# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 01:03:59 2020
#   Inital geometry file: a 66 line input string
#   Ligand name: methyl 5-furan-2-yl-3-methyl-1H-pyrazole-4-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)c1c(C)n[nH]c1c2occc2
#
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
 37D  37D  'methyl 5-furan-2-yl-3-methyl-1H-pyrazole-4-carboxylate'  ligand  25  15  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_37D
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
 37D  C1    C  CR15  0  -0.331  -3.9656  -0.5103   0.2010
 37D  C2    C  CR15  0  -0.004  -3.5933   0.5621  -0.5387
 37D  C4    C  CR5   0   0.335  -1.7748  -0.5654  -0.1758
 37D  C5    C  CR15  0  -0.356  -2.7744  -1.2535   0.4377
 37D  C6    C  CR5   0   0.411  -0.3656  -0.8596  -0.3088
 37D  C9    C  CR5   0   0.283   1.8515  -1.0163  -0.4549
 37D  C10   C  CR5   0  -0.342   0.7933  -0.0922  -0.2459
 37D  C11   C  C     0   0.501   0.8497   1.3283   0.0820
 37D  C13   C  CH3   0  -0.423   2.2659   3.2026   0.2422
 37D  C15   C  CH3   0  -0.736   3.3231  -0.7904  -0.4829
 37D  O14   O  O     0  -0.453  -0.0884   1.9790   0.4783
 37D  O12   O  O2    0  -0.458   2.0666   1.8301  -0.0902
 37D  N8    N  N     0  -0.270   1.3686  -2.2305  -0.6203
 37D  N7    N  NR15  0  -0.497   0.0466  -2.1115  -0.5352
 37D  O3    O  O     0  -0.394  -2.2696   0.5353  -0.7740
 37D  H1    H  HCR5  0   0.271  -4.9613  -0.7419   0.5413
 37D  H2    H  HCR5  0   0.284  -4.1405   1.3927  -0.9539
 37D  H5    H  HCR5  0   0.275  -2.6708  -2.1645   1.0052
 37D  H13   H  HCH3  0   0.252   3.3165   3.4031   0.0550
 37D  H13A  H  HCH3  0   0.238   1.6579   3.8574  -0.3816
 37D  H13B  H  HCH3  0   0.238   2.0432   3.3971   1.2911
 37D  H15   H  HCH3  0   0.250   3.6824  -0.3758   0.4585
 37D  H15A  H  HCH3  0   0.248   3.8365  -1.7341  -0.6581
 37D  H15B  H  HCH3  0   0.251   3.6068  -0.0953  -1.2719
 37D  HN7   H  HNR5  0   0.429  -0.5396  -2.9205  -0.6789

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
 37D  C1   C2    aromatic  1.355  0.020  1.355
 37D  C1   C5    aromatic  1.424  0.020  1.424
 37D  C2   O3    aromatic  1.345  0.020  1.345
 37D  C4   C5    aromatic  1.360  0.020  1.360
 37D  C4   C6    single    1.446  0.020  1.446
 37D  C4   O3    aromatic  1.347  0.020  1.347
 37D  C6   C10   aromatic  1.391  0.020  1.391
 37D  C6   N7    aromatic  1.337  0.020  1.337
 37D  C9   C10   aromatic  1.420  0.020  1.420
 37D  C9   C15   single    1.489  0.020  1.489
 37D  C9   N8    aromatic  1.317  0.020  1.317
 37D  C10  C11   single    1.459  0.020  1.459
 37D  C11  O14   double    1.209  0.020  1.209
 37D  C11  O12   single    1.327  0.020  1.327
 37D  C13  O12   single    1.426  0.020  1.426
 37D  N8   N7    aromatic  1.330  0.020  1.330
 37D  C1   H1    single    0.930  0.020  1.080
 37D  C2   H2    single    0.930  0.020  1.080
 37D  C5   H5    single    0.930  0.020  1.080
 37D  C13  H13   single    0.970  0.020  1.090
 37D  C13  H13A  single    0.970  0.020  1.090
 37D  C13  H13B  single    0.970  0.020  1.090
 37D  C15  H15   single    0.970  0.020  1.090
 37D  C15  H15A  single    0.970  0.020  1.090
 37D  C15  H15B  single    0.970  0.020  1.090
 37D  N7   HN7   single    0.860  0.020  1.020

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
 37D  H1    C1   C5    127.47  3.000
 37D  H1    C1   C2    126.62  3.000
 37D  C5    C1   C2    105.90  3.000
 37D  H2    C2   O3    116.60  3.000
 37D  H2    C2   C1    132.90  3.000
 37D  O3    C2   C1    110.50  3.000
 37D  O3    C4   C6    118.92  3.000
 37D  O3    C4   C5    110.11  3.000
 37D  C6    C4   C5    130.92  3.000
 37D  H5    C5   C4    126.46  3.000
 37D  H5    C5   C1    127.51  3.000
 37D  C4    C5   C1    106.01  3.000
 37D  N7    C6   C10   105.50  3.000
 37D  N7    C6   C4    120.43  3.000
 37D  C10   C6   C4    134.07  3.000
 37D  N8    C9   C15   119.99  3.000
 37D  N8    C9   C10   110.19  3.000
 37D  C15   C9   C10   129.81  3.000
 37D  C11   C10  C9    129.62  3.000
 37D  C11   C10  C6    125.40  3.000
 37D  C9    C10  C6    104.78  3.000
 37D  O12   C11  O14   123.41  3.000
 37D  O12   C11  C10   111.98  3.000
 37D  O14   C11  C10   124.60  3.000
 37D  H13B  C13  H13A  109.25  3.000
 37D  H13B  C13  H13   109.32  3.000
 37D  H13A  C13  H13   109.28  3.000
 37D  H13B  C13  O12   111.56  3.000
 37D  H13A  C13  O12   111.52  3.000
 37D  H13   C13  O12   105.82  3.000
 37D  H15B  C15  H15A  108.29  3.000
 37D  H15B  C15  H15   107.29  3.000
 37D  H15A  C15  H15   108.26  3.000
 37D  H15B  C15  C9    111.58  3.000
 37D  H15A  C15  C9    109.73  3.000
 37D  H15   C15  C9    111.56  3.000
 37D  C13   O12  C11   117.50  3.000
 37D  N7    N8   C9    105.89  3.000
 37D  HN7   N7   N8    119.76  3.000
 37D  HN7   N7   C6    126.54  3.000
 37D  N8    N7   C6    113.64  3.000
 37D  C4    O3   C2    107.47  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
 37D  CONST_01  C4   O3   C2   C1     0.00   0.0  0
 37D  CONST_02  C6   C4   C5   C1   180.00   0.0  0
 37D  CONST_03  O3   C4   C5   C1     0.00   0.0  0
 37D  CONST_04  C4   C5   C1   C2     0.00   0.0  0
 37D  CONST_05  C5   C4   O3   C2     0.00   0.0  0
 37D  CONST_06  C6   C4   O3   C2   180.00   0.0  0
 37D  CONST_07  C9   C10  C6   C4   180.00   0.0  0
 37D  CONST_08  N8   N7   C6   C4   180.00   0.0  0
 37D  CONST_09  O3   C2   C1   C5     0.00   0.0  0
 37D  CONST_12  N8   C9   C10  C6     0.00   0.0  0
 37D  CONST_13  C9   N8   N7   C6     0.00   0.0  0
 37D  CONST_14  N7   C6   C10  C9     0.00   0.0  0
 37D  CONST_16  N8   N7   C6   C10    0.00   0.0  0
 37D  CONST_17  N7   N8   C9   C10    0.00   0.0  0
 37D  CONST_19  C11  C10  C6   C4     0.00   0.0  0
 37D  CONST_20  C15  C9   C10  C6   180.00   0.0  0
 37D  CONST_21  N7   C6   C10  C11  180.00   0.0  0
 37D  CONST_22  N8   C9   C10  C11  180.00   0.0  0
 37D  CONST_23  N7   N8   C9   C15  180.00   0.0  0
 37D  CONST_24  H5   C5   C1   C2   180.00   0.0  0
 37D  CONST_25  H1   C1   C5   C4   180.00   0.0  0
 37D  CONST_26  HN7  N7   C6   C4     0.00   0.0  0
 37D  CONST_27  H2   C2   O3   C4   180.00   0.0  0
 37D  Var_01    O14  C11  C10  C6     8.32  30.0  2
 37D  Var_02    H15  C15  C9   C10   59.34  30.0  2
 37D  Var_03    H13  C13  O12  C11  178.65  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
 37D  plan-1  C1   0.020
 37D  plan-1  C2   0.020
 37D  plan-1  C4   0.020
 37D  plan-1  C5   0.020
 37D  plan-1  C6   0.020
 37D  plan-1  O3   0.020
 37D  plan-1  H1   0.020
 37D  plan-1  H2   0.020
 37D  plan-1  H5   0.020
 37D  plan-2  C4   0.020
 37D  plan-2  C6   0.020
 37D  plan-2  C9   0.020
 37D  plan-2  C10  0.020
 37D  plan-2  C11  0.020
 37D  plan-2  C15  0.020
 37D  plan-2  N8   0.020
 37D  plan-2  N7   0.020
 37D  plan-2  HN7  0.020
 37D  plan-3  C10  0.020
 37D  plan-3  C11  0.020
 37D  plan-3  O14  0.020
 37D  plan-3  O12  0.020

