# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 23 04:11:26 2020
#   Inital geometry file: a 64 line input string
#   Ligand name: ethyl pyrazolo[1,5-a]pyridine-3-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1cnn2ccccc12
#
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
 1QP  1QP  'ethyl pyrazolo[1,5-a]pyridine-3-carboxylate'  ligand  24  14  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_1QP
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
 1QP  O1   O  O     0  -0.467   1.4661  -1.8417  -0.0160
 1QP  C1   C  C     0   0.526   1.4544  -0.6294  -0.0225
 1QP  O2   O  O2    0  -0.466   2.5517   0.1189  -0.0230
 1QP  C9   C  CH2   0  -0.177   3.8221  -0.5473  -0.0129
 1QP  C10  C  CH3   0  -0.689   4.8970   0.5120  -0.0129
 1QP  C2   C  CR5   0  -0.382   0.2501   0.1770  -0.0304
 1QP  C8   C  CR15  0  -0.003   0.1162   1.5733  -0.0380
 1QP  N2   N  N     0  -0.295  -1.1409   1.9624  -0.0421
 1QP  N1   N  N     0  -0.401  -1.8521   0.8238  -0.0369
 1QP  C3   C  CR56  0   0.610  -1.0669  -0.3006  -0.0297
 1QP  C7   C  CR16  0   0.041  -3.2080   0.7874  -0.0381
 1QP  C6   C  CR16  0  -0.384  -3.8309  -0.4196  -0.0323
 1QP  C5   C  CR16  0  -0.137  -3.0651  -1.6087  -0.0253
 1QP  C4   C  CR16  0  -0.407  -1.6998  -1.5578  -0.0239
 1QP  H1   H  HCH2  0   0.233   3.8994  -1.1808   0.8731
 1QP  H2   H  HCH2  0   0.234   3.9085  -1.1905  -0.8911
 1QP  H3   H  HCH3  0   0.239   5.8739   0.0294  -0.0054
 1QP  H4   H  HCH3  0   0.236   4.8421   1.1397  -0.9022
 1QP  H5   H  HCH3  0   0.236   4.8323   1.1491   0.8690
 1QP  H6   H  HCR5  0   0.282   0.9035   2.3116  -0.0406
 1QP  H7   H  HCR6  0   0.319  -3.7127   1.7415  -0.0435
 1QP  H8   H  HCR6  0   0.287  -4.9100  -0.4556  -0.0327
 1QP  H9   H  HCR6  0   0.283  -3.5694  -2.5652  -0.0206
 1QP  H10  H  HCR6  0   0.281  -1.0971  -2.4530  -0.0183

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
 1QP  N2   C8   aromatic  1.316  0.020  1.316
 1QP  N2   N1   aromatic  1.342  0.020  1.342
 1QP  C8   C2   aromatic  1.403  0.020  1.403
 1QP  C7   N1   aromatic  1.356  0.020  1.356
 1QP  C7   C6   aromatic  1.358  0.020  1.358
 1QP  N1   C3   aromatic  1.371  0.020  1.371
 1QP  C6   C5   aromatic  1.414  0.020  1.414
 1QP  C2   C3   aromatic  1.401  0.020  1.401
 1QP  C2   C1   single    1.449  0.020  1.449
 1QP  C3   C4   aromatic  1.408  0.020  1.408
 1QP  O1   C1   double    1.212  0.020  1.212
 1QP  C5   C4   aromatic  1.366  0.020  1.366
 1QP  C1   O2   single    1.328  0.020  1.328
 1QP  O2   C9   single    1.435  0.020  1.435
 1QP  C9   C10  single    1.509  0.020  1.509
 1QP  C9   H1   single    0.970  0.020  1.090
 1QP  C9   H2   single    0.970  0.020  1.090
 1QP  C10  H3   single    0.970  0.020  1.090
 1QP  C10  H4   single    0.970  0.020  1.090
 1QP  C10  H5   single    0.970  0.020  1.090
 1QP  C8   H6   single    0.930  0.020  1.080
 1QP  C7   H7   single    0.930  0.020  1.080
 1QP  C6   H8   single    0.930  0.020  1.080
 1QP  C5   H9   single    0.930  0.020  1.080
 1QP  C4   H10  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
 1QP  C2   C1   O2   111.91  3.000
 1QP  O2   C1   O1   123.74  3.000
 1QP  C2   C1   O1   124.36  3.000
 1QP  C9   O2   C1   118.04  3.000
 1QP  H2   C9   H1   107.77  3.000
 1QP  H2   C9   C10  110.93  3.000
 1QP  H1   C9   C10  110.90  3.000
 1QP  H2   C9   O2   109.75  3.000
 1QP  H1   C9   O2   109.74  3.000
 1QP  C10  C9   O2   107.75  3.000
 1QP  H5   C10  H4   108.70  3.000
 1QP  H5   C10  H3   107.85  3.000
 1QP  H4   C10  H3   107.81  3.000
 1QP  H5   C10  C9   111.60  3.000
 1QP  H4   C10  C9   111.61  3.000
 1QP  H3   C10  C9   109.13  3.000
 1QP  C3   C2   C8   104.45  3.000
 1QP  C3   C2   C1   126.27  3.000
 1QP  C8   C2   C1   129.28  3.000
 1QP  H6   C8   N2   119.64  3.000
 1QP  H6   C8   C2   127.68  3.000
 1QP  N2   C8   C2   112.68  3.000
 1QP  N1   N2   C8   104.79  3.000
 1QP  C7   N1   C3   123.39  3.000
 1QP  C3   N1   N2   113.08  3.000
 1QP  C7   N1   N2   123.53  3.000
 1QP  C4   C3   N1   118.35  3.000
 1QP  C4   C3   C2   136.65  3.000
 1QP  N1   C3   C2   105.00  3.000
 1QP  H7   C7   C6   124.83  3.000
 1QP  H7   C7   N1   116.34  3.000
 1QP  C6   C7   N1   118.83  3.000
 1QP  H8   C6   C5   120.88  3.000
 1QP  H8   C6   C7   119.20  3.000
 1QP  C5   C6   C7   119.92  3.000
 1QP  H9   C5   C4   119.93  3.000
 1QP  H9   C5   C6   119.42  3.000
 1QP  C4   C5   C6   120.65  3.000
 1QP  H10  C4   C5   121.82  3.000
 1QP  H10  C4   C3   119.33  3.000
 1QP  C5   C4   C3   118.85  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
 1QP  CONST_01  N1   N2   C8  C2     0.00   0.0  0
 1QP  CONST_02  N2   N1   C3  C2     0.00   0.0  0
 1QP  CONST_03  C7   N1   C3  C2   180.00   0.0  0
 1QP  CONST_04  C5   C4   C3  C2   180.00   0.0  0
 1QP  CONST_05  C7   N1   N2  C8   180.00   0.0  0
 1QP  CONST_06  C3   N1   N2  C8     0.00   0.0  0
 1QP  CONST_07  N1   C3   C2  C8     0.00   0.0  0
 1QP  CONST_08  C4   C3   C2  C8   180.00   0.0  0
 1QP  CONST_09  C3   C2   C8  N2     0.00   0.0  0
 1QP  CONST_10  C6   C7   N1  N2   180.00   0.0  0
 1QP  CONST_11  C4   C3   N1  N2   180.00   0.0  0
 1QP  CONST_12  C5   C6   C7  N1     0.00   0.0  0
 1QP  CONST_13  C5   C4   C3  N1     0.00   0.0  0
 1QP  CONST_14  C6   C7   N1  C3     0.00   0.0  0
 1QP  CONST_15  C6   C5   C4  C3     0.00   0.0  0
 1QP  CONST_16  C4   C3   N1  C7     0.00   0.0  0
 1QP  CONST_17  C4   C5   C6  C7     0.00   0.0  0
 1QP  CONST_18  N2   C8   C2  C1   180.00   0.0  0
 1QP  CONST_19  N1   C3   C2  C1   180.00   0.0  0
 1QP  CONST_20  C4   C3   C2  C1     0.00   0.0  0
 1QP  CONST_21  H10  C4   C3  C2     0.00   0.0  0
 1QP  CONST_22  H7   C7   N1  N2     0.00   0.0  0
 1QP  CONST_23  H6   C8   N2  N1   180.00   0.0  0
 1QP  CONST_24  H8   C6   C7  N1   180.00   0.0  0
 1QP  CONST_25  H9   C5   C4  C3   180.00   0.0  0
 1QP  Var_01    C8   C2   C1  O1   179.99  30.0  2
 1QP  Var_02    C2   C1   O2  C9   179.88  30.0  1
 1QP  Var_03    C10  C9   O2  C1  -179.89  30.0  3
 1QP  Var_04    H3   C10  C9  O2  -179.99  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
 1QP  plan-1  C1   0.020
 1QP  plan-1  C2   0.020
 1QP  plan-1  C8   0.020
 1QP  plan-1  N2   0.020
 1QP  plan-1  N1   0.020
 1QP  plan-1  C3   0.020
 1QP  plan-1  C7   0.020
 1QP  plan-1  C6   0.020
 1QP  plan-1  C5   0.020
 1QP  plan-1  C4   0.020
 1QP  plan-1  H6   0.020
 1QP  plan-1  H7   0.020
 1QP  plan-1  H8   0.020
 1QP  plan-1  H9   0.020
 1QP  plan-1  H10  0.020
 1QP  plan-2  O1   0.020
 1QP  plan-2  C1   0.020
 1QP  plan-2  O2   0.020
 1QP  plan-2  C2   0.020

