# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 01:07:26 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: 5-[3-(3,5-dimethylphenyl)-4-[4-(methylamino)butyl]quinolin-6-yl]pyridin-3-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNCCCCc1c(cnc2ccc(cc12)c3cncc(O)c3)c4cc(C)cc(C)c4
#
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
 76Q  76Q  5-[3-(3,5-dimethylphenyl)-4-[4-(methylamino)butyl]quinolin-6-yl]pyridin-3-ol  ligand  60  31  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_76Q
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
 76Q  N01  N  N     0  -0.434  -0.2451  -3.5117   0.5886
 76Q  C02  C  CR16  0  -0.092  -1.4515  -3.0813   0.3515
 76Q  C03  C  CR6   0  -0.106  -1.7716  -1.7860  -0.1217
 76Q  C04  C  CR6   0   0.232  -0.7496  -0.8888  -0.3443
 76Q  C05  C  CR66  0   0.074   0.5819  -1.3317  -0.0893
 76Q  C06  C  CR66  0   0.190   0.7797  -2.6555   0.3733
 76Q  C07  C  CR16  0  -0.418   1.7123  -0.5020  -0.2633
 76Q  C08  C  CR6   0   0.101   2.9855  -0.9534  -0.0068
 76Q  C09  C  CR16  0  -0.313   3.1645  -2.2841   0.4420
 76Q  C10  C  CR16  0  -0.279   2.0933  -3.1094   0.6263
 76Q  C11  C  CR6   0   0.059  -3.2016  -1.4645  -0.3435
 76Q  C12  C  CH2   0  -0.564  -1.0194   0.5236  -0.7722
 76Q  C13  C  CR6   0   0.013   4.1514  -0.0695  -0.1834
 76Q  C14  C  CR16  0  -0.358  -3.7049  -1.3334  -1.6357
 76Q  C15  C  CR6   0   0.131  -5.0478  -1.0485  -1.8547
 76Q  C16  C  CR16  0  -0.360  -5.8834  -0.8958  -0.7501
 76Q  C17  C  CR6   0   0.133  -5.4089  -1.0293   0.5506
 76Q  C18  C  CR16  0  -0.357  -4.0588  -1.3164   0.7410
 76Q  C19  C  CH3   0  -0.725  -5.5894  -0.9347  -3.2505
 76Q  C20  C  CH3   0  -0.725  -6.3318  -0.8816   1.7259
 76Q  C21  C  CH2   0  -0.419  -1.0182   1.4926   0.4136
 76Q  C22  C  CH2   0  -0.444  -1.3655   2.9130  -0.0092
 76Q  C23  C  CH2   0  -0.251  -1.3163   3.8934   1.1515
 76Q  N24  N  NH1   0  -0.593  -1.6696   5.2346   0.7304
 76Q  C25  C  CH3   0  -0.517  -1.6103   6.1943   1.8130
 76Q  C26  C  CR16  0  -0.121   4.2150   0.8437  -1.2379
 76Q  N27  N  N     0  -0.378   5.2392   1.6598  -1.4259
 76Q  C28  C  CR16  0  -0.200   6.2606   1.6160  -0.5836
 76Q  C29  C  CR6   0   0.299   6.3045   0.7372   0.4970
 76Q  C30  C  CR16  0  -0.291   5.2277  -0.1173   0.6943
 76Q  O31  O  OH1   0  -0.621   7.3303   0.6849   1.3612
 76Q  H1   H  HCR6  0   0.260  -2.2626  -3.7821   0.5274
 76Q  H2   H  HCR6  0   0.259   1.5727   0.5228  -0.5811
 76Q  H3   H  HCR6  0   0.263   4.1635  -2.6585   0.6252
 76Q  H4   H  HCR6  0   0.265   2.2304  -4.1285   0.9645
 76Q  H5   H  HCH2  0   0.251  -0.2874   0.8447  -1.5172
 76Q  H6   H  HCH2  0   0.269  -1.9891   0.5788  -1.2662
 76Q  H7   H  HCR6  0   0.246  -3.0359  -1.4504  -2.4809
 76Q  H8   H  HCR6  0   0.240  -6.9319  -0.6661  -0.9082
 76Q  H9   H  HCR6  0   0.242  -3.6681  -1.4132   1.7481
 76Q  H10  H  HCH3  0   0.249  -5.9411  -1.9033  -3.6119
 76Q  H11  H  HCH3  0   0.244  -6.4325  -0.2462  -3.2994
 76Q  H12  H  HCH3  0   0.243  -4.8275  -0.5876  -3.9480
 76Q  H13  H  HCH3  0   0.249  -6.6414  -1.8578   2.1046
 76Q  H14  H  HCH3  0   0.244  -5.8497  -0.3553   2.5495
 76Q  H15  H  HCH3  0   0.244  -7.2343  -0.3337   1.4576
 76Q  H16  H  HCH2  0   0.231  -1.7403   1.1446   1.1584
 76Q  H17  H  HCH2  0   0.229  -0.0411   1.4826   0.9066
 76Q  H18  H  HCH2  0   0.219  -0.6702   3.2398  -0.7908
 76Q  H19  H  HCH2  0   0.222  -2.3641   2.9312  -0.4558
 76Q  H20  H  HCH2  0   0.212  -2.0272   3.5789   1.9233
 76Q  H21  H  HCH2  0   0.184  -0.3198   3.8496   1.6229
 76Q  H22  H  HNH1  0   0.339  -1.0285   5.5245   0.0019
 76Q  H24  H  HCH3  0   0.230  -1.7987   7.1975   1.4303
 76Q  H25  H  HCH3  0   0.219  -2.3849   5.9742   2.5505
 76Q  H26  H  HCH3  0   0.190  -0.6487   6.2134   2.3462
 76Q  H27  H  HCR6  0   0.258   3.4117   0.8985  -1.9643
 76Q  H28  H  HCR6  0   0.274   7.0825   2.3026  -0.7672
 76Q  H29  H  HCR6  0   0.279   5.2306  -0.7936   1.5409
 76Q  H30  H  HOH1  0   0.479   8.0138   1.3214   1.1215

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
 76Q  O31  C29  single    1.342  0.020  1.342
 76Q  C28  C29  aromatic  1.394  0.020  1.394
 76Q  C28  N27  aromatic  1.325  0.020  1.325
 76Q  C29  C30  aromatic  1.389  0.020  1.389
 76Q  N27  C26  aromatic  1.323  0.020  1.323
 76Q  C30  C13  aromatic  1.390  0.020  1.390
 76Q  C26  C13  aromatic  1.396  0.020  1.396
 76Q  C13  C08  single    1.474  0.020  1.474
 76Q  C09  C08  aromatic  1.416  0.020  1.416
 76Q  C09  C10  aromatic  1.365  0.020  1.365
 76Q  C08  C07  aromatic  1.375  0.020  1.375
 76Q  C10  C06  aromatic  1.413  0.020  1.413
 76Q  C07  C05  aromatic  1.413  0.020  1.413
 76Q  C06  C05  aromatic  1.416  0.020  1.416
 76Q  C06  N01  aromatic  1.353  0.020  1.353
 76Q  C05  C04  aromatic  1.426  0.020  1.426
 76Q  N01  C02  aromatic  1.303  0.020  1.303
 76Q  C04  C12  single    1.500  0.020  1.500
 76Q  C04  C03  aromatic  1.378  0.020  1.378
 76Q  C12  C21  single    1.531  0.020  1.531
 76Q  C02  C03  aromatic  1.416  0.020  1.416
 76Q  C03  C11  single    1.482  0.020  1.482
 76Q  C21  C22  single    1.522  0.020  1.522
 76Q  C14  C11  aromatic  1.393  0.020  1.393
 76Q  C14  C15  aromatic  1.390  0.020  1.390
 76Q  C11  C18  aromatic  1.390  0.020  1.390
 76Q  C22  C23  single    1.520  0.020  1.520
 76Q  C23  N24  single    1.449  0.020  1.449
 76Q  C19  C15  single    1.501  0.020  1.501
 76Q  C15  C16  aromatic  1.393  0.020  1.393
 76Q  C18  C17  aromatic  1.393  0.020  1.393
 76Q  N24  C25  single    1.448  0.020  1.448
 76Q  C16  C17  aromatic  1.391  0.020  1.391
 76Q  C17  C20  single    1.502  0.020  1.502
 76Q  C02  H1   single    0.930  0.020  1.080
 76Q  C07  H2   single    0.930  0.020  1.080
 76Q  C09  H3   single    0.930  0.020  1.080
 76Q  C10  H4   single    0.930  0.020  1.080
 76Q  C12  H5   single    0.970  0.020  1.090
 76Q  C12  H6   single    0.970  0.020  1.090
 76Q  C14  H7   single    0.930  0.020  1.080
 76Q  C16  H8   single    0.930  0.020  1.080
 76Q  C18  H9   single    0.930  0.020  1.080
 76Q  C19  H10  single    0.970  0.020  1.090
 76Q  C19  H11  single    0.970  0.020  1.090
 76Q  C19  H12  single    0.970  0.020  1.090
 76Q  C20  H13  single    0.970  0.020  1.090
 76Q  C20  H14  single    0.970  0.020  1.090
 76Q  C20  H15  single    0.970  0.020  1.090
 76Q  C21  H16  single    0.970  0.020  1.090
 76Q  C21  H17  single    0.970  0.020  1.090
 76Q  C22  H18  single    0.970  0.020  1.090
 76Q  C22  H19  single    0.970  0.020  1.090
 76Q  C23  H20  single    0.970  0.020  1.090
 76Q  C23  H21  single    0.970  0.020  1.090
 76Q  N24  H22  single    0.890  0.020  1.040
 76Q  C25  H24  single    0.970  0.020  1.090
 76Q  C25  H25  single    0.970  0.020  1.090
 76Q  C25  H26  single    0.970  0.020  1.090
 76Q  C26  H27  single    0.930  0.020  1.080
 76Q  C28  H28  single    0.930  0.020  1.080
 76Q  C30  H29  single    0.930  0.020  1.080
 76Q  O31  H30  single    0.850  0.020  0.980

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
 76Q  C06  N01  C02  117.61  3.000
 76Q  H1   C02  C03  118.40  3.000
 76Q  H1   C02  N01  116.67  3.000
 76Q  C03  C02  N01  124.93  3.000
 76Q  C11  C03  C04  123.37  3.000
 76Q  C11  C03  C02  117.81  3.000
 76Q  C04  C03  C02  118.82  3.000
 76Q  C12  C04  C05  120.74  3.000
 76Q  C12  C04  C03  121.72  3.000
 76Q  C05  C04  C03  117.47  3.000
 76Q  C07  C05  C06  118.51  3.000
 76Q  C06  C05  C04  118.62  3.000
 76Q  C07  C05  C04  122.86  3.000
 76Q  C10  C06  C05  119.26  3.000
 76Q  C05  C06  N01  122.54  3.000
 76Q  C10  C06  N01  118.21  3.000
 76Q  H2   C07  C08  119.02  3.000
 76Q  H2   C07  C05  119.28  3.000
 76Q  C08  C07  C05  121.67  3.000
 76Q  C13  C08  C09  120.12  3.000
 76Q  C09  C08  C07  119.00  3.000
 76Q  C13  C08  C07  120.89  3.000
 76Q  H3   C09  C10  119.49  3.000
 76Q  H3   C09  C08  119.70  3.000
 76Q  C10  C09  C08  120.80  3.000
 76Q  H4   C10  C09  120.81  3.000
 76Q  H4   C10  C06  118.44  3.000
 76Q  C09  C10  C06  120.75  3.000
 76Q  C18  C11  C14  119.40  3.000
 76Q  C18  C11  C03  120.08  3.000
 76Q  C14  C11  C03  120.52  3.000
 76Q  H6   C12  H5   105.79  3.000
 76Q  H6   C12  C21  108.65  3.000
 76Q  H5   C12  C21  109.97  3.000
 76Q  H6   C12  C04  109.69  3.000
 76Q  H5   C12  C04  110.52  3.000
 76Q  C21  C12  C04  112.01  3.000
 76Q  C30  C13  C26  117.65  3.000
 76Q  C26  C13  C08  121.25  3.000
 76Q  C30  C13  C08  121.09  3.000
 76Q  H7   C14  C15  119.69  3.000
 76Q  H7   C14  C11  119.34  3.000
 76Q  C15  C14  C11  120.97  3.000
 76Q  C19  C15  C16  120.82  3.000
 76Q  C16  C15  C14  118.48  3.000
 76Q  C19  C15  C14  120.70  3.000
 76Q  H8   C16  C17  119.09  3.000
 76Q  H8   C16  C15  119.16  3.000
 76Q  C17  C16  C15  121.75  3.000
 76Q  C20  C17  C18  120.58  3.000
 76Q  C20  C17  C16  120.86  3.000
 76Q  C18  C17  C16  118.56  3.000
 76Q  H9   C18  C17  119.63  3.000
 76Q  H9   C18  C11  119.52  3.000
 76Q  C17  C18  C11  120.85  3.000
 76Q  H12  C19  H11  108.12  3.000
 76Q  H12  C19  H10  107.21  3.000
 76Q  H11  C19  H10  107.24  3.000
 76Q  H12  C19  C15  111.53  3.000
 76Q  H11  C19  C15  111.64  3.000
 76Q  H10  C19  C15  110.89  3.000
 76Q  H15  C20  H14  108.04  3.000
 76Q  H15  C20  H13  107.46  3.000
 76Q  H14  C20  H13  107.17  3.000
 76Q  H15  C20  C17  111.46  3.000
 76Q  H14  C20  C17  111.54  3.000
 76Q  H13  C20  C17  110.97  3.000
 76Q  H17  C21  H16  106.25  3.000
 76Q  H17  C21  C22  109.72  3.000
 76Q  H16  C21  C22  109.58  3.000
 76Q  H17  C21  C12  110.10  3.000
 76Q  H16  C21  C12  108.98  3.000
 76Q  C22  C21  C12  112.03  3.000
 76Q  H19  C22  H18  106.44  3.000
 76Q  H19  C22  C23  109.30  3.000
 76Q  H18  C22  C23  109.38  3.000
 76Q  H19  C22  C21  109.70  3.000
 76Q  H18  C22  C21  109.36  3.000
 76Q  C23  C22  C21  112.48  3.000
 76Q  H21  C23  H20  105.88  3.000
 76Q  H21  C23  N24  112.39  3.000
 76Q  H20  C23  N24  108.19  3.000
 76Q  H21  C23  C22  109.26  3.000
 76Q  H20  C23  C22  109.39  3.000
 76Q  N24  C23  C22  111.53  3.000
 76Q  H22  N24  C25  108.79  3.000
 76Q  H22  N24  C23  108.64  3.000
 76Q  C25  N24  C23  112.71  3.000
 76Q  H26  C25  H25  107.24  3.000
 76Q  H26  C25  H24  107.78  3.000
 76Q  H25  C25  H24  107.45  3.000
 76Q  H26  C25  N24  114.20  3.000
 76Q  H25  C25  N24  110.02  3.000
 76Q  H24  C25  N24  109.90  3.000
 76Q  H27  C26  N27  116.56  3.000
 76Q  H27  C26  C13  120.34  3.000
 76Q  N27  C26  C13  123.09  3.000
 76Q  C28  N27  C26  119.09  3.000
 76Q  H28  C28  C29  120.38  3.000
 76Q  H28  C28  N27  117.06  3.000
 76Q  C29  C28  N27  122.56  3.000
 76Q  O31  C29  C30  118.50  3.000
 76Q  C30  C29  C28  118.28  3.000
 76Q  O31  C29  C28  123.22  3.000
 76Q  H29  C30  C29  119.53  3.000
 76Q  H29  C30  C13  121.13  3.000
 76Q  C29  C30  C13  119.32  3.000
 76Q  H30  O31  C29  110.86  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
 76Q  CONST_01  C09  C10  C06  N01   180.00   0.0  0
 76Q  CONST_02  C07  C05  C06  N01   180.00   0.0  0
 76Q  CONST_03  C04  C05  C06  N01     0.00   0.0  0
 76Q  CONST_04  C04  C03  C02  N01     0.00   0.0  0
 76Q  CONST_05  C11  C03  C02  N01   180.00   0.0  0
 76Q  CONST_06  C10  C06  N01  C02   180.00   0.0  0
 76Q  CONST_07  C05  C06  N01  C02     0.00   0.0  0
 76Q  CONST_08  C05  C04  C03  C02     0.00   0.0  0
 76Q  CONST_11  C07  C05  C04  C03   180.00   0.0  0
 76Q  CONST_12  C06  C05  C04  C03     0.00   0.0  0
 76Q  CONST_13  C06  N01  C02  C03     0.00   0.0  0
 76Q  CONST_14  C15  C14  C11  C03   180.00   0.0  0
 76Q  CONST_15  C17  C18  C11  C03   180.00   0.0  0
 76Q  CONST_16  C08  C07  C05  C04   180.00   0.0  0
 76Q  CONST_17  C10  C06  C05  C04   180.00   0.0  0
 76Q  CONST_20  C13  C08  C07  C05   180.00   0.0  0
 76Q  CONST_21  C09  C08  C07  C05     0.00   0.0  0
 76Q  CONST_22  C09  C10  C06  C05     0.00   0.0  0
 76Q  CONST_23  C11  C03  C04  C05   180.00   0.0  0
 76Q  CONST_24  C08  C09  C10  C06     0.00   0.0  0
 76Q  CONST_25  C08  C07  C05  C06     0.00   0.0  0
 76Q  CONST_28  C10  C09  C08  C07     0.00   0.0  0
 76Q  CONST_29  C10  C06  C05  C07     0.00   0.0  0
 76Q  CONST_30  C29  C30  C13  C08   180.00   0.0  0
 76Q  CONST_31  N27  C26  C13  C08   180.00   0.0  0
 76Q  CONST_34  C13  C08  C09  C10   180.00   0.0  0
 76Q  CONST_35  C16  C15  C14  C11     0.00   0.0  0
 76Q  CONST_36  C16  C17  C18  C11     0.00   0.0  0
 76Q  CONST_37  C28  C29  C30  C13     0.00   0.0  0
 76Q  CONST_38  C28  N27  C26  C13     0.00   0.0  0
 76Q  CONST_39  C17  C18  C11  C14     0.00   0.0  0
 76Q  CONST_40  C17  C16  C15  C14     0.00   0.0  0
 76Q  CONST_41  C18  C11  C14  C15     0.00   0.0  0
 76Q  CONST_42  C18  C17  C16  C15     0.00   0.0  0
 76Q  CONST_43  C29  C28  N27  C26     0.00   0.0  0
 76Q  CONST_44  C29  C30  C13  C26     0.00   0.0  0
 76Q  CONST_45  C30  C29  C28  N27     0.00   0.0  0
 76Q  CONST_46  C30  C13  C26  N27     0.00   0.0  0
 76Q  CONST_47  C12  C04  C03  C02   180.00   0.0  0
 76Q  CONST_48  C12  C04  C05  C06   180.00   0.0  0
 76Q  CONST_49  C12  C04  C05  C07     0.00   0.0  0
 76Q  CONST_50  C12  C04  C03  C11     0.00   0.0  0
 76Q  CONST_51  C19  C15  C14  C11   180.00   0.0  0
 76Q  CONST_52  C20  C17  C18  C11   180.00   0.0  0
 76Q  CONST_53  O31  C29  C30  C13   180.00   0.0  0
 76Q  CONST_54  C20  C17  C16  C15   180.00   0.0  0
 76Q  CONST_55  C19  C15  C16  C17   180.00   0.0  0
 76Q  CONST_56  O31  C29  C28  N27   180.00   0.0  0
 76Q  CONST_57  H4   C10  C06  N01     0.00   0.0  0
 76Q  CONST_58  H7   C14  C11  C03     0.00   0.0  0
 76Q  CONST_59  H9   C18  C11  C03     0.00   0.0  0
 76Q  CONST_60  H2   C07  C05  C04     0.00   0.0  0
 76Q  CONST_61  H1   C02  C03  C04   180.00   0.0  0
 76Q  CONST_62  H3   C09  C10  C06   180.00   0.0  0
 76Q  CONST_63  H29  C30  C13  C08     0.00   0.0  0
 76Q  CONST_64  H27  C26  C13  C08     0.00   0.0  0
 76Q  CONST_65  H8   C16  C15  C14   180.00   0.0  0
 76Q  CONST_66  H28  C28  N27  C26   180.00   0.0  0
 76Q  Var_01    C21  C12  C04  C03    96.59  30.0  2
 76Q  Var_02    H10  C19  C15  C14    89.96  30.0  2
 76Q  Var_03    H13  C20  C17  C16    99.32  30.0  2
 76Q  Var_04    C22  C21  C12  C04  -176.93  30.0  3
 76Q  Var_05    C23  C22  C21  C12  -177.86  30.0  3
 76Q  Var_06    N24  C23  C22  C21  -179.14  30.0  3
 76Q  Var_07    C25  N24  C23  C22  -179.07  30.0  3
 76Q  Var_08    H24  C25  N24  C23   175.12  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
 76Q  plan-1  C03  0.020
 76Q  plan-1  C11  0.020
 76Q  plan-1  C14  0.020
 76Q  plan-1  C15  0.020
 76Q  plan-1  C16  0.020
 76Q  plan-1  C17  0.020
 76Q  plan-1  C18  0.020
 76Q  plan-1  C19  0.020
 76Q  plan-1  C20  0.020
 76Q  plan-1  H7   0.020
 76Q  plan-1  H8   0.020
 76Q  plan-1  H9   0.020
 76Q  plan-2  C08  0.020
 76Q  plan-2  C13  0.020
 76Q  plan-2  C26  0.020
 76Q  plan-2  N27  0.020
 76Q  plan-2  C28  0.020
 76Q  plan-2  C29  0.020
 76Q  plan-2  C30  0.020
 76Q  plan-2  O31  0.020
 76Q  plan-2  H27  0.020
 76Q  plan-2  H28  0.020
 76Q  plan-2  H29  0.020
 76Q  plan-3  N01  0.020
 76Q  plan-3  C02  0.020
 76Q  plan-3  C03  0.020
 76Q  plan-3  C04  0.020
 76Q  plan-3  C05  0.020
 76Q  plan-3  C06  0.020
 76Q  plan-3  C07  0.020
 76Q  plan-3  C08  0.020
 76Q  plan-3  C09  0.020
 76Q  plan-3  C10  0.020
 76Q  plan-3  C11  0.020
 76Q  plan-3  C12  0.020
 76Q  plan-3  C13  0.020
 76Q  plan-3  H1   0.020
 76Q  plan-3  H2   0.020
 76Q  plan-3  H3   0.020
 76Q  plan-3  H4   0.020

