# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 00:17:59 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: ethyl 2-[2-(4-chlorophenyl)-7-methyl-5-oxidanylidene-imidazo[1,2-a]pyrimidin-8-yl]ethanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)CN1C(=CC(=O)n2cc(nc12)c3ccc(Cl)cc3)C
#
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
 EAR  EAR  'ethyl 2-[2-(4-chlorophenyl)-7-methyl-5-oxidanylidene-imidazo[1,2-a]pyrimidin-8-yl]ethanoate'  ligand  40  24  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EAR
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
 EAR  N    N   NR6   0  -0.577   2.4693  -0.8559   0.6634
 EAR  CA   C   CH2   0  -0.480   2.8516   0.4816   1.0496
 EAR  C    C   C     0   0.603   3.0456   1.3593  -0.1720
 EAR  O    O   O     0  -0.435   3.0328   0.9463  -1.3013
 EAR  CAA  C   CH3   0  -0.688   3.6805   4.9229  -0.1910
 EAR  CAB  C   CH3   0  -0.758   4.8024  -1.6019   0.6939
 EAR  CAF  C   CR16  0  -0.194  -3.5644   1.8029   0.3446
 EAR  CAG  C   CR16  0  -0.188  -4.6307  -0.2557  -0.3219
 EAR  CAH  C   CR16  0  -0.305  -2.3405   1.1534   0.3665
 EAR  CAI  C   CR16  0  -0.343  -3.4022  -0.8920  -0.2959
 EAR  CAJ  C   CR16  0  -0.556   2.9305  -3.0783  -0.0132
 EAR  CAK  C   CR15  0  -0.114  -0.6360  -2.1544  -0.2647
 EAR  CAQ  C   CR6   0  -0.057  -4.7023   1.0920  -0.0005
 EAR  CAR  C   CR6   0   0.426   3.3584  -1.8641   0.4337
 EAR  CAS  C   CR6   0   0.045  -2.2391  -0.2004   0.0469
 EAR  CAT  C   CR5   0   0.173  -0.9394  -0.8661   0.0721
 EAR  CAU  C   CR6   0   0.594   1.5584  -3.3719  -0.2956
 EAR  CAV  C   CR56  0   0.781   1.1520  -1.0538   0.3703
 EAR  NAN  N   N     0  -0.508   0.1915  -0.1877   0.4659
 EAR  NAX  N   N     0  -0.587   0.7229  -2.2694  -0.0693
 EAR  OAD  O   O     0  -0.462   1.0918  -4.4204  -0.6971
 EAR  OAO  O   O2    0  -0.449   3.2421   2.6106   0.1831
 EAR  H1   H   HCH2  0   0.330   2.0824   0.9052   1.6948
 EAR  H2   H   HCH2  0   0.336   3.7687   0.4598   1.6367
 EAR  H3   H   HCH3  0   0.239   2.8031   5.2273   0.3792
 EAR  H4   H   HCH3  0   0.239   4.5453   4.9145   0.4721
 EAR  H5   H   HCH3  0   0.242   3.8571   5.6744  -0.9599
 EAR  H6   H   HCH3  0   0.281   4.9820  -1.3493   1.7400
 EAR  H7   H   HCH3  0   0.286   5.3862  -2.4867   0.4569
 EAR  H8   H   HCH3  0   0.275   5.1745  -0.7795   0.0814
 EAR  H9   H   HCR6  0   0.281  -3.6262   2.8538   0.5928
 EAR  H10  H   HCR6  0   0.282  -5.5228  -0.8062  -0.5876
 EAR  H11  H   HCR6  0   0.265  -1.4516   1.7093   0.6325
 EAR  H12  H   HCR6  0   0.257  -3.3619  -1.9447  -0.5451
 EAR  H13  H   HCR6  0   0.287   3.6536  -3.8641  -0.1707
 EAR  H14  H   HCR5  0   0.304  -1.2287  -2.9804  -0.6165
 EAR  H15  H   HCH2  0   0.243   2.6182   3.6048  -1.5288
 EAR  H16  H   HCH2  0   0.242   4.3558   3.2928  -1.4306
 EAR  CL   CL  CL    0  -0.127  -6.2370   1.8956  -0.0314
 EAR  CAL  C   CH2   0  -0.183   3.4759   3.5839  -0.8546

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
 EAR  CL   CAQ  single    1.733  0.020  1.733
 EAR  CAQ  CAG  aromatic  1.387  0.020  1.387
 EAR  CAQ  CAF  aromatic  1.385  0.020  1.385
 EAR  CAG  CAI  aromatic  1.384  0.020  1.384
 EAR  CAF  CAH  aromatic  1.386  0.020  1.386
 EAR  CAI  CAS  aromatic  1.396  0.020  1.396
 EAR  CAA  CAL  single    1.508  0.020  1.508
 EAR  CAL  OAO  single    1.442  0.020  1.442
 EAR  CAH  CAS  aromatic  1.395  0.020  1.395
 EAR  CAS  CAT  single    1.460  0.020  1.460
 EAR  OAO  C    single    1.315  0.020  1.315
 EAR  CAT  NAN  aromatic  1.376  0.020  1.376
 EAR  CAT  CAK  aromatic  1.366  0.020  1.366
 EAR  NAN  CAV  aromatic  1.297  0.020  1.297
 EAR  C    O    double    1.202  0.020  1.202
 EAR  C    CA   single    1.517  0.020  1.517
 EAR  CA   N    single    1.444  0.020  1.444
 EAR  CAK  NAX  aromatic  1.378  0.020  1.378
 EAR  CAV  N    single    1.364  0.020  1.364
 EAR  CAV  NAX  aromatic  1.362  0.020  1.362
 EAR  N    CAR  single    1.364  0.020  1.364
 EAR  NAX  CAU  single    1.402  0.020  1.402
 EAR  CAR  CAB  single    1.491  0.020  1.491
 EAR  CAR  CAJ  double    1.363  0.020  1.363
 EAR  CAU  CAJ  single    1.431  0.020  1.431
 EAR  CAU  OAD  double    1.216  0.020  1.216
 EAR  CA   H1   single    0.970  0.020  1.090
 EAR  CA   H2   single    0.970  0.020  1.090
 EAR  CAA  H3   single    0.970  0.020  1.090
 EAR  CAA  H4   single    0.970  0.020  1.090
 EAR  CAA  H5   single    0.970  0.020  1.090
 EAR  CAB  H6   single    0.970  0.020  1.090
 EAR  CAB  H7   single    0.970  0.020  1.090
 EAR  CAB  H8   single    0.970  0.020  1.090
 EAR  CAF  H9   single    0.930  0.020  1.080
 EAR  CAG  H10  single    0.930  0.020  1.080
 EAR  CAH  H11  single    0.930  0.020  1.080
 EAR  CAI  H12  single    0.930  0.020  1.080
 EAR  CAJ  H13  single    0.930  0.020  1.080
 EAR  CAK  H14  single    0.930  0.020  1.080
 EAR  CAL  H15  single    0.970  0.020  1.090
 EAR  CAL  H16  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
 EAR  CAV  N    CAR  119.09  3.000
 EAR  CAR  N    CA   123.87  3.000
 EAR  CAV  N    CA   116.60  3.000
 EAR  H2   CA   H1   106.44  3.000
 EAR  H2   CA   C    109.76  3.000
 EAR  H1   CA   C    110.01  3.000
 EAR  H2   CA   N    110.41  3.000
 EAR  H1   CA   N    109.37  3.000
 EAR  C    CA   N    110.76  3.000
 EAR  OAO  C    O    125.58  3.000
 EAR  O    C    CA   123.80  3.000
 EAR  OAO  C    CA   110.62  3.000
 EAR  H5   CAA  H4   107.82  3.000
 EAR  H5   CAA  H3   107.88  3.000
 EAR  H4   CAA  H3   108.83  3.000
 EAR  H5   CAA  CAL  108.89  3.000
 EAR  H4   CAA  CAL  111.63  3.000
 EAR  H3   CAA  CAL  111.65  3.000
 EAR  H8   CAB  H7   107.95  3.000
 EAR  H8   CAB  H6   107.92  3.000
 EAR  H7   CAB  H6   108.02  3.000
 EAR  H8   CAB  CAR  111.41  3.000
 EAR  H7   CAB  CAR  109.84  3.000
 EAR  H6   CAB  CAR  111.57  3.000
 EAR  H9   CAF  CAQ  120.58  3.000
 EAR  H9   CAF  CAH  120.15  3.000
 EAR  CAQ  CAF  CAH  119.26  3.000
 EAR  H10  CAG  CAQ  120.59  3.000
 EAR  H10  CAG  CAI  120.19  3.000
 EAR  CAQ  CAG  CAI  119.22  3.000
 EAR  H11  CAH  CAS  119.71  3.000
 EAR  H11  CAH  CAF  119.26  3.000
 EAR  CAS  CAH  CAF  121.04  3.000
 EAR  H12  CAI  CAS  120.48  3.000
 EAR  H12  CAI  CAG  118.42  3.000
 EAR  CAS  CAI  CAG  121.10  3.000
 EAR  H13  CAJ  CAU  117.65  3.000
 EAR  H13  CAJ  CAR  119.09  3.000
 EAR  CAU  CAJ  CAR  123.26  3.000
 EAR  H14  CAK  NAX  121.72  3.000
 EAR  H14  CAK  CAT  133.04  3.000
 EAR  NAX  CAK  CAT  105.24  3.000
 EAR  CL   CAQ  CAG  119.48  3.000
 EAR  CAG  CAQ  CAF  120.92  3.000
 EAR  CL   CAQ  CAF  119.60  3.000
 EAR  CAJ  CAR  CAB  121.21  3.000
 EAR  CAJ  CAR  N    120.62  3.000
 EAR  CAB  CAR  N    118.17  3.000
 EAR  CAT  CAS  CAI  121.32  3.000
 EAR  CAT  CAS  CAH  120.21  3.000
 EAR  CAI  CAS  CAH  118.46  3.000
 EAR  NAN  CAT  CAS  120.76  3.000
 EAR  NAN  CAT  CAK  110.67  3.000
 EAR  CAS  CAT  CAK  128.56  3.000
 EAR  OAD  CAU  NAX  120.19  3.000
 EAR  OAD  CAU  CAJ  127.58  3.000
 EAR  NAX  CAU  CAJ  112.22  3.000
 EAR  NAX  CAV  NAN  112.74  3.000
 EAR  NAX  CAV  N    120.21  3.000
 EAR  NAN  CAV  N    127.05  3.000
 EAR  CAV  NAN  CAT  104.97  3.000
 EAR  CAV  NAX  CAU  124.50  3.000
 EAR  CAU  NAX  CAK  129.10  3.000
 EAR  CAV  NAX  CAK  106.38  3.000
 EAR  CAL  OAO  C    118.17  3.000
 EAR  H16  CAL  H15  108.23  3.000
 EAR  H16  CAL  OAO  109.31  3.000
 EAR  H15  CAL  OAO  109.28  3.000
 EAR  H16  CAL  CAA  111.08  3.000
 EAR  H15  CAL  CAA  111.18  3.000
 EAR  OAO  CAL  CAA  107.73  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
 EAR  CONST_01  CAI  CAG  CAQ  CAF     0.00   0.0  0
 EAR  CONST_02  CAI  CAS  CAH  CAF     0.00   0.0  0
 EAR  CONST_03  CAT  CAS  CAH  CAF   180.00   0.0  0
 EAR  CONST_04  CAH  CAF  CAQ  CAG     0.00   0.0  0
 EAR  CONST_05  CAH  CAS  CAI  CAG     0.00   0.0  0
 EAR  CONST_06  CAT  CAS  CAI  CAG   180.00   0.0  0
 EAR  CONST_07  NAN  CAT  CAS  CAH     0.00   0.0  0
 EAR  CONST_08  CAK  CAT  CAS  CAH   180.00   0.0  0
 EAR  CONST_09  NAN  CAT  CAS  CAI   180.00   0.0  0
 EAR  CONST_10  CAK  CAT  CAS  CAI     0.00   0.0  0
 EAR  CONST_11  CAV  NAN  CAT  CAK     0.00   0.0  0
 EAR  CONST_12  NAN  CAV  NAX  CAK     0.00   0.0  0
 EAR  CONST_13  CAS  CAI  CAG  CAQ     0.00   0.0  0
 EAR  CONST_14  CAS  CAH  CAF  CAQ     0.00   0.0  0
 EAR  CONST_15  CAV  NAN  CAT  CAS   180.00   0.0  0
 EAR  CONST_16  NAX  CAK  CAT  CAS   180.00   0.0  0
 EAR  CONST_17  NAX  CAV  NAN  CAT     0.00   0.0  0
 EAR  CONST_18  CAV  NAX  CAK  CAT     0.00   0.0  0
 EAR  CONST_19  NAX  CAK  CAT  NAN     0.00   0.0  0
 EAR  CONST_20  CL   CAQ  CAF  CAH   180.00   0.0  0
 EAR  CONST_21  CL   CAQ  CAG  CAI   180.00   0.0  0
 EAR  CONST_22  H10  CAG  CAQ  CAF   180.00   0.0  0
 EAR  CONST_23  H9   CAF  CAQ  CAG   180.00   0.0  0
 EAR  CONST_24  H12  CAI  CAS  CAH   180.00   0.0  0
 EAR  CONST_25  H11  CAH  CAS  CAI   180.00   0.0  0
 EAR  CONST_26  H14  CAK  CAT  CAS     0.00   0.0  0
 EAR  Var_01    CAV  N    CA   C     -81.45  30.0  3
 EAR  Var_02    H6   CAB  CAR  N      60.88  30.0  3
 EAR  Var_03    OAO  C    CA   N     172.77  30.0  2
 EAR  Var_04    CAA  CAL  OAO  C    -179.54  30.0  1
 EAR  Var_05    H3   CAA  CAL  OAO   -60.87  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
 EAR  plan-1  CAF  0.020
 EAR  plan-1  CAG  0.020
 EAR  plan-1  CAH  0.020
 EAR  plan-1  CAI  0.020
 EAR  plan-1  CAQ  0.020
 EAR  plan-1  CAS  0.020
 EAR  plan-1  CAT  0.020
 EAR  plan-1  H9   0.020
 EAR  plan-1  H10  0.020
 EAR  plan-1  H11  0.020
 EAR  plan-1  H12  0.020
 EAR  plan-1  CL   0.020
 EAR  plan-2  N    0.020
 EAR  plan-2  CA   0.020
 EAR  plan-2  CAB  0.020
 EAR  plan-2  CAJ  0.020
 EAR  plan-2  CAK  0.020
 EAR  plan-2  CAR  0.020
 EAR  plan-2  CAS  0.020
 EAR  plan-2  CAT  0.020
 EAR  plan-2  CAU  0.020
 EAR  plan-2  CAV  0.020
 EAR  plan-2  NAN  0.020
 EAR  plan-2  NAX  0.020
 EAR  plan-2  OAD  0.020
 EAR  plan-2  H13  0.020
 EAR  plan-2  H14  0.020
 EAR  plan-3  CA   0.020
 EAR  plan-3  C    0.020
 EAR  plan-3  O    0.020
 EAR  plan-3  OAO  0.020

