data_CDB
# 
_chem_comp.id                                    CDB 
_chem_comp.name                                  2-(6-CHLORO-3-{[2,2-DIFLUORO-2-(2-PYRIDINYL)ETHYL]AMINO}-2-OXO-1(2H)-PYRAZINYL)-N-[(2-FLUORO-3-METHYL-6-PYRIDINYL)METHYL]ACETAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H23 F3 N6 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    2 
_chem_comp.pdbx_initial_date                     2002-10-02 
_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                        448.442 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CDB 
_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        1MU8 
_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 
CDB N1   N1   N 1 1 Y N N 21.178 -16.701 25.407 -6.970  -0.809 -1.459 N1   CDB 1  
CDB C2   C2   C 0 1 Y N N 20.033 -16.052 25.922 -6.621  -0.623 -0.202 C2   CDB 2  
CDB C3   C3   C 0 1 Y N N 20.065 -14.626 26.228 -7.503  -0.059 0.701  C3   CDB 3  
CDB C4   C4   C 0 1 Y N N 21.315 -13.943 25.957 -8.768  0.308  0.270  C4   CDB 4  
CDB C5   C5   C 0 1 Y N N 22.453 -14.653 25.387 -9.101  0.093  -1.058 C5   CDB 5  
CDB C6   C6   C 0 1 Y N N 22.379 -16.076 25.112 -8.167  -0.476 -1.903 C6   CDB 6  
CDB C11  C11  C 0 1 N N N 18.747 -16.875 26.044 -5.243  -1.026 0.255  C11  CDB 7  
CDB C12  C12  C 0 1 N N N 18.155 -17.228 24.682 -4.281  0.150  0.073  C12  CDB 8  
CDB F13  F13  F 0 1 N N N 17.780 -16.290 26.795 -4.798  -2.113 -0.504 F13  CDB 9  
CDB F1   F1   F 0 1 N N N 19.061 -18.050 26.611 -5.286  -1.387 1.606  F1   CDB 10 
CDB N18  N18  N 0 1 N N N 17.553 -16.068 23.996 -2.941  -0.241 0.517  N18  CDB 11 
CDB C21  C21  C 0 1 Y N N 18.146 -15.360 22.972 -1.893  0.668  0.447  C21  CDB 12 
CDB C22  C22  C 0 1 Y N N 17.454 -14.125 22.483 -0.547  0.286  0.889  C22  CDB 13 
CDB N23  N23  N 0 1 Y N N 18.105 -13.412 21.482 0.444   1.201  0.797  N23  CDB 14 
CDB C24  C24  C 0 1 Y N N 19.351 -13.885 20.922 0.158   2.442  0.309  C24  CDB 15 
CDB C25  C25  C 0 1 Y N N 19.930 -15.065 21.433 -1.093  2.759  -0.088 C25  CDB 16 
CDB N26  N26  N 1 1 Y N N 19.336 -15.733 22.427 -2.094  1.882  -0.017 N26  CDB 17 
CDB O28  O28  O 0 1 N N N 16.369 -13.749 22.931 -0.326  -0.831 1.324  O28  CDB 18 
CDB C29  C29  C 0 1 N N N 20.065 -13.180 19.833 1.253   3.472  0.208  C29  CDB 19 
CDB C33  C33  C 0 1 N N N 17.460 -12.178 20.970 1.804   0.867  1.225  C33  CDB 20 
CDB C34  C34  C 0 1 N N N 16.035 -12.486 20.532 2.571   0.295  0.061  C34  CDB 21 
CDB N37  N37  N 0 1 N N N 15.091 -11.573 20.901 3.854   -0.086 0.221  N37  CDB 22 
CDB O38  O38  O 0 1 N N N 15.795 -13.493 19.876 2.035   0.178  -1.020 O38  CDB 23 
CDB C39  C39  C 0 1 N N N 13.663 -11.794 20.584 4.600   -0.642 -0.910 C39  CDB 24 
CDB C40  C40  C 0 1 Y N N 12.738 -11.684 21.798 6.000   -0.985 -0.469 C40  CDB 25 
CDB C43  C43  C 0 1 Y N N 12.836 -10.567 22.669 7.003   -0.038 -0.577 C43  CDB 26 
CDB C44  C44  C 0 1 Y N N 11.987 -10.483 23.827 8.287   -0.364 -0.162 C44  CDB 27 
CDB C45  C45  C 0 1 Y N N 11.036 -11.528 24.113 8.516   -1.637 0.335  C45  CDB 28 
CDB N46  N46  N 0 1 Y N N 11.802 -12.663 22.097 6.256   -2.187 0.009  N46  CDB 29 
CDB F47  F47  F 0 1 N N N 13.730 -9.611  22.384 6.733   1.191  -1.068 F47  CDB 30 
CDB C50  C50  C 0 1 Y N N 10.961 -12.635 23.199 7.465   -2.532 0.407  C50  CDB 31 
CDB C1   C1   C 0 1 N N N 12.066 -9.314  24.745 9.407   0.641  -0.256 C1   CDB 32 
CDB H1   H1   H 0 1 N N N 21.133 -17.705 25.233 -6.333  -1.207 -2.073 H1   CDB 33 
CDB H3   H3   H 0 1 N N N 19.192 -14.093 26.641 -7.209  0.094  1.729  H3   CDB 34 
CDB H4   H4   H 0 1 N N N 21.401 -12.867 26.187 -9.478  0.751  0.953  H4   CDB 35 
CDB H5   H5   H 0 1 N N N 23.383 -14.105 25.160 -10.078 0.366  -1.429 H5   CDB 36 
CDB H6   H6   H 0 1 N N N 23.211 -16.665 24.691 -8.419  -0.647 -2.939 H6   CDB 37 
CDB H121 1H12 H 0 0 N N N 18.915 -17.722 24.033 -4.627  0.998  0.665  H121 CDB 38 
CDB H122 2H12 H 0 0 N N N 17.420 -18.062 24.771 -4.247  0.432  -0.979 H122 CDB 39 
CDB H18  H18  H 0 1 N N N 17.312 -15.391 24.720 -2.786  -1.135 0.861  H18  CDB 40 
CDB H25  H25  H 0 1 N N N 20.875 -15.477 21.043 -1.287  3.749  -0.473 H25  CDB 41 
CDB H26  H26  H 0 1 N N N 19.810 -16.562 22.784 -2.981  2.142  -0.312 H26  CDB 42 
CDB H291 1H29 H 0 0 N N N 21.026 -13.544 19.401 0.847   4.395  -0.204 H291 CDB 43 
CDB H292 2H29 H 0 0 N N N 19.346 -13.054 18.989 1.663   3.665  1.199  H292 CDB 44 
CDB H293 3H29 H 0 0 N N N 20.227 -12.128 20.166 2.043   3.099  -0.445 H293 CDB 45 
CDB H331 1H33 H 0 0 N N N 17.500 -11.345 21.710 2.304   1.768  1.582  H331 CDB 46 
CDB H332 2H33 H 0 0 N N N 18.054 -11.700 20.157 1.762   0.133  2.029  H332 CDB 47 
CDB H37  H37  H 0 1 N N N 15.440 -10.753 21.396 4.284   0.008  1.086  H37  CDB 48 
CDB H391 1H39 H 0 0 N N N 13.329 -11.106 19.772 4.100   -1.543 -1.267 H391 CDB 49 
CDB H392 2H39 H 0 0 N N N 13.521 -12.773 20.069 4.642   0.093  -1.714 H392 CDB 50 
CDB H45  H45  H 0 1 N N N 10.386 -11.482 25.003 9.504   -1.926 0.663  H45  CDB 51 
CDB H50  H50  H 0 1 N N N 10.253 -13.468 23.344 7.636   -3.526 0.793  H50  CDB 52 
CDB H11  1H1  H 0 1 N N N 11.407 -9.248  25.642 9.894   0.552  -1.227 H11  CDB 53 
CDB H12  2H1  H 0 1 N N N 13.123 -9.206  25.080 9.003   1.647  -0.143 H12  CDB 54 
CDB H13  3H1  H 0 1 N N N 11.923 -8.387  24.141 10.133  0.450  0.534  H13  CDB 55 
# 
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 
CDB N1  C2   DOUB Y N 1  
CDB N1  C6   SING Y N 2  
CDB N1  H1   SING N N 3  
CDB C2  C3   SING Y N 4  
CDB C2  C11  SING N N 5  
CDB C3  C4   DOUB Y N 6  
CDB C3  H3   SING N N 7  
CDB C4  C5   SING Y N 8  
CDB C4  H4   SING N N 9  
CDB C5  C6   DOUB Y N 10 
CDB C5  H5   SING N N 11 
CDB C6  H6   SING N N 12 
CDB C11 C12  SING N N 13 
CDB C11 F13  SING N N 14 
CDB C11 F1   SING N N 15 
CDB C12 N18  SING N N 16 
CDB C12 H121 SING N N 17 
CDB C12 H122 SING N N 18 
CDB N18 C21  SING N N 19 
CDB N18 H18  SING N N 20 
CDB C21 C22  SING Y N 21 
CDB C21 N26  DOUB Y N 22 
CDB C22 N23  SING Y N 23 
CDB C22 O28  DOUB N N 24 
CDB N23 C24  SING Y N 25 
CDB N23 C33  SING N N 26 
CDB C24 C25  DOUB Y N 27 
CDB C24 C29  SING N N 28 
CDB C25 N26  SING Y N 29 
CDB C25 H25  SING N N 30 
CDB N26 H26  SING N N 31 
CDB C29 H291 SING N N 32 
CDB C29 H292 SING N N 33 
CDB C29 H293 SING N N 34 
CDB C33 C34  SING N N 35 
CDB C33 H331 SING N N 36 
CDB C33 H332 SING N N 37 
CDB C34 N37  SING N N 38 
CDB C34 O38  DOUB N N 39 
CDB N37 C39  SING N N 40 
CDB N37 H37  SING N N 41 
CDB C39 C40  SING N N 42 
CDB C39 H391 SING N N 43 
CDB C39 H392 SING N N 44 
CDB C40 C43  DOUB Y N 45 
CDB C40 N46  SING Y N 46 
CDB C43 C44  SING Y N 47 
CDB C43 F47  SING N N 48 
CDB C44 C45  DOUB Y N 49 
CDB C44 C1   SING N N 50 
CDB C45 C50  SING Y N 51 
CDB C45 H45  SING N N 52 
CDB N46 C50  DOUB Y N 53 
CDB C50 H50  SING N N 54 
CDB C1  H11  SING N N 55 
CDB C1  H12  SING N N 56 
CDB C1  H13  SING N N 57 
# 
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 
CDB SMILES           ACDLabs              10.04 O=C(NCc1nccc(c1F)C)CN2C(=C[NH+]=C(C2=O)NCC(F)(F)c3[nH+]cccc3)C                                                                                                                             
CDB InChI            InChI                1.02b InChI=1/C21H21F3N6O2/c1-13-6-8-25-15(18(13)22)10-27-17(31)11-30-14(2)9-28-19(20(30)32)29-12-21(23,24)16-5-3-4-7-26-16/h3-9H,10-12H2,1-2H3,(H,27,31)(H,28,29)/p+2/fC21H23F3N6O2/h26-29H/q+2 
CDB InChIKey         InChI                1.02b WOYBPRBUPLYTPY-VTPBKALWCS                                                                                                                                                                  
CDB SMILES_CANONICAL CACTVS               3.341 CC1=C[NH+]=C(NCC(F)(F)c2cccc[nH+]2)C(=O)N1CC(=O)NCc3nccc(C)c3F                                                                                                                             
CDB SMILES           CACTVS               3.341 CC1=C[NH+]=C(NCC(F)(F)c2cccc[nH+]2)C(=O)N1CC(=O)NCc3nccc(C)c3F                                                                                                                             
CDB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccnc(c1F)CNC(=O)CN2C(=C[NH+]=C(C2=O)NCC(c3cccc[nH+]3)(F)F)C                                                                                                                             
CDB SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccnc(c1F)CNC(=O)CN2C(=C[NH+]=C(C2=O)NCC(c3cccc[nH+]3)(F)F)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 
CDB "SYSTEMATIC NAME" ACDLabs              10.04 2-[(2,2-difluoro-2-pyridinium-2-ylethyl)amino]-4-(2-{[(3-fluoro-4-methylpyridin-2-yl)methyl]amino}-2-oxoethyl)-5-methyl-3-oxo-3,4-dihydropyrazin-1-ium 
CDB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[3-[(2,2-difluoro-2-pyridin-1-ium-2-yl-ethyl)amino]-6-methyl-2-oxo-pyrazin-4-ium-1-yl]-N-[(3-fluoro-4-methyl-pyridin-2-yl)methyl]ethanamide          
# 
