# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 17:57:09 2020
#   Inital geometry file: a 154 line input string
#   Ligand name: N-hydroxy-4-[(4-{[4-(morpholin-4-ylmethyl)phenyl]ethynyl}phenoxy)methyl]tetrahydro-2H-pyran-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ONC(=O)C1(CCOCC1)COc2ccc(cc2)C#Cc3ccc(CN4CCOCC4)cc3
#
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
 3BX  3BX  N-hydroxy-4-[(4-{[4-(morpholin-4-ylmethyl)phenyl]ethynyl}phenoxy)methyl]tetrahydro-2H-pyran-4-carboxamide  ligand  63  33  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_3BX
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
 3BX  C1   C  CR16  0  -0.273   5.8786   0.1757  -0.9678
 3BX  C2   C  CR16  0  -0.284   4.5034   0.2997  -0.8927
 3BX  C3   C  CR6   0  -0.123   3.7310  -0.7101  -0.3060
 3BX  C9   C  CH2   0  -0.303  10.1210   0.0393  -0.7032
 3BX  C10  C  CH2   0  -0.188  10.8153   1.3536  -0.4027
 3BX  C12  C  CH2   0  -0.186   9.3879   1.7436   1.3894
 3BX  C13  C  CH2   0  -0.300   8.6577   0.4407   1.1274
 3BX  C14  C  CSP   0   0.125   2.3152  -0.5900  -0.2319
 3BX  C15  C  CSP   0   0.132   1.1115  -0.4965  -0.1774
 3BX  C16  C  CR6   0  -0.133  -0.3036  -0.3833  -0.1006
 3BX  C19  C  CR6   0   0.396  -3.0912  -0.1562   0.0571
 3BX  C20  C  CR16  0  -0.373  -2.3884   0.5336  -0.9292
 3BX  C21  C  CR16  0  -0.280  -1.0088   0.4177  -0.9993
 3BX  C24  C  CT    0  -0.282  -6.6582   0.5810  -0.2396
 3BX  C30  C  C     0   0.558  -7.0410  -0.9066  -0.2736
 3BX  C4   C  CR16  0  -0.284   4.3763  -1.8387   0.2052
 3BX  C17  C  CR16  0  -0.279  -1.0244  -1.0752   0.8824
 3BX  C5   C  CR16  0  -0.305   5.7552  -1.9506   0.1249
 3BX  C18  C  CR16  0  -0.341  -2.3959  -0.9635   0.9616
 3BX  C6   C  CR6   0   0.084   6.5241  -0.9538  -0.4663
 3BX  C25  C  CH2   0  -0.489  -6.8486   1.2960   1.1085
 3BX  C29  C  CH2   0  -0.440  -7.5099   1.3347  -1.2721
 3BX  C26  C  CH2   0  -0.172  -8.3169   1.5039   1.4568
 3BX  C28  C  CH2   0  -0.185  -8.9409   1.5148  -0.7948
 3BX  C23  C  CH2   0  -0.150  -5.2000   0.6636  -0.6845
 3BX  N8   N  NT    0  -0.421   8.7334   0.1051  -0.2831
 3BX  N32  N  NH1   0  -0.369  -7.1510  -1.5213   0.9127
 3BX  O31  O  O     0  -0.476  -7.1917  -1.4962  -1.3303
 3BX  O27  O  O2    0  -0.479  -9.0057   2.1933   0.4397
 3BX  O11  O  O2    0  -0.486  10.7325   1.6833   0.9662
 3BX  O33  O  OH1   0  -0.540  -7.5442  -2.8216   0.9750
 3BX  O22  O  O2    0  -0.472  -4.4240  -0.1041   0.2145
 3BX  H1   H  HCR6  0   0.251   6.4641   0.9691  -1.4144
 3BX  H2   H  HCR6  0   0.257   4.0179   1.1821  -1.2887
 3BX  H3   H  HCH2  0   0.216   8.3516  -1.9658   0.0060
 3BX  H4   H  HCH2  0   0.257   8.2430  -1.3683  -1.6405
 3BX  H5   H  HCH2  0   0.243  10.1668  -0.1481  -1.7792
 3BX  H6   H  HCH2  0   0.198  10.6626  -0.7848  -0.2073
 3BX  H7   H  HCH2  0   0.237  11.8735   1.2846  -0.6588
 3BX  H8   H  HCH2  0   0.200  10.3697   2.1491  -1.0172
 3BX  H9   H  HCH2  0   0.200   8.8607   2.5616   0.8781
 3BX  H10  H  HCH2  0   0.236   9.3914   1.9631   2.4582
 3BX  H11  H  HCH2  0   0.200   9.0843  -0.3603   1.7564
 3BX  H12  H  HCH2  0   0.245   7.6133   0.5609   1.4238
 3BX  H13  H  HCR6  0   0.287  -2.8930   1.1630  -1.6494
 3BX  H14  H  HCR6  0   0.265  -0.4736   0.9569  -1.7697
 3BX  H15  H  HCR6  0   0.258   3.7961  -2.6263   0.6677
 3BX  H16  H  HCR6  0   0.262  -0.4985  -1.7016   1.5908
 3BX  H17  H  HCR6  0   0.256   6.2401  -2.8301   0.5311
 3BX  H18  H  HCR6  0   0.270  -2.9435  -1.4973   1.7279
 3BX  H19  H  HCH2  0   0.255  -6.3355   0.7977   1.9344
 3BX  H20  H  HCH2  0   0.260  -6.3721   2.2769   1.0229
 3BX  H21  H  HCH2  0   0.246  -7.0625   2.3190  -1.4408
 3BX  H22  H  HCH2  0   0.256  -7.5102   0.8172  -2.2318
 3BX  H23  H  HCH2  0   0.196  -8.8063   0.5410   1.6620
 3BX  H24  H  HCH2  0   0.246  -8.3977   2.1055   2.3632
 3BX  H25  H  HCH2  0   0.245  -9.5015   2.1108  -1.5165
 3BX  H26  H  HCH2  0   0.203  -9.4439   0.5388  -0.7224
 3BX  H27  H  HCH2  0   0.251  -5.0916   0.2865  -1.7077
 3BX  H28  H  HCH2  0   0.245  -4.8831   1.7130  -0.6759
 3BX  H30  H  HNH1  0   0.420  -7.0414  -1.0701   1.8070
 3BX  H31  H  HOH1  0   0.477  -6.7399  -3.3557   0.9257
 3BX  C7   C  CH2   0  -0.322   8.0153  -1.1087  -0.6013

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
 3BX  O33  N32  single    1.360  0.020  1.360
 3BX  N32  C30  single    1.341  0.020  1.341
 3BX  C26  C25  single    1.523  0.020  1.523
 3BX  C26  O27  single    1.409  0.020  1.409
 3BX  C25  C24  single    1.538  0.020  1.538
 3BX  O27  C28  single    1.410  0.020  1.410
 3BX  C30  C24  single    1.536  0.020  1.536
 3BX  C30  O31  double    1.219  0.020  1.219
 3BX  C24  C23  single    1.527  0.020  1.527
 3BX  C24  C29  single    1.536  0.020  1.536
 3BX  C23  O22  single    1.414  0.020  1.414
 3BX  O22  C19  single    1.343  0.020  1.343
 3BX  C28  C29  single    1.519  0.020  1.519
 3BX  C20  C19  aromatic  1.394  0.020  1.394
 3BX  C20  C21  aromatic  1.386  0.020  1.386
 3BX  C19  C18  aromatic  1.398  0.020  1.398
 3BX  C21  C16  aromatic  1.395  0.020  1.395
 3BX  C18  C17  aromatic  1.378  0.020  1.378
 3BX  C16  C17  aromatic  1.402  0.020  1.402
 3BX  C16  C15  single    1.422  0.020  1.422
 3BX  C15  C14  triple    1.208  0.020  1.208
 3BX  C14  C3   single    1.423  0.020  1.423
 3BX  C2   C3   aromatic  1.400  0.020  1.400
 3BX  C2   C1   aromatic  1.383  0.020  1.383
 3BX  C3   C4   aromatic  1.397  0.020  1.397
 3BX  C1   C6   aromatic  1.394  0.020  1.394
 3BX  C4   C5   aromatic  1.386  0.020  1.386
 3BX  C6   C5   aromatic  1.391  0.020  1.391
 3BX  C6   C7   single    1.505  0.020  1.505
 3BX  C7   N8   single    1.446  0.020  1.446
 3BX  N8   C9   single    1.451  0.020  1.451
 3BX  N8   C13  single    1.452  0.020  1.452
 3BX  C9   C10  single    1.516  0.020  1.516
 3BX  C10  O11  single    1.410  0.020  1.410
 3BX  C13  C12  single    1.516  0.020  1.516
 3BX  C12  O11  single    1.411  0.020  1.411
 3BX  C1   H1   single    0.930  0.020  1.080
 3BX  C2   H2   single    0.930  0.020  1.080
 3BX  C7   H3   single    0.970  0.020  1.090
 3BX  C7   H4   single    0.970  0.020  1.090
 3BX  C9   H5   single    0.970  0.020  1.090
 3BX  C9   H6   single    0.970  0.020  1.090
 3BX  C10  H7   single    0.970  0.020  1.090
 3BX  C10  H8   single    0.970  0.020  1.090
 3BX  C12  H9   single    0.970  0.020  1.090
 3BX  C12  H10  single    0.970  0.020  1.090
 3BX  C13  H11  single    0.970  0.020  1.090
 3BX  C13  H12  single    0.970  0.020  1.090
 3BX  C20  H13  single    0.930  0.020  1.080
 3BX  C21  H14  single    0.930  0.020  1.080
 3BX  C4   H15  single    0.930  0.020  1.080
 3BX  C17  H16  single    0.930  0.020  1.080
 3BX  C5   H17  single    0.930  0.020  1.080
 3BX  C18  H18  single    0.930  0.020  1.080
 3BX  C25  H19  single    0.970  0.020  1.090
 3BX  C25  H20  single    0.970  0.020  1.090
 3BX  C29  H21  single    0.970  0.020  1.090
 3BX  C29  H22  single    0.970  0.020  1.090
 3BX  C26  H23  single    0.970  0.020  1.090
 3BX  C26  H24  single    0.970  0.020  1.090
 3BX  C28  H25  single    0.970  0.020  1.090
 3BX  C28  H26  single    0.970  0.020  1.090
 3BX  C23  H27  single    0.970  0.020  1.090
 3BX  C23  H28  single    0.970  0.020  1.090
 3BX  N32  H30  single    0.860  0.020  1.020
 3BX  O33  H31  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
 3BX  H1   C1   C6   119.46  3.000
 3BX  H1   C1   C2   119.64  3.000
 3BX  C6   C1   C2   120.90  3.000
 3BX  H2   C2   C3   119.59  3.000
 3BX  H2   C2   C1   119.96  3.000
 3BX  C3   C2   C1   120.44  3.000
 3BX  C4   C3   C14  120.58  3.000
 3BX  C4   C3   C2   118.76  3.000
 3BX  C14  C3   C2   120.66  3.000
 3BX  H6   C9   H5   107.08  3.000
 3BX  H6   C9   N8   111.90  3.000
 3BX  H5   C9   N8   109.44  3.000
 3BX  H6   C9   C10  109.47  3.000
 3BX  H5   C9   C10  108.94  3.000
 3BX  N8   C9   C10  109.94  3.000
 3BX  H8   C10  H7   107.91  3.000
 3BX  H8   C10  O11  110.46  3.000
 3BX  H7   C10  O11  107.43  3.000
 3BX  H8   C10  C9   109.32  3.000
 3BX  H7   C10  C9   110.05  3.000
 3BX  O11  C10  C9   111.60  3.000
 3BX  H10  C12  H9   107.91  3.000
 3BX  H10  C12  O11  107.42  3.000
 3BX  H9   C12  O11  110.45  3.000
 3BX  H10  C12  C13  110.10  3.000
 3BX  H9   C12  C13  109.15  3.000
 3BX  O11  C12  C13  111.73  3.000
 3BX  H12  C13  H11  107.14  3.000
 3BX  H12  C13  N8   109.81  3.000
 3BX  H11  C13  N8   111.44  3.000
 3BX  H12  C13  C12  108.60  3.000
 3BX  H11  C13  C12  109.81  3.000
 3BX  N8   C13  C12  109.96  3.000
 3BX  C15  C14  C3   180.00  3.000
 3BX  C16  C15  C14  180.00  3.000
 3BX  C17  C16  C21  118.37  3.000
 3BX  C17  C16  C15  120.69  3.000
 3BX  C21  C16  C15  120.93  3.000
 3BX  O22  C19  C18  116.12  3.000
 3BX  C18  C19  C20  119.54  3.000
 3BX  O22  C19  C20  124.35  3.000
 3BX  H13  C20  C21  118.65  3.000
 3BX  H13  C20  C19  121.60  3.000
 3BX  C21  C20  C19  119.75  3.000
 3BX  H14  C21  C20  119.12  3.000
 3BX  H14  C21  C16  119.65  3.000
 3BX  C20  C21  C16  121.23  3.000
 3BX  C23  C24  C29  107.89  3.000
 3BX  C29  C24  C25  107.01  3.000
 3BX  C23  C24  C25  110.40  3.000
 3BX  C29  C24  C30  108.78  3.000
 3BX  C23  C24  C30  106.49  3.000
 3BX  C25  C24  C30  116.02  3.000
 3BX  O31  C30  N32  122.34  3.000
 3BX  O31  C30  C24  121.21  3.000
 3BX  N32  C30  C24  116.41  3.000
 3BX  H15  C4   C5   119.97  3.000
 3BX  H15  C4   C3   119.79  3.000
 3BX  C5   C4   C3   120.25  3.000
 3BX  H16  C17  C18  119.53  3.000
 3BX  H16  C17  C16  119.67  3.000
 3BX  C18  C17  C16  120.80  3.000
 3BX  H17  C5   C6   119.59  3.000
 3BX  H17  C5   C4   119.29  3.000
 3BX  C6   C5   C4   121.12  3.000
 3BX  H18  C18  C17  120.27  3.000
 3BX  H18  C18  C19  119.42  3.000
 3BX  C17  C18  C19  120.31  3.000
 3BX  C5   C6   C7   120.80  3.000
 3BX  C7   C6   C1   120.65  3.000
 3BX  C5   C6   C1   118.53  3.000
 3BX  H20  C25  H19  105.27  3.000
 3BX  H20  C25  C26  108.38  3.000
 3BX  H19  C25  C26  110.00  3.000
 3BX  H20  C25  C24  107.12  3.000
 3BX  H19  C25  C24  113.11  3.000
 3BX  C26  C25  C24  112.54  3.000
 3BX  H22  C29  H21  106.93  3.000
 3BX  H22  C29  C28  109.42  3.000
 3BX  H21  C29  C28  109.08  3.000
 3BX  H22  C29  C24  111.04  3.000
 3BX  H21  C29  C24  108.56  3.000
 3BX  C28  C29  C24  111.67  3.000
 3BX  H24  C26  H23  107.15  3.000
 3BX  H24  C26  O27  107.09  3.000
 3BX  H23  C26  O27  110.23  3.000
 3BX  H24  C26  C25  109.68  3.000
 3BX  H23  C26  C25  110.62  3.000
 3BX  O27  C26  C25  111.90  3.000
 3BX  H26  C28  H25  107.04  3.000
 3BX  H26  C28  O27  110.38  3.000
 3BX  H25  C28  O27  107.02  3.000
 3BX  H26  C28  C29  110.25  3.000
 3BX  H25  C28  C29  109.93  3.000
 3BX  O27  C28  C29  112.05  3.000
 3BX  H28  C23  H27  107.95  3.000
 3BX  H28  C23  O22  110.86  3.000
 3BX  H27  C23  O22  110.63  3.000
 3BX  H28  C23  C24  109.00  3.000
 3BX  H27  C23  C24  110.36  3.000
 3BX  O22  C23  C24  108.03  3.000
 3BX  C13  N8   C9   109.97  3.000
 3BX  C13  N8   C7   112.46  3.000
 3BX  C9   N8   C7   111.91  3.000
 3BX  H30  N32  O33  114.76  3.000
 3BX  H30  N32  C30  124.83  3.000
 3BX  O33  N32  C30  120.18  3.000
 3BX  C28  O27  C26  111.97  3.000
 3BX  C12  O11  C10  110.92  3.000
 3BX  H31  O33  N32  106.58  3.000
 3BX  C23  O22  C19  119.41  3.000
 3BX  H4   C7   H3   105.95  3.000
 3BX  H4   C7   N8   107.74  3.000
 3BX  H3   C7   N8   112.32  3.000
 3BX  H4   C7   C6   108.39  3.000
 3BX  H3   C7   C6   109.42  3.000
 3BX  N8   C7   C6   112.70  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
 3BX  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 3BX  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 3BX  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 3BX  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 3BX  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 3BX  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 3BX  CONST_07  C19  C20  C21  C16     0.00   0.0  0
 3BX  CONST_08  C19  C18  C17  C16     0.00   0.0  0
 3BX  CONST_09  C17  C18  C19  C20     0.00   0.0  0
 3BX  CONST_10  C17  C16  C21  C20     0.00   0.0  0
 3BX  CONST_11  C18  C19  C20  C21     0.00   0.0  0
 3BX  CONST_12  C18  C17  C16  C21     0.00   0.0  0
 3BX  CONST_13  C14  C3   C2   C1    180.00   0.0  0
 3BX  CONST_14  C7   C6   C1   C2    180.00   0.0  0
 3BX  CONST_15  C4   C5   C6   C7    180.00   0.0  0
 3BX  CONST_16  C5   C4   C3   C14   180.00   0.0  0
 3BX  CONST_17  C20  C21  C16  C15   180.00   0.0  0
 3BX  CONST_18  C18  C17  C16  C15   180.00   0.0  0
 3BX  CONST_19  O22  C19  C20  C21   180.00   0.0  0
 3BX  CONST_20  O22  C19  C18  C17   180.00   0.0  0
 3BX  CONST_21  H17  C5   C6   C1    180.00   0.0  0
 3BX  CONST_22  H15  C4   C3   C2    180.00   0.0  0
 3BX  CONST_23  H1   C1   C2   C3    180.00   0.0  0
 3BX  CONST_24  H13  C20  C21  C16   180.00   0.0  0
 3BX  CONST_25  H18  C18  C17  C16   180.00   0.0  0
 3BX  CONST_26  H14  C21  C20  C19   180.00   0.0  0
 3BX  CONST_27  H16  C17  C18  C19   180.00   0.0  0
 3BX  CONST_28  H2   C2   C3   C4    180.00   0.0  0
 3BX  CONST_29  O33  N32  C30  C24   180.00   0.0  0
 3BX  CONST_30  H30  N32  C30  C24     0.00   0.0  0
 3BX  CONST_31  O33  N32  C30  O31     0.00   0.0  0
 3BX  Var_01    C12  C13  N8   C9     56.46  30.0  1
 3BX  Var_02    C13  N8   C9   C10   -56.66  30.0  1
 3BX  Var_03    C13  C12  O11  C10    57.00  30.0  1
 3BX  Var_04    O27  C26  C25  C24   -55.30  30.0  1
 3BX  Var_05    O27  C28  C29  C24    57.29  30.0  1
 3BX  Var_06    O11  C10  C9   N8     57.22  30.0  1
 3BX  Var_07    O11  C12  C13  N8    -56.85  30.0  1
 3BX  Var_08    N8   C7   C6   C1     44.34  30.0  2
 3BX  Var_09    C6   C7   N8   C9   -166.95  30.0  1
 3BX  Var_10    H7   C10  O11  C12  -177.85  30.0  1
 3BX  Var_11    C24  C23  O22  C19  -178.00  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
 3BX  chir_01  C24  C25  C23  C29  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
 3BX  plan-1  C1   0.020
 3BX  plan-1  C2   0.020
 3BX  plan-1  C3   0.020
 3BX  plan-1  C14  0.020
 3BX  plan-1  C15  0.020
 3BX  plan-1  C4   0.020
 3BX  plan-1  C5   0.020
 3BX  plan-1  C6   0.020
 3BX  plan-1  H1   0.020
 3BX  plan-1  H2   0.020
 3BX  plan-1  H15  0.020
 3BX  plan-1  H17  0.020
 3BX  plan-1  C7   0.020
 3BX  plan-2  C14  0.020
 3BX  plan-2  C15  0.020
 3BX  plan-2  C16  0.020
 3BX  plan-2  C19  0.020
 3BX  plan-2  C20  0.020
 3BX  plan-2  C21  0.020
 3BX  plan-2  C17  0.020
 3BX  plan-2  C18  0.020
 3BX  plan-2  O22  0.020
 3BX  plan-2  H13  0.020
 3BX  plan-2  H14  0.020
 3BX  plan-2  H16  0.020
 3BX  plan-2  H18  0.020
 3BX  plan-3  C24  0.020
 3BX  plan-3  C30  0.020
 3BX  plan-3  N32  0.020
 3BX  plan-3  O31  0.020
 3BX  plan-3  O33  0.020
 3BX  plan-3  H30  0.020

