# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 18:12:15 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  50  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  OH1   0  -0.586  -7.7416  -2.4897  -0.4932
 3DW  C22  C  C     0   0.524  -6.4194  -2.4836  -0.4863
 3DW  O1   O  O     0  -0.441  -5.7461  -3.4706  -0.6713
 3DW  C9   C  CR6   0   0.065  -5.8406  -1.1388  -0.2307
 3DW  N3   N  N     0  -0.404  -6.6905  -0.1229  -0.0338
 3DW  C10  C  CR16  0  -0.109  -6.2247   1.0852   0.1955
 3DW  C7   C  CR56  0   0.285  -4.8514   1.3226   0.2357
 3DW  N2   N  NR15  0  -0.758  -4.1550   2.4732   0.4540
 3DW  C2   C  CR56  0   0.468  -2.8158   2.1985   0.3986
 3DW  C8   C  CR16  0  -0.405  -4.4600  -1.0049  -0.2106
 3DW  C6   C  CR56  0   0.144  -3.9484   0.2610   0.0285
 3DW  C1   C  CR56  0   0.027  -2.6327   0.8267   0.1344
 3DW  C5   C  CR16  0  -0.298  -1.3348   0.3538   0.0291
 3DW  C4   C  CR6   0  -0.005  -0.2889   1.2567   0.2020
 3DW  C3   C  CR16  0  -0.113  -0.6184   2.5968   0.4752
 3DW  N1   N  N     0  -0.421  -1.8481   3.0788   0.5697
 3DW  C11  C  CR6   0   0.056   1.1204   0.8390   0.1194
 3DW  C16  C  CR16  0  -0.299   2.1022   1.6745  -0.4182
 3DW  C15  C  CR16  0  -0.326   3.4280   1.2938  -0.4808
 3DW  C14  C  CR6   0   0.371   3.8541   0.0394  -0.0108
 3DW  C13  C  CR16  0  -0.350   2.8620  -0.8092   0.5036
 3DW  C12  C  CR16  0  -0.301   1.5375  -0.4094   0.5741
 3DW  N4   N  NT    0  -0.519   5.1959  -0.3104  -0.0251
 3DW  C20  C  CH2   0  -0.307   6.0101   0.0812  -1.1666
 3DW  C19  C  CH2   0  -0.283   7.4852   0.0295  -0.8229
 3DW  N5   N  NT    0  -0.412   7.8592  -1.2893  -0.3606
 3DW  C21  C  CH3   0  -0.519   9.2768  -1.3848  -0.0979
 3DW  C18  C  CH2   0  -0.279   7.0747  -1.6303   0.8062
 3DW  C17  C  CH2   0  -0.313   5.5881  -1.6026   0.5016
 3DW  H1   H  HOH1  0   0.485  -8.0571  -3.3882  -0.6710
 3DW  H2   H  HCR6  0   0.282  -6.9418   1.8834   0.3509
 3DW  H3   H  HNR5  0   0.420  -4.5513   3.3824   0.6338
 3DW  H4   H  HCR6  0   0.275  -3.8141  -1.8564  -0.3758
 3DW  H5   H  HCR6  0   0.267  -1.1395  -0.6873  -0.1974
 3DW  H6   H  HCR6  0   0.264   0.1777   3.3140   0.6424
 3DW  H7   H  HCR6  0   0.251   1.8313   2.6460  -0.8133
 3DW  H8   H  HCR6  0   0.263   4.1378   1.9970  -0.8940
 3DW  H9   H  HCR6  0   0.268   3.1082  -1.7992   0.8594
 3DW  H10  H  HCR6  0   0.251   0.8188  -1.0966   1.0049
 3DW  H11  H  HCH2  0   0.220   5.8105  -0.5789  -2.0226
 3DW  H12  H  HCH2  0   0.257   5.7731   1.0956  -1.4769
 3DW  H13  H  HCH2  0   0.242   8.0589   0.2769  -1.7192
 3DW  H14  H  HCH2  0   0.194   7.7077   0.8048  -0.0687
 3DW  H16  H  HCH3  0   0.193   9.6191  -0.7006   0.6943
 3DW  H17  H  HCH3  0   0.234   9.5319  -2.4005   0.2077
 3DW  H18  H  HCH3  0   0.234   9.8413  -1.1536  -1.0023
 3DW  H19  H  HCH2  0   0.242   7.3390  -2.6366   1.1399
 3DW  H20  H  HCH2  0   0.194   7.2796  -0.9441   1.6466
 3DW  H21  H  HCH2  0   0.253   5.0607  -1.7991   1.4348
 3DW  H22  H  HCH2  0   0.217   5.3389  -2.4143  -0.1980

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  1.324  0.020  1.324
 3DW  N1   C2   aromatic  1.319  0.020  1.319
 3DW  C12  C13  aromatic  1.385  0.020  1.385
 3DW  C12  C11  aromatic  1.393  0.020  1.393
 3DW  C3   C4   aromatic  1.407  0.020  1.407
 3DW  C13  C14  aromatic  1.403  0.020  1.403
 3DW  C20  C19  single    1.516  0.020  1.516
 3DW  C20  N4   single    1.456  0.020  1.456
 3DW  C2   N2   aromatic  1.368  0.020  1.368
 3DW  C2   C1   aromatic  1.409  0.020  1.409
 3DW  N2   C7   aromatic  1.363  0.020  1.363
 3DW  C4   C11  single    1.472  0.020  1.472
 3DW  C4   C5   aromatic  1.392  0.020  1.392
 3DW  C19  N5   single    1.447  0.020  1.447
 3DW  C11  C16  aromatic  1.397  0.020  1.397
 3DW  C14  N4   single    1.387  0.020  1.387
 3DW  C14  C15  aromatic  1.406  0.020  1.406
 3DW  N5   C21  single    1.445  0.020  1.445
 3DW  N5   C18  single    1.447  0.020  1.447
 3DW  N4   C17  single    1.450  0.020  1.450
 3DW  C1   C5   aromatic  1.385  0.020  1.385
 3DW  C1   C6   aromatic  1.436  0.020  1.436
 3DW  C7   C10  aromatic  1.394  0.020  1.394
 3DW  C7   C6   aromatic  1.409  0.020  1.409
 3DW  C17  C18  single    1.518  0.020  1.518
 3DW  C16  C15  aromatic  1.381  0.020  1.381
 3DW  C10  N3   aromatic  1.315  0.020  1.315
 3DW  C6   C8   aromatic  1.386  0.020  1.386
 3DW  N3   C9   aromatic  1.339  0.020  1.339
 3DW  C8   C9   aromatic  1.387  0.020  1.387
 3DW  C9   C22  single    1.486  0.020  1.486
 3DW  C22  O1   double    1.209  0.020  1.209
 3DW  C22  O2   single    1.322  0.020  1.322
 3DW  O2   H1   single    0.850  0.020  0.980
 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  H1   O2   C22  109.32  3.000
 3DW  C9   C22  O1   123.24  3.000
 3DW  O1   C22  O2   123.52  3.000
 3DW  C9   C22  O2   113.24  3.000
 3DW  C8   C9   N3   123.80  3.000
 3DW  C8   C9   C22  118.52  3.000
 3DW  N3   C9   C22  117.68  3.000
 3DW  C10  N3   C9   119.86  3.000
 3DW  H2   C10  C7   121.47  3.000
 3DW  H2   C10  N3   117.85  3.000
 3DW  C7   C10  N3   120.69  3.000
 3DW  C6   C7   N2   109.41  3.000
 3DW  C6   C7   C10  119.91  3.000
 3DW  N2   C7   C10  130.68  3.000
 3DW  H3   N2   C2   124.98  3.000
 3DW  H3   N2   C7   126.11  3.000
 3DW  C2   N2   C7   108.92  3.000
 3DW  N1   C2   C1   125.36  3.000
 3DW  C1   C2   N2   109.29  3.000
 3DW  N1   C2   N2   125.36  3.000
 3DW  H4   C8   C6   121.67  3.000
 3DW  H4   C8   C9   121.08  3.000
 3DW  C6   C8   C9   117.25  3.000
 3DW  C1   C6   C8   135.28  3.000
 3DW  C8   C6   C7   118.49  3.000
 3DW  C1   C6   C7   106.23  3.000
 3DW  C5   C1   C6   135.91  3.000
 3DW  C6   C1   C2   106.16  3.000
 3DW  C5   C1   C2   117.92  3.000
 3DW  H5   C5   C4   120.92  3.000
 3DW  H5   C5   C1   120.85  3.000
 3DW  C4   C5   C1   118.22  3.000
 3DW  C11  C4   C3   120.36  3.000
 3DW  C11  C4   C5   121.87  3.000
 3DW  C3   C4   C5   117.77  3.000
 3DW  H6   C3   N1   115.47  3.000
 3DW  H6   C3   C4   119.21  3.000
 3DW  N1   C3   C4   125.32  3.000
 3DW  C3   N1   C2   115.40  3.000
 3DW  C12  C11  C16  116.83  3.000
 3DW  C16  C11  C4   121.65  3.000
 3DW  C12  C11  C4   121.52  3.000
 3DW  H7   C16  C15  118.10  3.000
 3DW  H7   C16  C11  120.07  3.000
 3DW  C15  C16  C11  121.83  3.000
 3DW  H8   C15  C14  120.61  3.000
 3DW  H8   C15  C16  117.92  3.000
 3DW  C14  C15  C16  121.46  3.000
 3DW  N4   C14  C13  122.37  3.000
 3DW  N4   C14  C15  120.99  3.000
 3DW  C13  C14  C15  116.61  3.000
 3DW  H9   C13  C12  117.74  3.000
 3DW  H9   C13  C14  120.92  3.000
 3DW  C12  C13  C14  121.34  3.000
 3DW  H10  C12  C13  118.12  3.000
 3DW  H10  C12  C11  119.98  3.000
 3DW  C13  C12  C11  121.90  3.000
 3DW  C17  N4   C20  111.93  3.000
 3DW  C17  N4   C14  118.87  3.000
 3DW  C20  N4   C14  118.78  3.000
 3DW  H12  C20  H11  107.37  3.000
 3DW  H12  C20  C19  107.99  3.000
 3DW  H11  C20  C19  109.44  3.000
 3DW  H12  C20  N4   110.67  3.000
 3DW  H11  C20  N4   110.34  3.000
 3DW  C19  C20  N4   110.94  3.000
 3DW  H14  C19  H13  107.19  3.000
 3DW  H14  C19  N5   111.70  3.000
 3DW  H13  C19  N5   109.44  3.000
 3DW  H14  C19  C20  109.09  3.000
 3DW  H13  C19  C20  108.50  3.000
 3DW  N5   C19  C20  110.80  3.000
 3DW  C18  N5   C21  111.70  3.000
 3DW  C18  N5   C19  109.42  3.000
 3DW  C21  N5   C19  111.84  3.000
 3DW  H18  C21  H17  107.97  3.000
 3DW  H18  C21  H16  107.69  3.000
 3DW  H17  C21  H16  107.71  3.000
 3DW  H18  C21  N5   110.06  3.000
 3DW  H17  C21  N5   109.99  3.000
 3DW  H16  C21  N5   113.25  3.000
 3DW  H20  C18  H19  107.16  3.000
 3DW  H20  C18  C17  108.86  3.000
 3DW  H19  C18  C17  108.37  3.000
 3DW  H20  C18  N5   111.51  3.000
 3DW  H19  C18  N5   109.40  3.000
 3DW  C17  C18  N5   111.40  3.000
 3DW  H22  C17  H21  107.58  3.000
 3DW  H22  C17  C18  109.63  3.000
 3DW  H21  C17  C18  107.38  3.000
 3DW  H22  C17  N4   111.43  3.000
 3DW  H21  C17  N4   109.93  3.000
 3DW  C18  C17  N4   110.74  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  CONST_58  H1   O2   C22  C9    180.00   0.0  0
 3DW  Var_01    C20  N4   C14  C15   -39.40  30.0  2
 3DW  Var_02    C19  C20  N4   C14   161.44  30.0  1
 3DW  Var_03    C18  C17  N4   C14  -162.10  30.0  1
 3DW  Var_04    N5   C19  C20  N4     56.79  30.0  1
 3DW  Var_05    N5   C18  C17  N4    -56.09  30.0  1
 3DW  Var_06    C18  N5   C19  C20   -58.93  30.0  1
 3DW  Var_07    C17  C18  N5   C19    58.77  30.0  1
 3DW  Var_08    N3   C9   C22  O2      0.45  30.0  2
 3DW  Var_09    H16  C21  N5   C19    61.81  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
 3DW  plan-3  H1   0.020

