data_2KL
# 
_chem_comp.id                                    2KL 
_chem_comp.name                                  "2-amino-4-[2,4-dichloro-5-(2-pyrrolidin-1-ylethoxy)phenyl]-N-ethylthieno[2,3-d]pyrimidine-6-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H23 Cl2 N5 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-05-08 
_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                        480.411 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2KL 
_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        2WI7 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
2KL O13  O13  O  0 1 N N N 2.059  7.240  28.949 2.162  -3.121 1.417  O13  2KL 1  
2KL C12  C12  C  0 1 N N N 1.051  7.885  29.243 3.135  -2.718 0.808  C12  2KL 2  
2KL N14  N14  N  0 1 N N N 0.489  7.852  30.458 4.224  -3.502 0.682  N14  2KL 3  
2KL C15  C15  C  0 1 N N N 1.185  7.305  31.614 4.236  -4.840 1.279  C15  2KL 4  
2KL C16  C16  C  0 1 N N N 0.738  5.883  31.910 5.579  -5.515 0.992  C16  2KL 5  
2KL C8   C8   C  0 1 Y N N 0.500  8.703  28.129 3.121  -1.380 0.204  C8   2KL 6  
2KL S7   S7   S  0 1 Y N N -1.213 9.150  28.088 4.453  -0.678 -0.699 S7   2KL 7  
2KL C9   C9   C  0 1 Y N N 1.236  9.163  27.041 2.088  -0.529 0.262  C9   2KL 8  
2KL C5   C5   C  0 1 Y N N 0.350  9.883  26.157 2.281  0.697  -0.380 C5   2KL 9  
2KL C6   C6   C  0 1 Y N N -1.046 9.955  26.615 3.547  0.804  -0.977 C6   2KL 10 
2KL N3   N3   N  0 1 Y N N -1.984 10.599 25.893 3.871  1.924  -1.628 N3   2KL 11 
2KL C2   C2   C  0 1 Y N N -1.612 11.180 24.723 3.021  2.932  -1.714 C2   2KL 12 
2KL N11  N11  N  0 1 N N N -2.563 11.808 23.995 3.401  4.072  -2.400 N11  2KL 13 
2KL N1   N1   N  0 1 Y N N -0.339 11.148 24.248 1.815  2.885  -1.165 N1   2KL 14 
2KL C4   C4   C  0 1 Y N N 0.645  10.532 24.890 1.401  1.811  -0.507 C4   2KL 15 
2KL C10  C10  C  0 1 Y N N 2.047  10.478 24.385 0.049  1.773  0.093  C10  2KL 16 
2KL C17  C17  C  0 1 Y N N 2.653  9.251  24.089 -0.779 0.670  -0.119 C17  2KL 17 
2KL C21  C21  C  0 1 Y N N 2.831  11.727 24.248 -0.399 2.836  0.878  C21  2KL 18 
2KL CL1  CL1  CL 0 0 N N N 2.143  13.314 24.645 0.629  4.208  1.151  CL1  2KL 19 
2KL C20  C20  C  0 1 Y N N 4.118  11.714 23.816 -1.662 2.797  1.437  C20  2KL 20 
2KL C19  C19  C  0 1 Y N N 4.669  10.521 23.512 -2.484 1.706  1.221  C19  2KL 21 
2KL CL2  CL2  CL 0 0 N N N 6.320  10.595 22.930 -4.069 1.663  1.926  CL2  2KL 22 
2KL C18  C18  C  0 1 Y N N 3.965  9.244  23.636 -2.043 0.640  0.445  C18  2KL 23 
2KL O24  O24  O  0 1 N N N 4.623  8.096  23.269 -2.852 -0.432 0.240  O24  2KL 24 
2KL C25  C25  C  0 1 N N N 3.930  6.903  22.883 -2.335 -1.491 -0.568 C25  2KL 25 
2KL C26  C26  C  0 1 N N N 4.916  5.748  22.722 -3.381 -2.602 -0.685 C26  2KL 26 
2KL N27  N27  N  0 1 N N N 5.107  5.118  24.035 -4.553 -2.096 -1.412 N27  2KL 27 
2KL C28  C28  C  0 1 N N N 5.034  3.652  24.187 -5.477 -3.193 -1.753 C28  2KL 28 
2KL C31  C31  C  0 1 N N N 5.382  5.881  25.264 -5.285 -1.096 -0.606 C31  2KL 29 
2KL C30  C30  C  0 1 N N N 5.101  4.843  26.365 -6.774 -1.296 -0.985 C30  2KL 30 
2KL C29  C29  C  0 1 N N N 4.990  3.455  25.719 -6.851 -2.837 -1.147 C29  2KL 31 
2KL H14  H14  H  0 1 N N N -0.436 8.214  30.575 5.000  -3.181 0.196  H14  2KL 32 
2KL H151 H151 H  0 0 N N N 2.266  7.302  31.409 4.093  -4.758 2.356  H151 2KL 33 
2KL H152 H152 H  0 0 N N N 0.968  7.935  32.489 3.431  -5.437 0.850  H152 2KL 34 
2KL H161 H161 H  0 0 N N N 1.282  5.502  32.787 6.384  -4.918 1.421  H161 2KL 35 
2KL H162 H162 H  0 0 N N N -0.342 5.874  32.117 5.587  -6.510 1.436  H162 2KL 36 
2KL H163 H163 H  0 0 N N N 0.950  5.244  31.040 5.721  -5.596 -0.085 H163 2KL 37 
2KL H9   H9   H  0 1 N N N 2.293  9.007  26.884 1.168  -0.775 0.771  H9   2KL 38 
2KL H111 H111 H  0 0 N N N -3.443 11.739 24.465 4.279  4.122  -2.808 H111 2KL 39 
2KL H112 H112 H  0 0 N N N -2.318 12.771 23.887 2.789  4.821  -2.472 H112 2KL 40 
2KL H17  H17  H  0 1 N N N 2.109  8.326  24.211 -0.436 -0.157 -0.722 H17  2KL 41 
2KL H20  H20  H  0 1 N N N 4.683  12.630 23.719 -2.008 3.620  2.044  H20  2KL 42 
2KL H251 H251 H  0 0 N N N 3.194  6.645  23.658 -2.098 -1.109 -1.561 H251 2KL 43 
2KL H252 H252 H  0 0 N N N 3.416  7.076  21.926 -1.431 -1.891 -0.108 H252 2KL 44 
2KL H261 H261 H  0 0 N N N 4.516  5.012  22.009 -2.955 -3.447 -1.226 H261 2KL 45 
2KL H262 H262 H  0 0 N N N 5.878  6.127  22.346 -3.683 -2.923 0.312  H262 2KL 46 
2KL H281 H281 H  0 0 N N N 4.138  3.239  23.700 -5.562 -3.283 -2.836 H281 2KL 47 
2KL H282 H282 H  0 0 N N N 5.908  3.155  23.740 -5.115 -4.128 -1.327 H282 2KL 48 
2KL H311 H311 H  0 0 N N N 6.419  6.245  25.298 -5.136 -1.282 0.457  H311 2KL 49 
2KL H312 H312 H  0 0 N N N 4.730  6.763  25.355 -4.960 -0.088 -0.865 H312 2KL 50 
2KL H291 H291 H  0 0 N N N 4.045  2.975  26.012 -7.656 -3.113 -1.828 H291 2KL 51 
2KL H292 H292 H  0 0 N N N 5.826  2.818  26.043 -6.982 -3.320 -0.178 H292 2KL 52 
2KL H301 H301 H  0 0 N N N 5.922  4.847  27.097 -7.430 -0.954 -0.184 H301 2KL 53 
2KL H302 H302 H  0 0 N N N 4.159  5.090  26.876 -7.010 -0.793 -1.922 H302 2KL 54 
# 
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 
2KL O13 C12  DOUB N N 1  
2KL C12 N14  SING N N 2  
2KL C12 C8   SING N N 3  
2KL N14 C15  SING N N 4  
2KL C15 C16  SING N N 5  
2KL C8  S7   SING Y N 6  
2KL C8  C9   DOUB Y N 7  
2KL S7  C6   SING Y N 8  
2KL C9  C5   SING Y N 9  
2KL C5  C6   SING Y N 10 
2KL C5  C4   DOUB Y N 11 
2KL C6  N3   DOUB Y N 12 
2KL N3  C2   SING Y N 13 
2KL C2  N11  SING N N 14 
2KL C2  N1   DOUB Y N 15 
2KL N1  C4   SING Y N 16 
2KL C4  C10  SING Y N 17 
2KL C10 C17  SING Y N 18 
2KL C10 C21  DOUB Y N 19 
2KL C17 C18  DOUB Y N 20 
2KL C21 CL1  SING N N 21 
2KL C21 C20  SING Y N 22 
2KL C20 C19  DOUB Y N 23 
2KL C19 CL2  SING N N 24 
2KL C19 C18  SING Y N 25 
2KL C18 O24  SING N N 26 
2KL O24 C25  SING N N 27 
2KL C25 C26  SING N N 28 
2KL C26 N27  SING N N 29 
2KL N27 C28  SING N N 30 
2KL N27 C31  SING N N 31 
2KL C28 C29  SING N N 32 
2KL C31 C30  SING N N 33 
2KL C30 C29  SING N N 34 
2KL N14 H14  SING N N 35 
2KL C15 H151 SING N N 36 
2KL C15 H152 SING N N 37 
2KL C16 H161 SING N N 38 
2KL C16 H162 SING N N 39 
2KL C16 H163 SING N N 40 
2KL C9  H9   SING N N 41 
2KL N11 H111 SING N N 42 
2KL N11 H112 SING N N 43 
2KL C17 H17  SING N N 44 
2KL C20 H20  SING N N 45 
2KL C25 H251 SING N N 46 
2KL C25 H252 SING N N 47 
2KL C26 H261 SING N N 48 
2KL C26 H262 SING N N 49 
2KL C28 H281 SING N N 50 
2KL C28 H282 SING N N 51 
2KL C31 H311 SING N N 52 
2KL C31 H312 SING N N 53 
2KL C29 H291 SING N N 54 
2KL C29 H292 SING N N 55 
2KL C30 H301 SING N N 56 
2KL C30 H302 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 
2KL SMILES           ACDLabs              11.02 "Clc4c(OCCN1CCCC1)cc(c2nc(nc3sc(cc23)C(=O)NCC)N)c(Cl)c4"                                                                                                           
2KL SMILES_CANONICAL CACTVS               3.352 "CCNC(=O)c1sc2nc(N)nc(c3cc(OCCN4CCCC4)c(Cl)cc3Cl)c2c1"                                                                                                             
2KL SMILES           CACTVS               3.352 "CCNC(=O)c1sc2nc(N)nc(c3cc(OCCN4CCCC4)c(Cl)cc3Cl)c2c1"                                                                                                             
2KL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCNC(=O)c1cc2c(nc(nc2s1)N)c3cc(c(cc3Cl)Cl)OCCN4CCCC4"                                                                                                             
2KL SMILES           "OpenEye OEToolkits" 1.7.0 "CCNC(=O)c1cc2c(nc(nc2s1)N)c3cc(c(cc3Cl)Cl)OCCN4CCCC4"                                                                                                             
2KL InChI            InChI                1.03  "InChI=1S/C21H23Cl2N5O2S/c1-2-25-19(29)17-10-13-18(26-21(24)27-20(13)31-17)12-9-16(15(23)11-14(12)22)30-8-7-28-5-3-4-6-28/h9-11H,2-8H2,1H3,(H,25,29)(H2,24,26,27)" 
2KL InChIKey         InChI                1.03  WJUNQSYQHHIVFX-UHFFFAOYSA-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 
2KL "SYSTEMATIC NAME" ACDLabs              11.02 "2-amino-4-{2,4-dichloro-5-[2-(pyrrolidin-1-yl)ethoxy]phenyl}-N-ethylthieno[2,3-d]pyrimidine-6-carboxamide" 
2KL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "2-azanyl-4-[2,4-dichloro-5-(2-pyrrolidin-1-ylethoxy)phenyl]-N-ethyl-thieno[2,3-d]pyrimidine-6-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 
2KL "Create component"     2009-05-08 EBI  
2KL "Modify aromatic_flag" 2011-06-04 RCSB 
2KL "Modify descriptor"    2011-06-04 RCSB 
# 
