# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 16:35:05 2020
#   Inital geometry file: a 123 line input string
#   Ligand name: 3-[4-(4-methylpiperazin-1-yl)phenyl]-9H-pyrrolo[2,3-b:5,4-c']dipyridine-6-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCN(CC1)c2ccc(cc2)c3cnc4[nH]c5cnc(cc5c4c3)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
 3DW  3DW  '3-[4-(4-methylpiperazin-1-yl)phenyl]-9H-pyrrolo[2,3-b:5,4-c']dipyridine-6-carboxylic acid'  ligand  49  29  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3DW
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
 3DW  O2   O  OC    -1  -0.593  -7.7178  -2.4633   1.0240
 3DW  C22  C  C      0   0.390  -6.4817  -2.4199   0.9139
 3DW  O1   O  O      0  -0.595  -5.6758  -3.3555   1.0914
 3DW  C9   C  CR6    0   0.015  -5.8693  -1.0779   0.5195
 3DW  N3   N  N      0  -0.407  -6.7082  -0.0642   0.2612
 3DW  C10  C  CR16   0  -0.128  -6.2411   1.1208  -0.0819
 3DW  C7   C  CR56   0   0.268  -4.8735   1.3492  -0.1807
 3DW  N2   N  NR15   0  -0.762  -4.1726   2.4801  -0.5090
 3DW  C2   C  CR56   0   0.463  -2.8375   2.1993  -0.4654
 3DW  C8   C  CR16   0  -0.439  -4.4895  -0.9387   0.4403
 3DW  C6   C  CR56   0   0.147  -3.9745   0.3005   0.0849
 3DW  C1   C  CR56   0   0.017  -2.6572   0.8474  -0.1017
 3DW  C5   C  CR16   0  -0.297  -1.3599   0.3748   0.0034
 3DW  C4   C  CR6    0  -0.012  -0.3124   1.2555  -0.2594
 3DW  C3   C  CR16   0  -0.115  -0.6378   2.5739  -0.6199
 3DW  N1   N  N      0  -0.425  -1.8672   3.0569  -0.7233
 3DW  C11  C  CR6    0   0.055   1.0960   0.8341  -0.1806
 3DW  C16  C  CR16   0  -0.299   2.0816   1.6786   0.3367
 3DW  C15  C  CR16   0  -0.319   3.4059   1.2932   0.4031
 3DW  C14  C  CR6    0   0.361   3.8241   0.0326  -0.0538
 3DW  C13  C  CR16   0  -0.346   2.8347  -0.8147  -0.5706
 3DW  C12  C  CR16   0  -0.301   1.5065  -0.4205  -0.6227
 3DW  N4   N  NT     0  -0.515   5.1583  -0.3466   0.0421
 3DW  C20  C  CH2    0  -0.307   6.1665   0.6264  -0.3559
 3DW  C19  C  CH2    0  -0.284   7.5340   0.2290   0.1604
 3DW  N5   N  NT     0  -0.412   7.8911  -1.0952  -0.3018
 3DW  C21  C  CH3    0  -0.518   9.2233  -1.4685   0.1148
 3DW  C18  C  CH2    0  -0.278   6.9024  -2.0504   0.1490
 3DW  C17  C  CH2    0  -0.315   5.5180  -1.6922  -0.3590
 3DW  H2   H  HCR6   0   0.265  -6.9601   1.9087  -0.2828
 3DW  H3   H  HNR5   0   0.413  -4.5671   3.3756  -0.7477
 3DW  H4   H  HCR6   0   0.251  -3.8452  -1.7800   0.6548
 3DW  H5   H  HCR6   0   0.263  -1.1615  -0.6479   0.3014
 3DW  H6   H  HCR6   0   0.260   0.1604   3.2707  -0.8536
 3DW  H7   H  HCR6   0   0.250   1.8086   2.6512   0.7279
 3DW  H8   H  HCR6   0   0.262   4.1160   1.9785   0.8464
 3DW  H9   H  HCR6   0   0.268   3.0895  -1.7879  -0.9651
 3DW  H10  H  HCR6   0   0.250   0.7842  -1.1041  -1.0537
 3DW  H11  H  HCH2   0   0.218   6.2018   0.7167  -1.4513
 3DW  H12  H  HCH2   0   0.256   5.9236   1.6094   0.0407
 3DW  H13  H  HCH2   0   0.241   8.2684   0.9497  -0.2070
 3DW  H14  H  HCH2   0   0.194   7.5381   0.2930   1.2630
 3DW  H16  H  HCH3   0   0.192   9.3377  -1.5189   1.2089
 3DW  H17  H  HCH3   0   0.234   9.4819  -2.4471  -0.2921
 3DW  H18  H  HCH3   0   0.234   9.9488  -0.7464  -0.2628
 3DW  H19  H  HCH2   0   0.242   7.1617  -3.0435  -0.2249
 3DW  H20  H  HCH2   0   0.193   6.8747  -2.1163   1.2511
 3DW  H21  H  HCH2   0   0.252   4.8116  -2.4033   0.0706
 3DW  H22  H  HCH2   0   0.215   5.4842  -1.8111  -1.4528

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
 3DW  N1   C3   aromatic  1.325  0.020  1.325
 3DW  N1   C2   aromatic  1.320  0.020  1.320
 3DW  C12  C13  aromatic  1.386  0.020  1.386
 3DW  C12  C11  aromatic  1.392  0.020  1.392
 3DW  C3   C4   aromatic  1.405  0.020  1.405
 3DW  C13  C14  aromatic  1.401  0.020  1.401
 3DW  C20  C19  single    1.515  0.020  1.515
 3DW  C20  N4   single    1.457  0.020  1.457
 3DW  C2   N2   aromatic  1.365  0.020  1.365
 3DW  C2   C1   aromatic  1.412  0.020  1.412
 3DW  N2   C7   aromatic  1.370  0.020  1.370
 3DW  C4   C11  single    1.472  0.020  1.472
 3DW  C4   C5   aromatic  1.394  0.020  1.394
 3DW  C19  N5   single    1.447  0.020  1.447
 3DW  C11  C16  aromatic  1.397  0.020  1.397
 3DW  C14  N4   single    1.390  0.020  1.390
 3DW  C14  C15  aromatic  1.405  0.020  1.405
 3DW  N5   C21  single    1.445  0.020  1.445
 3DW  N5   C18  single    1.447  0.020  1.447
 3DW  N4   C17  single    1.449  0.020  1.449
 3DW  C1   C5   aromatic  1.385  0.020  1.385
 3DW  C1   C6   aromatic  1.438  0.020  1.438
 3DW  C7   C10  aromatic  1.390  0.020  1.390
 3DW  C7   C6   aromatic  1.407  0.020  1.407
 3DW  C17  C18  single    1.518  0.020  1.518
 3DW  C16  C15  aromatic  1.381  0.020  1.381
 3DW  C10  N3   aromatic  1.319  0.020  1.319
 3DW  C6   C8   aromatic  1.388  0.020  1.388
 3DW  N3   C9   aromatic  1.341  0.020  1.341
 3DW  C8   C9   aromatic  1.389  0.020  1.389
 3DW  C9   C22  single    1.527  0.020  1.527
 3DW  C22  O1   deloc     1.248  0.020  1.248
 3DW  C22  O2   deloc     1.242  0.020  1.242
 3DW  C10  H2   single    0.930  0.020  1.080
 3DW  N2   H3   single    0.860  0.020  1.020
 3DW  C8   H4   single    0.930  0.020  1.080
 3DW  C5   H5   single    0.930  0.020  1.080
 3DW  C3   H6   single    0.930  0.020  1.080
 3DW  C16  H7   single    0.930  0.020  1.080
 3DW  C15  H8   single    0.930  0.020  1.080
 3DW  C13  H9   single    0.930  0.020  1.080
 3DW  C12  H10  single    0.930  0.020  1.080
 3DW  C20  H11  single    0.970  0.020  1.090
 3DW  C20  H12  single    0.970  0.020  1.090
 3DW  C19  H13  single    0.970  0.020  1.090
 3DW  C19  H14  single    0.970  0.020  1.090
 3DW  C21  H16  single    0.970  0.020  1.090
 3DW  C21  H17  single    0.970  0.020  1.090
 3DW  C21  H18  single    0.970  0.020  1.090
 3DW  C18  H19  single    0.970  0.020  1.090
 3DW  C18  H20  single    0.970  0.020  1.090
 3DW  C17  H21  single    0.970  0.020  1.090
 3DW  C17  H22  single    0.970  0.020  1.090

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
 3DW  C9   C22  O1   115.90  3.000
 3DW  O1   C22  O2   127.18  3.000
 3DW  C9   C22  O2   116.92  3.000
 3DW  C8   C9   N3   122.33  3.000
 3DW  C8   C9   C22  120.08  3.000
 3DW  N3   C9   C22  117.60  3.000
 3DW  C10  N3   C9   120.51  3.000
 3DW  H2   C10  C7   121.28  3.000
 3DW  H2   C10  N3   117.75  3.000
 3DW  C7   C10  N3   120.96  3.000
 3DW  C6   C7   N2   109.49  3.000
 3DW  C6   C7   C10  119.53  3.000
 3DW  N2   C7   C10  130.98  3.000
 3DW  H3   N2   C2   125.00  3.000
 3DW  H3   N2   C7   126.16  3.000
 3DW  C2   N2   C7   108.83  3.000
 3DW  N1   C2   C1   125.34  3.000
 3DW  C1   C2   N2   109.28  3.000
 3DW  N1   C2   N2   125.37  3.000
 3DW  H4   C8   C6   121.62  3.000
 3DW  H4   C8   C9   120.17  3.000
 3DW  C6   C8   C9   118.20  3.000
 3DW  C1   C6   C8   135.43  3.000
 3DW  C8   C6   C7   118.47  3.000
 3DW  C1   C6   C7   106.10  3.000
 3DW  C5   C1   C6   135.91  3.000
 3DW  C6   C1   C2   106.30  3.000
 3DW  C5   C1   C2   117.79  3.000
 3DW  H5   C5   C4   120.71  3.000
 3DW  H5   C5   C1   120.97  3.000
 3DW  C4   C5   C1   118.31  3.000
 3DW  C11  C4   C3   120.25  3.000
 3DW  C11  C4   C5   121.88  3.000
 3DW  C3   C4   C5   117.86  3.000
 3DW  H6   C3   N1   115.57  3.000
 3DW  H6   C3   C4   119.18  3.000
 3DW  N1   C3   C4   125.24  3.000
 3DW  C3   N1   C2   115.46  3.000
 3DW  C12  C11  C16  117.02  3.000
 3DW  C16  C11  C4   121.45  3.000
 3DW  C12  C11  C4   121.54  3.000
 3DW  H7   C16  C15  118.35  3.000
 3DW  H7   C16  C11  119.91  3.000
 3DW  C15  C16  C11  121.71  3.000
 3DW  H8   C15  C14  120.43  3.000
 3DW  H8   C15  C16  118.19  3.000
 3DW  C14  C15  C16  121.36  3.000
 3DW  N4   C14  C13  122.55  3.000
 3DW  N4   C14  C15  120.54  3.000
 3DW  C13  C14  C15  116.90  3.000
 3DW  H9   C13  C12  117.92  3.000
 3DW  H9   C13  C14  120.84  3.000
 3DW  C12  C13  C14  121.22  3.000
 3DW  H10  C12  C13  118.29  3.000
 3DW  H10  C12  C11  119.88  3.000
 3DW  C13  C12  C11  121.79  3.000
 3DW  C17  N4   C20  111.89  3.000
 3DW  C17  N4   C14  118.18  3.000
 3DW  C20  N4   C14  117.59  3.000
 3DW  H12  C20  H11  107.24  3.000
 3DW  H12  C20  C19  108.33  3.000
 3DW  H11  C20  C19  109.40  3.000
 3DW  H12  C20  N4   110.46  3.000
 3DW  H11  C20  N4   110.44  3.000
 3DW  C19  C20  N4   110.88  3.000
 3DW  H14  C19  H13  107.16  3.000
 3DW  H14  C19  N5   111.77  3.000
 3DW  H13  C19  N5   109.29  3.000
 3DW  H14  C19  C20  109.17  3.000
 3DW  H13  C19  C20  108.60  3.000
 3DW  N5   C19  C20  110.73  3.000
 3DW  C18  N5   C21  111.70  3.000
 3DW  C18  N5   C19  109.63  3.000
 3DW  C21  N5   C19  111.83  3.000
 3DW  H18  C21  H17  107.88  3.000
 3DW  H18  C21  H16  107.76  3.000
 3DW  H17  C21  H16  107.76  3.000
 3DW  H18  C21  N5   110.02  3.000
 3DW  H17  C21  N5   110.05  3.000
 3DW  H16  C21  N5   113.20  3.000
 3DW  H20  C18  H19  107.06  3.000
 3DW  H20  C18  C17  108.98  3.000
 3DW  H19  C18  C17  108.45  3.000
 3DW  H20  C18  N5   111.56  3.000
 3DW  H19  C18  N5   109.35  3.000
 3DW  C17  C18  N5   111.30  3.000
 3DW  H22  C17  H21  107.52  3.000
 3DW  H22  C17  C18  109.58  3.000
 3DW  H21  C17  C18  107.77  3.000
 3DW  H22  C17  N4   111.57  3.000
 3DW  H21  C17  N4   109.61  3.000
 3DW  C18  C17  N4   110.67  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
 3DW  CONST_01  C7   C10  N3   C9      0.00   0.0  0
 3DW  CONST_02  C1   C6   C8   C9    180.00   0.0  0
 3DW  CONST_03  C7   C6   C8   C9      0.00   0.0  0
 3DW  CONST_04  N2   C7   C10  N3    180.00   0.0  0
 3DW  CONST_05  C6   C7   C10  N3      0.00   0.0  0
 3DW  CONST_06  C6   C8   C9   N3      0.00   0.0  0
 3DW  CONST_07  C2   N2   C7   C10   180.00   0.0  0
 3DW  CONST_08  C1   C6   C7   C10   180.00   0.0  0
 3DW  CONST_09  C8   C6   C7   C10     0.00   0.0  0
 3DW  CONST_10  C8   C9   N3   C10     0.00   0.0  0
 3DW  CONST_11  N1   C2   N2   C7    180.00   0.0  0
 3DW  CONST_12  C1   C2   N2   C7      0.00   0.0  0
 3DW  CONST_13  C2   C1   C6   C7      0.00   0.0  0
 3DW  CONST_14  C5   C1   C6   C7    180.00   0.0  0
 3DW  CONST_15  C3   N1   C2   N2    180.00   0.0  0
 3DW  CONST_16  C5   C1   C2   N2    180.00   0.0  0
 3DW  CONST_17  C6   C1   C2   N2      0.00   0.0  0
 3DW  CONST_18  C1   C6   C7   N2      0.00   0.0  0
 3DW  CONST_19  C8   C6   C7   N2    180.00   0.0  0
 3DW  CONST_20  C4   C3   N1   C2      0.00   0.0  0
 3DW  CONST_21  C6   C7   N2   C2      0.00   0.0  0
 3DW  CONST_22  C4   C5   C1   C2      0.00   0.0  0
 3DW  CONST_23  C8   C6   C1   C2    180.00   0.0  0
 3DW  CONST_24  C5   C1   C6   C8      0.00   0.0  0
 3DW  CONST_25  N1   C2   C1   C6    180.00   0.0  0
 3DW  CONST_26  C4   C5   C1   C6    180.00   0.0  0
 3DW  CONST_27  C3   N1   C2   C1      0.00   0.0  0
 3DW  CONST_28  C3   C4   C5   C1      0.00   0.0  0
 3DW  CONST_29  C11  C4   C5   C1    180.00   0.0  0
 3DW  CONST_30  N1   C3   C4   C5      0.00   0.0  0
 3DW  CONST_33  N1   C2   C1   C5      0.00   0.0  0
 3DW  CONST_34  C13  C12  C11  C4    180.00   0.0  0
 3DW  CONST_35  C15  C16  C11  C4    180.00   0.0  0
 3DW  CONST_38  C11  C4   C3   N1    180.00   0.0  0
 3DW  CONST_39  C14  C13  C12  C11     0.00   0.0  0
 3DW  CONST_40  C14  C15  C16  C11     0.00   0.0  0
 3DW  CONST_41  C13  C12  C11  C16     0.00   0.0  0
 3DW  CONST_42  C13  C14  C15  C16     0.00   0.0  0
 3DW  CONST_43  C12  C13  C14  C15     0.00   0.0  0
 3DW  CONST_44  C12  C11  C16  C15     0.00   0.0  0
 3DW  CONST_45  N4   C14  C15  C16   180.00   0.0  0
 3DW  CONST_46  N4   C14  C13  C12   180.00   0.0  0
 3DW  CONST_47  C10  N3   C9   C22   180.00   0.0  0
 3DW  CONST_48  C6   C8   C9   C22   180.00   0.0  0
 3DW  CONST_49  H2   C10  N3   C9    180.00   0.0  0
 3DW  CONST_50  H4   C8   C9   N3    180.00   0.0  0
 3DW  CONST_51  H3   N2   C7   C10     0.00   0.0  0
 3DW  CONST_52  H6   C3   N1   C2    180.00   0.0  0
 3DW  CONST_53  H5   C5   C1   C2    180.00   0.0  0
 3DW  CONST_54  H10  C12  C11  C4      0.00   0.0  0
 3DW  CONST_55  H7   C16  C11  C4      0.00   0.0  0
 3DW  CONST_56  H9   C13  C12  C11   180.00   0.0  0
 3DW  CONST_57  H8   C15  C16  C11   180.00   0.0  0
 3DW  Var_01    C20  N4   C14  C15   -44.99  30.0  2
 3DW  Var_02    C19  C20  N4   C14   164.08  30.0  1
 3DW  Var_03    C18  C17  N4   C14  -164.89  30.0  1
 3DW  Var_04    N5   C19  C20  N4     56.73  30.0  1
 3DW  Var_05    N5   C18  C17  N4    -56.17  30.0  1
 3DW  Var_06    C18  N5   C19  C20   -58.79  30.0  1
 3DW  Var_07    C17  C18  N5   C19    58.68  30.0  1
 3DW  Var_08    N3   C9   C22  O2     -3.00  30.0  2
 3DW  Var_09    H16  C21  N5   C19    62.32  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
 3DW  plan-1  C4   0.020
 3DW  plan-1  C11  0.020
 3DW  plan-1  C16  0.020
 3DW  plan-1  C15  0.020
 3DW  plan-1  C14  0.020
 3DW  plan-1  C13  0.020
 3DW  plan-1  C12  0.020
 3DW  plan-1  N4   0.020
 3DW  plan-1  H7   0.020
 3DW  plan-1  H8   0.020
 3DW  plan-1  H9   0.020
 3DW  plan-1  H10  0.020
 3DW  plan-2  C22  0.020
 3DW  plan-2  C9   0.020
 3DW  plan-2  N3   0.020
 3DW  plan-2  C10  0.020
 3DW  plan-2  C7   0.020
 3DW  plan-2  N2   0.020
 3DW  plan-2  C2   0.020
 3DW  plan-2  C8   0.020
 3DW  plan-2  C6   0.020
 3DW  plan-2  C1   0.020
 3DW  plan-2  C5   0.020
 3DW  plan-2  C4   0.020
 3DW  plan-2  C3   0.020
 3DW  plan-2  N1   0.020
 3DW  plan-2  C11  0.020
 3DW  plan-2  H2   0.020
 3DW  plan-2  H3   0.020
 3DW  plan-2  H4   0.020
 3DW  plan-2  H5   0.020
 3DW  plan-2  H6   0.020
 3DW  plan-3  O2   0.020
 3DW  plan-3  C22  0.020
 3DW  plan-3  O1   0.020
 3DW  plan-3  C9   0.020

