data_15G
# 
_chem_comp.id                                    15G 
_chem_comp.name                                  "2-{2-[(3,4-difluorophenoxy)methyl]-5-methoxypyridin-4-yl}-1,5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H17 F2 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-10-11 
_chem_comp.pdbx_modified_date                    2012-11-16 
_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                        385.364 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     15G 
_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        4HGT 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
15G C1  C1  C 0 1 Y N N -0.982 8.104  12.852 -6.276 1.550  0.120  C1  15G 1  
15G C2  C2  C 0 1 Y N N -0.778 6.825  12.219 -5.179 2.392  0.089  C2  15G 2  
15G C3  C3  C 0 1 Y N N -0.237 5.809  13.079 -3.902 1.865  0.049  C3  15G 3  
15G C7  C7  C 0 1 N N N 4.162  -0.389 18.634 3.250  -4.422 -0.193 C7  15G 4  
15G C8  C8  C 0 1 Y N N 4.481  3.522  20.376 3.665  -0.264 0.538  C8  15G 5  
15G C9  C9  C 0 1 Y N N 4.474  4.493  21.386 4.374  0.902  0.223  C9  15G 6  
15G C10 C10 C 0 1 N N N 5.277  4.558  22.520 5.698  1.392  0.645  C10 15G 7  
15G C11 C11 C 0 1 N N N 3.668  6.293  23.390 4.993  3.615  -0.157 C11 15G 8  
15G C12 C12 C 0 1 N N N 3.172  6.618  21.976 4.060  2.973  -1.185 C12 15G 9  
15G C13 C13 C 0 1 Y N N 3.499  5.447  21.087 3.587  1.646  -0.650 C13 15G 10 
15G C14 C14 C 0 1 Y N N 3.467  3.962  19.483 2.487  -0.205 -0.146 C14 15G 11 
15G C15 C15 C 0 1 Y N N 3.022  3.237  18.223 1.419  -1.226 -0.115 C15 15G 12 
15G C16 C16 C 0 1 Y N N 2.245  4.007  17.267 0.070  -0.856 -0.074 C16 15G 13 
15G C19 C19 C 0 1 Y N N 1.802  3.291  16.094 -0.894 -1.841 -0.047 C19 15G 14 
15G C20 C20 C 0 1 N N N 0.977  3.959  15.041 -2.350 -1.453 -0.002 C20 15G 15 
15G O1  O1  O 0 1 N N N 6.229  3.796  22.691 6.495  0.669  1.214  O1  15G 16 
15G N2  N2  N 0 1 N N N 4.939  5.525  23.395 5.984  2.686  0.367  N2  15G 17 
15G N3  N3  N 0 1 Y N N 2.881  5.136  19.922 2.455  0.972  -0.863 N3  15G 18 
15G C17 C17 C 0 1 Y N N 3.281  1.824  17.896 1.729  -2.596 -0.132 C17 15G 19 
15G C18 C18 C 0 1 Y N N 2.788  1.204  16.674 0.695  -3.516 -0.103 C18 15G 20 
15G N1  N1  N 0 1 Y N N 2.063  1.985  15.831 -0.563 -3.118 -0.059 N1  15G 21 
15G O2  O2  O 0 1 N N N 4.022  1.041  18.793 3.022  -3.011 -0.178 O2  15G 22 
15G O3  O3  O 0 1 N N N 0.612  5.268  15.445 -2.464 -0.029 0.003  O3  15G 23 
15G C4  C4  C 0 1 Y N N 0.065  6.111  14.473 -3.719 0.490  0.042  C4  15G 24 
15G C5  C5  C 0 1 Y N N -0.147 7.381  15.068 -4.819 -0.355 0.074  C5  15G 25 
15G C6  C6  C 0 1 Y N N -0.676 8.367  14.225 -6.096 0.174  0.113  C6  15G 26 
15G F1  F1  F 0 1 N N N -1.492 9.172  12.199 -7.523 2.067  0.164  F1  15G 27 
15G F2  F2  F 0 1 N N N -0.884 9.577  14.734 -7.168 -0.648 0.144  F2  15G 28 
15G H1  H1  H 0 1 N N N -1.013 6.645  11.180 -5.321 3.463  0.094  H1  15G 29 
15G H2  H2  H 0 1 N N N -0.053 4.818  12.691 -3.046 2.523  0.023  H2  15G 30 
15G H3  H3  H 0 1 N N N 4.782  -0.790 19.449 2.831  -4.867 0.710  H3  15G 31 
15G H4  H4  H 0 1 N N N 3.168  -0.860 18.663 2.771  -4.858 -1.069 H4  15G 32 
15G H5  H5  H 0 1 N N N 4.642  -0.605 17.668 4.322  -4.616 -0.230 H5  15G 33 
15G H6  H6  H 0 1 N N N 5.108  2.647  20.295 3.991  -1.059 1.192  H6  15G 34 
15G H7  H7  H 0 1 N N N 3.826  7.237  23.932 5.509  4.452  -0.626 H7  15G 35 
15G H8  H8  H 0 1 N N N 2.898  5.700  23.904 4.393  3.992  0.671  H8  15G 36 
15G H9  H9  H 0 1 N N N 3.675  7.522  21.603 3.203  3.624  -1.358 H9  15G 37 
15G H10 H10 H 0 1 N N N 2.085  6.783  21.991 4.598  2.821  -2.121 H10 15G 38 
15G H11 H11 H 0 1 N N N 2.013  5.050  17.424 -0.211 0.187  -0.064 H11 15G 39 
15G H12 H12 H 0 1 N N N 0.066  3.368  14.867 -2.860 -1.855 -0.878 H12 15G 40 
15G H13 H13 H 0 1 N N N 1.559  4.018  14.110 -2.806 -1.858 0.901  H13 15G 41 
15G H14 H14 H 0 1 N N N 5.602  5.745  24.111 6.886  3.007  0.524  H14 15G 42 
15G H15 H15 H 0 1 N N N 2.151  5.650  19.472 1.727  1.262  -1.436 H15 15G 43 
15G H16 H16 H 0 1 N N N 2.990  0.168  16.447 0.920  -4.572 -0.116 H16 15G 44 
15G H17 H17 H 0 1 N N N 0.085  7.575  16.105 -4.678 -1.426 0.069  H17 15G 45 
# 
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 
15G F1  C1  SING N N 1  
15G C2  C1  DOUB Y N 2  
15G C2  C3  SING Y N 3  
15G C1  C6  SING Y N 4  
15G C3  C4  DOUB Y N 5  
15G C6  F2  SING N N 6  
15G C6  C5  DOUB Y N 7  
15G C4  C5  SING Y N 8  
15G C4  O3  SING N N 9  
15G C20 O3  SING N N 10 
15G C20 C19 SING N N 11 
15G N1  C19 DOUB Y N 12 
15G N1  C18 SING Y N 13 
15G C19 C16 SING Y N 14 
15G C18 C17 DOUB Y N 15 
15G C16 C15 DOUB Y N 16 
15G C17 C15 SING Y N 17 
15G C17 O2  SING N N 18 
15G C15 C14 SING N N 19 
15G C7  O2  SING N N 20 
15G C14 N3  SING Y N 21 
15G C14 C8  DOUB Y N 22 
15G N3  C13 SING Y N 23 
15G C8  C9  SING Y N 24 
15G C13 C9  DOUB Y N 25 
15G C13 C12 SING N N 26 
15G C9  C10 SING N N 27 
15G C12 C11 SING N N 28 
15G C10 O1  DOUB N N 29 
15G C10 N2  SING N N 30 
15G C11 N2  SING N N 31 
15G C2  H1  SING N N 32 
15G C3  H2  SING N N 33 
15G C7  H3  SING N N 34 
15G C7  H4  SING N N 35 
15G C7  H5  SING N N 36 
15G C8  H6  SING N N 37 
15G C11 H7  SING N N 38 
15G C11 H8  SING N N 39 
15G C12 H9  SING N N 40 
15G C12 H10 SING N N 41 
15G C16 H11 SING N N 42 
15G C20 H12 SING N N 43 
15G C20 H13 SING N N 44 
15G N2  H14 SING N N 45 
15G N3  H15 SING N N 46 
15G C18 H16 SING N N 47 
15G C5  H17 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 
15G SMILES           ACDLabs              12.01 "Fc4ccc(OCc3ncc(OC)c(c2cc1C(=O)NCCc1n2)c3)cc4F"                                                                                                     
15G InChI            InChI                1.03  "InChI=1S/C20H17F2N3O3/c1-27-19-9-24-11(10-28-12-2-3-15(21)16(22)7-12)6-13(19)18-8-14-17(25-18)4-5-23-20(14)26/h2-3,6-9,25H,4-5,10H2,1H3,(H,23,26)" 
15G InChIKey         InChI                1.03  GMIKNOQZLHKCFH-UHFFFAOYSA-N                                                                                                                         
15G SMILES_CANONICAL CACTVS               3.370 "COc1cnc(COc2ccc(F)c(F)c2)cc1c3[nH]c4CCNC(=O)c4c3"                                                                                                  
15G SMILES           CACTVS               3.370 "COc1cnc(COc2ccc(F)c(F)c2)cc1c3[nH]c4CCNC(=O)c4c3"                                                                                                  
15G SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cnc(cc1c2cc3c([nH]2)CCNC3=O)COc4ccc(c(c4)F)F"                                                                                                  
15G SMILES           "OpenEye OEToolkits" 1.7.6 "COc1cnc(cc1c2cc3c([nH]2)CCNC3=O)COc4ccc(c(c4)F)F"                                                                                                  
# 
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 
15G "SYSTEMATIC NAME" ACDLabs              12.01 "2-{2-[(3,4-difluorophenoxy)methyl]-5-methoxypyridin-4-yl}-1,5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one"    
15G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[2-[[3,4-bis(fluoranyl)phenoxy]methyl]-5-methoxy-pyridin-4-yl]-1,5,6,7-tetrahydropyrrolo[3,2-c]pyridin-4-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
15G "Create component" 2012-10-11 RCSB 
15G "Initial release"  2012-11-16 RCSB 
# 
