data_677
# 
_chem_comp.id                                    677 
_chem_comp.name                                  "(2R,3R)-7-(methylsulfonyl)-3-(2,4,5-trifluorophenyl)-1,2,3,4-tetrahydropyrido[1,2-a]benzimidazol-2-amine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H16 F3 N3 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-05-05 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        395.399 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     677 
_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        3HAB 
_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 
677 F27  F27  F 0 1 N N N 0.560   63.757 38.933 -7.541 0.829  -0.204 F27  677 1  
677 C6   C6   C 0 1 Y N N -0.519  63.646 38.149 -6.227 0.515  -0.229 C6   677 2  
677 C1   C1   C 0 1 Y N N -0.548  62.719 37.114 -5.748 -0.383 -1.165 C1   677 3  
677 C2   C2   C 0 1 Y N N -1.694  62.634 36.307 -4.401 -0.704 -1.190 C2   677 4  
677 F22  F22  F 0 1 N N N -1.732  61.734 35.300 -3.933 -1.581 -2.105 F22  677 5  
677 C5   C5   C 0 1 Y N N -1.602  64.476 38.393 -5.357 1.098  0.680  C5   677 6  
677 F21  F21  F 0 1 N N N -1.527  65.374 39.387 -5.823 1.980  1.592  F21  677 7  
677 C4   C4   C 0 1 Y N N -2.739  64.402 37.600 -4.012 0.776  0.654  C4   677 8  
677 C3   C3   C 0 1 Y N N -2.794  63.472 36.555 -3.534 -0.126 -0.279 C3   677 9  
677 C9   C9   C 0 1 N N R -4.008  63.382 35.686 -2.069 -0.475 -0.308 C9   677 10 
677 C10  C10  C 0 1 N N N -5.324  63.238 36.485 -1.245 0.794  -0.557 C10  677 11 
677 C14  C14  C 0 1 N N R -4.011  64.588 34.717 -1.662 -1.084 1.037  C14  677 12 
677 N23  N23  N 0 1 N N N -2.749  64.654 33.983 -2.602 -2.155 1.395  N23  677 13 
677 C13  C13  C 0 1 N N N -5.140  64.451 33.694 -0.247 -1.661 0.929  C13  677 14 
677 N12  N12  N 0 1 Y N N -6.409  64.052 34.336 0.640  -0.642 0.360  N12  677 15 
677 C11  C11  C 0 1 Y N N -6.509  63.515 35.562 0.212  0.471  -0.312 C11  677 16 
677 N18  N18  N 0 1 Y N N -7.810  63.283 35.847 1.234  1.183  -0.693 N18  677 17 
677 C29  C29  C 0 1 Y N N -7.639  64.177 33.797 2.004  -0.602 0.386  C29  677 18 
677 C23  C23  C 0 1 Y N N -8.160  64.662 32.590 2.966  -1.451 0.920  C23  677 19 
677 C22  C22  C 0 1 Y N N -9.558  64.635 32.369 4.291  -1.082 0.752  C22  677 20 
677 C19  C19  C 0 1 Y N N -8.569  63.667 34.804 2.373  0.583  -0.299 C19  677 21 
677 C20  C20  C 0 1 Y N N -9.941  63.653 34.546 3.719  0.930  -0.453 C20  677 22 
677 C21  C21  C 0 1 Y N N -10.459 64.146 33.332 4.650  0.076  0.083  C21  677 23 
677 S24  S24  S 0 1 N N N -12.075 64.111 33.044 6.360  0.466  -0.084 S24  677 24 
677 O26  O26  O 0 1 N N N -12.524 65.343 32.471 6.386  1.881  -0.213 O26  677 25 
677 O25  O25  O 0 1 N N N -12.266 63.081 32.046 6.977  -0.180 1.022  O25  677 26 
677 C27  C27  C 0 1 N N N -12.952 63.671 34.355 6.855  -0.324 -1.639 C27  677 27 
677 H1   H1   H 0 1 N N N 0.299   62.073 36.933 -6.424 -0.835 -1.877 H1   677 28 
677 H4   H4   H 0 1 N N N -3.576  65.058 37.788 -3.334 1.230  1.362  H4   677 29 
677 H9   H9   H 0 1 N N N -3.957  62.453 35.099 -1.881 -1.194 -1.105 H9   677 30 
677 H10  H10  H 0 1 N N N -5.401  62.216 36.885 -1.379 1.122  -1.588 H10  677 31 
677 H10A H10A H 0 0 N N N -5.330  63.957 37.317 -1.567 1.581  0.124  H10A 677 32 
677 H14  H14  H 0 1 N N N -4.152  65.498 35.319 -1.681 -0.312 1.806  H14  677 33 
677 HN23 HN23 H 0 0 N N N -2.935  64.669 33.001 -2.355 -2.573 2.279  HN23 677 34 
677 HN2A HN2A H 0 0 N N N -2.256  65.485 34.242 -3.551 -1.812 1.409  HN2A 677 35 
677 H13  H13  H 0 1 N N N -5.285  65.420 33.195 0.109  -1.943 1.920  H13  677 36 
677 H13A H13A H 0 0 N N N -4.858  63.671 32.971 -0.259 -2.538 0.281  H13A 677 37 
677 H23  H23  H 0 1 N N N -7.498  65.054 31.832 2.694  -2.356 1.443  H23  677 38 
677 H22  H22  H 0 1 N N N -9.945  65.002 31.430 5.066  -1.717 1.154  H22  677 39 
677 H20  H20  H 0 1 N N N -10.617 63.257 35.290 4.014  1.831  -0.973 H20  677 40 
677 H27  H27  H 0 1 N N N -12.287 63.572 35.226 6.263  0.083  -2.459 H27  677 41 
677 H27A H27A H 0 0 N N N -13.713 64.438 34.561 7.912  -0.132 -1.824 H27A 677 42 
677 H27B H27B H 0 0 N N N -13.445 62.707 34.159 6.688  -1.399 -1.570 H27B 677 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 
677 C6  F27  SING N N 1  
677 C1  C6   DOUB Y N 2  
677 C6  C5   SING Y N 3  
677 C2  C1   SING Y N 4  
677 C1  H1   SING N N 5  
677 F22 C2   SING N N 6  
677 C2  C3   DOUB Y N 7  
677 C4  C5   DOUB Y N 8  
677 C5  F21  SING N N 9  
677 C3  C4   SING Y N 10 
677 C4  H4   SING N N 11 
677 C9  C3   SING N N 12 
677 C14 C9   SING N N 13 
677 C9  C10  SING N N 14 
677 C9  H9   SING N N 15 
677 C11 C10  SING N N 16 
677 C10 H10  SING N N 17 
677 C10 H10A SING N N 18 
677 C13 C14  SING N N 19 
677 N23 C14  SING N N 20 
677 C14 H14  SING N N 21 
677 N23 HN23 SING N N 22 
677 N23 HN2A SING N N 23 
677 C13 N12  SING N N 24 
677 C13 H13  SING N N 25 
677 C13 H13A SING N N 26 
677 C29 N12  SING Y N 27 
677 N12 C11  SING Y N 28 
677 C11 N18  DOUB Y N 29 
677 C19 N18  SING Y N 30 
677 C23 C29  DOUB Y N 31 
677 C29 C19  SING Y N 32 
677 C22 C23  SING Y N 33 
677 C23 H23  SING N N 34 
677 C22 C21  DOUB Y N 35 
677 C22 H22  SING N N 36 
677 C20 C19  DOUB Y N 37 
677 C21 C20  SING Y N 38 
677 C20 H20  SING N N 39 
677 S24 C21  SING N N 40 
677 O25 S24  DOUB N N 41 
677 O26 S24  DOUB N N 42 
677 S24 C27  SING N N 43 
677 C27 H27  SING N N 44 
677 C27 H27A SING N N 45 
677 C27 H27B SING N N 46 
# 
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 
677 SMILES           ACDLabs              10.04 "O=S(=O)(c2cc1nc4n(c1cc2)CC(N)C(c3cc(F)c(F)cc3F)C4)C"                                                                                                  
677 SMILES_CANONICAL CACTVS               3.341 "C[S](=O)(=O)c1ccc2n3C[C@H](N)[C@H](Cc3nc2c1)c4cc(F)c(F)cc4F"                                                                                          
677 SMILES           CACTVS               3.341 "C[S](=O)(=O)c1ccc2n3C[CH](N)[CH](Cc3nc2c1)c4cc(F)c(F)cc4F"                                                                                            
677 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CS(=O)(=O)c1ccc2c(c1)nc3n2C[C@@H]([C@H](C3)c4cc(c(cc4F)F)F)N"                                                                                         
677 SMILES           "OpenEye OEToolkits" 1.5.0 "CS(=O)(=O)c1ccc2c(c1)nc3n2CC(C(C3)c4cc(c(cc4F)F)F)N"                                                                                                  
677 InChI            InChI                1.03  "InChI=1S/C18H16F3N3O2S/c1-27(25,26)9-2-3-17-16(4-9)23-18-6-11(15(22)8-24(17)18)10-5-13(20)14(21)7-12(10)19/h2-5,7,11,15H,6,8,22H2,1H3/t11-,15+/m1/s1" 
677 InChIKey         InChI                1.03  HJJAYSSCWGUPKO-ABAIWWIYSA-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 
677 "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,3R)-7-(methylsulfonyl)-3-(2,4,5-trifluorophenyl)-1,2,3,4-tetrahydropyrido[1,2-a]benzimidazol-2-amine" 
677 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R)-7-methylsulfonyl-3-(2,4,5-trifluorophenyl)-1,2,3,4-tetrahydropyrido[1,6-a]benzimidazol-2-amine"   
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
677 "Create component"     2009-05-05 RCSB 
677 "Modify aromatic_flag" 2011-06-04 RCSB 
677 "Modify descriptor"    2011-06-04 RCSB 
# 
