data_18P
# 
_chem_comp.id                                    18P 
_chem_comp.name                                  "N-{3-[(2R)-6-amino-2,4-dimethyl-3-oxo-2,3,4,5-tetrahydropyrazin-2-yl]phenyl}-5-chloropyridine-2-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H18 Cl N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-10-13 
_chem_comp.pdbx_modified_date                    2011-11-04 
_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                        371.821 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     18P 
_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        3U6A 
_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 
18P C    C    C  0 1 Y N N 23.712 4.506 15.248 5.143  -0.870 -0.861 C    18P 1  
18P N    N    N  0 1 Y N N 24.995 4.909 15.464 3.911  -0.442 -0.701 N    18P 2  
18P O    O    O  0 1 N N N 27.711 5.292 15.971 1.879  1.612  1.314  O    18P 3  
18P CL   CL   CL 0 0 N N N 21.749 2.999 14.074 7.779  -1.037 -0.228 CL   18P 4  
18P C01  C01  C  0 1 N N N 30.724 7.832 9.069  -6.409 0.136  1.582  C01  18P 5  
18P N01  N01  N  0 1 N N N 30.866 6.412 9.426  -5.225 -0.384 0.894  N01  18P 6  
18P O01  O01  O  0 1 N N N 32.812 6.751 10.486 -5.413 1.194  -0.627 O01  18P 7  
18P C02  C02  C  0 1 N N N 29.844 5.535 8.874  -4.548 -1.553 1.442  C02  18P 8  
18P N02  N02  N  0 1 N N N 29.294 3.198 8.504  -3.318 -3.518 0.611  N02  18P 9  
18P C03  C03  C  0 1 N N N 30.122 4.080 9.065  -3.686 -2.214 0.410  C03  18P 10 
18P N03  N03  N  0 1 N N N 30.996 3.649 9.984  -3.276 -1.625 -0.650 N03  18P 11 
18P C04  C04  C  0 1 N N R 31.904 4.522 10.733 -3.598 -0.244 -0.979 C04  18P 12 
18P N04  N04  N  0 1 N N N 28.215 4.283 13.966 1.244  0.416  -0.445 N04  18P 13 
18P C05  C05  C  0 1 N N N 33.314 3.872 10.680 -3.880 -0.139 -2.479 C05  18P 14 
18P C06  C06  C  0 1 N N N 31.889 5.979 10.195 -4.804 0.227  -0.221 C06  18P 15 
18P C07  C07  C  0 1 Y N N 31.429 4.647 12.190 -2.421 0.632  -0.635 C07  18P 16 
18P C08  C08  C  0 1 Y N N 32.318 4.975 13.240 -2.625 1.946  -0.257 C08  18P 17 
18P C09  C09  C  0 1 Y N N 31.849 5.065 14.562 -1.547 2.754  0.059  C09  18P 18 
18P C10  C10  C  0 1 Y N N 30.490 4.854 14.857 -0.263 2.249  -0.002 C10  18P 19 
18P C11  C11  C  0 1 Y N N 29.599 4.511 13.814 -0.055 0.929  -0.382 C11  18P 20 
18P C12  C12  C  0 1 Y N N 30.073 4.418 12.501 -1.139 0.120  -0.693 C12  18P 21 
18P C13  C13  C  0 1 N N N 27.395 4.675 14.952 2.183  0.848  0.419  C13  18P 22 
18P C14  C14  C  0 1 Y N N 25.970 4.268 14.744 3.585  0.393  0.279  C14  18P 23 
18P C15  C15  C  0 1 Y N N 25.708 3.251 13.809 4.551  0.844  1.177  C15  18P 24 
18P C16  C16  C  0 1 Y N N 24.389 2.835 13.599 5.859  0.410  1.033  C16  18P 25 
18P C17  C17  C  0 1 Y N N 23.375 3.485 14.327 6.156  -0.462 -0.004 C17  18P 26 
18P H    H    H  0 1 N N N 22.919 4.985 15.802 5.370  -1.552 -1.667 H    18P 27 
18P H01  H01  H  0 1 N N N 31.538 8.410 9.531  -6.616 -0.475 2.461  H01  18P 28 
18P H01A H01A H  0 0 N N N 30.771 7.941 7.975  -6.227 1.166  1.890  H01A 18P 29 
18P H01B H01B H  0 0 N N N 29.756 8.207 9.434  -7.265 0.104  0.908  H01B 18P 30 
18P H02  H02  H  0 1 N N N 28.892 5.767 9.374  -3.926 -1.244 2.282  H02  18P 31 
18P H02A H02A H  0 0 N N N 29.778 5.729 7.793  -5.294 -2.265 1.794  H02A 18P 32 
18P HN02 HN02 H  0 0 N N N 29.333 2.235 8.771  -3.615 -3.989 1.405  HN02 18P 33 
18P HN0A HN0A H  0 0 N N N 28.634 3.499 7.816  -2.760 -3.971 -0.041 HN0A 18P 34 
18P HN04 HN04 H  0 0 N N N 27.784 3.754 13.235 1.470  -0.252 -1.112 HN04 18P 35 
18P H05  H05  H  0 1 N N N 34.029 4.499 11.233 -4.721 -0.782 -2.736 H05  18P 36 
18P H05A H05A H  0 0 N N N 33.274 2.872 11.137 -4.121 0.894  -2.732 H05A 18P 37 
18P H05B H05B H  0 0 N N N 33.638 3.784 9.632  -2.998 -0.453 -3.037 H05B 18P 38 
18P H08  H08  H  0 1 N N N 33.361 5.157 13.025 -3.628 2.343  -0.209 H08  18P 39 
18P H09  H09  H  0 1 N N N 32.539 5.299 15.359 -1.710 3.780  0.354  H09  18P 40 
18P H10  H10  H  0 1 N N N 30.130 4.953 15.871 0.578  2.880  0.244  H10  18P 41 
18P H12  H12  H  0 1 N N N 29.385 4.165 11.708 -0.980 -0.908 -0.984 H12  18P 42 
18P H15  H15  H  0 1 N N N 26.517 2.795 13.258 4.284  1.523  1.973  H15  18P 43 
18P H16  H16  H  0 1 N N N 24.157 2.043 12.903 6.629  0.742  1.714  H16  18P 44 
# 
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 
18P C   N    DOUB Y N 1  
18P C   C17  SING Y N 2  
18P N   C14  SING Y N 3  
18P O   C13  DOUB N N 4  
18P CL  C17  SING N N 5  
18P C01 N01  SING N N 6  
18P N01 C02  SING N N 7  
18P N01 C06  SING N N 8  
18P O01 C06  DOUB N N 9  
18P C02 C03  SING N N 10 
18P N02 C03  SING N N 11 
18P C03 N03  DOUB N N 12 
18P N03 C04  SING N N 13 
18P C04 C05  SING N N 14 
18P C04 C06  SING N N 15 
18P C04 C07  SING N N 16 
18P N04 C11  SING N N 17 
18P N04 C13  SING N N 18 
18P C07 C08  DOUB Y N 19 
18P C07 C12  SING Y N 20 
18P C08 C09  SING Y N 21 
18P C09 C10  DOUB Y N 22 
18P C10 C11  SING Y N 23 
18P C11 C12  DOUB Y N 24 
18P C13 C14  SING N N 25 
18P C14 C15  DOUB Y N 26 
18P C15 C16  SING Y N 27 
18P C16 C17  DOUB Y N 28 
18P C   H    SING N N 29 
18P C01 H01  SING N N 30 
18P C01 H01A SING N N 31 
18P C01 H01B SING N N 32 
18P C02 H02  SING N N 33 
18P C02 H02A SING N N 34 
18P N02 HN02 SING N N 35 
18P N02 HN0A SING N N 36 
18P N04 HN04 SING N N 37 
18P C05 H05  SING N N 38 
18P C05 H05A SING N N 39 
18P C05 H05B SING N N 40 
18P C08 H08  SING N N 41 
18P C09 H09  SING N N 42 
18P C10 H10  SING N N 43 
18P C12 H12  SING N N 44 
18P C15 H15  SING N N 45 
18P C16 H16  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 
18P SMILES           ACDLabs              12.01 "Clc1ccc(nc1)C(=O)Nc2cccc(c2)C3(N=C(N)CN(C3=O)C)C"                                                                                                     
18P InChI            InChI                1.03  "InChI=1S/C18H18ClN5O2/c1-18(17(26)24(2)10-15(20)23-18)11-4-3-5-13(8-11)22-16(25)14-7-6-12(19)9-21-14/h3-9H,10H2,1-2H3,(H2,20,23)(H,22,25)/t18-/m1/s1" 
18P InChIKey         InChI                1.03  MRYFMHAPTQCQLE-GOSISDBHSA-N                                                                                                                            
18P SMILES_CANONICAL CACTVS               3.370 "CN1CC(=N[C@@](C)(C1=O)c2cccc(NC(=O)c3ccc(Cl)cn3)c2)N"                                                                                                 
18P SMILES           CACTVS               3.370 "CN1CC(=N[C](C)(C1=O)c2cccc(NC(=O)c3ccc(Cl)cn3)c2)N"                                                                                                   
18P SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "C[C@]1(C(=O)N(CC(=N1)N)C)c2cccc(c2)NC(=O)c3ccc(cn3)Cl"                                                                                                
18P SMILES           "OpenEye OEToolkits" 1.7.2 "CC1(C(=O)N(CC(=N1)N)C)c2cccc(c2)NC(=O)c3ccc(cn3)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 
18P "SYSTEMATIC NAME" ACDLabs              12.01 "N-{3-[(2R)-6-amino-2,4-dimethyl-3-oxo-2,3,4,5-tetrahydropyrazin-2-yl]phenyl}-5-chloropyridine-2-carboxamide" 
18P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "N-[3-[(5R)-3-azanyl-1,5-dimethyl-6-oxidanylidene-2H-pyrazin-5-yl]phenyl]-5-chloranyl-pyridine-2-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 
18P "Create component" 2011-10-13 RCSB 
# 
