# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 14:24:35 2022
#   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  48  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_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  -0.455  11.3510   8.4879  28.9164
 RPM  C13  C  CR5    0   0.572  11.9202  11.0456  30.6377
 RPM  C21  C  CR6    0   0.341   9.6431  10.3558  31.3820
 RPM  C22  C  CR16   0  -0.280   8.8257  10.8866  30.3913
 RPM  C24  C  CR16   0  -0.254   7.0778   9.3544  31.0294
 RPM  C26  C  CR16   0  -0.282   9.1777   9.3367  32.2057
 RPM  C28  C  CR16   0  -0.433   9.2225   6.9409  26.3674
 RPM  C02  C  CR6    0   0.094   8.0432   6.6026  25.7289
 RPM  C03  C  CR16   0  -0.317   7.3997   5.3924  26.0646
 RPM  C04  C  CR16   0  -0.291   7.9068   4.5246  27.0108
 RPM  C05  C  CR56   0   0.337   9.0980   4.8815  27.6425
 RPM  C07  C  CR15   0  -0.091  10.9352   4.9948  28.8973
 RPM  C08  C  CR5    0   0.016  10.9420   6.1387  28.1498
 RPM  C09  C  CH2    0  -0.539  11.9228   7.2631  28.1955
 RPM  C11  C  CH2    0  -0.177  12.2252   9.7103  28.7245
 RPM  C14  C  CR5    0  -0.384  13.0627  11.4443  31.3053
 RPM  C18  C  CR15   0  -0.057  12.6625  11.4374  32.6560
 RPM  C23  C  CR16   0  -0.254   7.5479  10.3748  30.2140
 RPM  C25  C  CR16   0  -0.253   7.8936   8.8441  32.0307
 RPM  C27  C  CR56   0   0.050   9.7650   6.0842  27.3340
 RPM  N06  N  NR15   0  -0.688   9.8331   4.2409  28.5973
 RPM  N19  N  N      0  -0.300  11.4090  11.0762  32.8155
 RPM  N20  N  NR5    0  -0.427  10.9546  10.8387  31.5736
 RPM  O12  O  O2     0  -0.479  11.6535  10.8711  29.3454
 RPM  H1   H  HCH2   0   0.235  10.3494   8.7013  28.5349
 RPM  H2   H  HCH2   0   0.233  11.2419   8.2575  29.9799
 RPM  H3   H  HCR6   0   0.269   9.1727  11.6997  29.7697
 RPM  H4   H  HCR6   0   0.259   6.0792   8.9623  30.8888
 RPM  H5   H  HCR6   0   0.267   9.8201   8.9293  32.9748
 RPM  H6   H  HCR6   0   0.233   9.7257   7.8686  26.1159
 RPM  H7   H  HCH3   0   0.237   6.4460   7.8479  24.9828
 RPM  H8   H  HCH3   0   0.239   8.0554   8.3814  24.5110
 RPM  H9   H  HCH3   0   0.237   7.3203   6.9844  23.7322
 RPM  H10  H  HCR6   0   0.237   6.4751   5.1350  25.5606
 RPM  H11  H  HCR6   0   0.252   7.3960   3.6003  27.2505
 RPM  H12  H  HCR5   0   0.275  11.6461   4.6570  29.6356
 RPM  H13  H  HCH2   0   0.244  12.8438   6.9433  28.6888
 RPM  H14  H  HCH2   0   0.231  12.2036   7.5446  27.1748
 RPM  H15  H  HCH2   0   0.233  12.3028   9.9554  27.6641
 RPM  H16  H  HCH2   0   0.228  13.2369   9.5468  29.1011
 RPM  H17  H  HCR5   0   0.253  13.2605  11.7032  33.5150
 RPM  H18  H  HCR6   0   0.261   6.9141  10.7875  29.4400
 RPM  H19  H  HCR6   0   0.261   7.5350   8.0505  32.6729
 RPM  H20  H  HNR5   0   0.403   9.6115   3.3511  29.0109
 RPM  C15  C  C      0   0.371  14.4064  11.8461  30.7668
 RPM  O16  O  O      0  -0.588  14.5740  11.7806  29.5324
 RPM  O17  O  OC    -1  -0.594  15.2346  12.2216  31.6199
 RPM  C01  C  CH3    0  -0.722   7.4378   7.5010  24.6865

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  1.395  0.020  1.395
 RPM  C01  C02  single    1.503  0.020  1.503
 RPM  C02  C28  aromatic  1.383  0.020  1.383
 RPM  C05  N06  aromatic  1.365  0.020  1.365
 RPM  C05  C27  aromatic  1.409  0.020  1.409
 RPM  N06  C07  aromatic  1.369  0.020  1.369
 RPM  C28  C27  aromatic  1.401  0.020  1.401
 RPM  C27  C08  aromatic  1.433  0.020  1.433
 RPM  C07  C08  aromatic  1.367  0.020  1.367
 RPM  C08  C09  single    1.493  0.020  1.493
 RPM  O16  C15  deloc     1.247  0.020  1.247
 RPM  C15  O17  deloc     1.247  0.020  1.247
 RPM  C15  C14  single    1.502  0.020  1.502
 RPM  C09  C10  single    1.532  0.020  1.532
 RPM  O12  C11  single    1.435  0.020  1.435
 RPM  O12  C13  single    1.331  0.020  1.331
 RPM  C10  C11  single    1.515  0.020  1.515
 RPM  C14  C13  aromatic  1.382  0.020  1.382
 RPM  C14  C18  aromatic  1.409  0.020  1.409
 RPM  C13  N20  aromatic  1.360  0.020  1.360
 RPM  C22  C23  aromatic  1.388  0.020  1.388
 RPM  C22  C21  aromatic  1.390  0.020  1.390
 RPM  C18  N19  aromatic  1.314  0.020  1.314
 RPM  C23  C24  aromatic  1.388  0.020  1.388
 RPM  N20  C21  single    1.411  0.020  1.411
 RPM  N20  N19  aromatic  1.344  0.020  1.344
 RPM  C21  C26  aromatic  1.391  0.020  1.391
 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

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   106.81  3.000
 RPM  H2   C10  C11  110.53  3.000
 RPM  H1   C10  C11  109.10  3.000
 RPM  H2   C10  C09  109.05  3.000
 RPM  H1   C10  C09  109.51  3.000
 RPM  C11  C10  C09  111.72  3.000
 RPM  O12  C13  N20  120.38  3.000
 RPM  N20  C13  C14  107.35  3.000
 RPM  O12  C13  C14  132.26  3.000
 RPM  N20  C21  C26  118.79  3.000
 RPM  C26  C21  C22  120.35  3.000
 RPM  N20  C21  C22  120.85  3.000
 RPM  H3   C22  C23  119.98  3.000
 RPM  H3   C22  C21  120.57  3.000
 RPM  C23  C22  C21  119.45  3.000
 RPM  H4   C24  C25  120.18  3.000
 RPM  H4   C24  C23  120.17  3.000
 RPM  C25  C24  C23  119.65  3.000
 RPM  H5   C26  C25  120.39  3.000
 RPM  H5   C26  C21  119.90  3.000
 RPM  C25  C26  C21  119.71  3.000
 RPM  H6   C28  C27  120.21  3.000
 RPM  H6   C28  C02  119.84  3.000
 RPM  C27  C28  C02  119.94  3.000
 RPM  C03  C02  C01  119.59  3.000
 RPM  C01  C02  C28  121.15  3.000
 RPM  C03  C02  C28  119.26  3.000
 RPM  H10  C03  C04  118.87  3.000
 RPM  H10  C03  C02  118.81  3.000
 RPM  C04  C03  C02  122.32  3.000
 RPM  H11  C04  C05  121.40  3.000
 RPM  H11  C04  C03  121.00  3.000
 RPM  C05  C04  C03  117.61  3.000
 RPM  N06  C05  C27  107.38  3.000
 RPM  C27  C05  C04  121.56  3.000
 RPM  N06  C05  C04  131.06  3.000
 RPM  H12  C07  N06  120.54  3.000
 RPM  H12  C07  C08  129.27  3.000
 RPM  N06  C07  C08  110.20  3.000
 RPM  C27  C08  C09  125.85  3.000
 RPM  C09  C08  C07  128.10  3.000
 RPM  C27  C08  C07  105.99  3.000
 RPM  H14  C09  H13  106.25  3.000
 RPM  H14  C09  C08  109.48  3.000
 RPM  H13  C09  C08  110.31  3.000
 RPM  H14  C09  C10  109.19  3.000
 RPM  H13  C09  C10  109.65  3.000
 RPM  C08  C09  C10  111.80  3.000
 RPM  H16  C11  H15  107.64  3.000
 RPM  H16  C11  O12  109.94  3.000
 RPM  H15  C11  O12  105.49  3.000
 RPM  H16  C11  C10  111.73  3.000
 RPM  H15  C11  C10  110.21  3.000
 RPM  O12  C11  C10  111.58  3.000
 RPM  C18  C14  C15  126.80  3.000
 RPM  C18  C14  C13  103.11  3.000
 RPM  C15  C14  C13  130.05  3.000
 RPM  H17  C18  N19  119.95  3.000
 RPM  H17  C18  C14  127.17  3.000
 RPM  N19  C18  C14  112.87  3.000
 RPM  H18  C23  C24  120.14  3.000
 RPM  H18  C23  C22  119.33  3.000
 RPM  C24  C23  C22  120.52  3.000
 RPM  H19  C25  C26  119.51  3.000
 RPM  H19  C25  C24  120.18  3.000
 RPM  C26  C25  C24  120.30  3.000
 RPM  C08  C27  C05  107.25  3.000
 RPM  C08  C27  C28  133.44  3.000
 RPM  C05  C27  C28  119.31  3.000
 RPM  H20  N06  C07  125.07  3.000
 RPM  H20  N06  C05  125.74  3.000
 RPM  C07  N06  C05  109.19  3.000
 RPM  N20  N19  C18  105.01  3.000
 RPM  N19  N20  C21  120.03  3.000
 RPM  N19  N20  C13  111.65  3.000
 RPM  C21  N20  C13  128.20  3.000
 RPM  C11  O12  C13  116.51  3.000
 RPM  O17  C15  O16  127.13  3.000
 RPM  O17  C15  C14  115.43  3.000
 RPM  O16  C15  C14  117.44  3.000
 RPM  H9   C01  H8   107.62  3.000
 RPM  H9   C01  H7   106.85  3.000
 RPM  H8   C01  H7   107.57  3.000
 RPM  H9   C01  C02  111.51  3.000
 RPM  H8   C01  C02  111.49  3.000
 RPM  H7   C01  C02  111.56  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  Var_01    C27  C08  C09  C10    72.54  30.0  2
 RPM  Var_02    O16  C15  C14  C13    -2.77  30.0  2
 RPM  Var_03    C14  C13  O12  C11    73.59  30.0  2
 RPM  Var_04    H7   C01  C02  C28  -118.64  30.0  2
 RPM  Var_05    C11  C10  C09  C08  -168.61  30.0  3
 RPM  Var_06    H15  C11  O12  C13  -154.86  30.0  3
 RPM  Var_07    O12  C11  C10  C09   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
 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  C15  0.020
 RPM  plan-4  O16  0.020
 RPM  plan-4  O17  0.020

