# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 12:02:44 2022
#   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  45  28  .  2022-03-23  2022-03-23
;
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  -0.409   8.3271   9.4033  34.3420
 RPJ  C13  C  CR16   0  -0.412   6.7152  10.4763  32.8969
 RPJ  C15  C  CR5    0   0.573  10.3163  11.4177  30.4909
 RPJ  C17  C  CH2    0  -0.168   9.6723   9.6681  29.0551
 RPJ  C20  C  CR5    0  -0.001   8.9047   6.7345  28.4576
 RPJ  C21  C  CR15   0  -0.077   7.7763   6.0686  28.8487
 RPJ  C24  C  CR16   0  -0.305   7.0856   6.4011  25.3363
 RPJ  C26  C  CR16   0  -0.267   9.1333   7.5741  24.7624
 RPJ  C28  C  CR56   0   0.022   8.7681   6.9420  27.0458
 RPJ  O01  O  OC    -1  -0.593  13.3769  12.7845  29.0384
 RPJ  O03  O  O      0  -0.588  11.6275  11.9992  27.8914
 RPJ  C04  C  CR5    0  -0.380  11.5489  11.9903  30.2428
 RPJ  C05  C  CR15   0  -0.059  12.0225  12.2995  31.5343
 RPJ  N06  N  N      0  -0.301  11.1787  11.9619  32.4833
 RPJ  N07  N  NR5    0  -0.429  10.1310  11.4220  31.8389
 RPJ  C08  C  CR6    0   0.335   9.0678  10.8447  32.5623
 RPJ  C09  C  CR16   0  -0.265   9.3543  10.0078  33.6348
 RPJ  C11  C  CR6    0   0.528   7.0228   9.6379  33.9505
 RPJ  F12  F  F      0  -0.312   6.0244   9.0352  34.6136
 RPJ  C14  C  CR16   0  -0.262   7.7478  11.0911  32.2050
 RPJ  C18  C  CH2    0  -0.465   9.7775   8.5197  30.0399
 RPJ  C19  C  CH2    0  -0.539  10.0286   7.1807  29.3389
 RPJ  N22  N  NR15   0  -0.686   6.9551   5.8557  27.7763
 RPJ  C23  C  CR56   0   0.352   7.5325   6.3760  26.6568
 RPJ  C25  C  CR16   0  -0.283   7.9002   7.0064  24.3989
 RPJ  C27  C  CR16   0  -0.367   9.5718   7.5477  26.0716
 RPJ  H1   H  HCR6   0   0.284   8.5433   8.7469  35.1745
 RPJ  H2   H  HCR6   0   0.284   5.6849  10.6584  32.6218
 RPJ  H3   H  HCH2   0   0.237   8.8473   9.5097  28.3608
 RPJ  H4   H  HCH2   0   0.228  10.5898   9.7688  28.4714
 RPJ  H5   H  HCR5   0   0.277   7.4939   5.7217  29.8310
 RPJ  H6   H  HCR6   0   0.255   6.1359   5.9630  25.0553
 RPJ  H7   H  HCR6   0   0.242   9.7460   8.0387  24.0005
 RPJ  H9   H  HCR5   0   0.253  12.9567  12.7775  31.7888
 RPJ  H10  H  HCR6   0   0.279  10.3817   9.8177  33.9135
 RPJ  H11  H  HCR6   0   0.280   7.5124  11.7657  31.3943
 RPJ  H12  H  HCH2   0   0.234  10.5991   8.7040  30.7390
 RPJ  H13  H  HCH2   0   0.230   8.8620   8.4524  30.6336
 RPJ  H14  H  HCH2   0   0.251  10.2114   6.4270  30.1076
 RPJ  H15  H  HCH2   0   0.239  10.9526   7.2437  28.7564
 RPJ  H16  H  HNR5   0   0.405   6.0717   5.3750  27.8118
 RPJ  H17  H  HCR6   0   0.245   7.5835   7.0426  23.3645
 RPJ  H18  H  HCR6   0   0.241  10.5246   7.9892  26.3392
 RPJ  C02  C  C      0   0.373  12.2419  12.2779  28.9406
 RPJ  O16  O  O2     0  -0.480   9.3717  10.9178  29.6965

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  1.381  0.020  1.381
 RPJ  C24  C23  aromatic  1.394  0.020  1.394
 RPJ  C27  C28  aromatic  1.401  0.020  1.401
 RPJ  C23  C28  aromatic  1.414  0.020  1.414
 RPJ  C23  N22  aromatic  1.363  0.020  1.363
 RPJ  C28  C20  aromatic  1.434  0.020  1.434
 RPJ  N22  C21  aromatic  1.367  0.020  1.367
 RPJ  O03  C02  deloc     1.247  0.020  1.247
 RPJ  C20  C21  aromatic  1.367  0.020  1.367
 RPJ  C20  C19  single    1.496  0.020  1.496
 RPJ  C17  O16  single    1.436  0.020  1.436
 RPJ  C17  C18  single    1.516  0.020  1.516
 RPJ  C19  C18  single    1.532  0.020  1.532
 RPJ  O01  C02  deloc     1.247  0.020  1.247
 RPJ  O16  C15  single    1.332  0.020  1.332
 RPJ  C02  C04  single    1.503  0.020  1.503
 RPJ  C15  C04  aromatic  1.382  0.020  1.382
 RPJ  C15  N07  aromatic  1.361  0.020  1.361
 RPJ  C04  C05  aromatic  1.410  0.020  1.410
 RPJ  N07  C08  single    1.410  0.020  1.410
 RPJ  N07  N06  aromatic  1.343  0.020  1.343
 RPJ  C05  N06  aromatic  1.314  0.020  1.314
 RPJ  C14  C08  aromatic  1.390  0.020  1.390
 RPJ  C14  C13  aromatic  1.387  0.020  1.387
 RPJ  C08  C09  aromatic  1.390  0.020  1.390
 RPJ  C13  C11  aromatic  1.381  0.020  1.381
 RPJ  C09  C10  aromatic  1.386  0.020  1.386
 RPJ  C11  C10  aromatic  1.382  0.020  1.382
 RPJ  C11  F12  single    1.342  0.020  1.342
 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  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  120.61  3.000
 RPJ  C11  C10  C09  118.75  3.000
 RPJ  H2   C13  C14  120.51  3.000
 RPJ  H2   C13  C11  120.55  3.000
 RPJ  C14  C13  C11  118.94  3.000
 RPJ  O16  C15  N07  119.71  3.000
 RPJ  N07  C15  C04  107.35  3.000
 RPJ  O16  C15  C04  132.95  3.000
 RPJ  H4   C17  H3   107.99  3.000
 RPJ  H4   C17  C18  111.02  3.000
 RPJ  H3   C17  C18  110.86  3.000
 RPJ  H4   C17  O16  109.53  3.000
 RPJ  H3   C17  O16  104.63  3.000
 RPJ  C18  C17  O16  112.54  3.000
 RPJ  C19  C20  C28  127.48  3.000
 RPJ  C19  C20  C21  126.63  3.000
 RPJ  C28  C20  C21  105.87  3.000
 RPJ  H5   C21  N22  120.44  3.000
 RPJ  H5   C21  C20  129.25  3.000
 RPJ  N22  C21  C20  110.31  3.000
 RPJ  H6   C24  C25  121.22  3.000
 RPJ  H6   C24  C23  121.30  3.000
 RPJ  C25  C24  C23  117.48  3.000
 RPJ  H7   C26  C27  119.72  3.000
 RPJ  H7   C26  C25  119.21  3.000
 RPJ  C27  C26  C25  121.07  3.000
 RPJ  C27  C28  C23  118.90  3.000
 RPJ  C23  C28  C20  107.24  3.000
 RPJ  C27  C28  C20  133.86  3.000
 RPJ  C05  C04  C02  126.64  3.000
 RPJ  C05  C04  C15  103.07  3.000
 RPJ  C02  C04  C15  130.27  3.000
 RPJ  H9   C05  N06  119.94  3.000
 RPJ  H9   C05  C04  127.13  3.000
 RPJ  N06  C05  C04  112.92  3.000
 RPJ  N07  N06  C05  104.93  3.000
 RPJ  C08  N07  N06  120.44  3.000
 RPJ  N06  N07  C15  111.73  3.000
 RPJ  C08  N07  C15  127.58  3.000
 RPJ  C14  C08  C09  120.06  3.000
 RPJ  C09  C08  N07  119.15  3.000
 RPJ  C14  C08  N07  120.79  3.000
 RPJ  H10  C09  C08  120.02  3.000
 RPJ  H10  C09  C10  119.74  3.000
 RPJ  C08  C09  C10  120.23  3.000
 RPJ  F12  C11  C13  118.95  3.000
 RPJ  F12  C11  C10  119.09  3.000
 RPJ  C13  C11  C10  121.96  3.000
 RPJ  H11  C14  C08  120.71  3.000
 RPJ  H11  C14  C13  119.27  3.000
 RPJ  C08  C14  C13  120.02  3.000
 RPJ  H13  C18  H12  106.98  3.000
 RPJ  H13  C18  C19  109.39  3.000
 RPJ  H12  C18  C19  108.44  3.000
 RPJ  H13  C18  C17  109.96  3.000
 RPJ  H12  C18  C17  109.84  3.000
 RPJ  C19  C18  C17  112.09  3.000
 RPJ  H15  C19  H14  105.85  3.000
 RPJ  H15  C19  C18  109.38  3.000
 RPJ  H14  C19  C18  107.98  3.000
 RPJ  H15  C19  C20  109.75  3.000
 RPJ  H14  C19  C20  109.55  3.000
 RPJ  C18  C19  C20  114.01  3.000
 RPJ  H16  N22  C23  125.68  3.000
 RPJ  H16  N22  C21  125.02  3.000
 RPJ  C23  N22  C21  109.29  3.000
 RPJ  N22  C23  C28  107.29  3.000
 RPJ  N22  C23  C24  130.47  3.000
 RPJ  C28  C23  C24  122.24  3.000
 RPJ  H17  C25  C26  119.37  3.000
 RPJ  H17  C25  C24  119.38  3.000
 RPJ  C26  C25  C24  121.26  3.000
 RPJ  H18  C27  C28  120.60  3.000
 RPJ  H18  C27  C26  120.36  3.000
 RPJ  C28  C27  C26  119.04  3.000
 RPJ  C04  C02  O03  117.32  3.000
 RPJ  C04  C02  O01  115.44  3.000
 RPJ  O03  C02  O01  127.24  3.000
 RPJ  C17  O16  C15  116.39  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  Var_01    O03  C02  C04  C15    1.94  30.0  2
 RPJ  Var_02    C04  C15  O16  C17   71.39  30.0  2
 RPJ  Var_03    C18  C19  C20  C21  -83.48  30.0  2
 RPJ  Var_04    C18  C17  O16  C15   67.05  30.0  1
 RPJ  Var_05    C20  C19  C18  C17  -64.69  30.0  1
 RPJ  Var_06    C19  C18  C17  O16  177.14  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  C02  0.020
 RPJ  plan-1  O16  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  C02  0.020

