# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May 13 08:29:18 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: 3-{[4-(4-chlorophenyl)piperazin-1-yl]methyl}-1H-pyrrolo[2,3-b]pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccc(cc1)N2CCN(CC2)Cc3c[nH]c4ncccc34
#
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
 L74  L74  3-{[4-(4-chlorophenyl)piperazin-1-yl]methyl}-1H-pyrrolo[2,3-b]pyridine  ligand  42  23  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_L74
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
 L74  C1   C   CR16  0  -0.347   5.9750   1.2079  -0.6194
 L74  C10  C   CH2   0  -0.314  -0.6103  -0.2220  -0.7747
 L74  C11  C   CH2   0  -0.322  -1.0390   1.5697   0.8082
 L74  C12  C   CH2   0  -0.329   0.3623   2.0997   0.5175
 L74  C13  C   CR6   0   0.387  -2.8980   0.5255  -0.3687
 L74  C14  C   CR16  0  -0.343  -3.4567  -0.1533  -1.4655
 L74  C15  C   CR16  0  -0.200  -4.8135  -0.4045  -1.5491
 L74  C16  C   CR6   0  -0.076  -5.6604   0.0177  -0.5353
 L74  C17  C   CR16  0  -0.198  -5.1440   0.6852   0.5594
 L74  C18  C   CR16  0  -0.366  -3.7805   0.9273   0.6451
 L74  C2   C   CR16  0  -0.091   6.7094   0.0252  -0.7634
 L74  C3   C   CR16  0  -0.243   4.6876   1.1631  -0.1114
 L74  C4   C   CR56  0  -0.004   4.1815  -0.0832   0.2474
 L74  C5   C   CR56  0   0.462   5.0269  -1.2002   0.0511
 L74  C6   C   CR15  0  -0.052   3.1065  -1.9269   0.9020
 L74  C7   C   CR5   0  -0.039   2.9570  -0.5734   0.8012
 L74  C8   C   CH2   0  -0.379   1.7738   0.2393   1.2011
 L74  C9   C   CH2   0  -0.324   0.7741   0.3640  -1.0218
 L74  N1   N   N     0  -0.429   6.2567  -1.1780  -0.4383
 L74  N2   N   NR15  0  -0.670   4.3462  -2.3053   0.4584
 L74  N3   N   NT    0  -0.399   1.3157   1.0882   0.1111
 L74  N4   N   NT    0  -0.514  -1.5402   0.8082  -0.3229
 L74  CL1  CL  CL    0  -0.149  -7.3658  -0.2948  -0.6425
 L74  H1   H   HCR6  0   0.260   6.4232   2.1473  -0.9125
 L74  H2   H   HCH2  0   0.258  -0.9529  -0.6592  -1.7102
 L74  H3   H   HCH2  0   0.220  -0.5621  -1.0425  -0.0437
 L74  H4   H   HCH2  0   0.219  -1.0452   0.9736   1.7342
 L74  H5   H   HCH2  0   0.255  -1.6845   2.4317   0.9816
 L74  H6   H   HCH2  0   0.237   0.2892   2.8405  -0.2854
 L74  H7   H   HCH2  0   0.245   0.7352   2.6206   1.4019
 L74  H8   H   HCR6  0   0.270  -2.8377  -0.4781  -2.2897
 L74  H9   H   HCR6  0   0.274  -5.2057  -0.9214  -2.4147
 L74  H10  H   HCR6  0   0.274  -5.7916   1.0119   1.3622
 L74  H11  H   HCR6  0   0.275  -3.4189   1.4272   1.5320
 L74  H12  H   HCR6  0   0.253   7.7156   0.0663  -1.1656
 L74  H13  H   HCR6  0   0.255   4.0933   2.0607  -0.0009
 L74  H14  H   HCR5  0   0.288   2.4085  -2.6643   1.2668
 L74  H15  H   HCH2  0   0.217   1.0014  -0.4312   1.6064
 L74  H16  H   HCH2  0   0.242   2.0488   0.9042   2.0266
 L74  H17  H   HCH2  0   0.250   1.4551  -0.4398  -1.3084
 L74  H18  H   HCH2  0   0.236   0.7172   1.0515  -1.8716
 L74  H19  H   HNR5  0   0.408   4.6923  -3.2501   0.4281

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
 L74  N1   C2   aromatic  1.326  0.020  1.326
 L74  N1   C5   aromatic  1.324  0.020  1.324
 L74  C2   C1   aromatic  1.400  0.020  1.400
 L74  C5   N2   aromatic  1.360  0.020  1.360
 L74  C5   C4   aromatic  1.415  0.020  1.415
 L74  N2   C6   aromatic  1.370  0.020  1.370
 L74  C1   C3   aromatic  1.385  0.020  1.385
 L74  C4   C3   aromatic  1.392  0.020  1.392
 L74  C4   C7   aromatic  1.431  0.020  1.431
 L74  C6   C7   aromatic  1.365  0.020  1.365
 L74  C7   C8   single    1.490  0.020  1.490
 L74  C12  N3   single    1.448  0.020  1.448
 L74  C12  C11  single    1.526  0.020  1.526
 L74  C8   N3   single    1.456  0.020  1.456
 L74  N3   C9   single    1.450  0.020  1.450
 L74  C11  N4   single    1.453  0.020  1.453
 L74  C18  C17  aromatic  1.387  0.020  1.387
 L74  C18  C13  aromatic  1.403  0.020  1.403
 L74  C17  C16  aromatic  1.382  0.020  1.382
 L74  C9   C10  single    1.524  0.020  1.524
 L74  N4   C13  single    1.388  0.020  1.388
 L74  N4   C10  single    1.460  0.020  1.460
 L74  C13  C14  aromatic  1.406  0.020  1.406
 L74  C16  CL1  single    1.737  0.020  1.737
 L74  C16  C15  aromatic  1.387  0.020  1.387
 L74  C14  C15  aromatic  1.382  0.020  1.382
 L74  C1   H1   single    0.930  0.020  1.080
 L74  C10  H2   single    0.970  0.020  1.090
 L74  C10  H3   single    0.970  0.020  1.090
 L74  C11  H4   single    0.970  0.020  1.090
 L74  C11  H5   single    0.970  0.020  1.090
 L74  C12  H6   single    0.970  0.020  1.090
 L74  C12  H7   single    0.970  0.020  1.090
 L74  C14  H8   single    0.930  0.020  1.080
 L74  C15  H9   single    0.930  0.020  1.080
 L74  C17  H10  single    0.930  0.020  1.080
 L74  C18  H11  single    0.930  0.020  1.080
 L74  C2   H12  single    0.930  0.020  1.080
 L74  C3   H13  single    0.930  0.020  1.080
 L74  C6   H14  single    0.930  0.020  1.080
 L74  C8   H15  single    0.970  0.020  1.090
 L74  C8   H16  single    0.970  0.020  1.090
 L74  C9   H17  single    0.970  0.020  1.090
 L74  C9   H18  single    0.970  0.020  1.090
 L74  N2   H19  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
 L74  H1   C1   C3   120.85  3.000
 L74  H1   C1   C2   119.26  3.000
 L74  C3   C1   C2   119.88  3.000
 L74  H3   C10  H2   106.59  3.000
 L74  H3   C10  N4   110.41  3.000
 L74  H2   C10  N4   110.44  3.000
 L74  H3   C10  C9   110.78  3.000
 L74  H2   C10  C9   107.54  3.000
 L74  N4   C10  C9   110.95  3.000
 L74  H5   C11  H4   106.90  3.000
 L74  H5   C11  N4   109.51  3.000
 L74  H4   C11  N4   111.65  3.000
 L74  H5   C11  C12  107.41  3.000
 L74  H4   C11  C12  110.69  3.000
 L74  N4   C11  C12  110.52  3.000
 L74  H7   C12  H6   107.10  3.000
 L74  H7   C12  N3   109.61  3.000
 L74  H6   C12  N3   108.10  3.000
 L74  H7   C12  C11  108.97  3.000
 L74  H6   C12  C11  108.26  3.000
 L74  N3   C12  C11  114.54  3.000
 L74  N4   C13  C18  122.23  3.000
 L74  N4   C13  C14  120.86  3.000
 L74  C18  C13  C14  116.88  3.000
 L74  H8   C14  C15  117.48  3.000
 L74  H8   C14  C13  120.83  3.000
 L74  C15  C14  C13  121.67  3.000
 L74  H9   C15  C16  120.60  3.000
 L74  H9   C15  C14  119.41  3.000
 L74  C16  C15  C14  119.99  3.000
 L74  CL1  C16  C17  120.17  3.000
 L74  CL1  C16  C15  119.98  3.000
 L74  C17  C16  C15  119.86  3.000
 L74  H10  C17  C18  119.32  3.000
 L74  H10  C17  C16  120.65  3.000
 L74  C18  C17  C16  120.02  3.000
 L74  H11  C18  C17  117.41  3.000
 L74  H11  C18  C13  121.01  3.000
 L74  C17  C18  C13  121.57  3.000
 L74  H12  C2   N1   116.24  3.000
 L74  H12  C2   C1   119.54  3.000
 L74  N1   C2   C1   124.23  3.000
 L74  H13  C3   C4   121.10  3.000
 L74  H13  C3   C1   121.41  3.000
 L74  C4   C3   C1   117.48  3.000
 L74  C7   C4   C5   107.14  3.000
 L74  C7   C4   C3   135.86  3.000
 L74  C5   C4   C3   117.00  3.000
 L74  N2   C5   N1   126.10  3.000
 L74  N2   C5   C4   107.51  3.000
 L74  N1   C5   C4   126.39  3.000
 L74  H14  C6   N2   120.41  3.000
 L74  H14  C6   C7   129.16  3.000
 L74  N2   C6   C7   110.43  3.000
 L74  C8   C7   C6   127.43  3.000
 L74  C8   C7   C4   126.63  3.000
 L74  C6   C7   C4   105.93  3.000
 L74  H16  C8   H15  105.59  3.000
 L74  H16  C8   N3   106.83  3.000
 L74  H15  C8   N3   114.22  3.000
 L74  H16  C8   C7   109.52  3.000
 L74  H15  C8   C7   108.90  3.000
 L74  N3   C8   C7   111.53  3.000
 L74  H18  C9   H17  106.92  3.000
 L74  H18  C9   N3   108.20  3.000
 L74  H17  C9   N3   109.87  3.000
 L74  H18  C9   C10  108.68  3.000
 L74  H17  C9   C10  109.04  3.000
 L74  N3   C9   C10  113.89  3.000
 L74  C5   N1   C2   115.02  3.000
 L74  H19  N2   C6   125.46  3.000
 L74  H19  N2   C5   125.55  3.000
 L74  C6   N2   C5   108.98  3.000
 L74  C9   N3   C8   114.30  3.000
 L74  C9   N3   C12  108.80  3.000
 L74  C8   N3   C12  113.85  3.000
 L74  C13  N4   C11  118.04  3.000
 L74  C13  N4   C10  118.00  3.000
 L74  C11  N4   C10  113.03  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
 L74  CONST_01  C5   N1   C2   C1      0.00   0.0  0
 L74  CONST_02  C5   C4   C3   C1      0.00   0.0  0
 L74  CONST_03  C7   C4   C3   C1    180.00   0.0  0
 L74  CONST_04  C16  C17  C18  C13     0.00   0.0  0
 L74  CONST_05  C16  C15  C14  C13     0.00   0.0  0
 L74  CONST_06  C17  C18  C13  C14     0.00   0.0  0
 L74  CONST_07  C17  C16  C15  C14     0.00   0.0  0
 L74  CONST_08  C18  C17  C16  C15     0.00   0.0  0
 L74  CONST_09  C18  C13  C14  C15     0.00   0.0  0
 L74  CONST_10  N2   C5   N1   C2    180.00   0.0  0
 L74  CONST_11  C4   C5   N1   C2      0.00   0.0  0
 L74  CONST_12  C4   C3   C1   C2      0.00   0.0  0
 L74  CONST_13  N1   C2   C1   C3      0.00   0.0  0
 L74  CONST_14  N1   C5   C4   C3      0.00   0.0  0
 L74  CONST_15  N2   C5   C4   C3    180.00   0.0  0
 L74  CONST_16  C6   C7   C4   C3    180.00   0.0  0
 L74  CONST_17  C6   N2   C5   C4      0.00   0.0  0
 L74  CONST_18  N2   C6   C7   C4      0.00   0.0  0
 L74  CONST_19  C7   C6   N2   C5      0.00   0.0  0
 L74  CONST_20  C6   C7   C4   C5      0.00   0.0  0
 L74  CONST_21  N1   C5   N2   C6    180.00   0.0  0
 L74  CONST_22  N1   C5   C4   C7    180.00   0.0  0
 L74  CONST_23  N2   C5   C4   C7      0.00   0.0  0
 L74  CONST_24  N4   C13  C14  C15   180.00   0.0  0
 L74  CONST_25  N4   C13  C18  C17   180.00   0.0  0
 L74  CONST_26  CL1  C16  C15  C14   180.00   0.0  0
 L74  CONST_27  CL1  C16  C17  C18   180.00   0.0  0
 L74  CONST_28  C8   C7   C4   C3      0.00   0.0  0
 L74  CONST_29  C8   C7   C4   C5    180.00   0.0  0
 L74  CONST_30  N2   C6   C7   C8    180.00   0.0  0
 L74  CONST_31  H10  C17  C18  C13   180.00   0.0  0
 L74  CONST_32  H9   C15  C14  C13   180.00   0.0  0
 L74  CONST_33  H11  C18  C13  C14   180.00   0.0  0
 L74  CONST_34  H8   C14  C15  C16   180.00   0.0  0
 L74  CONST_35  H13  C3   C1   C2    180.00   0.0  0
 L74  CONST_36  H12  C2   C1   C3    180.00   0.0  0
 L74  CONST_37  H19  N2   C5   C4    180.00   0.0  0
 L74  CONST_38  H1   C1   C3   C4    180.00   0.0  0
 L74  CONST_39  H14  C6   C7   C4    180.00   0.0  0
 L74  Var_01    C12  N3   C9   C10   -54.26  30.0  1
 L74  Var_02    C12  C11  N4   C10    51.55  30.0  1
 L74  Var_03    C18  C13  N4   C10   140.50  30.0  2
 L74  Var_04    C9   N3   C12  C11    54.37  30.0  1
 L74  Var_05    C9   C10  N4   C11   -52.02  30.0  1
 L74  Var_06    N4   C11  C12  N3    -53.80  30.0  1
 L74  Var_07    N4   C10  C9   N3     54.04  30.0  1
 L74  Var_08    C7   C8   N3   C12  -167.50  30.0  2
 L74  Var_09    N3   C8   C7   C4     53.95  30.0  2

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
 L74  plan-1  C13  0.020
 L74  plan-1  C14  0.020
 L74  plan-1  C15  0.020
 L74  plan-1  C16  0.020
 L74  plan-1  C17  0.020
 L74  plan-1  C18  0.020
 L74  plan-1  N4   0.020
 L74  plan-1  CL1  0.020
 L74  plan-1  H8   0.020
 L74  plan-1  H9   0.020
 L74  plan-1  H10  0.020
 L74  plan-1  H11  0.020
 L74  plan-2  C1   0.020
 L74  plan-2  C2   0.020
 L74  plan-2  C3   0.020
 L74  plan-2  C4   0.020
 L74  plan-2  C5   0.020
 L74  plan-2  C6   0.020
 L74  plan-2  C7   0.020
 L74  plan-2  C8   0.020
 L74  plan-2  N1   0.020
 L74  plan-2  N2   0.020
 L74  plan-2  H1   0.020
 L74  plan-2  H12  0.020
 L74  plan-2  H13  0.020
 L74  plan-2  H14  0.020
 L74  plan-2  H19  0.020

