# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 04:22:20 2021
#   Inital geometry file: a 65 line input string
#   Ligand name: N-cyclopropylpyrazolo[1,5-a]pyrimidine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(NC1CC1)c2cnn3cccnc23
#
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
 UUP  UUP  N-cyclopropylpyrazolo[1,5-a]pyrimidine-3-carboxamide  ligand  25  15  .  2022-07-22  2022-07-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_UUP
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
 UUP  N1   N  N     0  -0.296  -24.2211  11.5725  25.9854
 UUP  N3   N  N     0  -0.452  -22.1557  13.5340  28.0519
 UUP  C4   C  CR5   0  -0.371  -22.0632  12.2823  25.8891
 UUP  C5   C  CR15  0  -0.004  -23.1001  11.5552  25.2881
 UUP  C6   C  CR16  0   0.096  -24.7853  12.6147  28.0628
 UUP  C7   C  CR16  0  -0.405  -24.3157  13.3885  29.0781
 UUP  C8   C  CR16  0  -0.017  -22.9743  13.8287  29.0282
 UUP  N    N  NH1   0  -0.683  -19.8707  13.1922  26.1195
 UUP  C    C  C     0   0.509  -20.7065  12.4593  25.3589
 UUP  O    O  O     0  -0.494  -20.3743  11.9634  24.2890
 UUP  C1   C  CH1   0  -0.078  -18.5215  13.4427  25.7375
 UUP  C2   C  CH2   0  -0.484  -18.2388  14.4475  24.6655
 UUP  C3   C  CH2   0  -0.516  -17.9377  14.7697  26.0975
 UUP  C9   C  CR56  0   0.643  -22.6348  12.7755  27.0592
 UUP  N2   N  N     0  -0.356  -23.9345  12.3150  27.0595
 UUP  H1   H  HCR5  0   0.285  -23.0595  11.0135  24.3554
 UUP  H2   H  HCR6  0   0.334  -25.7879  12.2191  27.9941
 UUP  H3   H  HCR6  0   0.304  -24.9575  13.6576  29.9022
 UUP  H4   H  HCR6  0   0.289  -22.5817  14.4427  29.8295
 UUP  H5   H  HNH1  0   0.407  -20.1924  13.5320  27.0154
 UUP  H6   H  HCH1  0   0.265  -17.8576  12.5853  25.7907
 UUP  H7   H  HCH2  0   0.254  -17.4142  14.2512  23.9930
 UUP  H8   H  HCH2  0   0.254  -19.0877  14.9378  24.2073
 UUP  H9   H  HCH2  0   0.259  -16.9051  14.7930  26.4196
 UUP  H10  H  HCH2  0   0.256  -18.5789  15.4820  26.6022

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
 UUP  O   C    double    1.225  0.020  1.225
 UUP  C2  C1   single    1.496  0.020  1.496
 UUP  C2  C3   single    1.498  0.020  1.498
 UUP  C5  N1   aromatic  1.320  0.020  1.320
 UUP  C5  C4   aromatic  1.402  0.020  1.402
 UUP  C   C4   single    1.467  0.020  1.467
 UUP  C   N    single    1.347  0.020  1.347
 UUP  N1  N2   aromatic  1.337  0.020  1.337
 UUP  C4  C9   aromatic  1.393  0.020  1.393
 UUP  C1  C3   single    1.494  0.020  1.494
 UUP  C1  N    single    1.424  0.020  1.424
 UUP  N2  C9   aromatic  1.379  0.020  1.379
 UUP  N2  C6   aromatic  1.349  0.020  1.349
 UUP  C9  N3   aromatic  1.338  0.020  1.338
 UUP  C6  C7   aromatic  1.360  0.020  1.360
 UUP  N3  C8   aromatic  1.308  0.020  1.308
 UUP  C8  C7   aromatic  1.413  0.020  1.413
 UUP  C5  H1   single    0.930  0.020  1.080
 UUP  C6  H2   single    0.930  0.020  1.080
 UUP  C7  H3   single    0.930  0.020  1.080
 UUP  C8  H4   single    0.930  0.020  1.080
 UUP  N   H5   single    0.860  0.020  1.020
 UUP  C1  H6   single    0.970  0.020  1.090
 UUP  C2  H7   single    0.970  0.020  1.090
 UUP  C2  H8   single    0.970  0.020  1.090
 UUP  C3  H9   single    0.970  0.020  1.090
 UUP  C3  H10  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
 UUP  N2   N1  C5  104.46  3.000
 UUP  C9   N3  C8  117.22  3.000
 UUP  C9   C4  C   129.82  3.000
 UUP  C9   C4  C5  103.90  3.000
 UUP  C    C4  C5  126.27  3.000
 UUP  H1   C5  C4  127.08  3.000
 UUP  H1   C5  N1  119.66  3.000
 UUP  C4   C5  N1  113.25  3.000
 UUP  H2   C6  N2  117.18  3.000
 UUP  H2   C6  C7  125.19  3.000
 UUP  N2   C6  C7  117.63  3.000
 UUP  H3   C7  C8  120.95  3.000
 UUP  H3   C7  C6  120.45  3.000
 UUP  C8   C7  C6  118.60  3.000
 UUP  H4   C8  C7  119.65  3.000
 UUP  H4   C8  N3  116.95  3.000
 UUP  C7   C8  N3  123.40  3.000
 UUP  H5   N   C1  118.69  3.000
 UUP  H5   N   C   119.08  3.000
 UUP  C1   N   C   122.14  3.000
 UUP  O    C   N   123.03  3.000
 UUP  N    C   C4  115.81  3.000
 UUP  O    C   C4  121.16  3.000
 UUP  H6   C1  C3  116.79  3.000
 UUP  H6   C1  C2  116.74  3.000
 UUP  C3   C1  C2   60.15  3.000
 UUP  H6   C1  N   115.29  3.000
 UUP  C3   C1  N   117.51  3.000
 UUP  C2   C1  N   119.29  3.000
 UUP  H8   C2  H7  114.64  3.000
 UUP  H8   C2  C3  117.71  3.000
 UUP  H7   C2  C3  118.67  3.000
 UUP  H8   C2  C1  117.35  3.000
 UUP  H7   C2  C1  117.87  3.000
 UUP  C3   C2  C1   59.84  3.000
 UUP  H10  C3  H9  114.34  3.000
 UUP  H10  C3  C2  117.88  3.000
 UUP  H9   C3  C2  118.75  3.000
 UUP  H10  C3  C1  117.71  3.000
 UUP  H9   C3  C1  117.64  3.000
 UUP  C2   C3  C1   60.01  3.000
 UUP  N2   C9  C4  105.59  3.000
 UUP  N2   C9  N3  121.78  3.000
 UUP  C4   C9  N3  132.62  3.000
 UUP  C9   N2  C6  121.36  3.000
 UUP  C6   N2  N1  125.85  3.000
 UUP  C9   N2  N1  112.79  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
 UUP  CONST_01  C9  C4  C5  N1    0.00   0.0  0
 UUP  CONST_02  C4  C9  N2  N1    0.00   0.0  0
 UUP  CONST_03  N3  C9  N2  N1  180.00   0.0  0
 UUP  CONST_04  C7  C6  N2  N1  180.00   0.0  0
 UUP  CONST_05  C5  C4  C9  N3  180.00   0.0  0
 UUP  CONST_06  C6  N2  C9  N3    0.00   0.0  0
 UUP  CONST_07  C6  C7  C8  N3    0.00   0.0  0
 UUP  CONST_08  N2  N1  C5  C4    0.00   0.0  0
 UUP  CONST_09  C6  N2  C9  C4  180.00   0.0  0
 UUP  CONST_10  C8  N3  C9  C4  180.00   0.0  0
 UUP  CONST_11  C9  N2  N1  C5    0.00   0.0  0
 UUP  CONST_12  C6  N2  N1  C5  180.00   0.0  0
 UUP  CONST_13  N2  C9  C4  C5    0.00   0.0  0
 UUP  CONST_14  C9  N2  C6  C7    0.00   0.0  0
 UUP  CONST_15  C9  N3  C8  C7    0.00   0.0  0
 UUP  CONST_16  N2  C9  N3  C8    0.00   0.0  0
 UUP  CONST_17  N2  C6  C7  C8    0.00   0.0  0
 UUP  CONST_18  C   C4  C5  N1  180.00   0.0  0
 UUP  CONST_19  C   C4  C9  N3    0.00   0.0  0
 UUP  CONST_20  N2  C9  C4  C   180.00   0.0  0
 UUP  CONST_21  H2  C6  N2  N1    0.00   0.0  0
 UUP  CONST_22  H3  C7  C8  N3  180.00   0.0  0
 UUP  CONST_23  H4  C8  C7  C6  180.00   0.0  0
 UUP  CONST_24  H1  C5  C4  C9  180.00   0.0  0
 UUP  CONST_25  C1  N   C   C4  180.00   0.0  0
 UUP  CONST_26  C1  N   C   O     0.00   0.0  0
 UUP  CONST_27  H5  N   C   C4    0.00   0.0  0
 UUP  Var_01    C3  C2  C1  N   106.78  30.0  1
 UUP  Var_02    H9  C3  C2  C1  107.12  30.0  1
 UUP  Var_03    O   C   C4  C5    0.61  30.0  2
 UUP  Var_04    C2  C1  N   C    75.71  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
 UUP  chir_01  C1  C2  C3  N  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
 UUP  plan-1  N1  0.020
 UUP  plan-1  N3  0.020
 UUP  plan-1  C4  0.020
 UUP  plan-1  C5  0.020
 UUP  plan-1  C6  0.020
 UUP  plan-1  C7  0.020
 UUP  plan-1  C8  0.020
 UUP  plan-1  C   0.020
 UUP  plan-1  C9  0.020
 UUP  plan-1  N2  0.020
 UUP  plan-1  H1  0.020
 UUP  plan-1  H2  0.020
 UUP  plan-1  H3  0.020
 UUP  plan-1  H4  0.020
 UUP  plan-2  C4  0.020
 UUP  plan-2  N   0.020
 UUP  plan-2  C   0.020
 UUP  plan-2  O   0.020
 UUP  plan-2  C1  0.020
 UUP  plan-2  H5  0.020

