# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 02:07:15 2021
#   Inital geometry file: a 119 line input string
#   Ligand name: 1-(4-fluorophenyl)-5-[3-(1H-indol-3-yl)propoxy]-1H-pyrazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cnn(c2ccc(F)cc2)c1OCCCc3c[nH]c4ccccc34
#
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
 RPJ  RPJ  '1-(4-fluorophenyl)-5-[3-(1H-indol-3-yl)propoxy]-1H-pyrazole-4-carboxylic acid'  ligand  46  28  .  2022-03-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RPJ
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
 RPJ  C10  C  CR16  0  -0.401   6.9259   9.1985  31.3880
 RPJ  C13  C  CR16  0  -0.415   6.6649  11.2903  30.2016
 RPJ  C15  C  CR5   0   0.628  11.0595  11.4118  30.7455
 RPJ  C17  C  CH2   0  -0.176  11.1715  10.5401  28.5526
 RPJ  C20  C  CR5   0   0.022   9.6728   7.0701  27.8231
 RPJ  C21  C  CR15  0  -0.097  10.0762   5.7853  28.0505
 RPJ  C24  C  CR16  0  -0.308   6.5121   5.3086  28.0787
 RPJ  C26  C  CR16  0  -0.255   5.9181   7.6285  27.6755
 RPJ  C28  C  CR56  0   0.041   8.2380   7.0376  27.8078
 RPJ  O01  O  OH1   0  -0.600  14.4477  11.8913  31.9735
 RPJ  O03  O  O     0  -0.446  13.8065  12.1325  29.8448
 RPJ  C04  C  CR5   0  -0.352  12.2264  11.5080  31.4889
 RPJ  C05  C  CR15  0  -0.021  11.8166  11.2149  32.8076
 RPJ  N06  N  N     0  -0.279  10.5334  10.9661  32.8733
 RPJ  N07  N  NR5   0  -0.426  10.0764  11.0925  31.6139
 RPJ  C08  C  CR6   0   0.312   8.7324  10.7774  31.3044
 RPJ  C09  C  CR16  0  -0.247   8.2192   9.5579  31.7260
 RPJ  C11  C  CR6   0   0.547   6.1746  10.0697  30.6222
 RPJ  F12  F  F     0  -0.310   4.9278   9.7205  30.2798
 RPJ  C14  C  CR16  0  -0.254   7.9571  11.6500  30.5547
 RPJ  C18  C  CH2   0  -0.472  10.3396   9.2929  28.7725
 RPJ  C19  C  CH2   0  -0.534  10.5442   8.2709  27.6528
 RPJ  N22  N  NR15  0  -0.688   8.9904   4.9624  28.1753
 RPJ  C23  C  CR56  0   0.350   7.8506   5.6974  28.0322
 RPJ  C25  C  CR16  0  -0.286   5.5563   6.2897  27.8980
 RPJ  C27  C  CR16  0  -0.367   7.2445   8.0079  27.6269
 RPJ  H1   H  HCR6  0   0.285   6.5175   8.2474  31.7010
 RPJ  H2   H  HCR6  0   0.289   6.0499  11.9567  29.6120
 RPJ  H3   H  HCH2  0   0.246  10.9866  10.9571  27.5632
 RPJ  H4   H  HCH2  0   0.239  12.2402  10.3312  28.6388
 RPJ  H5   H  HCR5  0   0.278  11.0763   5.3886  28.1345
 RPJ  H6   H  HCR6  0   0.255   6.2316   4.2771  28.2519
 RPJ  H7   H  HCR6  0   0.239   5.1422   8.3709  27.5418
 RPJ  H8   H  HOH1  0   0.486  15.3129  12.1445  31.6191
 RPJ  H9   H  HCR5  0   0.280  12.4205  11.1918  33.7018
 RPJ  H10  H  HCR6  0   0.284   8.8334   8.8806  32.3037
 RPJ  H11  H  HCR6  0   0.284   8.3463  12.6092  30.2431
 RPJ  H12  H  HCH2  0   0.237  10.5887   8.8316  29.7324
 RPJ  H13  H  HCH2  0   0.247   9.2856   9.5704  28.8174
 RPJ  H14  H  HCH2  0   0.245  11.5919   7.9611  27.6161
 RPJ  H15  H  HCH2  0   0.234  10.3333   8.7512  26.6914
 RPJ  H16  H  HNR5  0   0.406   9.0344   3.9702  28.3333
 RPJ  H17  H  HCR6  0   0.245   4.5078   6.0220  27.9315
 RPJ  H18  H  HCR6  0   0.232   7.5066   9.0445  27.4526
 RPJ  O16  O  O2    0  -0.474  10.8089  11.6025  29.4608
 RPJ  C02  C  C     0   0.496  13.5454  11.8719  30.9972

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
 RPJ  C25  C26  aromatic  1.405  0.020  1.405
 RPJ  C25  C24  aromatic  1.382  0.020  1.382
 RPJ  C26  C27  aromatic  1.380  0.020  1.380
 RPJ  C24  C23  aromatic  1.395  0.020  1.395
 RPJ  C27  C28  aromatic  1.400  0.020  1.400
 RPJ  C23  C28  aromatic  1.413  0.020  1.413
 RPJ  C23  N22  aromatic  1.364  0.020  1.364
 RPJ  C28  C20  aromatic  1.435  0.020  1.435
 RPJ  N22  C21  aromatic  1.368  0.020  1.368
 RPJ  O03  C02  double    1.210  0.020  1.210
 RPJ  C20  C21  aromatic  1.366  0.020  1.366
 RPJ  C20  C19  single    1.493  0.020  1.493
 RPJ  C17  O16  single    1.444  0.020  1.444
 RPJ  C17  C18  single    1.515  0.020  1.515
 RPJ  C19  C18  single    1.530  0.020  1.530
 RPJ  O01  C02  single    1.330  0.020  1.330
 RPJ  O16  C15  single    1.323  0.020  1.323
 RPJ  C02  C04  single    1.454  0.020  1.454
 RPJ  C15  C04  aromatic  1.387  0.020  1.387
 RPJ  C15  N07  aromatic  1.350  0.020  1.350
 RPJ  C04  C05  aromatic  1.412  0.020  1.412
 RPJ  N07  C08  single    1.415  0.020  1.415
 RPJ  N07  N06  aromatic  1.346  0.020  1.346
 RPJ  C05  N06  aromatic  1.309  0.020  1.309
 RPJ  C14  C08  aromatic  1.387  0.020  1.387
 RPJ  C14  C13  aromatic  1.387  0.020  1.387
 RPJ  C08  C09  aromatic  1.389  0.020  1.389
 RPJ  C13  C11  aromatic  1.381  0.020  1.381
 RPJ  C09  C10  aromatic  1.384  0.020  1.384
 RPJ  C11  C10  aromatic  1.382  0.020  1.382
 RPJ  C11  F12  single    1.339  0.020  1.339
 RPJ  C10  H1   single    0.930  0.020  1.080
 RPJ  C13  H2   single    0.930  0.020  1.080
 RPJ  C17  H3   single    0.970  0.020  1.090
 RPJ  C17  H4   single    0.970  0.020  1.090
 RPJ  C21  H5   single    0.930  0.020  1.080
 RPJ  C24  H6   single    0.930  0.020  1.080
 RPJ  C26  H7   single    0.930  0.020  1.080
 RPJ  O01  H8   single    0.850  0.020  0.980
 RPJ  C05  H9   single    0.930  0.020  1.080
 RPJ  C09  H10  single    0.930  0.020  1.080
 RPJ  C14  H11  single    0.930  0.020  1.080
 RPJ  C18  H12  single    0.970  0.020  1.090
 RPJ  C18  H13  single    0.970  0.020  1.090
 RPJ  C19  H14  single    0.970  0.020  1.090
 RPJ  C19  H15  single    0.970  0.020  1.090
 RPJ  N22  H16  single    0.860  0.020  1.020
 RPJ  C25  H17  single    0.930  0.020  1.080
 RPJ  C27  H18  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
 RPJ  H1   C10  C11  120.63  3.000
 RPJ  H1   C10  C09  120.70  3.000
 RPJ  C11  C10  C09  118.66  3.000
 RPJ  H2   C13  C14  120.58  3.000
 RPJ  H2   C13  C11  120.57  3.000
 RPJ  C14  C13  C11  118.85  3.000
 RPJ  O16  C15  N07  121.39  3.000
 RPJ  N07  C15  C04  106.52  3.000
 RPJ  O16  C15  C04  132.07  3.000
 RPJ  H4   C17  H3   108.12  3.000
 RPJ  H4   C17  C18  111.61  3.000
 RPJ  H3   C17  C18  110.71  3.000
 RPJ  H4   C17  O16  109.68  3.000
 RPJ  H3   C17  O16  104.30  3.000
 RPJ  C18  C17  O16  112.11  3.000
 RPJ  C19  C20  C28  126.89  3.000
 RPJ  C19  C20  C21  127.09  3.000
 RPJ  C28  C20  C21  106.01  3.000
 RPJ  H5   C21  N22  120.48  3.000
 RPJ  H5   C21  C20  129.24  3.000
 RPJ  N22  C21  C20  110.28  3.000
 RPJ  H6   C24  C25  121.20  3.000
 RPJ  H6   C24  C23  121.30  3.000
 RPJ  C25  C24  C23  117.50  3.000
 RPJ  H7   C26  C27  119.74  3.000
 RPJ  H7   C26  C25  119.26  3.000
 RPJ  C27  C26  C25  121.00  3.000
 RPJ  C27  C28  C23  118.89  3.000
 RPJ  C23  C28  C20  107.09  3.000
 RPJ  C27  C28  C20  134.02  3.000
 RPJ  H8   O01  C02  109.96  3.000
 RPJ  C05  C04  C02  129.14  3.000
 RPJ  C05  C04  C15  104.01  3.000
 RPJ  C02  C04  C15  126.82  3.000
 RPJ  H9   C05  N06  120.19  3.000
 RPJ  H9   C05  C04  128.02  3.000
 RPJ  N06  C05  C04  111.78  3.000
 RPJ  N07  N06  C05  105.55  3.000
 RPJ  C08  N07  N06  120.43  3.000
 RPJ  N06  N07  C15  112.14  3.000
 RPJ  C08  N07  C15  127.14  3.000
 RPJ  C14  C08  C09  120.66  3.000
 RPJ  C09  C08  N07  118.70  3.000
 RPJ  C14  C08  N07  120.60  3.000
 RPJ  H10  C09  C08  120.15  3.000
 RPJ  H10  C09  C10  119.90  3.000
 RPJ  C08  C09  C10  119.95  3.000
 RPJ  F12  C11  C13  118.89  3.000
 RPJ  F12  C11  C10  118.91  3.000
 RPJ  C13  C11  C10  122.20  3.000
 RPJ  H11  C14  C08  120.84  3.000
 RPJ  H11  C14  C13  119.48  3.000
 RPJ  C08  C14  C13  119.68  3.000
 RPJ  H13  C18  H12  106.93  3.000
 RPJ  H13  C18  C19  109.23  3.000
 RPJ  H12  C18  C19  109.28  3.000
 RPJ  H13  C18  C17  109.09  3.000
 RPJ  H12  C18  C17  110.46  3.000
 RPJ  C19  C18  C17  111.73  3.000
 RPJ  H15  C19  H14  106.23  3.000
 RPJ  H15  C19  C18  108.89  3.000
 RPJ  H14  C19  C18  110.00  3.000
 RPJ  H15  C19  C20  109.90  3.000
 RPJ  H14  C19  C20  109.58  3.000
 RPJ  C18  C19  C20  112.07  3.000
 RPJ  H16  N22  C23  125.79  3.000
 RPJ  H16  N22  C21  124.96  3.000
 RPJ  C23  N22  C21  109.24  3.000
 RPJ  N22  C23  C28  107.38  3.000
 RPJ  N22  C23  C24  130.42  3.000
 RPJ  C28  C23  C24  122.20  3.000
 RPJ  H17  C25  C26  119.34  3.000
 RPJ  H17  C25  C24  119.37  3.000
 RPJ  C26  C25  C24  121.29  3.000
 RPJ  H18  C27  C28  120.80  3.000
 RPJ  H18  C27  C26  120.07  3.000
 RPJ  C28  C27  C26  119.12  3.000
 RPJ  C17  O16  C15  117.21  3.000
 RPJ  C04  C02  O03  124.87  3.000
 RPJ  C04  C02  O01  111.77  3.000
 RPJ  O03  C02  O01  123.35  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
 RPJ  CONST_01  N07  C08  C09  C10   180.00   0.0  0
 RPJ  CONST_02  C14  C08  C09  C10     0.00   0.0  0
 RPJ  CONST_03  C14  C13  C11  C10     0.00   0.0  0
 RPJ  CONST_04  N07  C08  C14  C13   180.00   0.0  0
 RPJ  CONST_05  C09  C08  C14  C13     0.00   0.0  0
 RPJ  CONST_06  C09  C10  C11  C13     0.00   0.0  0
 RPJ  CONST_07  N06  C05  C04  C15     0.00   0.0  0
 RPJ  CONST_10  C05  N06  N07  C15     0.00   0.0  0
 RPJ  CONST_11  C26  C27  C28  C20   180.00   0.0  0
 RPJ  CONST_12  C24  C23  C28  C20   180.00   0.0  0
 RPJ  CONST_13  N22  C23  C28  C20     0.00   0.0  0
 RPJ  CONST_14  C23  N22  C21  C20     0.00   0.0  0
 RPJ  CONST_15  C24  C23  N22  C21   180.00   0.0  0
 RPJ  CONST_16  C28  C23  N22  C21     0.00   0.0  0
 RPJ  CONST_17  C27  C28  C20  C21   180.00   0.0  0
 RPJ  CONST_18  C23  C28  C20  C21     0.00   0.0  0
 RPJ  CONST_19  C27  C26  C25  C24     0.00   0.0  0
 RPJ  CONST_20  C27  C28  C23  C24     0.00   0.0  0
 RPJ  CONST_21  C23  C24  C25  C26     0.00   0.0  0
 RPJ  CONST_22  C23  C28  C27  C26     0.00   0.0  0
 RPJ  CONST_23  C25  C26  C27  C28     0.00   0.0  0
 RPJ  CONST_24  C25  C24  C23  C28     0.00   0.0  0
 RPJ  CONST_25  N22  C21  C20  C28     0.00   0.0  0
 RPJ  CONST_26  C08  N07  C15  C04   180.00   0.0  0
 RPJ  CONST_27  N06  N07  C15  C04     0.00   0.0  0
 RPJ  CONST_28  N07  N06  C05  C04     0.00   0.0  0
 RPJ  CONST_29  N07  C15  C04  C05     0.00   0.0  0
 RPJ  CONST_30  C08  N07  N06  C05   180.00   0.0  0
 RPJ  CONST_33  C11  C13  C14  C08     0.00   0.0  0
 RPJ  CONST_34  C11  C10  C09  C08     0.00   0.0  0
 RPJ  CONST_35  C25  C24  C23  N22   180.00   0.0  0
 RPJ  CONST_36  C27  C28  C23  N22   180.00   0.0  0
 RPJ  CONST_37  N07  C15  C04  C02   180.00   0.0  0
 RPJ  CONST_38  N06  C05  C04  C02   180.00   0.0  0
 RPJ  CONST_39  O16  C15  C04  C05   180.00   0.0  0
 RPJ  CONST_40  O16  C15  N07  N06   180.00   0.0  0
 RPJ  CONST_41  O16  C15  N07  C08     0.00   0.0  0
 RPJ  CONST_42  F12  C11  C10  C09   180.00   0.0  0
 RPJ  CONST_43  C14  C13  C11  F12   180.00   0.0  0
 RPJ  CONST_44  C27  C28  C20  C19     0.00   0.0  0
 RPJ  CONST_45  C23  C28  C20  C19   180.00   0.0  0
 RPJ  CONST_46  N22  C21  C20  C19   180.00   0.0  0
 RPJ  CONST_47  H2   C13  C11  C10   180.00   0.0  0
 RPJ  CONST_48  H1   C10  C11  C13   180.00   0.0  0
 RPJ  CONST_49  H9   C05  C04  C15   180.00   0.0  0
 RPJ  CONST_50  H18  C27  C28  C20     0.00   0.0  0
 RPJ  CONST_51  H16  N22  C21  C20   180.00   0.0  0
 RPJ  CONST_52  H7   C26  C25  C24   180.00   0.0  0
 RPJ  CONST_53  H6   C24  C25  C26   180.00   0.0  0
 RPJ  CONST_54  H5   C21  C20  C28   180.00   0.0  0
 RPJ  CONST_55  H11  C14  C08  N07     0.00   0.0  0
 RPJ  CONST_56  H10  C09  C08  N07     0.00   0.0  0
 RPJ  CONST_57  H17  C25  C24  C23   180.00   0.0  0
 RPJ  CONST_58  H8   O01  C02  C04   180.00   0.0  0
 RPJ  Var_01    O03  C02  C04  C15    -0.76  30.0  2
 RPJ  Var_02    C04  C15  O16  C17    78.69  30.0  2
 RPJ  Var_03    C18  C19  C20  C21  -115.62  30.0  2
 RPJ  Var_04    C18  C17  O16  C15    66.56  30.0  1
 RPJ  Var_05    C20  C19  C18  C17  -176.92  30.0  1
 RPJ  Var_06    C19  C18  C17  O16   169.48  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
 RPJ  plan-1  C15  0.020
 RPJ  plan-1  C04  0.020
 RPJ  plan-1  C05  0.020
 RPJ  plan-1  N06  0.020
 RPJ  plan-1  N07  0.020
 RPJ  plan-1  C08  0.020
 RPJ  plan-1  H9   0.020
 RPJ  plan-1  O16  0.020
 RPJ  plan-1  C02  0.020
 RPJ  plan-2  C10  0.020
 RPJ  plan-2  C13  0.020
 RPJ  plan-2  N07  0.020
 RPJ  plan-2  C08  0.020
 RPJ  plan-2  C09  0.020
 RPJ  plan-2  C11  0.020
 RPJ  plan-2  F12  0.020
 RPJ  plan-2  C14  0.020
 RPJ  plan-2  H1   0.020
 RPJ  plan-2  H2   0.020
 RPJ  plan-2  H10  0.020
 RPJ  plan-2  H11  0.020
 RPJ  plan-3  C20  0.020
 RPJ  plan-3  C21  0.020
 RPJ  plan-3  C24  0.020
 RPJ  plan-3  C26  0.020
 RPJ  plan-3  C28  0.020
 RPJ  plan-3  C19  0.020
 RPJ  plan-3  N22  0.020
 RPJ  plan-3  C23  0.020
 RPJ  plan-3  C25  0.020
 RPJ  plan-3  C27  0.020
 RPJ  plan-3  H5   0.020
 RPJ  plan-3  H6   0.020
 RPJ  plan-3  H7   0.020
 RPJ  plan-3  H16  0.020
 RPJ  plan-3  H17  0.020
 RPJ  plan-3  H18  0.020
 RPJ  plan-4  O01  0.020
 RPJ  plan-4  O03  0.020
 RPJ  plan-4  C04  0.020
 RPJ  plan-4  H8   0.020
 RPJ  plan-4  C02  0.020

