# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 03:47:44 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: 4-(1-acetyl-1H-indol-3-yl)-5-methyl-1,2-dihydro-3H-pyrazol-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)n1cc(c2ccccc12)C3=C(C)NNC3=O
#
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
 XZ8  XZ8  4-(1-acetyl-1H-indol-3-yl)-5-methyl-1,2-dihydro-3H-pyrazol-3-one  ligand  32  19  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_XZ8
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
 XZ8  C01  C  CH3   0  -0.816  -2.4649   3.1549  -0.1251
 XZ8  C02  C  C     0   0.532  -2.8093   1.6943  -0.1458
 XZ8  O03  O  O     0  -0.427  -3.9457   1.2874  -0.2222
 XZ8  N04  N  NR5   0  -0.614  -1.7411   0.8129  -0.0693
 XZ8  C05  C  CR15  0  -0.085  -0.4011   1.1817  -0.0054
 XZ8  C06  C  CR5   0   0.059   0.3930   0.0865   0.0564
 XZ8  C07  C  CR5   0  -0.329   1.8397   0.0777   0.1603
 XZ8  C08  C  CR5   0   0.390   2.6272   0.8717   0.9486
 XZ8  C09  C  CH3   0  -0.753   2.2489   1.8728   1.9756
 XZ8  N10  N  NR15  0  -0.478   3.9320   0.6435   0.6613
 XZ8  N11  N  NR15  0  -0.492   3.9920  -0.4360  -0.1853
 XZ8  C12  C  CR5   0   0.498   2.7285  -0.7448  -0.6354
 XZ8  O13  O  O     0  -0.508   2.4879  -1.5430  -1.5365
 XZ8  C14  C  CR56  0   0.025  -0.4879  -1.0589   0.0317
 XZ8  C15  C  CR16  0  -0.374  -0.2449  -2.4297   0.0972
 XZ8  C16  C  CR16  0  -0.259  -1.3213  -3.2970   0.0684
 XZ8  C17  C  CR16  0  -0.272  -2.6277  -2.8087  -0.0268
 XZ8  C18  C  CR16  0  -0.286  -2.8950  -1.4503  -0.0848
 XZ8  C19  C  CR56  0   0.358  -1.8077  -0.5814  -0.0503
 XZ8  H1   H  HCH3  0   0.280  -1.8195   3.4258  -0.9613
 XZ8  H2   H  HCH3  0   0.287  -3.3801   3.7361  -0.1933
 XZ8  H3   H  HCH3  0   0.279  -1.9472   3.4278   0.7952
 XZ8  H4   H  HCR5  0   0.303  -0.1098   2.2186  -0.0315
 XZ8  H6   H  HCH3  0   0.268   2.9788   1.9102   2.7839
 XZ8  H7   H  HCH3  0   0.273   2.1902   2.8705   1.5381
 XZ8  H8   H  HCH3  0   0.265   1.2736   1.6380   2.3971
 XZ8  H9   H  HNR5  0   0.419   4.8075  -0.5081  -0.7770
 XZ8  H10  H  HCR6  0   0.248   0.7654  -2.8081   0.1714
 XZ8  H11  H  HCR6  0   0.255  -1.1539  -4.3650   0.1170
 XZ8  H12  H  HCR6  0   0.257  -3.4546  -3.5060  -0.0530
 XZ8  H13  H  HCR6  0   0.274  -3.9117  -1.0995  -0.1525
 XZ8  H5   H  HNR5  0   0.420   4.6360   0.6773   1.3864

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
 XZ8  N11  C12  single    1.376  0.020  1.376
 XZ8  N11  N10  single    1.373  0.020  1.373
 XZ8  O13  C12  double    1.228  0.020  1.228
 XZ8  C12  C07  single    1.449  0.020  1.449
 XZ8  C01  C02  single    1.501  0.020  1.501
 XZ8  N10  C08  single    1.355  0.020  1.355
 XZ8  C05  C06  aromatic  1.354  0.020  1.354
 XZ8  C05  N04  aromatic  1.391  0.020  1.391
 XZ8  C07  C08  double    1.368  0.020  1.368
 XZ8  C07  C06  single    1.451  0.020  1.451
 XZ8  C08  C09  single    1.483  0.020  1.483
 XZ8  C02  N04  single    1.387  0.020  1.387
 XZ8  C02  O03  double    1.210  0.020  1.210
 XZ8  C06  C14  aromatic  1.445  0.020  1.445
 XZ8  N04  C19  aromatic  1.396  0.020  1.396
 XZ8  C14  C19  aromatic  1.406  0.020  1.406
 XZ8  C14  C15  aromatic  1.394  0.020  1.394
 XZ8  C19  C18  aromatic  1.392  0.020  1.392
 XZ8  C15  C16  aromatic  1.383  0.020  1.383
 XZ8  C18  C17  aromatic  1.386  0.020  1.386
 XZ8  C16  C17  aromatic  1.398  0.020  1.398
 XZ8  C01  H1   single    0.970  0.020  1.090
 XZ8  C01  H2   single    0.970  0.020  1.090
 XZ8  C01  H3   single    0.970  0.020  1.090
 XZ8  C05  H4   single    0.930  0.020  1.080
 XZ8  C09  H6   single    0.970  0.020  1.090
 XZ8  C09  H7   single    0.970  0.020  1.090
 XZ8  C09  H8   single    0.970  0.020  1.090
 XZ8  N11  H9   single    0.890  0.020  1.040
 XZ8  C15  H10  single    0.930  0.020  1.080
 XZ8  C16  H11  single    0.930  0.020  1.080
 XZ8  C17  H12  single    0.930  0.020  1.080
 XZ8  C18  H13  single    0.930  0.020  1.080
 XZ8  N10  H5   single    0.890  0.020  1.040

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
 XZ8  H3   C01  H2   108.61  3.000
 XZ8  H3   C01  H1   107.70  3.000
 XZ8  H2   C01  H1   108.52  3.000
 XZ8  H3   C01  C02  111.35  3.000
 XZ8  H2   C01  C02  109.06  3.000
 XZ8  H1   C01  C02  111.52  3.000
 XZ8  N04  C02  O03  120.88  3.000
 XZ8  O03  C02  C01  122.95  3.000
 XZ8  N04  C02  C01  116.17  3.000
 XZ8  C19  N04  C05  108.06  3.000
 XZ8  C19  N04  C02  126.78  3.000
 XZ8  C05  N04  C02  125.16  3.000
 XZ8  H4   C05  C06  128.38  3.000
 XZ8  H4   C05  N04  120.96  3.000
 XZ8  C06  C05  N04  110.64  3.000
 XZ8  C14  C06  C07  127.18  3.000
 XZ8  C14  C06  C05  106.43  3.000
 XZ8  C07  C06  C05  126.37  3.000
 XZ8  C12  C07  C08  107.03  3.000
 XZ8  C08  C07  C06  127.72  3.000
 XZ8  C12  C07  C06  125.16  3.000
 XZ8  N10  C08  C09  120.40  3.000
 XZ8  C09  C08  C07  130.08  3.000
 XZ8  N10  C08  C07  109.52  3.000
 XZ8  H8   C09  H7   107.73  3.000
 XZ8  H8   C09  H6   108.69  3.000
 XZ8  H7   C09  H6   107.58  3.000
 XZ8  H8   C09  C08  110.56  3.000
 XZ8  H7   C09  C08  110.68  3.000
 XZ8  H6   C09  C08  111.46  3.000
 XZ8  H5   N10  N11  115.97  3.000
 XZ8  H5   N10  C08  120.83  3.000
 XZ8  N11  N10  C08  107.77  3.000
 XZ8  H9   N11  C12  122.26  3.000
 XZ8  H9   N11  N10  116.90  3.000
 XZ8  C12  N11  N10  109.74  3.000
 XZ8  O13  C12  N11  124.45  3.000
 XZ8  O13  C12  C07  130.69  3.000
 XZ8  N11  C12  C07  104.85  3.000
 XZ8  C19  C14  C15  120.03  3.000
 XZ8  C15  C14  C06  132.26  3.000
 XZ8  C19  C14  C06  107.69  3.000
 XZ8  H10  C15  C16  120.62  3.000
 XZ8  H10  C15  C14  120.68  3.000
 XZ8  C16  C15  C14  118.70  3.000
 XZ8  H11  C16  C17  119.50  3.000
 XZ8  H11  C16  C15  119.84  3.000
 XZ8  C17  C16  C15  120.66  3.000
 XZ8  H12  C17  C18  118.90  3.000
 XZ8  H12  C17  C16  119.39  3.000
 XZ8  C18  C17  C16  121.70  3.000
 XZ8  H13  C18  C19  122.35  3.000
 XZ8  H13  C18  C17  120.25  3.000
 XZ8  C19  C18  C17  117.40  3.000
 XZ8  C18  C19  C14  121.50  3.000
 XZ8  C18  C19  N04  131.32  3.000
 XZ8  C14  C19  N04  107.18  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
 XZ8  CONST_01  C14  C06  C05  N04     0.00   0.0  0
 XZ8  CONST_02  C06  C14  C19  N04     0.00   0.0  0
 XZ8  CONST_03  C15  C14  C19  N04   180.00   0.0  0
 XZ8  CONST_04  C17  C18  C19  N04   180.00   0.0  0
 XZ8  CONST_05  C19  C14  C06  C05     0.00   0.0  0
 XZ8  CONST_06  C15  C14  C06  C05   180.00   0.0  0
 XZ8  CONST_07  C14  C19  N04  C05     0.00   0.0  0
 XZ8  CONST_08  C18  C19  N04  C05   180.00   0.0  0
 XZ8  CONST_09  C19  N04  C05  C06     0.00   0.0  0
 XZ8  CONST_10  C18  C19  C14  C06   180.00   0.0  0
 XZ8  CONST_11  C16  C15  C14  C06   180.00   0.0  0
 XZ8  CONST_12  C17  C18  C19  C14     0.00   0.0  0
 XZ8  CONST_13  C17  C16  C15  C14     0.00   0.0  0
 XZ8  CONST_14  C18  C19  C14  C15     0.00   0.0  0
 XZ8  CONST_15  C18  C17  C16  C15     0.00   0.0  0
 XZ8  CONST_16  C19  C14  C15  C16     0.00   0.0  0
 XZ8  CONST_17  C19  C18  C17  C16     0.00   0.0  0
 XZ8  CONST_18  C07  C06  C05  N04   180.00   0.0  0
 XZ8  CONST_19  C19  C14  C06  C07   180.00   0.0  0
 XZ8  CONST_20  C15  C14  C06  C07     0.00   0.0  0
 XZ8  CONST_21  N10  N11  C12  C07     0.00   0.0  0
 XZ8  CONST_22  C06  C05  N04  C02   180.00   0.0  0
 XZ8  CONST_23  C14  C19  N04  C02   180.00   0.0  0
 XZ8  CONST_24  C18  C19  N04  C02     0.00   0.0  0
 XZ8  CONST_25  O13  C12  N11  N10   180.00   0.0  0
 XZ8  CONST_26  H13  C18  C19  N04     0.00   0.0  0
 XZ8  CONST_27  H10  C15  C14  C06     0.00   0.0  0
 XZ8  CONST_28  H4   C05  C06  C07     0.00   0.0  0
 XZ8  CONST_29  H11  C16  C15  C14   180.00   0.0  0
 XZ8  CONST_30  H12  C17  C16  C15   180.00   0.0  0
 XZ8  CONST_32  C05  N04  C02  C01     0.00   0.0  0
 XZ8  CONST_33  C19  N04  C02  C01   180.00   0.0  0
 XZ8  CONST_34  C05  N04  C02  O03   180.00   0.0  0
 XZ8  CONST_35  C19  N04  C02  O03     0.00   0.0  0
 XZ8  Var_01    C12  C07  C06  C05  -133.39  30.0  3
 XZ8  Var_02    H6   C09  C08  C07   147.00  30.0  3
 XZ8  Var_03    H1   C01  C02  N04    60.00  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
 XZ8  plan-1  C06  0.020
 XZ8  plan-1  C07  0.020
 XZ8  plan-1  C08  0.020
 XZ8  plan-1  C09  0.020
 XZ8  plan-1  N10  0.020
 XZ8  plan-1  N11  0.020
 XZ8  plan-1  C12  0.020
 XZ8  plan-1  O13  0.020
 XZ8  plan-1  H9   0.020
 XZ8  plan-1  H5   0.020
 XZ8  plan-2  C01  0.020
 XZ8  plan-2  C02  0.020
 XZ8  plan-2  O03  0.020
 XZ8  plan-2  N04  0.020
 XZ8  plan-2  C05  0.020
 XZ8  plan-2  C06  0.020
 XZ8  plan-2  C07  0.020
 XZ8  plan-2  C14  0.020
 XZ8  plan-2  C15  0.020
 XZ8  plan-2  C16  0.020
 XZ8  plan-2  C17  0.020
 XZ8  plan-2  C18  0.020
 XZ8  plan-2  C19  0.020
 XZ8  plan-2  H4   0.020
 XZ8  plan-2  H10  0.020
 XZ8  plan-2  H11  0.020
 XZ8  plan-2  H12  0.020
 XZ8  plan-2  H13  0.020

