data_XP0 # _chem_comp.id XP0 _chem_comp.name "5-(phenylethynyl)-4-(pyrrolidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H17 N5" _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 303.361 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XP0 _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 4CLO _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 XP0 CAL CAL C 0 1 N N N 28.113 15.229 25.851 -1.280 -2.770 -0.489 CAL XP0 1 XP0 CAJ CAJ C 0 1 N N N 27.999 16.726 26.257 -0.252 -3.663 0.231 CAJ XP0 2 XP0 CAK CAK C 0 1 N N N 26.690 17.238 25.719 0.779 -2.684 0.838 CAK XP0 3 XP0 CAM CAM C 0 1 N N N 25.801 16.027 25.539 -0.012 -1.354 0.917 CAM XP0 4 XP0 NAW NAW N 0 1 N N N 26.735 14.904 25.265 -0.831 -1.371 -0.322 NAW XP0 5 XP0 C6 C6 C 0 1 Y N N 26.428 13.676 24.796 -1.912 -0.514 -0.213 C6 XP0 6 XP0 C5 C5 C 0 1 Y N N 25.184 13.254 24.366 -1.720 0.864 -0.047 C5 XP0 7 XP0 N1 N1 N 0 1 Y N N 27.469 12.784 24.805 -3.156 -0.978 -0.270 N1 XP0 8 XP0 C2 C2 C 0 1 Y N N 27.331 11.531 24.320 -4.195 -0.159 -0.166 C2 XP0 9 XP0 NAA NAA N 0 1 N N N 28.360 10.710 24.281 -5.472 -0.690 -0.231 NAA XP0 10 XP0 N3 N3 N 0 1 Y N N 26.115 11.114 23.909 -4.056 1.146 -0.003 N3 XP0 11 XP0 C4 C4 C 0 1 Y N N 25.065 11.932 23.943 -2.844 1.698 0.059 C4 XP0 12 XP0 NAP NAP N 0 1 Y N N 23.808 11.689 23.538 -2.392 2.982 0.213 NAP XP0 13 XP0 CAI CAI C 0 1 Y N N 23.098 12.801 23.726 -1.025 3.009 0.210 CAI XP0 14 XP0 CAS CAS C 0 1 Y N N 23.910 13.740 24.237 -0.545 1.744 0.055 CAS XP0 15 XP0 CAC CAC C 0 1 N N N 23.296 15.019 24.440 0.830 1.349 0.001 CAC XP0 16 XP0 CAB CAB C 0 1 N N N 22.796 15.992 24.591 1.958 1.026 -0.043 CAB XP0 17 XP0 CAQ CAQ C 0 1 Y N N 22.149 17.248 24.786 3.333 0.631 -0.097 CAQ XP0 18 XP0 CAG CAG C 0 1 Y N N 22.898 18.355 25.037 4.344 1.589 0.015 CAG XP0 19 XP0 CAE CAE C 0 1 Y N N 22.300 19.611 25.196 5.666 1.202 -0.037 CAE XP0 20 XP0 CAD CAD C 0 1 Y N N 20.932 19.760 25.092 5.994 -0.133 -0.201 CAD XP0 21 XP0 CAF CAF C 0 1 Y N N 20.178 18.645 24.777 4.998 -1.088 -0.312 CAF XP0 22 XP0 CAH CAH C 0 1 Y N N 20.794 17.400 24.602 3.671 -0.716 -0.255 CAH XP0 23 XP0 HAL1 HAL1 H 0 0 N N N 28.903 15.086 25.099 -1.314 -3.025 -1.549 HAL1 XP0 24 XP0 HAL2 HAL2 H 0 0 N N N 28.324 14.600 26.728 -2.264 -2.901 -0.041 HAL2 XP0 25 XP0 HAJ1 HAJ1 H 0 0 N N N 28.019 16.821 27.353 -0.737 -4.238 1.020 HAJ1 XP0 26 XP0 HAJ2 HAJ2 H 0 0 N N N 28.833 17.298 25.824 0.234 -4.331 -0.481 HAJ2 XP0 27 XP0 HAK1 HAK1 H 0 0 N N N 26.235 17.942 26.431 1.083 -3.012 1.832 HAK1 XP0 28 XP0 HAK2 HAK2 H 0 0 N N N 26.846 17.742 24.754 1.644 -2.580 0.183 HAK2 XP0 29 XP0 HAM1 HAM1 H 0 0 N N N 25.221 15.834 26.453 -0.651 -1.338 1.801 HAM1 XP0 30 XP0 HAM2 HAM2 H 0 0 N N N 25.114 16.174 24.693 0.668 -0.502 0.917 HAM2 XP0 31 XP0 HAA1 HAA1 H 0 0 N N N 29.168 11.170 24.648 -5.595 -1.645 -0.350 HAA1 XP0 32 XP0 HAA2 HAA2 H 0 0 N N N 28.160 9.899 24.831 -6.244 -0.107 -0.157 HAA2 XP0 33 XP0 HAP HAP H 0 1 N N N 23.466 10.828 23.162 -2.961 3.761 0.309 HAP XP0 34 XP0 HAI HAI H 0 1 N N N 22.048 12.926 23.505 -0.419 3.896 0.315 HAI XP0 35 XP0 HAG HAG H 0 1 N N N 23.971 18.264 25.115 4.090 2.631 0.142 HAG XP0 36 XP0 HAH HAH H 0 1 N N N 20.197 16.546 24.318 2.896 -1.463 -0.338 HAH XP0 37 XP0 HAE HAE H 0 1 N N N 22.917 20.473 25.402 6.449 1.941 0.049 HAE XP0 38 XP0 HAD HAD H 0 1 N N N 20.464 20.720 25.252 7.031 -0.431 -0.242 HAD XP0 39 XP0 HAF HAF H 0 1 N N N 19.108 18.735 24.665 5.261 -2.128 -0.440 HAF XP0 40 # 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 XP0 CAL CAJ SING N N 1 XP0 CAL NAW SING N N 2 XP0 CAJ CAK SING N N 3 XP0 CAK CAM SING N N 4 XP0 CAM NAW SING N N 5 XP0 NAW C6 SING N N 6 XP0 C6 C5 SING Y N 7 XP0 C6 N1 DOUB Y N 8 XP0 C5 C4 DOUB Y N 9 XP0 C5 CAS SING Y N 10 XP0 N1 C2 SING Y N 11 XP0 C2 NAA SING N N 12 XP0 C2 N3 DOUB Y N 13 XP0 N3 C4 SING Y N 14 XP0 C4 NAP SING Y N 15 XP0 NAP CAI SING Y N 16 XP0 CAI CAS DOUB Y N 17 XP0 CAS CAC SING N N 18 XP0 CAC CAB TRIP N N 19 XP0 CAB CAQ SING N N 20 XP0 CAQ CAG SING Y N 21 XP0 CAQ CAH DOUB Y N 22 XP0 CAG CAE DOUB Y N 23 XP0 CAE CAD SING Y N 24 XP0 CAD CAF DOUB Y N 25 XP0 CAF CAH SING Y N 26 XP0 CAL HAL1 SING N N 27 XP0 CAL HAL2 SING N N 28 XP0 CAJ HAJ1 SING N N 29 XP0 CAJ HAJ2 SING N N 30 XP0 CAK HAK1 SING N N 31 XP0 CAK HAK2 SING N N 32 XP0 CAM HAM1 SING N N 33 XP0 CAM HAM2 SING N N 34 XP0 NAA HAA1 SING N N 35 XP0 NAA HAA2 SING N N 36 XP0 NAP HAP SING N N 37 XP0 CAI HAI SING N N 38 XP0 CAG HAG SING N N 39 XP0 CAH HAH SING N N 40 XP0 CAE HAE SING N N 41 XP0 CAD HAD SING N N 42 XP0 CAF HAF SING N N 43 # 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 XP0 SMILES ACDLabs 12.01 "n2c(nc(c3c(C#Cc1ccccc1)cnc23)N4CCCC4)N" XP0 InChI InChI 1.03 "InChI=1S/C18H17N5/c19-18-21-16-15(17(22-18)23-10-4-5-11-23)14(12-20-16)9-8-13-6-2-1-3-7-13/h1-3,6-7,12H,4-5,10-11H2,(H3,19,20,21,22)" XP0 InChIKey InChI 1.03 PFDYIZWUJSPGHR-UHFFFAOYSA-N XP0 SMILES_CANONICAL CACTVS 3.385 "Nc1nc2[nH]cc(C#Cc3ccccc3)c2c(n1)N4CCCC4" XP0 SMILES CACTVS 3.385 "Nc1nc2[nH]cc(C#Cc3ccccc3)c2c(n1)N4CCCC4" XP0 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)C#Cc2c[nH]c3c2c(nc(n3)N)N4CCCC4" XP0 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)C#Cc2c[nH]c3c2c(nc(n3)N)N4CCCC4" # 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 XP0 "SYSTEMATIC NAME" ACDLabs 12.01 "5-(phenylethynyl)-4-(pyrrolidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine" XP0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-(2-phenylethynyl)-4-pyrrolidin-1-yl-7H-pyrrolo[2,3-d]pyrimidin-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XP0 "Create component" 2014-01-15 EBI XP0 "Modify descriptor" 2014-09-05 RCSB XP0 "Initial release" 2015-01-21 RCSB #