data_LIH
# 
_chem_comp.id                                    LIH 
_chem_comp.name                                  6-([5-QUINOLYLAMINO]METHYL)-2,4-DIAMINO-5-METHYLPYRIDO[2,3-D]PYRIMIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H17 N7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         SRI-9439 
_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                        331.374 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LIH 
_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        1KMS 
_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 
LIH C4A    C4A    C 0 1 Y N N 14.113 24.192 32.452 0.039  -0.310 -2.925 C4A    LIH 1  
LIH C4     C4     C 0 1 Y N N 15.415 24.321 31.836 -0.892 -1.044 -3.699 C4     LIH 2  
LIH C2     C2     C 0 1 Y N N 14.956 22.614 30.326 -0.552 0.445  -5.437 C2     LIH 3  
LIH C8A    C8A    C 0 1 Y N N 13.239 23.392 31.741 0.646  0.833  -3.501 C8A    LIH 4  
LIH C5     C5     C 0 1 Y N N 13.628 24.882 33.594 0.364  -0.670 -1.612 C5     LIH 5  
LIH C6     C6     C 0 1 Y N N 12.290 24.766 33.915 1.273  0.102  -0.938 C6     LIH 6  
LIH C7     C7     C 0 1 Y N N 11.480 23.968 33.054 1.837  1.209  -1.561 C7     LIH 7  
LIH C5A    C5A    C 0 1 N N N 14.504 25.493 34.760 -0.262 -1.876 -0.961 C5A    LIH 8  
LIH "C5'"  "C5'"  C 0 1 Y N N 10.086 24.016 36.061 0.702  -0.104 2.751  "C5'"  LIH 9  
LIH "C6'"  "C6'"  C 0 1 Y N N 11.108 23.170 36.532 1.862  -0.652 3.260  "C6'"  LIH 10 
LIH "C7'"  "C7'"  C 0 1 Y N N 10.814 22.028 37.266 2.003  -0.869 4.627  "C7'"  LIH 11 
LIH "C8'"  "C8'"  C 0 1 Y N N 9.604  21.680 37.604 1.006  -0.549 5.498  "C8'"  LIH 12 
LIH C9     C9     C 0 1 N N N 11.643 25.599 35.049 1.660  -0.247 0.474  C9     LIH 13 
LIH "C4'"  "C4'"  C 0 1 Y N N 7.561  24.283 35.880 -1.544 0.795  3.160  "C4'"  LIH 14 
LIH C4X    "C4A'" C 0 1 Y N N 8.782  23.584 36.378 -0.342 0.241  3.633  C4X    LIH 15 
LIH C8X    "C8A'" C 0 1 Y N N 8.548  22.372 37.095 -0.190 0.010  5.023  C8X    LIH 16 
LIH "C2'"  "C2'"  C 0 1 Y N N 6.184  22.735 36.910 -2.302 0.853  5.425  "C2'"  LIH 17 
LIH "C3'"  "C3'"  C 0 1 Y N N 6.327  23.882 36.208 -2.516 1.099  4.071  "C3'"  LIH 18 
LIH N3     N3     N 0 1 Y N N 15.810 23.528 30.829 -1.147 -0.631 -4.933 N3     LIH 19 
LIH N1     N1     N 0 1 Y N N 13.645 22.558 30.709 0.319  1.166  -4.758 N1     LIH 20 
LIH N8     N8     N 0 1 Y N N 11.910 23.265 32.012 1.524  1.544  -2.793 N8     LIH 21 
LIH "N1'"  "N1'"  N 0 1 Y N N 7.205  21.961 37.354 -1.181 0.330  5.862  "N1'"  LIH 22 
LIH N10    N10    N 0 1 N N N 10.306 25.114 35.357 0.568  0.109  1.383  N10    LIH 23 
LIH N4     N4     N 0 1 N N N 16.340 25.241 32.173 -1.514 -2.161 -3.185 N4     LIH 24 
LIH N2     N2     N 0 1 N N N 15.365 21.792 29.428 -0.860 0.826  -6.729 N2     LIH 25 
LIH H71    1H7    H 0 1 N N N 10.392 23.885 33.213 2.552  1.809  -1.018 H71    LIH 26 
LIH H5A1   1H5A   H 0 0 N N N 15.242 26.173 34.274 -1.241 -1.607 -0.565 H5A1   LIH 27 
LIH H5A2   2H5A   H 0 0 N N N 14.123 26.035 35.657 -0.374 -2.670 -1.699 H5A2   LIH 28 
LIH H5A3   3H5A   H 0 0 N N N 15.139 24.661 35.144 0.375  -2.223 -0.149 H5A3   LIH 29 
LIH "H6'1" "1H6'" H 0 0 N N N 12.164 23.408 36.321 2.668  -0.916 2.591  "H6'1" LIH 30 
LIH "H7'1" "1H7'" H 0 0 N N N 11.606 21.341 37.609 2.919  -1.299 5.003  "H7'1" LIH 31 
LIH "H8'1" "1H8'" H 0 0 N N N 9.478  20.830 38.296 1.137  -0.727 6.555  "H8'1" LIH 32 
LIH H91    1H9    H 0 1 N N N 11.640 26.688 34.808 1.856  -1.317 0.543  H91    LIH 33 
LIH H92    2H9    H 0 1 N N N 12.289 25.628 35.957 2.558  0.304  0.752  H92    LIH 34 
LIH "H4'1" "1H4'" H 0 0 N N N 7.571  25.165 35.218 -1.693 0.979  2.107  "H4'1" LIH 35 
LIH "H2'1" "1H2'" H 0 0 N N N 5.156  22.406 37.138 -3.079 1.098  6.134  "H2'1" LIH 36 
LIH "H3'1" "1H3'" H 0 0 N N N 5.451  24.481 35.908 -3.450 1.530  3.742  "H3'1" LIH 37 
LIH H101   1H10   H 0 0 N N N 9.801  25.875 35.811 -0.249 0.494  1.030  H101   LIH 38 
LIH H41    1H4    H 0 1 N N N 16.498 25.146 33.176 -1.655 -2.939 -3.747 H41    LIH 39 
LIH H42    2H4    H 0 1 N N N 17.258 25.332 31.739 -1.810 -2.169 -2.262 H42    LIH 40 
LIH H21    1H2    H 0 1 N N N 16.189 21.307 29.783 -1.498 0.311  -7.248 H21    LIH 41 
LIH H22    2H2    H 0 1 N N N 14.719 21.101 29.048 -0.437 1.608  -7.118 H22    LIH 42 
# 
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 
LIH C4A   C4     DOUB Y N 1  
LIH C4A   C8A    SING Y N 2  
LIH C4A   C5     SING Y N 3  
LIH C4    N3     SING Y N 4  
LIH C4    N4     SING N N 5  
LIH C2    N3     DOUB Y N 6  
LIH C2    N1     SING Y N 7  
LIH C2    N2     SING N N 8  
LIH C8A   N1     DOUB Y N 9  
LIH C8A   N8     SING Y N 10 
LIH C5    C6     DOUB Y N 11 
LIH C5    C5A    SING N N 12 
LIH C6    C7     SING Y N 13 
LIH C6    C9     SING N N 14 
LIH C7    N8     DOUB Y N 15 
LIH C7    H71    SING N N 16 
LIH C5A   H5A1   SING N N 17 
LIH C5A   H5A2   SING N N 18 
LIH C5A   H5A3   SING N N 19 
LIH "C5'" "C6'"  DOUB Y N 20 
LIH "C5'" C4X    SING Y N 21 
LIH "C5'" N10    SING N N 22 
LIH "C6'" "C7'"  SING Y N 23 
LIH "C6'" "H6'1" SING N N 24 
LIH "C7'" "C8'"  DOUB Y N 25 
LIH "C7'" "H7'1" SING N N 26 
LIH "C8'" C8X    SING Y N 27 
LIH "C8'" "H8'1" SING N N 28 
LIH C9    N10    SING N N 29 
LIH C9    H91    SING N N 30 
LIH C9    H92    SING N N 31 
LIH "C4'" C4X    DOUB Y N 32 
LIH "C4'" "C3'"  SING Y N 33 
LIH "C4'" "H4'1" SING N N 34 
LIH C4X   C8X    SING Y N 35 
LIH C8X   "N1'"  DOUB Y N 36 
LIH "C2'" "C3'"  DOUB Y N 37 
LIH "C2'" "N1'"  SING Y N 38 
LIH "C2'" "H2'1" SING N N 39 
LIH "C3'" "H3'1" SING N N 40 
LIH N10   H101   SING N N 41 
LIH N4    H41    SING N N 42 
LIH N4    H42    SING N N 43 
LIH N2    H21    SING N N 44 
LIH N2    H22    SING N N 45 
# 
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 
LIH SMILES           ACDLabs              10.04 n1cc(c(c2c1nc(nc2N)N)C)CNc4c3cccnc3ccc4                                                                                                           
LIH InChI            InChI                1.02b InChI=1/C18H17N7/c1-10-11(9-23-17-15(10)16(19)24-18(20)25-17)8-22-14-6-2-5-13-12(14)4-3-7-21-13/h2-7,9,22H,8H2,1H3,(H4,19,20,23,24,25)/f/h19-20H2 
LIH InChIKey         InChI                1.02b KMSATRJZEXNGDP-AWIDAIFACH                                                                                                                         
LIH SMILES_CANONICAL CACTVS               3.341 Cc1c(CNc2cccc3ncccc23)cnc4nc(N)nc(N)c14                                                                                                           
LIH SMILES           CACTVS               3.341 Cc1c(CNc2cccc3ncccc23)cnc4nc(N)nc(N)c14                                                                                                           
LIH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(cnc2c1c(nc(n2)N)N)CNc3cccc4c3cccn4                                                                                                           
LIH SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(cnc2c1c(nc(n2)N)N)CNc3cccc4c3cccn4                                                                                                           
# 
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 
LIH "SYSTEMATIC NAME" ACDLabs              10.04 5-methyl-6-[(quinolin-5-ylamino)methyl]pyrido[2,3-d]pyrimidine-2,4-diamine 
LIH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 5-methyl-6-[(quinolin-5-ylamino)methyl]pyrido[3,2-e]pyrimidine-2,4-diamine 
# 
