# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 12:57:38 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: 2-{4-[(3S)-pyrrolidin-3-ylamino]quinazolin-2-yl}phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccccc1c2nc(N[C@H]3CCNC3)c4ccccc4n2
#
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
 B4W  B4W  2-{4-[(3S)-pyrrolidin-3-ylamino]quinazolin-2-yl}phenol  ligand  41  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_B4W
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
 B4W  C01   C  CR16  0  -0.309  -1.9340  -2.8601  -0.1972
 B4W  C02   C  CR16  0  -0.256  -1.6248  -4.1897  -0.0401
 B4W  C03   C  CR16  0  -0.246  -0.2909  -4.5822   0.1496
 B4W  C04   C  CR16  0  -0.317   0.7153  -3.6491   0.1800
 B4W  C05   C  CR66  0   0.320   0.4167  -2.2833   0.0203
 B4W  C06   C  CR66  0  -0.035  -0.9208  -1.8888  -0.1684
 B4W  C07   C  CR6   0   0.550  -1.1341  -0.4675  -0.3164
 B4W  C08   C  CR6   0   0.500   1.1149  -0.1036  -0.1000
 B4W  C09   C  CR6   0  -0.182   2.2159   0.8741  -0.0733
 B4W  C10   C  CR6   0   0.349   3.5568   0.4675   0.1009
 B4W  C11   C  CR16  0  -0.349   4.5689   1.4326   0.1145
 B4W  C12   C  CR16  0  -0.242   4.2666   2.7715  -0.0385
 B4W  C13   C  CR16  0  -0.273   2.9469   3.1848  -0.2091
 B4W  C14   C  CR16  0  -0.287   1.9425   2.2378  -0.2250
 B4W  C15   C  CR15  0  -0.113  -2.6103   1.4582  -0.6411
 B4W  C16   C  CH2   0  -0.263  -2.4550   2.2175   0.7004
 B4W  C17   C  CH2   0  -0.281  -4.7484   2.0073   0.2904
 B4W  C18   C  CH2   0  -0.486  -4.0735   1.6930  -1.0360
 B4W  N19   N  N     0  -0.639   1.4262  -1.3732   0.0499
 B4W  N20   N  N     0  -0.507  -0.1213   0.3775  -0.2737
 B4W  N21   N  NH1   0  -0.670  -2.3527   0.0349  -0.5052
 B4W  N22   N  NR15  0  -0.618  -3.7515   2.8481   0.9302
 B4W  O23   O  OH1   0  -0.640   3.9105  -0.8079   0.2553
 B4W  H01   H  HCR6  0   0.257  -2.9701  -2.5838  -0.3444
 B4W  H02   H  HCR6  0   0.269  -2.4090  -4.9335  -0.0625
 B4W  H03   H  HCR6  0   0.270  -0.0554  -5.6311   0.2728
 B4W  H04   H  HCR6  0   0.268   1.7463  -3.9439   0.3273
 B4W  H21   H  HNH1  0   0.412  -3.1440  -0.5866  -0.5153
 B4W  H14   H  HCR6  0   0.268   0.9128   2.5411  -0.3591
 B4W  H11   H  HCR6  0   0.260   5.5945   1.1112   0.2486
 B4W  H23   H  HOH1  0   0.471   3.0716  -1.3482   0.2227
 B4W  H12   H  HCR6  0   0.260   5.0661   3.5011  -0.0245
 B4W  H13   H  HCR6  0   0.252   2.7105   4.2335  -0.3279
 B4W  H15   H  HCR5  0   0.271  -1.9262   1.8541  -1.3916
 B4W  H161  H  HCH2  0   0.216  -2.1772   1.5084   1.4889
 B4W  H162  H  HCH2  0   0.228  -1.6618   2.9654   0.6443
 B4W  H181  H  HCH2  0   0.257  -4.1328   2.5588  -1.6959
 B4W  H182  H  HCH2  0   0.250  -4.5151   0.8471  -1.5643
 B4W  H22   H  HNR5  0   0.352  -3.9331   2.9676   1.9173
 B4W  H171  H  HCH2  0   0.234  -5.6937   2.5389   0.1665
 B4W  H172  H  HCH2  0   0.199  -4.9645   1.0769   0.8382

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
 B4W  C01  C02   aromatic  1.374  0.020  1.374
 B4W  C01  C06   aromatic  1.404  0.020  1.404
 B4W  C02  C03   aromatic  1.403  0.020  1.403
 B4W  C03  C04   aromatic  1.373  0.020  1.373
 B4W  C04  C05   aromatic  1.407  0.020  1.407
 B4W  C05  C06   aromatic  1.407  0.020  1.407
 B4W  C05  N19   aromatic  1.359  0.020  1.359
 B4W  C06  C07   aromatic  1.445  0.020  1.445
 B4W  C07  N20   aromatic  1.320  0.020  1.320
 B4W  C07  N21   single    1.332  0.020  1.332
 B4W  C08  C09   single    1.473  0.020  1.473
 B4W  C08  N19   aromatic  1.316  0.020  1.316
 B4W  C08  N20   aromatic  1.338  0.020  1.338
 B4W  C09  C10   aromatic  1.412  0.020  1.412
 B4W  C09  C14   aromatic  1.399  0.020  1.399
 B4W  C10  C11   aromatic  1.399  0.020  1.399
 B4W  C10  O23   single    1.333  0.020  1.333
 B4W  C11  C12   aromatic  1.381  0.020  1.381
 B4W  C12  C13   aromatic  1.393  0.020  1.393
 B4W  C13  C14   aromatic  1.381  0.020  1.381
 B4W  C15  C16   single    1.549  0.020  1.549
 B4W  C15  C18   single    1.534  0.020  1.534
 B4W  C15  N21   single    1.453  0.020  1.453
 B4W  C16  N22   single    1.460  0.020  1.460
 B4W  C17  C18   single    1.521  0.020  1.521
 B4W  C17  N22   single    1.453  0.020  1.453
 B4W  C01  H01   single    0.930  0.020  1.080
 B4W  C02  H02   single    0.930  0.020  1.080
 B4W  C03  H03   single    0.930  0.020  1.080
 B4W  C04  H04   single    0.930  0.020  1.080
 B4W  N21  H21   single    0.860  0.020  1.020
 B4W  C14  H14   single    0.930  0.020  1.080
 B4W  C11  H11   single    0.930  0.020  1.080
 B4W  O23  H23   single    0.850  0.020  0.980
 B4W  C12  H12   single    0.930  0.020  1.080
 B4W  C13  H13   single    0.930  0.020  1.080
 B4W  C15  H15   single    0.970  0.020  1.090
 B4W  C16  H161  single    0.970  0.020  1.090
 B4W  C16  H162  single    0.970  0.020  1.090
 B4W  C18  H181  single    0.970  0.020  1.090
 B4W  C18  H182  single    0.970  0.020  1.090
 B4W  N22  H22   single    0.890  0.020  1.040
 B4W  C17  H171  single    0.970  0.020  1.090
 B4W  C17  H172  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
 B4W  H01   C01  C06   121.13  3.000
 B4W  H01   C01  C02   118.56  3.000
 B4W  C06   C01  C02   120.32  3.000
 B4W  H02   C02  C03   119.99  3.000
 B4W  H02   C02  C01   120.01  3.000
 B4W  C03   C02  C01   120.00  3.000
 B4W  H03   C03  C04   119.80  3.000
 B4W  H03   C03  C02   119.57  3.000
 B4W  C04   C03  C02   120.64  3.000
 B4W  H04   C04  C05   118.81  3.000
 B4W  H04   C04  C03   121.08  3.000
 B4W  C05   C04  C03   120.12  3.000
 B4W  N19   C05  C06   121.40  3.000
 B4W  N19   C05  C04   119.33  3.000
 B4W  C06   C05  C04   119.27  3.000
 B4W  C07   C06  C05   115.46  3.000
 B4W  C07   C06  C01   124.89  3.000
 B4W  C05   C06  C01   119.65  3.000
 B4W  N21   C07  N20   117.73  3.000
 B4W  N21   C07  C06   121.38  3.000
 B4W  N20   C07  C06   120.88  3.000
 B4W  N20   C08  N19   125.48  3.000
 B4W  N20   C08  C09   117.03  3.000
 B4W  N19   C08  C09   117.50  3.000
 B4W  C14   C09  C10   118.66  3.000
 B4W  C14   C09  C08   119.94  3.000
 B4W  C10   C09  C08   121.40  3.000
 B4W  O23   C10  C11   117.86  3.000
 B4W  O23   C10  C09   122.82  3.000
 B4W  C11   C10  C09   119.32  3.000
 B4W  H11   C11  C12   120.58  3.000
 B4W  H11   C11  C10   118.79  3.000
 B4W  C12   C11  C10   120.63  3.000
 B4W  H12   C12  C13   120.08  3.000
 B4W  H12   C12  C11   119.36  3.000
 B4W  C13   C12  C11   120.56  3.000
 B4W  H13   C13  C14   120.32  3.000
 B4W  H13   C13  C12   120.54  3.000
 B4W  C14   C13  C12   119.14  3.000
 B4W  H14   C14  C13   120.11  3.000
 B4W  H14   C14  C09   118.21  3.000
 B4W  C13   C14  C09   121.68  3.000
 B4W  H15   C15  N21   108.00  3.000
 B4W  H15   C15  C18   111.46  3.000
 B4W  N21   C15  C18   110.07  3.000
 B4W  H15   C15  C16   110.81  3.000
 B4W  N21   C15  C16   112.42  3.000
 B4W  C18   C15  C16   104.10  3.000
 B4W  H162  C16  H161  107.22  3.000
 B4W  H162  C16  N22   110.95  3.000
 B4W  H161  C16  N22   113.03  3.000
 B4W  H162  C16  C15   111.35  3.000
 B4W  H161  C16  C15   109.34  3.000
 B4W  N22   C16  C15   105.01  3.000
 B4W  H172  C17  H171  107.34  3.000
 B4W  H172  C17  N22   113.87  3.000
 B4W  H171  C17  N22   111.25  3.000
 B4W  H172  C17  C18   110.26  3.000
 B4W  H171  C17  C18   112.70  3.000
 B4W  N22   C17  C18   101.49  3.000
 B4W  H182  C18  H181  107.50  3.000
 B4W  H182  C18  C17   113.76  3.000
 B4W  H181  C18  C17   109.86  3.000
 B4W  H182  C18  C15   113.09  3.000
 B4W  H181  C18  C15   109.23  3.000
 B4W  C17   C18  C15   103.32  3.000
 B4W  C08   N19  C05   117.89  3.000
 B4W  C08   N20  C07   118.89  3.000
 B4W  H21   N21  C15   117.70  3.000
 B4W  H21   N21  C07   119.21  3.000
 B4W  C15   N21  C07   123.04  3.000
 B4W  H22   N22  C17   112.04  3.000
 B4W  H22   N22  C16   111.36  3.000
 B4W  C17   N22  C16   106.87  3.000
 B4W  H23   O23  C10   106.93  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
 B4W  CONST_01  C04  C03  C02  C01    0.00   0.0  0
 B4W  CONST_02  C04  C05  C06  C01    0.00   0.0  0
 B4W  CONST_03  N19  C05  C06  C01  180.00   0.0  0
 B4W  CONST_04  N20  C07  C06  C01  180.00   0.0  0
 B4W  CONST_05  C05  C06  C01  C02    0.00   0.0  0
 B4W  CONST_06  C07  C06  C01  C02  180.00   0.0  0
 B4W  CONST_07  C05  C04  C03  C02    0.00   0.0  0
 B4W  CONST_08  C06  C01  C02  C03    0.00   0.0  0
 B4W  CONST_09  C06  C05  C04  C03    0.00   0.0  0
 B4W  CONST_10  N19  C05  C04  C03  180.00   0.0  0
 B4W  CONST_11  C07  C06  C05  C04  180.00   0.0  0
 B4W  CONST_12  C08  N19  C05  C04  180.00   0.0  0
 B4W  CONST_13  N20  C07  C06  C05    0.00   0.0  0
 B4W  CONST_14  C09  C08  N19  C05  180.00   0.0  0
 B4W  CONST_15  N20  C08  N19  C05    0.00   0.0  0
 B4W  CONST_16  C08  N19  C05  C06    0.00   0.0  0
 B4W  CONST_17  C08  N20  C07  C06    0.00   0.0  0
 B4W  CONST_18  N19  C05  C06  C07    0.00   0.0  0
 B4W  CONST_19  C09  C08  N20  C07  180.00   0.0  0
 B4W  CONST_20  N19  C08  N20  C07    0.00   0.0  0
 B4W  CONST_21  C11  C10  C09  C08  180.00   0.0  0
 B4W  CONST_22  C13  C14  C09  C08  180.00   0.0  0
 B4W  CONST_23  C12  C11  C10  C09    0.00   0.0  0
 B4W  CONST_24  C12  C13  C14  C09    0.00   0.0  0
 B4W  CONST_25  N19  C08  C09  C10    0.00   0.0  0
 B4W  CONST_26  N20  C08  C09  C10  180.00   0.0  0
 B4W  CONST_27  C13  C14  C09  C10    0.00   0.0  0
 B4W  CONST_28  C13  C12  C11  C10    0.00   0.0  0
 B4W  CONST_29  C14  C09  C10  C11    0.00   0.0  0
 B4W  CONST_30  C14  C13  C12  C11    0.00   0.0  0
 B4W  CONST_31  N19  C08  C09  C14  180.00   0.0  0
 B4W  CONST_32  N20  C08  C09  C14    0.00   0.0  0
 B4W  CONST_33  N21  C07  C06  C01    0.00   0.0  0
 B4W  CONST_34  N21  C07  C06  C05  180.00   0.0  0
 B4W  CONST_35  O23  C10  C09  C08    0.00   0.0  0
 B4W  CONST_36  N21  C07  N20  C08  180.00   0.0  0
 B4W  CONST_37  O23  C10  C11  C12  180.00   0.0  0
 B4W  CONST_38  O23  C10  C09  C14  180.00   0.0  0
 B4W  CONST_39  C15  N21  C07  C06  180.00   0.0  0
 B4W  CONST_40  N20  C07  N21  C15    0.00   0.0  0
 B4W  CONST_41  H03  C03  C02  C01  180.00   0.0  0
 B4W  CONST_42  H04  C04  C03  C02  180.00   0.0  0
 B4W  CONST_43  H01  C01  C02  C03  180.00   0.0  0
 B4W  CONST_44  H02  C02  C03  C04  180.00   0.0  0
 B4W  CONST_45  H14  C14  C09  C08    0.00   0.0  0
 B4W  CONST_46  H11  C11  C10  C09  180.00   0.0  0
 B4W  CONST_47  H13  C13  C14  C09  180.00   0.0  0
 B4W  CONST_48  H12  C12  C11  C10  180.00   0.0  0
 B4W  CONST_49  H21  N21  C07  C06    0.00   0.0  0
 B4W  Var_01    C17  N22  C16  C15   28.93  30.0  1
 B4W  Var_02    N22  C17  C18  C15   40.47  30.0  1
 B4W  Var_03    C18  C17  N22  C16  -43.68  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
 B4W  chir_01  C15  C16  C18  N21  positiv

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
 B4W  plan-1  C08  0.020
 B4W  plan-1  C09  0.020
 B4W  plan-1  C10  0.020
 B4W  plan-1  C11  0.020
 B4W  plan-1  C12  0.020
 B4W  plan-1  C13  0.020
 B4W  plan-1  C14  0.020
 B4W  plan-1  O23  0.020
 B4W  plan-1  H14  0.020
 B4W  plan-1  H11  0.020
 B4W  plan-1  H12  0.020
 B4W  plan-1  H13  0.020
 B4W  plan-2  C01  0.020
 B4W  plan-2  C02  0.020
 B4W  plan-2  C03  0.020
 B4W  plan-2  C04  0.020
 B4W  plan-2  C05  0.020
 B4W  plan-2  C06  0.020
 B4W  plan-2  C07  0.020
 B4W  plan-2  C08  0.020
 B4W  plan-2  C09  0.020
 B4W  plan-2  N19  0.020
 B4W  plan-2  N20  0.020
 B4W  plan-2  N21  0.020
 B4W  plan-2  H01  0.020
 B4W  plan-2  H02  0.020
 B4W  plan-2  H03  0.020
 B4W  plan-2  H04  0.020
 B4W  plan-3  C07  0.020
 B4W  plan-3  C15  0.020
 B4W  plan-3  N21  0.020
 B4W  plan-3  H21  0.020

