# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 02:19:23 2021
#   Inital geometry file: a 125 line input string
#   Ligand name: 5-[3-(5-methyl-1H-indol-3-yl)propoxy]-1-phenyl-1H-pyrazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc2[nH]cc(CCCOc3n(ncc3C(O)=O)c4ccccc4)c2c1
#
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
 RPM  RPM  '5-[3-(5-methyl-1H-indol-3-yl)propoxy]-1-phenyl-1H-pyrazole-4-carboxylic acid'  ligand  49  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_RPM
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
 RPM  C10  C  CH2   0  -0.481  11.7100   8.5885  28.5421
 RPM  C13  C  CR5   0   0.625  11.9932  10.8098  30.3970
 RPM  C21  C  CR6   0   0.325   9.5228  10.6782  30.2692
 RPM  C22  C  CR16  0  -0.271   9.1770  11.6923  29.3877
 RPM  C24  C  CR16  0  -0.248   7.1135  10.5437  28.9193
 RPM  C26  C  CR16  0  -0.262   8.6736   9.6022  30.4900
 RPM  C28  C  CR16  0  -0.427   8.8176   6.8927  27.4028
 RPM  C02  C  CR6   0   0.099   7.5189   6.4184  27.4192
 RPM  C03  C  CR16  0  -0.322   7.2778   5.0766  27.7827
 RPM  C04  C  CR16  0  -0.293   8.2980   4.2116  28.1219
 RPM  C05  C  CR56  0   0.333   9.6009   4.7078  28.0987
 RPM  C07  C  CR15  0  -0.095  11.8032   5.0034  28.2212
 RPM  C08  C  CR5   0   0.018  11.3031   6.2134  27.8291
 RPM  C09  C  CH2   0  -0.534  12.0847   7.4614  27.5770
 RPM  C11  C  CH2   0  -0.175  12.6125   9.7926  28.3616
 RPM  C14  C  CR5   0  -0.350  12.9021  10.7369  31.4429
 RPM  C18  C  CR15  0  -0.023  12.0905  10.5940  32.5894
 RPM  C23  C  CR16  0  -0.259   7.9680  11.6173  28.7102
 RPM  C25  C  CR16  0  -0.241   7.4663   9.5402  29.8122
 RPM  C27  C  CR56  0   0.053   9.8805   6.0444  27.7440
 RPM  N06  N  NR15  0  -0.687  10.7896   4.1005  28.3806
 RPM  N19  N  N     0  -0.280  10.8176  10.5841  32.2858
 RPM  N20  N  NR5   0  -0.425  10.7656  10.7189  30.9476
 RPM  O12  O  O2    0  -0.473  12.1445  10.9494  29.0899
 RPM  H1   H  HCH2  0   0.247  10.6737   8.8855  28.3712
 RPM  H2   H  HCH2  0   0.238  11.7760   8.2149  29.5677
 RPM  H3   H  HCR6  0   0.273   9.8347  12.5376  29.2380
 RPM  H4   H  HCR6  0   0.263   6.1725  10.4893  28.3878
 RPM  H5   H  HCR6  0   0.272   8.9604   8.8143  31.1737
 RPM  H6   H  HCR6  0   0.226   9.0074   7.9238  27.1280
 RPM  H7   H  HCH3  0   0.236   5.6387   7.3775  27.8700
 RPM  H8   H  HCH3  0   0.240   6.6921   8.3163  26.8196
 RPM  H9   H  HCH3  0   0.240   5.8226   6.9226  26.1858
 RPM  H10  H  HCR6  0   0.239   6.2562   4.7143  27.7958
 RPM  H11  H  HCR6  0   0.255   8.0894   3.1854  28.3977
 RPM  H12  H  HCR5  0   0.278  12.8272   4.7155  28.4025
 RPM  H13  H  HCH2  0   0.243  13.1524   7.2411  27.6634
 RPM  H14  H  HCH2  0   0.236  11.9259   7.8080  26.5505
 RPM  H15  H  HCH2  0   0.248  12.6251  10.1184  27.3220
 RPM  H16  H  HCH2  0   0.239  13.6380   9.5646  28.6592
 RPM  H17  H  HCR5  0   0.279  12.4029  10.5116  33.6190
 RPM  H18  H  HCR6  0   0.266   7.6930  12.4064  28.0230
 RPM  H19  H  HCR6  0   0.262   6.8064   8.6977  29.9700
 RPM  H20  H  HNR5  0   0.405  10.9086   3.1442  28.6678
 RPM  H21  H  HOH1  0   0.486  15.8852  10.8209  32.4588
 RPM  C15  C  C     0   0.497  14.3492  10.8423  31.3555
 RPM  C01  C  CH3   0  -0.727   6.3615   7.3054  27.0548
 RPM  O16  O  O     0  -0.448  14.9721  11.0118  30.3315
 RPM  O17  O  OH1   0  -0.600  14.9246  10.7391  32.5495

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
 RPM  C03  C04  aromatic  1.380  0.020  1.380
 RPM  C03  C02  aromatic  1.411  0.020  1.411
 RPM  C04  C05  aromatic  1.394  0.020  1.394
 RPM  C01  C02  single    1.503  0.020  1.503
 RPM  C02  C28  aromatic  1.383  0.020  1.383
 RPM  C05  N06  aromatic  1.364  0.020  1.364
 RPM  C05  C27  aromatic  1.411  0.020  1.411
 RPM  N06  C07  aromatic  1.367  0.020  1.367
 RPM  C28  C27  aromatic  1.402  0.020  1.402
 RPM  C27  C08  aromatic  1.435  0.020  1.435
 RPM  C07  C08  aromatic  1.367  0.020  1.367
 RPM  C08  C09  single    1.494  0.020  1.494
 RPM  O16  C15  double    1.210  0.020  1.210
 RPM  C15  O17  single    1.329  0.020  1.329
 RPM  C15  C14  single    1.454  0.020  1.454
 RPM  C09  C10  single    1.530  0.020  1.530
 RPM  O12  C11  single    1.445  0.020  1.445
 RPM  O12  C13  single    1.323  0.020  1.323
 RPM  C10  C11  single    1.516  0.020  1.516
 RPM  C14  C13  aromatic  1.388  0.020  1.388
 RPM  C14  C18  aromatic  1.412  0.020  1.412
 RPM  C13  N20  aromatic  1.348  0.020  1.348
 RPM  C22  C23  aromatic  1.388  0.020  1.388
 RPM  C22  C21  aromatic  1.387  0.020  1.387
 RPM  C18  N19  aromatic  1.309  0.020  1.309
 RPM  C23  C24  aromatic  1.388  0.020  1.388
 RPM  N20  C21  single    1.416  0.020  1.416
 RPM  N20  N19  aromatic  1.346  0.020  1.346
 RPM  C21  C26  aromatic  1.388  0.020  1.388
 RPM  C24  C25  aromatic  1.389  0.020  1.389
 RPM  C26  C25  aromatic  1.386  0.020  1.386
 RPM  C10  H1   single    0.970  0.020  1.090
 RPM  C10  H2   single    0.970  0.020  1.090
 RPM  C22  H3   single    0.930  0.020  1.080
 RPM  C24  H4   single    0.930  0.020  1.080
 RPM  C26  H5   single    0.930  0.020  1.080
 RPM  C28  H6   single    0.930  0.020  1.080
 RPM  C01  H7   single    0.970  0.020  1.090
 RPM  C01  H8   single    0.970  0.020  1.090
 RPM  C01  H9   single    0.970  0.020  1.090
 RPM  C03  H10  single    0.930  0.020  1.080
 RPM  C04  H11  single    0.930  0.020  1.080
 RPM  C07  H12  single    0.930  0.020  1.080
 RPM  C09  H13  single    0.970  0.020  1.090
 RPM  C09  H14  single    0.970  0.020  1.090
 RPM  C11  H15  single    0.970  0.020  1.090
 RPM  C11  H16  single    0.970  0.020  1.090
 RPM  C18  H17  single    0.930  0.020  1.080
 RPM  C23  H18  single    0.930  0.020  1.080
 RPM  C25  H19  single    0.930  0.020  1.080
 RPM  N06  H20  single    0.860  0.020  1.020
 RPM  O17  H21  single    0.850  0.020  0.980

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
 RPM  H2   C10  H1   107.28  3.000
 RPM  H2   C10  C11  110.31  3.000
 RPM  H1   C10  C11  109.31  3.000
 RPM  H2   C10  C09  108.97  3.000
 RPM  H1   C10  C09  109.52  3.000
 RPM  C11  C10  C09  111.36  3.000
 RPM  O12  C13  N20  120.97  3.000
 RPM  N20  C13  C14  106.56  3.000
 RPM  O12  C13  C14  132.47  3.000
 RPM  N20  C21  C26  118.86  3.000
 RPM  C26  C21  C22  121.00  3.000
 RPM  N20  C21  C22  120.13  3.000
 RPM  H3   C22  C23  120.29  3.000
 RPM  H3   C22  C21  120.51  3.000
 RPM  C23  C22  C21  119.20  3.000
 RPM  H4   C24  C25  120.03  3.000
 RPM  H4   C24  C23  120.01  3.000
 RPM  C25  C24  C23  119.96  3.000
 RPM  H5   C26  C25  120.49  3.000
 RPM  H5   C26  C21  120.19  3.000
 RPM  C25  C26  C21  119.32  3.000
 RPM  H6   C28  C27  120.30  3.000
 RPM  H6   C28  C02  119.59  3.000
 RPM  C27  C28  C02  120.11  3.000
 RPM  C03  C02  C01  119.48  3.000
 RPM  C01  C02  C28  121.19  3.000
 RPM  C03  C02  C28  119.32  3.000
 RPM  H10  C03  C04  118.97  3.000
 RPM  H10  C03  C02  118.81  3.000
 RPM  C04  C03  C02  122.22  3.000
 RPM  H11  C04  C05  121.43  3.000
 RPM  H11  C04  C03  120.95  3.000
 RPM  C05  C04  C03  117.62  3.000
 RPM  N06  C05  C27  107.52  3.000
 RPM  C27  C05  C04  121.77  3.000
 RPM  N06  C05  C04  130.71  3.000
 RPM  H12  C07  N06  120.52  3.000
 RPM  H12  C07  C08  129.17  3.000
 RPM  N06  C07  C08  110.30  3.000
 RPM  C27  C08  C09  127.37  3.000
 RPM  C09  C08  C07  126.62  3.000
 RPM  C27  C08  C07  105.99  3.000
 RPM  H14  C09  H13  106.22  3.000
 RPM  H14  C09  C08  110.28  3.000
 RPM  H13  C09  C08  109.22  3.000
 RPM  H14  C09  C10  108.82  3.000
 RPM  H13  C09  C10  109.73  3.000
 RPM  C08  C09  C10  112.38  3.000
 RPM  H16  C11  H15  108.16  3.000
 RPM  H16  C11  O12  109.52  3.000
 RPM  H15  C11  O12  104.20  3.000
 RPM  H16  C11  C10  111.16  3.000
 RPM  H15  C11  C10  110.98  3.000
 RPM  O12  C11  C10  112.53  3.000
 RPM  C18  C14  C15  128.94  3.000
 RPM  C18  C14  C13  103.93  3.000
 RPM  C15  C14  C13  127.08  3.000
 RPM  H17  C18  N19  120.16  3.000
 RPM  H17  C18  C14  128.03  3.000
 RPM  N19  C18  C14  111.81  3.000
 RPM  H18  C23  C24  120.22  3.000
 RPM  H18  C23  C22  119.48  3.000
 RPM  C24  C23  C22  120.30  3.000
 RPM  H19  C25  C26  119.67  3.000
 RPM  H19  C25  C24  120.10  3.000
 RPM  C26  C25  C24  120.23  3.000
 RPM  C08  C27  C05  107.04  3.000
 RPM  C08  C27  C28  134.00  3.000
 RPM  C05  C27  C28  118.96  3.000
 RPM  H20  N06  C07  125.02  3.000
 RPM  H20  N06  C05  125.84  3.000
 RPM  C07  N06  C05  109.14  3.000
 RPM  N20  N19  C18  105.51  3.000
 RPM  N19  N20  C21  120.48  3.000
 RPM  N19  N20  C13  112.18  3.000
 RPM  C21  N20  C13  127.24  3.000
 RPM  C11  O12  C13  116.78  3.000
 RPM  O17  C15  O16  123.23  3.000
 RPM  O17  C15  C14  111.79  3.000
 RPM  O16  C15  C14  124.98  3.000
 RPM  H9   C01  H8   107.66  3.000
 RPM  H9   C01  H7   106.89  3.000
 RPM  H8   C01  H7   107.51  3.000
 RPM  H9   C01  C02  111.48  3.000
 RPM  H8   C01  C02  111.49  3.000
 RPM  H7   C01  C02  111.57  3.000
 RPM  H21  O17  C15  109.79  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
 RPM  CONST_01  N19  C18  C14  C13     0.00   0.0  0
 RPM  CONST_04  C18  N19  N20  C13     0.00   0.0  0
 RPM  CONST_05  C24  C23  C22  C21     0.00   0.0  0
 RPM  CONST_06  C14  C13  N20  C21   180.00   0.0  0
 RPM  CONST_07  C18  N19  N20  C21   180.00   0.0  0
 RPM  CONST_08  C24  C25  C26  C21     0.00   0.0  0
 RPM  CONST_09  C25  C24  C23  C22     0.00   0.0  0
 RPM  CONST_11  C25  C26  C21  C22     0.00   0.0  0
 RPM  CONST_12  C23  C22  C21  C26     0.00   0.0  0
 RPM  CONST_14  C23  C24  C25  C26     0.00   0.0  0
 RPM  CONST_15  C04  C03  C02  C28     0.00   0.0  0
 RPM  CONST_16  C04  C05  C27  C28     0.00   0.0  0
 RPM  CONST_17  N06  C05  C27  C28   180.00   0.0  0
 RPM  CONST_18  C07  C08  C27  C28   180.00   0.0  0
 RPM  CONST_19  C05  C04  C03  C02     0.00   0.0  0
 RPM  CONST_20  C05  C27  C28  C02     0.00   0.0  0
 RPM  CONST_21  C08  C27  C28  C02   180.00   0.0  0
 RPM  CONST_22  N06  C05  C04  C03   180.00   0.0  0
 RPM  CONST_23  C27  C05  C04  C03     0.00   0.0  0
 RPM  CONST_24  C27  C28  C02  C03     0.00   0.0  0
 RPM  CONST_25  C07  N06  C05  C04   180.00   0.0  0
 RPM  CONST_26  C08  C27  C05  C04   180.00   0.0  0
 RPM  CONST_27  C08  C07  N06  C05     0.00   0.0  0
 RPM  CONST_28  C07  C08  C27  C05     0.00   0.0  0
 RPM  CONST_29  C27  C05  N06  C07     0.00   0.0  0
 RPM  CONST_30  N06  C05  C27  C08     0.00   0.0  0
 RPM  CONST_31  N19  N20  C13  C14     0.00   0.0  0
 RPM  CONST_32  N20  N19  C18  C14     0.00   0.0  0
 RPM  CONST_33  N20  C13  C14  C18     0.00   0.0  0
 RPM  CONST_34  N20  C21  C22  C23   180.00   0.0  0
 RPM  CONST_35  N20  C21  C26  C25   180.00   0.0  0
 RPM  CONST_36  N06  C07  C08  C27     0.00   0.0  0
 RPM  CONST_37  N20  C13  C14  C15   180.00   0.0  0
 RPM  CONST_38  N19  C18  C14  C15   180.00   0.0  0
 RPM  CONST_39  O12  C13  N20  C21     0.00   0.0  0
 RPM  CONST_40  C09  C08  C27  C28     0.00   0.0  0
 RPM  CONST_41  C04  C03  C02  C01   180.00   0.0  0
 RPM  CONST_42  C27  C28  C02  C01   180.00   0.0  0
 RPM  CONST_43  C09  C08  C27  C05   180.00   0.0  0
 RPM  CONST_44  N06  C07  C08  C09   180.00   0.0  0
 RPM  CONST_45  O12  C13  C14  C18   180.00   0.0  0
 RPM  CONST_46  O12  C13  N20  N19   180.00   0.0  0
 RPM  CONST_47  H17  C18  C14  C13   180.00   0.0  0
 RPM  CONST_48  H18  C23  C22  C21   180.00   0.0  0
 RPM  CONST_49  H19  C25  C26  C21   180.00   0.0  0
 RPM  CONST_50  H4   C24  C23  C22   180.00   0.0  0
 RPM  CONST_51  H5   C26  C21  C22   180.00   0.0  0
 RPM  CONST_52  H3   C22  C23  C24   180.00   0.0  0
 RPM  CONST_53  H10  C03  C02  C28   180.00   0.0  0
 RPM  CONST_54  H11  C04  C03  C02   180.00   0.0  0
 RPM  CONST_55  H6   C28  C02  C03   180.00   0.0  0
 RPM  CONST_56  H20  N06  C05  C04     0.00   0.0  0
 RPM  CONST_57  H12  C07  N06  C05   180.00   0.0  0
 RPM  CONST_58  H21  O17  C15  C14   180.00   0.0  0
 RPM  Var_01    C27  C08  C09  C10    61.59  30.0  2
 RPM  Var_02    O16  C15  C14  C13    -0.03  30.0  3
 RPM  Var_03    C14  C13  O12  C11    74.27  30.0  2
 RPM  Var_04    H7   C01  C02  C28  -121.66  30.0  2
 RPM  Var_05    C11  C10  C09  C08   174.12  30.0  3
 RPM  Var_06    H15  C11  O12  C13   177.90  30.0  3
 RPM  Var_07    O12  C11  C10  C09   170.03  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
 RPM  plan-1  C13  0.020
 RPM  plan-1  C21  0.020
 RPM  plan-1  C14  0.020
 RPM  plan-1  C18  0.020
 RPM  plan-1  N19  0.020
 RPM  plan-1  N20  0.020
 RPM  plan-1  O12  0.020
 RPM  plan-1  H17  0.020
 RPM  plan-1  C15  0.020
 RPM  plan-2  C21  0.020
 RPM  plan-2  C22  0.020
 RPM  plan-2  C24  0.020
 RPM  plan-2  C26  0.020
 RPM  plan-2  C23  0.020
 RPM  plan-2  C25  0.020
 RPM  plan-2  N20  0.020
 RPM  plan-2  H3   0.020
 RPM  plan-2  H4   0.020
 RPM  plan-2  H5   0.020
 RPM  plan-2  H18  0.020
 RPM  plan-2  H19  0.020
 RPM  plan-3  C28  0.020
 RPM  plan-3  C02  0.020
 RPM  plan-3  C03  0.020
 RPM  plan-3  C04  0.020
 RPM  plan-3  C05  0.020
 RPM  plan-3  C07  0.020
 RPM  plan-3  C08  0.020
 RPM  plan-3  C09  0.020
 RPM  plan-3  C27  0.020
 RPM  plan-3  N06  0.020
 RPM  plan-3  H6   0.020
 RPM  plan-3  H10  0.020
 RPM  plan-3  H11  0.020
 RPM  plan-3  H12  0.020
 RPM  plan-3  H20  0.020
 RPM  plan-3  C01  0.020
 RPM  plan-4  C14  0.020
 RPM  plan-4  H21  0.020
 RPM  plan-4  C15  0.020
 RPM  plan-4  O16  0.020
 RPM  plan-4  O17  0.020

