data_13V # _chem_comp.id 13V _chem_comp.name "4-{3-[2-amino-5-(2-methoxyethoxy)pyrimidin-4-yl]-1H-indol-5-yl}-2-methylbut-3-yn-2-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 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 2013-01-11 _chem_comp.pdbx_modified_date 2013-04-12 _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 366.414 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 13V _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 4IDV _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 13V N3 N3 N 0 1 N N N 19.589 10.927 88.612 -0.122 4.082 -0.091 N3 13V 1 13V C15 C15 C 0 1 Y N N 19.744 12.166 88.128 0.875 3.123 -0.007 C15 13V 2 13V N2 N2 N 0 1 Y N N 18.635 12.840 87.891 0.536 1.845 0.040 N2 13V 3 13V N4 N4 N 0 1 Y N N 20.971 12.579 87.958 2.141 3.511 0.018 N4 13V 4 13V C16 C16 C 0 1 Y N N 21.144 13.825 87.471 3.126 2.627 0.097 C16 13V 5 13V C17 C17 C 0 1 Y N N 20.064 14.650 87.137 2.820 1.276 0.154 C17 13V 6 13V O2 O2 O 0 1 N N N 20.193 15.966 86.653 3.805 0.342 0.236 O2 13V 7 13V C18 C18 C 0 1 N N N 21.193 16.567 85.867 5.152 0.819 0.265 C18 13V 8 13V C19 C19 C 0 1 N N N 20.746 17.999 85.481 6.112 -0.368 0.358 C19 13V 9 13V O3 O3 O 0 1 N N N 19.845 18.128 84.377 6.015 -1.154 -0.832 O3 13V 10 13V C20 C20 C 0 1 N N N 18.889 19.167 84.333 6.875 -2.294 -0.848 C20 13V 11 13V C14 C14 C 0 1 Y N N 18.751 14.100 87.396 1.469 0.897 0.120 C14 13V 12 13V C11 C11 C 0 1 Y N N 17.483 14.877 87.048 1.088 -0.531 0.179 C11 13V 13 13V C10 C10 C 0 1 Y N N 17.436 16.127 86.470 1.930 -1.592 0.273 C10 13V 14 13V N1 N1 N 0 1 Y N N 16.165 16.469 86.260 1.211 -2.749 0.308 N1 13V 15 13V C12 C12 C 0 1 Y N N 16.152 14.457 87.146 -0.279 -1.078 0.153 C12 13V 16 13V C9 C9 C 0 1 Y N N 15.326 15.489 86.650 -0.138 -2.475 0.237 C9 13V 17 13V C8 C8 C 0 1 Y N N 13.944 15.436 86.614 -1.273 -3.282 0.235 C8 13V 18 13V C7 C7 C 0 1 Y N N 13.329 14.305 87.088 -2.515 -2.721 0.152 C7 13V 19 13V C13 C13 C 0 1 Y N N 15.488 13.335 87.615 -1.546 -0.508 0.073 C13 13V 20 13V C6 C6 C 0 1 Y N N 14.094 13.279 87.598 -2.666 -1.332 0.068 C6 13V 21 13V C5 C5 C 0 1 N N N 13.504 12.115 88.077 -3.976 -0.759 -0.018 C5 13V 22 13V C4 C4 C 0 1 N N N 12.978 11.090 88.467 -5.049 -0.289 -0.089 C4 13V 23 13V C1 C1 C 0 1 N N N 12.345 9.814 88.910 -6.395 0.300 -0.178 C1 13V 24 13V C3 C3 C 0 1 N N N 12.253 9.864 90.389 -6.281 1.824 -0.258 C3 13V 25 13V C2 C2 C 0 1 N N N 13.187 8.667 88.414 -7.100 -0.225 -1.430 C2 13V 26 13V O1 O1 O 0 1 N N N 11.075 9.701 88.386 -7.151 -0.060 0.980 O1 13V 27 13V H1 H1 H 0 1 N N N 18.614 10.727 88.711 -1.054 3.813 -0.115 H1 13V 28 13V H2 H2 H 0 1 N N N 20.002 10.269 87.982 0.111 5.023 -0.123 H2 13V 29 13V H3 H3 H 0 1 N N N 22.148 14.198 87.334 4.154 2.955 0.116 H3 13V 30 13V H4 H4 H 0 1 N N N 21.351 15.973 84.955 5.357 1.382 -0.645 H4 13V 31 13V H5 H5 H 0 1 N N N 22.131 16.616 86.440 5.289 1.466 1.131 H5 13V 32 13V H6 H6 H 0 1 N N N 21.652 18.574 85.238 7.132 -0.003 0.469 H6 13V 33 13V H7 H7 H 0 1 N N N 20.256 18.441 86.361 5.849 -0.982 1.220 H7 13V 34 13V H8 H8 H 0 1 N N N 18.301 19.086 83.407 7.912 -1.968 -0.761 H8 13V 35 13V H9 H9 H 0 1 N N N 18.218 19.085 85.201 6.629 -2.947 -0.011 H9 13V 36 13V H10 H10 H 0 1 N N N 19.403 20.139 84.357 6.742 -2.837 -1.784 H10 13V 37 13V H11 H11 H 0 1 N N N 18.295 16.735 86.225 3.007 -1.529 0.313 H11 13V 38 13V H12 H12 H 0 1 N N N 15.872 17.339 85.865 1.594 -3.638 0.373 H12 13V 39 13V H13 H13 H 0 1 N N N 13.366 16.261 86.224 -1.170 -4.355 0.299 H13 13V 40 13V H14 H14 H 0 1 N N N 12.253 14.220 87.062 -3.389 -3.356 0.151 H14 13V 41 13V H15 H15 H 0 1 N N N 16.054 12.498 87.996 -1.657 0.564 0.013 H15 13V 42 13V H16 H16 H 0 1 N N N 13.262 9.954 90.817 -5.705 2.099 -1.142 H16 13V 43 13V H17 H17 H 0 1 N N N 11.649 10.733 90.689 -7.277 2.260 -0.324 H17 13V 44 13V H18 H18 H 0 1 N N N 11.779 8.942 90.758 -5.779 2.198 0.634 H18 13V 45 13V H19 H19 H 0 1 N N N 14.202 8.751 88.828 -7.182 -1.310 -1.373 H19 13V 46 13V H20 H20 H 0 1 N N N 12.737 7.716 88.736 -8.097 0.212 -1.496 H20 13V 47 13V H21 H21 H 0 1 N N N 13.236 8.696 87.315 -6.524 0.050 -2.314 H21 13V 48 13V H22 H22 H 0 1 N N N 10.539 10.422 88.695 -8.050 0.294 0.989 H22 13V 49 # 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 13V C20 O3 SING N N 1 13V O3 C19 SING N N 2 13V C19 C18 SING N N 3 13V C18 O2 SING N N 4 13V N1 C10 SING Y N 5 13V N1 C9 SING Y N 6 13V C10 C11 DOUB Y N 7 13V C8 C9 DOUB Y N 8 13V C8 C7 SING Y N 9 13V C9 C12 SING Y N 10 13V O2 C17 SING N N 11 13V C11 C12 SING Y N 12 13V C11 C14 SING N N 13 13V C7 C6 DOUB Y N 14 13V C17 C14 DOUB Y N 15 13V C17 C16 SING Y N 16 13V C12 C13 DOUB Y N 17 13V C14 N2 SING Y N 18 13V C16 N4 DOUB Y N 19 13V C6 C13 SING Y N 20 13V C6 C5 SING N N 21 13V N2 C15 DOUB Y N 22 13V N4 C15 SING Y N 23 13V C5 C4 TRIP N N 24 13V C15 N3 SING N N 25 13V O1 C1 SING N N 26 13V C2 C1 SING N N 27 13V C4 C1 SING N N 28 13V C1 C3 SING N N 29 13V N3 H1 SING N N 30 13V N3 H2 SING N N 31 13V C16 H3 SING N N 32 13V C18 H4 SING N N 33 13V C18 H5 SING N N 34 13V C19 H6 SING N N 35 13V C19 H7 SING N N 36 13V C20 H8 SING N N 37 13V C20 H9 SING N N 38 13V C20 H10 SING N N 39 13V C10 H11 SING N N 40 13V N1 H12 SING N N 41 13V C8 H13 SING N N 42 13V C7 H14 SING N N 43 13V C13 H15 SING N N 44 13V C3 H16 SING N N 45 13V C3 H17 SING N N 46 13V C3 H18 SING N N 47 13V C2 H19 SING N N 48 13V C2 H20 SING N N 49 13V C2 H21 SING N N 50 13V O1 H22 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 13V SMILES ACDLabs 12.01 "O(C)CCOc3cnc(nc3c2c1cc(C#CC(O)(C)C)ccc1nc2)N" 13V InChI InChI 1.03 "InChI=1S/C20H22N4O3/c1-20(2,25)7-6-13-4-5-16-14(10-13)15(11-22-16)18-17(27-9-8-26-3)12-23-19(21)24-18/h4-5,10-12,22,25H,8-9H2,1-3H3,(H2,21,23,24)" 13V InChIKey InChI 1.03 ZZIZLABGKZWVAW-UHFFFAOYSA-N 13V SMILES_CANONICAL CACTVS 3.370 "COCCOc1cnc(N)nc1c2c[nH]c3ccc(cc23)C#CC(C)(C)O" 13V SMILES CACTVS 3.370 "COCCOc1cnc(N)nc1c2c[nH]c3ccc(cc23)C#CC(C)(C)O" 13V SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(C#Cc1ccc2c(c1)c(c[nH]2)c3c(cnc(n3)N)OCCOC)O" 13V SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(C#Cc1ccc2c(c1)c(c[nH]2)c3c(cnc(n3)N)OCCOC)O" # 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 13V "SYSTEMATIC NAME" ACDLabs 12.01 "4-{3-[2-amino-5-(2-methoxyethoxy)pyrimidin-4-yl]-1H-indol-5-yl}-2-methylbut-3-yn-2-ol" 13V "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[3-[2-azanyl-5-(2-methoxyethoxy)pyrimidin-4-yl]-1H-indol-5-yl]-2-methyl-but-3-yn-2-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 13V "Create component" 2013-01-11 RCSB 13V "Initial release" 2013-04-17 RCSB #