# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 05:44:39 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: 4-[2-(4,4-dimethyl-1-propan-2-yl-quinolin-6-yl)ethynyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)N1C=CC(C)(C)c2cc(ccc12)C#Cc3ccc(cc3)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
 9U5  9U5  '4-[2-(4,4-dimethyl-1-propan-2-yl-quinolin-6-yl)ethynyl]benzoic acid'  ligand  48  26  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_9U5
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
 9U5  C4   C  C1     0  -0.309  -1.3448   1.6386  -0.1895
 9U5  C14  C  CH3    0  -0.661  -6.9360   1.3999  -0.9972
 9U5  C5   C  C      0  -0.099  -0.6457   0.4344  -0.0948
 9U5  C6   C  C1     0  -0.381  -1.3826  -0.7532  -0.0348
 9U5  C7   C  CR6    0  -0.148  -3.5329  -2.0845  -0.1234
 9U5  C8   C  CR16   0  -0.314  -4.8778  -1.8512   0.5088
 9U5  C9   C  CR16   0  -0.018  -5.4684  -0.6613   0.4371
 9U5  C10  C  CH3    0  -0.616  -3.7308  -2.4756  -1.5994
 9U5  C13  C  CH3    0  -0.649  -5.8445   2.4122   1.0452
 9U5  N1   N  NR6    0  -0.547  -4.8421   0.4550  -0.0977
 9U5  C3   C  C1     0  -0.337  -2.7244   1.6483  -0.2011
 9U5  C1   C  CR6    0   0.084  -2.7652  -0.7724  -0.0677
 9U5  C2   C  CR6    0   0.361  -3.4612   0.4561  -0.1367
 9U5  C15  C  CSP    0   0.135   0.7730   0.3996  -0.0541
 9U5  C16  C  CSP    0   0.105   1.9802   0.3475  -0.0027
 9U5  C17  C  C      0  -0.117   3.3974   0.2603   0.0702
 9U5  C18  C  C1     0  -0.291   4.0133  -0.9567   0.3843
 9U5  C19  C  C1     0  -0.281   5.3922  -1.0422   0.4618
 9U5  C20  C  C      0  -0.102   6.1984   0.0713   0.2336
 9U5  C21  C  C1     0  -0.281   5.5803   1.2804  -0.0798
 9U5  C22  C  C1     0  -0.291   4.2021   1.3809  -0.1631
 9U5  C23  C  C      0   0.397   7.7157  -0.0315   0.3275
 9U5  O1   O  O      0  -0.591   8.1821  -1.1577   0.5838
 9U5  O2   O  OC    -1  -0.591   8.3571   1.0200   0.1412
 9U5  H1   H  H      0   0.256  -0.8061   2.5760  -0.2345
 9U5  H2   H  HCH3   0   0.246  -7.4016   2.3462  -1.2727
 9U5  H3   H  HCH3   0   0.242  -6.7663   0.8308  -1.9114
 9U5  H4   H  HCH3   0   0.228  -7.6520   0.8559  -0.3803
 9U5  H5   H  H      0   0.249  -0.8369  -1.6855   0.0214
 9U5  H6   H  HCH3   0   0.233  -1.8944  -3.5218   0.1020
 9U5  H7   H  HCH3   0   0.235  -2.5712  -2.9528   1.6320
 9U5  H8   H  HCH3   0   0.239  -3.4604  -4.1027   0.6336
 9U5  H9   H  HCR6   0   0.244  -5.3963  -2.6775   0.9783
 9U5  H10  H  HCR6   0   0.276  -6.4656  -0.5008   0.8238
 9U5  H11  H  HCH3   0   0.227  -4.3390  -3.3793  -1.6767
 9U5  H12  H  HCH3   0   0.230  -4.2367  -1.6835  -2.1533
 9U5  H13  H  HCH3   0   0.224  -2.7705  -2.6686  -2.0835
 9U5  H14  H  HCH1   0   0.258  -5.0462   2.3230  -0.9408
 9U5  H15  H  HCH3   0   0.238  -4.8988   2.6634   1.5268
 9U5  H16  H  HCH3   0   0.235  -6.3905   3.3412   0.8781
 9U5  H17  H  HCH3   0   0.228  -6.4259   1.8033   1.7400
 9U5  H18  H  H      0   0.271  -3.2236   2.6059  -0.2349
 9U5  H19  H  H      0   0.251   3.4030  -1.8314   0.5698
 9U5  H20  H  H      0   0.248   5.8526  -1.9894   0.7087
 9U5  H21  H  H      0   0.248   6.1889   2.1561  -0.2629
 9U5  H22  H  H      0   0.251   3.7408   2.3284  -0.4106
 9U5  C11  C  CH3    0  -0.667  -2.8150  -3.2233   0.6038
 9U5  C12  C  CH1    0  -0.146  -5.6233   1.6809  -0.2749

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
 9U5  O1   C23  deloc     1.246  0.020  1.246
 9U5  O2   C23  deloc     1.246  0.020  1.246
 9U5  C23  C20  single    1.524  0.020  1.524
 9U5  C20  C19  aromatic  1.393  0.020  1.393
 9U5  C20  C21  aromatic  1.394  0.020  1.394
 9U5  C19  C18  aromatic  1.384  0.020  1.384
 9U5  C21  C22  aromatic  1.384  0.020  1.384
 9U5  C18  C17  aromatic  1.400  0.020  1.400
 9U5  C22  C17  aromatic  1.399  0.020  1.399
 9U5  C17  C16  single    1.422  0.020  1.422
 9U5  C16  C15  triple    1.209  0.020  1.209
 9U5  C15  C5   single    1.420  0.020  1.420
 9U5  C5   C4   aromatic  1.396  0.020  1.396
 9U5  C5   C6   aromatic  1.399  0.020  1.399
 9U5  C4   C3   aromatic  1.380  0.020  1.380
 9U5  C6   C1   aromatic  1.383  0.020  1.383
 9U5  C3   C2   aromatic  1.403  0.020  1.403
 9U5  C1   C2   aromatic  1.414  0.020  1.414
 9U5  C1   C7   single    1.521  0.020  1.521
 9U5  C2   N1   single    1.381  0.020  1.381
 9U5  C11  C7   single    1.530  0.020  1.530
 9U5  C7   C10  single    1.540  0.020  1.540
 9U5  C7   C8   single    1.504  0.020  1.504
 9U5  N1   C12  single    1.464  0.020  1.464
 9U5  N1   C9   single    1.387  0.020  1.387
 9U5  C12  C14  single    1.524  0.020  1.524
 9U5  C12  C13  single    1.525  0.020  1.525
 9U5  C9   C8   double    1.330  0.020  1.330
 9U5  C4   H1   single    0.930  0.020  1.080
 9U5  C14  H2   single    0.970  0.020  1.090
 9U5  C14  H3   single    0.970  0.020  1.090
 9U5  C14  H4   single    0.970  0.020  1.090
 9U5  C6   H5   single    0.930  0.020  1.080
 9U5  C11  H6   single    0.970  0.020  1.090
 9U5  C11  H7   single    0.970  0.020  1.090
 9U5  C11  H8   single    0.970  0.020  1.090
 9U5  C8   H9   single    0.930  0.020  1.080
 9U5  C9   H10  single    0.930  0.020  1.080
 9U5  C10  H11  single    0.970  0.020  1.090
 9U5  C10  H12  single    0.970  0.020  1.090
 9U5  C10  H13  single    0.970  0.020  1.090
 9U5  C12  H14  single    0.970  0.020  1.090
 9U5  C13  H15  single    0.970  0.020  1.090
 9U5  C13  H16  single    0.970  0.020  1.090
 9U5  C13  H17  single    0.970  0.020  1.090
 9U5  C3   H18  single    0.930  0.020  1.080
 9U5  C18  H19  single    0.930  0.020  1.080
 9U5  C19  H20  single    0.930  0.020  1.080
 9U5  C21  H21  single    0.930  0.020  1.080
 9U5  C22  H22  single    0.930  0.020  1.080

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
 9U5  H1   C4   C3   119.43  3.000
 9U5  H1   C4   C5   120.06  3.000
 9U5  C3   C4   C5   120.50  3.000
 9U5  H4   C14  H3   108.43  3.000
 9U5  H4   C14  H2   107.19  3.000
 9U5  H3   C14  H2   107.92  3.000
 9U5  H4   C14  C12  112.91  3.000
 9U5  H3   C14  C12  111.07  3.000
 9U5  H2   C14  C12  109.12  3.000
 9U5  C15  C5   C6   120.29  3.000
 9U5  C6   C5   C4   118.14  3.000
 9U5  C15  C5   C4   121.57  3.000
 9U5  H5   C6   C1   119.57  3.000
 9U5  H5   C6   C5   117.92  3.000
 9U5  C1   C6   C5   122.50  3.000
 9U5  C1   C7   C10  108.61  3.000
 9U5  C10  C7   C8   109.11  3.000
 9U5  C1   C7   C8   107.58  3.000
 9U5  C8   C7   C11  109.58  3.000
 9U5  C10  C7   C11  109.08  3.000
 9U5  C1   C7   C11  112.81  3.000
 9U5  H9   C8   C9   119.57  3.000
 9U5  H9   C8   C7   119.48  3.000
 9U5  C9   C8   C7   120.86  3.000
 9U5  H10  C9   N1   115.77  3.000
 9U5  H10  C9   C8   121.52  3.000
 9U5  N1   C9   C8   122.69  3.000
 9U5  H13  C10  H12  108.11  3.000
 9U5  H13  C10  H11  108.17  3.000
 9U5  H12  C10  H11  107.85  3.000
 9U5  H13  C10  C7   110.90  3.000
 9U5  H12  C10  C7   111.22  3.000
 9U5  H11  C10  C7   110.46  3.000
 9U5  H17  C13  H16  107.82  3.000
 9U5  H17  C13  H15  108.02  3.000
 9U5  H16  C13  H15  107.80  3.000
 9U5  H17  C13  C12  111.14  3.000
 9U5  H16  C13  C12  110.39  3.000
 9U5  H15  C13  C12  111.52  3.000
 9U5  C2   N1   C12  121.95  3.000
 9U5  C12  N1   C9   118.65  3.000
 9U5  C2   N1   C9   117.57  3.000
 9U5  H18  C3   C2   120.79  3.000
 9U5  H18  C3   C4   117.94  3.000
 9U5  C2   C3   C4   121.25  3.000
 9U5  C2   C1   C7   119.95  3.000
 9U5  C7   C1   C6   121.16  3.000
 9U5  C2   C1   C6   118.77  3.000
 9U5  C1   C2   C3   118.82  3.000
 9U5  C1   C2   N1   119.35  3.000
 9U5  C3   C2   N1   121.80  3.000
 9U5  C16  C15  C5   180.00  3.000
 9U5  C17  C16  C15  180.00  3.000
 9U5  C22  C17  C18  118.73  3.000
 9U5  C22  C17  C16  121.03  3.000
 9U5  C18  C17  C16  120.23  3.000
 9U5  H19  C18  C19  120.15  3.000
 9U5  H19  C18  C17  119.53  3.000
 9U5  C19  C18  C17  120.32  3.000
 9U5  H20  C19  C20  119.39  3.000
 9U5  H20  C19  C18  119.41  3.000
 9U5  C20  C19  C18  121.20  3.000
 9U5  C23  C20  C21  120.93  3.000
 9U5  C21  C20  C19  118.26  3.000
 9U5  C23  C20  C19  120.81  3.000
 9U5  H21  C21  C22  119.41  3.000
 9U5  H21  C21  C20  119.39  3.000
 9U5  C22  C21  C20  121.20  3.000
 9U5  H22  C22  C21  120.10  3.000
 9U5  H22  C22  C17  119.61  3.000
 9U5  C21  C22  C17  120.29  3.000
 9U5  O2   C23  O1   126.95  3.000
 9U5  O2   C23  C20  116.53  3.000
 9U5  O1   C23  C20  116.52  3.000
 9U5  H8   C11  H7   107.84  3.000
 9U5  H8   C11  H6   106.94  3.000
 9U5  H7   C11  H6   108.25  3.000
 9U5  H8   C11  C7   109.59  3.000
 9U5  H7   C11  C7   111.61  3.000
 9U5  H6   C11  C7   112.41  3.000
 9U5  H14  C12  N1   106.53  3.000
 9U5  H14  C12  C13  108.84  3.000
 9U5  N1   C12  C13  111.96  3.000
 9U5  H14  C12  C14  105.96  3.000
 9U5  C13  C12  C14  111.94  3.000
 9U5  N1   C12  C14  111.25  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
 9U5  CONST_01  C1   C6   C5   C4      0.00   0.0  0
 9U5  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 9U5  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 9U5  CONST_04  C2   C1   C6   C5      0.00   0.0  0
 9U5  CONST_05  C3   C4   C5   C6      0.00   0.0  0
 9U5  CONST_06  C3   C2   C1   C6      0.00   0.0  0
 9U5  CONST_07  C20  C19  C18  C17     0.00   0.0  0
 9U5  CONST_08  C20  C21  C22  C17     0.00   0.0  0
 9U5  CONST_09  C21  C20  C19  C18     0.00   0.0  0
 9U5  CONST_10  C21  C22  C17  C18     0.00   0.0  0
 9U5  CONST_11  C22  C21  C20  C19     0.00   0.0  0
 9U5  CONST_12  C22  C17  C18  C19     0.00   0.0  0
 9U5  CONST_13  C15  C5   C4   C3    180.00   0.0  0
 9U5  CONST_14  C15  C5   C6   C1    180.00   0.0  0
 9U5  CONST_15  C19  C18  C17  C16   180.00   0.0  0
 9U5  CONST_16  C21  C22  C17  C16   180.00   0.0  0
 9U5  CONST_17  C23  C20  C19  C18   180.00   0.0  0
 9U5  CONST_18  C23  C20  C21  C22   180.00   0.0  0
 9U5  CONST_19  H5   C6   C5   C4    180.00   0.0  0
 9U5  CONST_20  H18  C3   C4   C5    180.00   0.0  0
 9U5  CONST_21  H1   C4   C5   C6    180.00   0.0  0
 9U5  CONST_22  H20  C19  C18  C17   180.00   0.0  0
 9U5  CONST_23  H21  C21  C22  C17   180.00   0.0  0
 9U5  CONST_24  H22  C22  C17  C18   180.00   0.0  0
 9U5  CONST_25  H19  C18  C19  C20   180.00   0.0  0
 9U5  Var_01    C8   C7   C1   C6    152.75  30.0  1
 9U5  Var_02    N1   C9   C8   C7     -6.41  30.0  1
 9U5  Var_03    C2   N1   C9   C8    -22.05  30.0  1
 9U5  Var_04    C3   C2   N1   C9   -157.24  30.0  1
 9U5  Var_05    C1   C7   C8   C9     31.14  30.0  1
 9U5  Var_06    O1   C23  C20  C19     1.66  30.0  2
 9U5  Var_07    H6   C11  C7   C8    172.29  30.0  3
 9U5  Var_08    H11  C10  C7   C8    -59.12  30.0  3
 9U5  Var_09    H2   C14  C12  N1   -169.73  30.0  3
 9U5  Var_10    H15  C13  C12  N1     57.75  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
 9U5  plan-1  C15  0.020
 9U5  plan-1  C16  0.020
 9U5  plan-1  C17  0.020
 9U5  plan-1  C18  0.020
 9U5  plan-1  C19  0.020
 9U5  plan-1  C20  0.020
 9U5  plan-1  C21  0.020
 9U5  plan-1  C22  0.020
 9U5  plan-1  C23  0.020
 9U5  plan-1  H19  0.020
 9U5  plan-1  H20  0.020
 9U5  plan-1  H21  0.020
 9U5  plan-1  H22  0.020
 9U5  plan-2  C4   0.020
 9U5  plan-2  C5   0.020
 9U5  plan-2  C6   0.020
 9U5  plan-2  C7   0.020
 9U5  plan-2  N1   0.020
 9U5  plan-2  C3   0.020
 9U5  plan-2  C1   0.020
 9U5  plan-2  C2   0.020
 9U5  plan-2  C15  0.020
 9U5  plan-2  C16  0.020
 9U5  plan-2  H1   0.020
 9U5  plan-2  H5   0.020
 9U5  plan-2  H18  0.020
 9U5  plan-3  C9   0.020
 9U5  plan-3  N1   0.020
 9U5  plan-3  C2   0.020
 9U5  plan-3  C12  0.020
 9U5  plan-4  C20  0.020
 9U5  plan-4  C23  0.020
 9U5  plan-4  O1   0.020
 9U5  plan-4  O2   0.020

