# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 14:49:40 2020
#   Inital geometry file: a 143 line input string
#   Ligand name: 4-{[({5-[2-(ethoxycarbonyl)-1H-indol-5-yl]-1-methyl-1H-pyrazol-3-yl}carbonyl)amino]methyl}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1[nH]c2ccc(cc2c1)c3cc(nn3C)C(=O)NCc4ccc(cc4)C(O)=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
 4UF  4UF  '4-{[({5-[2-(ethoxycarbonyl)-1H-indol-5-yl]-1-methyl-1H-pyrazol-3-yl}carbonyl)amino]methyl}benzoic acid'  ligand  55  33  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4UF
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
 4UF  C1   C  CR16  0  -0.379   -3.0730  -0.2827   0.9849
 4UF  C2   C  CR6   0   0.031   -2.1168   0.2293   0.1268
 4UF  C3   C  CR16  0  -0.310   -2.5032   0.7782  -1.1203
 4UF  C4   C  CR16  0  -0.290   -3.8160   0.8169  -1.5251
 4UF  C5   C  CR56  0   0.090   -4.4173  -0.2657   0.5957
 4UF  C6   C  CR56  0   0.356   -4.7724   0.2850  -0.6567
 4UF  C8   C  CR5   0   0.211   -6.6357  -0.4048   0.3378
 4UF  C9   C  CR15  0  -0.397   -5.6229  -0.6965   1.2123
 4UF  C10  C  C     0   0.564   -8.0652  -0.6657   0.5251
 4UF  C13  C  CH2   0  -0.180  -10.2017  -0.4697  -0.4844
 4UF  C14  C  CH3   0  -0.689  -10.7648   0.0404  -1.7874
 4UF  C15  C  CR5   0   0.424   -0.6979   0.2640   0.4862
 4UF  C18  C  CR5   0   0.142    1.4086   0.7768   0.8553
 4UF  C19  C  CR15  0  -0.539    0.2144   1.2881   0.3353
 4UF  C21  C  C     0   0.523    2.7091   1.4756   0.9419
 4UF  O23  O  O     0  -0.491    2.8323   2.6195   0.5246
 4UF  O33  O  O     0  -0.440    9.9524  -1.2859  -1.7576
 4UF  O32  O  OH1   0  -0.594    8.5185  -0.7401  -3.3744
 4UF  C28  C  CR6   0  -0.095    7.8769  -0.2910  -1.1639
 4UF  C27  C  CR16  0  -0.240    8.1446  -0.3469   0.2008
 4UF  C26  C  CR16  0  -0.298    7.2247   0.1420   1.1138
 4UF  C29  C  CR16  0  -0.242    6.6729   0.2647  -1.5985
 4UF  C30  C  CR16  0  -0.281    5.7599   0.7540  -0.6808
 4UF  C25  C  CR6   0   0.129    6.0249   0.7001   0.6861
 4UF  C24  C  CH2   0  -0.373    5.0433   1.2533   1.6898
 4UF  N22  N  NH1   0  -0.639    3.7010   0.7638   1.5022
 4UF  N17  N  N     0  -0.296    1.2482  -0.4652   1.2843
 4UF  N16  N  NR5   0  -0.319   -0.0167  -0.7652   1.0536
 4UF  N7   N  NR15  0  -0.724   -6.1179   0.1855  -0.7871
 4UF  O12  O  O     0  -0.445   -8.5217  -1.1772   1.5194
 4UF  O11  O  O2    0  -0.468   -8.7767  -0.2756  -0.5186
 4UF  H1   H  HCR6  0   0.266   -2.7992  -0.6706   1.9577
 4UF  H2   H  HCR6  0   0.259   -1.7368   1.1696  -1.7769
 4UF  H3   H  HCR6  0   0.271   -4.0937   1.2376  -2.4824
 4UF  H4   H  HCR5  0   0.266   -5.7322  -1.1676   2.1761
 4UF  H5   H  HCH2  0   0.241  -10.6217   0.0728   0.3645
 4UF  H6   H  HCH2  0   0.241  -10.4203  -1.5306  -0.3499
 4UF  H7   H  HCH3  0   0.238  -10.3543  -0.4995  -2.6404
 4UF  H8   H  HCH3  0   0.242  -11.8448  -0.1038  -1.7885
 4UF  H9   H  HCH3  0   0.238  -10.5701   1.1046  -1.9193
 4UF  H10  H  HCR5  0   0.274    0.0293   2.2673  -0.0738
 4UF  H11  H  HCH3  0   0.265   -0.8967  -2.1136   2.4059
 4UF  H12  H  HCH3  0   0.267   -1.2786  -2.3861   0.6968
 4UF  H13  H  HCH3  0   0.280    0.3292  -2.7832   1.3155
 4UF  H14  H  HOH1  0   0.488    9.2176  -1.0895  -3.9467
 4UF  H15  H  HCR6  0   0.266    9.0711  -0.7782   0.5548
 4UF  H16  H  HCR6  0   0.262    7.4439   0.0847   2.1730
 4UF  H17  H  HCR6  0   0.267    6.4383   0.3247  -2.6522
 4UF  H18  H  HCR6  0   0.262    4.8363   1.1894  -1.0403
 4UF  H19  H  HCH2  0   0.276    5.3711   1.0021   2.6995
 4UF  H20  H  HCH2  0   0.273    5.0275   2.3417   1.6253
 4UF  H21  H  HNH1  0   0.408    3.4990  -0.1795   1.7960
 4UF  H22  H  HNR5  0   0.416   -6.6529   0.5046  -1.5788
 4UF  C20  C  CH3   0  -0.538   -0.4997  -2.0863   1.3922
 4UF  C31  C  C     0   0.531    8.8914  -0.8236  -2.1046

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
 4UF  C24  N22  single    1.441  0.020  1.441
 4UF  C24  C25  single    1.509  0.020  1.509
 4UF  C30  C25  aromatic  1.393  0.020  1.393
 4UF  C30  C29  aromatic  1.384  0.020  1.384
 4UF  N22  C21  single    1.343  0.020  1.343
 4UF  C20  N16  single    1.447  0.020  1.447
 4UF  N17  N16  aromatic  1.320  0.020  1.320
 4UF  N17  C18  aromatic  1.324  0.020  1.324
 4UF  C25  C26  aromatic  1.391  0.020  1.391
 4UF  C29  C28  aromatic  1.395  0.020  1.395
 4UF  N16  C15  aromatic  1.358  0.020  1.358
 4UF  C21  C18  single    1.479  0.020  1.479
 4UF  C21  O23  double    1.224  0.020  1.224
 4UF  C18  C19  aromatic  1.399  0.020  1.399
 4UF  C26  C27  aromatic  1.385  0.020  1.385
 4UF  C28  C27  aromatic  1.392  0.020  1.392
 4UF  C28  C31  single    1.482  0.020  1.482
 4UF  O33  C31  double    1.208  0.020  1.208
 4UF  C15  C19  aromatic  1.380  0.020  1.380
 4UF  C15  C2   single    1.464  0.020  1.464
 4UF  C3   C2   aromatic  1.416  0.020  1.416
 4UF  C3   C4   aromatic  1.374  0.020  1.374
 4UF  C31  O32  single    1.326  0.020  1.326
 4UF  C2   C1   aromatic  1.383  0.020  1.383
 4UF  C4   C6   aromatic  1.397  0.020  1.397
 4UF  C1   C5   aromatic  1.400  0.020  1.400
 4UF  C6   C5   aromatic  1.414  0.020  1.414
 4UF  C6   N7   aromatic  1.356  0.020  1.356
 4UF  C5   C9   aromatic  1.421  0.020  1.421
 4UF  N7   C8   aromatic  1.372  0.020  1.372
 4UF  C9   C8   aromatic  1.370  0.020  1.370
 4UF  C8   C10  single    1.465  0.020  1.465
 4UF  C10  O12  double    1.208  0.020  1.208
 4UF  C10  O11  single    1.322  0.020  1.322
 4UF  O11  C13  single    1.439  0.020  1.439
 4UF  C13  C14  single    1.508  0.020  1.508
 4UF  C1   H1   single    0.930  0.020  1.080
 4UF  C3   H2   single    0.930  0.020  1.080
 4UF  C4   H3   single    0.930  0.020  1.080
 4UF  C9   H4   single    0.930  0.020  1.080
 4UF  C13  H5   single    0.970  0.020  1.090
 4UF  C13  H6   single    0.970  0.020  1.090
 4UF  C14  H7   single    0.970  0.020  1.090
 4UF  C14  H8   single    0.970  0.020  1.090
 4UF  C14  H9   single    0.970  0.020  1.090
 4UF  C19  H10  single    0.930  0.020  1.080
 4UF  C20  H11  single    0.970  0.020  1.090
 4UF  C20  H12  single    0.970  0.020  1.090
 4UF  C20  H13  single    0.970  0.020  1.090
 4UF  O32  H14  single    0.850  0.020  0.980
 4UF  C27  H15  single    0.930  0.020  1.080
 4UF  C26  H16  single    0.930  0.020  1.080
 4UF  C29  H17  single    0.930  0.020  1.080
 4UF  C30  H18  single    0.930  0.020  1.080
 4UF  C24  H19  single    0.970  0.020  1.090
 4UF  C24  H20  single    0.970  0.020  1.090
 4UF  N22  H21  single    0.860  0.020  1.020
 4UF  N7   H22  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
 4UF  H1   C1   C5   119.82  3.000
 4UF  H1   C1   C2   121.02  3.000
 4UF  C5   C1   C2   119.14  3.000
 4UF  C15  C2   C3   118.12  3.000
 4UF  C3   C2   C1   120.08  3.000
 4UF  C15  C2   C1   121.77  3.000
 4UF  H2   C3   C4   119.17  3.000
 4UF  H2   C3   C2   118.76  3.000
 4UF  C4   C3   C2   122.07  3.000
 4UF  H3   C4   C6   121.49  3.000
 4UF  H3   C4   C3   121.11  3.000
 4UF  C6   C4   C3   117.39  3.000
 4UF  C9   C5   C6   106.83  3.000
 4UF  C9   C5   C1   133.67  3.000
 4UF  C6   C5   C1   119.50  3.000
 4UF  N7   C6   C5   107.82  3.000
 4UF  N7   C6   C4   130.37  3.000
 4UF  C5   C6   C4   121.81  3.000
 4UF  N7   C8   C10  123.35  3.000
 4UF  C10  C8   C9   127.01  3.000
 4UF  N7   C8   C9   109.64  3.000
 4UF  H4   C9   C8   126.07  3.000
 4UF  H4   C9   C5   127.33  3.000
 4UF  C8   C9   C5   106.60  3.000
 4UF  O11  C10  O12  124.86  3.000
 4UF  O11  C10  C8   111.81  3.000
 4UF  O12  C10  C8   123.33  3.000
 4UF  H6   C13  H5   108.07  3.000
 4UF  H6   C13  O11  109.42  3.000
 4UF  H5   C13  O11  109.43  3.000
 4UF  H6   C13  C14  111.12  3.000
 4UF  H5   C13  C14  111.10  3.000
 4UF  O11  C13  C14  107.68  3.000
 4UF  H9   C14  H8   107.83  3.000
 4UF  H9   C14  H7   108.76  3.000
 4UF  H8   C14  H7   107.88  3.000
 4UF  H9   C14  C13  111.60  3.000
 4UF  H8   C14  C13  109.04  3.000
 4UF  H7   C14  C13  111.59  3.000
 4UF  N16  C15  C19  106.05  3.000
 4UF  C19  C15  C2   129.16  3.000
 4UF  N16  C15  C2   124.79  3.000
 4UF  N17  C18  C21  122.07  3.000
 4UF  C21  C18  C19  126.84  3.000
 4UF  N17  C18  C19  111.09  3.000
 4UF  H10  C19  C18  128.31  3.000
 4UF  H10  C19  C15  127.05  3.000
 4UF  C18  C19  C15  104.62  3.000
 4UF  N22  C21  O23  124.28  3.000
 4UF  O23  C21  C18  120.67  3.000
 4UF  N22  C21  C18  115.05  3.000
 4UF  H14  O32  C31  109.89  3.000
 4UF  C29  C28  C27  119.16  3.000
 4UF  C27  C28  C31  118.43  3.000
 4UF  C29  C28  C31  122.41  3.000
 4UF  H15  C27  C26  119.59  3.000
 4UF  H15  C27  C28  120.12  3.000
 4UF  C26  C27  C28  120.29  3.000
 4UF  H16  C26  C25  119.78  3.000
 4UF  H16  C26  C27  119.43  3.000
 4UF  C25  C26  C27  120.79  3.000
 4UF  H17  C29  C30  118.92  3.000
 4UF  H17  C29  C28  120.85  3.000
 4UF  C30  C29  C28  120.23  3.000
 4UF  H18  C30  C25  120.23  3.000
 4UF  H18  C30  C29  119.01  3.000
 4UF  C25  C30  C29  120.76  3.000
 4UF  C24  C25  C30  120.97  3.000
 4UF  C30  C25  C26  118.77  3.000
 4UF  C24  C25  C26  120.25  3.000
 4UF  H20  C24  H19  106.79  3.000
 4UF  H20  C24  N22  108.53  3.000
 4UF  H19  C24  N22  108.80  3.000
 4UF  H20  C24  C25  109.63  3.000
 4UF  H19  C24  C25  109.62  3.000
 4UF  N22  C24  C25  113.25  3.000
 4UF  H21  N22  C24  117.80  3.000
 4UF  H21  N22  C21  117.99  3.000
 4UF  C24  N22  C21  124.20  3.000
 4UF  N16  N17  C18  105.82  3.000
 4UF  N17  N16  C20  119.10  3.000
 4UF  N17  N16  C15  112.41  3.000
 4UF  C20  N16  C15  128.48  3.000
 4UF  H22  N7   C8   125.47  3.000
 4UF  H22  N7   C6   125.41  3.000
 4UF  C8   N7   C6   109.11  3.000
 4UF  C13  O11  C10  118.32  3.000
 4UF  H13  C20  H12  108.97  3.000
 4UF  H13  C20  H11  109.15  3.000
 4UF  H12  C20  H11  109.12  3.000
 4UF  H13  C20  N16  108.34  3.000
 4UF  H12  C20  N16  109.97  3.000
 4UF  H11  C20  N16  111.25  3.000
 4UF  C28  C31  O32  113.11  3.000
 4UF  O32  C31  O33  123.10  3.000
 4UF  C28  C31  O33  123.79  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
 4UF  CONST_03  C4   C3   C2   C1      0.00   0.0  0
 4UF  CONST_04  C4   C6   C5   C1      0.00   0.0  0
 4UF  CONST_05  N7   C6   C5   C1    180.00   0.0  0
 4UF  CONST_06  C8   C9   C5   C1    180.00   0.0  0
 4UF  CONST_07  N17  N16  C15  C2    180.00   0.0  0
 4UF  CONST_08  C18  C19  C15  C2    180.00   0.0  0
 4UF  CONST_09  C6   C4   C3   C2      0.00   0.0  0
 4UF  CONST_10  C6   C5   C1   C2      0.00   0.0  0
 4UF  CONST_11  C9   C5   C1   C2    180.00   0.0  0
 4UF  CONST_14  C5   C1   C2   C3      0.00   0.0  0
 4UF  CONST_15  C5   C6   C4   C3      0.00   0.0  0
 4UF  CONST_16  N7   C6   C4   C3    180.00   0.0  0
 4UF  CONST_17  C15  C2   C3   C4    180.00   0.0  0
 4UF  CONST_18  C9   C5   C6   C4    180.00   0.0  0
 4UF  CONST_19  C8   N7   C6   C4    180.00   0.0  0
 4UF  CONST_20  C15  C2   C1   C5    180.00   0.0  0
 4UF  CONST_21  C8   N7   C6   C5      0.00   0.0  0
 4UF  CONST_22  N7   C8   C9   C5      0.00   0.0  0
 4UF  CONST_23  C8   C9   C5   C6      0.00   0.0  0
 4UF  CONST_24  C9   C8   N7   C6      0.00   0.0  0
 4UF  CONST_25  N7   C6   C5   C9      0.00   0.0  0
 4UF  CONST_26  C18  N17  N16  C15     0.00   0.0  0
 4UF  CONST_27  N17  C18  C19  C15     0.00   0.0  0
 4UF  CONST_28  N16  C15  C19  C18     0.00   0.0  0
 4UF  CONST_29  N16  N17  C18  C19     0.00   0.0  0
 4UF  CONST_30  N17  N16  C15  C19     0.00   0.0  0
 4UF  CONST_31  C25  C30  C29  C28     0.00   0.0  0
 4UF  CONST_32  C25  C26  C27  C28     0.00   0.0  0
 4UF  CONST_33  C30  C25  C26  C27     0.00   0.0  0
 4UF  CONST_34  C30  C29  C28  C27     0.00   0.0  0
 4UF  CONST_35  C29  C30  C25  C26     0.00   0.0  0
 4UF  CONST_36  C29  C28  C27  C26     0.00   0.0  0
 4UF  CONST_37  C20  N16  C15  C2      0.00   0.0  0
 4UF  CONST_38  C10  C8   C9   C5    180.00   0.0  0
 4UF  CONST_39  C10  C8   N7   C6    180.00   0.0  0
 4UF  CONST_40  C21  C18  C19  C15   180.00   0.0  0
 4UF  CONST_41  C20  N16  N17  C18   180.00   0.0  0
 4UF  CONST_42  C20  N16  C15  C19   180.00   0.0  0
 4UF  CONST_43  N16  N17  C18  C21   180.00   0.0  0
 4UF  CONST_44  C30  C29  C28  C31   180.00   0.0  0
 4UF  CONST_45  C26  C27  C28  C31   180.00   0.0  0
 4UF  CONST_46  C24  C25  C26  C27   180.00   0.0  0
 4UF  CONST_47  C24  C25  C30  C29   180.00   0.0  0
 4UF  CONST_48  H2   C3   C2   C1    180.00   0.0  0
 4UF  CONST_49  H4   C9   C5   C1      0.00   0.0  0
 4UF  CONST_50  H10  C19  C15  C2      0.00   0.0  0
 4UF  CONST_51  H3   C4   C3   C2    180.00   0.0  0
 4UF  CONST_52  H1   C1   C2   C3    180.00   0.0  0
 4UF  CONST_53  H22  N7   C6   C4      0.00   0.0  0
 4UF  CONST_54  H18  C30  C29  C28   180.00   0.0  0
 4UF  CONST_55  H16  C26  C27  C28   180.00   0.0  0
 4UF  CONST_56  H17  C29  C28  C27   180.00   0.0  0
 4UF  CONST_57  H15  C27  C28  C29   180.00   0.0  0
 4UF  CONST_58  C24  N22  C21  C18   180.00   0.0  0
 4UF  CONST_59  H21  N22  C21  C18     0.00   0.0  0
 4UF  CONST_60  H14  O32  C31  C28   180.00   0.0  0
 4UF  CONST_61  C24  N22  C21  O23     0.00   0.0  0
 4UF  Var_01    O12  C10  C8   C9      0.71  30.0  2
 4UF  Var_02    N22  C21  C18  C19   179.20  30.0  2
 4UF  Var_03    C29  C28  C31  O33   178.51  30.0  2
 4UF  Var_04    N22  C24  C25  C26  -129.84  30.0  2
 4UF  Var_05    H11  C20  N16  C15   -89.96  30.0  2
 4UF  Var_06    C25  C24  N22  C21  -103.33  30.0  2
 4UF  Var_07    C14  C13  O11  C10  -179.37  30.0  3
 4UF  Var_08    H7   C14  C13  O11    60.47  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
 4UF  plan-1  C2   0.020
 4UF  plan-1  C15  0.020
 4UF  plan-1  C18  0.020
 4UF  plan-1  C19  0.020
 4UF  plan-1  C21  0.020
 4UF  plan-1  N17  0.020
 4UF  plan-1  N16  0.020
 4UF  plan-1  H10  0.020
 4UF  plan-1  C20  0.020
 4UF  plan-2  C28  0.020
 4UF  plan-2  C27  0.020
 4UF  plan-2  C26  0.020
 4UF  plan-2  C29  0.020
 4UF  plan-2  C30  0.020
 4UF  plan-2  C25  0.020
 4UF  plan-2  C24  0.020
 4UF  plan-2  H15  0.020
 4UF  plan-2  H16  0.020
 4UF  plan-2  H17  0.020
 4UF  plan-2  H18  0.020
 4UF  plan-2  C31  0.020
 4UF  plan-3  C1   0.020
 4UF  plan-3  C2   0.020
 4UF  plan-3  C3   0.020
 4UF  plan-3  C4   0.020
 4UF  plan-3  C5   0.020
 4UF  plan-3  C6   0.020
 4UF  plan-3  C8   0.020
 4UF  plan-3  C9   0.020
 4UF  plan-3  C10  0.020
 4UF  plan-3  C15  0.020
 4UF  plan-3  N7   0.020
 4UF  plan-3  H1   0.020
 4UF  plan-3  H2   0.020
 4UF  plan-3  H3   0.020
 4UF  plan-3  H4   0.020
 4UF  plan-3  H22  0.020
 4UF  plan-4  C18  0.020
 4UF  plan-4  C21  0.020
 4UF  plan-4  O23  0.020
 4UF  plan-4  C24  0.020
 4UF  plan-4  N22  0.020
 4UF  plan-4  H21  0.020
 4UF  plan-5  O33  0.020
 4UF  plan-5  O32  0.020
 4UF  plan-5  C28  0.020
 4UF  plan-5  H14  0.020
 4UF  plan-5  C31  0.020
 4UF  plan-6  C8   0.020
 4UF  plan-6  C10  0.020
 4UF  plan-6  O12  0.020
 4UF  plan-6  O11  0.020

