# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 15:17:46 2022
#   Inital geometry file: a 110 line input string
#   Ligand name: (4R)-N~4~-(7-chloroquinolin-4-yl)-N~1~,N~1~-diethylpentane-1,4-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)CCC[C@@H](C)Nc1ccnc2cc(Cl)ccc12
#
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
 CLQ  CLQ  (4R)-N~4~-(7-chloroquinolin-4-yl)-N~1~,N~1~-diethylpentane-1,4-diamine  ligand  48  22  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CLQ
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
 CLQ  CL    CL  CL    0  -0.123   2.3368   0.5518  -5.5255
 CLQ  N1    N   N     0  -0.472  -1.7355  -1.5957  -3.4611
 CLQ  C1    C   CR16  0  -0.089  -2.5773  -1.7387  -2.4658
 CLQ  C2    C   CR16  0  -0.438  -2.5374  -1.0374  -1.2607
 CLQ  C3    C   CR6   0   0.477  -1.5360  -0.0975  -1.0427
 CLQ  C4    C   CR66  0   0.014  -0.5820   0.0795  -2.1061
 CLQ  C5    C   CR16  0  -0.319   0.5053   0.9739  -2.0261
 CLQ  C6    C   CR16  0  -0.213   1.3926   1.1206  -3.0585
 CLQ  C7    C   CR6   0  -0.048   1.2119   0.3570  -4.2227
 CLQ  C8    C   CR16  0  -0.260   0.1795  -0.5288  -4.3435
 CLQ  C9    C   CR66  0   0.186  -0.7421  -0.6932  -3.2838
 CLQ  N2    N   NH1   0  -0.690  -1.4289   0.6026   0.1008
 CLQ  C10   C   CH1   0  -0.097  -2.3876   0.5665   1.1925
 CLQ  C11   C   CH2   0  -0.446  -1.7020   1.0276   2.4745
 CLQ  C12   C   CH2   0  -0.426  -0.5322   0.1515   2.9048
 CLQ  C13   C   CH2   0  -0.269   0.0666   0.6267   4.2220
 CLQ  N3    N   NT    0  -0.415   1.2287  -0.1441   4.6359
 CLQ  C14   C   CH2   0  -0.288   2.4254   0.2649   3.9142
 CLQ  C15   C   CH3   0  -0.666   3.5012  -0.8086   3.8887
 CLQ  C16   C   CH2   0  -0.287   1.4245  -0.0846   6.0784
 CLQ  C17   C   CH3   0  -0.663   0.4871  -1.0057   6.8422
 CLQ  C18   C   CH3   0  -0.652  -3.6238   1.4066   0.8850
 CLQ  H21   H   HCR6  0   0.274  -3.2995  -1.2336  -0.5214
 CLQ  H51   H   HCR6  0   0.258   0.6754   1.5687  -1.1385
 CLQ  H61   H   HCR6  0   0.284   2.2207   1.8105  -2.9777
 CLQ  H81   H   HCR6  0   0.278   0.0443  -1.1211  -5.2390
 CLQ  HN21  H   HNH1  0   0.395  -0.7857   1.3766   0.1259
 CLQ  H101  H   HCH1  0   0.244  -2.6907  -0.4742   1.3379
 CLQ  H111  H   HCH2  0   0.239  -2.4581   1.0465   3.2647
 CLQ  H112  H   HCH2  0   0.225  -1.3679   2.0651   2.3525
 CLQ  H121  H   HCH2  0   0.220   0.2288   0.1460   2.1199
 CLQ  H122  H   HCH2  0   0.219  -0.8668  -0.8838   3.0197
 CLQ  H131  H   HCH2  0   0.228  -0.7041   0.5397   4.9913
 CLQ  H132  H   HCH2  0   0.191   0.3036   1.7031   4.1563
 CLQ  H141  H   HCH2  0   0.193   2.8380   1.2035   4.3212
 CLQ  H142  H   HCH2  0   0.228   2.1474   0.4864   2.8825
 CLQ  H151  H   HCH3  0   0.225   4.3664  -0.4625   3.3220
 CLQ  H152  H   HCH3  0   0.223   3.8538  -1.0717   4.8867
 CLQ  H153  H   HCH3  0   0.221   3.1285  -1.7171   3.4144
 CLQ  H161  H   HCH2  0   0.229   2.4494  -0.3845   6.3021
 CLQ  H162  H   HCH2  0   0.193   1.3261   0.9483   6.4510
 CLQ  H171  H   HCH3  0   0.224   0.6675  -0.9260   7.9148
 CLQ  H172  H   HCH3  0   0.222  -0.5634  -0.7660   6.6722
 CLQ  H173  H   HCH3  0   0.220   0.6453  -2.0439   6.5489
 CLQ  H181  H   HCH3  0   0.226  -3.3547   2.4580   0.7698
 CLQ  H182  H   HCH3  0   0.237  -4.1125   1.0800  -0.0336
 CLQ  H183  H   HCH3  0   0.233  -4.3492   1.3288   1.6952
 CLQ  H11   H   HCR6  0   0.257  -3.3734  -2.4630  -2.6094

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
 CLQ  CL   C7    single    1.732  0.020  1.732
 CLQ  N1   C1    aromatic  1.311  0.020  1.311
 CLQ  N1   C9    aromatic  1.354  0.020  1.354
 CLQ  C1   C2    aromatic  1.395  0.020  1.395
 CLQ  C1   H11   single    0.930  0.020  1.080
 CLQ  C2   C3    aromatic  1.391  0.020  1.391
 CLQ  C2   H21   single    0.930  0.020  1.080
 CLQ  C3   C4    aromatic  1.440  0.020  1.440
 CLQ  C3   N2    single    1.345  0.020  1.345
 CLQ  C4   C5    aromatic  1.410  0.020  1.410
 CLQ  C4   C9    aromatic  1.418  0.020  1.418
 CLQ  C5   C6    aromatic  1.369  0.020  1.369
 CLQ  C5   H51   single    0.930  0.020  1.080
 CLQ  C6   C7    aromatic  1.404  0.020  1.404
 CLQ  C6   H61   single    0.930  0.020  1.080
 CLQ  C7   C8    aromatic  1.366  0.020  1.366
 CLQ  C8   C9    aromatic  1.414  0.020  1.414
 CLQ  C8   H81   single    0.930  0.020  1.080
 CLQ  N2   C10   single    1.453  0.020  1.453
 CLQ  N2   HN21  single    0.860  0.020  1.020
 CLQ  C10  C11   single    1.525  0.020  1.525
 CLQ  C10  C18   single    1.526  0.020  1.526
 CLQ  C10  H101  single    0.970  0.020  1.090
 CLQ  C11  C12   single    1.524  0.020  1.524
 CLQ  C11  H111  single    0.970  0.020  1.090
 CLQ  C11  H112  single    0.970  0.020  1.090
 CLQ  C12  C13   single    1.523  0.020  1.523
 CLQ  C12  H121  single    0.970  0.020  1.090
 CLQ  C12  H122  single    0.970  0.020  1.090
 CLQ  C13  N3    single    1.455  0.020  1.455
 CLQ  C13  H131  single    0.970  0.020  1.090
 CLQ  C13  H132  single    0.970  0.020  1.090
 CLQ  N3   C14   single    1.456  0.020  1.456
 CLQ  N3   C16   single    1.457  0.020  1.457
 CLQ  C14  C15   single    1.520  0.020  1.520
 CLQ  C14  H141  single    0.970  0.020  1.090
 CLQ  C14  H142  single    0.970  0.020  1.090
 CLQ  C15  H151  single    0.970  0.020  1.090
 CLQ  C15  H152  single    0.970  0.020  1.090
 CLQ  C15  H153  single    0.970  0.020  1.090
 CLQ  C16  C17   single    1.520  0.020  1.520
 CLQ  C16  H161  single    0.970  0.020  1.090
 CLQ  C16  H162  single    0.970  0.020  1.090
 CLQ  C17  H171  single    0.970  0.020  1.090
 CLQ  C17  H172  single    0.970  0.020  1.090
 CLQ  C17  H173  single    0.970  0.020  1.090
 CLQ  C18  H181  single    0.970  0.020  1.090
 CLQ  C18  H182  single    0.970  0.020  1.090
 CLQ  C18  H183  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
 CLQ  C9    N1   C1    116.38  3.000
 CLQ  H11   C1   C2    118.08  3.000
 CLQ  H11   C1   N1    116.30  3.000
 CLQ  C2    C1   N1    125.63  3.000
 CLQ  H21   C2   C3    121.59  3.000
 CLQ  H21   C2   C1    118.68  3.000
 CLQ  C3    C2   C1    119.73  3.000
 CLQ  N2    C3   C4    120.75  3.000
 CLQ  N2    C3   C2    122.85  3.000
 CLQ  C4    C3   C2    116.39  3.000
 CLQ  C9    C4   C5    118.68  3.000
 CLQ  C9    C4   C3    118.15  3.000
 CLQ  C5    C4   C3    123.17  3.000
 CLQ  H51   C5   C6    117.24  3.000
 CLQ  H51   C5   C4    121.10  3.000
 CLQ  C6    C5   C4    121.66  3.000
 CLQ  H61   C6   C7    120.52  3.000
 CLQ  H61   C6   C5    120.57  3.000
 CLQ  C7    C6   C5    118.92  3.000
 CLQ  C8    C7   C6    121.56  3.000
 CLQ  C8    C7   CL    119.83  3.000
 CLQ  C6    C7   CL    118.61  3.000
 CLQ  H81   C8   C9    118.37  3.000
 CLQ  H81   C8   C7    121.51  3.000
 CLQ  C9    C8   C7    120.12  3.000
 CLQ  C8    C9   C4    119.05  3.000
 CLQ  C8    C9   N1    117.23  3.000
 CLQ  C4    C9   N1    123.72  3.000
 CLQ  HN21  N2   C10   114.95  3.000
 CLQ  HN21  N2   C3    118.18  3.000
 CLQ  C10   N2   C3    124.97  3.000
 CLQ  H101  C10  C18   109.04  3.000
 CLQ  H101  C10  C11   107.49  3.000
 CLQ  C18   C10  C11   111.54  3.000
 CLQ  H101  C10  N2    107.84  3.000
 CLQ  C18   C10  N2    111.68  3.000
 CLQ  C11   C10  N2    109.11  3.000
 CLQ  H112  C11  H111  105.94  3.000
 CLQ  H112  C11  C12   109.96  3.000
 CLQ  H111  C11  C12   109.67  3.000
 CLQ  H112  C11  C10   109.23  3.000
 CLQ  H111  C11  C10   107.56  3.000
 CLQ  C12   C11  C10   114.13  3.000
 CLQ  H122  C12  H121  106.47  3.000
 CLQ  H122  C12  C13   108.94  3.000
 CLQ  H121  C12  C13   110.42  3.000
 CLQ  H122  C12  C11   109.81  3.000
 CLQ  H121  C12  C11   109.55  3.000
 CLQ  C13   C12  C11   111.52  3.000
 CLQ  H132  C13  H131  105.72  3.000
 CLQ  H132  C13  N3    111.23  3.000
 CLQ  H131  C13  N3    108.73  3.000
 CLQ  H132  C13  C12   109.70  3.000
 CLQ  H131  C13  C12   107.87  3.000
 CLQ  N3    C13  C12   113.26  3.000
 CLQ  C16   N3   C14   111.64  3.000
 CLQ  C16   N3   C13   111.56  3.000
 CLQ  C14   N3   C13   111.51  3.000
 CLQ  H142  C14  H141  105.75  3.000
 CLQ  H142  C14  C15   107.93  3.000
 CLQ  H141  C14  C15   110.02  3.000
 CLQ  H142  C14  N3    108.44  3.000
 CLQ  H141  C14  N3    111.32  3.000
 CLQ  C15   C14  N3    113.06  3.000
 CLQ  H153  C15  H152  107.91  3.000
 CLQ  H153  C15  H151  108.03  3.000
 CLQ  H152  C15  H151  107.19  3.000
 CLQ  H153  C15  C14   110.72  3.000
 CLQ  H152  C15  C14   112.57  3.000
 CLQ  H151  C15  C14   110.25  3.000
 CLQ  H162  C16  H161  105.79  3.000
 CLQ  H162  C16  C17   110.05  3.000
 CLQ  H161  C16  C17   108.04  3.000
 CLQ  H162  C16  N3    111.15  3.000
 CLQ  H161  C16  N3    108.54  3.000
 CLQ  C17   C16  N3    112.95  3.000
 CLQ  H173  C17  H172  107.88  3.000
 CLQ  H173  C17  H171  108.07  3.000
 CLQ  H172  C17  H171  107.25  3.000
 CLQ  H173  C17  C16   110.63  3.000
 CLQ  H172  C17  C16   112.49  3.000
 CLQ  H171  C17  C16   110.36  3.000
 CLQ  H183  C18  H182  107.83  3.000
 CLQ  H183  C18  H181  108.14  3.000
 CLQ  H182  C18  H181  108.06  3.000
 CLQ  H183  C18  C10   110.49  3.000
 CLQ  H182  C18  C10   111.59  3.000
 CLQ  H181  C18  C10   110.60  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
 CLQ  CONST_01  C3    C2   C1   N1      0.00   0.0  0
 CLQ  CONST_02  C3    C4   C9   N1      0.00   0.0  0
 CLQ  CONST_03  C5    C4   C9   N1    180.00   0.0  0
 CLQ  CONST_04  C7    C8   C9   N1    180.00   0.0  0
 CLQ  CONST_05  C4    C9   N1   C1      0.00   0.0  0
 CLQ  CONST_06  C8    C9   N1   C1    180.00   0.0  0
 CLQ  CONST_07  C4    C3   C2   C1      0.00   0.0  0
 CLQ  CONST_08  C9    N1   C1   C2      0.00   0.0  0
 CLQ  CONST_09  C5    C4   C3   C2    180.00   0.0  0
 CLQ  CONST_10  C9    C4   C3   C2      0.00   0.0  0
 CLQ  CONST_11  C6    C5   C4   C3    180.00   0.0  0
 CLQ  CONST_12  C8    C9   C4   C3    180.00   0.0  0
 CLQ  CONST_13  C7    C6   C5   C4      0.00   0.0  0
 CLQ  CONST_14  C7    C8   C9   C4      0.00   0.0  0
 CLQ  CONST_15  C8    C9   C4   C5      0.00   0.0  0
 CLQ  CONST_16  C8    C7   C6   C5      0.00   0.0  0
 CLQ  CONST_17  C9    C4   C5   C6      0.00   0.0  0
 CLQ  CONST_18  C9    C8   C7   C6      0.00   0.0  0
 CLQ  CONST_19  C5    C6   C7   CL    180.00   0.0  0
 CLQ  CONST_20  C9    C8   C7   CL    180.00   0.0  0
 CLQ  CONST_21  N2    C3   C2   C1    180.00   0.0  0
 CLQ  CONST_22  N2    C3   C4   C5      0.00   0.0  0
 CLQ  CONST_23  N2    C3   C4   C9    180.00   0.0  0
 CLQ  CONST_24  H21   C2   C1   N1    180.00   0.0  0
 CLQ  CONST_25  H81   C8   C9   N1      0.00   0.0  0
 CLQ  CONST_26  H11   C1   C2   C3    180.00   0.0  0
 CLQ  CONST_27  H51   C5   C4   C3      0.00   0.0  0
 CLQ  CONST_28  H61   C6   C5   C4    180.00   0.0  0
 CLQ  CONST_29  C10   N2   C3   C2      0.00   0.0  0
 CLQ  CONST_30  C10   N2   C3   C4    180.00   0.0  0
 CLQ  CONST_31  HN21  N2   C3   C2    180.00   0.0  0
 CLQ  Var_01    C13   C12  C11  C10  -177.37  30.0  3
 CLQ  Var_02    N3    C13  C12  C11  -177.17  30.0  3
 CLQ  Var_03    C14   N3   C13  C12    79.02  30.0  3
 CLQ  Var_04    C15   C14  N3   C13  -157.58  30.0  3
 CLQ  Var_05    C17   C16  N3   C13    78.42  30.0  3
 CLQ  Var_06    H151  C15  C14  N3    178.90  30.0  3
 CLQ  Var_07    H171  C17  C16  N3   -179.85  30.0  3

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
 CLQ  chir_01  C10  N2  C11  C18  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
 CLQ  plan-1  CL    0.020
 CLQ  plan-1  N1    0.020
 CLQ  plan-1  C1    0.020
 CLQ  plan-1  C2    0.020
 CLQ  plan-1  C3    0.020
 CLQ  plan-1  C4    0.020
 CLQ  plan-1  C5    0.020
 CLQ  plan-1  C6    0.020
 CLQ  plan-1  C7    0.020
 CLQ  plan-1  C8    0.020
 CLQ  plan-1  C9    0.020
 CLQ  plan-1  N2    0.020
 CLQ  plan-1  H21   0.020
 CLQ  plan-1  H51   0.020
 CLQ  plan-1  H61   0.020
 CLQ  plan-1  H81   0.020
 CLQ  plan-1  H11   0.020
 CLQ  plan-2  C3    0.020
 CLQ  plan-2  N2    0.020
 CLQ  plan-2  C10   0.020
 CLQ  plan-2  HN21  0.020

