# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 20:23:46 2020
#   Inital geometry file: a 65 line input string
#   Ligand name: (R)-ethoxy(pyrazolo[1,5-a]pyridin-3-yl)methanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCO[C@@H](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
 1CJ  1CJ  (R)-ethoxy(pyrazolo[1,5-a]pyridin-3-yl)methanol  ligand  26  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_1CJ
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
 1CJ  O1   O  OH1   0  -0.656   1.3790  -1.7988   0.6604
 1CJ  C1   C  CH1   0   0.267   1.4506  -0.7218  -0.2300
 1CJ  O2   O  O2    0  -0.497   2.5423   0.1090   0.0011
 1CJ  C9   C  CH2   0  -0.155   3.8034  -0.4594  -0.3071
 1CJ  C10  C  CH3   0  -0.687   4.8542   0.6248  -0.2351
 1CJ  C2   C  CR5   0  -0.335   0.2310   0.1391  -0.1714
 1CJ  C8   C  CR15  0  -0.038   0.1422   1.5311  -0.1988
 1CJ  N2   N  N     0  -0.313  -1.1084   1.9701  -0.1550
 1CJ  N1   N  N     0  -0.393  -1.8505   0.8648  -0.1033
 1CJ  C3   C  CR56  0   0.564  -1.0947  -0.2879  -0.1104
 1CJ  C7   C  CR16  0   0.030  -3.2094   0.8615  -0.0519
 1CJ  C6   C  CR16  0  -0.389  -3.8642  -0.3257  -0.0107
 1CJ  C5   C  CR16  0  -0.151  -3.1331  -1.5410  -0.0181
 1CJ  C4   C  CR16  0  -0.408  -1.7705  -1.5277  -0.0642
 1CJ  H1   H  HOH1  0   0.448   1.1410  -1.4658   1.5346
 1CJ  H2   H  HCH1  0   0.207   1.5445  -1.1975  -1.2172
 1CJ  H3   H  HCH2  0   0.208   4.0471  -1.2680   0.3899
 1CJ  H4   H  HCH2  0   0.204   3.7817  -0.8981  -1.3132
 1CJ  H5   H  HCH3  0   0.228   4.6552   1.4193  -0.9547
 1CJ  H6   H  HCH3  0   0.230   4.9035   1.0666   0.7608
 1CJ  H7   H  HCH3  0   0.231   5.8338   0.2040  -0.4611
 1CJ  H8   H  HCR5  0   0.270   0.9529   2.2414  -0.2509
 1CJ  H9   H  HCR6  0   0.310  -3.6889   1.8288  -0.0503
 1CJ  H10  H  HCR6  0   0.280  -4.9433  -0.3300   0.0296
 1CJ  H11  H  HCR6  0   0.275  -3.6656  -2.4816   0.0159
 1CJ  H12  H  HCR6  0   0.273  -1.1958  -2.4424  -0.0654

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
 1CJ  N2   C8   aromatic  1.326  0.020  1.326
 1CJ  N2   N1   aromatic  1.332  0.020  1.332
 1CJ  C7   N1   aromatic  1.360  0.020  1.360
 1CJ  C7   C6   aromatic  1.356  0.020  1.356
 1CJ  C8   C2   aromatic  1.395  0.020  1.395
 1CJ  N1   C3   aromatic  1.378  0.020  1.378
 1CJ  C6   C5   aromatic  1.418  0.020  1.418
 1CJ  C2   C3   aromatic  1.394  0.020  1.394
 1CJ  C2   C1   single    1.494  0.020  1.494
 1CJ  C3   C4   aromatic  1.413  0.020  1.413
 1CJ  O1   C1   single    1.399  0.020  1.399
 1CJ  C5   C4   aromatic  1.363  0.020  1.363
 1CJ  C1   O2   single    1.391  0.020  1.391
 1CJ  O2   C9   single    1.417  0.020  1.417
 1CJ  C9   C10  single    1.512  0.020  1.512
 1CJ  O1   H1   single    0.850  0.020  0.980
 1CJ  C1   H2   single    0.970  0.020  1.090
 1CJ  C9   H3   single    0.970  0.020  1.090
 1CJ  C9   H4   single    0.970  0.020  1.090
 1CJ  C10  H5   single    0.970  0.020  1.090
 1CJ  C10  H6   single    0.970  0.020  1.090
 1CJ  C10  H7   single    0.970  0.020  1.090
 1CJ  C8   H8   single    0.930  0.020  1.080
 1CJ  C7   H9   single    0.930  0.020  1.080
 1CJ  C6   H10  single    0.930  0.020  1.080
 1CJ  C5   H11  single    0.930  0.020  1.080
 1CJ  C4   H12  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
 1CJ  H1   O1   C1   108.87  3.000
 1CJ  H2   C1   C2   110.73  3.000
 1CJ  H2   C1   O2   109.90  3.000
 1CJ  C2   C1   O2   106.86  3.000
 1CJ  H2   C1   O1   104.05  3.000
 1CJ  O2   C1   O1   113.21  3.000
 1CJ  C2   C1   O1   112.14  3.000
 1CJ  C9   O2   C1   115.00  3.000
 1CJ  H4   C9   H3   107.02  3.000
 1CJ  H4   C9   C10  110.12  3.000
 1CJ  H3   C9   C10  110.16  3.000
 1CJ  H4   C9   O2   110.00  3.000
 1CJ  H3   C9   O2   110.84  3.000
 1CJ  C10  C9   O2   108.70  3.000
 1CJ  H7   C10  H6   107.77  3.000
 1CJ  H7   C10  H5   107.97  3.000
 1CJ  H6   C10  H5   108.41  3.000
 1CJ  H7   C10  C9   109.76  3.000
 1CJ  H6   C10  C9   111.43  3.000
 1CJ  H5   C10  C9   111.37  3.000
 1CJ  C3   C2   C8   104.24  3.000
 1CJ  C3   C2   C1   126.98  3.000
 1CJ  C8   C2   C1   128.76  3.000
 1CJ  H8   C8   N2   119.48  3.000
 1CJ  H8   C8   C2   127.58  3.000
 1CJ  N2   C8   C2   112.93  3.000
 1CJ  N1   N2   C8   104.59  3.000
 1CJ  C7   N1   C3   123.10  3.000
 1CJ  C3   N1   N2   112.84  3.000
 1CJ  C7   N1   N2   124.05  3.000
 1CJ  C4   C3   N1   118.12  3.000
 1CJ  C4   C3   C2   136.48  3.000
 1CJ  N1   C3   C2   105.40  3.000
 1CJ  H9   C7   C6   124.73  3.000
 1CJ  H9   C7   N1   116.21  3.000
 1CJ  C6   C7   N1   119.05  3.000
 1CJ  H10  C6   C5   120.79  3.000
 1CJ  H10  C6   C7   119.15  3.000
 1CJ  C5   C6   C7   120.07  3.000
 1CJ  H11  C5   C4   120.11  3.000
 1CJ  H11  C5   C6   119.43  3.000
 1CJ  C4   C5   C6   120.46  3.000
 1CJ  H12  C4   C5   121.56  3.000
 1CJ  H12  C4   C3   119.24  3.000
 1CJ  C5   C4   C3   119.20  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
 1CJ  CONST_01  N1   N2   C8  C2    0.00   0.0  0
 1CJ  CONST_02  N2   N1   C3  C2    0.00   0.0  0
 1CJ  CONST_03  C7   N1   C3  C2  180.00   0.0  0
 1CJ  CONST_04  C5   C4   C3  C2  180.00   0.0  0
 1CJ  CONST_05  C7   N1   N2  C8  180.00   0.0  0
 1CJ  CONST_06  C3   N1   N2  C8    0.00   0.0  0
 1CJ  CONST_07  N1   C3   C2  C8    0.00   0.0  0
 1CJ  CONST_08  C4   C3   C2  C8  180.00   0.0  0
 1CJ  CONST_09  C3   C2   C8  N2    0.00   0.0  0
 1CJ  CONST_10  C6   C7   N1  N2  180.00   0.0  0
 1CJ  CONST_11  C4   C3   N1  N2  180.00   0.0  0
 1CJ  CONST_12  C5   C6   C7  N1    0.00   0.0  0
 1CJ  CONST_13  C5   C4   C3  N1    0.00   0.0  0
 1CJ  CONST_14  C6   C7   N1  C3    0.00   0.0  0
 1CJ  CONST_15  C6   C5   C4  C3    0.00   0.0  0
 1CJ  CONST_16  C4   C3   N1  C7    0.00   0.0  0
 1CJ  CONST_17  C4   C5   C6  C7    0.00   0.0  0
 1CJ  CONST_18  N2   C8   C2  C1  180.00   0.0  0
 1CJ  CONST_19  N1   C3   C2  C1  180.00   0.0  0
 1CJ  CONST_20  C4   C3   C2  C1    0.00   0.0  0
 1CJ  CONST_21  H12  C4   C3  C2    0.00   0.0  0
 1CJ  CONST_22  H9   C7   N1  N2    0.00   0.0  0
 1CJ  CONST_23  H8   C8   N2  N1  180.00   0.0  0
 1CJ  CONST_24  H10  C6   C7  N1  180.00   0.0  0
 1CJ  CONST_25  H11  C5   C4  C3  180.00   0.0  0
 1CJ  Var_01    C10  C9   O2  C1  170.33  30.0  3
 1CJ  Var_02    H5   C10  C9  O2  -60.97  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 1CJ  chir_01  C1  C2  O1  O2  positiv

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
 1CJ  plan-1  C1   0.020
 1CJ  plan-1  C2   0.020
 1CJ  plan-1  C8   0.020
 1CJ  plan-1  N2   0.020
 1CJ  plan-1  N1   0.020
 1CJ  plan-1  C3   0.020
 1CJ  plan-1  C7   0.020
 1CJ  plan-1  C6   0.020
 1CJ  plan-1  C5   0.020
 1CJ  plan-1  C4   0.020
 1CJ  plan-1  H8   0.020
 1CJ  plan-1  H9   0.020
 1CJ  plan-1  H10  0.020
 1CJ  plan-1  H11  0.020
 1CJ  plan-1  H12  0.020

