data_3RR # _chem_comp.id 3RR _chem_comp.name "4-(2,4-dichloro-5-methoxyphenyl)-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H12 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 347.199 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3RR _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 3RLR _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 3RR N1 N1 N 0 1 Y N N 17.437 -1.907 49.606 -3.738 -0.988 0.634 N1 3RR 1 3RR N3 N3 N 0 1 Y N N 17.274 0.393 48.860 -3.899 1.346 -0.209 N3 3RR 2 3RR C4 C4 C 0 1 Y N N 15.589 -0.335 50.148 -1.906 0.351 0.014 C4 3RR 3 3RR C5 C5 C 0 1 Y N N 15.359 1.036 49.796 -1.722 1.715 -0.499 C5 3RR 4 3RR C6 C6 C 0 1 Y N N 16.409 1.460 48.996 -2.970 2.256 -0.607 C6 3RR 5 3RR C7 C7 C 0 1 N N N 17.373 -4.195 50.482 -3.457 -3.261 1.447 C7 3RR 6 3RR C8 C8 C 0 1 Y N N 13.683 -1.297 51.596 0.416 -0.580 0.191 C8 3RR 7 3RR C10 C10 C 0 1 Y N N 11.216 -1.017 51.617 2.494 -1.381 -0.715 C10 3RR 8 3RR C13 C13 C 0 1 Y N N 13.645 -1.455 53.010 1.094 0.462 0.822 C13 3RR 9 3RR C15 C15 C 0 1 N N N 14.252 1.866 50.183 -0.481 2.352 -0.821 C15 3RR 10 3RR C12 C12 C 0 1 Y N N 12.418 -1.400 53.746 2.466 0.576 0.681 C12 3RR 11 3RR C9 C9 C 0 1 Y N N 12.439 -1.069 50.907 1.125 -1.503 -0.580 C9 3RR 12 3RR C11 C11 C 0 1 Y N N 11.206 -1.186 53.022 3.165 -0.346 -0.088 C11 3RR 13 3RR C2 C2 C 0 1 Y N N 14.963 -1.384 50.897 -1.052 -0.711 0.342 C2 3RR 14 3RR C3 C3 C 0 1 Y N N 16.805 -0.694 49.544 -3.293 0.178 0.175 C3 3RR 15 3RR C1 C1 C 0 1 Y N N 16.764 -2.829 50.348 -2.900 -1.959 0.931 C1 3RR 16 3RR C16 C16 C 0 1 N N N 16.687 2.764 48.349 -3.273 3.649 -1.095 C16 3RR 17 3RR C14 C14 C 0 1 N N N 13.471 -1.755 55.919 2.349 2.503 2.070 C14 3RR 18 3RR N4 N4 N 0 1 N N N 13.365 2.515 50.540 0.504 2.857 -1.076 N4 3RR 19 3RR N2 N2 N 0 1 Y N N 15.577 -2.626 50.980 -1.594 -1.841 0.795 N2 3RR 20 3RR O1 O1 O 0 1 N N N 12.300 -1.541 55.117 3.130 1.591 1.295 O1 3RR 21 3RR CL2 CL2 CL 0 0 N N N 12.371 -0.845 49.178 0.287 -2.803 -1.368 CL2 3RR 22 3RR CL1 CL1 CL 0 0 N N N 9.674 -1.124 53.817 4.886 -0.200 -0.262 CL1 3RR 23 3RR H7 H7 H 0 1 N N N 18.321 -4.231 49.925 -3.660 -3.928 0.609 H7 3RR 24 3RR H7A H7A H 0 1 N N N 17.563 -4.409 51.544 -2.733 -3.727 2.115 H7A 3RR 25 3RR H7B H7B H 0 1 N N N 16.681 -4.947 50.075 -4.383 -3.070 1.991 H7B 3RR 26 3RR H10 H10 H 0 1 N N N 10.290 -0.848 51.087 3.043 -2.095 -1.311 H10 3RR 27 3RR H13 H13 H 0 1 N N N 14.569 -1.621 53.544 0.550 1.179 1.419 H13 3RR 28 3RR H16 H16 H 0 1 N N N 16.240 2.778 47.344 -3.278 4.337 -0.250 H16 3RR 29 3RR H16A H16A H 0 0 N N N 16.253 3.573 48.955 -2.511 3.957 -1.811 H16A 3RR 30 3RR H16B H16B H 0 0 N N N 17.774 2.909 48.268 -4.251 3.660 -1.578 H16B 3RR 31 3RR H14 H14 H 0 1 N N N 13.181 -1.843 56.976 1.609 2.982 1.429 H14 3RR 32 3RR H14A H14A H 0 0 N N N 13.971 -2.681 55.598 1.841 1.960 2.867 H14A 3RR 33 3RR H14B H14B H 0 0 N N N 14.159 -0.905 55.797 3.000 3.261 2.504 H14B 3RR 34 3RR HN3 HN3 H 0 1 N N N 18.125 0.412 48.335 -4.856 1.502 -0.198 HN3 3RR 35 # 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 3RR C3 N1 DOUB Y N 1 3RR N1 C1 SING Y N 2 3RR N3 C6 SING Y N 3 3RR N3 C3 SING Y N 4 3RR C3 C4 SING Y N 5 3RR C5 C4 SING Y N 6 3RR C4 C2 DOUB Y N 7 3RR C6 C5 DOUB Y N 8 3RR C5 C15 SING N N 9 3RR C16 C6 SING N N 10 3RR C1 C7 SING N N 11 3RR C7 H7 SING N N 12 3RR C7 H7A SING N N 13 3RR C7 H7B SING N N 14 3RR C2 C8 SING Y N 15 3RR C9 C8 DOUB Y N 16 3RR C8 C13 SING Y N 17 3RR C9 C10 SING Y N 18 3RR C10 C11 DOUB Y N 19 3RR C10 H10 SING N N 20 3RR C13 C12 DOUB Y N 21 3RR C13 H13 SING N N 22 3RR C15 N4 TRIP N N 23 3RR C11 C12 SING Y N 24 3RR C12 O1 SING N N 25 3RR CL2 C9 SING N N 26 3RR C11 CL1 SING N N 27 3RR C2 N2 SING Y N 28 3RR C1 N2 DOUB Y N 29 3RR C16 H16 SING N N 30 3RR C16 H16A SING N N 31 3RR C16 H16B SING N N 32 3RR O1 C14 SING N N 33 3RR C14 H14 SING N N 34 3RR C14 H14A SING N N 35 3RR C14 H14B SING N N 36 3RR N3 HN3 SING N N 37 # 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 3RR SMILES ACDLabs 12.01 "Clc3c(OC)cc(c1nc(nc2c1c(C#N)c(n2)C)C)c(Cl)c3" 3RR SMILES_CANONICAL CACTVS 3.370 "COc1cc(c(Cl)cc1Cl)c2nc(C)nc3[nH]c(C)c(C#N)c23" 3RR SMILES CACTVS 3.370 "COc1cc(c(Cl)cc1Cl)c2nc(C)nc3[nH]c(C)c(C#N)c23" 3RR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1c(c2c(nc(nc2[nH]1)C)c3cc(c(cc3Cl)Cl)OC)C#N" 3RR SMILES "OpenEye OEToolkits" 1.7.2 "Cc1c(c2c(nc(nc2[nH]1)C)c3cc(c(cc3Cl)Cl)OC)C#N" 3RR InChI InChI 1.03 "InChI=1S/C16H12Cl2N4O/c1-7-10(6-19)14-15(21-8(2)22-16(14)20-7)9-4-13(23-3)12(18)5-11(9)17/h4-5H,1-3H3,(H,20,21,22)" 3RR InChIKey InChI 1.03 MCTFCIHBXQNCGL-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 3RR "SYSTEMATIC NAME" ACDLabs 12.01 "4-(2,4-dichloro-5-methoxyphenyl)-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile" 3RR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "4-[2,4-bis(chloranyl)-5-methoxy-phenyl]-2,6-dimethyl-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 3RR "Create component" 2011-04-26 RCSB 3RR "Modify aromatic_flag" 2011-06-04 RCSB 3RR "Modify descriptor" 2011-06-04 RCSB #