# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 22:17:14 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: methyl (1R,2S)-2-(hydroxycarbamoyl)-1-{4-[(2-methylquinolin-4-yl)methoxy]benzyl}cyclopropanecarboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)[C@]1(C[C@@H]1C(=O)NO)Cc2ccc(OCc3cc(C)nc4ccccc34)cc2
#
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
 550  550  'methyl (1R,2S)-2-(hydroxycarbamoyl)-1-{4-[(2-methylquinolin-4-yl)methoxy]benzyl}cyclopropanecarboxylate'  ligand  55  31  .  2022-09-22  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_550
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
 550  O1    O  O     0  -0.473   6.3444   1.4501  -1.4073
 550  O2    O  OH1   0  -0.541   8.5515  -0.1144  -1.5594
 550  O3    O  O2    0  -0.442   3.3081  -1.7736   1.3657
 550  O4    O  O     0  -0.455   4.1099  -0.4619   2.9783
 550  O5    O  O2    0  -0.481  -1.9867   0.8933  -0.1926
 550  C1    C  CH1   0  -0.417   5.8143   0.5332   0.7485
 550  C2    C  CT    0  -0.158   4.3157   0.2252   0.6916
 550  C3    C  CH2   0  -0.438   4.8126   1.5735   1.1064
 550  C4    C  C     0   0.641   3.9009  -0.6811   1.8093
 550  C5    C  CH2   0  -0.525   3.6008   0.0530  -0.6363
 550  C6    C  C     0   0.568   6.6032   0.6641  -0.5130
 550  N1    N  NH1   0  -0.380   7.6267  -0.2090  -0.5662
 550  C7    C  CH3   0  -0.423   2.8492  -2.7198   2.3306
 550  C8    C  CR6   0   0.123   2.1112   0.2512  -0.5223
 550  C9    C  CR16  0  -0.282   1.5723   1.4862  -0.1575
 550  C10   C  CR16  0  -0.335   0.2066   1.6744  -0.0526
 550  C11   C  CR6   0   0.385  -0.6681   0.6208  -0.3182
 550  C12   C  CR16  0  -0.365  -0.1523  -0.6159  -0.6888
 550  C13   C  CR16  0  -0.299   1.2251  -0.7841  -0.7819
 550  C14   C  CH2   0  -0.224  -2.9088  -0.1309  -0.4589
 550  C15   C  CR6   0   0.166  -4.3025   0.3847  -0.2584
 550  C16   C  CR16  0  -0.414  -4.5684   1.6592   0.1473
 550  C17   C  CR6   0   0.235  -5.9106   2.0867   0.3252
 550  N2    N  N     0  -0.462  -6.9331   1.3025   0.1173
 550  C18   C  CR66  0   0.067  -5.4028  -0.4884  -0.4959
 550  C19   C  CR66  0   0.193  -6.7041   0.0284  -0.2892
 550  C20   C  CR16  0  -0.296  -7.8206  -0.8065  -0.5148
 550  C21   C  CR16  0  -0.261  -7.6517  -2.1003  -0.9308
 550  C22   C  CR16  0  -0.246  -6.3585  -2.6152  -1.1377
 550  C23   C  CR16  0  -0.345  -5.2583  -1.8266  -0.9240
 550  C24   C  CH3   0  -0.735  -6.1695   3.4956   0.7605
 550  HO2   H  HOH1  0   0.479   8.2791  -0.7398  -2.2436
 550  H1    H  HCH1  0   0.297   6.3424   0.0642   1.5718
 550  H3    H  HCH2  0   0.279   4.7369   1.8661   2.1445
 550  H3A   H  HCH2  0   0.278   4.6711   2.3772   0.3954
 550  H5    H  HCH2  0   0.265   4.0106   0.7716  -1.3459
 550  H5A   H  HCH2  0   0.262   3.8125  -0.9347  -1.0493
 550  HN1   H  HNH1  0   0.419   7.9150  -0.7573   0.2313
 550  H7    H  HCH3  0   0.241   3.6805  -3.1585   2.8817
 550  H7A   H  HCH3  0   0.240   2.1518  -2.2646   3.0328
 550  H7B   H  HCH3  0   0.252   2.3392  -3.4950   1.7670
 550  H9    H  HCR6  0   0.251   2.2269   2.3254   0.0441
 550  H10   H  HCR6  0   0.261  -0.1913   2.6405   0.2326
 550  H12   H  HCR6  0   0.279  -0.7936  -1.4605  -0.9019
 550  H13   H  HCR6  0   0.249   1.6087  -1.7558  -1.0676
 550  H14   H  HCH2  0   0.253  -2.7979  -0.4950  -1.4884
 550  H14A  H  HCH2  0   0.254  -2.7414  -0.9883   0.2056
 550  H16   H  HCR6  0   0.261  -3.7722   2.3653   0.3379
 550  H20   H  HCR6  0   0.260  -8.8090  -0.3967  -0.3510
 550  H21   H  HCR6  0   0.263  -8.5139  -2.7312  -1.1027
 550  H22   H  HCR6  0   0.264  -6.2330  -3.6382  -1.4668
 550  H23   H  HCR6  0   0.260  -4.2735  -2.2430  -1.0918
 550  H24   H  HCH3  0   0.254  -5.7923   4.2019   0.0184
 550  H24A  H  HCH3  0   0.251  -7.2341   3.6719   0.8957
 550  H24B  H  HCH3  0   0.253  -5.6563   3.7173   1.6977

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
 550  O1   C6    double    1.218  0.020  1.218
 550  O2   N1    single    1.360  0.020  1.360
 550  O3   C4    single    1.320  0.020  1.320
 550  O3   C7    single    1.427  0.020  1.427
 550  O4   C4    double    1.208  0.020  1.208
 550  O5   C11   single    1.352  0.020  1.352
 550  O5   C14   single    1.404  0.020  1.404
 550  C1   C2    single    1.531  0.020  1.531
 550  C1   C3    single    1.488  0.020  1.488
 550  C1   C6    single    1.494  0.020  1.494
 550  C2   C3    single    1.496  0.020  1.496
 550  C2   C4    single    1.498  0.020  1.498
 550  C2   C5    single    1.518  0.020  1.518
 550  C5   C8    single    1.507  0.020  1.507
 550  C6   N1    single    1.346  0.020  1.346
 550  C8   C9    aromatic  1.396  0.020  1.396
 550  C8   C13   aromatic  1.387  0.020  1.387
 550  C9   C10   aromatic  1.383  0.020  1.383
 550  C10  C11   aromatic  1.395  0.020  1.395
 550  C11  C12   aromatic  1.390  0.020  1.390
 550  C12  C13   aromatic  1.391  0.020  1.391
 550  C14  C15   single    1.499  0.020  1.499
 550  C15  C16   aromatic  1.364  0.020  1.364
 550  C15  C18   aromatic  1.425  0.020  1.425
 550  C16  C17   aromatic  1.420  0.020  1.420
 550  C17  N2    aromatic  1.305  0.020  1.305
 550  C17  C24   single    1.497  0.020  1.497
 550  N2   C19   aromatic  1.357  0.020  1.357
 550  C18  C19   aromatic  1.415  0.020  1.415
 550  C18  C23   aromatic  1.412  0.020  1.412
 550  C19  C20   aromatic  1.412  0.020  1.412
 550  C20  C21   aromatic  1.369  0.020  1.369
 550  C21  C22   aromatic  1.407  0.020  1.407
 550  C22  C23   aromatic  1.370  0.020  1.370
 550  O2   HO2   single    0.850  0.020  0.980
 550  C1   H1    single    0.970  0.020  1.090
 550  C3   H3    single    0.970  0.020  1.090
 550  C3   H3A   single    0.970  0.020  1.090
 550  C5   H5    single    0.970  0.020  1.090
 550  C5   H5A   single    0.970  0.020  1.090
 550  N1   HN1   single    0.860  0.020  1.020
 550  C7   H7    single    0.970  0.020  1.090
 550  C7   H7A   single    0.970  0.020  1.090
 550  C7   H7B   single    0.970  0.020  1.090
 550  C9   H9    single    0.930  0.020  1.080
 550  C10  H10   single    0.930  0.020  1.080
 550  C12  H12   single    0.930  0.020  1.080
 550  C13  H13   single    0.930  0.020  1.080
 550  C14  H14   single    0.970  0.020  1.090
 550  C14  H14A  single    0.970  0.020  1.090
 550  C16  H16   single    0.930  0.020  1.080
 550  C20  H20   single    0.930  0.020  1.080
 550  C21  H21   single    0.930  0.020  1.080
 550  C22  H22   single    0.930  0.020  1.080
 550  C23  H23   single    0.930  0.020  1.080
 550  C24  H24   single    0.970  0.020  1.090
 550  C24  H24A  single    0.970  0.020  1.090
 550  C24  H24B  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
 550  HO2   O2   N1    106.28  3.000
 550  C7    O3   C4    117.78  3.000
 550  C14   O5   C11   118.42  3.000
 550  H1    C1   C6    114.95  3.000
 550  H1    C1   C3    116.58  3.000
 550  C6    C1   C3    119.83  3.000
 550  H1    C1   C2    114.69  3.000
 550  C6    C1   C2    120.21  3.000
 550  C3    C1   C2     59.37  3.000
 550  C5    C2   C4    116.99  3.000
 550  C5    C2   C3    120.09  3.000
 550  C4    C2   C3    115.51  3.000
 550  C5    C2   C1    121.09  3.000
 550  C4    C2   C1    111.41  3.000
 550  C3    C2   C1     58.88  3.000
 550  H3A   C3   H3    114.87  3.000
 550  H3A   C3   C2    116.35  3.000
 550  H3    C3   C2    119.14  3.000
 550  H3A   C3   C1    116.69  3.000
 550  H3    C3   C1    117.86  3.000
 550  C2    C3   C1     61.75  3.000
 550  C2    C4   O4    124.39  3.000
 550  C2    C4   O3    111.99  3.000
 550  O4    C4   O3    123.60  3.000
 550  H5A   C5   H5    106.11  3.000
 550  H5A   C5   C8    109.84  3.000
 550  H5    C5   C8    109.52  3.000
 550  H5A   C5   C2    110.03  3.000
 550  H5    C5   C2    108.53  3.000
 550  C8    C5   C2    112.60  3.000
 550  N1    C6   C1    112.21  3.000
 550  N1    C6   O1    123.42  3.000
 550  C1    C6   O1    124.35  3.000
 550  HN1   N1   C6    122.54  3.000
 550  HN1   N1   O2    114.86  3.000
 550  C6    N1   O2    120.03  3.000
 550  H7B   C7   H7A   109.41  3.000
 550  H7B   C7   H7    109.48  3.000
 550  H7A   C7   H7    109.31  3.000
 550  H7B   C7   O3    105.87  3.000
 550  H7A   C7   O3    111.39  3.000
 550  H7    C7   O3    111.32  3.000
 550  C13   C8   C9    117.55  3.000
 550  C13   C8   C5    121.27  3.000
 550  C9    C8   C5    121.18  3.000
 550  H9    C9   C10   118.51  3.000
 550  H9    C9   C8    120.04  3.000
 550  C10   C9   C8    121.44  3.000
 550  H10   C10  C11   119.58  3.000
 550  H10   C10  C9    120.29  3.000
 550  C11   C10  C9    120.14  3.000
 550  C12   C11  C10   119.35  3.000
 550  C12   C11  O5    124.45  3.000
 550  C10   C11  O5    116.20  3.000
 550  H12   C12  C13   118.65  3.000
 550  H12   C12  C11   121.82  3.000
 550  C13   C12  C11   119.53  3.000
 550  H13   C13  C12   118.49  3.000
 550  H13   C13  C8    119.52  3.000
 550  C12   C13  C8    121.99  3.000
 550  H14A  C14  H14   107.06  3.000
 550  H14A  C14  C15   109.23  3.000
 550  H14   C14  C15   109.48  3.000
 550  H14A  C14  O5    110.78  3.000
 550  H14   C14  O5    110.71  3.000
 550  C15   C14  O5    109.53  3.000
 550  C18   C15  C16   118.16  3.000
 550  C18   C15  C14   119.00  3.000
 550  C16   C15  C14   122.85  3.000
 550  H16   C16  C17   118.52  3.000
 550  H16   C16  C15   121.28  3.000
 550  C17   C16  C15   120.20  3.000
 550  C24   C17  N2    118.44  3.000
 550  C24   C17  C16   118.90  3.000
 550  N2    C17  C16   122.66  3.000
 550  C19   N2   C17   118.67  3.000
 550  C23   C18  C19   118.96  3.000
 550  C23   C18  C15   123.52  3.000
 550  C19   C18  C15   117.52  3.000
 550  C20   C19  C18   119.19  3.000
 550  C20   C19  N2    118.01  3.000
 550  C18   C19  N2    122.80  3.000
 550  H20   C20  C21   121.08  3.000
 550  H20   C20  C19   118.29  3.000
 550  C21   C20  C19   120.64  3.000
 550  H21   C21  C22   119.70  3.000
 550  H21   C21  C20   120.06  3.000
 550  C22   C21  C20   120.24  3.000
 550  H22   C22  C23   119.90  3.000
 550  H22   C22  C21   119.82  3.000
 550  C23   C22  C21   120.29  3.000
 550  H23   C23  C22   119.01  3.000
 550  H23   C23  C18   120.30  3.000
 550  C22   C23  C18   120.69  3.000
 550  H24B  C24  H24A  108.70  3.000
 550  H24B  C24  H24   106.86  3.000
 550  H24A  C24  H24   108.54  3.000
 550  H24B  C24  C17   111.07  3.000
 550  H24A  C24  C17   110.97  3.000
 550  H24   C24  C17   110.57  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
 550  CONST_01  C11  C10  C9   C8      0.00   0.0  0
 550  CONST_02  C11  C12  C13  C8      0.00   0.0  0
 550  CONST_03  C12  C13  C8   C9      0.00   0.0  0
 550  CONST_04  C12  C11  C10  C9      0.00   0.0  0
 550  CONST_05  C13  C8   C9   C10     0.00   0.0  0
 550  CONST_06  C13  C12  C11  C10     0.00   0.0  0
 550  CONST_07  N2   C17  C16  C15     0.00   0.0  0
 550  CONST_08  N2   C19  C18  C15     0.00   0.0  0
 550  CONST_09  C20  C19  C18  C15   180.00   0.0  0
 550  CONST_10  C22  C23  C18  C15   180.00   0.0  0
 550  CONST_11  C19  C18  C15  C16     0.00   0.0  0
 550  CONST_12  C23  C18  C15  C16   180.00   0.0  0
 550  CONST_13  C19  N2   C17  C16     0.00   0.0  0
 550  CONST_14  C18  C15  C16  C17     0.00   0.0  0
 550  CONST_15  C18  C19  N2   C17     0.00   0.0  0
 550  CONST_16  C20  C19  N2   C17   180.00   0.0  0
 550  CONST_17  C23  C18  C19  N2    180.00   0.0  0
 550  CONST_18  C21  C20  C19  N2    180.00   0.0  0
 550  CONST_19  C21  C20  C19  C18     0.00   0.0  0
 550  CONST_20  C21  C22  C23  C18     0.00   0.0  0
 550  CONST_21  C22  C23  C18  C19     0.00   0.0  0
 550  CONST_22  C22  C21  C20  C19     0.00   0.0  0
 550  CONST_23  C23  C18  C19  C20     0.00   0.0  0
 550  CONST_24  C23  C22  C21  C20     0.00   0.0  0
 550  CONST_25  C9   C10  C11  O5    180.00   0.0  0
 550  CONST_26  C13  C12  C11  O5    180.00   0.0  0
 550  CONST_27  C10  C9   C8   C5    180.00   0.0  0
 550  CONST_28  C12  C13  C8   C5    180.00   0.0  0
 550  CONST_29  C17  C16  C15  C14   180.00   0.0  0
 550  CONST_30  C19  C18  C15  C14   180.00   0.0  0
 550  CONST_31  C23  C18  C15  C14     0.00   0.0  0
 550  CONST_32  C24  C17  C16  C15   180.00   0.0  0
 550  CONST_33  C24  C17  N2   C19   180.00   0.0  0
 550  CONST_34  H10  C10  C9   C8    180.00   0.0  0
 550  CONST_35  H12  C12  C13  C8    180.00   0.0  0
 550  CONST_36  H13  C13  C8   C9    180.00   0.0  0
 550  CONST_37  H9   C9   C10  C11   180.00   0.0  0
 550  CONST_38  H23  C23  C18  C15     0.00   0.0  0
 550  CONST_39  H16  C16  C17  N2    180.00   0.0  0
 550  CONST_40  H20  C20  C19  N2      0.00   0.0  0
 550  CONST_41  H22  C22  C23  C18   180.00   0.0  0
 550  CONST_42  H21  C21  C20  C19   180.00   0.0  0
 550  CONST_43  C1   C6   N1   O2    180.00   0.0  0
 550  CONST_44  HN1  N1   C6   C1      0.00   0.0  0
 550  CONST_45  O2   N1   C6   O1      0.00   0.0  0
 550  Var_01    C8   C5   C2   C1   -159.35  30.0  3
 550  Var_02    C4   C2   C3   C1    100.63  30.0  1
 550  Var_03    C6   C1   C3   C2    109.55  30.0  1
 550  Var_04    C9   C8   C5   C2     64.01  30.0  2
 550  Var_05    C2   C1   C6   O1     56.92  30.0  1
 550  Var_06    C1   C2   C4   O3   -123.94  30.0  2
 550  Var_07    C16  C15  C14  O5     -1.14  30.0  2
 550  Var_08    C15  C14  O5   C11   179.94  30.0  3
 550  Var_09    H24  C24  C17  C16    61.84  30.0  2
 550  Var_10    H7   C7   O3   C4    -64.97  30.0  3

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
 550  chir_01  C1  C2  C3  C6  both
 550  chir_02  C2  C4  C3  C1  both

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
 550  plan-1  O5   0.020
 550  plan-1  C5   0.020
 550  plan-1  C8   0.020
 550  plan-1  C9   0.020
 550  plan-1  C10  0.020
 550  plan-1  C11  0.020
 550  plan-1  C12  0.020
 550  plan-1  C13  0.020
 550  plan-1  H9   0.020
 550  plan-1  H10  0.020
 550  plan-1  H12  0.020
 550  plan-1  H13  0.020
 550  plan-2  C14  0.020
 550  plan-2  C15  0.020
 550  plan-2  C16  0.020
 550  plan-2  C17  0.020
 550  plan-2  N2   0.020
 550  plan-2  C18  0.020
 550  plan-2  C19  0.020
 550  plan-2  C20  0.020
 550  plan-2  C21  0.020
 550  plan-2  C22  0.020
 550  plan-2  C23  0.020
 550  plan-2  C24  0.020
 550  plan-2  H16  0.020
 550  plan-2  H20  0.020
 550  plan-2  H21  0.020
 550  plan-2  H22  0.020
 550  plan-2  H23  0.020
 550  plan-3  O1   0.020
 550  plan-3  O2   0.020
 550  plan-3  C1   0.020
 550  plan-3  C6   0.020
 550  plan-3  N1   0.020
 550  plan-3  HN1  0.020
 550  plan-4  O3   0.020
 550  plan-4  O4   0.020
 550  plan-4  C2   0.020
 550  plan-4  C4   0.020

