data_8R2 # _chem_comp.id 8R2 _chem_comp.name "(2S)-2-amino-N-[4-[(2-amino-3-cyano-1H-indol-5-yl)oxy]phenyl]-3-hydroxy-propanamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H17 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-27 _chem_comp.pdbx_modified_date 2015-04-17 _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 351.359 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8R2 _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 5AJV _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 8R2 CAM CAM C 0 1 Y N N 42.409 -38.923 13.109 -2.578 -0.465 -0.687 CAM 8R2 1 8R2 CAY CAY C 0 1 Y N N 41.954 -40.067 12.576 -3.746 0.107 -0.189 CAY 8R2 2 8R2 CAW CAW C 0 1 Y N N 42.543 -41.219 12.231 -4.384 1.427 -0.354 CAW 8R2 3 8R2 CAF CAF C 0 1 N N N 43.909 -41.544 12.367 -3.899 2.523 -1.138 CAF 8R2 4 8R2 NAA NAA N 0 1 N N N 45.070 -41.875 12.471 -3.514 3.392 -1.760 NAA 8R2 5 8R2 CAS CAS C 0 1 Y N N 41.650 -42.041 11.724 -5.547 1.395 0.401 CAS 8R2 6 8R2 NAB NAB N 0 1 N N N 41.841 -43.269 11.272 -6.445 2.431 0.526 NAB 8R2 7 8R2 NAP NAP N 0 1 Y N N 40.466 -41.423 11.730 -5.660 0.178 1.000 NAP 8R2 8 8R2 CAX CAX C 0 1 Y N N 40.653 -40.195 12.262 -4.584 -0.628 0.663 CAX 8R2 9 8R2 CAL CAL C 0 1 Y N N 39.789 -39.183 12.494 -4.238 -1.930 1.006 CAL 8R2 10 8R2 CAK CAK C 0 1 Y N N 40.203 -37.982 13.051 -3.080 -2.490 0.510 CAK 8R2 11 8R2 CAV CAV C 0 1 Y N N 41.547 -37.855 13.363 -2.248 -1.762 -0.336 CAV 8R2 12 8R2 OAQ OAQ O 0 1 N N N 42.023 -36.709 13.915 -1.110 -2.327 -0.818 OAQ 8R2 13 8R2 CAU CAU C 0 1 Y N N 41.530 -36.362 15.136 0.081 -1.815 -0.407 CAU 8R2 14 8R2 CAJ CAJ C 0 1 Y N N 41.046 -37.260 16.084 1.264 -2.277 -0.964 CAJ 8R2 15 8R2 CAH CAH C 0 1 Y N N 40.565 -36.819 17.321 2.474 -1.758 -0.546 CAH 8R2 16 8R2 CAI CAI C 0 1 Y N N 41.540 -35.030 15.456 0.111 -0.826 0.566 CAI 8R2 17 8R2 CAG CAG C 0 1 Y N N 41.075 -34.593 16.688 1.320 -0.305 0.984 CAG 8R2 18 8R2 CAT CAT C 0 1 Y N N 40.563 -35.463 17.648 2.505 -0.772 0.431 CAT 8R2 19 8R2 NAO NAO N 0 1 N N N 40.153 -34.895 18.803 3.731 -0.244 0.855 NAO 8R2 20 8R2 C C C 0 1 N N N 40.101 -35.565 19.976 4.740 -0.092 -0.025 C 8R2 21 8R2 O O O 0 1 N N N 40.373 -36.755 20.139 4.611 -0.479 -1.168 O 8R2 22 8R2 CA CA C 0 1 N N S 39.775 -34.715 21.213 6.028 0.560 0.409 CA 8R2 23 8R2 N N N 0 1 N N N 38.652 -35.290 22.007 7.101 0.194 -0.524 N 8R2 24 8R2 CB CB C 0 1 N N N 41.101 -34.688 21.968 5.853 2.080 0.415 CB 8R2 25 8R2 OG OG O 0 1 N N N 41.120 -33.418 22.601 7.034 2.693 0.937 OG 8R2 26 8R2 HAM HAM H 0 1 N N N 43.458 -38.827 13.345 -1.935 0.099 -1.347 HAM 8R2 27 8R2 HAB1 HAB1 H 0 0 N N N 40.973 -43.644 10.948 -6.287 3.269 0.062 HAB1 8R2 28 8R2 HAB2 HAB2 H 0 0 N N N 42.497 -43.248 10.517 -7.236 2.324 1.077 HAB2 8R2 29 8R2 HAP HAP H 0 1 N N N 39.600 -41.800 11.401 -6.390 -0.087 1.582 HAP 8R2 30 8R2 HAL HAL H 0 1 N N N 38.748 -39.312 12.239 -4.876 -2.504 1.661 HAL 8R2 31 8R2 HAK HAK H 0 1 N N N 39.506 -37.178 13.234 -2.815 -3.501 0.780 HAK 8R2 32 8R2 HAJ HAJ H 0 1 N N N 41.042 -38.316 15.860 1.240 -3.044 -1.724 HAJ 8R2 33 8R2 HAI HAI H 0 1 N N N 41.914 -34.312 14.741 -0.811 -0.463 0.996 HAI 8R2 34 8R2 HAH HAH H 0 1 N N N 40.190 -37.539 18.033 3.395 -2.119 -0.979 HAH 8R2 35 8R2 HAG HAG H 0 1 N N N 41.111 -33.537 16.911 1.343 0.465 1.741 HAG 8R2 36 8R2 HAO HAO H 0 1 N N N 39.875 -33.934 18.790 3.855 0.011 1.783 HAO 8R2 37 8R2 HA HA H 0 1 N N N 39.519 -33.694 20.892 6.286 0.220 1.412 HA 8R2 38 8R2 HN1 HN1 H 0 1 N N N 38.472 -34.709 22.801 7.279 -0.799 -0.499 HN1 8R2 39 8R2 HN2 HN2 H 0 1 N N N 37.832 -35.339 21.437 6.885 0.498 -1.462 HN2 8R2 40 8R2 HB1C HB1C H 0 0 N N N 41.141 -35.495 22.714 5.682 2.430 -0.603 HB1C 8R2 41 8R2 HB2C HB2C H 0 0 N N N 41.947 -34.789 21.273 5.000 2.345 1.039 HB2C 8R2 42 8R2 HG HG H 0 1 N N N 41.924 -33.323 23.097 6.994 3.658 0.970 HG 8R2 43 # 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 8R2 CAM CAY SING Y N 1 8R2 CAM CAV DOUB Y N 2 8R2 CAY CAW SING Y N 3 8R2 CAY CAX DOUB Y N 4 8R2 CAW CAF SING N N 5 8R2 CAW CAS DOUB Y N 6 8R2 CAF NAA TRIP N N 7 8R2 CAS NAB SING N N 8 8R2 CAS NAP SING Y N 9 8R2 NAP CAX SING Y N 10 8R2 CAX CAL SING Y N 11 8R2 CAL CAK DOUB Y N 12 8R2 CAK CAV SING Y N 13 8R2 CAV OAQ SING N N 14 8R2 OAQ CAU SING N N 15 8R2 CAU CAJ SING Y N 16 8R2 CAU CAI DOUB Y N 17 8R2 CAJ CAH DOUB Y N 18 8R2 CAH CAT SING Y N 19 8R2 CAI CAG SING Y N 20 8R2 CAG CAT DOUB Y N 21 8R2 CAT NAO SING N N 22 8R2 NAO C SING N N 23 8R2 C O DOUB N N 24 8R2 C CA SING N N 25 8R2 CA N SING N N 26 8R2 CA CB SING N N 27 8R2 CB OG SING N N 28 8R2 CAM HAM SING N N 29 8R2 NAB HAB1 SING N N 30 8R2 NAB HAB2 SING N N 31 8R2 NAP HAP SING N N 32 8R2 CAL HAL SING N N 33 8R2 CAK HAK SING N N 34 8R2 CAJ HAJ SING N N 35 8R2 CAI HAI SING N N 36 8R2 CAH HAH SING N N 37 8R2 CAG HAG SING N N 38 8R2 NAO HAO SING N N 39 8R2 CA HA SING N N 40 8R2 N HN1 SING N N 41 8R2 N HN2 SING N N 42 8R2 CB HB1C SING N N 43 8R2 CB HB2C SING N N 44 8R2 OG HG SING N N 45 # 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 8R2 SMILES ACDLabs 12.01 "O=C(Nc3ccc(Oc1cc2c(cc1)nc(c2C#N)N)cc3)C(N)CO" 8R2 InChI InChI 1.03 "InChI=1S/C18H17N5O3/c19-8-14-13-7-12(5-6-16(13)23-17(14)21)26-11-3-1-10(2-4-11)22-18(25)15(20)9-24/h1-7,15,23-24H,9,20-21H2,(H,22,25)/t15-/m0/s1" 8R2 InChIKey InChI 1.03 COLOVWUHIINYEF-HNNXBMFYSA-N 8R2 SMILES_CANONICAL CACTVS 3.385 "N[C@@H](CO)C(=O)Nc1ccc(Oc2ccc3[nH]c(N)c(C#N)c3c2)cc1" 8R2 SMILES CACTVS 3.385 "N[CH](CO)C(=O)Nc1ccc(Oc2ccc3[nH]c(N)c(C#N)c3c2)cc1" 8R2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1NC(=O)[C@H](CO)N)Oc2ccc3c(c2)c(c([nH]3)N)C#N" 8R2 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1NC(=O)C(CO)N)Oc2ccc3c(c2)c(c([nH]3)N)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 8R2 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{4-[(2-amino-3-cyano-1H-indol-5-yl)oxy]phenyl}-L-serinamide" 8R2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-azanyl-N-[4-[(2-azanyl-3-cyano-1H-indol-5-yl)oxy]phenyl]-3-oxidanyl-propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8R2 "Create component" 2015-02-27 EBI 8R2 "Initial release" 2015-04-22 RCSB #