# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 10:18:40 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: N-{4-[5-ethyl-3-(pyridin-3-yl)-1H-pyrazol-1-yl]phenyl}pyridine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1cc(nn1c2ccc(NC(=O)c3cccnc3)cc2)c4cccnc4
#
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
 MZL  MZL  N-{4-[5-ethyl-3-(pyridin-3-yl)-1H-pyrazol-1-yl]phenyl}pyridine-3-carboxamide  ligand  47  28  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MZL
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
 MZL  N1    N  NR5   0  -0.438   2.0738   0.7298   0.2546
 MZL  C2    C  CR6   0   0.299   0.6786   0.5073   0.2297
 MZL  C3    C  CR5   0   0.436   2.7435   1.8626   0.5948
 MZL  N4    N  N     0  -0.314   2.8915  -0.2849  -0.0285
 MZL  C5    C  CR16  0  -0.272  -0.1623   1.3344  -0.4986
 MZL  C6    C  CR16  0  -0.260   0.1462  -0.5662   0.9329
 MZL  C7    C  CR15  0  -0.592   4.0783   1.5450   0.5055
 MZL  C8    C  CH2   0  -0.539   2.1045   3.1479   1.0002
 MZL  C9    C  CR5   0   0.305   4.1152   0.1923   0.1140
 MZL  C10   C  CR16  0  -0.306  -1.5310   1.1130  -0.5198
 MZL  C11   C  CR16  0  -0.347  -1.2140  -0.8021   0.9000
 MZL  C12   C  CH3   0  -0.661   2.1664   4.2146  -0.0918
 MZL  C13   C  CR6   0  -0.042   5.2786  -0.6606  -0.1253
 MZL  C14   C  CR6   0   0.389  -2.0699   0.0334   0.1786
 MZL  C15   C  CR16  0  -0.178   5.1451  -2.0048  -0.4708
 MZL  C16   C  CR16  0  -0.114   6.5752  -0.1595  -0.0157
 MZL  N17   N  NH1   0  -0.759  -3.4353  -0.2620   0.2279
 MZL  C18   C  CR16  0  -0.311   6.2813  -2.7645  -0.6820
 MZL  N19   N  N     0  -0.399   7.6687  -0.8815  -0.2163
 MZL  C20   C  C     0   0.530  -4.3990   0.1067  -0.6539
 MZL  C21   C  CR16  0  -0.074   7.5226  -2.1600  -0.5428
 MZL  C22   C  CR6   0  -0.144  -5.7713  -0.3769  -0.3262
 MZL  O23   O  O     0  -0.452  -4.1912   0.7697  -1.6535
 MZL  C24   C  CR16  0  -0.146  -6.6740  -0.5875  -1.3642
 MZL  C25   C  CR16  0  -0.076  -6.2185  -0.5795   0.9769
 MZL  C26   C  CR16  0  -0.317  -7.9515  -1.0198  -1.0605
 MZL  N27   N  N     0  -0.397  -7.4461  -0.9817   1.2747
 MZL  C28   C  CR16  0  -0.052  -8.2880  -1.2053   0.2734
 MZL  H5    H  HCR6  0   0.283   0.2406   2.1573  -1.0741
 MZL  H6    H  HCR6  0   0.278   0.7925  -1.2189   1.5039
 MZL  H7    H  HCR5  0   0.268   4.9030   2.2078   0.7123
 MZL  H8    H  HCH2  0   0.261   1.0695   2.9801   1.3022
 MZL  H8A   H  HCH2  0   0.269   2.6240   3.5136   1.8876
 MZL  H10   H  HCR6  0   0.285  -2.1564   1.7819  -1.0873
 MZL  H11   H  HCR6  0   0.281  -1.6186  -1.6457   1.4461
 MZL  H12   H  HCH3  0   0.236   3.1980   4.4439  -0.3576
 MZL  H12A  H  HCH3  0   0.232   1.6543   3.8944  -0.9993
 MZL  H12B  H  HCH3  0   0.241   1.6946   5.1357   0.2492
 MZL  H15   H  HCR6  0   0.267   4.1634  -2.4482  -0.5735
 MZL  H16   H  HCR6  0   0.256   6.7375   0.8807   0.2467
 MZL  HN17  H  HNH1  0   0.425  -3.6932  -0.9396   0.9298
 MZL  H18   H  HCR6  0   0.273   6.2101  -3.8099  -0.9492
 MZL  H21   H  HCR6  0   0.266   8.4315  -2.7294  -0.7013
 MZL  H24   H  HCR6  0   0.282  -6.3763  -0.4266  -2.3917
 MZL  H25   H  HCR6  0   0.272  -5.5694  -0.3839   1.8244
 MZL  H26   H  HCR6  0   0.281  -8.6777  -1.2087  -1.8384
 MZL  H28   H  HCR6  0   0.276  -9.2817  -1.5436   0.5433

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
 MZL  N1   C2    single    1.413  0.020  1.413
 MZL  N1   C3    aromatic  1.359  0.020  1.359
 MZL  N1   N4    aromatic  1.334  0.020  1.334
 MZL  C2   C5    aromatic  1.386  0.020  1.386
 MZL  C2   C6    aromatic  1.389  0.020  1.389
 MZL  C3   C7    aromatic  1.375  0.020  1.375
 MZL  C3   C8    single    1.492  0.020  1.492
 MZL  N4   C9    aromatic  1.321  0.020  1.321
 MZL  C5   C10   aromatic  1.387  0.020  1.387
 MZL  C6   C11   aromatic  1.381  0.020  1.381
 MZL  C7   C9    aromatic  1.409  0.020  1.409
 MZL  C8   C12   single    1.528  0.020  1.528
 MZL  C9   C13   single    1.462  0.020  1.462
 MZL  C10  C14   aromatic  1.394  0.020  1.394
 MZL  C11  C14   aromatic  1.397  0.020  1.397
 MZL  C13  C15   aromatic  1.394  0.020  1.394
 MZL  C13  C16   aromatic  1.394  0.020  1.394
 MZL  C14  N17   single    1.398  0.020  1.398
 MZL  C15  C18   aromatic  1.383  0.020  1.383
 MZL  C16  N19   aromatic  1.326  0.020  1.326
 MZL  N17  C20   single    1.357  0.020  1.357
 MZL  C18  C21   aromatic  1.388  0.020  1.388
 MZL  N19  C21   aromatic  1.328  0.020  1.328
 MZL  C20  C22   single    1.491  0.020  1.491
 MZL  C20  O23   double    1.217  0.020  1.217
 MZL  C22  C24   aromatic  1.392  0.020  1.392
 MZL  C22  C25   aromatic  1.392  0.020  1.392
 MZL  C24  C26   aromatic  1.382  0.020  1.382
 MZL  C25  N27   aromatic  1.326  0.020  1.326
 MZL  C26  C28   aromatic  1.388  0.020  1.388
 MZL  N27  C28   aromatic  1.327  0.020  1.327
 MZL  C5   H5    single    0.930  0.020  1.080
 MZL  C6   H6    single    0.930  0.020  1.080
 MZL  C7   H7    single    0.930  0.020  1.080
 MZL  C8   H8    single    0.970  0.020  1.090
 MZL  C8   H8A   single    0.970  0.020  1.090
 MZL  C10  H10   single    0.930  0.020  1.080
 MZL  C11  H11   single    0.930  0.020  1.080
 MZL  C12  H12   single    0.970  0.020  1.090
 MZL  C12  H12A  single    0.970  0.020  1.090
 MZL  C12  H12B  single    0.970  0.020  1.090
 MZL  C15  H15   single    0.930  0.020  1.080
 MZL  C16  H16   single    0.930  0.020  1.080
 MZL  N17  HN17  single    0.860  0.020  1.020
 MZL  C18  H18   single    0.930  0.020  1.080
 MZL  C21  H21   single    0.930  0.020  1.080
 MZL  C24  H24   single    0.930  0.020  1.080
 MZL  C25  H25   single    0.930  0.020  1.080
 MZL  C26  H26   single    0.930  0.020  1.080
 MZL  C28  H28   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
 MZL  N4    N1   C3    112.65  3.000
 MZL  N4    N1   C2    118.81  3.000
 MZL  C3    N1   C2    128.47  3.000
 MZL  C6    C2   C5    119.63  3.000
 MZL  C6    C2   N1    119.41  3.000
 MZL  C5    C2   N1    120.95  3.000
 MZL  C8    C3   C7    129.25  3.000
 MZL  C8    C3   N1    125.10  3.000
 MZL  C7    C3   N1    105.64  3.000
 MZL  C9    N4   N1    105.68  3.000
 MZL  H5    C5   C10   118.74  3.000
 MZL  H5    C5   C2    120.49  3.000
 MZL  C10   C5   C2    120.77  3.000
 MZL  H6    C6   C11   119.88  3.000
 MZL  H6    C6   C2    120.29  3.000
 MZL  C11   C6   C2    119.83  3.000
 MZL  H7    C7   C9    128.58  3.000
 MZL  H7    C7   C3    126.03  3.000
 MZL  C9    C7   C3    105.38  3.000
 MZL  H8A   C8   H8    106.14  3.000
 MZL  H8A   C8   C12   109.14  3.000
 MZL  H8    C8   C12   110.10  3.000
 MZL  H8A   C8   C3    107.81  3.000
 MZL  H8    C8   C3    110.44  3.000
 MZL  C12   C8   C3    112.95  3.000
 MZL  C13   C9   C7    128.79  3.000
 MZL  C13   C9   N4    120.57  3.000
 MZL  C7    C9   N4    110.64  3.000
 MZL  H10   C10  C14   121.35  3.000
 MZL  H10   C10  C5    118.81  3.000
 MZL  C14   C10  C5    119.84  3.000
 MZL  H11   C11  C14   119.81  3.000
 MZL  H11   C11  C6    119.27  3.000
 MZL  C14   C11  C6    120.91  3.000
 MZL  H12B  C12  H12A  107.79  3.000
 MZL  H12B  C12  H12   107.96  3.000
 MZL  H12A  C12  H12   107.67  3.000
 MZL  H12B  C12  C8    110.42  3.000
 MZL  H12A  C12  C8    111.77  3.000
 MZL  H12   C12  C8    111.07  3.000
 MZL  C16   C13  C15   117.06  3.000
 MZL  C16   C13  C9    121.15  3.000
 MZL  C15   C13  C9    121.78  3.000
 MZL  N17   C14  C11   117.00  3.000
 MZL  N17   C14  C10   123.98  3.000
 MZL  C11   C14  C10   119.01  3.000
 MZL  H15   C15  C18   120.38  3.000
 MZL  H15   C15  C13   120.36  3.000
 MZL  C18   C15  C13   119.26  3.000
 MZL  H16   C16  N19   115.81  3.000
 MZL  H16   C16  C13   120.18  3.000
 MZL  N19   C16  C13   124.02  3.000
 MZL  HN17  N17  C20   116.93  3.000
 MZL  HN17  N17  C14   114.58  3.000
 MZL  C20   N17  C14   127.82  3.000
 MZL  H18   C18  C21   120.32  3.000
 MZL  H18   C18  C15   120.98  3.000
 MZL  C21   C18  C15   118.70  3.000
 MZL  C21   N19  C16   118.10  3.000
 MZL  O23   C20  C22   120.94  3.000
 MZL  O23   C20  N17   124.07  3.000
 MZL  C22   C20  N17   114.99  3.000
 MZL  H21   C21  N19   116.72  3.000
 MZL  H21   C21  C18   120.42  3.000
 MZL  N19   C21  C18   122.86  3.000
 MZL  C25   C22  C24   117.88  3.000
 MZL  C25   C22  C20   123.25  3.000
 MZL  C24   C22  C20   118.82  3.000
 MZL  H24   C24  C26   120.63  3.000
 MZL  H24   C24  C22   120.49  3.000
 MZL  C26   C24  C22   118.88  3.000
 MZL  H25   C25  N27   115.66  3.000
 MZL  H25   C25  C22   120.83  3.000
 MZL  N27   C25  C22   123.49  3.000
 MZL  H26   C26  C28   120.35  3.000
 MZL  H26   C26  C24   121.16  3.000
 MZL  C28   C26  C24   118.48  3.000
 MZL  C28   N27  C25   117.97  3.000
 MZL  H28   C28  N27   116.51  3.000
 MZL  H28   C28  C26   120.22  3.000
 MZL  N27   C28  C26   123.28  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
 MZL  CONST_01  C10   C5   C2   N1    180.00   0.0  0
 MZL  CONST_02  C11   C6   C2   N1    180.00   0.0  0
 MZL  CONST_03  C9    C7   C3   N1      0.00   0.0  0
 MZL  CONST_04  C7    C9   N4   N1      0.00   0.0  0
 MZL  CONST_05  C13   C9   N4   N1    180.00   0.0  0
 MZL  CONST_06  C7    C3   N1   C2    180.00   0.0  0
 MZL  CONST_07  C9    N4   N1   C2    180.00   0.0  0
 MZL  CONST_08  C14   C10  C5   C2      0.00   0.0  0
 MZL  CONST_09  C14   C11  C6   C2      0.00   0.0  0
 MZL  CONST_12  C9    N4   N1   C3      0.00   0.0  0
 MZL  CONST_13  N4    C9   C7   C3      0.00   0.0  0
 MZL  CONST_14  C13   C9   C7   C3    180.00   0.0  0
 MZL  CONST_17  C7    C3   N1   N4      0.00   0.0  0
 MZL  CONST_18  C15   C13  C9   N4      0.00   0.0  0
 MZL  CONST_19  C16   C13  C9   N4    180.00   0.0  0
 MZL  CONST_20  C11   C6   C2   C5      0.00   0.0  0
 MZL  CONST_21  C11   C14  C10  C5      0.00   0.0  0
 MZL  CONST_22  C10   C5   C2   C6      0.00   0.0  0
 MZL  CONST_23  C10   C14  C11  C6      0.00   0.0  0
 MZL  CONST_24  C15   C13  C9   C7    180.00   0.0  0
 MZL  CONST_25  C16   C13  C9   C7      0.00   0.0  0
 MZL  CONST_26  C18   C15  C13  C9    180.00   0.0  0
 MZL  CONST_27  N19   C16  C13  C9    180.00   0.0  0
 MZL  CONST_28  C21   C18  C15  C13     0.00   0.0  0
 MZL  CONST_29  C21   N19  C16  C13     0.00   0.0  0
 MZL  CONST_30  N19   C16  C13  C15     0.00   0.0  0
 MZL  CONST_31  N19   C21  C18  C15     0.00   0.0  0
 MZL  CONST_32  C18   C15  C13  C16     0.00   0.0  0
 MZL  CONST_33  C18   C21  N19  C16     0.00   0.0  0
 MZL  CONST_34  C28   C26  C24  C22     0.00   0.0  0
 MZL  CONST_35  C28   N27  C25  C22     0.00   0.0  0
 MZL  CONST_36  N27   C25  C22  C24     0.00   0.0  0
 MZL  CONST_37  N27   C28  C26  C24     0.00   0.0  0
 MZL  CONST_38  C26   C24  C22  C25     0.00   0.0  0
 MZL  CONST_39  C26   C28  N27  C25     0.00   0.0  0
 MZL  CONST_40  C8    C3   N1   C2      0.00   0.0  0
 MZL  CONST_41  C8    C3   N1   N4    180.00   0.0  0
 MZL  CONST_42  N17   C14  C10  C5    180.00   0.0  0
 MZL  CONST_43  N17   C14  C11  C6    180.00   0.0  0
 MZL  CONST_44  C9    C7   C3   C8    180.00   0.0  0
 MZL  CONST_45  C26   C24  C22  C20   180.00   0.0  0
 MZL  CONST_46  N27   C25  C22  C20   180.00   0.0  0
 MZL  CONST_47  H5    C5   C2   N1      0.00   0.0  0
 MZL  CONST_48  H6    C6   C2   N1      0.00   0.0  0
 MZL  CONST_49  H7    C7   C3   N1    180.00   0.0  0
 MZL  CONST_50  H10   C10  C5   C2    180.00   0.0  0
 MZL  CONST_51  H11   C11  C6   C2    180.00   0.0  0
 MZL  CONST_52  H15   C15  C13  C9      0.00   0.0  0
 MZL  CONST_53  H16   C16  C13  C9      0.00   0.0  0
 MZL  CONST_54  H18   C18  C15  C13   180.00   0.0  0
 MZL  CONST_55  H21   C21  C18  C15   180.00   0.0  0
 MZL  CONST_56  H26   C26  C24  C22   180.00   0.0  0
 MZL  CONST_57  H25   C25  C22  C24   180.00   0.0  0
 MZL  CONST_58  H28   C28  C26  C24   180.00   0.0  0
 MZL  CONST_59  H24   C24  C22  C25   180.00   0.0  0
 MZL  CONST_60  C22   C20  N17  C14   180.00   0.0  0
 MZL  CONST_63  HN17  N17  C14  C10   180.00   0.0  0
 MZL  CONST_64  O23   C20  N17  C14     0.00   0.0  0
 MZL  Var_01    C12   C8   C3   N1   -105.30  30.0  2
 MZL  Var_02    C24   C22  C20  N17  -151.88  30.0  2
 MZL  Var_03    H12   C12  C8   C3    -59.90  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
 MZL  plan-1  N1    0.020
 MZL  plan-1  C2    0.020
 MZL  plan-1  C3    0.020
 MZL  plan-1  N4    0.020
 MZL  plan-1  C7    0.020
 MZL  plan-1  C8    0.020
 MZL  plan-1  C9    0.020
 MZL  plan-1  C13   0.020
 MZL  plan-1  H7    0.020
 MZL  plan-2  N1    0.020
 MZL  plan-2  C2    0.020
 MZL  plan-2  C5    0.020
 MZL  plan-2  C6    0.020
 MZL  plan-2  C10   0.020
 MZL  plan-2  C11   0.020
 MZL  plan-2  C14   0.020
 MZL  plan-2  N17   0.020
 MZL  plan-2  H5    0.020
 MZL  plan-2  H6    0.020
 MZL  plan-2  H10   0.020
 MZL  plan-2  H11   0.020
 MZL  plan-3  C9    0.020
 MZL  plan-3  C13   0.020
 MZL  plan-3  C15   0.020
 MZL  plan-3  C16   0.020
 MZL  plan-3  C18   0.020
 MZL  plan-3  N19   0.020
 MZL  plan-3  C21   0.020
 MZL  plan-3  H15   0.020
 MZL  plan-3  H16   0.020
 MZL  plan-3  H18   0.020
 MZL  plan-3  H21   0.020
 MZL  plan-4  C20   0.020
 MZL  plan-4  C22   0.020
 MZL  plan-4  C24   0.020
 MZL  plan-4  C25   0.020
 MZL  plan-4  C26   0.020
 MZL  plan-4  N27   0.020
 MZL  plan-4  C28   0.020
 MZL  plan-4  H24   0.020
 MZL  plan-4  H25   0.020
 MZL  plan-4  H26   0.020
 MZL  plan-4  H28   0.020
 MZL  plan-5  C14   0.020
 MZL  plan-5  N17   0.020
 MZL  plan-5  C20   0.020
 MZL  plan-5  C22   0.020
 MZL  plan-5  O23   0.020
 MZL  plan-5  HN17  0.020

