data_I2H # _chem_comp.id I2H _chem_comp.name "5-{[(2S)-2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl]methyl}pyrimidine-2,4-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-01-21 _chem_comp.pdbx_modified_date 2014-04-15 _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 354.403 _chem_comp.one_letter_code ? _chem_comp.three_letter_code I2H _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 3FRA _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 I2H N7 N7 N 0 1 N N N 26.426 11.801 39.259 -2.673 2.573 0.097 N7 I2H 1 I2H C6 C6 C 0 1 Y N N 27.009 10.791 40.202 -3.057 1.245 0.020 C6 I2H 2 I2H N5 N5 N 0 1 Y N N 26.617 9.462 40.111 -4.002 0.768 0.824 N5 I2H 3 I2H C3 C3 C 0 1 Y N N 27.139 8.501 40.971 -4.372 -0.501 0.752 C3 I2H 4 I2H N4 N4 N 0 1 N N N 26.693 7.077 40.849 -5.360 -0.966 1.603 N4 I2H 5 I2H N2 N2 N 0 1 Y N N 28.059 8.848 41.925 -3.822 -1.338 -0.116 N2 I2H 6 I2H C1 C1 C 0 1 Y N N 28.475 10.208 42.039 -2.874 -0.930 -0.947 C1 I2H 7 I2H C8 C8 C 0 1 Y N N 27.927 11.180 41.146 -2.462 0.388 -0.909 C8 I2H 8 I2H C9 C9 C 0 1 N N N 28.327 12.554 41.231 -1.391 0.888 -1.844 C9 I2H 9 I2H C10 C10 C 0 1 Y N N 29.496 12.738 42.177 -0.053 0.825 -1.154 C10 I2H 10 I2H C21 C21 C 0 1 Y N N 29.431 13.613 43.259 0.450 1.939 -0.512 C21 I2H 11 I2H C18 C18 C 0 1 Y N N 30.560 13.766 44.137 1.682 1.885 0.125 C18 I2H 12 I2H O19 O19 O 0 1 N N N 30.477 14.680 45.264 2.168 2.988 0.754 O19 I2H 13 I2H C20 C20 C 0 1 N N N 29.109 14.963 45.838 1.358 4.164 0.719 C20 I2H 14 I2H C11 C11 C 0 1 Y N N 30.747 11.984 41.953 0.679 -0.358 -1.156 C11 I2H 15 I2H C12 C12 C 0 1 Y N N 31.876 12.175 42.880 1.924 -0.417 -0.513 C12 I2H 16 I2H O13 O13 O 0 1 N N N 33.006 11.475 42.664 2.616 -1.586 -0.532 O13 I2H 17 I2H C15 C15 C 0 1 Y N N 31.775 13.024 43.910 2.423 0.706 0.123 C15 I2H 18 I2H O16 O16 O 0 1 N N N 32.843 13.170 44.743 3.631 0.658 0.748 O16 I2H 19 I2H C17 C17 C 0 1 N N N 33.910 12.397 44.561 4.780 0.991 -0.033 C17 I2H 20 I2H C27 C27 C 0 1 N N N 30.856 11.032 40.791 0.175 -1.576 -1.826 C27 I2H 21 I2H C28 C28 C 0 1 N N N 32.213 10.333 40.738 0.743 -2.741 -1.519 C28 I2H 22 I2H C14 C14 C 0 1 N N S 33.322 11.196 41.309 1.854 -2.794 -0.505 C14 I2H 23 I2H C24 C24 C 0 1 N N N 34.661 10.450 41.226 1.256 -2.982 0.890 C24 I2H 24 I2H C26 C26 C 0 1 N N N 34.647 8.972 40.961 2.226 -3.059 2.071 C26 I2H 25 I2H C25 C25 C 0 1 N N N 35.096 9.924 39.888 1.363 -1.811 1.869 C25 I2H 26 I2H H1 H1 H 0 1 N N N 25.782 11.349 38.642 -1.985 2.914 -0.496 H1 I2H 27 I2H H2 H2 H 0 1 N N N 25.947 12.507 39.781 -3.093 3.163 0.742 H2 I2H 28 I2H H3 H3 H 0 1 N N N 26.027 6.998 40.108 -5.771 -0.364 2.243 H3 I2H 29 I2H H4 H4 H 0 1 N N N 27.483 6.496 40.650 -5.640 -1.893 1.560 H4 I2H 30 I2H H5 H5 H 0 1 N N N 29.194 10.499 42.790 -2.431 -1.620 -1.651 H5 I2H 31 I2H H6 H6 H 0 1 N N N 28.620 12.903 40.230 -1.369 0.265 -2.737 H6 I2H 32 I2H H7 H7 H 0 1 N N N 27.477 13.151 41.593 -1.607 1.919 -2.124 H7 I2H 33 I2H H8 H8 H 0 1 N N N 28.529 14.179 43.439 -0.118 2.858 -0.505 H8 I2H 34 I2H H9 H9 H 0 1 N N N 29.202 15.666 46.679 1.861 4.968 1.256 H9 I2H 35 I2H H10 H10 H 0 1 N N N 28.469 15.405 45.060 1.197 4.464 -0.317 H10 I2H 36 I2H H11 H11 H 0 1 N N N 28.659 14.024 46.193 0.397 3.957 1.190 H11 I2H 37 I2H H12 H12 H 0 1 N N N 34.674 12.643 45.313 4.684 2.011 -0.404 H12 I2H 38 I2H H13 H13 H 0 1 N N N 33.620 11.341 44.665 5.675 0.912 0.585 H13 I2H 39 I2H H14 H14 H 0 1 N N N 34.319 12.567 43.554 4.859 0.303 -0.875 H14 I2H 40 I2H H15 H15 H 0 1 N N N 30.064 10.863 40.076 -0.630 -1.522 -2.544 H15 I2H 41 I2H H17 H17 H 0 1 N N N 32.365 9.340 40.340 0.405 -3.648 -1.998 H17 I2H 42 I2H H19 H19 H 0 1 N N N 33.393 12.127 40.728 2.508 -3.636 -0.732 H19 I2H 43 I2H H20 H20 H 0 1 N N N 35.457 10.821 41.888 0.356 -3.596 0.937 H20 I2H 44 I2H H21 H21 H 0 1 N N N 33.689 8.440 40.859 1.965 -3.724 2.894 H21 I2H 45 I2H H22 H22 H 0 1 N N N 35.379 8.317 41.457 3.291 -2.977 1.853 H22 I2H 46 I2H H23 H23 H 0 1 N N N 36.156 9.966 39.599 1.860 -0.907 1.519 H23 I2H 47 I2H H24 H24 H 0 1 N N N 34.467 10.089 39.001 0.535 -1.655 2.560 H24 I2H 48 # 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 I2H N7 C6 SING N N 1 I2H C25 C26 SING N N 2 I2H C25 C24 SING N N 3 I2H N5 C6 SING Y N 4 I2H N5 C3 DOUB Y N 5 I2H C6 C8 DOUB Y N 6 I2H C28 C27 DOUB N N 7 I2H C28 C14 SING N N 8 I2H C27 C11 SING N N 9 I2H N4 C3 SING N N 10 I2H C26 C24 SING N N 11 I2H C3 N2 SING Y N 12 I2H C8 C9 SING N N 13 I2H C8 C1 SING Y N 14 I2H C24 C14 SING N N 15 I2H C9 C10 SING N N 16 I2H C14 O13 SING N N 17 I2H N2 C1 DOUB Y N 18 I2H C11 C10 SING Y N 19 I2H C11 C12 DOUB Y N 20 I2H C10 C21 DOUB Y N 21 I2H O13 C12 SING N N 22 I2H C12 C15 SING Y N 23 I2H C21 C18 SING Y N 24 I2H C15 C18 DOUB Y N 25 I2H C15 O16 SING N N 26 I2H C18 O19 SING N N 27 I2H C17 O16 SING N N 28 I2H O19 C20 SING N N 29 I2H N7 H1 SING N N 30 I2H N7 H2 SING N N 31 I2H N4 H3 SING N N 32 I2H N4 H4 SING N N 33 I2H C1 H5 SING N N 34 I2H C9 H6 SING N N 35 I2H C9 H7 SING N N 36 I2H C21 H8 SING N N 37 I2H C20 H9 SING N N 38 I2H C20 H10 SING N N 39 I2H C20 H11 SING N N 40 I2H C17 H12 SING N N 41 I2H C17 H13 SING N N 42 I2H C17 H14 SING N N 43 I2H C27 H15 SING N N 44 I2H C28 H17 SING N N 45 I2H C14 H19 SING N N 46 I2H C24 H20 SING N N 47 I2H C26 H21 SING N N 48 I2H C26 H22 SING N N 49 I2H C25 H23 SING N N 50 I2H C25 H24 SING N N 51 # 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 I2H SMILES ACDLabs 12.01 "n1cc(c(nc1N)N)Cc3cc(OC)c(OC)c2OC(C=Cc23)C4CC4" I2H InChI InChI 1.03 "InChI=1S/C19H22N4O3/c1-24-15-8-11(7-12-9-22-19(21)23-18(12)20)13-5-6-14(10-3-4-10)26-16(13)17(15)25-2/h5-6,8-10,14H,3-4,7H2,1-2H3,(H4,20,21,22,23)/t14-/m1/s1" I2H InChIKey InChI 1.03 HWJPWWYTGBZDEG-CQSZACIVSA-N I2H SMILES_CANONICAL CACTVS 3.385 "COc1cc(Cc2cnc(N)nc2N)c3C=C[C@@H](Oc3c1OC)C4CC4" I2H SMILES CACTVS 3.385 "COc1cc(Cc2cnc(N)nc2N)c3C=C[CH](Oc3c1OC)C4CC4" I2H SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cc(c2c(c1OC)O[C@H](C=C2)C3CC3)Cc4cnc(nc4N)N" I2H SMILES "OpenEye OEToolkits" 1.7.6 "COc1cc(c2c(c1OC)OC(C=C2)C3CC3)Cc4cnc(nc4N)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 I2H "SYSTEMATIC NAME" ACDLabs 12.01 "5-{[(2S)-2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl]methyl}pyrimidine-2,4-diamine" I2H "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[[(2S)-2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl]methyl]pyrimidine-2,4-diamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site I2H "Create component" 2009-01-21 PDBJ I2H "Modify aromatic_flag" 2011-06-04 RCSB I2H "Modify descriptor" 2011-06-04 RCSB I2H "Modify name" 2014-04-15 PDBJ I2H "Modify formula" 2014-04-15 PDBJ I2H "Modify atom id" 2014-04-15 PDBJ I2H "Modify value order" 2014-04-15 PDBJ #