 7 4S2 N08 N4 N 0 1 N N N 27.998 5.647 -4.498 -2.956 3.266 0.135 N08 4S2 8 4S2 O09 O1 O 0 1 N N N 30.687 4.489 -8.203 1.596 3.786 -0.053 O09 4S2 9 4S2 C10 C5 C 0 1 Y N N 30.790 7.354 -9.132 2.130 1.040 0.012 C10 4S2 10 4S2 C11 C6 C 0 1 N N R 28.550 10.246 -6.587 -1.441 -1.360 0.336 C11 4S2 11 4S2 C12 C7 C 0 1 N N S 28.673 10.180 -5.054 -2.112 -1.657 -1.029 C12 4S2 12 4S2 C13 C8 C 0 1 N N R 28.363 11.619 -4.568 -2.908 -2.955 -0.784 C13 4S2 13 4S2 C14 C9 C 0 1 N N R 28.696 12.501 -5.769 -2.239 -3.664 0.407 C14 4S2 14 4S2 C15 C10 C 0 1 N N N 29.301 11.567 -6.817 -1.058 -2.772 0.843 C15 4S2 15 4S2 O16 O2 O 0 1 N N N 27.759 9.263 -4.481 -2.991 -0.592 -1.397 O16 4S2 16 4S2 O17 O3 O 0 1 N N N 26.996 11.877 -4.155 -4.266 -2.643 -0.467 O17 4S2 17 4S2 C18 C11 C 0 1 N N N 29.503 13.759 -5.414 -1.725 -5.039 -0.024 C18 4S2 18 4S2 O19 O4 O 0 1 N N N 29.152 14.789 -6.336 -1.211 -5.733 1.115 O19 4S2 19 4S2 C20 C12 C 0 1 N N N 27.978 4.441 -3.709 -4.128 2.390 0.207 C20 4S2 20 4S2 C21 C13 C 0 1 N N N 26.692 4.052 -2.993 -5.451 2.935 -0.335 C21 4S2 21 4S2 C22 C14 C 0 1 N N N 27.838 4.673 -2.216 -5.247 2.784 1.174 C22 4S2 22 4S2 S23 S1 S 0 1 Y N N 31.906 6.310 -9.972 3.639 1.939 0.082 S23 4S2 23 4S2 C24 C15 C 0 1 Y N N 32.490 7.669 -10.917 4.555 0.437 -0.013 C24 4S2 24 4S2 C25 C16 C 0 1 Y N N 31.718 8.821 -10.609 3.652 -0.629 -0.090 C25 4S2 25 4S2 N26 N5 N 0 1 Y N N 30.782 8.628 -9.589 2.367 -0.230 -0.067 N26 4S2 26 4S2 C27 C17 C 0 1 Y N N 33.574 7.747 -11.824 5.927 0.199 -0.025 C27 4S2 27 4S2 C28 C18 C 0 1 Y N N 33.894 9.001 -12.475 6.407 -1.089 -0.113 C28 4S2 28 4S2 C29 C19 C 0 1 Y N N 33.103 10.138 -12.225 5.522 -2.154 -0.191 C29 4S2 29 4S2 C30 C20 C 0 1 Y N N 32.027 10.045 -11.280 4.167 -1.940 -0.174 C30 4S2 30 4S2 H1 H1 H 0 1 N N N 29.388 4.123 -6.100 -0.756 4.516 0.013 H1 4S2 31 4S2 H3 H3 H 0 1 N N N 27.367 6.347 -4.163 -3.071 4.228 0.110 H3 4S2 32 4S2 H4 H4 H 0 1 N N N 27.495 10.354 -6.878 -2.145 -0.879 1.015 H4 4S2 33 4S2 H5 H5 H 0 1 N N N 29.708 9.925 -4.784 -1.356 -1.813 -1.799 H5 4S2 34 4S2 H6 H6 H 0 1 N N N 29.052 11.865 -3.747 -2.868 -3.590 -1.668 H6 4S2 35 4S2 H7 H7 H 0 1 N N N 27.736 12.851 -6.177 -2.950 -3.771 1.226 H7 4S2 36 4S2 H8 H8 H 0 1 N N N 30.382 11.440 -6.655 -0.133 -3.108 0.375 H8 4S2 37 4S2 H9 H9 H 0 1 N N N 29.125 11.949 -7.834 -0.960 -2.773 1.929 H9 4S2 38 4S2 H10 H10 H 0 1 N N N 27.869 9.254 -3.537 -3.438 -0.726 -2.243 H10 4S2 39 4S2 H11 H11 H 0 1 N N N 26.782 11.331 -3.408 -4.737 -2.176 -1.170 H11 4S2 40 4S2 H12 H12 H 0 1 N N N 30.579 13.544 -5.488 -2.543 -5.612 -0.460 H12 4S2 41 4S2 H13 H13 H 0 1 N N N 29.262 14.079 -4.389 -0.933 -4.916 -0.763 H13 4S2 42 4S2 H14 H14 H 0 1 N N N 29.642 15.577 -6.133 -0.867 -6.615 0.915 H14 4S2 43 4S2 H15 H15 H 0 1 N N N 28.635 3.614 -4.016 -3.930 1.327 0.073 H15 4S2 44 4S2 H16 H16 H 0 1 N N N 25.770 4.626 -3.167 -5.450 3.946 -0.744 H16 4S2 45 4S2 H17 H17 H 0 1 N N N 26.441 2.991 -2.850 -6.124 2.231 -0.824 H17 4S2 46 4S2 H18 H18 H 0 1 N N N 28.417 4.062 -1.508 -5.784 1.980 1.677 H18 4S2 47 4S2 H19 H19 H 0 1 N N N 27.746 5.697 -1.825 -5.110 3.695 1.757 H19 4S2 48 4S2 H20 H20 H 0 1 N N N 34.165 6.867 -12.032 6.617 1.028 0.035 H20 4S2 49 4S2 H21 H21 H 0 1 N N N 34.736 9.063 -13.149 7.472 -1.269 -0.127 H21 4S2 50 4S2 H22 H22 H 0 1 N N N 33.303 11.068 -12.737 5.904 -3.162 -0.260 H22 4S2 51 4S2 H23 H23 H 0 1 N N N 31.435 10.923 -11.070 3.491 -2.780 -0.235 H23 4S2 52 4S2 H2 H2 H 0 1 N N N 30.129 9.440 -7.391 0.625 -0.948 0.070 H2 4S2 53 # 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 4S2 C28 C29 DOUB Y N 1 4S2 C28 C27 SING Y N 2 4S2 C29 C30 SING Y N 3 4S2 C27 C24 DOUB Y N 4 4S2 C30 C25 DOUB Y N 5 4S2 C24 C25 SING Y N 6 4S2 C24 S23 SING Y N 7 4S2 C25 N26 SING Y N 8 4S2 S23 C10 SING Y N 9 4S2 N26 C10 DOUB Y N 10 4S2 C10 C06 SING N N 11 4S2 O09 C05 DOUB N N 12 4S2 C06 C05 SING N N 13 4S2 C06 C01 DOUB N N 14 4S2 C05 N04 SING N N 15 4S2 N07 C01 SING N N 16 4S2 N07 C11 SING N N 17 4S2 C01 N02 SING N N 18 4S2 C15 C11 SING N N 19 4S2 C15 C14 SING N N 20 4S2 C11 C12 SING N N 21 4S2 N04 C03 SING N N 22 4S2 O19 C18 SING N N 23 4S2 N02 C03 DOUB N N 24 4S2 C14 C18 SING N N 25 4S2 C14 C13 SING N N 26 4S2 C03 N08 SING N N 27 4S2 C12 C13 SING N N 28 4S2 C12 O16 SING N N 29 4S2 C13 O17 SING N N 30 4S2 N08 C20 SING N N 31 4S2 C20 C21 SING N N 32 4S2 C20 C22 SING N N 33 4S2 C21 C22 SING N N 34 4S2 N04 H1 SING N N 35 4S2 N08 H3 SING N N 36 4S2 C11 H4 SING N N 37 4S2 C12 H5 SING N N 38 4S2 C13 H6 SING N N 39 4S2 C14 H7 SING N N 40 4S2 C15 H8 SING N N 41 4S2 C15 H9 SING N N 42 4S2 O16 H10 SING N N 43 4S2 O17 H11 SING N N 44 4S2 C18 H12 SING N N 45 4S2 C18 H13 SING N N 46 4S2 O19 H14 SING N N 47 4S2 C20 H15 SING N N 48 4S2 C21 H16 SING N N 49 4S2 C21 H17 SING N N 50 4S2 C22 H18 SING N N 51 4S2 C22 H19 SING N N 52 4S2 C27 H20 SING N N 53 4S2 C28 H21 SING N N 54 4S2 C29 H22 SING N N 55 4S2 C30 H23 SING N N 56 4S2 N07 H2 SING N N 57 # 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 4S2 SMILES ACDLabs 12.01 "C=2(N=C(NC1CC1)NC(C=2c3sc4c(n3)cccc4)=O)NC5C(C(O)C(CO)C5)O" 4S2 InChI InChI 1.03 "InChI=1S/C20H23N5O4S/c26-8-9-7-12(16(28)15(9)27)22-17-14(18(29)25-20(24-17)21-10-5-6-10)19-23-11-3-1-2-4-13(11)30-19/h1-4,9-10,12,15-16,26-28H,5-8H2,(H3,21,22,24,25,29)/t9-,12-,15-,16+/m1/s1" 4S2 InChIKey InChI 1.03 FXWUDZUPMZEZQL-NRXFTUCASA-N 4S2 SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1C[C@@H](NC2=C(C(=O)NC(=N2)NC3CC3)c4sc5ccccc5n4)[C@H](O)[C@@H]1O" 4S2 SMILES CACTVS 3.385 "OC[CH]1C[CH](NC2=C(C(=O)NC(=N2)NC3CC3)c4sc5ccccc5n4)[CH](O)[CH]1O" 4S2 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)nc(s2)C3=C(N=C(NC3=O)NC4CC4)N[C@@H]5C[C@@H]([C@H]([C@H]5O)O)CO" 4S2 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)nc(s2)C3=C(N=C(NC3=O)NC4CC4)NC5CC(C(C5O)O)CO" # 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 4S2 "SYSTEMATIC NAME" ACDLabs 12.01 "5-(1,3-benzothiazol-2-yl)-2-(cyclopropylamino)-6-{[(1R,2S,3R,4R)-2,3-dihydroxy-4-(hydroxymethyl)cyclopentyl]amino}pyrimidin-4(3H)-one" 4S2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-(1,3-benzothiazol-2-yl)-2-(cyclopropylamino)-4-[[(1R,2S,3R,4R)-4-(hydroxymethyl)-2,3-bis(oxidanyl)cyclopentyl]amino]-1H-pyrimidin-6-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 4S2 "Create component" 2015-05-17 RCSB 4S2 "Initial release" 2015-09-02 RCSB #