# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 20:21:29 2021
#   Inital geometry file: a 142 line input string
#   Ligand name: 4-[4-(4-fluorophenyl)-2-(3-methoxypropyl)-1H-imidazol-5-yl]-2-phenyl-3H-pyrrolo[2,3-b]pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COCCCc1[nH]c(c2ccnc3N=C(Cc23)c4ccccc4)c(n1)c5ccc(F)cc5
#
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
 QP4  QP4  4-[4-(4-fluorophenyl)-2-(3-methoxypropyl)-1H-imidazol-5-yl]-2-phenyl-3H-pyrrolo[2,3-b]pyridine  ligand  55  32  .  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_QP4
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
 QP4  C11  C  CR5   0   0.455   1.6502  -16.2586  -2.5561
 QP4  C13  C  CH2   0  -0.543   1.9403  -16.3806  -1.0984
 QP4  C14  C  CH2   0  -0.484   2.8531  -15.3312  -0.4602
 QP4  C15  C  CH2   0  -0.184   2.2059  -13.9838  -0.1557
 QP4  C17  C  CH3   0  -0.425   3.2679  -12.3266  -1.4726
 QP4  C20  C  CR56  0  -0.054   1.8552  -13.3097  -5.7448
 QP4  C21  C  CR6   0   0.089   0.9574  -14.3338  -5.5146
 QP4  C19  C  CR56  0   0.383   1.5628  -12.3464  -6.7157
 QP4  C01  C  CR16  0  -0.284   0.2170  -18.8688  -5.4823
 QP4  C02  C  CR16  0  -0.399  -0.0723  -19.7309  -6.5281
 QP4  C03  C  CR6   0   0.513   0.2456  -19.3411  -7.8147
 QP4  C04  C  CR16  0  -0.397   0.8479  -18.1270  -8.0815
 QP4  C05  C  CR16  0  -0.304   1.1347  -17.2789  -7.0230
 QP4  C06  C  CR6   0   0.010   0.8131  -17.6265  -5.7099
 QP4  C08  C  CR5   0   0.090   1.1113  -16.7504  -4.5751
 QP4  C09  C  CR5   0   0.286   1.1910  -15.3760  -4.5206
 QP4  C22  C  CR16  0  -0.396  -0.2055  -14.3118  -6.2986
 QP4  C23  C  CR16  0  -0.070  -0.3917  -13.3074  -7.2334
 QP4  C24  C  CH2   0  -0.623   3.1983  -12.9740  -5.2033
 QP4  C26  C  CR5   0   0.272   3.5055  -11.7259  -5.9945
 QP4  C27  C  CR6   0   0.042   4.7294  -10.9479  -5.8249
 QP4  C28  C  CR16  0  -0.275   4.9429   -9.7903  -6.5792
 QP4  C29  C  CR16  0  -0.237   6.1019   -9.0529  -6.4148
 QP4  C30  C  CR16  0  -0.317   5.7001  -11.3459  -4.9044
 QP4  C31  C  CR16  0  -0.252   7.0644   -9.4581  -5.4956
 QP4  C32  C  CR16  0  -0.233   6.8606  -10.6049  -4.7407
 QP4  N10  N  NR15  0  -0.682   1.5528  -15.0955  -3.2283
 QP4  N12  N  N     0  -0.469   1.4000  -17.2746  -3.3477
 QP4  N18  N  N     0  -0.427   0.4757  -12.3173  -7.4573
 QP4  N25  N  N     0  -0.443   2.5823  -11.4002  -6.8306
 QP4  O16  O  O2    0  -0.496   2.1060  -13.0986  -1.2603
 QP4  H1   H  HCH2  0   0.262   0.9912  -16.3961  -0.5511
 QP4  H2   H  HCH2  0   0.270   2.3762  -17.3697  -0.9526
 QP4  H3   H  HCH2  0   0.259   3.1691  -15.7407   0.5015
 QP4  H4   H  HCH2  0   0.249   3.7710  -15.2045  -1.0415
 QP4  H5   H  HCH2  0   0.231   2.7628  -13.4922   0.6497
 QP4  H6   H  HCH2  0   0.240   1.1878  -14.1423   0.2103
 QP4  H7   H  HCH3  0   0.239   3.0334  -11.5709  -2.2221
 QP4  H8   H  HCH3  0   0.238   3.5748  -11.8097  -0.5580
 QP4  H9   H  HCH3  0   0.215   4.1169  -12.9227  -1.8253
 QP4  H10  H  HCR6  0   0.260  -0.0279  -19.1661  -4.4715
 QP4  H11  H  HCR6  0   0.279  -0.5405  -20.6887  -6.3423
 QP4  H12  H  HCR6  0   0.281   1.1014  -17.8489  -9.0960
 QP4  H13  H  HCR6  0   0.261   1.6314  -16.3418  -7.2352
 QP4  H14  H  HCR6  0   0.269  -0.9654  -15.0705  -6.1717
 QP4  H15  H  HCR6  0   0.265  -1.2957  -13.2976  -7.8311
 QP4  H16  H  HCH2  0   0.290   3.2054  -12.7735  -4.1308
 QP4  H17  H  HCH2  0   0.319   3.9372  -13.7623  -5.3790
 QP4  H18  H  HCR6  0   0.261   4.1941   -9.4728  -7.2926
 QP4  H19  H  HCR6  0   0.265   6.2568   -8.1581  -7.0028
 QP4  H20  H  HCR6  0   0.262   5.5620  -12.2403  -4.3099
 QP4  H21  H  HCR6  0   0.267   7.9702   -8.8796  -5.3699
 QP4  H22  H  HCR6  0   0.266   7.6056  -10.9250  -4.0246
 QP4  H23  H  HNR5  0   0.420   1.6402  -14.1798  -2.7922
 QP4  F07  F  F     0  -0.315  -0.0326  -20.1693  -8.8349

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
 QP4  F07  C03  single    1.343  0.020  1.343
 QP4  N18  C23  aromatic  1.335  0.020  1.335
 QP4  N18  C19  aromatic  1.316  0.020  1.316
 QP4  C04  C03  aromatic  1.381  0.020  1.381
 QP4  C04  C05  aromatic  1.386  0.020  1.386
 QP4  C23  C22  aromatic  1.385  0.020  1.385
 QP4  C03  C02  aromatic  1.381  0.020  1.381
 QP4  C19  N25  single    1.396  0.020  1.396
 QP4  C19  C20  aromatic  1.399  0.020  1.399
 QP4  N25  C26  double    1.287  0.020  1.287
 QP4  C05  C06  aromatic  1.396  0.020  1.396
 QP4  C22  C21  aromatic  1.403  0.020  1.403
 QP4  C02  C01  aromatic  1.386  0.020  1.386
 QP4  C28  C29  aromatic  1.384  0.020  1.384
 QP4  C28  C27  aromatic  1.398  0.020  1.398
 QP4  C20  C21  aromatic  1.381  0.020  1.381
 QP4  C20  C24  single    1.487  0.020  1.487
 QP4  C26  C27  single    1.460  0.020  1.460
 QP4  C26  C24  single    1.509  0.020  1.509
 QP4  C29  C31  aromatic  1.391  0.020  1.391
 QP4  C21  C09  single    1.459  0.020  1.459
 QP4  C06  C01  aromatic  1.397  0.020  1.397
 QP4  C06  C08  single    1.464  0.020  1.464
 QP4  C27  C30  aromatic  1.396  0.020  1.396
 QP4  C31  C32  aromatic  1.388  0.020  1.388
 QP4  C09  C08  aromatic  1.378  0.020  1.378
 QP4  C09  N10  aromatic  1.371  0.020  1.371
 QP4  C08  N12  aromatic  1.366  0.020  1.366
 QP4  C30  C32  aromatic  1.387  0.020  1.387
 QP4  N10  C11  aromatic  1.347  0.020  1.347
 QP4  N12  C11  aromatic  1.312  0.020  1.312
 QP4  C11  C13  single    1.491  0.020  1.491
 QP4  C17  O16  single    1.411  0.020  1.411
 QP4  O16  C15  single    1.419  0.020  1.419
 QP4  C13  C14  single    1.530  0.020  1.530
 QP4  C14  C15  single    1.525  0.020  1.525
 QP4  C13  H1   single    0.970  0.020  1.090
 QP4  C13  H2   single    0.970  0.020  1.090
 QP4  C14  H3   single    0.970  0.020  1.090
 QP4  C14  H4   single    0.970  0.020  1.090
 QP4  C15  H5   single    0.970  0.020  1.090
 QP4  C15  H6   single    0.970  0.020  1.090
 QP4  C17  H7   single    0.970  0.020  1.090
 QP4  C17  H8   single    0.970  0.020  1.090
 QP4  C17  H9   single    0.970  0.020  1.090
 QP4  C01  H10  single    0.930  0.020  1.080
 QP4  C02  H11  single    0.930  0.020  1.080
 QP4  C04  H12  single    0.930  0.020  1.080
 QP4  C05  H13  single    0.930  0.020  1.080
 QP4  C22  H14  single    0.930  0.020  1.080
 QP4  C23  H15  single    0.930  0.020  1.080
 QP4  C24  H16  single    0.970  0.020  1.090
 QP4  C24  H17  single    0.970  0.020  1.090
 QP4  C28  H18  single    0.930  0.020  1.080
 QP4  C29  H19  single    0.930  0.020  1.080
 QP4  C30  H20  single    0.930  0.020  1.080
 QP4  C31  H21  single    0.930  0.020  1.080
 QP4  C32  H22  single    0.930  0.020  1.080
 QP4  N10  H23  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
 QP4  N12  C11  N10  110.72  3.000
 QP4  N12  C11  C13  124.30  3.000
 QP4  N10  C11  C13  124.93  3.000
 QP4  H2   C13  H1   105.46  3.000
 QP4  H2   C13  C14  109.13  3.000
 QP4  H1   C13  C14  108.54  3.000
 QP4  H2   C13  C11  106.42  3.000
 QP4  H1   C13  C11  108.72  3.000
 QP4  C14  C13  C11  117.88  3.000
 QP4  H4   C14  H3   105.58  3.000
 QP4  H4   C14  C15  111.09  3.000
 QP4  H3   C14  C15  106.15  3.000
 QP4  H4   C14  C13  111.00  3.000
 QP4  H3   C14  C13  106.43  3.000
 QP4  C15  C14  C13  115.85  3.000
 QP4  H6   C15  H5   106.99  3.000
 QP4  H6   C15  O16  106.58  3.000
 QP4  H5   C15  O16  109.15  3.000
 QP4  H6   C15  C14  109.49  3.000
 QP4  H5   C15  C14  109.11  3.000
 QP4  O16  C15  C14  115.18  3.000
 QP4  H9   C17  H8   107.98  3.000
 QP4  H9   C17  H7   108.83  3.000
 QP4  H8   C17  H7   107.91  3.000
 QP4  H9   C17  O16  112.88  3.000
 QP4  H8   C17  O16  111.32  3.000
 QP4  H7   C17  O16  107.79  3.000
 QP4  C24  C20  C19  106.63  3.000
 QP4  C24  C20  C21  133.95  3.000
 QP4  C19  C20  C21  119.37  3.000
 QP4  C22  C21  C09  121.65  3.000
 QP4  C09  C21  C20  122.62  3.000
 QP4  C22  C21  C20  115.73  3.000
 QP4  N25  C19  N18  122.82  3.000
 QP4  N25  C19  C20  111.80  3.000
 QP4  N18  C19  C20  125.38  3.000
 QP4  H10  C01  C06  119.57  3.000
 QP4  H10  C01  C02  119.14  3.000
 QP4  C06  C01  C02  121.29  3.000
 QP4  H11  C02  C03  120.61  3.000
 QP4  H11  C02  C01  120.75  3.000
 QP4  C03  C02  C01  118.64  3.000
 QP4  F07  C03  C04  119.05  3.000
 QP4  C04  C03  C02  121.89  3.000
 QP4  F07  C03  C02  119.06  3.000
 QP4  H12  C04  C05  120.68  3.000
 QP4  H12  C04  C03  120.61  3.000
 QP4  C05  C04  C03  118.71  3.000
 QP4  H13  C05  C06  120.40  3.000
 QP4  H13  C05  C04  118.37  3.000
 QP4  C06  C05  C04  121.22  3.000
 QP4  C08  C06  C05  122.21  3.000
 QP4  C08  C06  C01  119.53  3.000
 QP4  C05  C06  C01  118.24  3.000
 QP4  N12  C08  C09  109.58  3.000
 QP4  N12  C08  C06  120.66  3.000
 QP4  C09  C08  C06  129.74  3.000
 QP4  N10  C09  C08  104.88  3.000
 QP4  N10  C09  C21  122.56  3.000
 QP4  C08  C09  C21  132.56  3.000
 QP4  H14  C22  C23  119.59  3.000
 QP4  H14  C22  C21  120.40  3.000
 QP4  C23  C22  C21  120.01  3.000
 QP4  H15  C23  N18  116.28  3.000
 QP4  H15  C23  C22  119.40  3.000
 QP4  N18  C23  C22  124.32  3.000
 QP4  H17  C24  H16  106.60  3.000
 QP4  H17  C24  C26  111.96  3.000
 QP4  H16  C24  C26  111.22  3.000
 QP4  H17  C24  C20  112.88  3.000
 QP4  H16  C24  C20  113.92  3.000
 QP4  C26  C24  C20  100.35  3.000
 QP4  N25  C26  C27  122.80  3.000
 QP4  C27  C26  C24  123.39  3.000
 QP4  N25  C26  C24  113.81  3.000
 QP4  C30  C27  C28  119.06  3.000
 QP4  C30  C27  C26  120.51  3.000
 QP4  C28  C27  C26  120.43  3.000
 QP4  H18  C28  C29  120.12  3.000
 QP4  H18  C28  C27  119.54  3.000
 QP4  C29  C28  C27  120.34  3.000
 QP4  H19  C29  C31  120.06  3.000
 QP4  H19  C29  C28  119.75  3.000
 QP4  C31  C29  C28  120.19  3.000
 QP4  H20  C30  C32  118.91  3.000
 QP4  H20  C30  C27  120.59  3.000
 QP4  C32  C30  C27  120.50  3.000
 QP4  H21  C31  C32  120.09  3.000
 QP4  H21  C31  C29  120.01  3.000
 QP4  C32  C31  C29  119.90  3.000
 QP4  H22  C32  C31  120.23  3.000
 QP4  H22  C32  C30  119.76  3.000
 QP4  C31  C32  C30  120.01  3.000
 QP4  H23  N10  C09  127.63  3.000
 QP4  H23  N10  C11  123.83  3.000
 QP4  C09  N10  C11  108.23  3.000
 QP4  C08  N12  C11  106.59  3.000
 QP4  C23  N18  C19  115.20  3.000
 QP4  C26  N25  C19  107.39  3.000
 QP4  C17  O16  C15  113.60  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
 QP4  CONST_01  C21  C09  N10  C11   180.00   0.0  0
 QP4  CONST_02  C08  C09  N10  C11     0.00   0.0  0
 QP4  CONST_03  C06  C08  N12  C11   180.00   0.0  0
 QP4  CONST_04  C09  C08  N12  C11     0.00   0.0  0
 QP4  CONST_05  C23  N18  C19  C20     0.00   0.0  0
 QP4  CONST_06  C23  C22  C21  C20     0.00   0.0  0
 QP4  CONST_09  N18  C23  C22  C21     0.00   0.0  0
 QP4  CONST_10  N18  C19  C20  C21     0.00   0.0  0
 QP4  CONST_11  C06  C08  C09  C21     0.00   0.0  0
 QP4  CONST_12  N12  C08  C09  C21   180.00   0.0  0
 QP4  CONST_13  C22  C23  N18  C19     0.00   0.0  0
 QP4  CONST_14  C22  C21  C20  C19     0.00   0.0  0
 QP4  CONST_15  C09  C21  C20  C19   180.00   0.0  0
 QP4  CONST_16  C04  C03  C02  C01     0.00   0.0  0
 QP4  CONST_17  C04  C05  C06  C01     0.00   0.0  0
 QP4  CONST_20  C05  C04  C03  C02     0.00   0.0  0
 QP4  CONST_21  C05  C06  C01  C02     0.00   0.0  0
 QP4  CONST_22  C08  C06  C01  C02   180.00   0.0  0
 QP4  CONST_23  C06  C05  C04  C03     0.00   0.0  0
 QP4  CONST_24  C06  C01  C02  C03     0.00   0.0  0
 QP4  CONST_25  C08  C06  C05  C04   180.00   0.0  0
 QP4  CONST_28  N10  C09  C08  C06   180.00   0.0  0
 QP4  CONST_30  N10  C11  N12  C08     0.00   0.0  0
 QP4  CONST_31  C23  C22  C21  C09   180.00   0.0  0
 QP4  CONST_32  N12  C11  N10  C09     0.00   0.0  0
 QP4  CONST_34  C31  C29  C28  C27     0.00   0.0  0
 QP4  CONST_35  C31  C32  C30  C27     0.00   0.0  0
 QP4  CONST_36  C32  C31  C29  C28     0.00   0.0  0
 QP4  CONST_37  C32  C30  C27  C28     0.00   0.0  0
 QP4  CONST_38  C30  C27  C28  C29     0.00   0.0  0
 QP4  CONST_39  C30  C32  C31  C29     0.00   0.0  0
 QP4  CONST_40  N12  C08  C09  N10     0.00   0.0  0
 QP4  CONST_41  C24  C20  C21  C09     0.00   0.0  0
 QP4  CONST_42  C29  C28  C27  C26   180.00   0.0  0
 QP4  CONST_43  C32  C30  C27  C26   180.00   0.0  0
 QP4  CONST_44  C09  N10  C11  C13   180.00   0.0  0
 QP4  CONST_45  C08  N12  C11  C13   180.00   0.0  0
 QP4  CONST_46  F07  C03  C02  C01   180.00   0.0  0
 QP4  CONST_47  F07  C03  C04  C05   180.00   0.0  0
 QP4  CONST_48  H14  C22  C21  C20   180.00   0.0  0
 QP4  CONST_49  H15  C23  C22  C21   180.00   0.0  0
 QP4  CONST_50  H23  N10  C09  C21     0.00   0.0  0
 QP4  CONST_51  H13  C05  C06  C01   180.00   0.0  0
 QP4  CONST_52  H12  C04  C03  C02   180.00   0.0  0
 QP4  CONST_53  H10  C01  C02  C03   180.00   0.0  0
 QP4  CONST_54  H11  C02  C03  C04   180.00   0.0  0
 QP4  CONST_55  H18  C28  C27  C26     0.00   0.0  0
 QP4  CONST_56  H20  C30  C27  C26     0.00   0.0  0
 QP4  CONST_57  H19  C29  C28  C27   180.00   0.0  0
 QP4  CONST_58  H22  C32  C30  C27   180.00   0.0  0
 QP4  CONST_59  H21  C31  C29  C28   180.00   0.0  0
 QP4  Var_01    C28  C27  C26  C24  -179.16  30.0  2
 QP4  Var_02    N10  C11  C13  C14   -32.88  30.0  2
 QP4  Var_03    C15  C14  C13  C11    78.14  30.0  3
 QP4  Var_04    O16  C15  C14  C13   -81.22  30.0  3
 QP4  Var_05    H7   C17  O16  C15  -170.53  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
 QP4  plan-1  C11  0.020
 QP4  plan-1  C13  0.020
 QP4  plan-1  C21  0.020
 QP4  plan-1  C06  0.020
 QP4  plan-1  C08  0.020
 QP4  plan-1  C09  0.020
 QP4  plan-1  N10  0.020
 QP4  plan-1  N12  0.020
 QP4  plan-1  H23  0.020
 QP4  plan-2  C01  0.020
 QP4  plan-2  C02  0.020
 QP4  plan-2  C03  0.020
 QP4  plan-2  C04  0.020
 QP4  plan-2  C05  0.020
 QP4  plan-2  C06  0.020
 QP4  plan-2  C08  0.020
 QP4  plan-2  H10  0.020
 QP4  plan-2  H11  0.020
 QP4  plan-2  H12  0.020
 QP4  plan-2  H13  0.020
 QP4  plan-2  F07  0.020
 QP4  plan-3  C20  0.020
 QP4  plan-3  C21  0.020
 QP4  plan-3  C19  0.020
 QP4  plan-3  C09  0.020
 QP4  plan-3  C22  0.020
 QP4  plan-3  C23  0.020
 QP4  plan-3  C24  0.020
 QP4  plan-3  C26  0.020
 QP4  plan-3  C27  0.020
 QP4  plan-3  N18  0.020
 QP4  plan-3  N25  0.020
 QP4  plan-3  H14  0.020
 QP4  plan-3  H15  0.020
 QP4  plan-3  H16  0.020
 QP4  plan-3  H17  0.020
 QP4  plan-4  C26  0.020
 QP4  plan-4  C27  0.020
 QP4  plan-4  C28  0.020
 QP4  plan-4  C29  0.020
 QP4  plan-4  C30  0.020
 QP4  plan-4  C31  0.020
 QP4  plan-4  C32  0.020
 QP4  plan-4  H18  0.020
 QP4  plan-4  H19  0.020
 QP4  plan-4  H20  0.020
 QP4  plan-4  H21  0.020
 QP4  plan-4  H22  0.020

