# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 14:02:48 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: 4-(5-methyl-3-phenylisoxazol-4-yl)pyrimidin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1onc(c2ccccc2)c1c3ccnc(N)n3
#
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
 FMJ  FMJ  4-(5-methyl-3-phenylisoxazol-4-yl)pyrimidin-2-amine  ligand  31  19  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_FMJ
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
 FMJ  C1    C  CR5   0   0.258   0.8813  -1.2634  -0.0299
 FMJ  C2    C  CR5   0  -0.196  -0.5460  -1.2386  -0.0603
 FMJ  C3    C  CR6   0   0.064   1.8452  -0.1600  -0.1272
 FMJ  C5    C  CR6   0   0.196  -1.4397  -0.0831  -0.1027
 FMJ  C6    C  CR5   0   0.431  -0.8910  -2.5525   0.0472
 FMJ  C14   C  CR16  0  -0.245   3.9225   0.8543   0.5608
 FMJ  C16   C  CR16  0  -0.019  -3.4026   1.0429  -0.7530
 FMJ  C15   C  CR6   0   0.541  -1.8584   2.0544   0.5454
 FMJ  N10   N  N     0  -0.462  -1.0550   0.9887   0.5764
 FMJ  N18   N  N     0  -0.454  -3.0371   2.1251  -0.0888
 FMJ  C11   C  CR16  0  -0.400  -2.6370  -0.1097  -0.8132
 FMJ  C12   C  CH3   0  -0.776  -2.1885  -3.2617   0.1117
 FMJ  O9    O  O     0  -0.333   0.2167  -3.2849   0.1336
 FMJ  N4    N  N     0  -0.170   1.3172  -2.4863   0.0745
 FMJ  C8    C  CR16  0  -0.287   2.9878  -0.1654   0.6702
 FMJ  C17   C  CR16  0  -0.257   3.7267   1.8838  -0.3497
 FMJ  C13   C  CR16  0  -0.245   2.5918   1.8898  -1.1515
 FMJ  C7    C  CR16  0  -0.276   1.6541   0.8755  -1.0399
 FMJ  H14   H  HCR6  0   0.260   4.8035   0.8444   1.1890
 FMJ  H16   H  HCR6  0   0.271  -4.3529   1.0936  -1.2736
 FMJ  HN19  H  HNH2  0   0.396  -0.6331   3.1004   1.7876
 FMJ  HN1A  H  HNH2  0   0.397  -2.0798   3.9176   1.3392
 FMJ  H11   H  HCR6  0   0.268  -2.9517  -0.9611  -1.3975
 FMJ  H12   H  HCH3  0   0.279  -2.5603  -3.4880  -0.8890
 FMJ  H12A  H  HCH3  0   0.282  -2.0936  -4.2006   0.6549
 FMJ  H12B  H  HCH3  0   0.273  -2.9348  -2.6474   0.6118
 FMJ  H8    H  HCR6  0   0.256   3.1402  -0.9612   1.3878
 FMJ  H17   H  HCR6  0   0.261   4.4562   2.6784  -0.4360
 FMJ  H13   H  HCR6  0   0.260   2.4369   2.6862  -1.8675
 FMJ  H7    H  HCR6  0   0.253   0.7791   0.8837  -1.6764
 FMJ  N19   N  NH2   0  -0.825  -1.4406   3.1563   1.1928

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
 FMJ  C1   C2    aromatic  1.428  0.020  1.428
 FMJ  C1   C3    single    1.468  0.020  1.468
 FMJ  C1   N4    aromatic  1.302  0.020  1.302
 FMJ  C2   C5    single    1.461  0.020  1.461
 FMJ  C2   C6    aromatic  1.363  0.020  1.363
 FMJ  C3   C8    aromatic  1.393  0.020  1.393
 FMJ  C3   C7    aromatic  1.393  0.020  1.393
 FMJ  C5   N10   aromatic  1.326  0.020  1.326
 FMJ  C5   C11   aromatic  1.392  0.020  1.392
 FMJ  C6   C12   single    1.480  0.020  1.480
 FMJ  C6   O9    aromatic  1.331  0.020  1.331
 FMJ  C14  C8    aromatic  1.388  0.020  1.388
 FMJ  C14  C17   aromatic  1.388  0.020  1.388
 FMJ  C16  N18   aromatic  1.321  0.020  1.321
 FMJ  C16  C11   aromatic  1.385  0.020  1.385
 FMJ  N19  C15   single    1.345  0.020  1.345
 FMJ  C15  N10   aromatic  1.335  0.020  1.335
 FMJ  C15  N18   aromatic  1.340  0.020  1.340
 FMJ  O9   N4    aromatic  1.361  0.020  1.361
 FMJ  C17  C13   aromatic  1.390  0.020  1.390
 FMJ  C13  C7    aromatic  1.386  0.020  1.386
 FMJ  C14  H14   single    0.930  0.020  1.080
 FMJ  C16  H16   single    0.930  0.020  1.080
 FMJ  N19  HN19  single    0.890  0.020  1.040
 FMJ  N19  HN1A  single    0.890  0.020  1.040
 FMJ  C11  H11   single    0.930  0.020  1.080
 FMJ  C12  H12   single    0.970  0.020  1.090
 FMJ  C12  H12A  single    0.970  0.020  1.090
 FMJ  C12  H12B  single    0.970  0.020  1.090
 FMJ  C8   H8    single    0.930  0.020  1.080
 FMJ  C17  H17   single    0.930  0.020  1.080
 FMJ  C13  H13   single    0.930  0.020  1.080
 FMJ  C7   H7    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
 FMJ  N4    C1   C3    119.42  3.000
 FMJ  N4    C1   C2    110.64  3.000
 FMJ  C3    C1   C2    129.93  3.000
 FMJ  C6    C2   C5    127.58  3.000
 FMJ  C6    C2   C1    103.57  3.000
 FMJ  C5    C2   C1    128.73  3.000
 FMJ  C7    C3   C8    119.35  3.000
 FMJ  C7    C3   C1    120.78  3.000
 FMJ  C8    C3   C1    119.83  3.000
 FMJ  C11   C5   N10   121.75  3.000
 FMJ  C11   C5   C2    121.70  3.000
 FMJ  N10   C5   C2    116.55  3.000
 FMJ  O9    C6   C12   117.59  3.000
 FMJ  O9    C6   C2    108.97  3.000
 FMJ  C12   C6   C2    133.42  3.000
 FMJ  H14   C14  C17   120.16  3.000
 FMJ  H14   C14  C8    119.73  3.000
 FMJ  C17   C14  C8    120.11  3.000
 FMJ  H16   C16  C11   120.15  3.000
 FMJ  H16   C16  N18   116.45  3.000
 FMJ  C11   C16  N18   123.41  3.000
 FMJ  N18   C15  N10   125.61  3.000
 FMJ  N18   C15  N19   117.25  3.000
 FMJ  N10   C15  N19   117.13  3.000
 FMJ  C15   N10  C5    117.31  3.000
 FMJ  C15   N18  C16   115.97  3.000
 FMJ  H11   C11  C16   121.25  3.000
 FMJ  H11   C11  C5    122.81  3.000
 FMJ  C16   C11  C5    115.93  3.000
 FMJ  H12B  C12  H12A  108.49  3.000
 FMJ  H12B  C12  H12   107.74  3.000
 FMJ  H12A  C12  H12   107.96  3.000
 FMJ  H12B  C12  C6    110.54  3.000
 FMJ  H12A  C12  C6    111.01  3.000
 FMJ  H12   C12  C6    110.99  3.000
 FMJ  N4    O9   C6    110.32  3.000
 FMJ  O9    N4   C1    106.49  3.000
 FMJ  H8    C8   C14   119.86  3.000
 FMJ  H8    C8   C3    119.85  3.000
 FMJ  C14   C8   C3    120.29  3.000
 FMJ  H17   C17  C13   120.09  3.000
 FMJ  H17   C17  C14   120.12  3.000
 FMJ  C13   C17  C14   119.79  3.000
 FMJ  H13   C13  C7    119.68  3.000
 FMJ  H13   C13  C17   120.13  3.000
 FMJ  C7    C13  C17   120.19  3.000
 FMJ  H7    C7   C13   119.61  3.000
 FMJ  H7    C7   C3    120.12  3.000
 FMJ  C13   C7   C3    120.26  3.000
 FMJ  HN1A  N19  HN19  117.86  3.000
 FMJ  HN1A  N19  C15   119.56  3.000
 FMJ  HN19  N19  C15   119.29  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
 FMJ  CONST_03  O9    C6   C2   C1     0.00   0.0  0
 FMJ  CONST_04  C14   C8   C3   C1   180.00   0.0  0
 FMJ  CONST_05  C13   C7   C3   C1   180.00   0.0  0
 FMJ  CONST_06  C6    O9   N4   C1     0.00   0.0  0
 FMJ  CONST_09  O9    N4   C1   C2     0.00   0.0  0
 FMJ  CONST_10  C15   N10  C5   C2   180.00   0.0  0
 FMJ  CONST_11  C16   C11  C5   C2   180.00   0.0  0
 FMJ  CONST_12  N4    O9   C6   C2     0.00   0.0  0
 FMJ  CONST_13  C5    C2   C1   C3     0.00   0.0  0
 FMJ  CONST_14  C6    C2   C1   C3   180.00   0.0  0
 FMJ  CONST_15  O9    N4   C1   C3   180.00   0.0  0
 FMJ  CONST_16  C17   C14  C8   C3     0.00   0.0  0
 FMJ  CONST_17  C17   C13  C7   C3     0.00   0.0  0
 FMJ  CONST_18  N4    C1   C2   C5   180.00   0.0  0
 FMJ  CONST_19  O9    C6   C2   C5   180.00   0.0  0
 FMJ  CONST_20  N18   C15  N10  C5     0.00   0.0  0
 FMJ  CONST_21  N18   C16  C11  C5     0.00   0.0  0
 FMJ  CONST_22  N4    C1   C2   C6     0.00   0.0  0
 FMJ  CONST_25  C7    C3   C8   C14    0.00   0.0  0
 FMJ  CONST_26  C7    C13  C17  C14    0.00   0.0  0
 FMJ  CONST_27  N10   C15  N18  C16    0.00   0.0  0
 FMJ  CONST_28  N10   C5   C11  C16    0.00   0.0  0
 FMJ  CONST_29  C11   C5   N10  C15    0.00   0.0  0
 FMJ  CONST_30  C11   C16  N18  C15    0.00   0.0  0
 FMJ  CONST_33  C13   C7   C3   C8     0.00   0.0  0
 FMJ  CONST_34  C13   C17  C14  C8     0.00   0.0  0
 FMJ  CONST_35  C12   C6   C2   C1   180.00   0.0  0
 FMJ  CONST_36  C12   C6   C2   C5     0.00   0.0  0
 FMJ  CONST_37  N19   C15  N10  C5   180.00   0.0  0
 FMJ  CONST_38  N19   C15  N18  C16  180.00   0.0  0
 FMJ  CONST_39  N4    O9   C6   C12  180.00   0.0  0
 FMJ  CONST_40  H8    C8   C3   C1     0.00   0.0  0
 FMJ  CONST_41  H7    C7   C3   C1     0.00   0.0  0
 FMJ  CONST_42  H11   C11  C5   C2     0.00   0.0  0
 FMJ  CONST_43  H14   C14  C8   C3   180.00   0.0  0
 FMJ  CONST_44  H13   C13  C7   C3   180.00   0.0  0
 FMJ  CONST_45  H16   C16  C11  C5   180.00   0.0  0
 FMJ  CONST_46  H17   C17  C14  C8   180.00   0.0  0
 FMJ  CONST_47  HN19  N19  C15  N10    0.00   0.0  0
 FMJ  CONST_48  HN1A  N19  C15  N10  180.00   0.0  0
 FMJ  Var_01    H12   C12  C6   C2    87.27  30.0  2

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
 FMJ  plan-1  C1    0.020
 FMJ  plan-1  C2    0.020
 FMJ  plan-1  C3    0.020
 FMJ  plan-1  C5    0.020
 FMJ  plan-1  C6    0.020
 FMJ  plan-1  C12   0.020
 FMJ  plan-1  O9    0.020
 FMJ  plan-1  N4    0.020
 FMJ  plan-2  C1    0.020
 FMJ  plan-2  C3    0.020
 FMJ  plan-2  C14   0.020
 FMJ  plan-2  C8    0.020
 FMJ  plan-2  C17   0.020
 FMJ  plan-2  C13   0.020
 FMJ  plan-2  C7    0.020
 FMJ  plan-2  H14   0.020
 FMJ  plan-2  H8    0.020
 FMJ  plan-2  H17   0.020
 FMJ  plan-2  H13   0.020
 FMJ  plan-2  H7    0.020
 FMJ  plan-3  C2    0.020
 FMJ  plan-3  C5    0.020
 FMJ  plan-3  C16   0.020
 FMJ  plan-3  C15   0.020
 FMJ  plan-3  N10   0.020
 FMJ  plan-3  N18   0.020
 FMJ  plan-3  C11   0.020
 FMJ  plan-3  H16   0.020
 FMJ  plan-3  H11   0.020
 FMJ  plan-3  N19   0.020
 FMJ  plan-4  C15   0.020
 FMJ  plan-4  HN19  0.020
 FMJ  plan-4  HN1A  0.020
 FMJ  plan-4  N19   0.020

