# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 16:57:35 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: (2~{R})-2-(cyclopropylmethyl)-7-(3,5-dimethyl-1,2-oxazol-4-yl)-4~{H}-1,4-benzoxazin-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1onc(C)c1c2ccc3NC(=O)[C@@H](CC4CC4)Oc3c2
#
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
 E0K  E0K  (2~{R})-2-(cyclopropylmethyl)-7-(3,5-dimethyl-1,2-oxazol-4-yl)-4~{H}-1,4-benzoxazin-3-one  ligand  40  22  .  2022-09-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_E0K
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
 E0K  CAU  C  CH2   0  -0.493   2.8782  -3.5118   0.1345
 E0K  CAV  C  CH2   0  -0.479   1.8134  -2.8674  -0.7004
 E0K  CAT  C  CH1   0  -0.228   3.1668  -2.2371  -0.5984
 E0K  CAR  C  CH2   0  -0.475   3.3625  -0.9621   0.1789
 E0K  CAP  C  CH1   0  -0.145   3.1775   0.2847  -0.6858
 E0K  CAO  C  C     0   0.510   3.5092   1.5332   0.1173
 E0K  OAS  O  O     0  -0.455   4.6463   1.9498   0.2228
 E0K  NAN  N  NH1   0  -0.717   2.4486   2.0964   0.7378
 E0K  OAQ  O  O2    0  -0.476   1.8808   0.3600  -1.2618
 E0K  CAL  C  CR6   0   0.367   0.8887   0.6983  -0.4065
 E0K  CAM  C  CR16  0  -0.431  -0.3828   0.1825  -0.5755
 E0K  CAK  C  CR6   0   0.304   1.1547   1.5951   0.6259
 E0K  CAJ  C  CR16  0  -0.308   0.1312   1.9777   1.4794
 E0K  CAI  C  CR16  0  -0.326  -1.1480   1.4769   1.2968
 E0K  CAH  C  CR6   0   0.049  -1.4227   0.5755   0.2690
 E0K  CAA  C  CR5   0  -0.178  -2.7695   0.0346   0.0811
 E0K  CAB  C  CR5   0   0.420  -3.4746  -0.0956  -1.0753
 E0K  CAF  C  CH3   0  -0.765  -3.1871   0.2680  -2.4812
 E0K  OAC  O  O     0  -0.345  -4.6499  -0.6683  -0.8097
 E0K  NAD  N  N     0  -0.181  -4.7494  -0.9330   0.5258
 E0K  CAE  C  CR5   0   0.248  -3.6429  -0.5163   1.0669
 E0K  CAG  C  CH3   0  -0.750  -3.4055  -0.6586   2.5280
 E0K  H1   H  HCH2  0   0.243   2.7774  -3.4638   1.2124
 E0K  H2   H  HCH2  0   0.250   3.3357  -4.4239  -0.2265
 E0K  H3   H  HCH2  0   0.247   1.5326  -3.3374  -1.6343
 E0K  H4   H  HCH2  0   0.243   0.9913  -2.3868  -0.1841
 E0K  H5   H  HCH1  0   0.256   3.8069  -2.3284  -1.4710
 E0K  H6   H  HCH2  0   0.246   2.6811  -0.9378   1.0369
 E0K  H7   H  HCH2  0   0.265   4.3755  -0.9308   0.5899
 E0K  H8   H  HCH1  0   0.292   3.8675   0.2460  -1.5303
 E0K  H9   H  HNH1  0   0.415   2.6142   2.8887   1.3437
 E0K  H10  H  HCR6  0   0.269  -0.5525  -0.5387  -1.3656
 E0K  H11  H  HCR6  0   0.278   0.3315   2.6788   2.2799
 E0K  H12  H  HCR6  0   0.253  -1.9390   1.8080   1.9561
 E0K  H13  H  HCH3  0   0.275  -4.0742   0.6634  -2.9750
 E0K  H14  H  HCH3  0   0.266  -2.4054   1.0235  -2.5224
 E0K  H15  H  HCH3  0   0.273  -2.8462  -0.5978  -3.0519
 E0K  H16  H  HCH3  0   0.262  -3.5213   0.2970   3.0404
 E0K  H17  H  HCH3  0   0.265  -4.1099  -1.3617   2.9679
 E0K  H18  H  HCH3  0   0.257  -2.3931  -1.0115   2.7217

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
 E0K  CAU  CAV  single    1.499  0.020  1.499
 E0K  CAU  CAT  single    1.498  0.020  1.498
 E0K  CAV  CAT  single    1.496  0.020  1.496
 E0K  CAT  CAR  single    1.506  0.020  1.506
 E0K  CAR  CAP  single    1.529  0.020  1.529
 E0K  CAP  OAQ  single    1.421  0.020  1.421
 E0K  CAP  CAO  single    1.521  0.020  1.521
 E0K  OAQ  CAL  single    1.353  0.020  1.353
 E0K  OAS  CAO  double    1.216  0.020  1.216
 E0K  CAO  NAN  single    1.352  0.020  1.352
 E0K  CAL  CAM  aromatic  1.383  0.020  1.383
 E0K  CAL  CAK  aromatic  1.393  0.020  1.393
 E0K  CAM  CAH  aromatic  1.396  0.020  1.396
 E0K  CAF  CAB  single    1.480  0.020  1.480
 E0K  NAN  CAK  single    1.392  0.020  1.392
 E0K  CAB  OAC  aromatic  1.334  0.020  1.334
 E0K  CAB  CAA  aromatic  1.361  0.020  1.361
 E0K  CAK  CAJ  aromatic  1.387  0.020  1.387
 E0K  OAC  NAD  aromatic  1.365  0.020  1.365
 E0K  CAH  CAA  single    1.463  0.020  1.463
 E0K  CAH  CAI  aromatic  1.394  0.020  1.394
 E0K  CAA  CAE  aromatic  1.428  0.020  1.428
 E0K  NAD  CAE  aromatic  1.300  0.020  1.300
 E0K  CAE  CAG  single    1.487  0.020  1.487
 E0K  CAJ  CAI  aromatic  1.386  0.020  1.386
 E0K  CAU  H1   single    0.970  0.020  1.090
 E0K  CAU  H2   single    0.970  0.020  1.090
 E0K  CAV  H3   single    0.970  0.020  1.090
 E0K  CAV  H4   single    0.970  0.020  1.090
 E0K  CAT  H5   single    0.970  0.020  1.090
 E0K  CAR  H6   single    0.970  0.020  1.090
 E0K  CAR  H7   single    0.970  0.020  1.090
 E0K  CAP  H8   single    0.970  0.020  1.090
 E0K  NAN  H9   single    0.860  0.020  1.020
 E0K  CAM  H10  single    0.930  0.020  1.080
 E0K  CAJ  H11  single    0.930  0.020  1.080
 E0K  CAI  H12  single    0.930  0.020  1.080
 E0K  CAF  H13  single    0.970  0.020  1.090
 E0K  CAF  H14  single    0.970  0.020  1.090
 E0K  CAF  H15  single    0.970  0.020  1.090
 E0K  CAG  H16  single    0.970  0.020  1.090
 E0K  CAG  H17  single    0.970  0.020  1.090
 E0K  CAG  H18  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
 E0K  H2   CAU  H1   114.10  3.000
 E0K  H2   CAU  CAT  118.19  3.000
 E0K  H1   CAU  CAT  117.83  3.000
 E0K  H2   CAU  CAV  118.47  3.000
 E0K  H1   CAU  CAV  117.97  3.000
 E0K  CAT  CAU  CAV   59.91  3.000
 E0K  H4   CAV  H3   114.01  3.000
 E0K  H4   CAV  CAT  117.84  3.000
 E0K  H3   CAV  CAT  118.44  3.000
 E0K  H4   CAV  CAU  117.68  3.000
 E0K  H3   CAV  CAU  118.57  3.000
 E0K  CAT  CAV  CAU   60.04  3.000
 E0K  H5   CAT  CAR  114.16  3.000
 E0K  H5   CAT  CAV  116.29  3.000
 E0K  CAR  CAT  CAV  120.62  3.000
 E0K  H5   CAT  CAU  115.78  3.000
 E0K  CAR  CAT  CAU  119.52  3.000
 E0K  CAV  CAT  CAU   60.06  3.000
 E0K  H7   CAR  H6   106.33  3.000
 E0K  H7   CAR  CAP  107.54  3.000
 E0K  H6   CAR  CAP  110.46  3.000
 E0K  H7   CAR  CAT  109.79  3.000
 E0K  H6   CAR  CAT  110.00  3.000
 E0K  CAP  CAR  CAT  112.51  3.000
 E0K  H8   CAP  OAQ  105.38  3.000
 E0K  H8   CAP  CAO  107.45  3.000
 E0K  OAQ  CAP  CAO  111.69  3.000
 E0K  H8   CAP  CAR  109.41  3.000
 E0K  CAO  CAP  CAR  110.15  3.000
 E0K  OAQ  CAP  CAR  112.52  3.000
 E0K  NAN  CAO  OAS  123.46  3.000
 E0K  NAN  CAO  CAP  114.41  3.000
 E0K  OAS  CAO  CAP  122.08  3.000
 E0K  H9   NAN  CAK  118.86  3.000
 E0K  H9   NAN  CAO  118.23  3.000
 E0K  CAK  NAN  CAO  122.85  3.000
 E0K  CAL  OAQ  CAP  115.23  3.000
 E0K  CAK  CAL  CAM  120.42  3.000
 E0K  CAK  CAL  OAQ  119.30  3.000
 E0K  CAM  CAL  OAQ  120.26  3.000
 E0K  H10  CAM  CAH  120.80  3.000
 E0K  H10  CAM  CAL  118.80  3.000
 E0K  CAH  CAM  CAL  120.40  3.000
 E0K  CAJ  CAK  CAL  119.53  3.000
 E0K  CAJ  CAK  NAN  122.50  3.000
 E0K  CAL  CAK  NAN  117.96  3.000
 E0K  H11  CAJ  CAI  120.14  3.000
 E0K  H11  CAJ  CAK  119.81  3.000
 E0K  CAI  CAJ  CAK  120.04  3.000
 E0K  H12  CAI  CAH  120.20  3.000
 E0K  H12  CAI  CAJ  118.95  3.000
 E0K  CAH  CAI  CAJ  120.84  3.000
 E0K  CAA  CAH  CAI  120.99  3.000
 E0K  CAI  CAH  CAM  118.76  3.000
 E0K  CAA  CAH  CAM  120.25  3.000
 E0K  CAE  CAA  CAB  103.47  3.000
 E0K  CAE  CAA  CAH  128.10  3.000
 E0K  CAB  CAA  CAH  128.42  3.000
 E0K  OAC  CAB  CAF  117.74  3.000
 E0K  OAC  CAB  CAA  109.18  3.000
 E0K  CAF  CAB  CAA  133.08  3.000
 E0K  H15  CAF  H14  107.86  3.000
 E0K  H15  CAF  H13  107.77  3.000
 E0K  H14  CAF  H13  108.41  3.000
 E0K  H15  CAF  CAB  111.25  3.000
 E0K  H14  CAF  CAB  110.24  3.000
 E0K  H13  CAF  CAB  111.19  3.000
 E0K  NAD  OAC  CAB  110.01  3.000
 E0K  CAE  NAD  OAC  106.44  3.000
 E0K  CAG  CAE  NAD  120.94  3.000
 E0K  CAG  CAE  CAA  128.15  3.000
 E0K  NAD  CAE  CAA  110.91  3.000
 E0K  H18  CAG  H17  108.68  3.000
 E0K  H18  CAG  H16  107.40  3.000
 E0K  H17  CAG  H16  107.91  3.000
 E0K  H18  CAG  CAE  110.74  3.000
 E0K  H17  CAG  CAE  110.84  3.000
 E0K  H16  CAG  CAE  111.16  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
 E0K  CONST_01  CAA  CAH  CAM  CAL   180.00   0.0  0
 E0K  CONST_02  CAI  CAH  CAM  CAL     0.00   0.0  0
 E0K  CONST_03  CAI  CAJ  CAK  CAL     0.00   0.0  0
 E0K  CONST_04  CAJ  CAK  CAL  CAM     0.00   0.0  0
 E0K  CONST_07  CAJ  CAI  CAH  CAM     0.00   0.0  0
 E0K  CONST_08  CAH  CAM  CAL  CAK     0.00   0.0  0
 E0K  CONST_09  CAH  CAI  CAJ  CAK     0.00   0.0  0
 E0K  CONST_10  CAA  CAH  CAI  CAJ   180.00   0.0  0
 E0K  CONST_13  OAC  CAB  CAA  CAH   180.00   0.0  0
 E0K  CONST_14  NAD  CAE  CAA  CAH   180.00   0.0  0
 E0K  CONST_15  NAD  OAC  CAB  CAA     0.00   0.0  0
 E0K  CONST_16  OAC  NAD  CAE  CAA     0.00   0.0  0
 E0K  CONST_17  CAE  NAD  OAC  CAB     0.00   0.0  0
 E0K  CONST_18  NAD  CAE  CAA  CAB     0.00   0.0  0
 E0K  CONST_19  CAE  CAA  CAB  OAC     0.00   0.0  0
 E0K  CONST_20  CAK  NAN  CAO  CAP     0.00   0.0  0
 E0K  CONST_21  CAF  CAB  CAA  CAH     0.00   0.0  0
 E0K  CONST_22  CAG  CAE  CAA  CAH     0.00   0.0  0
 E0K  CONST_23  CAG  CAE  CAA  CAB   180.00   0.0  0
 E0K  CONST_24  NAD  OAC  CAB  CAF   180.00   0.0  0
 E0K  CONST_25  CAE  CAA  CAB  CAF   180.00   0.0  0
 E0K  CONST_26  CAG  CAE  NAD  OAC   180.00   0.0  0
 E0K  CONST_27  CAK  NAN  CAO  OAS   180.00   0.0  0
 E0K  CONST_28  H11  CAJ  CAK  NAN     0.00   0.0  0
 E0K  CONST_29  H10  CAM  CAL  OAQ     0.00   0.0  0
 E0K  CONST_30  H12  CAI  CAH  CAM   180.00   0.0  0
 E0K  CONST_31  H9   NAN  CAO  CAP   180.00   0.0  0
 E0K  Var_01    CAM  CAL  OAQ  CAP  -146.87  30.0  1
 E0K  Var_02    CAL  CAK  NAN  CAO   -16.13  30.0  1
 E0K  Var_03    CAR  CAT  CAV  CAU  -108.65  30.0  1
 E0K  Var_04    CAP  CAR  CAT  CAU  -160.69  30.0  3
 E0K  Var_05    H13  CAF  CAB  CAA  -140.50  30.0  2
 E0K  Var_06    H16  CAG  CAE  CAA    76.47  30.0  2

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
 E0K  chir_02  CAP  CAR  OAQ  CAO  negativ
 E0K  chir_03  CAT  CAU  CAV  CAR  both

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
 E0K  plan-1  CAH  0.020
 E0K  plan-1  CAA  0.020
 E0K  plan-1  CAB  0.020
 E0K  plan-1  CAF  0.020
 E0K  plan-1  OAC  0.020
 E0K  plan-1  NAD  0.020
 E0K  plan-1  CAE  0.020
 E0K  plan-1  CAG  0.020
 E0K  plan-2  NAN  0.020
 E0K  plan-2  OAQ  0.020
 E0K  plan-2  CAL  0.020
 E0K  plan-2  CAM  0.020
 E0K  plan-2  CAK  0.020
 E0K  plan-2  CAJ  0.020
 E0K  plan-2  CAI  0.020
 E0K  plan-2  CAH  0.020
 E0K  plan-2  CAA  0.020
 E0K  plan-2  H10  0.020
 E0K  plan-2  H11  0.020
 E0K  plan-2  H12  0.020
 E0K  plan-3  CAP  0.020
 E0K  plan-3  CAO  0.020
 E0K  plan-3  OAS  0.020
 E0K  plan-3  NAN  0.020
 E0K  plan-3  CAK  0.020
 E0K  plan-3  H9   0.020

