# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 10:02:25 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: N-(3-cyclopropyl-1H-pyrazol-5-yl)-2-naphthalen-2-ylacetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Cc1ccc2ccccc2c1)Nc3[nH]nc(c3)C4CC4
#
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
 292  292  N-(3-cyclopropyl-1H-pyrazol-5-yl)-2-naphthalen-2-ylacetamide  ligand  39  22  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_292
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
 292  C1    C  CH2   0  -0.471  -2.0674   0.5042  -6.6516
 292  C2    C  CH2   0  -0.471  -1.3601  -0.7827  -6.9151
 292  C3    C  CH1   0  -0.361  -1.7028  -0.3942  -5.5023
 292  C4    C  CR5   0   0.311  -0.6380  -0.0020  -4.5610
 292  C5    C  CR15  0  -0.527  -0.5784  -0.3194  -3.1877
 292  C6    C  CR5   0   0.630   0.5959   0.2659  -2.7574
 292  N7    N  NR15  0  -0.507   1.1404   0.8635  -3.8313
 292  N8    N  N     0  -0.320   0.4043   0.7124  -4.9379
 292  N9    N  NH1   0  -0.741   1.2342   0.3331  -1.5342
 292  C10   C  C     0   0.561   0.7955  -0.2475  -0.3852
 292  C11   C  CH2   0  -0.700   1.7405  -0.0620   0.7871
 292  C12   C  CR6   0   0.148   1.0585  -0.2649   2.1065
 292  C13   C  CR16  0  -0.371   0.6326   0.8048   2.8484
 292  C14   C  CR66  0   0.137  -0.0151   0.6269   4.0934
 292  C15   C  CR66  0   0.100  -0.2250  -0.6887   4.5795
 292  C16   C  CR16  0  -0.303   0.2223  -1.7803   3.7983
 292  C17   C  CR16  0  -0.292   0.8416  -1.5738   2.5979
 292  C18   C  CR16  0  -0.310  -0.8679  -0.8672   5.8267
 292  C19   C  CR16  0  -0.314  -0.4563   1.7238   4.8705
 292  C20   C  CR16  0  -0.258  -1.0759   1.5218   6.0740
 292  C21   C  CR16  0  -0.259  -1.2847   0.2125   6.5572
 292  O22   O  O     0  -0.445  -0.2407  -0.8747  -0.3145
 292  H1C1  H  HCH2  0   0.254  -3.1135   0.5817  -6.9181
 292  H1C2  H  HCH2  0   0.249  -1.5053   1.4238  -6.7541
 292  H2C1  H  HCH2  0   0.248  -0.3159  -0.7406  -7.1984
 292  H2C2  H  HCH2  0   0.253  -1.9164  -1.5954  -7.3642
 292  H3    H  HCH1  0   0.262  -2.5170  -0.9373  -5.0377
 292  H5    H  HCR5  0   0.268  -1.2901  -0.8864  -2.6168
 292  H7    H  HNR5  0   0.419   2.0023   1.3843  -3.8704
 292  H9    H  HNH1  0   0.424   2.1007   0.8497  -1.4989
 292  H111  H  HCH2  0   0.309   2.5519  -0.7873   0.6649
 292  H112  H  HCH2  0   0.293   2.2055   0.9253   0.7420
 292  H13   H  HCR6  0   0.250   0.7946   1.8144   2.4867
 292  H16   H  HCR6  0   0.255   0.0680  -2.7878   4.1655
 292  H17   H  HCR6  0   0.252   1.1842  -2.4219   2.0178
 292  H18   H  HCR6  0   0.255  -1.0274  -1.8730   6.1962
 292  H19   H  HCR6  0   0.255  -0.2958   2.7289   4.4993
 292  H20   H  HCR6  0   0.258  -1.4080   2.3679   6.6615
 292  H21   H  HCR6  0   0.258  -1.7779   0.0653   7.5092

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
 292  C1   C2    single    1.492  0.020  1.492
 292  C1   C3    single    1.504  0.020  1.504
 292  C1   H1C1  single    0.970  0.020  1.090
 292  C1   H1C2  single    0.970  0.020  1.090
 292  C2   C3    single    1.505  0.020  1.505
 292  C2   H2C1  single    0.970  0.020  1.090
 292  C2   H2C2  single    0.970  0.020  1.090
 292  C3   C4    single    1.474  0.020  1.474
 292  C3   H3    single    0.970  0.020  1.090
 292  C4   C5    aromatic  1.411  0.020  1.411
 292  C4   N8    aromatic  1.319  0.020  1.319
 292  C5   C6    aromatic  1.381  0.020  1.381
 292  C5   H5    single    0.930  0.020  1.080
 292  C6   N7    aromatic  1.344  0.020  1.344
 292  C6   N9    single    1.381  0.020  1.381
 292  N7   N8    aromatic  1.338  0.020  1.338
 292  N7   H7    single    0.860  0.020  1.020
 292  N9   C10   single    1.360  0.020  1.360
 292  N9   H9    single    0.860  0.020  1.020
 292  C10  C11   single    1.517  0.020  1.517
 292  C10  O22   double    1.213  0.020  1.213
 292  C11  C12   single    1.499  0.020  1.499
 292  C11  H111  single    0.970  0.020  1.090
 292  C11  H112  single    0.970  0.020  1.090
 292  C12  C13   aromatic  1.370  0.020  1.370
 292  C12  C17   aromatic  1.415  0.020  1.415
 292  C13  C14   aromatic  1.415  0.020  1.415
 292  C13  H13   single    0.930  0.020  1.080
 292  C14  C15   aromatic  1.418  0.020  1.418
 292  C14  C19   aromatic  1.415  0.020  1.415
 292  C15  C16   aromatic  1.415  0.020  1.415
 292  C15  C18   aromatic  1.414  0.020  1.414
 292  C16  C17   aromatic  1.366  0.020  1.366
 292  C16  H16   single    0.930  0.020  1.080
 292  C17  H17   single    0.930  0.020  1.080
 292  C18  C21   aromatic  1.369  0.020  1.369
 292  C18  H18   single    0.930  0.020  1.080
 292  C19  C20   aromatic  1.369  0.020  1.369
 292  C19  H19   single    0.930  0.020  1.080
 292  C20  C21   aromatic  1.411  0.020  1.411
 292  C20  H20   single    0.930  0.020  1.080
 292  C21  H21   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
 292  H1C2  C1   H1C1  114.69  3.000
 292  H1C2  C1   C3    117.00  3.000
 292  H1C1  C1   C3    117.73  3.000
 292  H1C2  C1   C2    118.02  3.000
 292  H1C1  C1   C2    118.45  3.000
 292  C3    C1   C2     60.31  3.000
 292  H2C2  C2   H2C1  114.59  3.000
 292  H2C2  C2   C3    117.80  3.000
 292  H2C1  C2   C3    117.08  3.000
 292  H2C2  C2   C1    118.51  3.000
 292  H2C1  C2   C1    118.03  3.000
 292  C3    C2   C1     60.23  3.000
 292  H3    C3   C4    113.73  3.000
 292  H3    C3   C2    116.38  3.000
 292  C4    C3   C2    120.24  3.000
 292  H3    C3   C1    116.43  3.000
 292  C4    C3   C1    120.28  3.000
 292  C2    C3   C1     59.46  3.000
 292  N8    C4   C5    111.51  3.000
 292  N8    C4   C3    122.17  3.000
 292  C5    C4   C3    126.31  3.000
 292  H5    C5   C6    128.43  3.000
 292  H5    C5   C4    127.45  3.000
 292  C6    C5   C4    104.12  3.000
 292  N9    C6   N7    119.90  3.000
 292  N9    C6   C5    133.60  3.000
 292  N7    C6   C5    106.50  3.000
 292  H7    N7   N8    119.80  3.000
 292  H7    N7   C6    127.39  3.000
 292  N8    N7   C6    112.81  3.000
 292  N7    N8   C4    105.06  3.000
 292  H9    N9   C10   117.77  3.000
 292  H9    N9   C6    116.91  3.000
 292  C10   N9   C6    125.32  3.000
 292  O22   C10  C11   123.38  3.000
 292  O22   C10  N9    123.05  3.000
 292  C11   C10  N9    113.55  3.000
 292  H112  C11  H111  106.18  3.000
 292  H112  C11  C12   110.63  3.000
 292  H111  C11  C12   110.22  3.000
 292  H112  C11  C10   110.11  3.000
 292  H111  C11  C10   107.12  3.000
 292  C12   C11  C10   112.34  3.000
 292  C17   C12  C13   119.13  3.000
 292  C17   C12  C11   120.04  3.000
 292  C13   C12  C11   120.83  3.000
 292  H13   C13  C14   118.61  3.000
 292  H13   C13  C12   120.00  3.000
 292  C14   C13  C12   121.39  3.000
 292  C19   C14  C15   119.00  3.000
 292  C19   C14  C13   121.92  3.000
 292  C15   C14  C13   119.08  3.000
 292  C18   C15  C16   122.22  3.000
 292  C18   C15  C14   119.11  3.000
 292  C16   C15  C14   118.66  3.000
 292  H16   C16  C17   120.18  3.000
 292  H16   C16  C15   119.04  3.000
 292  C17   C16  C15   120.78  3.000
 292  H17   C17  C16   119.70  3.000
 292  H17   C17  C12   119.34  3.000
 292  C16   C17  C12   120.95  3.000
 292  H18   C18  C21   120.36  3.000
 292  H18   C18  C15   119.00  3.000
 292  C21   C18  C15   120.63  3.000
 292  H19   C19  C20   120.35  3.000
 292  H19   C19  C14   119.00  3.000
 292  C20   C19  C14   120.65  3.000
 292  H20   C20  C21   119.61  3.000
 292  H20   C20  C19   120.06  3.000
 292  C21   C20  C19   120.33  3.000
 292  H21   C21  C20   119.66  3.000
 292  H21   C21  C18   120.07  3.000
 292  C20   C21  C18   120.27  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
 292  CONST_01  N7   C6   C5   C4      0.00   0.0  0
 292  CONST_02  C6   N7   N8   C4      0.00   0.0  0
 292  CONST_03  N7   N8   C4   C5      0.00   0.0  0
 292  CONST_04  N8   N7   C6   C5      0.00   0.0  0
 292  CONST_05  N8   C4   C5   C6      0.00   0.0  0
 292  CONST_06  C15  C14  C13  C12     0.00   0.0  0
 292  CONST_07  C19  C14  C13  C12   180.00   0.0  0
 292  CONST_08  C15  C16  C17  C12     0.00   0.0  0
 292  CONST_09  C16  C17  C12  C13     0.00   0.0  0
 292  CONST_10  C16  C15  C14  C13     0.00   0.0  0
 292  CONST_11  C18  C15  C14  C13   180.00   0.0  0
 292  CONST_12  C20  C19  C14  C13   180.00   0.0  0
 292  CONST_13  C17  C12  C13  C14     0.00   0.0  0
 292  CONST_14  C17  C16  C15  C14     0.00   0.0  0
 292  CONST_15  C21  C18  C15  C14     0.00   0.0  0
 292  CONST_16  C21  C20  C19  C14     0.00   0.0  0
 292  CONST_17  C20  C19  C14  C15     0.00   0.0  0
 292  CONST_18  C20  C21  C18  C15     0.00   0.0  0
 292  CONST_19  C19  C14  C15  C16   180.00   0.0  0
 292  CONST_20  C21  C18  C15  C16   180.00   0.0  0
 292  CONST_21  C18  C15  C16  C17   180.00   0.0  0
 292  CONST_22  C19  C14  C15  C18     0.00   0.0  0
 292  CONST_23  C19  C20  C21  C18     0.00   0.0  0
 292  CONST_24  C6   C5   C4   C3    180.00   0.0  0
 292  CONST_25  N7   N8   C4   C3    180.00   0.0  0
 292  CONST_26  N9   C6   C5   C4    180.00   0.0  0
 292  CONST_27  N9   C6   N7   N8    180.00   0.0  0
 292  CONST_28  C14  C13  C12  C11   180.00   0.0  0
 292  CONST_29  C16  C17  C12  C11   180.00   0.0  0
 292  CONST_30  H5   C5   C4   C3      0.00   0.0  0
 292  CONST_31  H7   N7   N8   C4    180.00   0.0  0
 292  CONST_32  H16  C16  C17  C12   180.00   0.0  0
 292  CONST_33  H17  C17  C12  C13   180.00   0.0  0
 292  CONST_34  H19  C19  C14  C13     0.00   0.0  0
 292  CONST_35  H18  C18  C15  C14   180.00   0.0  0
 292  CONST_36  H20  C20  C19  C14   180.00   0.0  0
 292  CONST_37  H13  C13  C14  C15   180.00   0.0  0
 292  CONST_38  H21  C21  C18  C15   180.00   0.0  0
 292  CONST_39  C10  N9   C6   C5      0.00   0.0  0
 292  CONST_40  C10  N9   C6   N7    180.00   0.0  0
 292  CONST_41  H9   N9   C6   C5    180.00   0.0  0
 292  CONST_42  C11  C10  N9   C6    180.00   0.0  0
 292  CONST_43  O22  C10  N9   C6      0.00   0.0  0
 292  Var_01    C4   C3   C2   C1   -109.49  30.0  1
 292  Var_02    C5   C4   C3   C1    148.00  30.0  2
 292  Var_03    C13  C12  C11  C10   -99.09  30.0  2
 292  Var_04    C12  C11  C10  N9    159.89  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
 292  chir_01  C3  C1  C2  C4  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
 292  plan-1  C3   0.020
 292  plan-1  C4   0.020
 292  plan-1  C5   0.020
 292  plan-1  C6   0.020
 292  plan-1  N7   0.020
 292  plan-1  N8   0.020
 292  plan-1  N9   0.020
 292  plan-1  H5   0.020
 292  plan-1  H7   0.020
 292  plan-2  C11  0.020
 292  plan-2  C12  0.020
 292  plan-2  C13  0.020
 292  plan-2  C14  0.020
 292  plan-2  C15  0.020
 292  plan-2  C16  0.020
 292  plan-2  C17  0.020
 292  plan-2  C18  0.020
 292  plan-2  C19  0.020
 292  plan-2  C20  0.020
 292  plan-2  C21  0.020
 292  plan-2  H13  0.020
 292  plan-2  H16  0.020
 292  plan-2  H17  0.020
 292  plan-2  H18  0.020
 292  plan-2  H19  0.020
 292  plan-2  H20  0.020
 292  plan-2  H21  0.020
 292  plan-3  C6   0.020
 292  plan-3  N9   0.020
 292  plan-3  C10  0.020
 292  plan-3  C11  0.020
 292  plan-3  O22  0.020
 292  plan-3  H9   0.020

