# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 18:06:05 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: 6-chloro-N-cyclohexyl-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1cc(cc(NC2CCCCC2)n1)c3c[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
 IQ6  IQ6  6-chloro-N-cyclohexyl-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-2-amine  ligand  42  23  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_IQ6
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
 IQ6  C1   C   CR16  0  -0.339   5.3227  -0.2431  -0.9693
 IQ6  C2   C   CR16  0  -0.261   4.0145   0.1684  -0.7841
 IQ6  C3   C   CR16  0  -0.488  -0.5788   0.0035  -0.1748
 IQ6  C4   C   CR16  0  -0.397   1.1245   1.6688   0.1109
 IQ6  C5   C   CR16  0  -0.088   5.7238  -1.5125  -0.5399
 IQ6  C6   C   CR15  0  -0.029   1.5192  -1.9716   0.7530
 IQ6  C7   C   CR56  0  -0.008   3.1397  -0.7171  -0.1570
 IQ6  C8   C   CR6   0   0.184   0.7559   0.3185   0.0393
 IQ6  C9   C   CR5   0  -0.051   1.7493  -0.7352   0.2019
 IQ6  C10  C   CR56  0   0.476   3.6712  -1.9747   0.2094
 IQ6  C11  C   CR6   0   0.526  -1.5187   1.0379  -0.3123
 IQ6  C12  C   CR6   0   0.163   0.1111   2.5911  -0.0406
 IQ6  C13  C   CH2   0  -0.431  -5.7388  -2.2303   0.2741
 IQ6  C14  C   CH2   0  -0.437  -4.4157  -2.2732   1.0314
 IQ6  C15  C   CH2   0  -0.438  -5.5322  -1.7629  -1.1631
 IQ6  C16  C   CH2   0  -0.432  -3.7035  -0.9257   0.9742
 IQ6  C17  C   CH2   0  -0.440  -4.8120  -0.4196  -1.2223
 IQ6  C18  C   CH1   0  -0.069  -3.4847  -0.4742  -0.4717
 IQ6  N19  N   N     0  -0.423   4.9159  -2.3867   0.0415
 IQ6  N20  N   N     0  -0.463  -1.1536   2.3267  -0.2429
 IQ6  N21  N   NR15  0  -0.662   2.6617  -2.7056   0.7609
 IQ6  N22  N   NH1   0  -0.672  -2.8282   0.8134  -0.5601
 IQ6  CL1  CL  CL    0  -0.125   0.5195   4.2835   0.0516
 IQ6  H1   H   HCR6  0   0.267   6.0426   0.4062  -1.4479
 IQ6  H2   H   HCR6  0   0.263   3.6945   1.1437  -1.1264
 IQ6  H3   H   HCR6  0   0.264  -0.8798  -1.0309  -0.2618
 IQ6  H4   H   HCR6  0   0.271   2.1367   1.9803   0.3191
 IQ6  H5   H   HCR6  0   0.259   6.7509  -1.8272  -0.6842
 IQ6  H6   H   HCR5  0   0.298   0.6088  -2.3741   1.1678
 IQ6  H8   H   HCH2  0   0.212  -6.4270  -1.5469   0.7830
 IQ6  H9   H   HCH2  0   0.233  -4.5796  -2.5630   2.0716
 IQ6  H10  H   HCH2  0   0.214  -3.7715  -3.0433   0.5929
 IQ6  H11  H   HCH2  0   0.215  -4.9433  -2.5104  -1.7054
 IQ6  H12  H   HCH2  0   0.234  -6.4905  -1.6884  -1.6820
 IQ6  H13  H   HCH2  0   0.217  -4.3059  -0.1679   1.4872
 IQ6  H14  H   HCH2  0   0.236  -2.7487  -0.9786   1.5046
 IQ6  H15  H   HCH2  0   0.242  -4.6365  -0.1273  -2.2604
 IQ6  H16  H   HCH2  0   0.220  -5.4437   0.3566  -0.7745
 IQ6  H17  H   HCH1  0   0.233  -2.8537  -1.2113  -0.9814
 IQ6  H18  H   HNR5  0   0.418   2.7521  -3.6368   1.1348
 IQ6  H19  H   HNH1  0   0.380  -3.4175   1.6313  -0.5216
 IQ6  H7   H   HCH2  0   0.230  -6.2135  -3.2142   0.2840

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
 IQ6  C17  C15  single    1.525  0.020  1.525
 IQ6  C17  C18  single    1.526  0.020  1.526
 IQ6  C15  C13  single    1.525  0.020  1.525
 IQ6  C13  C14  single    1.525  0.020  1.525
 IQ6  C18  N22  single    1.448  0.020  1.448
 IQ6  C18  C16  single    1.530  0.020  1.530
 IQ6  N22  C11  single    1.352  0.020  1.352
 IQ6  C16  C14  single    1.525  0.020  1.525
 IQ6  C11  N20  aromatic  1.341  0.020  1.341
 IQ6  C11  C3   aromatic  1.404  0.020  1.404
 IQ6  N20  C12  aromatic  1.308  0.020  1.308
 IQ6  C3   C8   aromatic  1.388  0.020  1.388
 IQ6  C2   C1   aromatic  1.384  0.020  1.384
 IQ6  C2   C7   aromatic  1.394  0.020  1.394
 IQ6  C1   C5   aromatic  1.399  0.020  1.399
 IQ6  C12  CL1  single    1.743  0.020  1.743
 IQ6  C12  C4   aromatic  1.379  0.020  1.379
 IQ6  C8   C4   aromatic  1.402  0.020  1.402
 IQ6  C8   C9   single    1.457  0.020  1.457
 IQ6  C7   C9   aromatic  1.436  0.020  1.436
 IQ6  C7   C10  aromatic  1.414  0.020  1.414
 IQ6  C9   C6   aromatic  1.373  0.020  1.373
 IQ6  C5   N19  aromatic  1.325  0.020  1.325
 IQ6  C10  N19  aromatic  1.322  0.020  1.322
 IQ6  C10  N21  aromatic  1.363  0.020  1.363
 IQ6  C6   N21  aromatic  1.358  0.020  1.358
 IQ6  C1   H1   single    0.930  0.020  1.080
 IQ6  C2   H2   single    0.930  0.020  1.080
 IQ6  C3   H3   single    0.930  0.020  1.080
 IQ6  C4   H4   single    0.930  0.020  1.080
 IQ6  C5   H5   single    0.930  0.020  1.080
 IQ6  C6   H6   single    0.930  0.020  1.080
 IQ6  C13  H7   single    0.970  0.020  1.090
 IQ6  C13  H8   single    0.970  0.020  1.090
 IQ6  C14  H9   single    0.970  0.020  1.090
 IQ6  C14  H10  single    0.970  0.020  1.090
 IQ6  C15  H11  single    0.970  0.020  1.090
 IQ6  C15  H12  single    0.970  0.020  1.090
 IQ6  C16  H13  single    0.970  0.020  1.090
 IQ6  C16  H14  single    0.970  0.020  1.090
 IQ6  C17  H15  single    0.970  0.020  1.090
 IQ6  C17  H16  single    0.970  0.020  1.090
 IQ6  C18  H17  single    0.970  0.020  1.090
 IQ6  N21  H18  single    0.860  0.020  1.020
 IQ6  N22  H19  single    0.890  0.020  1.040

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
 IQ6  H1   C1   C5   119.34  3.000
 IQ6  H1   C1   C2   120.67  3.000
 IQ6  C5   C1   C2   119.99  3.000
 IQ6  H2   C2   C7   121.96  3.000
 IQ6  H2   C2   C1   120.35  3.000
 IQ6  C7   C2   C1   117.69  3.000
 IQ6  H3   C3   C11  120.71  3.000
 IQ6  H3   C3   C8   119.83  3.000
 IQ6  C11  C3   C8   119.44  3.000
 IQ6  H4   C4   C12  121.17  3.000
 IQ6  H4   C4   C8   122.31  3.000
 IQ6  C12  C4   C8   116.46  3.000
 IQ6  H5   C5   N19  116.40  3.000
 IQ6  H5   C5   C1   119.63  3.000
 IQ6  N19  C5   C1   123.97  3.000
 IQ6  H6   C6   N21  120.42  3.000
 IQ6  H6   C6   C9   129.19  3.000
 IQ6  N21  C6   C9   110.37  3.000
 IQ6  C10  C7   C9   106.73  3.000
 IQ6  C10  C7   C2   116.48  3.000
 IQ6  C9   C7   C2   136.73  3.000
 IQ6  C9   C8   C4   120.78  3.000
 IQ6  C9   C8   C3   120.57  3.000
 IQ6  C4   C8   C3   118.65  3.000
 IQ6  C8   C9   C7   128.53  3.000
 IQ6  C7   C9   C6   105.90  3.000
 IQ6  C8   C9   C6   125.57  3.000
 IQ6  N21  C10  N19  125.57  3.000
 IQ6  N21  C10  C7   107.67  3.000
 IQ6  N19  C10  C7   126.76  3.000
 IQ6  N22  C11  N20  115.65  3.000
 IQ6  N20  C11  C3   121.37  3.000
 IQ6  N22  C11  C3   122.96  3.000
 IQ6  CL1  C12  N20  115.53  3.000
 IQ6  CL1  C12  C4   118.12  3.000
 IQ6  N20  C12  C4   126.35  3.000
 IQ6  H8   C13  H7   106.53  3.000
 IQ6  H8   C13  C15  109.38  3.000
 IQ6  H7   C13  C15  110.08  3.000
 IQ6  H8   C13  C14  109.39  3.000
 IQ6  H7   C13  C14  110.31  3.000
 IQ6  C15  C13  C14  111.04  3.000
 IQ6  H10  C14  H9   106.43  3.000
 IQ6  H10  C14  C16  109.36  3.000
 IQ6  H9   C14  C16  109.89  3.000
 IQ6  H10  C14  C13  109.34  3.000
 IQ6  H9   C14  C13  110.50  3.000
 IQ6  C16  C14  C13  111.20  3.000
 IQ6  H12  C15  H11  106.44  3.000
 IQ6  H12  C15  C17  109.62  3.000
 IQ6  H11  C15  C17  109.14  3.000
 IQ6  H12  C15  C13  110.47  3.000
 IQ6  H11  C15  C13  109.28  3.000
 IQ6  C17  C15  C13  111.73  3.000
 IQ6  H14  C16  H13  106.64  3.000
 IQ6  H14  C16  C18  110.35  3.000
 IQ6  H13  C16  C18  108.47  3.000
 IQ6  H14  C16  C14  110.29  3.000
 IQ6  H13  C16  C14  109.68  3.000
 IQ6  C18  C16  C14  111.28  3.000
 IQ6  H16  C17  H15  106.93  3.000
 IQ6  H16  C17  C18  109.00  3.000
 IQ6  H15  C17  C18  109.70  3.000
 IQ6  H16  C17  C15  109.61  3.000
 IQ6  H15  C17  C15  110.38  3.000
 IQ6  C18  C17  C15  111.11  3.000
 IQ6  H17  C18  N22  107.98  3.000
 IQ6  H17  C18  C17  107.22  3.000
 IQ6  N22  C18  C17  109.43  3.000
 IQ6  H17  C18  C16  108.85  3.000
 IQ6  N22  C18  C16  112.63  3.000
 IQ6  C17  C18  C16  110.54  3.000
 IQ6  C10  N19  C5   115.10  3.000
 IQ6  C12  N20  C11  117.74  3.000
 IQ6  H18  N21  C10  125.41  3.000
 IQ6  H18  N21  C6   125.26  3.000
 IQ6  C10  N21  C6   109.32  3.000
 IQ6  H19  N22  C18  116.98  3.000
 IQ6  H19  N22  C11  115.11  3.000
 IQ6  C18  N22  C11  125.16  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
 IQ6  CONST_01  C9   C7   C2   C1   180.00   0.0  0
 IQ6  CONST_02  C10  C7   C2   C1     0.00   0.0  0
 IQ6  CONST_03  C10  N19  C5   C1     0.00   0.0  0
 IQ6  CONST_04  N19  C5   C1   C2     0.00   0.0  0
 IQ6  CONST_05  C8   C9   C7   C2     0.00   0.0  0
 IQ6  CONST_06  C6   C9   C7   C2   180.00   0.0  0
 IQ6  CONST_07  N19  C10  C7   C2     0.00   0.0  0
 IQ6  CONST_08  N21  C10  C7   C2   180.00   0.0  0
 IQ6  CONST_09  C12  N20  C11  C3     0.00   0.0  0
 IQ6  CONST_10  C12  C4   C8   C3     0.00   0.0  0
 IQ6  CONST_13  C11  N20  C12  C4     0.00   0.0  0
 IQ6  CONST_14  C11  C3   C8   C4     0.00   0.0  0
 IQ6  CONST_17  C7   C2   C1   C5     0.00   0.0  0
 IQ6  CONST_18  C7   C10  N19  C5     0.00   0.0  0
 IQ6  CONST_19  N21  C10  N19  C5   180.00   0.0  0
 IQ6  CONST_20  C10  C7   C9   C6     0.00   0.0  0
 IQ6  CONST_21  C7   C10  N21  C6     0.00   0.0  0
 IQ6  CONST_22  N19  C10  N21  C6   180.00   0.0  0
 IQ6  CONST_23  N21  C6   C9   C7     0.00   0.0  0
 IQ6  CONST_24  N20  C11  C3   C8     0.00   0.0  0
 IQ6  CONST_25  N20  C12  C4   C8     0.00   0.0  0
 IQ6  CONST_26  C10  C7   C9   C8   180.00   0.0  0
 IQ6  CONST_27  N21  C6   C9   C8   180.00   0.0  0
 IQ6  CONST_28  C11  C3   C8   C9   180.00   0.0  0
 IQ6  CONST_29  C12  C4   C8   C9   180.00   0.0  0
 IQ6  CONST_30  N19  C10  C7   C9   180.00   0.0  0
 IQ6  CONST_31  N21  C10  C7   C9     0.00   0.0  0
 IQ6  CONST_32  C10  N21  C6   C9     0.00   0.0  0
 IQ6  CONST_33  N22  C11  C3   C8   180.00   0.0  0
 IQ6  CONST_34  CL1  C12  C4   C8   180.00   0.0  0
 IQ6  CONST_35  CL1  C12  N20  C11  180.00   0.0  0
 IQ6  CONST_36  N22  C11  N20  C12  180.00   0.0  0
 IQ6  CONST_37  C18  N22  C11  C3     0.00   0.0  0
 IQ6  CONST_38  N20  C11  N22  C18  180.00   0.0  0
 IQ6  CONST_39  H5   C5   C1   C2   180.00   0.0  0
 IQ6  CONST_40  H4   C4   C8   C3   180.00   0.0  0
 IQ6  CONST_41  H3   C3   C8   C4   180.00   0.0  0
 IQ6  CONST_42  H2   C2   C1   C5   180.00   0.0  0
 IQ6  CONST_43  H1   C1   C2   C7   180.00   0.0  0
 IQ6  CONST_44  H6   C6   C9   C7   180.00   0.0  0
 IQ6  CONST_45  H18  N21  C10  C7   180.00   0.0  0
 IQ6  CONST_46  H19  N22  C11  C3   180.00   0.0  0
 IQ6  Var_01    C18  C17  C15  C13   55.56  30.0  1
 IQ6  Var_02    C18  C16  C14  C13  -56.10  30.0  1
 IQ6  Var_03    C17  C15  C13  C14  -54.90  30.0  1
 IQ6  Var_04    C16  C14  C13  C15   55.00  30.0  1

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 IQ6  chir_01  C18  C17  N22  C16  negativ

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
 IQ6  plan-1  C3   0.020
 IQ6  plan-1  C4   0.020
 IQ6  plan-1  C8   0.020
 IQ6  plan-1  C9   0.020
 IQ6  plan-1  C11  0.020
 IQ6  plan-1  C12  0.020
 IQ6  plan-1  N20  0.020
 IQ6  plan-1  N22  0.020
 IQ6  plan-1  CL1  0.020
 IQ6  plan-1  H3   0.020
 IQ6  plan-1  H4   0.020
 IQ6  plan-2  C1   0.020
 IQ6  plan-2  C2   0.020
 IQ6  plan-2  C5   0.020
 IQ6  plan-2  C6   0.020
 IQ6  plan-2  C7   0.020
 IQ6  plan-2  C8   0.020
 IQ6  plan-2  C9   0.020
 IQ6  plan-2  C10  0.020
 IQ6  plan-2  N19  0.020
 IQ6  plan-2  N21  0.020
 IQ6  plan-2  H1   0.020
 IQ6  plan-2  H2   0.020
 IQ6  plan-2  H5   0.020
 IQ6  plan-2  H6   0.020
 IQ6  plan-2  H18  0.020
 IQ6  plan-3  C11  0.020
 IQ6  plan-3  C18  0.020
 IQ6  plan-3  N22  0.020
 IQ6  plan-3  H19  0.020

