# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 04:17:54 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: 4-methyl-N-({1-[(2S)-1-(naphthalen-2-yl)-4-nitroso-4-oxobutan-2-yl]-1H-1,2,3-triazol-4-yl}methyl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(cc1)C(=O)NCc2cn(nn2)[C@H](CC(=O)N=O)Cc3ccc4ccccc4c3
#
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
 OBD  OBD  4-methyl-N-({1-[(2S)-1-(naphthalen-2-yl)-4-nitroso-4-oxobutan-2-yl]-1H-1,2,3-triazol-4-yl}methyl)benzamide  ligand  56  33  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OBD
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
 OBD  C10   C  CR5   0   0.122   1.8031  -1.9028   0.5787
 OBD  N12   N  NR5   0  -0.257  -0.2626  -1.3807   0.7859
 OBD  C13   C  CH1   0  -0.108  -1.6402  -0.9482   0.6119
 OBD  C20   C  CR6   0   0.123  -3.0695   1.0929   0.2702
 OBD  C21   C  CR16  0  -0.292  -3.6658   1.3035   1.5381
 OBD  C22   C  CR16  0  -0.298  -4.9300   1.8091   1.6452
 OBD  C24   C  CR16  0  -0.309  -6.9871   2.6692   0.5673
 OBD  C26   C  CR16  0  -0.257  -7.0990   2.7706  -1.8386
 OBD  C28   C  CR66  0   0.137  -5.0919   1.9309  -0.7837
 OBD  O18   O  O     0  -0.207  -3.9004  -4.8687  -0.5594
 OBD  N17   N  N     0  -0.001  -3.0752  -4.1310  -0.9916
 OBD  O16   O  O     0  -0.324  -2.1362  -3.7388   1.0982
 OBD  C14   C  CH2   0  -0.602  -2.3653  -1.8424  -0.3804
 OBD  C19   C  CH2   0  -0.523  -1.6807   0.5257   0.1906
 OBD  C29   C  CR16  0  -0.384  -3.7809   1.4033  -0.8592
 OBD  C27   C  CR16  0  -0.313  -5.8338   2.2587  -1.9426
 OBD  C25   C  CR16  0  -0.258  -7.6815   2.9796  -0.5707
 OBD  C23   C  CR66  0   0.100  -5.6790   2.1381   0.4902
 OBD  C11   C  CR15  0  -0.085   0.6943  -1.5440  -0.1431
 OBD  N30   N  N     0  -0.086   0.2129  -1.6111   1.9980
 OBD  N31   N  N     0  -0.306   1.4541  -1.9274   1.8837
 OBD  C09   C  CH2   0  -0.330   3.1869  -2.1875   0.1105
 OBD  N08   N  NH1   0  -0.649   3.9988  -0.9875   0.1695
 OBD  C06   C  C     0   0.533   5.0866  -0.8076  -0.6011
 OBD  O07   O  O     0  -0.493   5.4636  -1.6374  -1.4186
 OBD  C05   C  CR6   0  -0.051   5.8181   0.4790  -0.4056
 OBD  C04   C  CR16  0  -0.255   7.1734   0.5266  -0.7276
 OBD  C03   C  CR16  0  -0.282   7.8932   1.6973  -0.5682
 OBD  C02   C  CR6   0   0.099   7.2809   2.8623  -0.1043
 OBD  C01   C  CH3   0  -0.723   8.0646   4.1325   0.0384
 OBD  C33   C  CR16  0  -0.289   5.9232   2.8125   0.1989
 OBD  C32   C  CR16  0  -0.274   5.1988   1.6382   0.0538
 OBD  H13   H  HCH1  0   0.307  -2.0955  -1.0525   1.5979
 OBD  H21   H  HCR6  0   0.256  -3.1069   1.0659   2.4361
 OBD  H22   H  HCR6  0   0.257  -5.3711   1.9700   2.6215
 OBD  H24   H  HCR6  0   0.256  -7.4325   2.8298   1.5419
 OBD  H26   H  HCR6  0   0.259  -7.6583   3.0174  -2.7316
 OBD  H14   H  HCH2  0   0.337  -3.3782  -1.4583  -0.5483
 OBD  H14A  H  HCH2  0   0.315  -1.8982  -1.8274  -1.3699
 OBD  H19   H  HCH2  0   0.286  -1.0151   1.0836   0.8537
 OBD  H19A  H  HCH2  0   0.270  -1.2898   0.6347  -0.8235
 OBD  H29   H  HCR6  0   0.254  -3.3387   1.2460  -1.8372
 OBD  H27   H  HCR6  0   0.256  -5.3862   2.0975  -2.9160
 OBD  H25   H  HCR6  0   0.259  -8.6815   3.3876  -0.5021
 OBD  H11   H  HCR5  0   0.323   0.5360  -1.4060  -1.1997
 OBD  H09   H  HCH2  0   0.263   3.6243  -2.9831   0.7201
 OBD  H09A  H  HCH2  0   0.269   3.1636  -2.5449  -0.9175
 OBD  HN08  H  HNH1  0   0.409   3.8496  -0.3711   0.9521
 OBD  H04   H  HCR6  0   0.257   7.6700  -0.3624  -1.0930
 OBD  H03   H  HCR6  0   0.253   8.9499   1.7082  -0.8081
 OBD  H01   H  HCH3  0   0.253   8.2806   4.5673  -0.9395
 OBD  H01A  H  HCH3  0   0.247   7.5209   4.8775   0.6171
 OBD  H01B  H  HCH3  0   0.249   9.0224   3.9546   0.5282
 OBD  H33   H  HCR6  0   0.256   5.4199   3.7052   0.5498
 OBD  H32   H  HCR6  0   0.256   4.1400   1.6517   0.2814
 OBD  C15   C  C     0   0.497  -2.4916  -3.2580   0.0661

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
 OBD  C10  C11   aromatic  1.371  0.020  1.371
 OBD  C10  N31   aromatic  1.351  0.020  1.351
 OBD  C10  C09   single    1.488  0.020  1.488
 OBD  N12  C13   single    1.454  0.020  1.454
 OBD  N12  C11   aromatic  1.344  0.020  1.344
 OBD  N12  N30   aromatic  1.322  0.020  1.322
 OBD  C13  C14   single    1.520  0.020  1.520
 OBD  C13  C19   single    1.533  0.020  1.533
 OBD  C15  N17   single    1.490  0.020  1.490
 OBD  C15  O16   double    1.193  0.020  1.193
 OBD  C15  C14   single    1.490  0.020  1.490
 OBD  C20  C21   aromatic  1.417  0.020  1.417
 OBD  C20  C19   single    1.502  0.020  1.502
 OBD  C20  C29   aromatic  1.370  0.020  1.370
 OBD  C21  C22   aromatic  1.366  0.020  1.366
 OBD  C22  C23   aromatic  1.415  0.020  1.415
 OBD  C24  C25   aromatic  1.369  0.020  1.369
 OBD  C24  C23   aromatic  1.414  0.020  1.414
 OBD  C26  C27   aromatic  1.369  0.020  1.369
 OBD  C26  C25   aromatic  1.411  0.020  1.411
 OBD  C28  C29   aromatic  1.415  0.020  1.415
 OBD  C28  C27   aromatic  1.415  0.020  1.415
 OBD  C28  C23   aromatic  1.418  0.020  1.418
 OBD  O18  N17   double    1.188  0.020  1.188
 OBD  N30  N31   aromatic  1.286  0.020  1.286
 OBD  C09  N08   single    1.450  0.020  1.450
 OBD  N08  C06   single    1.345  0.020  1.345
 OBD  C06  O07   double    1.224  0.020  1.224
 OBD  C06  C05   single    1.493  0.020  1.493
 OBD  C05  C04   aromatic  1.394  0.020  1.394
 OBD  C05  C32   aromatic  1.392  0.020  1.392
 OBD  C04  C03   aromatic  1.384  0.020  1.384
 OBD  C03  C02   aromatic  1.395  0.020  1.395
 OBD  C02  C01   single    1.499  0.020  1.499
 OBD  C02  C33   aromatic  1.392  0.020  1.392
 OBD  C33  C32   aromatic  1.387  0.020  1.387
 OBD  C13  H13   single    0.970  0.020  1.090
 OBD  C21  H21   single    0.930  0.020  1.080
 OBD  C22  H22   single    0.930  0.020  1.080
 OBD  C24  H24   single    0.930  0.020  1.080
 OBD  C26  H26   single    0.930  0.020  1.080
 OBD  C14  H14   single    0.970  0.020  1.090
 OBD  C14  H14A  single    0.970  0.020  1.090
 OBD  C19  H19   single    0.970  0.020  1.090
 OBD  C19  H19A  single    0.970  0.020  1.090
 OBD  C29  H29   single    0.930  0.020  1.080
 OBD  C27  H27   single    0.930  0.020  1.080
 OBD  C25  H25   single    0.930  0.020  1.080
 OBD  C11  H11   single    0.930  0.020  1.080
 OBD  C09  H09   single    0.970  0.020  1.090
 OBD  C09  H09A  single    0.970  0.020  1.090
 OBD  N08  HN08  single    0.860  0.020  1.020
 OBD  C04  H04   single    0.930  0.020  1.080
 OBD  C03  H03   single    0.930  0.020  1.080
 OBD  C01  H01   single    0.970  0.020  1.090
 OBD  C01  H01A  single    0.970  0.020  1.090
 OBD  C01  H01B  single    0.970  0.020  1.090
 OBD  C33  H33   single    0.930  0.020  1.080
 OBD  C32  H32   single    0.930  0.020  1.080

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
 OBD  C09   C10  N31   122.72  3.000
 OBD  C09   C10  C11   129.53  3.000
 OBD  N31   C10  C11   107.72  3.000
 OBD  N30   N12  C11   110.89  3.000
 OBD  N30   N12  C13   120.14  3.000
 OBD  C11   N12  C13   128.91  3.000
 OBD  H13   C13  C19   109.22  3.000
 OBD  H13   C13  C14   109.55  3.000
 OBD  C19   C13  C14   111.93  3.000
 OBD  H13   C13  N12   104.99  3.000
 OBD  C19   C13  N12   110.10  3.000
 OBD  C14   C13  N12   110.80  3.000
 OBD  C29   C20  C19   121.45  3.000
 OBD  C29   C20  C21   119.04  3.000
 OBD  C19   C20  C21   119.51  3.000
 OBD  H21   C21  C22   119.56  3.000
 OBD  H21   C21  C20   119.45  3.000
 OBD  C22   C21  C20   120.98  3.000
 OBD  H22   C22  C23   119.04  3.000
 OBD  H22   C22  C21   120.17  3.000
 OBD  C23   C22  C21   120.79  3.000
 OBD  H24   C24  C23   119.02  3.000
 OBD  H24   C24  C25   120.38  3.000
 OBD  C23   C24  C25   120.60  3.000
 OBD  H26   C26  C25   119.63  3.000
 OBD  H26   C26  C27   120.02  3.000
 OBD  C25   C26  C27   120.35  3.000
 OBD  C23   C28  C27   119.01  3.000
 OBD  C23   C28  C29   119.08  3.000
 OBD  C27   C28  C29   121.91  3.000
 OBD  O18   N17  C15   112.18  3.000
 OBD  H14A  C14  H14   104.54  3.000
 OBD  H14A  C14  C15   108.68  3.000
 OBD  H14   C14  C15   107.49  3.000
 OBD  H14A  C14  C13   112.25  3.000
 OBD  H14   C14  C13   109.55  3.000
 OBD  C15   C14  C13   113.82  3.000
 OBD  H19A  C19  H19   107.13  3.000
 OBD  H19A  C19  C20   110.02  3.000
 OBD  H19   C19  C20   109.77  3.000
 OBD  H19A  C19  C13   109.97  3.000
 OBD  H19   C19  C13   107.94  3.000
 OBD  C20   C19  C13   111.89  3.000
 OBD  H29   C29  C28   118.67  3.000
 OBD  H29   C29  C20   119.90  3.000
 OBD  C28   C29  C20   121.43  3.000
 OBD  H27   C27  C28   119.00  3.000
 OBD  H27   C27  C26   120.38  3.000
 OBD  C28   C27  C26   120.61  3.000
 OBD  H25   C25  C26   119.63  3.000
 OBD  H25   C25  C24   120.10  3.000
 OBD  C26   C25  C24   120.28  3.000
 OBD  C28   C23  C24   119.14  3.000
 OBD  C28   C23  C22   118.69  3.000
 OBD  C24   C23  C22   122.16  3.000
 OBD  H11   C11  N12   123.91  3.000
 OBD  H11   C11  C10   131.97  3.000
 OBD  N12   C11  C10   104.11  3.000
 OBD  N31   N30  N12   107.97  3.000
 OBD  N30   N31  C10   109.31  3.000
 OBD  H09A  C09  H09   107.23  3.000
 OBD  H09A  C09  N08   108.79  3.000
 OBD  H09   C09  N08   110.82  3.000
 OBD  H09A  C09  C10   109.87  3.000
 OBD  H09   C09  C10   109.61  3.000
 OBD  N08   C09  C10   110.45  3.000
 OBD  HN08  N08  C06   118.89  3.000
 OBD  HN08  N08  C09   117.07  3.000
 OBD  C06   N08  C09   122.69  3.000
 OBD  C05   C06  O07   121.37  3.000
 OBD  C05   C06  N08   115.88  3.000
 OBD  O07   C06  N08   122.75  3.000
 OBD  C32   C05  C04   118.70  3.000
 OBD  C32   C05  C06   122.88  3.000
 OBD  C04   C05  C06   118.41  3.000
 OBD  H04   C04  C03   119.69  3.000
 OBD  H04   C04  C05   119.75  3.000
 OBD  C03   C04  C05   120.55  3.000
 OBD  H03   C03  C02   119.55  3.000
 OBD  H03   C03  C04   119.36  3.000
 OBD  C02   C03  C04   121.09  3.000
 OBD  C33   C02  C01   121.29  3.000
 OBD  C33   C02  C03   118.07  3.000
 OBD  C01   C02  C03   120.63  3.000
 OBD  H01B  C01  H01A  108.15  3.000
 OBD  H01B  C01  H01   107.07  3.000
 OBD  H01A  C01  H01   107.60  3.000
 OBD  H01B  C01  C02   111.32  3.000
 OBD  H01A  C01  C02   111.67  3.000
 OBD  H01   C01  C02   110.83  3.000
 OBD  H33   C33  C32   119.27  3.000
 OBD  H33   C33  C02   119.62  3.000
 OBD  C32   C33  C02   121.11  3.000
 OBD  H32   C32  C33   118.55  3.000
 OBD  H32   C32  C05   120.97  3.000
 OBD  C33   C32  C05   120.47  3.000
 OBD  C14   C15  O16   128.11  3.000
 OBD  C14   C15  N17   112.15  3.000
 OBD  O16   C15  N17   119.64  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
 OBD  CONST_01  N30   N12  C11  C10     0.00   0.0  0
 OBD  CONST_02  N12   N30  N31  C10     0.00   0.0  0
 OBD  CONST_03  N31   C10  C11  N12     0.00   0.0  0
 OBD  CONST_04  C23   C22  C21  C20     0.00   0.0  0
 OBD  CONST_05  C27   C28  C29  C20   180.00   0.0  0
 OBD  CONST_06  C23   C28  C29  C20     0.00   0.0  0
 OBD  CONST_07  C28   C29  C20  C21     0.00   0.0  0
 OBD  CONST_08  C24   C23  C22  C21   180.00   0.0  0
 OBD  CONST_09  C28   C23  C22  C21     0.00   0.0  0
 OBD  CONST_10  C29   C20  C21  C22     0.00   0.0  0
 OBD  CONST_11  C25   C24  C23  C22   180.00   0.0  0
 OBD  CONST_12  C29   C28  C23  C22     0.00   0.0  0
 OBD  CONST_13  C27   C28  C23  C22   180.00   0.0  0
 OBD  CONST_14  C27   C26  C25  C24     0.00   0.0  0
 OBD  CONST_15  C29   C28  C23  C24   180.00   0.0  0
 OBD  CONST_16  C27   C28  C23  C24     0.00   0.0  0
 OBD  CONST_17  C29   C28  C27  C26   180.00   0.0  0
 OBD  CONST_18  C23   C28  C27  C26     0.00   0.0  0
 OBD  CONST_19  C23   C24  C25  C26     0.00   0.0  0
 OBD  CONST_20  C25   C26  C27  C28     0.00   0.0  0
 OBD  CONST_21  C25   C24  C23  C28     0.00   0.0  0
 OBD  CONST_22  N30   N31  C10  C11     0.00   0.0  0
 OBD  CONST_23  N31   N30  N12  C11     0.00   0.0  0
 OBD  CONST_24  C02   C03  C04  C05     0.00   0.0  0
 OBD  CONST_25  C02   C33  C32  C05     0.00   0.0  0
 OBD  CONST_26  C33   C32  C05  C04     0.00   0.0  0
 OBD  CONST_27  C33   C02  C03  C04     0.00   0.0  0
 OBD  CONST_28  C32   C05  C04  C03     0.00   0.0  0
 OBD  CONST_29  C32   C33  C02  C03     0.00   0.0  0
 OBD  CONST_30  C13   N12  C11  C10   180.00   0.0  0
 OBD  CONST_31  C09   C10  C11  N12   180.00   0.0  0
 OBD  CONST_32  N31   N30  N12  C13   180.00   0.0  0
 OBD  CONST_33  C19   C20  C21  C22   180.00   0.0  0
 OBD  CONST_34  C19   C20  C29  C28   180.00   0.0  0
 OBD  CONST_35  C09   C10  N31  N30   180.00   0.0  0
 OBD  CONST_36  C03   C04  C05  C06   180.00   0.0  0
 OBD  CONST_37  C33   C32  C05  C06   180.00   0.0  0
 OBD  CONST_38  C01   C02  C03  C04   180.00   0.0  0
 OBD  CONST_39  C32   C33  C02  C01   180.00   0.0  0
 OBD  CONST_40  H22   C22  C21  C20   180.00   0.0  0
 OBD  CONST_41  H29   C29  C20  C21   180.00   0.0  0
 OBD  CONST_42  H24   C24  C23  C22     0.00   0.0  0
 OBD  CONST_43  H26   C26  C25  C24   180.00   0.0  0
 OBD  CONST_44  H21   C21  C20  C29   180.00   0.0  0
 OBD  CONST_45  H27   C27  C28  C29     0.00   0.0  0
 OBD  CONST_46  H25   C25  C26  C27   180.00   0.0  0
 OBD  CONST_47  H11   C11  N12  N30   180.00   0.0  0
 OBD  CONST_48  H03   C03  C04  C05   180.00   0.0  0
 OBD  CONST_49  H33   C33  C32  C05   180.00   0.0  0
 OBD  CONST_50  H32   C32  C05  C04   180.00   0.0  0
 OBD  CONST_51  H04   C04  C03  C02   180.00   0.0  0
 OBD  CONST_52  C05   C06  N08  C09   180.00   0.0  0
 OBD  CONST_53  HN08  N08  C06  C05     0.00   0.0  0
 OBD  CONST_56  O07   C06  N08  C09     0.00   0.0  0
 OBD  Var_01    C21   C20  C19  C13    70.05  30.0  2
 OBD  Var_02    N08   C09  C10  C11    92.79  30.0  2
 OBD  Var_03    C04   C05  C06  N08   154.71  30.0  2
 OBD  Var_04    H01   C01  C02  C03    73.14  30.0  2
 OBD  Var_05    C06   N08  C09  C10  -155.54  30.0  3
 OBD  Var_06    N17   C15  C14  C13  -173.87  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
 OBD  chir_01  C13  N12  C14  C19  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
 OBD  plan-1  C10   0.020
 OBD  plan-1  N12   0.020
 OBD  plan-1  C13   0.020
 OBD  plan-1  C11   0.020
 OBD  plan-1  N30   0.020
 OBD  plan-1  N31   0.020
 OBD  plan-1  C09   0.020
 OBD  plan-1  H11   0.020
 OBD  plan-2  C06   0.020
 OBD  plan-2  C05   0.020
 OBD  plan-2  C04   0.020
 OBD  plan-2  C03   0.020
 OBD  plan-2  C02   0.020
 OBD  plan-2  C01   0.020
 OBD  plan-2  C33   0.020
 OBD  plan-2  C32   0.020
 OBD  plan-2  H04   0.020
 OBD  plan-2  H03   0.020
 OBD  plan-2  H33   0.020
 OBD  plan-2  H32   0.020
 OBD  plan-3  C20   0.020
 OBD  plan-3  C21   0.020
 OBD  plan-3  C22   0.020
 OBD  plan-3  C24   0.020
 OBD  plan-3  C26   0.020
 OBD  plan-3  C28   0.020
 OBD  plan-3  C19   0.020
 OBD  plan-3  C29   0.020
 OBD  plan-3  C27   0.020
 OBD  plan-3  C25   0.020
 OBD  plan-3  C23   0.020
 OBD  plan-3  H21   0.020
 OBD  plan-3  H22   0.020
 OBD  plan-3  H24   0.020
 OBD  plan-3  H26   0.020
 OBD  plan-3  H29   0.020
 OBD  plan-3  H27   0.020
 OBD  plan-3  H25   0.020
 OBD  plan-4  C09   0.020
 OBD  plan-4  N08   0.020
 OBD  plan-4  C06   0.020
 OBD  plan-4  O07   0.020
 OBD  plan-4  C05   0.020
 OBD  plan-4  HN08  0.020
 OBD  plan-5  O18   0.020
 OBD  plan-5  N17   0.020
 OBD  plan-5  O16   0.020
 OBD  plan-5  C14   0.020
 OBD  plan-5  C15   0.020

