# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 16:38:44 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: 6-(2,4-difluorophenoxy)-8-methyl-2-{[(1R)-1-methyl-2-(methylsulfonyl)ethyl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](C[S](C)(=O)=O)Nc1ncc2C=C(Oc3ccc(F)cc3F)C(=O)N(C)c2n1
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 FLS  FLS  6-(2,4-difluorophenoxy)-8-methyl-2-{[(1R)-1-methyl-2-(methylsulfonyl)ethyl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one  ligand  47  29  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FLS
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 FLS  C1    C  CH1   0  -0.087   4.7054  -1.5543  -0.1811
 FLS  C2    C  CH3   0  -0.646   4.6419  -3.0652   0.0196
 FLS  C3    C  CH2   0  -0.633   6.0458  -1.0248   0.3120
 FLS  C7    C  CR6   0   0.529  -1.9181   0.9801   0.6801
 FLS  C8    C  CR6   0   0.132  -2.2584   0.5382  -0.6714
 FLS  S4    S  S     0   1.202   6.1934   0.7557   0.0901
 FLS  O28   O  OS    0  -0.682   5.5410   1.4370   1.2095
 FLS  N17   N  NH1   0  -0.652   3.6300  -0.8644   0.4976
 FLS  C14   C  CR6   0   0.629   2.4027  -0.6833  -0.0113
 FLS  N15   N  N     0  -0.501   1.5106  -0.0958   0.7885
 FLS  C10   C  CR66  0   0.558   0.3023   0.0998   0.2985
 FLS  N6    N  NR6   0  -0.587  -0.6245   0.7076   1.1022
 FLS  C20   C  CH3   0  -0.537  -0.2164   1.1110   2.4429
 FLS  N13   N  N     0  -0.469   2.1768  -1.0944  -1.2715
 FLS  C12   C  CR16  0  -0.030   0.9680  -0.8910  -1.7411
 FLS  C11   C  CR66  0  -0.115  -0.0509  -0.2890  -1.0063
 FLS  C9    C  CR16  0  -0.224  -1.3715  -0.0688  -1.4778
 FLS  O18   O  O2    0  -0.489  -3.5134   0.8440  -1.1057
 FLS  C19   C  CR6   0   0.222  -4.5685   0.2222  -0.5133
 FLS  C25   C  CR6   0   0.487  -5.8102   0.8322  -0.6480
 FLS  F26   F  F     0  -0.301  -5.8838   1.9929  -1.3068
 FLS  C24   C  CR16  0  -0.558  -6.9592   0.2758  -0.1296
 FLS  C23   C  CR6   0   0.528  -6.8458  -0.9240   0.5494
 FLS  F27   F  F     0  -0.312  -7.9535  -1.4745   1.0670
 FLS  C22   C  CR16  0  -0.415  -5.6348  -1.5634   0.7064
 FLS  C21   C  CR16  0  -0.315  -4.4944  -0.9840   0.1640
 FLS  H1    H  HCH1  0   0.278   4.6181  -1.3388  -1.2455
 FLS  H2    H  HCH3  0   0.239   5.4470  -3.5608  -0.5234
 FLS  H2A   H  HCH3  0   0.233   4.7284  -3.3256   1.0752
 FLS  H2B   H  HCH3  0   0.248   3.6945  -3.4527  -0.3537
 FLS  H3    H  HCH2  0   0.309   6.2109  -1.2297   1.3722
 FLS  H3A   H  HCH2  0   0.319   6.8526  -1.4920  -0.2545
 FLS  H5    H  HCH3  0   0.294   8.4600   0.5093  -0.5821
 FLS  H5A   H  HCH3  0   0.312   8.1043   2.1112   0.1148
 FLS  H5B   H  HCH3  0   0.295   8.2972   0.7007   1.1885
 FLS  HN17  H  HNH1  0   0.399   3.7424  -0.6339   1.4731
 FLS  H20   H  HCH3  0   0.271  -1.0679   1.5352   2.9601
 FLS  H20A  H  HCH3  0   0.261   0.1480   0.2499   2.9974
 FLS  H20B  H  HCH3  0   0.261   0.5767   1.8531   2.3883
 FLS  H12   H  HCR6  0   0.283   0.7712  -1.2199  -2.7570
 FLS  H9    H  HCR6  0   0.294  -1.6476  -0.3796  -2.4784
 FLS  H24   H  HCR6  0   0.309  -7.9143   0.7703  -0.2506
 FLS  H22   H  HCR6  0   0.291  -5.5699  -2.5023   1.2392
 FLS  H21   H  HCR6  0   0.298  -3.5456  -1.4931   0.2740
 FLS  O16   O  O     0  -0.453  -2.7246   1.5510   1.3922
 FLS  C5    C  CH3   0  -0.790   7.9449   1.0381   0.2161
 FLS  O29   O  OS    0  -0.682   5.7613   1.0920  -1.2669

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 FLS  C1   C2    single    1.525  0.020  1.525
 FLS  C1   C3    single    1.523  0.020  1.523
 FLS  C1   N17   single    1.447  0.020  1.447
 FLS  C3   S4    single    1.800  0.020  1.800
 FLS  C5   S4    single    1.779  0.020  1.779
 FLS  C7   C8    single    1.462  0.020  1.462
 FLS  C7   N6    single    1.388  0.020  1.388
 FLS  C7   O16   double    1.218  0.020  1.218
 FLS  C8   C9    double    1.344  0.020  1.344
 FLS  C8   O18   single    1.363  0.020  1.363
 FLS  O29  S4    double    1.463  0.020  1.463
 FLS  S4   O28   double    1.464  0.020  1.464
 FLS  N17  C14   single    1.341  0.020  1.341
 FLS  C14  N15   aromatic  1.334  0.020  1.334
 FLS  C14  N13   aromatic  1.345  0.020  1.345
 FLS  N15  C10   aromatic  1.318  0.020  1.318
 FLS  C10  N6    single    1.369  0.020  1.369
 FLS  C10  C11   aromatic  1.407  0.020  1.407
 FLS  N6   C20   single    1.458  0.020  1.458
 FLS  N13  C12   aromatic  1.313  0.020  1.313
 FLS  C12  C11   aromatic  1.393  0.020  1.393
 FLS  C11  C9    single    1.419  0.020  1.419
 FLS  O18  C19   single    1.360  0.020  1.360
 FLS  C19  C25   aromatic  1.390  0.020  1.390
 FLS  C19  C21   aromatic  1.385  0.020  1.385
 FLS  C25  F26   single    1.337  0.020  1.337
 FLS  C25  C24   aromatic  1.378  0.020  1.378
 FLS  C24  C23   aromatic  1.383  0.020  1.383
 FLS  C23  F27   single    1.341  0.020  1.341
 FLS  C23  C22   aromatic  1.378  0.020  1.378
 FLS  C22  C21   aromatic  1.389  0.020  1.389
 FLS  C1   H1    single    0.970  0.020  1.090
 FLS  C2   H2    single    0.970  0.020  1.090
 FLS  C2   H2A   single    0.970  0.020  1.090
 FLS  C2   H2B   single    0.970  0.020  1.090
 FLS  C3   H3    single    0.970  0.020  1.090
 FLS  C3   H3A   single    0.970  0.020  1.090
 FLS  C5   H5    single    0.970  0.020  1.090
 FLS  C5   H5A   single    0.970  0.020  1.090
 FLS  C5   H5B   single    0.970  0.020  1.090
 FLS  N17  HN17  single    0.860  0.020  1.020
 FLS  C20  H20   single    0.970  0.020  1.090
 FLS  C20  H20A  single    0.970  0.020  1.090
 FLS  C20  H20B  single    0.970  0.020  1.090
 FLS  C12  H12   single    0.930  0.020  1.080
 FLS  C9   H9    single    0.930  0.020  1.080
 FLS  C24  H24   single    0.930  0.020  1.080
 FLS  C22  H22   single    0.930  0.020  1.080
 FLS  C21  H21   single    0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 FLS  H1    C1   N17   107.72  3.000
 FLS  H1    C1   C3    108.54  3.000
 FLS  N17   C1   C3    109.67  3.000
 FLS  H1    C1   C2    108.72  3.000
 FLS  N17   C1   C2    112.31  3.000
 FLS  C3    C1   C2    109.78  3.000
 FLS  H2B   C2   H2A   108.40  3.000
 FLS  H2B   C2   H2    108.05  3.000
 FLS  H2A   C2   H2    108.35  3.000
 FLS  H2B   C2   C1    110.08  3.000
 FLS  H2A   C2   C1    111.13  3.000
 FLS  H2    C2   C1    110.73  3.000
 FLS  H3A   C3   H3    108.17  3.000
 FLS  H3A   C3   S4    107.39  3.000
 FLS  H3    C3   S4    107.02  3.000
 FLS  H3A   C3   C1    109.51  3.000
 FLS  H3    C3   C1    112.45  3.000
 FLS  S4    C3   C1    112.09  3.000
 FLS  O16   C7   N6    122.11  3.000
 FLS  O16   C7   C8    121.87  3.000
 FLS  N6    C7   C8    116.02  3.000
 FLS  O18   C8   C9    121.20  3.000
 FLS  O18   C8   C7    116.18  3.000
 FLS  C9    C8   C7    122.52  3.000
 FLS  O28   S4   O29   118.07  3.000
 FLS  O28   S4   C5    108.11  3.000
 FLS  O29   S4   C5    108.66  3.000
 FLS  O28   S4   C3    109.24  3.000
 FLS  O29   S4   C3    108.50  3.000
 FLS  C5    S4   C3    103.24  3.000
 FLS  HN17  N17  C14   115.99  3.000
 FLS  HN17  N17  C1    118.67  3.000
 FLS  C14   N17  C1    124.52  3.000
 FLS  N13   C14  N15   125.73  3.000
 FLS  N13   C14  N17   117.92  3.000
 FLS  N15   C14  N17   116.35  3.000
 FLS  C10   N15  C14   117.08  3.000
 FLS  C11   C10  N6    119.82  3.000
 FLS  C11   C10  N15   122.27  3.000
 FLS  N6    C10  N15   117.92  3.000
 FLS  C20   N6   C10   118.23  3.000
 FLS  C20   N6   C7    119.09  3.000
 FLS  C10   N6   C7    122.67  3.000
 FLS  H20B  C20  H20A  108.77  3.000
 FLS  H20B  C20  H20   109.28  3.000
 FLS  H20A  C20  H20   109.29  3.000
 FLS  H20B  C20  N6    110.28  3.000
 FLS  H20A  C20  N6    110.10  3.000
 FLS  H20   C20  N6    109.11  3.000
 FLS  C12   N13  C14   116.27  3.000
 FLS  H12   C12  C11   119.46  3.000
 FLS  H12   C12  N13   117.05  3.000
 FLS  C11   C12  N13   123.49  3.000
 FLS  C9    C11  C12   124.91  3.000
 FLS  C9    C11  C10   119.93  3.000
 FLS  C12   C11  C10   115.16  3.000
 FLS  H9    C9   C11   119.96  3.000
 FLS  H9    C9   C8    121.04  3.000
 FLS  C11   C9   C8    119.00  3.000
 FLS  C19   O18  C8    118.22  3.000
 FLS  C21   C19  C25   118.50  3.000
 FLS  C21   C19  O18   124.71  3.000
 FLS  C25   C19  O18   116.75  3.000
 FLS  C24   C25  F26   119.35  3.000
 FLS  C24   C25  C19   122.09  3.000
 FLS  F26   C25  C19   118.55  3.000
 FLS  H24   C24  C23   121.57  3.000
 FLS  H24   C24  C25   120.62  3.000
 FLS  C23   C24  C25   117.81  3.000
 FLS  C22   C23  F27   119.43  3.000
 FLS  C22   C23  C24   122.03  3.000
 FLS  F27   C23  C24   118.54  3.000
 FLS  H22   C22  C21   120.34  3.000
 FLS  H22   C22  C23   120.77  3.000
 FLS  C21   C22  C23   118.89  3.000
 FLS  H21   C21  C22   118.93  3.000
 FLS  H21   C21  C19   120.41  3.000
 FLS  C22   C21  C19   120.67  3.000
 FLS  H5B   C5   H5A   109.95  3.000
 FLS  H5B   C5   H5    110.61  3.000
 FLS  H5A   C5   H5    109.96  3.000
 FLS  H5B   C5   S4    109.45  3.000
 FLS  H5A   C5   S4    107.09  3.000
 FLS  H5    C5   S4    109.72  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 FLS  CONST_01  C11   C10  N15  C14     0.00   0.0  0
 FLS  CONST_02  C11   C12  N13  C14     0.00   0.0  0
 FLS  CONST_03  C12   N13  C14  N15     0.00   0.0  0
 FLS  CONST_04  C12   C11  C10  N15     0.00   0.0  0
 FLS  CONST_05  N13   C14  N15  C10     0.00   0.0  0
 FLS  CONST_06  N13   C12  C11  C10     0.00   0.0  0
 FLS  CONST_07  C23   C24  C25  C19     0.00   0.0  0
 FLS  CONST_08  C23   C22  C21  C19     0.00   0.0  0
 FLS  CONST_09  C22   C21  C19  C25     0.00   0.0  0
 FLS  CONST_10  C22   C23  C24  C25     0.00   0.0  0
 FLS  CONST_11  C21   C19  C25  C24     0.00   0.0  0
 FLS  CONST_12  C21   C22  C23  C24     0.00   0.0  0
 FLS  CONST_13  C10   N6   C7   C8      0.00   0.0  0
 FLS  CONST_14  C10   N15  C14  N17   180.00   0.0  0
 FLS  CONST_15  C12   N13  C14  N17   180.00   0.0  0
 FLS  CONST_16  C24   C25  C19  O18   180.00   0.0  0
 FLS  CONST_17  C22   C21  C19  O18   180.00   0.0  0
 FLS  CONST_18  F27   C23  C24  C25   180.00   0.0  0
 FLS  CONST_19  C21   C19  C25  F26   180.00   0.0  0
 FLS  CONST_20  C23   C24  C25  F26   180.00   0.0  0
 FLS  CONST_21  C21   C22  C23  F27   180.00   0.0  0
 FLS  CONST_22  C20   N6   C7   C8    180.00   0.0  0
 FLS  CONST_23  O16   C7   N6   C10   180.00   0.0  0
 FLS  CONST_24  H12   C12  N13  C14   180.00   0.0  0
 FLS  CONST_25  H24   C24  C25  C19   180.00   0.0  0
 FLS  CONST_26  H22   C22  C21  C19   180.00   0.0  0
 FLS  CONST_27  H21   C21  C19  C25   180.00   0.0  0
 FLS  CONST_28  N15   C14  N17  C1    180.00   0.0  0
 FLS  CONST_29  N13   C14  N17  C1      0.00   0.0  0
 FLS  CONST_30  O16   C7   N6   C20     0.00   0.0  0
 FLS  CONST_31  HN17  N17  C14  N15     0.00   0.0  0
 FLS  Var_01    C25   C19  O18  C8    159.96  30.0  2
 FLS  Var_02    H20   C20  N6   C7      3.83  30.0  3
 FLS  Var_03    C5    S4   C3   C1   -162.16  30.0  3
 FLS  Var_04    H5    C5   S4   C3     62.09  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 FLS  chir_01  C1  C2  C3  N17  positiv

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 FLS  plan-1  O18   0.020
 FLS  plan-1  C19   0.020
 FLS  plan-1  C25   0.020
 FLS  plan-1  F26   0.020
 FLS  plan-1  C24   0.020
 FLS  plan-1  C23   0.020
 FLS  plan-1  F27   0.020
 FLS  plan-1  C22   0.020
 FLS  plan-1  C21   0.020
 FLS  plan-1  H24   0.020
 FLS  plan-1  H22   0.020
 FLS  plan-1  H21   0.020
 FLS  plan-2  C7    0.020
 FLS  plan-2  C8    0.020
 FLS  plan-2  N17   0.020
 FLS  plan-2  C14   0.020
 FLS  plan-2  N15   0.020
 FLS  plan-2  C10   0.020
 FLS  plan-2  N6    0.020
 FLS  plan-2  C20   0.020
 FLS  plan-2  N13   0.020
 FLS  plan-2  C12   0.020
 FLS  plan-2  C11   0.020
 FLS  plan-2  C9    0.020
 FLS  plan-2  O18   0.020
 FLS  plan-2  H12   0.020
 FLS  plan-2  H9    0.020
 FLS  plan-2  O16   0.020
 FLS  plan-3  C1    0.020
 FLS  plan-3  N17   0.020
 FLS  plan-3  C14   0.020
 FLS  plan-3  HN17  0.020

