data_NWJ # _chem_comp.id NWJ _chem_comp.name "2-amino-6-(3-formylphenyl)-4-(pyrrolidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H16 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-15 _chem_comp.pdbx_modified_date 2015-01-16 _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 332.359 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NWJ _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 4CM5 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 NWJ CAV CAV C 0 1 N N N 20.053 13.557 20.345 -5.886 -0.975 0.784 CAV NWJ 1 NWJ OAE OAE O 0 1 N N N 19.612 12.503 19.824 -7.029 -0.579 0.703 OAE NWJ 2 NWJ CAX CAX C 0 1 Y N N 20.288 13.588 21.831 -4.792 -0.193 0.185 CAX NWJ 3 NWJ CAK CAK C 0 1 Y N N 21.514 13.341 22.341 -3.476 -0.647 0.276 CAK NWJ 4 NWJ CAI CAI C 0 1 Y N N 19.279 13.950 22.684 -5.070 1.006 -0.481 CAI NWJ 5 NWJ CAH CAH C 0 1 Y N N 19.468 14.057 24.069 -4.045 1.741 -1.043 CAH NWJ 6 NWJ CAJ CAJ C 0 1 Y N N 20.774 13.773 24.607 -2.740 1.300 -0.952 CAJ NWJ 7 NWJ CAY CAY C 0 1 Y N N 21.765 13.394 23.697 -2.447 0.101 -0.294 CAY NWJ 8 NWJ CBA CBA C 0 1 Y N N 23.198 13.101 24.051 -1.051 -0.370 -0.202 CBA NWJ 9 NWJ NAS NAS N 0 1 Y N N 23.858 11.986 23.726 -0.629 -1.654 -0.430 NAS NWJ 10 NWJ CAZ CAZ C 0 1 Y N N 24.047 13.990 24.660 0.044 0.415 0.122 CAZ NWJ 11 NWJ CAG CAG C 0 1 N N N 23.503 15.322 25.087 0.040 1.814 0.427 CAG NWJ 12 NWJ NAA NAA N 0 1 N N N 23.078 16.333 25.406 0.036 2.924 0.670 NAA NWJ 13 NWJ C5 C5 C 0 1 Y N N 25.354 13.409 24.767 1.212 -0.478 0.089 C5 NWJ 14 NWJ C4 C4 C 0 1 Y N N 25.125 12.155 24.185 0.728 -1.750 -0.261 C4 NWJ 15 NWJ N3 N3 N 0 1 Y N N 26.021 11.170 24.035 1.597 -2.754 -0.363 N3 NWJ 16 NWJ C2 C2 C 0 1 Y N N 27.307 11.437 24.487 2.886 -2.559 -0.138 C2 NWJ 17 NWJ NAB NAB N 0 1 N N N 28.362 10.498 24.316 3.753 -3.632 -0.257 NAB NWJ 18 NWJ N1 N1 N 0 1 Y N N 27.574 12.648 25.088 3.379 -1.373 0.196 N1 NWJ 19 NWJ C6 C6 C 0 1 Y N N 26.642 13.604 25.241 2.585 -0.313 0.315 C6 NWJ 20 NWJ NBF NBF N 0 1 N N N 27.107 14.808 25.879 3.103 0.923 0.658 NBF NWJ 21 NWJ CAN CAN C 0 1 N N N 28.540 15.188 25.902 4.564 0.851 0.844 CAN NWJ 22 NWJ CAL CAL C 0 1 N N N 28.560 16.653 25.759 5.199 1.879 -0.116 CAL NWJ 23 NWJ CAM CAM C 0 1 N N N 27.348 17.054 26.438 4.038 2.873 -0.380 CAM NWJ 24 NWJ CAO CAO C 0 1 N N N 26.347 16.093 25.910 2.811 1.928 -0.387 CAO NWJ 25 NWJ HAV HAV H 0 1 N Y N 20.260 14.426 19.737 -5.670 -1.900 1.298 HAV NWJ 26 NWJ HAK HAK H 0 1 N N N 22.322 13.095 21.668 -3.255 -1.573 0.786 HAK NWJ 27 NWJ HAI HAI H 0 1 N N N 18.302 14.161 22.274 -6.089 1.357 -0.556 HAI NWJ 28 NWJ HAH HAH H 0 1 N N N 18.654 14.345 24.717 -4.266 2.665 -1.556 HAH NWJ 29 NWJ HAJ HAJ H 0 1 N N N 20.978 13.849 25.665 -1.944 1.880 -1.394 HAJ NWJ 30 NWJ HAS HAS H 0 1 N N N 23.494 11.190 23.243 -1.209 -2.392 -0.677 HAS NWJ 31 NWJ HAB1 HAB1 H 0 0 N N N 28.014 9.686 23.848 3.412 -4.506 -0.501 HAB1 NWJ 32 NWJ HAB2 HAB2 H 0 0 N N N 29.090 10.911 23.770 4.702 -3.509 -0.096 HAB2 NWJ 33 NWJ HAN1 HAN1 H 0 0 N N N 29.002 14.888 26.854 4.819 1.099 1.875 HAN1 NWJ 34 NWJ HAN2 HAN2 H 0 0 N N N 29.077 14.713 25.068 4.919 -0.151 0.603 HAN2 NWJ 35 NWJ HAO1 HAO1 H 0 0 N N N 26.014 16.381 24.902 2.709 1.445 -1.359 HAO1 NWJ 36 NWJ HAO2 HAO2 H 0 0 N N N 25.475 16.022 26.577 1.905 2.480 -0.140 HAO2 NWJ 37 NWJ HAL1 HAL1 H 0 0 N N N 29.448 17.087 26.242 6.038 2.385 0.361 HAL1 NWJ 38 NWJ HAL2 HAL2 H 0 0 N N N 28.538 16.949 24.700 5.513 1.398 -1.042 HAL2 NWJ 39 NWJ HAM1 HAM1 H 0 0 N N N 27.454 16.958 27.529 3.961 3.607 0.422 HAM1 NWJ 40 NWJ HAM2 HAM2 H 0 0 N N N 27.076 18.089 26.186 4.157 3.365 -1.346 HAM2 NWJ 41 # 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 NWJ CAV OAE DOUB N N 1 NWJ CAV CAX SING N N 2 NWJ CAV HAV SING N N 3 NWJ CAX CAK SING Y N 4 NWJ CAX CAI DOUB Y N 5 NWJ CAK CAY DOUB Y N 6 NWJ CAI CAH SING Y N 7 NWJ CAH CAJ DOUB Y N 8 NWJ CAJ CAY SING Y N 9 NWJ CAY CBA SING N N 10 NWJ CBA NAS SING Y N 11 NWJ CBA CAZ DOUB Y N 12 NWJ NAS C4 SING Y N 13 NWJ CAZ CAG SING N N 14 NWJ CAZ C5 SING Y N 15 NWJ CAG NAA TRIP N N 16 NWJ C5 C4 SING Y N 17 NWJ C5 C6 DOUB Y N 18 NWJ C4 N3 DOUB Y N 19 NWJ N3 C2 SING Y N 20 NWJ C2 NAB SING N N 21 NWJ C2 N1 DOUB Y N 22 NWJ N1 C6 SING Y N 23 NWJ C6 NBF SING N N 24 NWJ NBF CAN SING N N 25 NWJ NBF CAO SING N N 26 NWJ CAN CAL SING N N 27 NWJ CAL CAM SING N N 28 NWJ CAM CAO SING N N 29 NWJ CAK HAK SING N N 30 NWJ CAI HAI SING N N 31 NWJ CAH HAH SING N N 32 NWJ CAJ HAJ SING N N 33 NWJ NAS HAS SING N N 34 NWJ NAB HAB1 SING N N 35 NWJ NAB HAB2 SING N N 36 NWJ CAN HAN1 SING N N 37 NWJ CAN HAN2 SING N N 38 NWJ CAO HAO1 SING N N 39 NWJ CAO HAO2 SING N N 40 NWJ CAL HAL1 SING N N 41 NWJ CAL HAL2 SING N N 42 NWJ CAM HAM1 SING N N 43 NWJ CAM HAM2 SING N N 44 # 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 NWJ SMILES ACDLabs 12.01 "O=Cc1cccc(c1)c3c(C#N)c2c(nc(nc2n3)N)N4CCCC4" NWJ InChI InChI 1.03 "InChI=1S/C18H16N6O/c19-9-13-14-16(21-15(13)12-5-3-4-11(8-12)10-25)22-18(20)23-17(14)24-6-1-2-7-24/h3-5,8,10H,1-2,6-7H2,(H3,20,21,22,23)" NWJ InChIKey InChI 1.03 YJUYKLYWYFTFQN-UHFFFAOYSA-N NWJ SMILES_CANONICAL CACTVS 3.385 "Nc1nc2[nH]c(c3cccc(C=O)c3)c(C#N)c2c(n1)N4CCCC4" NWJ SMILES CACTVS 3.385 "Nc1nc2[nH]c(c3cccc(C=O)c3)c(C#N)c2c(n1)N4CCCC4" NWJ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)c2c(c3c([nH]2)nc(nc3N4CCCC4)N)C#N)C=O" NWJ SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)c2c(c3c([nH]2)nc(nc3N4CCCC4)N)C#N)C=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 NWJ "SYSTEMATIC NAME" ACDLabs 12.01 "2-amino-6-(3-formylphenyl)-4-(pyrrolidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile" NWJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-azanyl-6-(3-methanoylphenyl)-4-pyrrolidin-1-yl-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 NWJ "Create component" 2014-01-15 EBI NWJ "Modify descriptor" 2014-09-05 RCSB NWJ "Initial release" 2015-01-21 RCSB #