data_1BT
# 
_chem_comp.id                                    1BT 
_chem_comp.name                                  "(2E)-3-(4-{[6-(1,3-benzothiazol-5-ylamino)-9H-purin-2-yl]amino}-3,5-dimethylphenyl)prop-2-enenitrile" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H18 N8 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-11-28 
_chem_comp.pdbx_modified_date                    2013-01-11 
_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                        438.508 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1BT 
_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        4I2Q 
_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 
1BT N01 N01 N 0 1 N N N 45.697 -29.917 42.507 -9.880 -1.289 -0.521 N01 1BT 1  
1BT C02 C02 C 0 1 N N N 46.255 -29.212 41.792 -8.754 -1.158 -0.597 C02 1BT 2  
1BT C03 C03 C 0 1 N N N 46.992 -28.251 40.920 -7.335 -0.993 -0.693 C03 1BT 3  
1BT C04 C04 C 0 1 N N N 47.959 -28.757 40.101 -6.535 -1.435 0.301  C04 1BT 4  
1BT C05 C05 C 0 1 Y N N 48.898 -27.790 39.392 -5.078 -1.265 0.202  C05 1BT 5  
1BT C06 C06 C 0 1 Y N N 48.370 -26.602 38.893 -4.247 -1.722 1.232  C06 1BT 6  
1BT C07 C07 C 0 1 Y N N 49.200 -25.689 38.236 -2.884 -1.562 1.135  C07 1BT 7  
1BT C08 C08 C 0 1 N N N 48.632 -24.415 37.690 -1.988 -2.053 2.243  C08 1BT 8  
1BT C09 C09 C 0 1 Y N N 50.252 -28.076 39.254 -4.518 -0.652 -0.924 C09 1BT 9  
1BT C10 C10 C 0 1 Y N N 51.104 -27.174 38.604 -3.153 -0.496 -1.013 C10 1BT 10 
1BT C11 C11 C 0 1 N N N 52.562 -27.545 38.490 -2.548 0.165  -2.225 C11 1BT 11 
1BT C12 C12 C 0 1 Y N N 50.558 -25.969 38.091 -2.331 -0.947 0.016  C12 1BT 12 
1BT N13 N13 N 0 1 N N N 51.369 -24.953 37.401 -0.950 -0.787 -0.078 N13 1BT 13 
1BT C14 C14 C 0 1 Y N N 51.911 -25.183 36.062 -0.389 0.476  0.029  C14 1BT 14 
1BT N15 N15 N 0 1 Y N N 52.693 -24.260 35.495 -1.191 1.526  0.115  N15 1BT 15 
1BT C16 C16 C 0 1 Y N N 53.199 -24.469 34.246 -0.690 2.752  0.219  C16 1BT 16 
1BT N17 N17 N 0 1 Y N N 53.988 -23.712 33.466 -1.227 4.011  0.324  N17 1BT 17 
1BT C18 C18 C 0 1 Y N N 54.208 -24.385 32.306 -0.189 4.893  0.400  C18 1BT 18 
1BT N19 N19 N 0 1 Y N N 53.545 -25.572 32.372 0.942  4.253  0.349  N19 1BT 19 
1BT C20 C20 C 0 1 Y N N 52.916 -25.642 33.559 0.704  2.924  0.237  C20 1BT 20 
1BT C21 C21 C 0 1 Y N N 52.094 -26.601 34.194 1.517  1.781  0.143  C21 1BT 21 
1BT N22 N22 N 0 1 N N N 51.768 -27.856 33.538 2.897  1.891  0.156  N22 1BT 22 
1BT C23 C23 C 0 1 Y N N 50.976 -28.931 34.087 3.692  0.738  0.156  C23 1BT 23 
1BT C24 C24 C 0 1 Y N N 50.677 -29.004 35.448 4.908  0.746  -0.492 C24 1BT 24 
1BT C25 C25 C 0 1 Y N N 49.888 -30.068 35.942 5.716  -0.409 -0.498 C25 1BT 25 
1BT N26 N26 N 0 1 Y N N 49.548 -30.197 37.319 6.921  -0.609 -1.064 N26 1BT 26 
1BT C27 C27 C 0 1 Y N N 48.755 -31.352 37.491 7.461  -1.761 -0.928 C27 1BT 27 
1BT S28 S28 S 0 1 Y N N 48.550 -32.088 35.996 6.472  -2.813 -0.018 S28 1BT 28 
1BT C29 C29 C 0 1 Y N N 49.415 -31.042 35.076 5.256  -1.552 0.165  C29 1BT 29 
1BT C30 C30 C 0 1 Y N N 49.722 -30.963 33.726 4.024  -1.543 0.816  C30 1BT 30 
1BT C31 C31 C 0 1 Y N N 50.497 -29.910 33.227 3.250  -0.407 0.817  C31 1BT 31 
1BT N32 N32 N 0 1 Y N N 51.606 -26.337 35.428 0.933  0.591  0.048  N32 1BT 32 
1BT H1  H1  H 0 1 N N N 46.768 -27.195 40.937 -6.904 -0.520 -1.563 H1  1BT 33 
1BT H2  H2  H 0 1 N N N 48.057 -29.823 39.958 -6.966 -1.912 1.169  H2  1BT 34 
1BT H3  H3  H 0 1 N N N 47.319 -26.386 39.014 -4.675 -2.199 2.101  H3  1BT 35 
1BT H4  H4  H 0 1 N N N 48.299 -24.576 36.654 -1.698 -3.085 2.045  H4  1BT 36 
1BT H5  H5  H 0 1 N N N 47.776 -24.102 38.306 -1.097 -1.428 2.294  H5  1BT 37 
1BT H6  H6  H 0 1 N N N 49.404 -23.632 37.709 -2.522 -2.002 3.192  H6  1BT 38 
1BT H7  H7  H 0 1 N N N 50.649 -28.999 39.650 -5.155 -0.302 -1.723 H7  1BT 39 
1BT H8  H8  H 0 1 N N N 53.107 -27.164 39.366 -2.543 1.246  -2.085 H8  1BT 40 
1BT H9  H9  H 0 1 N N N 52.659 -28.640 38.445 -1.526 -0.189 -2.359 H9  1BT 41 
1BT H10 H10 H 0 1 N N N 52.983 -27.102 37.575 -3.138 -0.085 -3.107 H10 1BT 42 
1BT H11 H11 H 0 1 N N N 51.554 -24.084 37.859 -0.380 -1.560 -0.218 H11 1BT 43 
1BT H12 H12 H 0 1 N N N 54.351 -22.810 33.699 -2.171 4.232  0.340  H12 1BT 44 
1BT H13 H13 H 0 1 N N N 54.805 -24.038 31.476 -0.292 5.964  0.489  H13 1BT 45 
1BT H15 H15 H 0 1 N N N 52.128 -27.988 32.614 3.313  2.767  0.165  H15 1BT 46 
1BT H16 H16 H 0 1 N N N 51.048 -28.248 36.124 5.242  1.639  -0.998 H16 1BT 47 
1BT H17 H17 H 0 1 N N N 48.348 -31.703 38.428 8.422  -2.034 -1.339 H17 1BT 48 
1BT H18 H18 H 0 1 N N N 49.358 -31.724 33.051 3.678  -2.431 1.325  H18 1BT 49 
1BT H19 H19 H 0 1 N N N 50.723 -29.859 32.172 2.296  -0.404 1.323  H19 1BT 50 
# 
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 
1BT C18 N19 DOUB Y N 1  
1BT C18 N17 SING Y N 2  
1BT N19 C20 SING Y N 3  
1BT C31 C30 DOUB Y N 4  
1BT C31 C23 SING Y N 5  
1BT N17 C16 SING Y N 6  
1BT N22 C23 SING N N 7  
1BT N22 C21 SING N N 8  
1BT C20 C21 DOUB Y N 9  
1BT C20 C16 SING Y N 10 
1BT C30 C29 SING Y N 11 
1BT C23 C24 DOUB Y N 12 
1BT C21 N32 SING Y N 13 
1BT C16 N15 DOUB Y N 14 
1BT C29 C25 DOUB Y N 15 
1BT C29 S28 SING Y N 16 
1BT N32 C14 DOUB Y N 17 
1BT C24 C25 SING Y N 18 
1BT N15 C14 SING Y N 19 
1BT C25 N26 SING Y N 20 
1BT S28 C27 SING Y N 21 
1BT C14 N13 SING N N 22 
1BT N26 C27 DOUB Y N 23 
1BT N13 C12 SING N N 24 
1BT C08 C07 SING N N 25 
1BT C12 C07 DOUB Y N 26 
1BT C12 C10 SING Y N 27 
1BT C07 C06 SING Y N 28 
1BT C11 C10 SING N N 29 
1BT C10 C09 DOUB Y N 30 
1BT C06 C05 DOUB Y N 31 
1BT C09 C05 SING Y N 32 
1BT C05 C04 SING N N 33 
1BT C04 C03 DOUB N E 34 
1BT C03 C02 SING N N 35 
1BT C02 N01 TRIP N N 36 
1BT C03 H1  SING N N 37 
1BT C04 H2  SING N N 38 
1BT C06 H3  SING N N 39 
1BT C08 H4  SING N N 40 
1BT C08 H5  SING N N 41 
1BT C08 H6  SING N N 42 
1BT C09 H7  SING N N 43 
1BT C11 H8  SING N N 44 
1BT C11 H9  SING N N 45 
1BT C11 H10 SING N N 46 
1BT N13 H11 SING N N 47 
1BT N17 H12 SING N N 48 
1BT C18 H13 SING N N 49 
1BT N22 H15 SING N N 50 
1BT C24 H16 SING N N 51 
1BT C27 H17 SING N N 52 
1BT C30 H18 SING N N 53 
1BT C31 H19 SING N N 54 
# 
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 
1BT SMILES           ACDLabs              12.01 "N#C\C=C\c1cc(c(c(c1)C)Nc3nc2c(ncn2)c(n3)Nc4cc5ncsc5cc4)C"                                                                                                                
1BT InChI            InChI                1.03  "InChI=1S/C23H18N8S/c1-13-8-15(4-3-7-24)9-14(2)19(13)29-23-30-21-20(25-11-26-21)22(31-23)28-16-5-6-18-17(10-16)27-12-32-18/h3-6,8-12H,1-2H3,(H3,25,26,28,29,30,31)/b4-3+" 
1BT InChIKey         InChI                1.03  FZDPEDQCVGYRLP-ONEGZZNKSA-N                                                                                                                                               
1BT SMILES_CANONICAL CACTVS               3.370 "Cc1cc(\C=C\C#N)cc(C)c1Nc2nc3[nH]cnc3c(Nc4ccc5scnc5c4)n2"                                                                                                                 
1BT SMILES           CACTVS               3.370 "Cc1cc(C=CC#N)cc(C)c1Nc2nc3[nH]cnc3c(Nc4ccc5scnc5c4)n2"                                                                                                                   
1BT SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc(cc(c1Nc2nc3c(c(n2)Nc4ccc5c(c4)ncs5)nc[nH]3)C)/C=C/C#N"                                                                                                             
1BT SMILES           "OpenEye OEToolkits" 1.7.6 "Cc1cc(cc(c1Nc2nc3c(c(n2)Nc4ccc5c(c4)ncs5)nc[nH]3)C)C=CC#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 
1BT "SYSTEMATIC NAME" ACDLabs              12.01 "(2E)-3-(4-{[6-(1,3-benzothiazol-5-ylamino)-9H-purin-2-yl]amino}-3,5-dimethylphenyl)prop-2-enenitrile" 
1BT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(E)-3-[4-[[6-(1,3-benzothiazol-5-ylamino)-9H-purin-2-yl]amino]-3,5-dimethyl-phenyl]prop-2-enenitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
1BT "Create component" 2012-11-28 RCSB 
1BT "Initial release"  2013-01-11 RCSB 
# 
