# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 17:06:43 2020
#   Inital geometry file: a 63 line input string
#   Ligand name: methyl 5-isoxazol-5-yl-3-methyl-1H-pyrazole-4-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)c1c(C)n[nH]c1c2oncc2
#
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
 XQK  XQK  'methyl 5-isoxazol-5-yl-3-methyl-1H-pyrazole-4-carboxylate'  ligand  24  15  .  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_XQK
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
 XQK  C1    C  CR15  0  -0.070   3.9020   0.4182  -0.0660
 XQK  C4    C  CR5   0   0.398   1.7553   0.5817  -0.3131
 XQK  C5    C  CR15  0  -0.463   2.7799   1.1709   0.3509
 XQK  C6    C  CR5   0   0.426   0.3401   0.8893  -0.3650
 XQK  C9    C  CR5   0   0.288  -1.8757   1.0434  -0.4019
 XQK  C10   C  CR5   0  -0.330  -0.8092   0.1151  -0.2864
 XQK  C11   C  C     0   0.508  -0.8370  -1.3240  -0.0356
 XQK  C13   C  CH3   0  -0.423  -2.2224  -3.2222   0.0943
 XQK  C15   C  CH3   0  -0.736  -3.3458   0.8123  -0.3739
 XQK  O14   O  O     0  -0.451   0.1340  -1.9805   0.2575
 XQK  O12   O  O2    0  -0.455  -2.0569  -1.8263  -0.1544
 XQK  N8    N  N     0  -0.263  -1.3995   2.2662  -0.5339
 XQK  N7    N  NR15  0  -0.488  -0.0782   2.1501  -0.5093
 XQK  NAF   N  N     0  -0.143   3.5642  -0.5203  -0.8993
 XQK  O3    O  O     0  -0.321   2.2208  -0.4191  -1.0625
 XQK  H1    H  HCR5  0   0.300   4.9351   0.5344   0.2240
 XQK  H5    H  HCR5  0   0.298   2.7435   1.9947   1.0423
 XQK  H7    H  HNR5  0   0.435   0.4999   2.9682  -0.6374
 XQK  H151  H  HCH3  0   0.252  -3.6592   0.3525   0.5628
 XQK  H152  H  HCH3  0   0.250  -3.8701   1.7601  -0.4808
 XQK  H153  H  HCH3  0   0.253  -3.6629   0.1536  -1.1813
 XQK  H131  H  HCH3  0   0.254  -3.2781  -3.4260  -0.0559
 XQK  H132  H  HCH3  0   0.240  -1.6360  -3.8228  -0.6004
 XQK  H133  H  HCH3  0   0.240  -1.9460  -3.4802   1.1162

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
 XQK  C1   C5    aromatic  1.414  0.020  1.414
 XQK  C1   NAF   aromatic  1.300  0.020  1.300
 XQK  C4   C5    aromatic  1.356  0.020  1.356
 XQK  C4   C6    single    1.449  0.020  1.449
 XQK  C4   O3    aromatic  1.334  0.020  1.334
 XQK  C6   C10   aromatic  1.388  0.020  1.388
 XQK  C6   N7    aromatic  1.336  0.020  1.336
 XQK  C9   C10   aromatic  1.419  0.020  1.419
 XQK  C9   C15   single    1.488  0.020  1.488
 XQK  C9   N8    aromatic  1.319  0.020  1.319
 XQK  C10  C11   single    1.461  0.020  1.461
 XQK  C11  O14   double    1.208  0.020  1.208
 XQK  C11  O12   single    1.325  0.020  1.325
 XQK  C13  O12   single    1.428  0.020  1.428
 XQK  N8   N7    aromatic  1.327  0.020  1.327
 XQK  O3   NAF   aromatic  1.357  0.020  1.357
 XQK  C1   H1    single    0.930  0.020  1.080
 XQK  C5   H5    single    0.930  0.020  1.080
 XQK  N7   H7    single    0.860  0.020  1.020
 XQK  C15  H151  single    0.970  0.020  1.090
 XQK  C15  H152  single    0.970  0.020  1.090
 XQK  C15  H153  single    0.970  0.020  1.090
 XQK  C13  H131  single    0.970  0.020  1.090
 XQK  C13  H132  single    0.970  0.020  1.090
 XQK  C13  H133  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
 XQK  H1    C1   NAF   119.92  3.000
 XQK  H1    C1   C5    128.54  3.000
 XQK  NAF   C1   C5    111.54  3.000
 XQK  O3    C4   C6    118.67  3.000
 XQK  O3    C4   C5    109.72  3.000
 XQK  C6    C4   C5    131.56  3.000
 XQK  H5    C5   C4    128.45  3.000
 XQK  H5    C5   C1    128.59  3.000
 XQK  C4    C5   C1    102.95  3.000
 XQK  N7    C6   C10   105.85  3.000
 XQK  N7    C6   C4    120.66  3.000
 XQK  C10   C6   C4    133.49  3.000
 XQK  N8    C9   C15   120.16  3.000
 XQK  N8    C9   C10   110.09  3.000
 XQK  C15   C9   C10   129.75  3.000
 XQK  C11   C10  C9    130.11  3.000
 XQK  C11   C10  C6    125.09  3.000
 XQK  C9    C10  C6    104.65  3.000
 XQK  O12   C11  O14   123.77  3.000
 XQK  O12   C11  C10   112.07  3.000
 XQK  O14   C11  C10   124.16  3.000
 XQK  H133  C13  H132  109.33  3.000
 XQK  H133  C13  H131  109.39  3.000
 XQK  H132  C13  H131  109.37  3.000
 XQK  H133  C13  O12   111.44  3.000
 XQK  H132  C13  O12   111.44  3.000
 XQK  H131  C13  O12   105.79  3.000
 XQK  H153  C15  H152  108.27  3.000
 XQK  H153  C15  H151  107.36  3.000
 XQK  H152  C15  H151  108.26  3.000
 XQK  H153  C15  C9    111.56  3.000
 XQK  H152  C15  C9    109.80  3.000
 XQK  H151  C15  C9    111.46  3.000
 XQK  C13   O12  C11   117.52  3.000
 XQK  N7    N8   C9    106.06  3.000
 XQK  H7    N7   N8    119.80  3.000
 XQK  H7    N7   C6    126.79  3.000
 XQK  N8    N7   C6    113.35  3.000
 XQK  O3    NAF  C1    106.29  3.000
 XQK  NAF   O3   C4    109.50  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
 XQK  CONST_01  C6    C4   C5   C1    180.00   0.0  0
 XQK  CONST_02  O3    C4   C5   C1      0.00   0.0  0
 XQK  CONST_03  C4    O3   NAF  C1      0.00   0.0  0
 XQK  CONST_04  NAF   C1   C5   C4      0.00   0.0  0
 XQK  CONST_05  C9    C10  C6   C4    180.00   0.0  0
 XQK  CONST_06  N8    N7   C6   C4    180.00   0.0  0
 XQK  CONST_07  O3    NAF  C1   C5      0.00   0.0  0
 XQK  CONST_10  NAF   O3   C4   C5      0.00   0.0  0
 XQK  CONST_11  NAF   O3   C4   C6    180.00   0.0  0
 XQK  CONST_12  N8    C9   C10  C6      0.00   0.0  0
 XQK  CONST_13  C9    N8   N7   C6      0.00   0.0  0
 XQK  CONST_14  N7    C6   C10  C9      0.00   0.0  0
 XQK  CONST_16  N8    N7   C6   C10     0.00   0.0  0
 XQK  CONST_17  N7    N8   C9   C10     0.00   0.0  0
 XQK  CONST_19  C11   C10  C6   C4      0.00   0.0  0
 XQK  CONST_20  C15   C9   C10  C6    180.00   0.0  0
 XQK  CONST_21  N7    C6   C10  C11   180.00   0.0  0
 XQK  CONST_22  N8    C9   C10  C11   180.00   0.0  0
 XQK  CONST_23  N7    N8   C9   C15   180.00   0.0  0
 XQK  CONST_24  H1    C1   C5   C4    180.00   0.0  0
 XQK  CONST_25  H7    N7   C6   C4      0.00   0.0  0
 XQK  CONST_26  H5    C5   C4   C6      0.00   0.0  0
 XQK  Var_01    O14   C11  C10  C6      7.35  30.0  2
 XQK  Var_02    H151  C15  C9   C10    59.44  30.0  2
 XQK  Var_03    H131  C13  O12  C11  -179.92  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
 XQK  plan-1  C1   0.020
 XQK  plan-1  C4   0.020
 XQK  plan-1  C5   0.020
 XQK  plan-1  C6   0.020
 XQK  plan-1  NAF  0.020
 XQK  plan-1  O3   0.020
 XQK  plan-1  H1   0.020
 XQK  plan-1  H5   0.020
 XQK  plan-2  C4   0.020
 XQK  plan-2  C6   0.020
 XQK  plan-2  C9   0.020
 XQK  plan-2  C10  0.020
 XQK  plan-2  C11  0.020
 XQK  plan-2  C15  0.020
 XQK  plan-2  N8   0.020
 XQK  plan-2  N7   0.020
 XQK  plan-2  H7   0.020
 XQK  plan-3  C10  0.020
 XQK  plan-3  C11  0.020
 XQK  plan-3  O14  0.020
 XQK  plan-3  O12  0.020

