# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 20:19:17 2020
#   Inital geometry file: a 143 line input string
#   Ligand name: 4-[(4-fluoro-2-methyl-3H-indol-5-yl)oxy]-6-methoxy-7-[3-(pyrrolidin-1-yl)propoxy]quinazoline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2c(Oc3ccc4N=C(C)Cc4c3F)ncnc2cc1OCCCN5CCCC5
#
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
 AV3  AV3  4-[(4-fluoro-2-methyl-3H-indol-5-yl)oxy]-6-methoxy-7-[3-(pyrrolidin-1-yl)propoxy]quinazoline  ligand  60  33  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_AV3
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
 AV3  C01   C  CR56  0  -0.185   -6.1816   0.1473  -0.4161
 AV3  C02   C  CR66  0  -0.033   -0.5552   0.0698   0.3210
 AV3  C03   C  CR6   0   0.521   -1.9277   0.3651   0.4796
 AV3  C04   C  CR56  0   0.278   -6.8417  -0.1318   0.7849
 AV3  C05   C  CR6   0   0.490   -4.8249  -0.0165  -0.4933
 AV3  C06   C  CR66  0   0.263    0.2884   1.1946   0.2854
 AV3  C07   C  CH2   0  -0.535   -7.2173   0.5820  -1.3920
 AV3  C08   C  CR16  0  -0.448   -0.0214  -1.2327   0.2008
 AV3  C09   C  CR6   0   0.196   -4.1165  -0.4503   0.6231
 AV3  C10   C  CR5   0   0.250   -8.4507   0.4869  -0.5298
 AV3  C11   C  CR16  0  -0.466    1.6770   1.0044   0.1291
 AV3  C12   C  CR6   0   0.330    1.3270  -1.4032   0.0494
 AV3  C13   C  CR6   0   0.354    2.1947  -0.2599   0.0137
 AV3  C14   C  CR16  0   0.037   -1.4887   2.5717   0.5390
 AV3  C15   C  CR16  0  -0.335   -6.1570  -0.5693   1.9043
 AV3  C16   C  CR16  0  -0.323   -4.7771  -0.7218   1.8089
 AV3  C17   C  CH2   0  -0.261    6.8774   0.9933  -0.2595
 AV3  C18   C  CH2   0  -0.482    5.8144  -0.0965  -0.2759
 AV3  C19   C  CH3   0  -0.744   -9.8010   0.8284  -1.0381
 AV3  C20   C  CH2   0  -0.273    9.2118   1.5275  -0.5534
 AV3  C21   C  CH2   0  -0.282    8.6874  -0.3563   0.6613
 AV3  C22   C  CH2   0  -0.178    4.4337   0.5094  -0.1413
 AV3  C23   C  CH3   0  -0.443    1.1728  -3.7581  -0.0028
 AV3  C24   C  CH2   0  -0.468   10.2085  -0.4173   0.4699
 AV3  C25   C  CH2   0  -0.462   10.5345   0.7772  -0.4493
 AV3  F01   F  F     0  -0.293   -4.1651   0.2347  -1.6278
 AV3  N01   N  N     0  -0.435   -8.2217   0.0903   0.6690
 AV3  N02   N  N     0  -0.453   -2.3903   1.5744   0.5879
 AV3  N03   N  N     0  -0.445   -0.2008   2.4552   0.3971
 AV3  N04   N  NT    0  -0.428    8.2151   0.4770  -0.4341
 AV3  O01   O  O2    0  -0.502   -2.7648  -0.6807   0.5267
 AV3  O02   O  O2    0  -0.455    3.4860  -0.5515  -0.1314
 AV3  O03   O  O2    0  -0.456    1.9529  -2.5792  -0.0709
 AV3  H1    H  HCH2  0   0.304   -7.0692   1.5988  -1.7670
 AV3  H071  H  HCH2  0   0.305   -7.2920  -0.0692  -2.2678
 AV3  H081  H  HCR6  0   0.295   -0.6870  -2.0834   0.2305
 AV3  H111  H  HCR6  0   0.292    2.3072   1.8824   0.1063
 AV3  H141  H  HCR6  0   0.259   -1.8921   3.5741   0.6297
 AV3  H151  H  HCR6  0   0.268   -6.6726  -0.7869   2.8296
 AV3  H161  H  HCR6  0   0.284   -4.2055  -1.0627   2.6623
 AV3  H171  H  HCH2  0   0.232    6.6792   1.6976  -1.0731
 AV3  H172  H  HCH2  0   0.188    6.7954   1.5725   0.6788
 AV3  H182  H  HCH2  0   0.239    5.8863  -0.6615  -1.2088
 AV3  H181  H  HCH2  0   0.243    5.9754  -0.7982   0.5462
 AV3  H193  H  HCH3  0   0.262  -10.0640   0.1909  -1.8844
 AV3  H192  H  HCH3  0   0.259  -10.5558   0.7137  -0.2637
 AV3  H191  H  HCH3  0   0.261   -9.8208   1.8567  -1.4037
 AV3  H202  H  HCH2  0   0.232    9.0974   2.0718  -1.4936
 AV3  H212  H  HCH2  0   0.232    8.2238  -1.3441   0.6406
 AV3  H211  H  HCH2  0   0.191    8.4429   0.0949   1.6380
 AV3  H221  H  HCH2  0   0.232    4.3577   1.0867   0.7872
 AV3  H222  H  HCH2  0   0.232    4.2271   1.1915  -0.9737
 AV3  H231  H  HCH3  0   0.234    0.6414  -3.8351   0.9489
 AV3  H233  H  HCH3  0   0.234    0.4483  -3.8127  -0.8192
 AV3  H232  H  HCH3  0   0.266    1.8652  -4.5910  -0.0896
 AV3  H241  H  HCH2  0   0.234   10.7221  -0.3514   1.4287
 AV3  H242  H  HCH2  0   0.236   10.5125  -1.3583   0.0117
 AV3  H252  H  HCH2  0   0.232   10.8504   0.4291  -1.4334
 AV3  H251  H  HCH2  0   0.233   11.3308   1.4092  -0.0572
 AV3  H201  H  HCH2  0   0.188    9.1232   2.2625   0.2654

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
 AV3  C17  C18   single    1.523  0.020  1.523
 AV3  C17  N04   single    1.444  0.020  1.444
 AV3  C20  N04   single    1.453  0.020  1.453
 AV3  C20  C25   single    1.524  0.020  1.524
 AV3  C18  C22   single    1.514  0.020  1.514
 AV3  C22  O02   single    1.423  0.020  1.423
 AV3  N03  C14   aromatic  1.301  0.020  1.301
 AV3  N03  C06   aromatic  1.357  0.020  1.357
 AV3  C14  N02   aromatic  1.345  0.020  1.345
 AV3  N04  C21   single    1.455  0.020  1.455
 AV3  C25  C24   single    1.542  0.020  1.542
 AV3  C11  C06   aromatic  1.410  0.020  1.410
 AV3  C11  C13   aromatic  1.371  0.020  1.371
 AV3  C06  C02   aromatic  1.406  0.020  1.406
 AV3  N02  C03   aromatic  1.299  0.020  1.299
 AV3  O02  C13   single    1.332  0.020  1.332
 AV3  C13  C12   aromatic  1.436  0.020  1.436
 AV3  C02  C03   aromatic  1.413  0.020  1.413
 AV3  C02  C08   aromatic  1.413  0.020  1.413
 AV3  C21  C24   single    1.534  0.020  1.534
 AV3  C03  O01   single    1.340  0.020  1.340
 AV3  F01  C05   single    1.336  0.020  1.336
 AV3  C12  C08   aromatic  1.368  0.020  1.368
 AV3  C12  O03   single    1.338  0.020  1.338
 AV3  O01  C09   single    1.375  0.020  1.375
 AV3  C05  C09   aromatic  1.392  0.020  1.392
 AV3  C05  C01   aromatic  1.369  0.020  1.369
 AV3  O03  C23   single    1.415  0.020  1.415
 AV3  C09  C16   aromatic  1.384  0.020  1.384
 AV3  C01  C07   single    1.488  0.020  1.488
 AV3  C01  C04   aromatic  1.399  0.020  1.399
 AV3  C07  C10   single    1.508  0.020  1.508
 AV3  C16  C15   aromatic  1.392  0.020  1.392
 AV3  C04  C15   aromatic  1.383  0.020  1.383
 AV3  C04  N01   single    1.403  0.020  1.403
 AV3  C10  C19   single    1.483  0.020  1.483
 AV3  C10  N01   double    1.283  0.020  1.283
 AV3  C07  H1    single    0.970  0.020  1.090
 AV3  C07  H071  single    0.970  0.020  1.090
 AV3  C08  H081  single    0.930  0.020  1.080
 AV3  C11  H111  single    0.930  0.020  1.080
 AV3  C14  H141  single    0.930  0.020  1.080
 AV3  C15  H151  single    0.930  0.020  1.080
 AV3  C16  H161  single    0.930  0.020  1.080
 AV3  C17  H171  single    0.970  0.020  1.090
 AV3  C17  H172  single    0.970  0.020  1.090
 AV3  C18  H182  single    0.970  0.020  1.090
 AV3  C18  H181  single    0.970  0.020  1.090
 AV3  C19  H193  single    0.970  0.020  1.090
 AV3  C19  H192  single    0.970  0.020  1.090
 AV3  C19  H191  single    0.970  0.020  1.090
 AV3  C20  H201  single    0.970  0.020  1.090
 AV3  C20  H202  single    0.970  0.020  1.090
 AV3  C21  H212  single    0.970  0.020  1.090
 AV3  C21  H211  single    0.970  0.020  1.090
 AV3  C22  H221  single    0.970  0.020  1.090
 AV3  C22  H222  single    0.970  0.020  1.090
 AV3  C23  H231  single    0.970  0.020  1.090
 AV3  C23  H233  single    0.970  0.020  1.090
 AV3  C23  H232  single    0.970  0.020  1.090
 AV3  C24  H241  single    0.970  0.020  1.090
 AV3  C24  H242  single    0.970  0.020  1.090
 AV3  C25  H252  single    0.970  0.020  1.090
 AV3  C25  H251  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
 AV3  C07   C01  C05   133.46  3.000
 AV3  C07   C01  C04   107.04  3.000
 AV3  C05   C01  C04   119.50  3.000
 AV3  C08   C02  C06   120.57  3.000
 AV3  C08   C02  C03   124.70  3.000
 AV3  C06   C02  C03   114.73  3.000
 AV3  O01   C03  N02   120.06  3.000
 AV3  O01   C03  C02   116.59  3.000
 AV3  N02   C03  C02   123.35  3.000
 AV3  N01   C04  C15   127.15  3.000
 AV3  N01   C04  C01   111.21  3.000
 AV3  C15   C04  C01   121.63  3.000
 AV3  F01   C05  C09   119.24  3.000
 AV3  C09   C05  C01   119.78  3.000
 AV3  F01   C05  C01   120.99  3.000
 AV3  N03   C06  C11   119.31  3.000
 AV3  C11   C06  C02   119.05  3.000
 AV3  N03   C06  C02   121.65  3.000
 AV3  H071  C07  H1    106.75  3.000
 AV3  H071  C07  C10   111.37  3.000
 AV3  H1    C07  C10   111.43  3.000
 AV3  H071  C07  C01   113.50  3.000
 AV3  H1    C07  C01   113.72  3.000
 AV3  C10   C07  C01   100.13  3.000
 AV3  H081  C08  C12   120.81  3.000
 AV3  H081  C08  C02   119.39  3.000
 AV3  C12   C08  C02   119.79  3.000
 AV3  O01   C09  C16   119.77  3.000
 AV3  C16   C09  C05   120.37  3.000
 AV3  O01   C09  C05   119.77  3.000
 AV3  N01   C10  C19   123.64  3.000
 AV3  N01   C10  C07   114.06  3.000
 AV3  C19   C10  C07   122.30  3.000
 AV3  H111  C11  C13   121.81  3.000
 AV3  H111  C11  C06   117.83  3.000
 AV3  C13   C11  C06   120.36  3.000
 AV3  O03   C12  C13   114.52  3.000
 AV3  O03   C12  C08   125.52  3.000
 AV3  C13   C12  C08   119.96  3.000
 AV3  O02   C13  C12   114.48  3.000
 AV3  C12   C13  C11   120.27  3.000
 AV3  O02   C13  C11   125.25  3.000
 AV3  H141  C14  N03   117.40  3.000
 AV3  H141  C14  N02   115.66  3.000
 AV3  N03   C14  N02   126.94  3.000
 AV3  H151  C15  C16   120.62  3.000
 AV3  H151  C15  C04   121.34  3.000
 AV3  C16   C15  C04   118.03  3.000
 AV3  H161  C16  C15   120.28  3.000
 AV3  H161  C16  C09   119.03  3.000
 AV3  C15   C16  C09   120.69  3.000
 AV3  H172  C17  H171  106.28  3.000
 AV3  H172  C17  N04   111.01  3.000
 AV3  H171  C17  N04   107.94  3.000
 AV3  H172  C17  C18   109.41  3.000
 AV3  H171  C17  C18   109.04  3.000
 AV3  N04   C17  C18   112.92  3.000
 AV3  H181  C18  H182  107.49  3.000
 AV3  H181  C18  C22   108.94  3.000
 AV3  H182  C18  C22   110.05  3.000
 AV3  H181  C18  C17   110.40  3.000
 AV3  H182  C18  C17   109.47  3.000
 AV3  C22   C18  C17   110.45  3.000
 AV3  H191  C19  H192  108.98  3.000
 AV3  H191  C19  H193  106.62  3.000
 AV3  H192  C19  H193  108.87  3.000
 AV3  H191  C19  C10   110.38  3.000
 AV3  H192  C19  C10   111.32  3.000
 AV3  H193  C19  C10   110.52  3.000
 AV3  H202  C20  H201  107.35  3.000
 AV3  H202  C20  N04   111.04  3.000
 AV3  H201  C20  N04   111.44  3.000
 AV3  H202  C20  C25   113.26  3.000
 AV3  H201  C20  C25   110.29  3.000
 AV3  N04   C20  C25   103.52  3.000
 AV3  H211  C21  H212  107.02  3.000
 AV3  H211  C21  N04   111.12  3.000
 AV3  H212  C21  N04   111.48  3.000
 AV3  H211  C21  C24   110.27  3.000
 AV3  H212  C21  C24   112.51  3.000
 AV3  N04   C21  C24   104.52  3.000
 AV3  H222  C22  H221  107.61  3.000
 AV3  H222  C22  O02   110.11  3.000
 AV3  H221  C22  O02   109.92  3.000
 AV3  H222  C22  C18   110.70  3.000
 AV3  H221  C22  C18   110.45  3.000
 AV3  O02   C22  C18   108.04  3.000
 AV3  H232  C23  H233  108.94  3.000
 AV3  H232  C23  H231  108.99  3.000
 AV3  H233  C23  H231  108.95  3.000
 AV3  H232  C23  O03   106.46  3.000
 AV3  H233  C23  O03   111.78  3.000
 AV3  H231  C23  O03   111.63  3.000
 AV3  H242  C24  H241  106.90  3.000
 AV3  H242  C24  C25   111.05  3.000
 AV3  H241  C24  C25   112.21  3.000
 AV3  H242  C24  C21   111.30  3.000
 AV3  H241  C24  C21   110.80  3.000
 AV3  C25   C24  C21   104.66  3.000
 AV3  H251  C25  H252  107.35  3.000
 AV3  H251  C25  C24   112.91  3.000
 AV3  H252  C25  C24   110.60  3.000
 AV3  H251  C25  C20   111.92  3.000
 AV3  H252  C25  C20   110.29  3.000
 AV3  C24   C25  C20   103.80  3.000
 AV3  C10   N01  C04   107.56  3.000
 AV3  C14   N02  C03   116.64  3.000
 AV3  C14   N03  C06   116.69  3.000
 AV3  C21   N04  C20   104.66  3.000
 AV3  C21   N04  C17   114.48  3.000
 AV3  C20   N04  C17   112.75  3.000
 AV3  C09   O01  C03   119.07  3.000
 AV3  C22   O02  C13   118.91  3.000
 AV3  C23   O03  C12   118.04  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
 AV3  CONST_01  C16   C09  C05  C01     0.00   0.0  0
 AV3  CONST_02  C16   C15  C04  C01     0.00   0.0  0
 AV3  CONST_03  C14   N03  C06  C02     0.00   0.0  0
 AV3  CONST_04  C13   C11  C06  C02     0.00   0.0  0
 AV3  CONST_05  C14   N02  C03  C02     0.00   0.0  0
 AV3  CONST_06  C13   C12  C08  C02     0.00   0.0  0
 AV3  CONST_07  N03   C14  N02  C03     0.00   0.0  0
 AV3  CONST_08  N03   C06  C02  C03     0.00   0.0  0
 AV3  CONST_09  C11   C06  C02  C03   180.00   0.0  0
 AV3  CONST_10  C12   C08  C02  C03   180.00   0.0  0
 AV3  CONST_11  C09   C05  C01  C04     0.00   0.0  0
 AV3  CONST_12  C09   C16  C15  C04     0.00   0.0  0
 AV3  CONST_13  C15   C16  C09  C05     0.00   0.0  0
 AV3  CONST_14  C15   C04  C01  C05     0.00   0.0  0
 AV3  CONST_15  N02   C14  N03  C06     0.00   0.0  0
 AV3  CONST_16  C12   C13  C11  C06     0.00   0.0  0
 AV3  CONST_17  N02   C03  C02  C06     0.00   0.0  0
 AV3  CONST_18  C12   C08  C02  C06     0.00   0.0  0
 AV3  CONST_19  N03   C06  C02  C08   180.00   0.0  0
 AV3  CONST_20  C11   C06  C02  C08     0.00   0.0  0
 AV3  CONST_21  N02   C03  C02  C08   180.00   0.0  0
 AV3  CONST_22  C11   C13  C12  C08     0.00   0.0  0
 AV3  CONST_23  C14   N03  C06  C11   180.00   0.0  0
 AV3  CONST_24  N03   C06  C11  C13   180.00   0.0  0
 AV3  CONST_25  O01   C09  C05  C01   180.00   0.0  0
 AV3  CONST_26  O03   C12  C08  C02   180.00   0.0  0
 AV3  CONST_27  F01   C05  C01  C04   180.00   0.0  0
 AV3  CONST_28  O02   C13  C11  C06   180.00   0.0  0
 AV3  CONST_29  O01   C03  C02  C06   180.00   0.0  0
 AV3  CONST_30  F01   C05  C01  C07     0.00   0.0  0
 AV3  CONST_31  O01   C03  C02  C08     0.00   0.0  0
 AV3  CONST_32  O02   C13  C12  C08   180.00   0.0  0
 AV3  CONST_33  O03   C12  C13  C11   180.00   0.0  0
 AV3  CONST_34  O01   C03  N02  C14   180.00   0.0  0
 AV3  CONST_35  O01   C09  C16  C15   180.00   0.0  0
 AV3  CONST_36  F01   C05  C09  C16   180.00   0.0  0
 AV3  CONST_37  H151  C15  C04  C01   180.00   0.0  0
 AV3  CONST_38  H111  C11  C06  C02   180.00   0.0  0
 AV3  CONST_39  H141  C14  N02  C03   180.00   0.0  0
 AV3  CONST_40  H081  C08  C02  C03     0.00   0.0  0
 AV3  CONST_41  H161  C16  C15  C04   180.00   0.0  0
 AV3  Var_01    C24   C21  N04  C20   -39.27  30.0  1
 AV3  Var_02    C21   C24  C25  C20     7.37  30.0  1
 AV3  Var_03    C25   C20  N04  C21    44.21  30.0  1
 AV3  Var_04    N04   C20  C25  C24   -30.95  30.0  1
 AV3  Var_05    N04   C21  C24  C25    18.69  30.0  1
 AV3  Var_06    C05   C09  O01  C03    75.13  30.0  2
 AV3  Var_07    N02   C03  O01  C09     3.21  30.0  1
 AV3  Var_08    C20   N04  C17  C18   174.16  30.0  3
 AV3  Var_09    H193  C19  C10  C07    59.92  30.0  3
 AV3  Var_10    C18   C22  O02  C13   178.30  30.0  1
 AV3  Var_11    N04   C17  C18  C22  -177.87  30.0  1
 AV3  Var_12    H231  C23  O03  C12   -59.44  30.0  3
 AV3  Var_13    O02   C22  C18  C17  -178.68  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
 AV3  plan-1  C01   0.020
 AV3  plan-1  C04   0.020
 AV3  plan-1  C05   0.020
 AV3  plan-1  C07   0.020
 AV3  plan-1  C09   0.020
 AV3  plan-1  C10   0.020
 AV3  plan-1  C15   0.020
 AV3  plan-1  C16   0.020
 AV3  plan-1  C19   0.020
 AV3  plan-1  F01   0.020
 AV3  plan-1  N01   0.020
 AV3  plan-1  O01   0.020
 AV3  plan-1  H1    0.020
 AV3  plan-1  H071  0.020
 AV3  plan-1  H151  0.020
 AV3  plan-1  H161  0.020
 AV3  plan-2  C02   0.020
 AV3  plan-2  C03   0.020
 AV3  plan-2  C06   0.020
 AV3  plan-2  C08   0.020
 AV3  plan-2  C11   0.020
 AV3  plan-2  C12   0.020
 AV3  plan-2  C13   0.020
 AV3  plan-2  C14   0.020
 AV3  plan-2  N02   0.020
 AV3  plan-2  N03   0.020
 AV3  plan-2  O01   0.020
 AV3  plan-2  O02   0.020
 AV3  plan-2  O03   0.020
 AV3  plan-2  H081  0.020
 AV3  plan-2  H111  0.020
 AV3  plan-2  H141  0.020

