data_2C5
# 
_chem_comp.id                                    2C5 
_chem_comp.name                                  "2-CHLORO-5-(3-CHLORO-PHENYL)-6-[(4-CYANO-PHENYL)-(3-METHYL-3H-IMIDAZOL-4-YL)- METHOXYMETHYL]-NICOTINONITRILE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H17 Cl2 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-16 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        474.341 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2C5 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1NI1 
_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 
2C5 O2   O2   O  0 1 N N N 50.378 48.904 -1.238 -0.724 0.705  0.195  O2   2C5 1  
2C5 C38  C38  C  0 1 N N R 50.846 47.604 -0.841 -1.909 0.503  0.966  C38  2C5 2  
2C5 C40  C40  C  0 1 Y N N 52.108 47.761 0.052  -2.999 -0.044 0.080  C40  2C5 3  
2C5 C43  C43  C  0 1 Y N N 52.070 47.492 1.460  -3.907 -0.956 0.588  C43  2C5 4  
2C5 C44  C44  C  0 1 Y N N 53.230 47.662 2.276  -4.906 -1.461 -0.218 C44  2C5 5  
2C5 C45  C45  C  0 1 Y N N 54.434 48.101 1.683  -5.000 -1.049 -1.549 C45  2C5 6  
2C5 C46  C46  C  0 1 Y N N 54.487 48.362 0.307  -4.081 -0.128 -2.055 C46  2C5 7  
2C5 C47  C47  C  0 1 Y N N 53.344 48.198 -0.492 -3.089 0.372  -1.236 C47  2C5 8  
2C5 C52  C52  C  0 1 Y N N 54.603 52.026 1.797  0.778  -4.302 0.352  C52  2C5 9  
2C5 C53  C53  C  0 1 Y N N 54.753 51.797 0.412  2.063  -4.009 0.777  C53  2C5 10 
2C5 CL1  CL1  CL 0 0 N N N 56.319 51.440 -0.215 3.030  -5.239 1.527  CL1  2C5 11 
2C5 C65  C65  C  0 1 N N N 55.609 48.300 2.466  -6.035 -1.569 -2.391 C65  2C5 12 
2C5 C7   C7   C  0 1 Y N N 53.644 51.849 -0.471 2.578  -2.739 0.599  C7   2C5 13 
2C5 N1   N1   N  0 1 N N N 56.554 48.514 3.097  -6.856 -1.982 -3.059 N1   2C5 14 
2C5 C2   C2   C  0 1 Y N N 53.315 52.315 2.296  0.003  -3.326 -0.246 C2   2C5 15 
2C5 C3   C3   C  0 1 Y N N 52.352 52.141 0.030  1.798  -1.751 0.001  C3   2C5 16 
2C5 C4   C4   C  0 1 Y N N 52.202 52.370 1.415  0.506  -2.053 -0.423 C4   2C5 17 
2C5 C1   C1   C  0 1 N N N 50.105 49.944 -0.277 0.382  0.523  1.081  C1   2C5 18 
2C5 N3   N3   N  0 1 Y N N 51.723 45.405 -3.943 -3.272 3.305  2.849  N3   2C5 19 
2C5 C10  C10  C  0 1 Y N N 52.048 46.074 -2.682 -3.097 1.988  2.666  C10  2C5 20 
2C5 C12  C12  C  0 1 Y N N 50.983 46.749 -2.160 -2.354 1.817  1.556  C12  2C5 21 
2C5 N4   N4   N  0 1 Y N N 49.921 46.470 -3.174 -2.073 3.066  1.071  N4   2C5 22 
2C5 C5   C5   C  0 1 Y N N 50.444 45.693 -4.133 -2.662 3.957  1.897  C5   2C5 23 
2C5 C15  C15  C  0 1 N N N 48.525 46.928 -3.152 -1.286 3.377  -0.124 C15  2C5 24 
2C5 N2   N2   N  0 1 Y N N 49.119 51.410 -1.896 2.146  1.941  0.164  N2   2C5 25 
2C5 C11  C11  C  0 1 Y N N 50.157 51.234 -1.037 1.670  0.723  0.326  C11  2C5 26 
2C5 C13  C13  C  0 1 Y N N 51.178 52.213 -0.902 2.344  -0.384 -0.188 C13  2C5 27 
2C5 C14  C14  C  0 1 Y N N 51.064 53.374 -1.700 3.534  -0.189 -0.890 C14  2C5 28 
2C5 C17  C17  C  0 1 Y N N 49.988 53.541 -2.606 4.005  1.119  -1.040 C17  2C5 29 
2C5 C6   C6   C  0 1 Y N N 49.009 52.521 -2.667 3.269  2.172  -0.488 C6   2C5 30 
2C5 C9   C9   C  0 1 N N N 49.906 54.734 -3.413 5.223  1.376  -1.747 C9   2C5 31 
2C5 N5   N5   N  0 1 N N N 49.826 55.658 -4.099 6.190  1.580  -2.309 N5   2C5 32 
2C5 CL2  CL2  CL 0 0 N N N 47.638 52.646 -3.729 3.839  3.802  -0.664 CL2  2C5 33 
2C5 HC38 HC38 H  0 0 N N N 50.145 47.038 -0.184 -1.705 -0.205 1.769  HC38 2C5 34 
2C5 HC43 HC43 H  0 0 N N N 51.131 47.148 1.924  -3.833 -1.273 1.618  HC43 2C5 35 
2C5 HC44 HC44 H  0 0 N N N 53.196 47.455 3.359  -5.614 -2.173 0.180  HC44 2C5 36 
2C5 HC46 HC46 H  0 0 N N N 55.433 48.698 -0.149 -4.148 0.195  -3.083 HC46 2C5 37 
2C5 HC47 HC47 H  0 0 N N N 53.419 48.417 -1.570 -2.378 1.085  -1.626 HC47 2C5 38 
2C5 HC52 HC52 H  0 0 N N N 55.473 51.980 2.474  0.381  -5.297 0.489  HC52 2C5 39 
2C5 HC7  HC7  H  0 1 N N N 53.787 51.662 -1.549 3.580  -2.511 0.930  HC7  2C5 40 
2C5 HC2  HC2  H  0 1 N N N 53.178 52.498 3.375  -0.999 -3.560 -0.575 HC2  2C5 41 
2C5 HC4  HC4  H  0 1 N N N 51.199 52.596 1.815  -0.101 -1.291 -0.890 HC4  2C5 42 
2C5 HC11 1HC1 H  0 0 N N N 50.784 49.921 0.607  0.320  1.248  1.893  HC11 2C5 43 
2C5 HC12 2HC1 H  0 0 N N N 49.151 49.795 0.281  0.355  -0.486 1.494  HC12 2C5 44 
2C5 HC10 HC10 H  0 0 N N N 53.022 46.070 -2.164 -3.486 1.202  3.297  HC10 2C5 45 
2C5 HC5  HC5  H  0 1 N N N 49.873 45.324 -5.001 -2.632 5.031  1.789  HC5  2C5 46 
2C5 H151 1H15 H  0 0 N N N 48.568 48.038 -3.051 -0.237 3.489  0.150  H151 2C5 47 
2C5 H152 2H15 H  0 0 N N N 47.733 46.720 -3.908 -1.388 2.568  -0.848 H152 2C5 48 
2C5 H153 3H15 H  0 0 N N N 48.109 46.595 -2.173 -1.646 4.307  -0.565 H153 2C5 49 
2C5 HC14 HC14 H  0 0 N N N 51.829 54.164 -1.614 4.078  -1.026 -1.304 HC14 2C5 50 
# 
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 
2C5 O2  C38  SING N N 1  
2C5 O2  C1   SING N N 2  
2C5 C38 C40  SING N N 3  
2C5 C38 C12  SING N N 4  
2C5 C38 HC38 SING N N 5  
2C5 C40 C43  DOUB Y N 6  
2C5 C40 C47  SING Y N 7  
2C5 C43 C44  SING Y N 8  
2C5 C43 HC43 SING N N 9  
2C5 C44 C45  DOUB Y N 10 
2C5 C44 HC44 SING N N 11 
2C5 C45 C46  SING Y N 12 
2C5 C45 C65  SING N N 13 
2C5 C46 C47  DOUB Y N 14 
2C5 C46 HC46 SING N N 15 
2C5 C47 HC47 SING N N 16 
2C5 C52 C53  DOUB Y N 17 
2C5 C52 C2   SING Y N 18 
2C5 C52 HC52 SING N N 19 
2C5 C53 CL1  SING N N 20 
2C5 C53 C7   SING Y N 21 
2C5 C65 N1   TRIP N N 22 
2C5 C7  C3   DOUB Y N 23 
2C5 C7  HC7  SING N N 24 
2C5 C2  C4   DOUB Y N 25 
2C5 C2  HC2  SING N N 26 
2C5 C3  C4   SING Y N 27 
2C5 C3  C13  SING N N 28 
2C5 C4  HC4  SING N N 29 
2C5 C1  C11  SING N N 30 
2C5 C1  HC11 SING N N 31 
2C5 C1  HC12 SING N N 32 
2C5 N3  C10  SING Y N 33 
2C5 N3  C5   DOUB Y N 34 
2C5 C10 C12  DOUB Y N 35 
2C5 C10 HC10 SING N N 36 
2C5 C12 N4   SING Y N 37 
2C5 N4  C5   SING Y N 38 
2C5 N4  C15  SING N N 39 
2C5 C5  HC5  SING N N 40 
2C5 C15 H151 SING N N 41 
2C5 C15 H152 SING N N 42 
2C5 C15 H153 SING N N 43 
2C5 N2  C11  DOUB Y N 44 
2C5 N2  C6   SING Y N 45 
2C5 C11 C13  SING Y N 46 
2C5 C13 C14  DOUB Y N 47 
2C5 C14 C17  SING Y N 48 
2C5 C14 HC14 SING N N 49 
2C5 C17 C6   DOUB Y N 50 
2C5 C17 C9   SING N N 51 
2C5 C6  CL2  SING N N 52 
2C5 C9  N5   TRIP N N 53 
# 
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 
2C5 SMILES           ACDLabs              10.04 Clc1cccc(c1)c2cc(C#N)c(Cl)nc2COC(c3cncn3C)c4ccc(C#N)cc4                                                                                                         
2C5 InChI            InChI                1.02b InChI=1/C25H17Cl2N5O/c1-32-15-30-13-23(32)24(17-7-5-16(11-28)6-8-17)33-14-22-21(10-19(12-29)25(27)31-22)18-3-2-4-20(26)9-18/h2-10,13,15,24H,14H2,1H3/t24-/m1/s1 
2C5 InChIKey         InChI                1.02b JVWHVGIRXILXMU-XMMPIXPABM                                                                                                                                       
2C5 SMILES_CANONICAL CACTVS               3.341 Cn1cncc1[C@H](OCc2nc(Cl)c(cc2c3cccc(Cl)c3)C#N)c4ccc(cc4)C#N                                                                                                     
2C5 SMILES           CACTVS               3.341 Cn1cncc1[CH](OCc2nc(Cl)c(cc2c3cccc(Cl)c3)C#N)c4ccc(cc4)C#N                                                                                                      
2C5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cn1cncc1[C@@H](c2ccc(cc2)C#N)OCc3c(cc(c(n3)Cl)C#N)c4cccc(c4)Cl                                                                                                  
2C5 SMILES           "OpenEye OEToolkits" 1.5.0 Cn1cncc1C(c2ccc(cc2)C#N)OCc3c(cc(c(n3)Cl)C#N)c4cccc(c4)Cl                                                                                                       
# 
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 
2C5 "SYSTEMATIC NAME" ACDLabs              10.04 2-chloro-5-(3-chlorophenyl)-6-{[(R)-(4-cyanophenyl)(1-methyl-1H-imidazol-5-yl)methoxy]methyl}pyridine-3-carbonitrile 
2C5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-chloro-5-(3-chlorophenyl)-6-[[(R)-(4-cyanophenyl)-(3-methylimidazol-4-yl)methoxy]methyl]pyridine-3-carbonitrile    
# 
