# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 01:13:45 2020
#   Inital geometry file: a 73 line input string
#   Ligand name: pyridin-3-ylmethyl 5-methyl-1H-pyrazole-3-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1[nH]nc(c1)C(=O)OCc2cccnc2
#
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
 PZX  PZX  'pyridin-3-ylmethyl 5-methyl-1H-pyrazole-3-carboxylate'  ligand  27  16  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_PZX
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
 PZX  C7   C  CH3   0  -0.732   5.5701   0.7352   0.1671
 PZX  C16  C  CR5   0   0.392   4.1152   0.4423   0.1012
 PZX  C6   C  CR15  0  -0.513   3.4200  -0.7433   0.0628
 PZX  N8   N  NR15  0  -0.455   3.1723   1.4101   0.0522
 PZX  N12  N  N     0  -0.264   1.9372   0.9576  -0.0137
 PZX  C9   C  CR5   0   0.117   2.0685  -0.3602  -0.0093
 PZX  C10  C  C     0   0.581   0.9172  -1.2683  -0.0707
 PZX  O14  O  O     0  -0.450   1.0271  -2.4710  -0.0781
 PZX  O13  O  O2    0  -0.453  -0.2397  -0.6252  -0.1168
 PZX  C5   C  CH2   0  -0.250  -1.4339  -1.4192  -0.1586
 PZX  C11  C  CR6   0  -0.018  -2.5899  -0.4750  -0.0678
 PZX  C3   C  CR16  0  -0.167  -2.8973   0.1787   1.1209
 PZX  C2   C  CR16  0  -0.320  -3.9746   1.0467   1.1511
 PZX  C1   C  CR16  0  -0.062  -4.7105   1.2277  -0.0125
 PZX  N15  N  N     0  -0.401  -4.4307   0.6113  -1.1535
 PZX  C4   C  CR16  0  -0.091  -3.3920  -0.2156  -1.1716
 PZX  H1   H  HCH3  0   0.263   5.9362   1.1440  -0.7755
 PZX  H2   H  HCH3  0   0.261   5.7979   1.4572   0.9515
 PZX  H3   H  HCH3  0   0.263   6.1255  -0.1761   0.3750
 PZX  H4   H  HCR5  0   0.272   3.8276  -1.7401   0.0850
 PZX  H5   H  HNR5  0   0.426   3.3334   2.4064   0.0614
 PZX  H6   H  HCH2  0   0.260  -1.4702  -1.9949  -1.0860
 PZX  H7   H  HCH2  0   0.260  -1.4430  -2.1223   0.6765
 PZX  H8   H  HCR6  0   0.275  -2.3056   0.0067   2.0119
 PZX  H9   H  HCR6  0   0.275  -4.2458   1.5734   2.0556
 PZX  H10  H  HCR6  0   0.268  -5.5629   1.8976  -0.0189
 PZX  H11  H  HCR6  0   0.264  -3.1830  -0.7077  -2.1166

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
 PZX  O14  C10  double    1.208  0.020  1.208
 PZX  N12  N8   aromatic  1.317  0.020  1.317
 PZX  N12  C9   aromatic  1.324  0.020  1.324
 PZX  N8   C16  aromatic  1.352  0.020  1.352
 PZX  C10  C9   single    1.468  0.020  1.468
 PZX  C10  O13  single    1.324  0.020  1.324
 PZX  C9   C6   aromatic  1.407  0.020  1.407
 PZX  C16  C6   aromatic  1.375  0.020  1.375
 PZX  C16  C7   single    1.486  0.020  1.486
 PZX  O13  C5   single    1.435  0.020  1.435
 PZX  C5   C11  single    1.495  0.020  1.495
 PZX  C11  C4   aromatic  1.389  0.020  1.389
 PZX  C11  C3   aromatic  1.391  0.020  1.391
 PZX  C4   N15  aromatic  1.328  0.020  1.328
 PZX  C3   C2   aromatic  1.384  0.020  1.384
 PZX  N15  C1   aromatic  1.327  0.020  1.327
 PZX  C2   C1   aromatic  1.389  0.020  1.389
 PZX  C7   H1   single    0.970  0.020  1.090
 PZX  C7   H2   single    0.970  0.020  1.090
 PZX  C7   H3   single    0.970  0.020  1.090
 PZX  C6   H4   single    0.930  0.020  1.080
 PZX  N8   H5   single    0.860  0.020  1.020
 PZX  C5   H6   single    0.970  0.020  1.090
 PZX  C5   H7   single    0.970  0.020  1.090
 PZX  C3   H8   single    0.930  0.020  1.080
 PZX  C2   H9   single    0.930  0.020  1.080
 PZX  C1   H10  single    0.930  0.020  1.080
 PZX  C4   H11  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
 PZX  H3   C7   H2   108.10  3.000
 PZX  H3   C7   H1   107.94  3.000
 PZX  H2   C7   H1   107.67  3.000
 PZX  H3   C7   C16  110.09  3.000
 PZX  H2   C7   C16  111.54  3.000
 PZX  H1   C7   C16  111.37  3.000
 PZX  N8   C16  C6   105.29  3.000
 PZX  C6   C16  C7   131.79  3.000
 PZX  N8   C16  C7   122.92  3.000
 PZX  H4   C6   C9   128.08  3.000
 PZX  H4   C6   C16  127.30  3.000
 PZX  C9   C6   C16  104.62  3.000
 PZX  H5   N8   N12  119.30  3.000
 PZX  H5   N8   C16  126.51  3.000
 PZX  N12  N8   C16  114.19  3.000
 PZX  C9   N12  N8   104.41  3.000
 PZX  C10  C9   N12  122.54  3.000
 PZX  C10  C9   C6   125.97  3.000
 PZX  N12  C9   C6   111.50  3.000
 PZX  O13  C10  O14  124.25  3.000
 PZX  O13  C10  C9   112.72  3.000
 PZX  O14  C10  C9   123.03  3.000
 PZX  C5   O13  C10  117.34  3.000
 PZX  H7   C5   H6   108.05  3.000
 PZX  H7   C5   C11  110.71  3.000
 PZX  H6   C5   C11  111.02  3.000
 PZX  H7   C5   O13  109.94  3.000
 PZX  H6   C5   O13  110.13  3.000
 PZX  C11  C5   O13  107.00  3.000
 PZX  C4   C11  C3   117.63  3.000
 PZX  C3   C11  C5   121.30  3.000
 PZX  C4   C11  C5   121.07  3.000
 PZX  H8   C3   C2   120.46  3.000
 PZX  H8   C3   C11  120.50  3.000
 PZX  C2   C3   C11  119.05  3.000
 PZX  H9   C2   C1   120.30  3.000
 PZX  H9   C2   C3   121.27  3.000
 PZX  C1   C2   C3   118.43  3.000
 PZX  H10  C1   N15  116.60  3.000
 PZX  H10  C1   C2   120.14  3.000
 PZX  N15  C1   C2   123.26  3.000
 PZX  C4   N15  C1   117.77  3.000
 PZX  H11  C4   N15  116.40  3.000
 PZX  H11  C4   C11  119.73  3.000
 PZX  N15  C4   C11  123.87  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
 PZX  CONST_01  C9   N12  N8   C16    0.00   0.0  0
 PZX  CONST_02  N12  C9   C6   C16    0.00   0.0  0
 PZX  CONST_03  N8   N12  C9   C6     0.00   0.0  0
 PZX  CONST_04  N12  N8   C16  C6     0.00   0.0  0
 PZX  CONST_05  C9   C6   C16  N8     0.00   0.0  0
 PZX  CONST_06  C1   N15  C4   C11    0.00   0.0  0
 PZX  CONST_07  C1   C2   C3   C11    0.00   0.0  0
 PZX  CONST_08  N15  C4   C11  C3     0.00   0.0  0
 PZX  CONST_09  N15  C1   C2   C3     0.00   0.0  0
 PZX  CONST_10  C4   C11  C3   C2     0.00   0.0  0
 PZX  CONST_11  C4   N15  C1   C2     0.00   0.0  0
 PZX  CONST_12  N12  N8   C16  C7   180.00   0.0  0
 PZX  CONST_13  C9   C6   C16  C7   180.00   0.0  0
 PZX  CONST_14  C10  C9   C6   C16  180.00   0.0  0
 PZX  CONST_15  C10  C9   N12  N8   180.00   0.0  0
 PZX  CONST_16  N15  C4   C11  C5   180.00   0.0  0
 PZX  CONST_17  C2   C3   C11  C5   180.00   0.0  0
 PZX  CONST_18  H5   N8   C16  C6   180.00   0.0  0
 PZX  CONST_19  H4   C6   C16  N8   180.00   0.0  0
 PZX  CONST_20  H9   C2   C3   C11  180.00   0.0  0
 PZX  CONST_21  H11  C4   C11  C3   180.00   0.0  0
 PZX  CONST_22  H10  C1   C2   C3   180.00   0.0  0
 PZX  CONST_23  H8   C3   C2   C1   180.00   0.0  0
 PZX  Var_01    O14  C10  C9   C6    -0.74  30.0  1
 PZX  Var_02    C4   C11  C5   O13  107.74  30.0  2
 PZX  Var_03    H1   C7   C16  C6   108.99  30.0  2
 PZX  Var_04    C11  C5   O13  C10  174.46  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
 PZX  plan-1  C7   0.020
 PZX  plan-1  C16  0.020
 PZX  plan-1  C6   0.020
 PZX  plan-1  N8   0.020
 PZX  plan-1  N12  0.020
 PZX  plan-1  C9   0.020
 PZX  plan-1  C10  0.020
 PZX  plan-1  H4   0.020
 PZX  plan-1  H5   0.020
 PZX  plan-2  C5   0.020
 PZX  plan-2  C11  0.020
 PZX  plan-2  C3   0.020
 PZX  plan-2  C2   0.020
 PZX  plan-2  C1   0.020
 PZX  plan-2  N15  0.020
 PZX  plan-2  C4   0.020
 PZX  plan-2  H8   0.020
 PZX  plan-2  H9   0.020
 PZX  plan-2  H10  0.020
 PZX  plan-2  H11  0.020
 PZX  plan-3  C9   0.020
 PZX  plan-3  C10  0.020
 PZX  plan-3  O14  0.020
 PZX  plan-3  O13  0.020

