# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 05:10:34 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: 5-{2-[3-(methoxycarbonyl)phenyl]ethyl}-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)c1cccc(CCC2=C(NC(=O)NC2=O)C(O)=O)c1
#
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
 W85  W85  '5-{2-[3-(methoxycarbonyl)phenyl]ethyl}-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid'  ligand  36  23  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_W85
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
 W85  OAB  O  OC    -1  -0.585  -4.2717  -2.6391   0.0050
 W85  CAP  C  C      0   0.416  -3.1577  -2.0871   0.0580
 W85  OAF  O  O      0  -0.540  -2.0400  -2.6153   0.0611
 W85  CAT  C  CR6    0   0.203  -3.2221  -0.5470   0.1059
 W85  NAM  N  NR16   0  -0.706  -4.4940  -0.0876  -0.0983
 W85  CAV  C  CR6    0   0.656  -4.8644   1.2174  -0.1366
 W85  OAD  O  O      0  -0.492  -6.0079   1.5934  -0.3171
 W85  NAN  N  NR16   0  -0.714  -3.8150   2.0795   0.0435
 W85  CAW  C  CR6    0   0.563  -2.4915   1.7437   0.2620
 W85  OAE  O  O      0  -0.466  -1.6612   2.6285   0.3934
 W85  CAU  C  CR6    0  -0.158  -2.1980   0.3167   0.3135
 W85  CAL  C  CH2    0  -0.476  -0.7676  -0.0618   0.5553
 W85  CAK  C  CH2    0  -0.496   0.0260  -0.1996  -0.7507
 W85  CAR  C  CR6    0   0.141   1.4348  -0.6490  -0.4936
 W85  CAJ  C  CR16   0  -0.331   2.4789   0.2623  -0.4089
 W85  CAH  C  CR16   0  -0.295   1.7164  -1.9996  -0.2917
 W85  CAG  C  CR16   0  -0.226   3.0086  -2.4254  -0.0219
 W85  CAI  C  CR16   0  -0.288   4.0463  -1.5086   0.0571
 W85  CAS  C  CR6    0  -0.063   3.7812  -0.1543  -0.1362
 W85  CAQ  C  C      0   0.595   4.8435   0.8810  -0.0671
 W85  OAC  O  O      0  -0.450   4.6426   2.0627  -0.2198
 W85  OAO  O  O2     0  -0.457   6.0402   0.3727   0.1796
 W85  CAA  C  CH3    0  -0.424   7.1380   1.2807   0.2649
 W85  H2   H  HNR6   0   0.420  -4.0366   3.0670   0.0177
 W85  H4   H  HCH2   0   0.241  -0.2978   0.7048   1.1738
 W85  H5   H  HCH2   0   0.255  -0.7128  -0.9966   1.1061
 W85  H6   H  HCH2   0   0.251  -0.4793  -0.9230  -1.3916
 W85  H7   H  HCH2   0   0.243   0.0285   0.7557  -1.2803
 W85  H8   H  HCR6   0   0.251   2.2772   1.3152  -0.5635
 W85  H9   H  HCR6   0   0.259   0.9095  -2.7209  -0.3468
 W85  H10  H  HCR6   0   0.262   3.2105  -3.4783   0.1253
 W85  H11  H  HCR6   0   0.262   5.0480  -1.8555   0.2676
 W85  H12  H  HCH3   0   0.241   7.0043   1.9899   1.0813
 W85  H13  H  HCH3   0   0.254   8.0150   0.6702   0.4572
 W85  H14  H  HCH3   0   0.240   7.2751   1.8268  -0.6680
 W85  H15  H  HNR6   0   0.416  -5.2006  -0.8060  -0.2105

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
 W85  CAA  OAO  single    1.427  0.020  1.427
 W85  OAO  CAQ  single    1.323  0.020  1.323
 W85  CAQ  OAC  double    1.208  0.020  1.208
 W85  CAQ  CAS  single    1.485  0.020  1.485
 W85  CAS  CAJ  aromatic  1.394  0.020  1.394
 W85  CAS  CAI  aromatic  1.393  0.020  1.393
 W85  CAJ  CAR  aromatic  1.388  0.020  1.388
 W85  CAI  CAG  aromatic  1.387  0.020  1.387
 W85  CAR  CAK  single    1.501  0.020  1.501
 W85  CAR  CAH  aromatic  1.394  0.020  1.394
 W85  CAK  CAL  single    1.534  0.020  1.534
 W85  CAH  CAG  aromatic  1.387  0.020  1.387
 W85  CAL  CAU  single    1.499  0.020  1.499
 W85  OAE  CAW  double    1.221  0.020  1.221
 W85  CAU  CAW  single    1.458  0.020  1.458
 W85  CAU  CAT  double    1.356  0.020  1.356
 W85  CAW  NAN  single    1.383  0.020  1.383
 W85  CAT  CAP  single    1.542  0.020  1.542
 W85  CAT  NAM  single    1.368  0.020  1.368
 W85  OAF  CAP  deloc     1.236  0.020  1.236
 W85  NAN  CAV  single    1.370  0.020  1.370
 W85  CAP  OAB  deloc     1.244  0.020  1.244
 W85  NAM  CAV  single    1.357  0.020  1.357
 W85  CAV  OAD  double    1.217  0.020  1.217
 W85  NAN  H2   single    0.860  0.020  1.020
 W85  CAL  H4   single    0.970  0.020  1.090
 W85  CAL  H5   single    0.970  0.020  1.090
 W85  CAK  H6   single    0.970  0.020  1.090
 W85  CAK  H7   single    0.970  0.020  1.090
 W85  CAJ  H8   single    0.930  0.020  1.080
 W85  CAH  H9   single    0.930  0.020  1.080
 W85  CAG  H10  single    0.930  0.020  1.080
 W85  CAI  H11  single    0.930  0.020  1.080
 W85  CAA  H12  single    0.970  0.020  1.090
 W85  CAA  H13  single    0.970  0.020  1.090
 W85  CAA  H14  single    0.970  0.020  1.090
 W85  NAM  H15  single    0.860  0.020  1.020

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
 W85  CAT  CAP  OAF  117.67  3.000
 W85  OAF  CAP  OAB  128.31  3.000
 W85  CAT  CAP  OAB  114.01  3.000
 W85  CAU  CAT  NAM  120.75  3.000
 W85  NAM  CAT  CAP  111.70  3.000
 W85  CAU  CAT  CAP  127.55  3.000
 W85  H15  NAM  CAV  119.22  3.000
 W85  H15  NAM  CAT  115.25  3.000
 W85  CAV  NAM  CAT  125.53  3.000
 W85  NAN  CAV  OAD  123.01  3.000
 W85  OAD  CAV  NAM  123.89  3.000
 W85  NAN  CAV  NAM  113.10  3.000
 W85  H2   NAN  CAW  116.77  3.000
 W85  H2   NAN  CAV  116.28  3.000
 W85  CAW  NAN  CAV  126.95  3.000
 W85  CAU  CAW  OAE  124.67  3.000
 W85  CAU  CAW  NAN  115.85  3.000
 W85  OAE  CAW  NAN  119.48  3.000
 W85  CAL  CAU  CAW  116.42  3.000
 W85  CAW  CAU  CAT  117.78  3.000
 W85  CAL  CAU  CAT  125.77  3.000
 W85  H5   CAL  H4   107.18  3.000
 W85  H5   CAL  CAK  109.16  3.000
 W85  H4   CAL  CAK  108.83  3.000
 W85  H5   CAL  CAU  110.31  3.000
 W85  H4   CAL  CAU  108.95  3.000
 W85  CAK  CAL  CAU  112.26  3.000
 W85  H7   CAK  H6   107.24  3.000
 W85  H7   CAK  CAR  110.05  3.000
 W85  H6   CAK  CAR  109.69  3.000
 W85  H7   CAK  CAL  109.59  3.000
 W85  H6   CAK  CAL  108.66  3.000
 W85  CAR  CAK  CAL  111.50  3.000
 W85  CAH  CAR  CAJ  118.36  3.000
 W85  CAH  CAR  CAK  120.29  3.000
 W85  CAJ  CAR  CAK  121.32  3.000
 W85  H8   CAJ  CAS  119.49  3.000
 W85  H8   CAJ  CAR  119.29  3.000
 W85  CAS  CAJ  CAR  121.21  3.000
 W85  H9   CAH  CAG  119.95  3.000
 W85  H9   CAH  CAR  119.14  3.000
 W85  CAG  CAH  CAR  120.91  3.000
 W85  H10  CAG  CAI  119.72  3.000
 W85  H10  CAG  CAH  119.94  3.000
 W85  CAI  CAG  CAH  120.34  3.000
 W85  H11  CAI  CAS  121.02  3.000
 W85  H11  CAI  CAG  119.50  3.000
 W85  CAS  CAI  CAG  119.49  3.000
 W85  CAQ  CAS  CAI  122.35  3.000
 W85  CAI  CAS  CAJ  119.68  3.000
 W85  CAQ  CAS  CAJ  117.97  3.000
 W85  OAO  CAQ  OAC  123.34  3.000
 W85  OAC  CAQ  CAS  123.84  3.000
 W85  OAO  CAQ  CAS  112.82  3.000
 W85  CAA  OAO  CAQ  117.54  3.000
 W85  H14  CAA  H13  109.38  3.000
 W85  H14  CAA  H12  109.32  3.000
 W85  H13  CAA  H12  109.41  3.000
 W85  H14  CAA  OAO  111.38  3.000
 W85  H13  CAA  OAO  105.91  3.000
 W85  H12  CAA  OAO  111.38  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
 W85  CONST_01  CAI  CAS  CAJ  CAR     0.00   0.0  0
 W85  CONST_02  CAI  CAG  CAH  CAR     0.00   0.0  0
 W85  CONST_03  CAG  CAI  CAS  CAJ     0.00   0.0  0
 W85  CONST_04  CAG  CAH  CAR  CAJ     0.00   0.0  0
 W85  CONST_05  CAS  CAJ  CAR  CAH     0.00   0.0  0
 W85  CONST_06  CAS  CAI  CAG  CAH     0.00   0.0  0
 W85  CONST_07  NAN  CAV  NAM  CAT     0.00   0.0  0
 W85  CONST_08  CAW  NAN  CAV  NAM     0.00   0.0  0
 W85  CONST_09  CAU  CAW  NAN  CAV     0.00   0.0  0
 W85  CONST_10  CAS  CAJ  CAR  CAK   180.00   0.0  0
 W85  CONST_11  CAG  CAH  CAR  CAK   180.00   0.0  0
 W85  CONST_12  CAQ  CAS  CAJ  CAR   180.00   0.0  0
 W85  CONST_13  CAQ  CAS  CAI  CAG   180.00   0.0  0
 W85  CONST_14  OAD  CAV  NAM  CAT   180.00   0.0  0
 W85  CONST_15  OAE  CAW  NAN  CAV   180.00   0.0  0
 W85  CONST_16  CAW  NAN  CAV  OAD   180.00   0.0  0
 W85  CONST_17  H10  CAG  CAH  CAR   180.00   0.0  0
 W85  CONST_18  H11  CAI  CAS  CAJ   180.00   0.0  0
 W85  CONST_19  H9   CAH  CAR  CAJ   180.00   0.0  0
 W85  CONST_20  H8   CAJ  CAR  CAH   180.00   0.0  0
 W85  CONST_21  H2   NAN  CAV  NAM   180.00   0.0  0
 W85  CONST_22  H15  NAM  CAV  NAN   180.00   0.0  0
 W85  Var_01    CAU  CAT  CAP  OAB   172.13  30.0  2
 W85  Var_02    CAK  CAL  CAU  CAT    88.60  30.0  2
 W85  Var_03    CAR  CAK  CAL  CAU  -177.00  30.0  1
 W85  Var_04    CAJ  CAR  CAK  CAL   -96.33  30.0  2
 W85  Var_05    OAO  CAQ  CAS  CAJ  -179.17  30.0  2
 W85  Var_06    H12  CAA  OAO  CAQ    61.84  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
 W85  plan-1  CAP  0.020
 W85  plan-1  CAT  0.020
 W85  plan-1  NAM  0.020
 W85  plan-1  CAV  0.020
 W85  plan-1  OAD  0.020
 W85  plan-1  NAN  0.020
 W85  plan-1  CAW  0.020
 W85  plan-1  OAE  0.020
 W85  plan-1  CAU  0.020
 W85  plan-1  CAL  0.020
 W85  plan-1  H2   0.020
 W85  plan-1  H15  0.020
 W85  plan-2  CAK  0.020
 W85  plan-2  CAR  0.020
 W85  plan-2  CAJ  0.020
 W85  plan-2  CAH  0.020
 W85  plan-2  CAG  0.020
 W85  plan-2  CAI  0.020
 W85  plan-2  CAS  0.020
 W85  plan-2  CAQ  0.020
 W85  plan-2  H8   0.020
 W85  plan-2  H9   0.020
 W85  plan-2  H10  0.020
 W85  plan-2  H11  0.020
 W85  plan-3  OAB  0.020
 W85  plan-3  CAP  0.020
 W85  plan-3  OAF  0.020
 W85  plan-3  CAT  0.020
 W85  plan-4  CAS  0.020
 W85  plan-4  CAQ  0.020
 W85  plan-4  OAC  0.020
 W85  plan-4  OAO  0.020

