# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 15:18:08 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: ethyl 1-(4-methoxyphenyl)-3,5-dimethyl-1H-pyrazole-4-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1c(C)nn(c1C)c2ccc(OC)cc2
#
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
 4DE  4DE  'ethyl 1-(4-methoxyphenyl)-3,5-dimethyl-1H-pyrazole-4-carboxylate'  ligand  38  20  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4DE
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
 4DE  O3    O  O     0  -0.466  -1.8889   1.1246   3.2217
 4DE  C2    C  C     0   0.518  -0.9452   0.3708   3.1205
 4DE  O4    O  O2    0  -0.460  -0.3322  -0.1704   4.1652
 4DE  C5    C  CH2   0  -0.177  -0.7958   0.1691   5.4786
 4DE  C6    C  CH3   0  -0.686   0.0282  -0.6164   6.4699
 4DE  C1    C  CR5   0  -0.394  -0.3513  -0.0486   1.8589
 4DE  C7    C  CR5   0   0.323   0.7182  -0.9519   1.6162
 4DE  C8    C  CH3   0  -0.732   1.5455  -1.7374   2.5738
 4DE  N9    N  N     0  -0.303   0.9407  -1.0521   0.3271
 4DE  N10   N  NR5   0  -0.439   0.0487  -0.2412  -0.2704
 4DE  C12   C  CR5   0   0.474  -0.7488   0.3962   0.6035
 4DE  C13   C  CH3   0  -0.742  -1.7833   1.3802   0.1935
 4DE  C11   C  CR6   0   0.280   0.0557  -0.1342  -1.6814
 4DE  C14   C  CR16  0  -0.254  -1.0877  -0.4011  -2.4142
 4DE  C15   C  CR16  0  -0.384  -1.0784  -0.2901  -3.7988
 4DE  C16   C  CR6   0   0.392   0.0944   0.0724  -4.4574
 4DE  C19   C  CR16  0  -0.342   1.2503   0.3247  -3.7119
 4DE  C20   C  CR16  0  -0.256   1.2292   0.2269  -2.3359
 4DE  O17   O  O2    0  -0.466   0.2074   0.2002  -5.7891
 4DE  C18   C  CH3   0  -0.439  -0.9331  -0.0401  -6.5914
 4DE  H51   H  HCH2  0   0.233  -1.8558  -0.0740   5.5750
 4DE  H52   H  HCH2  0   0.232  -0.6830   1.2432   5.6412
 4DE  H61   H  HCH3  0   0.238  -0.2860  -0.3604   7.4812
 4DE  H62   H  HCH3  0   0.235  -0.1058  -1.6903   6.3395
 4DE  H63   H  HCH3  0   0.235   1.0899  -0.3859   6.3808
 4DE  H81   H  HCH3  0   0.248   0.9318  -2.3920   3.1912
 4DE  H82   H  HCH3  0   0.245   2.2594  -2.3510   2.0270
 4DE  H83   H  HCH3  0   0.248   2.0999  -1.0862   3.2486
 4DE  H131  H  HCH3  0   0.267  -2.7696   0.9162   0.1464
 4DE  H132  H  HCH3  0   0.273  -1.8403   2.1941   0.9100
 4DE  H133  H  HCH3  0   0.261  -1.5655   1.7970  -0.7879
 4DE  H14   H  HCR6  0   0.280  -1.9976  -0.7110  -1.9165
 4DE  H15   H  HCR6  0   0.288  -1.9897  -0.5032  -4.3400
 4DE  H19   H  HCR6  0   0.272   2.1623   0.6087  -4.2211
 4DE  H20   H  HCR6  0   0.274   2.1257   0.4362  -1.7674
 4DE  H181  H  HCH3  0   0.263  -0.6238   0.1181  -7.6214
 4DE  H182  H  HCH3  0   0.231  -1.2963  -1.0655  -6.4866
 4DE  H183  H  HCH3  0   0.232  -1.7478   0.6498  -6.3578

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
 4DE  O3   C2    double    1.212  0.020  1.212
 4DE  C2   O4    single    1.327  0.020  1.327
 4DE  C2   C1    single    1.456  0.020  1.456
 4DE  O4   C5    single    1.434  0.020  1.434
 4DE  C5   C6    single    1.510  0.020  1.510
 4DE  C5   H51   single    0.970  0.020  1.090
 4DE  C5   H52   single    0.970  0.020  1.090
 4DE  C6   H61   single    0.970  0.020  1.090
 4DE  C6   H62   single    0.970  0.020  1.090
 4DE  C6   H63   single    0.970  0.020  1.090
 4DE  C1   C7    aromatic  1.421  0.020  1.421
 4DE  C1   C12   aromatic  1.390  0.020  1.390
 4DE  C7   C8    single    1.489  0.020  1.489
 4DE  C7   N9    aromatic  1.312  0.020  1.312
 4DE  C8   H81   single    0.970  0.020  1.090
 4DE  C8   H82   single    0.970  0.020  1.090
 4DE  C8   H83   single    0.970  0.020  1.090
 4DE  N9   N10   aromatic  1.345  0.020  1.345
 4DE  N10  C12   aromatic  1.344  0.020  1.344
 4DE  N10  C11   single    1.415  0.020  1.415
 4DE  C12  C13   single    1.485  0.020  1.485
 4DE  C13  H131  single    0.970  0.020  1.090
 4DE  C13  H132  single    0.970  0.020  1.090
 4DE  C13  H133  single    0.970  0.020  1.090
 4DE  C11  C14   aromatic  1.384  0.020  1.384
 4DE  C11  C20   aromatic  1.391  0.020  1.391
 4DE  C14  C15   aromatic  1.389  0.020  1.389
 4DE  C14  H14   single    0.930  0.020  1.080
 4DE  C15  C16   aromatic  1.393  0.020  1.393
 4DE  C15  H15   single    0.930  0.020  1.080
 4DE  C16  C19   aromatic  1.398  0.020  1.398
 4DE  C16  O17   single    1.343  0.020  1.343
 4DE  C19  C20   aromatic  1.380  0.020  1.380
 4DE  C19  H19   single    0.930  0.020  1.080
 4DE  C20  H20   single    0.930  0.020  1.080
 4DE  O17  C18   single    1.415  0.020  1.415
 4DE  C18  H181  single    0.970  0.020  1.090
 4DE  C18  H182  single    0.970  0.020  1.090
 4DE  C18  H183  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
 4DE  C1    C2   O4    112.11  3.000
 4DE  C1    C2   O3    124.68  3.000
 4DE  O4    C2   O3    123.21  3.000
 4DE  C5    O4   C2    118.39  3.000
 4DE  H52   C5   H51   107.83  3.000
 4DE  H52   C5   C6    110.95  3.000
 4DE  H51   C5   C6    110.86  3.000
 4DE  H52   C5   O4    109.63  3.000
 4DE  H51   C5   O4    110.01  3.000
 4DE  C6    C5   O4    107.57  3.000
 4DE  H63   C6   H62   108.56  3.000
 4DE  H63   C6   H61   107.88  3.000
 4DE  H62   C6   H61   107.88  3.000
 4DE  H63   C6   C5    111.59  3.000
 4DE  H62   C6   C5    111.53  3.000
 4DE  H61   C6   C5    109.26  3.000
 4DE  C12   C1   C7    105.33  3.000
 4DE  C12   C1   C2    125.01  3.000
 4DE  C7    C1   C2    129.65  3.000
 4DE  N9    C7   C8    119.82  3.000
 4DE  N9    C7   C1    110.12  3.000
 4DE  C8    C7   C1    130.06  3.000
 4DE  H83   C8   H82   108.32  3.000
 4DE  H83   C8   H81   107.15  3.000
 4DE  H82   C8   H81   108.39  3.000
 4DE  H83   C8   C7    111.45  3.000
 4DE  H82   C8   C7    109.78  3.000
 4DE  H81   C8   C7    111.62  3.000
 4DE  N10   N9   C7    106.13  3.000
 4DE  C11   N10  C12   127.99  3.000
 4DE  C11   N10  N9    119.02  3.000
 4DE  C12   N10  N9    112.99  3.000
 4DE  C13   C12  N10   123.23  3.000
 4DE  C13   C12  C1    131.34  3.000
 4DE  N10   C12  C1    105.41  3.000
 4DE  H133  C13  H132  108.57  3.000
 4DE  H133  C13  H131  107.76  3.000
 4DE  H132  C13  H131  107.44  3.000
 4DE  H133  C13  C12   111.30  3.000
 4DE  H132  C13  C12   110.54  3.000
 4DE  H131  C13  C12   111.09  3.000
 4DE  C20   C11  C14   119.85  3.000
 4DE  C20   C11  N10   119.53  3.000
 4DE  C14   C11  N10   120.62  3.000
 4DE  H14   C14  C15   119.13  3.000
 4DE  H14   C14  C11   120.41  3.000
 4DE  C15   C14  C11   120.45  3.000
 4DE  H15   C15  C16   121.62  3.000
 4DE  H15   C15  C14   118.53  3.000
 4DE  C16   C15  C14   119.85  3.000
 4DE  O17   C16  C19   116.24  3.000
 4DE  O17   C16  C15   124.37  3.000
 4DE  C19   C16  C15   119.39  3.000
 4DE  H19   C19  C20   120.05  3.000
 4DE  H19   C19  C16   119.53  3.000
 4DE  C20   C19  C16   120.41  3.000
 4DE  H20   C20  C19   119.84  3.000
 4DE  H20   C20  C11   120.13  3.000
 4DE  C19   C20  C11   120.03  3.000
 4DE  C18   O17  C16   118.59  3.000
 4DE  H183  C18  H182  108.91  3.000
 4DE  H183  C18  H181  108.83  3.000
 4DE  H182  C18  H181  108.79  3.000
 4DE  H183  C18  O17   111.87  3.000
 4DE  H182  C18  O17   111.89  3.000
 4DE  H181  C18  O17   106.45  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
 4DE  CONST_01  N10   N9   C7   C1      0.00   0.0  0
 4DE  CONST_02  N9    N10  C12  C1      0.00   0.0  0
 4DE  CONST_03  C11   N10  C12  C1    180.00   0.0  0
 4DE  CONST_04  N10   C12  C1   C7      0.00   0.0  0
 4DE  CONST_05  C12   N10  N9   C7      0.00   0.0  0
 4DE  CONST_06  C11   N10  N9   C7    180.00   0.0  0
 4DE  CONST_07  C12   C1   C7   N9      0.00   0.0  0
 4DE  CONST_10  C15   C14  C11  N10   180.00   0.0  0
 4DE  CONST_11  C19   C20  C11  N10   180.00   0.0  0
 4DE  CONST_14  C16   C15  C14  C11     0.00   0.0  0
 4DE  CONST_15  C16   C19  C20  C11     0.00   0.0  0
 4DE  CONST_16  C19   C20  C11  C14     0.00   0.0  0
 4DE  CONST_17  C19   C16  C15  C14     0.00   0.0  0
 4DE  CONST_18  C20   C11  C14  C15     0.00   0.0  0
 4DE  CONST_19  C20   C19  C16  C15     0.00   0.0  0
 4DE  CONST_20  N9    C7   C1   C2    180.00   0.0  0
 4DE  CONST_21  N10   C12  C1   C2    180.00   0.0  0
 4DE  CONST_22  C13   C12  C1   C7    180.00   0.0  0
 4DE  CONST_23  C12   C1   C7   C8    180.00   0.0  0
 4DE  CONST_24  N10   N9   C7   C8    180.00   0.0  0
 4DE  CONST_25  C13   C12  N10  N9    180.00   0.0  0
 4DE  CONST_26  C11   N10  C12  C13     0.00   0.0  0
 4DE  CONST_27  O17   C16  C15  C14   180.00   0.0  0
 4DE  CONST_28  O17   C16  C19  C20   180.00   0.0  0
 4DE  CONST_29  H14   C14  C11  N10     0.00   0.0  0
 4DE  CONST_30  H20   C20  C11  N10     0.00   0.0  0
 4DE  CONST_31  H15   C15  C14  C11   180.00   0.0  0
 4DE  CONST_32  H19   C19  C20  C11   180.00   0.0  0
 4DE  Var_01    C7    C1   C2   O3   -177.76  30.0  2
 4DE  Var_02    H81   C8   C7   C1     58.11  30.0  2
 4DE  Var_03    H131  C13  C12  C1    -83.75  30.0  2
 4DE  Var_04    C1    C2   O4   C5    179.03  30.0  1
 4DE  Var_05    H181  C18  O17  C16   179.94  30.0  3
 4DE  Var_06    C6    C5   O4   C2    177.80  30.0  3
 4DE  Var_07    H61   C6   C5   O4    178.65  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
 4DE  plan-1  C2   0.020
 4DE  plan-1  C1   0.020
 4DE  plan-1  C7   0.020
 4DE  plan-1  C8   0.020
 4DE  plan-1  N9   0.020
 4DE  plan-1  N10  0.020
 4DE  plan-1  C12  0.020
 4DE  plan-1  C13  0.020
 4DE  plan-1  C11  0.020
 4DE  plan-2  N10  0.020
 4DE  plan-2  C11  0.020
 4DE  plan-2  C14  0.020
 4DE  plan-2  C15  0.020
 4DE  plan-2  C16  0.020
 4DE  plan-2  C19  0.020
 4DE  plan-2  C20  0.020
 4DE  plan-2  O17  0.020
 4DE  plan-2  H14  0.020
 4DE  plan-2  H15  0.020
 4DE  plan-2  H19  0.020
 4DE  plan-2  H20  0.020
 4DE  plan-3  O3   0.020
 4DE  plan-3  C2   0.020
 4DE  plan-3  O4   0.020
 4DE  plan-3  C1   0.020

