data_3RQ # _chem_comp.id 3RQ _chem_comp.name "4-(2,4-dichloro-5-methoxyphenyl)-2-methyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H10 Cl2 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-04-26 _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 333.172 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3RQ _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 3RLQ _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 3RQ N1 N1 N 0 1 Y N N 17.574 -2.251 49.855 -3.962 -0.295 0.531 N1 3RQ 1 3RQ N3 N3 N 0 1 Y N N 17.521 0.057 49.146 -3.811 1.957 -0.513 N3 3RQ 2 3RQ C4 C4 C 0 1 Y N N 12.583 -1.220 51.121 0.823 -1.506 -0.479 C4 3RQ 3 3RQ C5 C5 C 0 1 Y N N 11.364 -1.126 51.828 2.200 -1.563 -0.583 C5 3RQ 4 3RQ C6 C6 C 0 1 Y N N 11.335 -1.310 53.226 2.981 -0.567 -0.025 C6 3RQ 5 3RQ C7 C7 C 0 1 N N N 13.531 -2.016 56.154 2.481 2.535 1.863 C7 3RQ 6 3RQ C8 C8 C 0 1 Y N N 15.105 -1.643 51.122 -1.256 -0.377 0.305 C8 3RQ 7 3RQ C10 C10 C 0 1 N N N 17.408 -4.543 50.703 -3.986 -2.504 1.544 C10 3RQ 8 3RQ C13 C13 C 0 1 Y N N 15.618 0.769 50.059 -1.599 2.030 -0.762 C13 3RQ 9 3RQ C15 C15 C 0 1 N N N 14.552 1.652 50.427 -0.281 2.478 -1.095 C15 3RQ 10 3RQ C2 C2 C 0 1 Y N N 13.768 -1.687 53.229 1.008 0.562 0.753 C2 3RQ 11 3RQ C14 C14 C 0 1 Y N N 16.697 1.147 49.293 -2.767 2.707 -0.958 C14 3RQ 12 3RQ C12 C12 C 0 1 Y N N 15.784 -0.613 50.396 -1.963 0.748 -0.140 C12 3RQ 13 3RQ C3 C3 C 0 1 Y N N 13.820 -1.511 51.813 0.219 -0.441 0.191 C3 3RQ 14 3RQ C1 C1 C 0 1 Y N N 12.533 -1.588 53.962 2.386 0.496 0.644 C1 3RQ 15 3RQ C11 C11 C 0 1 Y N N 16.994 -1.014 49.804 -3.365 0.763 -0.010 C11 3RQ 16 3RQ C9 C9 C 0 1 Y N N 16.852 -3.152 50.575 -3.259 -1.331 0.937 C9 3RQ 17 3RQ N4 N4 N 0 1 N N N 13.686 2.345 50.755 0.765 2.834 -1.359 N4 3RQ 18 3RQ N2 N2 N 0 1 Y N N 15.667 -2.909 51.196 -1.946 -1.387 0.834 N2 3RQ 19 3RQ O1 O1 O 0 1 N N N 12.387 -1.739 55.334 3.158 1.472 1.191 O1 3RQ 20 3RQ CL2 CL2 CL 0 0 N N N 12.500 -0.969 49.402 -0.154 -2.754 -1.186 CL2 3RQ 21 3RQ CL1 CL1 CL 0 0 N N N 9.798 -1.184 53.998 4.710 -0.647 -0.159 CL1 3RQ 22 3RQ H5 H5 H 0 1 N N N 10.449 -0.912 51.295 2.667 -2.387 -1.101 H5 3RQ 23 3RQ H7 H7 H 0 1 N N N 13.218 -2.101 57.205 3.212 3.244 2.252 H7 3RQ 24 3RQ H7A H7A H 0 1 N N N 13.993 -2.961 55.832 1.819 3.044 1.163 H7A 3RQ 25 3RQ H7B H7B H 0 1 N N N 14.260 -1.198 56.054 1.895 2.129 2.688 H7B 3RQ 26 3RQ H10 H10 H 0 1 N N N 18.363 -4.608 50.162 -4.252 -3.212 0.759 H10 3RQ 27 3RQ H10A H10A H 0 0 N N N 17.572 -4.776 51.765 -3.341 -2.994 2.273 H10A 3RQ 28 3RQ H10B H10B H 0 0 N N N 16.695 -5.263 50.276 -4.892 -2.153 2.039 H10B 3RQ 29 3RQ H2 H2 H 0 1 N N N 14.681 -1.900 53.765 0.545 1.389 1.272 H2 3RQ 30 3RQ H14 H14 H 0 1 N N N 16.867 2.130 48.879 -2.850 3.689 -1.399 H14 3RQ 31 3RQ HN3 HN3 H 0 1 N N N 18.379 0.051 48.633 -4.741 2.230 -0.548 HN3 3RQ 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 3RQ C11 N1 DOUB Y N 1 3RQ N1 C9 SING Y N 2 3RQ N3 C14 SING Y N 3 3RQ N3 C11 SING Y N 4 3RQ CL2 C4 SING N N 5 3RQ C4 C3 DOUB Y N 6 3RQ C4 C5 SING Y N 7 3RQ C5 C6 DOUB Y N 8 3RQ C5 H5 SING N N 9 3RQ C6 C1 SING Y N 10 3RQ C6 CL1 SING N N 11 3RQ O1 C7 SING N N 12 3RQ C7 H7 SING N N 13 3RQ C7 H7A SING N N 14 3RQ C7 H7B SING N N 15 3RQ C12 C8 DOUB Y N 16 3RQ C8 N2 SING Y N 17 3RQ C8 C3 SING Y N 18 3RQ C9 C10 SING N N 19 3RQ C10 H10 SING N N 20 3RQ C10 H10A SING N N 21 3RQ C10 H10B SING N N 22 3RQ C14 C13 DOUB Y N 23 3RQ C13 C12 SING Y N 24 3RQ C13 C15 SING N N 25 3RQ C15 N4 TRIP N N 26 3RQ C3 C2 SING Y N 27 3RQ C2 C1 DOUB Y N 28 3RQ C2 H2 SING N N 29 3RQ C14 H14 SING N N 30 3RQ C11 C12 SING Y N 31 3RQ C1 O1 SING N N 32 3RQ C9 N2 DOUB Y N 33 3RQ N3 HN3 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 3RQ SMILES ACDLabs 12.01 "Clc3c(OC)cc(c1nc(nc2c1c(C#N)cn2)C)c(Cl)c3" 3RQ SMILES_CANONICAL CACTVS 3.370 "COc1cc(c(Cl)cc1Cl)c2nc(C)nc3[nH]cc(C#N)c23" 3RQ SMILES CACTVS 3.370 "COc1cc(c(Cl)cc1Cl)c2nc(C)nc3[nH]cc(C#N)c23" 3RQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1nc(c2c(c[nH]c2n1)C#N)c3cc(c(cc3Cl)Cl)OC" 3RQ SMILES "OpenEye OEToolkits" 1.7.2 "Cc1nc(c2c(c[nH]c2n1)C#N)c3cc(c(cc3Cl)Cl)OC" 3RQ InChI InChI 1.03 "InChI=1S/C15H10Cl2N4O/c1-7-20-14(13-8(5-18)6-19-15(13)21-7)9-3-12(22-2)11(17)4-10(9)16/h3-4,6H,1-2H3,(H,19,20,21)" 3RQ InChIKey InChI 1.03 XQAFNWQVIXKAPE-UHFFFAOYSA-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 3RQ "SYSTEMATIC NAME" ACDLabs 12.01 "4-(2,4-dichloro-5-methoxyphenyl)-2-methyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile" 3RQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "4-[2,4-bis(chloranyl)-5-methoxy-phenyl]-2-methyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3RQ "Create component" 2011-04-26 RCSB 3RQ "Modify aromatic_flag" 2011-06-04 RCSB 3RQ "Modify descriptor" 2011-06-04 RCSB #