# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 07:18:39 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: N-[(2R)-2-(hydroxymethyl)-2-methyl-6-(morpholin-4-yl)-2,3-dihydro-1-benzofuran-5-yl]pyrazolo[1,5-a]pyrimidine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]1(CO)Cc2cc(NC(=O)c3cnn4cccnc34)c(cc2O1)N5CCOCC5
#
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
 LSV  LSV  N-[(2R)-2-(hydroxymethyl)-2-methyl-6-(morpholin-4-yl)-2,3-dihydro-1-benzofuran-5-yl]pyrazolo[1,5-a]pyrimidine-3-carboxamide  ligand  53  30  .  2021-08-12  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_LSV
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
 LSV  C4   C  CR56  0  -0.003   2.5988  -1.5904   0.0390
 LSV  C5   C  CR16  0  -0.402   1.2206  -1.5084   0.0413
 LSV  C6   C  CR6   0   0.317   0.6255  -0.2437  -0.0052
 LSV  C7   C  CR6   0   0.219   1.4326   0.9086  -0.0462
 LSV  C8   C  CR16  0  -0.389   2.8207   0.8108  -0.0512
 LSV  C9   C  CR56  0   0.409   3.3840  -0.4505  -0.0087
 LSV  C12  C  CH2   0  -0.310   0.8972   2.9736   1.1072
 LSV  C13  C  CH2   0  -0.191  -0.0452   4.1589   1.0076
 LSV  C3   C  CH2   0  -0.511   3.5101  -2.7748   0.1212
 LSV  C1   C  CH3   0  -0.660   5.3219  -2.3950  -1.6068
 LSV  C2   C  CR5   0   0.168   4.8911  -2.1425  -0.1714
 LSV  O10  O  O     0  -0.503   4.7069  -0.7100  -0.0065
 LSV  N11  N  NT    0  -0.549   0.7609   2.1615  -0.0964
 LSV  O14  O  O2    0  -0.482   0.1950   4.9180  -0.1559
 LSV  C15  C  CH2   0  -0.192   0.0695   4.1289  -1.3177
 LSV  C16  C  CH2   0  -0.307   1.0231   2.9497  -1.2935
 LSV  N17  N  NH1   0  -0.762  -0.7461   0.0042  -0.0205
 LSV  C18  C  C     0   0.511  -1.7895  -0.8548   0.0277
 LSV  O19  O  O     0  -0.476  -1.6717  -2.0697   0.1071
 LSV  C20  C  CR5   0  -0.370  -3.1037  -0.2052  -0.0255
 LSV  C21  C  CR15  0  -0.028  -3.4438   1.1495  -0.1814
 LSV  N22  N  N     0  -0.289  -4.7436   1.3630  -0.1958
 LSV  N23  N  N     0  -0.361  -5.2828   0.1502  -0.0483
 LSV  C24  C  CR56  0   0.634  -4.3390  -0.8516   0.0603
 LSV  N25  N  N     0  -0.411  -4.6975  -2.1301   0.2177
 LSV  C26  C  CR16  0  -0.043  -5.9778  -2.3907   0.2596
 LSV  C27  C  CR16  0  -0.388  -6.9859  -1.4065   0.1503
 LSV  C28  C  CR16  0   0.090  -6.6062  -0.1114  -0.0053
 LSV  C29  C  CH2   0  -0.150   5.9137  -2.6092   0.8451
 LSV  O30  O  OH1   0  -0.667   7.1602  -2.0194   0.5819
 LSV  H1   H  HCR6  0   0.275   0.6175  -2.4022   0.0774
 LSV  H2   H  HCR6  0   0.264   3.4372   1.7006  -0.0895
 LSV  H4   H  HCH2  0   0.256   0.6305   2.3762   1.9808
 LSV  H5   H  HCH2  0   0.201  -1.0834   3.7951   1.0214
 LSV  H6   H  HCH2  0   0.245   0.0885   4.8207   1.8642
 LSV  H7   H  HCH2  0   0.269   3.4736  -3.2280   1.1174
 LSV  H8   H  HCH2  0   0.271   3.2676  -3.5603  -0.5958
 LSV  H9   H  HCH3  0   0.245   6.2259  -1.8444  -1.8635
 LSV  H10  H  HCH3  0   0.232   5.5156  -3.4578  -1.7591
 LSV  H11  H  HCH3  0   0.236   4.5341  -2.0990  -2.3020
 LSV  H12  H  HCH2  0   0.203  -0.9609   3.7568  -1.4211
 LSV  H13  H  HCH2  0   0.244   0.2815   4.7703  -2.1741
 LSV  H14  H  HCH2  0   0.218   2.0614   3.3109  -1.3302
 LSV  H15  H  HCH2  0   0.256   0.8574   2.3311  -2.1771
 LSV  H16  H  HNH1  0   0.404  -0.9136   1.0031  -0.0810
 LSV  H17  H  HCR5  0   0.263  -2.7853   1.9999  -0.2926
 LSV  H18  H  HCR6  0   0.285  -6.2602  -3.4288   0.3865
 LSV  H19  H  HCR6  0   0.302  -8.0310  -1.6706   0.1916
 LSV  H20  H  HCR6  0   0.333  -7.2773   0.7297  -0.0978
 LSV  H21  H  HCH2  0   0.210   5.5462  -2.3590   1.8496
 LSV  H22  H  HCH2  0   0.206   5.9563  -3.7052   0.7857
 LSV  H23  H  HOH1  0   0.459   7.7963  -2.3696   1.2117
 LSV  H3   H  HCH2  0   0.221   1.9299   3.3256   1.2484

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
 LSV  O30  C29  single    1.404  0.020  1.404
 LSV  C29  C2   single    1.516  0.020  1.516
 LSV  C2   C1   single    1.520  0.020  1.520
 LSV  C2   O10  single    1.454  0.020  1.454
 LSV  C2   C3   single    1.547  0.020  1.547
 LSV  O10  C9   single    1.348  0.020  1.348
 LSV  C3   C4   single    1.497  0.020  1.497
 LSV  C9   C8   aromatic  1.382  0.020  1.382
 LSV  C9   C4   aromatic  1.385  0.020  1.385
 LSV  C8   C7   aromatic  1.392  0.020  1.392
 LSV  C4   C5   aromatic  1.381  0.020  1.381
 LSV  C12  C13  single    1.518  0.020  1.518
 LSV  C12  N11  single    1.458  0.020  1.458
 LSV  C7   N11  single    1.423  0.020  1.423
 LSV  C7   C6   aromatic  1.407  0.020  1.407
 LSV  C5   C6   aromatic  1.399  0.020  1.399
 LSV  C13  O14  single    1.410  0.020  1.410
 LSV  N11  C16  single    1.457  0.020  1.457
 LSV  C6   N17  single    1.394  0.020  1.394
 LSV  O14  C15  single    1.410  0.020  1.410
 LSV  C16  C15  single    1.517  0.020  1.517
 LSV  N17  C18  single    1.352  0.020  1.352
 LSV  O19  C18  double    1.223  0.020  1.223
 LSV  C18  C20  single    1.467  0.020  1.467
 LSV  N25  C26  aromatic  1.307  0.020  1.307
 LSV  N25  C24  aromatic  1.337  0.020  1.337
 LSV  C20  C24  aromatic  1.397  0.020  1.397
 LSV  C20  C21  aromatic  1.405  0.020  1.405
 LSV  C26  C27  aromatic  1.413  0.020  1.413
 LSV  C24  N23  aromatic  1.381  0.020  1.381
 LSV  C21  N22  aromatic  1.317  0.020  1.317
 LSV  N23  N22  aromatic  1.335  0.020  1.335
 LSV  N23  C28  aromatic  1.350  0.020  1.350
 LSV  C27  C28  aromatic  1.359  0.020  1.359
 LSV  C5   H1   single    0.930  0.020  1.080
 LSV  C8   H2   single    0.930  0.020  1.080
 LSV  C12  H3   single    0.970  0.020  1.090
 LSV  C12  H4   single    0.970  0.020  1.090
 LSV  C13  H5   single    0.970  0.020  1.090
 LSV  C13  H6   single    0.970  0.020  1.090
 LSV  C3   H7   single    0.970  0.020  1.090
 LSV  C3   H8   single    0.970  0.020  1.090
 LSV  C1   H9   single    0.970  0.020  1.090
 LSV  C1   H10  single    0.970  0.020  1.090
 LSV  C1   H11  single    0.970  0.020  1.090
 LSV  C15  H12  single    0.970  0.020  1.090
 LSV  C15  H13  single    0.970  0.020  1.090
 LSV  C16  H14  single    0.970  0.020  1.090
 LSV  C16  H15  single    0.970  0.020  1.090
 LSV  N17  H16  single    0.860  0.020  1.020
 LSV  C21  H17  single    0.930  0.020  1.080
 LSV  C26  H18  single    0.930  0.020  1.080
 LSV  C27  H19  single    0.930  0.020  1.080
 LSV  C28  H20  single    0.930  0.020  1.080
 LSV  C29  H21  single    0.970  0.020  1.090
 LSV  C29  H22  single    0.970  0.020  1.090
 LSV  O30  H23  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
 LSV  C3   C4   C9   107.93  3.000
 LSV  C9   C4   C5   121.14  3.000
 LSV  C3   C4   C5   130.90  3.000
 LSV  H1   C5   C6   120.82  3.000
 LSV  H1   C5   C4   120.60  3.000
 LSV  C6   C5   C4   118.58  3.000
 LSV  N17  C6   C7   114.73  3.000
 LSV  N17  C6   C5   125.44  3.000
 LSV  C7   C6   C5   119.82  3.000
 LSV  N11  C7   C8   122.19  3.000
 LSV  N11  C7   C6   116.83  3.000
 LSV  C8   C7   C6   120.98  3.000
 LSV  H2   C8   C9   121.25  3.000
 LSV  H2   C8   C7   120.68  3.000
 LSV  C9   C8   C7   118.07  3.000
 LSV  O10  C9   C8   125.14  3.000
 LSV  C8   C9   C4   121.41  3.000
 LSV  O10  C9   C4   113.45  3.000
 LSV  H4   C12  H3   107.57  3.000
 LSV  H4   C12  N11  109.45  3.000
 LSV  H3   C12  N11  111.83  3.000
 LSV  H4   C12  C13  109.16  3.000
 LSV  H3   C12  C13  109.96  3.000
 LSV  N11  C12  C13  108.83  3.000
 LSV  H6   C13  H5   107.85  3.000
 LSV  H6   C13  O14  107.49  3.000
 LSV  H5   C13  O14  110.44  3.000
 LSV  H6   C13  C12  110.25  3.000
 LSV  H5   C13  C12  109.08  3.000
 LSV  O14  C13  C12  111.65  3.000
 LSV  H8   C3   H7   107.00  3.000
 LSV  H8   C3   C2   111.62  3.000
 LSV  H7   C3   C2   111.78  3.000
 LSV  H8   C3   C4   113.48  3.000
 LSV  H7   C3   C4   110.93  3.000
 LSV  C2   C3   C4   102.11  3.000
 LSV  H11  C1   H10  107.66  3.000
 LSV  H11  C1   H9   108.17  3.000
 LSV  H10  C1   H9   108.19  3.000
 LSV  H11  C1   C2   110.60  3.000
 LSV  H10  C1   C2   110.12  3.000
 LSV  H9   C1   C2   111.96  3.000
 LSV  C29  C2   O10  108.23  3.000
 LSV  O10  C2   C1   107.86  3.000
 LSV  C29  C2   C1   113.02  3.000
 LSV  O10  C2   C3   105.56  3.000
 LSV  C1   C2   C3   111.34  3.000
 LSV  C29  C2   C3   110.47  3.000
 LSV  C2   O10  C9   108.29  3.000
 LSV  C16  N11  C12  111.10  3.000
 LSV  C16  N11  C7   114.86  3.000
 LSV  C12  N11  C7   114.66  3.000
 LSV  C15  O14  C13  111.31  3.000
 LSV  H13  C15  H12  107.88  3.000
 LSV  H13  C15  C16  110.33  3.000
 LSV  H12  C15  C16  109.10  3.000
 LSV  H13  C15  O14  107.49  3.000
 LSV  H12  C15  O14  110.49  3.000
 LSV  C16  C15  O14  111.47  3.000
 LSV  H15  C16  H14  107.61  3.000
 LSV  H15  C16  C15  109.41  3.000
 LSV  H14  C16  C15  109.74  3.000
 LSV  H15  C16  N11  109.34  3.000
 LSV  H14  C16  N11  112.02  3.000
 LSV  C15  C16  N11  108.69  3.000
 LSV  H16  N17  C18  120.00  3.000
 LSV  H16  N17  C6   109.77  3.000
 LSV  C18  N17  C6   130.23  3.000
 LSV  C20  C18  O19  121.90  3.000
 LSV  C20  C18  N17  114.12  3.000
 LSV  O19  C18  N17  123.97  3.000
 LSV  C24  C20  C21  103.82  3.000
 LSV  C21  C20  C18  130.37  3.000
 LSV  C24  C20  C18  125.81  3.000
 LSV  H17  C21  N22  118.18  3.000
 LSV  H17  C21  C20  128.47  3.000
 LSV  N22  C21  C20  113.34  3.000
 LSV  N23  N22  C21  104.48  3.000
 LSV  C28  N23  C24  121.82  3.000
 LSV  C28  N23  N22  125.13  3.000
 LSV  C24  N23  N22  113.06  3.000
 LSV  N25  C24  N23  121.31  3.000
 LSV  N23  C24  C20  105.30  3.000
 LSV  N25  C24  C20  133.38  3.000
 LSV  C26  N25  C24  117.19  3.000
 LSV  H18  C26  C27  119.37  3.000
 LSV  H18  C26  N25  116.75  3.000
 LSV  C27  C26  N25  123.88  3.000
 LSV  H19  C27  C28  120.57  3.000
 LSV  H19  C27  C26  121.18  3.000
 LSV  C28  C27  C26  118.25  3.000
 LSV  H20  C28  C27  125.34  3.000
 LSV  H20  C28  N23  117.11  3.000
 LSV  C27  C28  N23  117.55  3.000
 LSV  H22  C29  H21  106.83  3.000
 LSV  H22  C29  O30  112.01  3.000
 LSV  H21  C29  O30  111.89  3.000
 LSV  H22  C29  C2   107.29  3.000
 LSV  H21  C29  C2   108.51  3.000
 LSV  O30  C29  C2   110.12  3.000
 LSV  H23  O30  C29  108.16  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
 LSV  CONST_01  C7   C8   C9   C4      0.00   0.0  0
 LSV  CONST_02  C7   C6   C5   C4      0.00   0.0  0
 LSV  CONST_03  C8   C9   C4   C5      0.00   0.0  0
 LSV  CONST_04  C8   C7   C6   C5      0.00   0.0  0
 LSV  CONST_05  C9   C8   C7   C6      0.00   0.0  0
 LSV  CONST_06  C9   C4   C5   C6      0.00   0.0  0
 LSV  CONST_07  C26  N25  C24  C20   180.00   0.0  0
 LSV  CONST_08  N22  N23  C24  C20     0.00   0.0  0
 LSV  CONST_09  C28  N23  C24  C20   180.00   0.0  0
 LSV  CONST_10  N23  N22  C21  C20     0.00   0.0  0
 LSV  CONST_11  N25  C24  C20  C21   180.00   0.0  0
 LSV  CONST_12  N23  C24  C20  C21     0.00   0.0  0
 LSV  CONST_13  C24  N23  N22  C21     0.00   0.0  0
 LSV  CONST_14  C28  N23  N22  C21   180.00   0.0  0
 LSV  CONST_15  C24  C20  C21  N22     0.00   0.0  0
 LSV  CONST_16  N25  C24  N23  N22   180.00   0.0  0
 LSV  CONST_17  C27  C28  N23  N22   180.00   0.0  0
 LSV  CONST_18  C26  N25  C24  N23     0.00   0.0  0
 LSV  CONST_19  C26  C27  C28  N23     0.00   0.0  0
 LSV  CONST_20  C27  C26  N25  C24     0.00   0.0  0
 LSV  CONST_21  C27  C28  N23  C24     0.00   0.0  0
 LSV  CONST_22  C28  C27  C26  N25     0.00   0.0  0
 LSV  CONST_23  C28  N23  C24  N25     0.00   0.0  0
 LSV  CONST_24  N11  C7   C6   C5    180.00   0.0  0
 LSV  CONST_25  N11  C7   C8   C9    180.00   0.0  0
 LSV  CONST_26  N17  C6   C5   C4    180.00   0.0  0
 LSV  CONST_27  N17  C6   C7   C8    180.00   0.0  0
 LSV  CONST_28  N17  C6   C7   N11     0.00   0.0  0
 LSV  CONST_29  N25  C24  C20  C18     0.00   0.0  0
 LSV  CONST_30  N23  C24  C20  C18   180.00   0.0  0
 LSV  CONST_31  N22  C21  C20  C18   180.00   0.0  0
 LSV  CONST_32  H2   C8   C9   C4    180.00   0.0  0
 LSV  CONST_33  H1   C5   C6   C7    180.00   0.0  0
 LSV  CONST_34  H20  C28  N23  N22     0.00   0.0  0
 LSV  CONST_35  H17  C21  N22  N23   180.00   0.0  0
 LSV  CONST_36  H19  C27  C28  N23   180.00   0.0  0
 LSV  CONST_37  H18  C26  N25  C24   180.00   0.0  0
 LSV  CONST_38  C20  C18  N17  C6    180.00   0.0  0
 LSV  CONST_39  C18  N17  C6   C5      0.00   0.0  0
 LSV  CONST_40  C18  N17  C6   C7    180.00   0.0  0
 LSV  CONST_41  H16  N17  C6   C5    180.00   0.0  0
 LSV  CONST_42  O19  C18  N17  C6      0.00   0.0  0
 LSV  Var_01    C2   C3   C4   C5    171.00  30.0  1
 LSV  Var_02    C12  N11  C7   C6    111.49  30.0  2
 LSV  Var_03    C13  C12  N11  C7   -170.69  30.0  1
 LSV  Var_04    C15  C16  N11  C7    170.42  30.0  1
 LSV  Var_05    C16  C15  O14  C13   -58.14  30.0  1
 LSV  Var_06    O14  C13  C12  N11   -56.59  30.0  1
 LSV  Var_07    O14  C15  C16  N11    57.36  30.0  1
 LSV  Var_08    C24  C20  C18  N17  -177.31  30.0  2

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
 LSV  chir_01  C2  C1  O10  C3  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
 LSV  plan-1  C4   0.020
 LSV  plan-1  C5   0.020
 LSV  plan-1  C6   0.020
 LSV  plan-1  C7   0.020
 LSV  plan-1  C8   0.020
 LSV  plan-1  C9   0.020
 LSV  plan-1  C3   0.020
 LSV  plan-1  O10  0.020
 LSV  plan-1  N11  0.020
 LSV  plan-1  N17  0.020
 LSV  plan-1  H1   0.020
 LSV  plan-1  H2   0.020
 LSV  plan-2  C18  0.020
 LSV  plan-2  C20  0.020
 LSV  plan-2  C21  0.020
 LSV  plan-2  N22  0.020
 LSV  plan-2  N23  0.020
 LSV  plan-2  C24  0.020
 LSV  plan-2  N25  0.020
 LSV  plan-2  C26  0.020
 LSV  plan-2  C27  0.020
 LSV  plan-2  C28  0.020
 LSV  plan-2  H17  0.020
 LSV  plan-2  H18  0.020
 LSV  plan-2  H19  0.020
 LSV  plan-2  H20  0.020
 LSV  plan-3  C6   0.020
 LSV  plan-3  N17  0.020
 LSV  plan-3  C18  0.020
 LSV  plan-3  O19  0.020
 LSV  plan-3  C20  0.020
 LSV  plan-3  H16  0.020

