data_YM8 # _chem_comp.id YM8 _chem_comp.name "(R)-5-(8-CHLOROISOQUINOLIN-3-YLAMINO)-3-(1-(DIMETHYLAMINO)PROPAN-2-YLOXY)PYRAZINE-2-CARBONITRILE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H19 Cl N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-06-06 _chem_comp.pdbx_modified_date 2014-09-05 _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 382.847 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YM8 _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 2YM8 _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 YM8 CAA CAA C 0 1 N N N 15.199 -3.321 11.244 -1.401 1.423 2.271 CAA YM8 1 YM8 CAB CAB C 0 1 N N N 15.313 -3.911 16.028 -3.079 4.234 -1.391 CAB YM8 2 YM8 CAC CAC C 0 1 N N N 15.629 -1.746 15.020 -1.160 2.819 -1.813 CAC YM8 3 YM8 NAD NAD N 0 1 N N N 10.113 -1.804 13.600 -6.212 -0.662 0.280 NAD YM8 4 YM8 CL CL CL 0 0 N N N 20.676 0.906 7.462 3.901 2.401 0.566 CL YM8 5 YM8 CAF CAF C 0 1 N N N 10.877 -1.310 12.913 -5.147 -1.043 0.185 CAF YM8 6 YM8 CAG CAG C 0 1 Y N N 19.762 -1.984 10.076 5.784 -0.996 -0.388 CAG YM8 7 YM8 CAH CAH C 0 1 Y N N 20.456 -1.175 9.182 5.504 0.329 -0.058 CAH YM8 8 YM8 CAI CAI C 0 1 Y N N 18.426 -1.723 10.363 4.786 -1.916 -0.506 CAI YM8 9 YM8 CAJ CAJ C 0 1 Y N N 12.427 0.994 10.592 -2.341 -3.241 -0.354 CAJ YM8 10 YM8 CAK CAK C 0 1 Y N N 17.818 1.222 8.266 1.832 0.199 0.254 CAK YM8 11 YM8 CAL CAL C 0 1 Y N N 16.449 -0.368 10.022 2.386 -2.429 -0.392 CAL YM8 12 YM8 CAM CAM C 0 1 N N N 15.283 -3.626 13.612 -2.131 2.914 0.403 CAM YM8 13 YM8 NAN NAN N 0 1 Y N N 11.537 0.430 11.388 -3.576 -2.800 -0.242 NAN YM8 14 YM8 NAO NAO N 0 1 Y N N 16.549 1.473 8.544 0.873 -0.689 0.140 NAO YM8 15 YM8 NAP NAP N 0 1 Y N N 14.007 -0.681 11.094 -1.482 -1.104 0.165 NAP YM8 16 YM8 NAQ NAQ N 0 1 N N N 14.557 1.055 9.615 0.034 -2.847 -0.264 NAQ YM8 17 YM8 OAR OAR O 0 1 N N N 13.421 -2.405 12.580 -2.948 0.647 0.584 OAR YM8 18 YM8 CAS CAS C 0 1 Y N N 19.813 -0.102 8.575 4.224 0.746 0.156 CAS YM8 19 YM8 CAT CAT C 0 1 Y N N 11.849 -0.691 12.056 -3.803 -1.524 0.064 CAT YM8 20 YM8 CAU CAU C 0 1 Y N N 13.684 0.425 10.411 -1.265 -2.376 -0.146 CAU YM8 21 YM8 CAV CAV C 0 1 Y N N 15.832 0.705 9.381 1.107 -1.965 -0.160 CAV YM8 22 YM8 CAW CAW C 0 1 Y N N 13.094 -1.286 11.869 -2.723 -0.651 0.268 CAW YM8 23 YM8 CAX CAX C 0 1 Y N N 17.785 -0.649 9.755 3.457 -1.526 -0.286 CAX YM8 24 YM8 CAY CAY C 0 1 Y N N 18.477 0.157 8.865 3.168 -0.175 0.044 CAY YM8 25 YM8 CAZ CAZ C 0 1 N N R 14.845 -2.623 12.559 -1.801 1.472 0.795 CAZ YM8 26 YM8 NBA NBA N 0 1 N N N 14.930 -3.035 14.913 -2.399 2.980 -1.039 NBA YM8 27 YM8 HAA HAA H 0 1 N N N 14.921 -2.675 10.399 -0.526 2.053 2.431 HAA YM8 28 YM8 HAAA HAAA H 0 0 N N N 16.281 -3.519 11.214 -2.227 1.786 2.883 HAAA YM8 29 YM8 HAAB HAAB H 0 0 N N N 14.650 -4.272 11.174 -1.166 0.396 2.550 HAAB YM8 30 YM8 HAB HAB H 0 1 N N N 14.785 -4.872 15.938 -2.486 5.080 -1.043 HAB YM8 31 YM8 HABA HABA H 0 0 N N N 16.399 -4.086 16.001 -3.196 4.293 -2.474 HABA YM8 32 YM8 HABB HABB H 0 0 N N N 15.043 -3.432 16.980 -4.061 4.260 -0.918 HABB YM8 33 YM8 HAC HAC H 0 1 N N N 15.335 -1.098 14.181 -0.713 1.851 -1.584 HAC YM8 34 YM8 HACA HACA H 0 0 N N N 15.359 -1.261 15.970 -1.387 2.872 -2.878 HACA YM8 35 YM8 HACB HACB H 0 0 N N N 16.716 -1.915 14.990 -0.461 3.613 -1.550 HACB YM8 36 YM8 HAG HAG H 0 1 N N N 20.262 -2.817 10.548 6.807 -1.296 -0.557 HAG YM8 37 YM8 HAH HAH H 0 1 N N N 21.493 -1.380 8.960 6.315 1.037 0.029 HAH YM8 38 YM8 HAI HAI H 0 1 N N N 17.888 -2.353 11.056 5.017 -2.938 -0.766 HAI YM8 39 YM8 HAJ HAJ H 0 1 N N N 12.176 1.908 10.075 -2.160 -4.277 -0.602 HAJ YM8 40 YM8 HAK HAK H 0 1 N N N 18.347 1.852 7.566 1.593 1.221 0.510 HAK YM8 41 YM8 HAL HAL H 0 1 N N N 15.894 -0.977 10.721 2.560 -3.463 -0.650 HAL YM8 42 YM8 HAM HAM H 0 1 N N N 14.756 -4.581 13.471 -3.012 3.247 0.952 HAM YM8 43 YM8 HAMA HAMA H 0 0 N N N 16.368 -3.794 13.551 -1.287 3.559 0.646 HAMA YM8 44 YM8 HNAQ HNAQ H 0 0 N N N 14.224 1.873 9.145 0.196 -3.791 -0.419 HNAQ YM8 45 YM8 HAZ HAZ H 0 1 N N N 15.406 -1.682 12.660 -0.975 1.109 0.183 HAZ YM8 46 # 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 YM8 CAA CAZ SING N N 1 YM8 CAA HAA SING N N 2 YM8 CAA HAAA SING N N 3 YM8 CAA HAAB SING N N 4 YM8 NBA CAB SING N N 5 YM8 CAB HAB SING N N 6 YM8 CAB HABA SING N N 7 YM8 CAB HABB SING N N 8 YM8 NBA CAC SING N N 9 YM8 CAC HAC SING N N 10 YM8 CAC HACA SING N N 11 YM8 CAC HACB SING N N 12 YM8 CAF NAD TRIP N N 13 YM8 CL CAS SING N N 14 YM8 CAT CAF SING N N 15 YM8 CAH CAG DOUB Y N 16 YM8 CAG CAI SING Y N 17 YM8 CAG HAG SING N N 18 YM8 CAS CAH SING Y N 19 YM8 CAH HAH SING N N 20 YM8 CAX CAI DOUB Y N 21 YM8 CAI HAI SING N N 22 YM8 CAU CAJ DOUB Y N 23 YM8 CAJ NAN SING Y N 24 YM8 CAJ HAJ SING N N 25 YM8 CAK NAO DOUB Y N 26 YM8 CAK CAY SING Y N 27 YM8 CAK HAK SING N N 28 YM8 CAV CAL DOUB Y N 29 YM8 CAX CAL SING Y N 30 YM8 CAL HAL SING N N 31 YM8 CAZ CAM SING N N 32 YM8 CAM NBA SING N N 33 YM8 CAM HAM SING N N 34 YM8 CAM HAMA SING N N 35 YM8 NAN CAT DOUB Y N 36 YM8 NAO CAV SING Y N 37 YM8 CAU NAP SING Y N 38 YM8 NAP CAW DOUB Y N 39 YM8 CAV NAQ SING N N 40 YM8 NAQ CAU SING N N 41 YM8 NAQ HNAQ SING N N 42 YM8 CAW OAR SING N N 43 YM8 CAZ OAR SING N N 44 YM8 CAS CAY DOUB Y N 45 YM8 CAW CAT SING Y N 46 YM8 CAY CAX SING Y N 47 YM8 CAZ HAZ SING N N 48 # 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 YM8 SMILES ACDLabs 12.01 "Clc2cccc1cc(ncc12)Nc3nc(OC(CN(C)C)C)c(nc3)C#N" YM8 InChI InChI 1.03 "InChI=1S/C19H19ClN6O/c1-12(11-26(2)3)27-19-16(8-21)22-10-18(25-19)24-17-7-13-5-4-6-15(20)14(13)9-23-17/h4-7,9-10,12H,11H2,1-3H3,(H,23,24,25)/t12-/m1/s1" YM8 InChIKey InChI 1.03 SRBJWIBAMIKCMV-GFCCVEGCSA-N YM8 SMILES_CANONICAL CACTVS 3.385 "C[C@H](CN(C)C)Oc1nc(Nc2cc3cccc(Cl)c3cn2)cnc1C#N" YM8 SMILES CACTVS 3.385 "C[CH](CN(C)C)Oc1nc(Nc2cc3cccc(Cl)c3cn2)cnc1C#N" YM8 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H](CN(C)C)Oc1c(ncc(n1)Nc2cc3cccc(c3cn2)Cl)C#N" YM8 SMILES "OpenEye OEToolkits" 1.9.2 "CC(CN(C)C)Oc1c(ncc(n1)Nc2cc3cccc(c3cn2)Cl)C#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 YM8 "SYSTEMATIC NAME" ACDLabs 12.01 "5-[(8-chloroisoquinolin-3-yl)amino]-3-{[(2R)-1-(dimethylamino)propan-2-yl]oxy}pyrazine-2-carbonitrile" YM8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-[(8-chloranylisoquinolin-3-yl)amino]-3-[(2R)-1-(dimethylamino)propan-2-yl]oxy-pyrazine-2-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 YM8 "Create component" 2011-06-06 EBI YM8 "Modify descriptor" 2014-09-05 RCSB #