data_1NX # _chem_comp.id 1NX _chem_comp.name "2-[[(3R)-3-acetamido-2,3-dihydro-1H-inden-5-yl]oxy]-N-[(1S)-1-cyclopropylethyl]-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H25 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-12-06 _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 419.476 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1NX _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 3ZEP _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 1NX C1 C1 C 0 1 N N N 22.242 -45.298 -10.307 -4.073 1.595 -1.941 C1 1NX 1 1NX C2 C2 C 0 1 N N S 21.569 -44.347 -9.318 -3.904 1.429 -0.430 C2 1NX 2 1NX N4 N4 N 0 1 N N N 20.796 -45.106 -8.336 -3.583 0.032 -0.125 N4 1NX 3 1NX C5 C5 C 0 1 N N N 20.950 -45.024 -6.985 -2.306 -0.395 -0.185 C5 1NX 4 1NX O6 O6 O 0 1 N N N 21.777 -44.290 -6.467 -1.420 0.380 -0.492 O6 1NX 5 1NX C7 C7 C 0 1 Y N N 20.068 -45.843 -6.130 -1.985 -1.795 0.121 C7 1NX 6 1NX C8 C8 C 0 1 Y N N 19.897 -45.790 -4.774 -2.864 -2.776 0.478 C8 1NX 7 1NX N9 N9 N 0 1 Y N N 18.974 -46.709 -4.382 -2.198 -3.938 0.679 N9 1NX 8 1NX C10 C10 C 0 1 Y N N 18.494 -47.403 -5.469 -0.849 -3.763 0.461 C10 1NX 9 1NX N11 N11 N 0 1 Y N N 17.602 -48.380 -5.640 0.194 -4.582 0.529 N11 1NX 10 1NX C12 C12 C 0 1 Y N N 17.347 -48.849 -6.861 1.404 -4.133 0.260 C12 1NX 11 1NX C13 C13 C 0 1 Y N N 18.002 -48.337 -7.992 1.602 -2.800 -0.095 C13 1NX 12 1NX N14 N14 N 0 1 Y N N 18.895 -47.370 -7.814 0.572 -1.971 -0.167 N14 1NX 13 1NX C15 C15 C 0 1 Y N N 19.154 -46.890 -6.603 -0.651 -2.420 0.097 C15 1NX 14 1NX O16 O16 O 0 1 N N N 17.705 -48.857 -9.226 2.852 -2.350 -0.369 O16 1NX 15 1NX C17 C17 C 0 1 Y N N 18.021 -48.332 -10.457 2.989 -1.071 -0.808 C17 1NX 16 1NX C18 C18 C 0 1 Y N N 18.119 -49.226 -11.527 2.898 -0.015 0.086 C18 1NX 17 1NX C19 C19 C 0 1 Y N N 18.429 -48.782 -12.811 3.037 1.287 -0.360 C19 1NX 18 1NX C20 C20 C 0 1 N N R 18.595 -49.540 -14.112 2.980 2.595 0.401 C20 1NX 19 1NX N22 N22 N 0 1 N N N 19.310 -50.809 -13.890 1.860 2.585 1.346 N22 1NX 20 1NX C23 C23 C 0 1 N N N 18.703 -52.024 -13.915 2.024 2.066 2.579 C23 1NX 21 1NX C24 C24 C 0 1 N N N 19.530 -53.262 -13.676 0.872 2.056 3.551 C24 1NX 22 1NX O25 O25 O 0 1 N N N 17.514 -52.152 -14.124 3.098 1.608 2.907 O25 1NX 23 1NX C26 C26 C 0 1 N N N 19.427 -48.591 -15.003 2.763 3.679 -0.675 C26 1NX 24 1NX C27 C27 C 0 1 N N N 18.957 -47.209 -14.506 3.381 3.029 -1.931 C27 1NX 25 1NX C28 C28 C 0 1 Y N N 18.638 -47.431 -13.044 3.267 1.537 -1.701 C28 1NX 26 1NX C29 C29 C 0 1 Y N N 18.542 -46.531 -11.991 3.359 0.482 -2.594 C29 1NX 27 1NX C30 C30 C 0 1 Y N N 18.228 -46.968 -10.713 3.225 -0.819 -2.152 C30 1NX 28 1NX C31 C31 C 0 1 N N N 20.553 -43.484 -10.062 -5.205 1.819 0.275 C31 1NX 29 1NX C32 C32 C 0 1 N N N 19.926 -42.320 -9.293 -5.712 3.249 0.080 C32 1NX 30 1NX C33 C33 C 0 1 N N N 20.947 -42.049 -10.400 -6.431 2.083 -0.601 C33 1NX 31 1NX H11C H11C H 0 0 N N N 22.820 -44.716 -11.040 -3.147 1.317 -2.443 H11C 1NX 32 1NX H12C H12C H 0 0 N N N 22.916 -45.976 -9.763 -4.882 0.952 -2.289 H12C 1NX 33 1NX H13C H13C H 0 0 N N N 21.474 -45.887 -10.830 -4.312 2.634 -2.168 H13C 1NX 34 1NX H2 H2 H 0 1 N N N 22.322 -43.712 -8.828 -3.095 2.072 -0.082 H2 1NX 35 1NX H4 H4 H 0 1 N N N 20.100 -45.734 -8.683 -4.290 -0.585 0.120 H4 1NX 36 1NX H31 H31 H 0 1 N N N 19.905 -44.000 -10.786 -5.370 1.355 1.247 H31 1NX 37 1NX H8 H8 H 0 1 N N N 20.419 -45.116 -4.111 -3.931 -2.646 0.584 H8 1NX 38 1NX H9 H9 H 0 1 N N N 18.685 -46.859 -3.437 -2.612 -4.775 0.941 H9 1NX 39 1NX H12 H12 H 0 1 N N N 16.621 -49.639 -6.983 2.249 -4.803 0.317 H12 1NX 40 1NX H18 H18 H 0 1 N N N 17.952 -50.279 -11.356 2.718 -0.210 1.133 H18 1NX 41 1NX H30 H30 H 0 1 N N N 18.142 -46.253 -9.908 3.301 -1.638 -2.851 H30 1NX 42 1NX H20 H20 H 0 1 N N N 17.613 -49.720 -14.575 3.918 2.766 0.929 H20 1NX 43 1NX H22 H22 H 0 1 N N N 20.293 -50.774 -13.712 1.002 2.951 1.084 H22 1NX 44 1NX H261 H261 H 0 0 N N N 20.506 -48.731 -14.840 1.701 3.873 -0.822 H261 1NX 45 1NX H262 H262 H 0 0 N N N 19.195 -48.735 -16.069 3.292 4.596 -0.414 H262 1NX 46 1NX H241 H241 H 0 0 N N N 18.885 -54.151 -13.732 -0.003 2.506 3.082 H241 1NX 47 1NX H242 H242 H 0 0 N N N 20.316 -53.331 -14.442 0.645 1.028 3.834 H242 1NX 48 1NX H243 H243 H 0 0 N N N 19.993 -53.207 -12.680 1.142 2.627 4.440 H243 1NX 49 1NX H271 H271 H 0 0 N N N 19.755 -46.460 -14.622 2.821 3.317 -2.821 H271 1NX 50 1NX H272 H272 H 0 0 N N N 18.062 -46.880 -15.055 4.427 3.317 -2.031 H272 1NX 51 1NX H29 H29 H 0 1 N N N 18.714 -45.480 -12.169 3.538 0.678 -3.641 H29 1NX 52 1NX H321 H321 H 0 0 N N N 18.867 -42.066 -9.447 -6.212 3.725 0.924 H321 1NX 53 1NX H322 H322 H 0 0 N N N 20.196 -42.146 -8.241 -5.119 3.912 -0.550 H322 1NX 54 1NX H331 H331 H 0 0 N N N 21.951 -41.680 -10.144 -6.311 1.978 -1.679 H331 1NX 55 1NX H332 H332 H 0 0 N N N 20.622 -41.599 -11.350 -7.404 1.791 -0.205 H332 1NX 56 # 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 1NX C1 C2 SING N N 1 1NX C2 N4 SING N N 2 1NX C2 C31 SING N N 3 1NX N4 C5 SING N N 4 1NX C5 O6 DOUB N N 5 1NX C5 C7 SING N N 6 1NX C7 C8 DOUB Y N 7 1NX C7 C15 SING Y N 8 1NX C8 N9 SING Y N 9 1NX N9 C10 SING Y N 10 1NX C10 N11 SING Y N 11 1NX C10 C15 DOUB Y N 12 1NX N11 C12 DOUB Y N 13 1NX C12 C13 SING Y N 14 1NX C13 N14 DOUB Y N 15 1NX C13 O16 SING N N 16 1NX N14 C15 SING Y N 17 1NX O16 C17 SING N N 18 1NX C17 C18 SING Y N 19 1NX C17 C30 DOUB Y N 20 1NX C18 C19 DOUB Y N 21 1NX C19 C20 SING N N 22 1NX C19 C28 SING Y N 23 1NX C20 N22 SING N N 24 1NX C20 C26 SING N N 25 1NX N22 C23 SING N N 26 1NX C23 C24 SING N N 27 1NX C23 O25 DOUB N N 28 1NX C26 C27 SING N N 29 1NX C27 C28 SING N N 30 1NX C28 C29 DOUB Y N 31 1NX C29 C30 SING Y N 32 1NX C31 C32 SING N N 33 1NX C31 C33 SING N N 34 1NX C32 C33 SING N N 35 1NX C1 H11C SING N N 36 1NX C1 H12C SING N N 37 1NX C1 H13C SING N N 38 1NX C2 H2 SING N N 39 1NX N4 H4 SING N N 40 1NX C31 H31 SING N N 41 1NX C8 H8 SING N N 42 1NX N9 H9 SING N N 43 1NX C12 H12 SING N N 44 1NX C18 H18 SING N N 45 1NX C30 H30 SING N N 46 1NX C20 H20 SING N N 47 1NX N22 H22 SING N N 48 1NX C26 H261 SING N N 49 1NX C26 H262 SING N N 50 1NX C24 H241 SING N N 51 1NX C24 H242 SING N N 52 1NX C24 H243 SING N N 53 1NX C27 H271 SING N N 54 1NX C27 H272 SING N N 55 1NX C29 H29 SING N N 56 1NX C32 H321 SING N N 57 1NX C32 H322 SING N N 58 1NX C33 H331 SING N N 59 1NX C33 H332 SING N N 60 # 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 1NX SMILES ACDLabs 12.01 "O=C(NC5c4cc(Oc1nc2c(nc1)ncc2C(=O)NC(C)C3CC3)ccc4CC5)C" 1NX InChI InChI 1.03 "InChI=1S/C23H25N5O3/c1-12(14-3-4-14)26-23(30)18-10-24-22-21(18)28-20(11-25-22)31-16-7-5-15-6-8-19(17(15)9-16)27-13(2)29/h5,7,9-12,14,19H,3-4,6,8H2,1-2H3,(H,24,25)(H,26,30)(H,27,29)/t12-,19+/m0/s1" 1NX InChIKey InChI 1.03 ZLMYXZMBDPHCEG-HXPMCKFVSA-N 1NX SMILES_CANONICAL CACTVS 3.385 "C[C@H](NC(=O)c1c[nH]c2ncc(Oc3ccc4CC[C@@H](NC(C)=O)c4c3)nc12)C5CC5" 1NX SMILES CACTVS 3.385 "C[CH](NC(=O)c1c[nH]c2ncc(Oc3ccc4CC[CH](NC(C)=O)c4c3)nc12)C5CC5" 1NX SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H](C1CC1)NC(=O)c2c[nH]c3c2nc(cn3)Oc4ccc5c(c4)[C@@H](CC5)NC(=O)C" 1NX SMILES "OpenEye OEToolkits" 1.9.2 "CC(C1CC1)NC(=O)c2c[nH]c3c2nc(cn3)Oc4ccc5c(c4)C(CC5)NC(=O)C" # 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 1NX "SYSTEMATIC NAME" ACDLabs 12.01 "2-{[(3R)-3-(acetylamino)-2,3-dihydro-1H-inden-5-yl]oxy}-N-[(1S)-1-cyclopropylethyl]-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide" 1NX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[[(3R)-3-acetamido-2,3-dihydro-1H-inden-5-yl]oxy]-N-[(1S)-1-cyclopropylethyl]-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1NX "Create component" 2012-12-06 EBI 1NX "Initial release" 2013-12-11 RCSB 1NX "Modify descriptor" 2014-09-05 RCSB #