# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 30 12:48:56 2022
#   Inital geometry file: a 135 line input string
#   Ligand name: (2P)-2-{4-[4-(aminomethyl)-1-oxo-1,2-dihydrophthalazin-6-yl]-1-methyl-1H-pyrazol-5-yl}naphthalene-1-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1ncc(c2ccc3C(=O)NN=C(CN)c3c2)c1c4ccc5ccccc5c4C#N
#
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
 97X  97X  "(2P)-2-{4-[4-(aminomethyl)-1-oxo-1,2-dihydrophthalazin-6-yl]-1-methyl-1H-pyrazol-5-yl}naphthalene-1-carbonitrile"
  ligand  49  31  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_97X
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
 97X  N1   N  NS    0  -0.232  -30.9287  -51.8911  -12.0274
 97X  C4   C  CR66  0   0.170  -28.6165  -51.3132   -9.4698
 97X  C7   C  CR66  0   0.086  -28.0307  -50.6835   -8.3437
 97X  C8   C  CR16  0  -0.280  -28.7178  -49.6243   -7.7101
 97X  C10  C  CR6   0   0.048  -30.5500  -49.8218   -9.2656
 97X  N12  N  NR5   0  -0.331  -32.9809  -50.0953   -9.7289
 97X  C13  C  CH3   0  -0.535  -33.1471  -51.4761   -9.3324
 97X  C15  C  CR15  0  -0.084  -33.6132  -48.1893  -10.3745
 97X  C17  C  CR6   0   0.090  -31.4064  -46.8776  -10.2798
 97X  C20  C  CR66  0  -0.075  -29.8567  -44.5724  -10.5895
 97X  C21  C  CR66  0   0.151  -31.1769  -44.4689  -10.1360
 97X  C22  C  CR16  0  -0.433  -31.9377  -45.6309   -9.9830
 97X  C11  C  CR5   0   0.436  -31.8602  -49.3406   -9.7130
 97X  C16  C  CR5   0  -0.188  -32.2342  -48.0705  -10.1270
 97X  C18  C  CR16  0  -0.318  -30.0810  -46.9584  -10.7398
 97X  C19  C  CR16  0  -0.256  -29.3174  -45.8239  -10.8884
 97X  C2   C  CSP   0  -0.030  -30.4654  -51.4226  -11.0818
 97X  C23  C  CR6   0   0.163  -31.6939  -43.1473   -9.8376
 97X  C27  C  CR6   0   0.509  -29.0533  -43.3630  -10.7516
 97X  C29  C  CH2   0  -0.346  -33.0942  -42.9853   -9.3146
 97X  C3   C  CR6   0   0.005  -29.8840  -50.8444   -9.9163
 97X  C31  C  CR16  0  -0.301  -26.7730  -51.1295   -7.8784
 97X  C32  C  CR16  0  -0.250  -26.1259  -52.1584   -8.5047
 97X  C33  C  CR16  0  -0.239  -26.7097  -52.7820   -9.6253
 97X  C34  C  CR16  0  -0.318  -27.9252  -52.3703  -10.1012
 97X  C9   C  CR16  0  -0.297  -29.9405  -49.2059   -8.1537
 97X  N14  N  N     0  -0.256  -34.0428  -49.4099  -10.1333
 97X  N24  N  N     0  -0.228  -30.9756  -42.0940   -9.9803
 97X  N25  N  NR16  0  -0.510  -29.7181  -42.2200  -10.4215
 97X  N30  N  NH2   0  -0.790  -33.4716  -41.6012   -9.1390
 97X  O28  O  O     0  -0.464  -27.8955  -43.3391  -11.1428
 97X  H1   H  HCR6  0   0.276  -28.2638  -49.1465   -6.8508
 97X  H2   H  HCH3  0   0.279  -34.0485  -51.5645   -8.7321
 97X  H3   H  HCH3  0   0.266  -33.2312  -52.1199  -10.2059
 97X  H4   H  HCH3  0   0.267  -32.2980  -51.7953   -8.7352
 97X  H5   H  HCR5  0   0.268  -34.2898  -47.4296  -10.7375
 97X  H6   H  HCR6  0   0.265  -32.9520  -45.5676   -9.6115
 97X  H7   H  HCR6  0   0.267  -29.6577  -47.9188  -11.0028
 97X  H8   H  HCR6  0   0.269  -28.2998  -45.8985  -11.2474
 97X  H9   H  HCH2  0   0.250  -33.7825  -43.4435  -10.0313
 97X  H10  H  HCH2  0   0.228  -33.1746  -43.5936   -8.4008
 97X  H11  H  HCR6  0   0.268  -26.3338  -50.6431   -7.0162
 97X  H12  H  HCR6  0   0.268  -25.1647  -52.4980   -8.1427
 97X  H13  H  HCR6  0   0.271  -26.1905  -53.5955  -10.1143
 97X  H14  H  HCR6  0   0.264  -28.3563  -52.8636  -10.9632
 97X  H15  H  HCR6  0   0.275  -30.4600  -48.4039   -7.6470
 97X  H16  H  HNR6  0   0.418  -29.2214  -41.3440  -10.5069
 97X  H17  H  HNH2  0   0.355  -34.4267  -41.5700   -8.8078
 97X  H18  H  HNH2  0   0.344  -32.9086  -41.1813   -8.4105

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
 97X  N1   C2   triple    1.153  0.020  1.153
 97X  C2   C3   single    1.425  0.020  1.425
 97X  O28  C27  double    1.222  0.020  1.222
 97X  C27  N25  single    1.363  0.020  1.363
 97X  C27  C20  single    1.461  0.020  1.461
 97X  C19  C20  aromatic  1.395  0.020  1.395
 97X  C19  C18  aromatic  1.376  0.020  1.376
 97X  N25  N24  single    1.339  0.020  1.339
 97X  C20  C21  aromatic  1.400  0.020  1.400
 97X  C18  C17  aromatic  1.405  0.020  1.405
 97X  C34  C33  aromatic  1.369  0.020  1.369
 97X  C34  C4   aromatic  1.412  0.020  1.412
 97X  N24  C23  double    1.283  0.020  1.283
 97X  C21  C23  single    1.450  0.020  1.450
 97X  C21  C22  aromatic  1.397  0.020  1.397
 97X  C17  C22  aromatic  1.387  0.020  1.387
 97X  C17  C16  single    1.460  0.020  1.460
 97X  C33  C32  aromatic  1.409  0.020  1.409
 97X  C15  C16  aromatic  1.406  0.020  1.406
 97X  C15  N14  aromatic  1.316  0.020  1.316
 97X  C23  C29  single    1.504  0.020  1.504
 97X  C3   C4   aromatic  1.423  0.020  1.423
 97X  C3   C10  aromatic  1.383  0.020  1.383
 97X  C16  C11  aromatic  1.387  0.020  1.387
 97X  N30  C29  single    1.445  0.020  1.445
 97X  N14  N12  aromatic  1.327  0.020  1.327
 97X  C4   C7   aromatic  1.417  0.020  1.417
 97X  C11  N12  aromatic  1.351  0.020  1.351
 97X  C11  C10  single    1.466  0.020  1.466
 97X  N12  C13  single    1.446  0.020  1.446
 97X  C10  C9   aromatic  1.410  0.020  1.410
 97X  C32  C31  aromatic  1.367  0.020  1.367
 97X  C7   C31  aromatic  1.413  0.020  1.413
 97X  C7   C8   aromatic  1.413  0.020  1.413
 97X  C9   C8   aromatic  1.366  0.020  1.366
 97X  C8   H1   single    0.930  0.020  1.080
 97X  C13  H2   single    0.970  0.020  1.090
 97X  C13  H3   single    0.970  0.020  1.090
 97X  C13  H4   single    0.970  0.020  1.090
 97X  C15  H5   single    0.930  0.020  1.080
 97X  C22  H6   single    0.930  0.020  1.080
 97X  C18  H7   single    0.930  0.020  1.080
 97X  C19  H8   single    0.930  0.020  1.080
 97X  C29  H9   single    0.970  0.020  1.090
 97X  C29  H10  single    0.970  0.020  1.090
 97X  C31  H11  single    0.930  0.020  1.080
 97X  C32  H12  single    0.930  0.020  1.080
 97X  C33  H13  single    0.930  0.020  1.080
 97X  C34  H14  single    0.930  0.020  1.080
 97X  C9   H15  single    0.930  0.020  1.080
 97X  N25  H16  single    0.860  0.020  1.020
 97X  N30  H17  single    0.890  0.020  1.040
 97X  N30  H18  single    0.890  0.020  1.040

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
 97X  C34  C4   C3   122.84  3.000
 97X  C3   C4   C7   118.10  3.000
 97X  C34  C4   C7   119.06  3.000
 97X  C31  C7   C8   121.46  3.000
 97X  C8   C7   C4   119.25  3.000
 97X  C31  C7   C4   119.30  3.000
 97X  H1   C8   C9   119.85  3.000
 97X  H1   C8   C7   118.87  3.000
 97X  C9   C8   C7   121.28  3.000
 97X  C9   C10  C3   119.08  3.000
 97X  C9   C10  C11  118.93  3.000
 97X  C3   C10  C11  121.98  3.000
 97X  N14  N12  C11  112.26  3.000
 97X  C11  N12  C13  128.71  3.000
 97X  N14  N12  C13  119.00  3.000
 97X  H4   C13  H3   109.14  3.000
 97X  H4   C13  H2   108.72  3.000
 97X  H3   C13  H2   109.34  3.000
 97X  H4   C13  N12  109.98  3.000
 97X  H3   C13  N12  110.71  3.000
 97X  H2   C13  N12  108.93  3.000
 97X  H5   C15  N14  120.62  3.000
 97X  H5   C15  C16  127.89  3.000
 97X  N14  C15  C16  111.48  3.000
 97X  C18  C17  C16  121.47  3.000
 97X  C16  C17  C22  119.65  3.000
 97X  C18  C17  C22  118.88  3.000
 97X  C27  C20  C19  120.41  3.000
 97X  C19  C20  C21  120.02  3.000
 97X  C27  C20  C21  119.56  3.000
 97X  C23  C21  C22  122.77  3.000
 97X  C22  C21  C20  119.18  3.000
 97X  C23  C21  C20  118.06  3.000
 97X  H6   C22  C21  119.96  3.000
 97X  H6   C22  C17  119.01  3.000
 97X  C21  C22  C17  121.02  3.000
 97X  C16  C11  N12  106.52  3.000
 97X  N12  C11  C10  124.16  3.000
 97X  C16  C11  C10  129.25  3.000
 97X  C11  C16  C17  128.79  3.000
 97X  C11  C16  C15  103.86  3.000
 97X  C17  C16  C15  127.35  3.000
 97X  H7   C18  C19  119.24  3.000
 97X  H7   C18  C17  119.98  3.000
 97X  C19  C18  C17  120.76  3.000
 97X  H8   C19  C18  120.08  3.000
 97X  H8   C19  C20  119.78  3.000
 97X  C18  C19  C20  120.13  3.000
 97X  C3   C2   N1   180.00  3.000
 97X  N24  C23  C29  118.14  3.000
 97X  C29  C23  C21  120.12  3.000
 97X  N24  C23  C21  121.72  3.000
 97X  O28  C27  N25  121.55  3.000
 97X  N25  C27  C20  113.52  3.000
 97X  O28  C27  C20  124.93  3.000
 97X  H10  C29  H9   105.45  3.000
 97X  H10  C29  N30  114.16  3.000
 97X  H9   C29  N30  108.44  3.000
 97X  H10  C29  C23  107.29  3.000
 97X  H9   C29  C23  108.23  3.000
 97X  N30  C29  C23  112.87  3.000
 97X  C2   C3   C10  119.23  3.000
 97X  C10  C3   C4   121.66  3.000
 97X  C2   C3   C4   119.09  3.000
 97X  H11  C31  C32  120.71  3.000
 97X  H11  C31  C7   118.77  3.000
 97X  C32  C31  C7   120.52  3.000
 97X  H12  C32  C33  119.69  3.000
 97X  H12  C32  C31  120.23  3.000
 97X  C33  C32  C31  120.08  3.000
 97X  H13  C33  C34  119.69  3.000
 97X  H13  C33  C32  119.57  3.000
 97X  C34  C33  C32  120.75  3.000
 97X  H14  C34  C33  119.57  3.000
 97X  H14  C34  C4   120.14  3.000
 97X  C33  C34  C4   120.30  3.000
 97X  H15  C9   C10  119.06  3.000
 97X  H15  C9   C8   120.32  3.000
 97X  C10  C9   C8   120.61  3.000
 97X  C15  N14  N12  105.88  3.000
 97X  N25  N24  C23  119.04  3.000
 97X  H16  N25  N24  114.08  3.000
 97X  H16  N25  C27  117.82  3.000
 97X  N24  N25  C27  128.10  3.000
 97X  H18  N30  H17  106.07  3.000
 97X  H18  N30  C29  109.85  3.000
 97X  H17  N30  C29  108.42  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
 97X  CONST_01  C32  C33  C34  C4      0.00   0.0  0
 97X  CONST_02  C11  C10  C3   C4    180.00   0.0  0
 97X  CONST_03  C9   C10  C3   C4      0.00   0.0  0
 97X  CONST_04  C32  C31  C7   C4      0.00   0.0  0
 97X  CONST_05  C9   C8   C7   C4      0.00   0.0  0
 97X  CONST_06  C33  C34  C4   C7      0.00   0.0  0
 97X  CONST_07  C10  C3   C4   C7      0.00   0.0  0
 97X  CONST_08  C33  C32  C31  C7      0.00   0.0  0
 97X  CONST_09  C10  C9   C8   C7      0.00   0.0  0
 97X  CONST_10  C34  C4   C7   C8    180.00   0.0  0
 97X  CONST_11  C3   C4   C7   C8      0.00   0.0  0
 97X  CONST_12  C32  C31  C7   C8    180.00   0.0  0
 97X  CONST_13  C3   C10  C9   C8      0.00   0.0  0
 97X  CONST_14  C11  C10  C9   C8    180.00   0.0  0
 97X  CONST_15  C34  C4   C3   C10   180.00   0.0  0
 97X  CONST_16  C17  C16  C11  C10     0.00   0.0  0
 97X  CONST_17  C15  C16  C11  C10   180.00   0.0  0
 97X  CONST_18  N14  N12  C11  C10   180.00   0.0  0
 97X  CONST_19  C16  C15  N14  N12     0.00   0.0  0
 97X  CONST_20  C17  C16  C11  N12   180.00   0.0  0
 97X  CONST_21  C15  C16  C11  N12     0.00   0.0  0
 97X  CONST_26  C11  N12  N14  C15     0.00   0.0  0
 97X  CONST_27  C20  C19  C18  C17     0.00   0.0  0
 97X  CONST_28  C20  C21  C22  C17     0.00   0.0  0
 97X  CONST_29  N14  C15  C16  C17   180.00   0.0  0
 97X  CONST_30  C18  C19  C20  C21     0.00   0.0  0
 97X  CONST_31  C18  C17  C22  C21     0.00   0.0  0
 97X  CONST_32  C16  C17  C22  C21   180.00   0.0  0
 97X  CONST_33  C19  C20  C21  C22     0.00   0.0  0
 97X  CONST_34  C19  C18  C17  C22     0.00   0.0  0
 97X  CONST_37  N14  C15  C16  C11     0.00   0.0  0
 97X  CONST_38  C19  C18  C17  C16   180.00   0.0  0
 97X  CONST_39  N14  N12  C11  C16     0.00   0.0  0
 97X  CONST_42  C33  C34  C4   C3    180.00   0.0  0
 97X  CONST_43  C31  C7   C4   C3    180.00   0.0  0
 97X  CONST_44  C34  C33  C32  C31     0.00   0.0  0
 97X  CONST_45  C34  C4   C7   C31     0.00   0.0  0
 97X  CONST_46  C9   C8   C7   C31   180.00   0.0  0
 97X  CONST_47  N24  N25  C27  C20     0.00   0.0  0
 97X  CONST_48  C2   C3   C4   C7    180.00   0.0  0
 97X  CONST_49  C13  N12  C11  C10     0.00   0.0  0
 97X  CONST_50  C15  N14  N12  C13   180.00   0.0  0
 97X  CONST_51  C16  C11  N12  C13   180.00   0.0  0
 97X  CONST_52  C2   C3   C10  C11     0.00   0.0  0
 97X  CONST_53  C34  C4   C3   C2      0.00   0.0  0
 97X  CONST_54  C9   C10  C3   C2    180.00   0.0  0
 97X  CONST_55  O28  C27  N25  N24   180.00   0.0  0
 97X  CONST_56  H13  C33  C34  C4    180.00   0.0  0
 97X  CONST_57  H11  C31  C7   C4    180.00   0.0  0
 97X  CONST_58  H1   C8   C7   C4    180.00   0.0  0
 97X  CONST_59  H14  C34  C4   C7    180.00   0.0  0
 97X  CONST_60  H12  C32  C31  C7    180.00   0.0  0
 97X  CONST_61  H15  C9   C8   C7    180.00   0.0  0
 97X  CONST_62  H11  C31  C7   C8      0.00   0.0  0
 97X  CONST_63  H1   C8   C9   C10   180.00   0.0  0
 97X  CONST_64  H5   C15  N14  N12   180.00   0.0  0
 97X  CONST_65  H8   C19  C18  C17   180.00   0.0  0
 97X  CONST_66  H5   C15  C16  C17     0.00   0.0  0
 97X  CONST_67  H7   C18  C19  C20   180.00   0.0  0
 97X  CONST_68  H6   C22  C21  C20   180.00   0.0  0
 97X  CONST_69  H8   C19  C20  C21   180.00   0.0  0
 97X  CONST_70  H7   C18  C17  C22   180.00   0.0  0
 97X  CONST_71  H5   C15  C16  C11   180.00   0.0  0
 97X  CONST_72  H15  C9   C10  C11     0.00   0.0  0
 97X  CONST_73  H7   C18  C17  C16     0.00   0.0  0
 97X  CONST_74  H6   C22  C17  C16     0.00   0.0  0
 97X  CONST_75  H6   C22  C17  C18   180.00   0.0  0
 97X  CONST_76  H6   C22  C21  C23     0.00   0.0  0
 97X  CONST_77  H8   C19  C20  C27     0.00   0.0  0
 97X  CONST_78  H14  C34  C4   C3      0.00   0.0  0
 97X  CONST_79  H15  C9   C10  C3    180.00   0.0  0
 97X  CONST_80  H13  C33  C32  C31   180.00   0.0  0
 97X  CONST_81  H1   C8   C7   C31     0.00   0.0  0
 97X  CONST_82  H14  C34  C33  C32   180.00   0.0  0
 97X  CONST_83  H11  C31  C32  C33   180.00   0.0  0
 97X  CONST_84  H12  C32  C33  C34   180.00   0.0  0
 97X  CONST_85  H16  N25  C27  C20   180.00   0.0  0
 97X  CONST_86  H16  N25  C27  O28     0.00   0.0  0
 97X  Var_01    N24  C23  C21  C20     0.03  30.0  1
 97X  Var_02    N25  C27  C20  C21     0.18  30.0  1
 97X  Var_03    N25  N24  C23  C21     0.28  30.0  1
 97X  Var_04    N24  C23  C21  C22   179.71  30.0  1
 97X  Var_05    N25  C27  C20  C19   179.93  30.0  1
 97X  Var_06    C27  N25  N24  C23    -0.39  30.0  1
 97X  Var_07    C29  C23  C21  C20  -178.45  30.0  1
 97X  Var_08    O28  C27  C20  C21  -179.80  30.0  1
 97X  Var_09    C29  C23  C21  C22     1.23  30.0  1
 97X  Var_10    O28  C27  C20  C19    -0.05  30.0  1
 97X  Var_11    N25  N24  C23  C29   178.79  30.0  1
 97X  Var_12    H16  N25  N24  C23   179.94  30.0  1
 97X  Var_13    N30  C29  C23  C21  -176.89  30.0  3
 97X  Var_14    N30  C29  C23  N24     4.57  30.0  3
 97X  Var_15    H9   C29  C23  C21   -56.86  30.0  3
 97X  Var_16    H10  C29  C23  C21    56.49  30.0  3
 97X  Var_17    H2   C13  N12  C11   135.23  30.0  2
 97X  Var_18    H3   C13  N12  C11  -104.51  30.0  2
 97X  Var_19    H4   C13  N12  C11    16.17  30.0  2
 97X  Var_20    H2   C13  N12  N14   -42.41  30.0  2
 97X  Var_21    H3   C13  N12  N14    77.84  30.0  2
 97X  Var_22    H4   C13  N12  N14  -161.47  30.0  2
 97X  Var_23    H9   C29  C23  N24   124.60  30.0  3
 97X  Var_24    H10  C29  C23  N24  -122.05  30.0  3
 97X  Var_25    H17  N30  C29  C23   178.68  30.0  3
 97X  Var_26    H18  N30  C29  C23   -65.82  30.0  3

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
 97X  plan-1  C10  0.020
 97X  plan-1  N12  0.020
 97X  plan-1  C13  0.020
 97X  plan-1  C15  0.020
 97X  plan-1  C17  0.020
 97X  plan-1  C11  0.020
 97X  plan-1  C16  0.020
 97X  plan-1  N14  0.020
 97X  plan-1  H5   0.020
 97X  plan-2  C17  0.020
 97X  plan-2  C20  0.020
 97X  plan-2  C21  0.020
 97X  plan-2  C22  0.020
 97X  plan-2  C16  0.020
 97X  plan-2  C18  0.020
 97X  plan-2  C19  0.020
 97X  plan-2  C23  0.020
 97X  plan-2  C27  0.020
 97X  plan-2  H6   0.020
 97X  plan-2  H7   0.020
 97X  plan-2  H8   0.020
 97X  plan-3  N1   0.020
 97X  plan-3  C4   0.020
 97X  plan-3  C7   0.020
 97X  plan-3  C8   0.020
 97X  plan-3  C10  0.020
 97X  plan-3  C11  0.020
 97X  plan-3  C2   0.020
 97X  plan-3  C3   0.020
 97X  plan-3  C31  0.020
 97X  plan-3  C32  0.020
 97X  plan-3  C33  0.020
 97X  plan-3  C34  0.020
 97X  plan-3  C9   0.020
 97X  plan-3  H1   0.020
 97X  plan-3  H11  0.020
 97X  plan-3  H12  0.020
 97X  plan-3  H13  0.020
 97X  plan-3  H14  0.020
 97X  plan-3  H15  0.020
 97X  plan-4  C20  0.020
 97X  plan-4  C27  0.020
 97X  plan-4  N24  0.020
 97X  plan-4  N25  0.020
 97X  plan-4  O28  0.020
 97X  plan-4  H16  0.020

