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 
# 
