data_LII
# 
_chem_comp.id                                    LII 
_chem_comp.name                                  (Z)-6-(2-[2,5-DIMETHOXYPHENYL]ETHEN-1-YL)-2,4-DIAMINO-5-METHYLPYRIDO[2,3-D]PYRIMIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H19 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         SRI-9662 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-01-07 
_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                        337.376 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LII 
_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        ? 
_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 
LII C4A    C4A    C 0 1 Y N N 13.724 24.170 32.260 -2.374 -0.675 -0.046 C4A    LII 1  
LII C4     C4     C 0 1 Y N N 15.075 24.278 31.725 -3.692 -0.661 0.475  C4     LII 2  
LII C2     C2     C 0 1 Y N N 14.685 22.526 30.259 -4.119 1.234  -0.782 C2     LII 3  
LII C8A    C8A    C 0 1 Y N N 12.881 23.308 31.575 -1.996 0.339  -0.962 C8A    LII 4  
LII C5     C5     C 0 1 Y N N 13.214 24.926 33.410 -1.447 -1.656 0.313  C5     LII 5  
LII C6     C6     C 0 1 Y N N 11.845 24.930 33.542 -0.171 -1.584 -0.248 C6     LII 6  
LII C7     C7     C 0 1 Y N N 10.997 23.966 32.773 0.128  -0.549 -1.149 C7     LII 7  
LII C5A    C5A    C 0 1 N N N 13.968 25.411 34.619 -1.811 -2.754 1.279  C5A    LII 8  
LII C9     C9     C 0 1 N N N 11.106 25.843 34.497 0.851  -2.588 0.097  C9     LII 9  
LII "C1'"  "C1'"  C 0 1 Y N N 9.689  24.129 35.818 2.476  -0.782 0.318  "C1'"  LII 10 
LII "C2'"  "C2'"  C 0 1 Y N N 10.553 23.083 36.172 3.667  -0.330 -0.265 "C2'"  LII 11 
LII "C3'"  "C3'"  C 0 1 Y N N 9.994  21.858 36.575 3.988  1.017  -0.221 "C3'"  LII 12 
LII "C4'"  "C4'"  C 0 1 Y N N 8.688  21.630 36.633 3.136  1.914  0.396  "C4'"  LII 13 
LII "C5'"  "C5'"  C 0 1 Y N N 7.745  22.721 36.261 1.953  1.473  0.976  "C5'"  LII 14 
LII "C6'"  "C6'"  C 0 1 Y N N 8.320  23.927 35.870 1.622  0.130  0.944  "C6'"  LII 15 
LII C10    C10    C 0 1 N N N 10.160 25.475 35.378 2.128  -2.213 0.276  C10    LII 16 
LII C2X    "C2A'" C 0 1 N N N 12.717 22.286 36.053 5.617  -0.454 -1.358 C2X    LII 17 
LII C5X    "C5A'" C 0 1 N N N 5.555  23.421 36.065 1.731  3.649  1.455  C5X    LII 18 
LII N3     N3     N 0 1 Y N N 15.505 23.432 30.766 -4.514 0.301  0.080  N3     LII 19 
LII N1     N1     N 0 1 Y N N 13.406 22.435 30.594 -2.904 1.267  -1.296 N1     LII 20 
LII N8     N8     N 0 1 Y N N 11.542 23.230 31.817 -0.763 0.357  -1.472 N8     LII 21 
LII N4     N4     N 0 1 N N N 15.958 25.154 32.096 -4.109 -1.624 1.367  N4     LII 22 
LII N16    N16    N 0 1 N N N 15.139 21.667 29.390 -5.022 2.211  -1.156 N16    LII 23 
LII "O2'"  "O2'"  O 0 1 N N N 11.884 23.461 36.064 4.506  -1.210 -0.871 "O2'"  LII 24 
LII "O5'"  "O5'"  O 0 1 N N N 6.478  22.503 36.319 1.122  2.362  1.580  "O5'"  LII 25 
LII H71    1H7    H 0 1 N N N 9.918  23.789 32.918 1.115  -0.498 -1.585 H71    LII 26 
LII H51    1H5    H 0 1 N N N 14.820 26.010 34.221 -2.318 -3.557 0.742  H51    LII 27 
LII H52    2H5    H 0 1 N N N 13.581 25.985 35.493 -0.906 -3.144 1.745  H52    LII 28 
LII H53    3H5    H 0 1 N N N 14.459 24.507 35.049 -2.474 -2.357 2.048  H53    LII 29 
LII H91    1H9    H 0 1 N N N 11.282 26.930 34.560 0.573  -3.626 0.205  H91    LII 30 
LII "H3'1" "1H3'" H 0 0 N N N 10.631 21.007 36.869 4.906  1.367  -0.670 "H3'1" LII 31 
LII "H4'1" "1H4'" H 0 0 N N N 8.409  20.616 36.964 3.391  2.963  0.427  "H4'1" LII 32 
LII "H6'1" "1H6'" H 0 0 N N N 7.659  24.763 35.588 0.702  -0.211 1.396  "H6'1" LII 33 
LII H101   1H10   H 0 0 N N N 9.714  26.394 35.793 2.900  -2.960 0.390  H101   LII 34 
LII H2A1   1H2A   H 0 0 N N N 12.418 21.565 35.257 5.263  0.294  -2.068 H2A1   LII 35 
LII H2A2   2H2A   H 0 0 N N N 13.786 22.590 35.966 6.113  0.042  -0.524 H2A2   LII 36 
LII H2A3   3H2A   H 0 0 N N N 12.535 21.632 36.938 6.321  -1.122 -1.855 H2A3   LII 37 
LII "H5'1" "1H5'" H 0 0 N N N 5.771  23.830 35.050 1.855  3.891  0.400  "H5'1" LII 38 
LII "H5'2" "2H5'" H 0 0 N N N 4.457  23.232 36.115 1.097  4.399  1.928  "H5'2" LII 39 
LII "H5'3" "3H5'" H 0 0 N N N 5.768  24.291 36.729 2.706  3.638  1.943  "H5'3" LII 40 
LII H41    1H4    H 0 1 N N N 16.050 25.066 33.108 -3.895 -2.557 1.210  H41    LII 41 
LII H42    2H4    H 0 1 N N N 16.904 25.230 31.722 -4.617 -1.369 2.153  H42    LII 42 
LII H161   1H16   H 0 0 N N N 15.944 21.188 29.795 -4.757 2.902  -1.783 H161   LII 43 
LII H162   2H16   H 0 0 N N N 14.507 20.969 28.999 -5.920 2.207  -0.791 H162   LII 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 
LII C4A   C4     DOUB Y N 1  
LII C4A   C8A    SING Y N 2  
LII C4A   C5     SING Y N 3  
LII C4    N3     SING Y N 4  
LII C4    N4     SING N N 5  
LII C2    N3     DOUB Y N 6  
LII C2    N1     SING Y N 7  
LII C2    N16    SING N N 8  
LII C8A   N1     DOUB Y N 9  
LII C8A   N8     SING Y N 10 
LII C5    C6     DOUB Y N 11 
LII C5    C5A    SING N N 12 
LII C6    C7     SING Y N 13 
LII C6    C9     SING N N 14 
LII C7    N8     DOUB Y N 15 
LII C7    H71    SING N N 16 
LII C5A   H51    SING N N 17 
LII C5A   H52    SING N N 18 
LII C5A   H53    SING N N 19 
LII C9    C10    DOUB N Z 20 
LII C9    H91    SING N N 21 
LII "C1'" "C2'"  DOUB Y N 22 
LII "C1'" "C6'"  SING Y N 23 
LII "C1'" C10    SING N N 24 
LII "C2'" "C3'"  SING Y N 25 
LII "C2'" "O2'"  SING N N 26 
LII "C3'" "C4'"  DOUB Y N 27 
LII "C3'" "H3'1" SING N N 28 
LII "C4'" "C5'"  SING Y N 29 
LII "C4'" "H4'1" SING N N 30 
LII "C5'" "C6'"  DOUB Y N 31 
LII "C5'" "O5'"  SING N N 32 
LII "C6'" "H6'1" SING N N 33 
LII C10   H101   SING N N 34 
LII C2X   "O2'"  SING N N 35 
LII C2X   H2A1   SING N N 36 
LII C2X   H2A2   SING N N 37 
LII C2X   H2A3   SING N N 38 
LII C5X   "O5'"  SING N N 39 
LII C5X   "H5'1" SING N N 40 
LII C5X   "H5'2" SING N N 41 
LII C5X   "H5'3" SING N N 42 
LII N4    H41    SING N N 43 
LII N4    H42    SING N N 44 
LII N16   H161   SING N N 45 
LII N16   H162   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 
LII SMILES           ACDLabs              10.04 n1cc(c(c2c1nc(nc2N)N)C)/C=C\c3cc(OC)ccc3OC                                                                                                      
LII InChI            InChI                1.02b InChI=1/C18H19N5O2/c1-10-12(9-21-17-15(10)16(19)22-18(20)23-17)5-4-11-8-13(24-2)6-7-14(11)25-3/h4-9H,1-3H3,(H4,19,20,21,22,23)/b5-4-/f/h19-20H2 
LII InChIKey         InChI                1.02b WNDJHUNKXPAREB-ZQVQAIDDDZ                                                                                                                       
LII SMILES_CANONICAL CACTVS               3.341 COc1ccc(OC)c(\C=C/c2cnc3nc(N)nc(N)c3c2C)c1                                                                                                      
LII SMILES           CACTVS               3.341 COc1ccc(OC)c(C=Cc2cnc3nc(N)nc(N)c3c2C)c1                                                                                                        
LII SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(cnc2c1c(nc(n2)N)N)\C=C/c3cc(ccc3OC)OC                                                                                                      
LII SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(cnc2c1c(nc(n2)N)N)C=Cc3cc(ccc3OC)OC                                                                                                        
# 
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 
LII "SYSTEMATIC NAME" ACDLabs              10.04 6-[(Z)-2-(2,5-dimethoxyphenyl)ethenyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine  
LII "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 6-[(Z)-2-(2,5-dimethoxyphenyl)ethenyl]-5-methyl-pyrido[3,2-e]pyrimidine-2,4-diamine 
# 
