data_1KO
# 
_chem_comp.id                                    1KO 
_chem_comp.name                                  "2-(4-chlorophenyl)-8-[(3S)-piperidin-3-ylamino]imidazo[1,2-c]pyrimidine-5-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H19 Cl N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-03-11 
_chem_comp.pdbx_modified_date                    2013-04-12 
_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                        370.836 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1KO 
_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        4JIK 
_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 
1KO N01 N01  N  0 1 Y N N 14.766 -2.985 8.238  0.412  -0.479 -0.106 N01  1KO 1  
1KO C02 C02  C  0 1 Y N N 15.153 -2.000 7.365  1.542  0.239  -0.046 C02  1KO 2  
1KO C03 C03  C  0 1 Y N N 14.121 -1.175 7.116  1.206  1.563  -0.021 C03  1KO 3  
1KO N04 N04  N  0 1 Y N N 13.041 -1.645 7.843  -0.150 1.632  -0.068 N04  1KO 4  
1KO C05 C05  C  0 1 Y N N 13.492 -2.754 8.515  -0.621 0.342  -0.121 C05  1KO 5  
1KO C06 C06  C  0 1 Y N N 11.751 -1.234 7.992  -1.041 2.679  -0.071 C06  1KO 6  
1KO N07 N07  N  0 1 Y N N 10.903 -1.839 8.763  -2.338 2.469  -0.123 N07  1KO 7  
1KO C08 C08  C  0 1 Y N N 11.317 -2.931 9.429  -2.852 1.248  -0.176 C08  1KO 8  
1KO C09 C09  C  0 1 Y N N 12.588 -3.433 9.352  -2.023 0.138  -0.177 C09  1KO 9  
1KO N10 N10  N  0 1 N N N 12.996 -4.535 10.040 -2.552 -1.143 -0.232 N10  1KO 10 
1KO C11 C11  C  0 1 Y N N 16.499 -1.959 6.848  2.921  -0.309 -0.011 C11  1KO 11 
1KO C12 C12  C  0 1 N N N 11.290 -0.026 7.265  -0.534 4.059  -0.014 C12  1KO 12 
1KO C13 C13  C  0 1 N N S 12.467 -5.005 11.285 -4.004 -1.334 -0.289 C13  1KO 13 
1KO C14 C14  C  0 1 N N N 12.798 -4.032 12.441 -4.577 -1.321 1.130  C14  1KO 14 
1KO N15 N15  N  0 1 N N N 12.215 -4.537 13.682 -6.030 -1.533 1.074  N15  1KO 15 
1KO C16 C16  C  0 1 N N N 12.740 -5.865 14.030 -6.353 -2.840 0.488  C16  1KO 16 
1KO C17 C17  C  0 1 N N N 12.412 -6.870 12.895 -5.832 -2.898 -0.950 C17  1KO 17 
1KO C18 C18  C  0 1 N N N 13.027 -6.378 11.587 -4.317 -2.680 -0.949 C18  1KO 18 
1KO C19 C19  C  0 1 Y N N 16.945 -0.847 6.097  4.014  0.552  0.059  C19  1KO 19 
1KO C20 C20  C  0 1 Y N N 18.242 -0.811 5.599  5.293  0.037  0.097  C20  1KO 20 
1KO C21 C21  C  0 1 Y N N 19.106 -1.878 5.837  5.492  -1.332 0.066  C21  1KO 21 
1KO C22 C22  C  0 1 Y N N 18.677 -2.996 6.583  4.409  -2.192 -0.004 C22  1KO 22 
1KO C23 C23  C  0 1 Y N N 17.369 -3.033 7.088  3.126  -1.687 -0.042 C23  1KO 23 
1KO CL  CL24 CL 0 0 N N N 20.731 -1.822 5.224  7.104  -1.974 0.114  CL24 1KO 24 
1KO N25 N25  N  0 1 N N N 10.050 0.388  7.558  -1.396 5.095  -0.016 N25  1KO 25 
1KO O26 O26  O  0 1 N N N 12.005 0.567  6.458  0.664  4.266  0.035  O26  1KO 26 
1KO H1  H1   H  0 1 N N N 14.133 -0.309 6.471  1.890  2.398  0.027  H1   1KO 27 
1KO H2  H2   H  0 1 N N N 10.606 -3.442 10.061 -3.923 1.118  -0.218 H2   1KO 28 
1KO H3  H3   H  0 1 N N N 12.879 -5.297 9.403  -1.962 -1.912 -0.232 H3   1KO 29 
1KO H4  H4   H  0 1 N N N 11.372 -5.085 11.212 -4.454 -0.530 -0.872 H4   1KO 30 
1KO H5  H5   H  0 1 N N N 13.889 -3.953 12.554 -4.116 -2.116 1.715  H5   1KO 31 
1KO H6  H6   H  0 1 N N N 12.380 -3.040 12.216 -4.369 -0.358 1.597  H6   1KO 32 
1KO H7  H7   H  0 1 N N N 12.429 -3.900 14.423 -6.445 -1.434 1.988  H7   1KO 33 
1KO H9  H9   H  0 1 N N N 12.277 -6.207 14.967 -5.884 -3.628 1.076  H9   1KO 34 
1KO H10 H10  H  0 1 N N N 13.830 -5.804 14.161 -7.434 -2.980 0.488  H10  1KO 35 
1KO H11 H11  H  0 1 N N N 11.321 -6.950 12.780 -6.059 -3.874 -1.380 H11  1KO 36 
1KO H12 H12  H  0 1 N N N 12.828 -7.857 13.147 -6.312 -2.119 -1.543 H12  1KO 37 
1KO H13 H13  H  0 1 N N N 12.772 -7.071 10.772 -3.948 -2.677 -1.974 H13  1KO 38 
1KO H14 H14  H  0 1 N N N 14.121 -6.319 11.689 -3.834 -3.480 -0.389 H14  1KO 39 
1KO H15 H15  H  0 1 N N N 16.274 -0.021 5.909  3.860  1.621  0.083  H15  1KO 40 
1KO H16 H16  H  0 1 N N N 18.579 0.042  5.029  6.141  0.704  0.150  H16  1KO 41 
1KO H17 H17  H  0 1 N N N 19.352 -3.819 6.764  4.569  -3.260 -0.028 H17  1KO 42 
1KO H18 H18  H  0 1 N N N 17.033 -3.885 7.660  2.281  -2.359 -0.091 H18  1KO 43 
1KO H19 H19  H  0 1 N N N 9.678  1.204  7.116  -2.351 4.930  -0.056 H19  1KO 44 
1KO H20 H20  H  0 1 N N N 9.497  -0.119 8.219  -1.062 6.005  0.021  H20  1KO 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 
1KO CL  C21 SING N N 1  
1KO C20 C21 DOUB Y N 2  
1KO C20 C19 SING Y N 3  
1KO C21 C22 SING Y N 4  
1KO C19 C11 DOUB Y N 5  
1KO O26 C12 DOUB N N 6  
1KO C22 C23 DOUB Y N 7  
1KO C11 C23 SING Y N 8  
1KO C11 C02 SING N N 9  
1KO C03 C02 DOUB Y N 10 
1KO C03 N04 SING Y N 11 
1KO C12 N25 SING N N 12 
1KO C12 C06 SING N N 13 
1KO C02 N01 SING Y N 14 
1KO N04 C06 SING Y N 15 
1KO N04 C05 SING Y N 16 
1KO C06 N07 DOUB Y N 17 
1KO N01 C05 DOUB Y N 18 
1KO C05 C09 SING Y N 19 
1KO N07 C08 SING Y N 20 
1KO C09 C08 DOUB Y N 21 
1KO C09 N10 SING N N 22 
1KO N10 C13 SING N N 23 
1KO C13 C18 SING N N 24 
1KO C13 C14 SING N N 25 
1KO C18 C17 SING N N 26 
1KO C14 N15 SING N N 27 
1KO C17 C16 SING N N 28 
1KO N15 C16 SING N N 29 
1KO C03 H1  SING N N 30 
1KO C08 H2  SING N N 31 
1KO N10 H3  SING N N 32 
1KO C13 H4  SING N N 33 
1KO C14 H5  SING N N 34 
1KO C14 H6  SING N N 35 
1KO N15 H7  SING N N 36 
1KO C16 H9  SING N N 37 
1KO C16 H10 SING N N 38 
1KO C17 H11 SING N N 39 
1KO C17 H12 SING N N 40 
1KO C18 H13 SING N N 41 
1KO C18 H14 SING N N 42 
1KO C19 H15 SING N N 43 
1KO C20 H16 SING N N 44 
1KO C22 H17 SING N N 45 
1KO C23 H18 SING N N 46 
1KO N25 H19 SING N N 47 
1KO N25 H20 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 
1KO SMILES           ACDLabs              12.01 "Clc4ccc(c1nc2c(cnc(C(=O)N)n2c1)NC3CCCNC3)cc4"                                                                                                               
1KO InChI            InChI                1.03  "InChI=1S/C18H19ClN6O/c19-12-5-3-11(4-6-12)15-10-25-17(24-15)14(9-22-18(25)16(20)26)23-13-2-1-7-21-8-13/h3-6,9-10,13,21,23H,1-2,7-8H2,(H2,20,26)/t13-/m0/s1" 
1KO InChIKey         InChI                1.03  VUQDZGWRLHHYTB-ZDUSSCGKSA-N                                                                                                                                  
1KO SMILES_CANONICAL CACTVS               3.370 "NC(=O)c1ncc(N[C@H]2CCCNC2)c3nc(cn13)c4ccc(Cl)cc4"                                                                                                           
1KO SMILES           CACTVS               3.370 "NC(=O)c1ncc(N[CH]2CCCNC2)c3nc(cn13)c4ccc(Cl)cc4"                                                                                                            
1KO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1c2cn3c(n2)c(cnc3C(=O)N)N[C@H]4CCCNC4)Cl"                                                                                                           
1KO SMILES           "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1c2cn3c(n2)c(cnc3C(=O)N)NC4CCCNC4)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 
1KO "SYSTEMATIC NAME" ACDLabs              12.01 "2-(4-chlorophenyl)-8-[(3S)-piperidin-3-ylamino]imidazo[1,2-c]pyrimidine-5-carboxamide"   
1KO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-(4-chlorophenyl)-8-[[(3S)-piperidin-3-yl]amino]imidazo[1,2-c]pyrimidine-5-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 
1KO "Create component" 2013-03-11 RCSB 
1KO "Initial release"  2013-04-17 RCSB 
# 
