# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 05:03:02 2020
#   Inital geometry file: a 139 line input string
#   Ligand name: 6-({5-fluoro-2-[(3,4,5-trimethoxyphenyl)amino]pyrimidin-4-yl}amino)-2,2-dimethyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(Nc2ncc(F)c(Nc3ccc4OC(C)(C)C(=O)Nc4n3)n2)cc(OC)c1OC
#
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
 585  585  6-({5-fluoro-2-[(3,4,5-trimethoxyphenyl)amino]pyrimidin-4-yl}amino)-2,2-dimethyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one  ligand  57  34  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_585
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
 585  N1    N  NH1   0  -0.702   3.6064   1.7097   0.6435
 585  N2    N  N     0  -0.478   0.3903  -1.5527   0.1974
 585  C3    C  CR6   0   0.414   3.9543   0.3894   0.4106
 585  C4    C  CR6   0   0.429   1.0222  -2.6972   0.3414
 585  C5    C  C     0   0.562   4.4205   2.7563   0.3508
 585  N6    N  N     0  -0.437   3.0086  -0.5242   0.4830
 585  C7    C  CR6   0   0.609  -0.9471  -1.5657   0.1858
 585  O8    O  O2    0  -0.479   6.1994   1.1104   0.1467
 585  C9    C  CT    0   0.027   5.7390   2.3793  -0.3356
 585  C11   C  CR6   0   0.301   0.2704  -3.8837   0.4657
 585  C12   C  CR6   0   0.147  -5.3907   1.1787  -0.1901
 585  C13   C  CR6   0   0.254   5.2890   0.1124   0.1406
 585  C14   C  CR6   0   0.510   3.3433  -1.7861   0.2712
 585  C15   C  CR6   0   0.379  -5.1967  -0.1948  -0.0500
 585  C16   C  CR6   0   0.350  -4.2745   2.0190  -0.2320
 585  N17   N  N     0  -0.479  -1.7219  -2.6320   0.2967
 585  C18   C  CR6   0   0.423  -2.8122   0.1082  -0.0222
 585  C19   C  CR16  0  -0.522  -3.9158  -0.7401   0.0294
 585  C20   C  CR16  0  -0.546  -2.9932   1.4889  -0.1520
 585  N21   N  NH1   0  -0.780  -1.4935  -0.3237   0.0431
 585  C22   C  CR16  0  -0.133  -1.0874  -3.7998   0.4354
 585  O23   O  O     0  -0.442   4.1031   3.9077   0.5618
 585  C24   C  CR16  0  -0.237   5.6352  -1.2062  -0.0830
 585  F25   F  F     0  -0.305   0.9045  -5.0607   0.6075
 585  C26   C  CR16  0  -0.407   4.6522  -2.1787  -0.0151
 585  O28   O  O2    0  -0.464  -4.5398   3.3300  -0.3581
 585  O29   O  O2    0  -0.468  -6.3191  -0.9344  -0.0045
 585  C30   C  CH3   0  -0.662   5.4997   2.3217  -1.8431
 585  C31   C  CH3   0  -0.663   6.8298   3.3733   0.0124
 585  C32   C  CH3   0  -0.406  -7.2287   2.0565   0.9512
 585  C33   C  CH3   0  -0.440  -3.4598   4.2416  -0.3823
 585  C34   C  CH3   0  -0.439  -6.2030  -2.3385   0.1091
 585  HN1   H  HNH1  0   0.412   2.6785   1.9019   0.9989
 585  HN10  H  HNH1  0   0.426   2.7508  -3.7191   0.3708
 585  H19   H  HCR6  0   0.309  -3.7659  -1.8012   0.1335
 585  H20   H  HCR6  0   0.288  -2.1249   2.1338  -0.1843
 585  HN21  H  HNH1  0   0.408  -0.7974   0.4028  -0.0212
 585  H22   H  HCR6  0   0.291  -1.6970  -4.6920   0.5285
 585  H24   H  HCR6  0   0.288   6.6615  -1.4738  -0.2982
 585  H26   H  HCR6  0   0.285   4.8960  -3.2175  -0.1918
 585  H30   H  HCH3  0   0.257   5.1888   3.2980  -2.2138
 585  H30A  H  HCH3  0   0.259   6.4244   2.0454  -2.3505
 585  H30B  H  HCH3  0   0.250   4.7302   1.5986  -2.1175
 585  H31   H  HCH3  0   0.250   6.9943   3.4297   1.0883
 585  H31A  H  HCH3  0   0.251   7.7628   3.0744  -0.4655
 585  H31B  H  HCH3  0   0.246   6.5725   4.3661  -0.3489
 585  H32   H  HCH3  0   0.218  -7.3171   1.1995   1.6237
 585  H32A  H  HCH3  0   0.219  -6.6554   2.8393   1.4541
 585  H32B  H  HCH3  0   0.234  -8.2272   2.4377   0.7423
 585  H33   H  HCH3  0   0.229  -2.7899   4.0626  -1.2272
 585  H33A  H  HCH3  0   0.262  -3.8961   5.2320  -0.4856
 585  H33B  H  HCH3  0   0.229  -2.8774   4.2100   0.5422
 585  H34   H  HCH3  0   0.228  -5.6603  -2.7732  -0.7342
 585  H34A  H  HCH3  0   0.228  -5.7079  -2.6355   1.0373
 585  H34B  H  HCH3  0   0.261  -7.2168  -2.7312   0.1128
 585  N10   N  NH1   0  -0.762   2.3779  -2.7820   0.3617
 585  O27   O  O2    0  -0.483  -6.6470   1.6933  -0.2929

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
 585  N1   C3    single    1.385  0.020  1.385
 585  N1   C5    single    1.358  0.020  1.358
 585  N2   C4    aromatic  1.315  0.020  1.315
 585  N2   C7    aromatic  1.338  0.020  1.338
 585  C3   N6    aromatic  1.317  0.020  1.317
 585  C3   C13   aromatic  1.390  0.020  1.390
 585  C4   N10   single    1.358  0.020  1.358
 585  C4   C11   aromatic  1.410  0.020  1.410
 585  C5   C9    single    1.533  0.020  1.533
 585  C5   O23   double    1.213  0.020  1.213
 585  N6   C14   aromatic  1.323  0.020  1.323
 585  C7   N17   aromatic  1.323  0.020  1.323
 585  C7   N21   single    1.364  0.020  1.364
 585  O8   C9    single    1.433  0.020  1.433
 585  O8   C13   single    1.351  0.020  1.351
 585  C9   C30   single    1.528  0.020  1.528
 585  C9   C31   single    1.516  0.020  1.516
 585  N10  C14   single    1.390  0.020  1.390
 585  C11  C22   aromatic  1.361  0.020  1.361
 585  C11  F25   single    1.344  0.020  1.344
 585  C12  C15   aromatic  1.394  0.020  1.394
 585  C12  C16   aromatic  1.398  0.020  1.398
 585  C12  O27   single    1.361  0.020  1.361
 585  C13  C24   aromatic  1.382  0.020  1.382
 585  C14  C26   aromatic  1.396  0.020  1.396
 585  C15  C19   aromatic  1.394  0.020  1.394
 585  C15  O29   single    1.345  0.020  1.345
 585  C16  C20   aromatic  1.389  0.020  1.389
 585  C16  O28   single    1.344  0.020  1.344
 585  N17  C22   aromatic  1.336  0.020  1.336
 585  C18  C19   aromatic  1.393  0.020  1.393
 585  C18  C20   aromatic  1.399  0.020  1.399
 585  C18  N21   single    1.389  0.020  1.389
 585  C24  C26   aromatic  1.384  0.020  1.384
 585  O27  C32   single    1.421  0.020  1.421
 585  O28  C33   single    1.414  0.020  1.414
 585  O29  C34   single    1.413  0.020  1.413
 585  N1   HN1   single    0.860  0.020  1.020
 585  N10  HN10  single    0.860  0.020  1.020
 585  C19  H19   single    0.930  0.020  1.080
 585  C20  H20   single    0.930  0.020  1.080
 585  N21  HN21  single    0.860  0.020  1.020
 585  C22  H22   single    0.930  0.020  1.080
 585  C24  H24   single    0.930  0.020  1.080
 585  C26  H26   single    0.930  0.020  1.080
 585  C30  H30   single    0.970  0.020  1.090
 585  C30  H30A  single    0.970  0.020  1.090
 585  C30  H30B  single    0.970  0.020  1.090
 585  C31  H31   single    0.970  0.020  1.090
 585  C31  H31A  single    0.970  0.020  1.090
 585  C31  H31B  single    0.970  0.020  1.090
 585  C32  H32   single    0.970  0.020  1.090
 585  C32  H32A  single    0.970  0.020  1.090
 585  C32  H32B  single    0.970  0.020  1.090
 585  C33  H33   single    0.970  0.020  1.090
 585  C33  H33A  single    0.970  0.020  1.090
 585  C33  H33B  single    0.970  0.020  1.090
 585  C34  H34   single    0.970  0.020  1.090
 585  C34  H34A  single    0.970  0.020  1.090
 585  C34  H34B  single    0.970  0.020  1.090

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
 585  HN1   N1   C5    118.62  3.000
 585  HN1   N1   C3    118.06  3.000
 585  C5    N1   C3    123.22  3.000
 585  C7    N2   C4    118.22  3.000
 585  C13   C3   N6    124.20  3.000
 585  C13   C3   N1    117.64  3.000
 585  N6    C3   N1    118.14  3.000
 585  C11   C4   N10   118.57  3.000
 585  C11   C4   N2    119.06  3.000
 585  N10   C4   N2    122.37  3.000
 585  O23   C5   C9    122.43  3.000
 585  O23   C5   N1    122.50  3.000
 585  C9    C5   N1    114.99  3.000
 585  C14   N6   C3    118.12  3.000
 585  N21   C7   N17   120.53  3.000
 585  N21   C7   N2    113.11  3.000
 585  N17   C7   N2    126.36  3.000
 585  C13   O8   C9    115.85  3.000
 585  C31   C9   C30   111.34  3.000
 585  C31   C9   O8    105.79  3.000
 585  C30   C9   O8    110.43  3.000
 585  C31   C9   C5    110.77  3.000
 585  C30   C9   C5    108.44  3.000
 585  O8    C9   C5    110.07  3.000
 585  F25   C11  C22   121.80  3.000
 585  F25   C11  C4    119.63  3.000
 585  C22   C11  C4    118.57  3.000
 585  O27   C12  C16   120.49  3.000
 585  O27   C12  C15   120.55  3.000
 585  C16   C12  C15   118.95  3.000
 585  C24   C13  O8    122.48  3.000
 585  C24   C13  C3    117.54  3.000
 585  O8    C13  C3    119.94  3.000
 585  C26   C14  N10   117.58  3.000
 585  C26   C14  N6    122.57  3.000
 585  N10   C14  N6    119.83  3.000
 585  O29   C15  C19   123.34  3.000
 585  O29   C15  C12   115.40  3.000
 585  C19   C15  C12   121.25  3.000
 585  O28   C16  C20   124.06  3.000
 585  O28   C16  C12   115.57  3.000
 585  C20   C16  C12   120.37  3.000
 585  C22   N17  C7    115.79  3.000
 585  N21   C18  C20   115.73  3.000
 585  N21   C18  C19   124.13  3.000
 585  C20   C18  C19   120.14  3.000
 585  H19   C19  C18   119.57  3.000
 585  H19   C19  C15   121.25  3.000
 585  C18   C19  C15   119.18  3.000
 585  H20   C20  C18   119.16  3.000
 585  H20   C20  C16   120.74  3.000
 585  C18   C20  C16   120.10  3.000
 585  HN21  N21  C18   115.36  3.000
 585  HN21  N21  C7    112.71  3.000
 585  C18   N21  C7    131.92  3.000
 585  H22   C22  N17   117.44  3.000
 585  H22   C22  C11   120.55  3.000
 585  N17   C22  C11   122.01  3.000
 585  H24   C24  C26   120.63  3.000
 585  H24   C24  C13   120.39  3.000
 585  C26   C24  C13   118.98  3.000
 585  H26   C26  C24   120.44  3.000
 585  H26   C26  C14   120.99  3.000
 585  C24   C26  C14   118.57  3.000
 585  C33   O28  C16   118.69  3.000
 585  C34   O29  C15   118.71  3.000
 585  H30B  C30  H30A  108.25  3.000
 585  H30B  C30  H30   107.88  3.000
 585  H30A  C30  H30   108.11  3.000
 585  H30B  C30  C9    112.56  3.000
 585  H30A  C30  C9    109.63  3.000
 585  H30   C30  C9    110.28  3.000
 585  H31B  C31  H31A  107.90  3.000
 585  H31B  C31  H31   108.45  3.000
 585  H31A  C31  H31   108.53  3.000
 585  H31B  C31  C9    110.61  3.000
 585  H31A  C31  C9    109.60  3.000
 585  H31   C31  C9    111.65  3.000
 585  H32B  C32  H32A  108.57  3.000
 585  H32B  C32  H32   108.56  3.000
 585  H32A  C32  H32   108.72  3.000
 585  H32B  C32  O27   107.28  3.000
 585  H32A  C32  O27   111.80  3.000
 585  H32   C32  O27   111.81  3.000
 585  H33B  C33  H33A  108.70  3.000
 585  H33B  C33  H33   108.81  3.000
 585  H33A  C33  H33   108.76  3.000
 585  H33B  C33  O28   111.96  3.000
 585  H33A  C33  O28   106.41  3.000
 585  H33   C33  O28   112.08  3.000
 585  H34B  C34  H34A  108.74  3.000
 585  H34B  C34  H34   108.78  3.000
 585  H34A  C34  H34   108.80  3.000
 585  H34B  C34  O29   106.41  3.000
 585  H34A  C34  O29   112.05  3.000
 585  H34   C34  O29   111.95  3.000
 585  HN10  N10  C14   114.17  3.000
 585  HN10  N10  C4    115.28  3.000
 585  C14   N10  C4    130.34  3.000
 585  C32   O27  C12   114.10  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
 585  CONST_01  C22  C11  C4   N2      0.00   0.0  0
 585  CONST_02  C22  N17  C7   N2      0.00   0.0  0
 585  CONST_03  C26  C14  N6   C3      0.00   0.0  0
 585  CONST_04  C26  C24  C13  C3      0.00   0.0  0
 585  CONST_05  N17  C7   N2   C4      0.00   0.0  0
 585  CONST_06  N17  C22  C11  C4      0.00   0.0  0
 585  CONST_07  C24  C13  C3   N6      0.00   0.0  0
 585  CONST_08  C24  C26  C14  N6      0.00   0.0  0
 585  CONST_09  C11  C4   N2   C7      0.00   0.0  0
 585  CONST_10  C11  C22  N17  C7      0.00   0.0  0
 585  CONST_11  C18  C19  C15  C12     0.00   0.0  0
 585  CONST_12  C18  C20  C16  C12     0.00   0.0  0
 585  CONST_13  C14  N6   C3   C13     0.00   0.0  0
 585  CONST_14  C14  C26  C24  C13     0.00   0.0  0
 585  CONST_15  C20  C16  C12  C15     0.00   0.0  0
 585  CONST_16  C20  C18  C19  C15     0.00   0.0  0
 585  CONST_17  C19  C15  C12  C16     0.00   0.0  0
 585  CONST_18  C19  C18  C20  C16     0.00   0.0  0
 585  CONST_19  C9   C5   N1   C3      0.00   0.0  0
 585  CONST_20  F25  C11  C4   N2    180.00   0.0  0
 585  CONST_21  N10  C14  N6   C3    180.00   0.0  0
 585  CONST_22  N21  C7   N2   C4    180.00   0.0  0
 585  CONST_23  N10  C4   N2   C7    180.00   0.0  0
 585  CONST_24  C22  C11  C4   N10   180.00   0.0  0
 585  CONST_25  C24  C26  C14  N10   180.00   0.0  0
 585  CONST_26  O28  C16  C12  C15   180.00   0.0  0
 585  CONST_27  N21  C18  C19  C15   180.00   0.0  0
 585  CONST_28  O29  C15  C12  C16   180.00   0.0  0
 585  CONST_29  N21  C18  C20  C16   180.00   0.0  0
 585  CONST_30  F25  C11  C22  N17   180.00   0.0  0
 585  CONST_31  O29  C15  C19  C18   180.00   0.0  0
 585  CONST_32  O28  C16  C20  C18   180.00   0.0  0
 585  CONST_33  O27  C12  C15  C19   180.00   0.0  0
 585  CONST_34  O27  C12  C16  C20   180.00   0.0  0
 585  CONST_35  C22  N17  C7   N21   180.00   0.0  0
 585  CONST_36  O23  C5   N1   C3    180.00   0.0  0
 585  CONST_37  H24  C24  C13  C3    180.00   0.0  0
 585  CONST_38  H22  C22  C11  C4    180.00   0.0  0
 585  CONST_39  H26  C26  C14  N6    180.00   0.0  0
 585  CONST_40  H19  C19  C15  C12   180.00   0.0  0
 585  CONST_41  H20  C20  C16  C12   180.00   0.0  0
 585  CONST_42  HN1  N1   C5   C9    180.00   0.0  0
 585  Var_01    O8   C9   C5   N1    -33.82  30.0  1
 585  Var_02    N6   C3   N1   C5   -166.98  30.0  1
 585  Var_03    C24  C13  O8   C9    147.02  30.0  1
 585  Var_04    C14  N10  C4   N2      1.26  30.0  2
 585  Var_05    C18  N21  C7   N2    179.74  30.0  2
 585  Var_06    N6   C14  N10  C4     17.16  30.0  2
 585  Var_07    C19  C18  N21  C7     -1.25  30.0  3
 585  Var_08    H30  C30  C9   C5     61.61  30.0  3
 585  Var_09    H31  C31  C9   C5     58.37  30.0  3
 585  Var_10    H32  C32  O27  C12   -60.30  30.0  3
 585  Var_11    H34  C34  O29  C15   -60.44  30.0  3
 585  Var_12    H33  C33  O28  C16    61.43  30.0  3

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
 585  plan-1  N2   0.020
 585  plan-1  C4   0.020
 585  plan-1  C7   0.020
 585  plan-1  C11  0.020
 585  plan-1  N17  0.020
 585  plan-1  N21  0.020
 585  plan-1  C22  0.020
 585  plan-1  F25  0.020
 585  plan-1  H22  0.020
 585  plan-1  N10  0.020
 585  plan-2  C12  0.020
 585  plan-2  C15  0.020
 585  plan-2  C16  0.020
 585  plan-2  C18  0.020
 585  plan-2  C19  0.020
 585  plan-2  C20  0.020
 585  plan-2  N21  0.020
 585  plan-2  O28  0.020
 585  plan-2  O29  0.020
 585  plan-2  H19  0.020
 585  plan-2  H20  0.020
 585  plan-2  O27  0.020
 585  plan-3  N1   0.020
 585  plan-3  C3   0.020
 585  plan-3  N6   0.020
 585  plan-3  O8   0.020
 585  plan-3  C13  0.020
 585  plan-3  C14  0.020
 585  plan-3  C24  0.020
 585  plan-3  C26  0.020
 585  plan-3  H24  0.020
 585  plan-3  H26  0.020
 585  plan-3  N10  0.020
 585  plan-4  N1   0.020
 585  plan-4  C3   0.020
 585  plan-4  C5   0.020
 585  plan-4  C9   0.020
 585  plan-4  O23  0.020
 585  plan-4  HN1  0.020

