# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 05:48:03 2020
#   Inital geometry file: a 74 line input string
#   Ligand name: 3-(1,3-benzodioxol-5-yl)-1-methyl-1H-pyrazole-5-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nc(cc1C(O)=O)c2ccc3OCOc3c2
#
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
 BMC  BMC  '3-(1,3-benzodioxol-5-yl)-1-methyl-1H-pyrazole-5-carboxylic acid'  ligand  28  18  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BMC
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
 BMC  C1    C  CR16  0  -0.393   1.6382   0.8295  -0.0687
 BMC  C2    C  CR6   0   0.043   0.7536  -0.2660  -0.0424
 BMC  C3    C  CR16  0  -0.350   1.2548  -1.5634  -0.0389
 BMC  C4    C  CR16  0  -0.320   2.6279  -1.8286  -0.0608
 BMC  C5    C  CR56  0   0.291   3.4692  -0.7450  -0.0875
 BMC  C6    C  CR56  0   0.331   2.9788   0.5524  -0.0907
 BMC  O7    O  O     0  -0.487   4.0165   1.4231  -0.0970
 BMC  C8    C  CH2   0   0.068   5.1909   0.6445  -0.2846
 BMC  O9    O  O     0  -0.484   4.8223  -0.7158  -0.0923
 BMC  C10   C  CR5   0   0.296  -0.6919  -0.0318  -0.0214
 BMC  C11   C  CR15  0  -0.516  -1.7360  -0.9641   0.0154
 BMC  C12   C  CR5   0   0.292  -2.8877  -0.2062   0.0200
 BMC  N13   N  NR5   0  -0.314  -2.4991   1.0937  -0.0125
 BMC  N14   N  N     0  -0.286  -1.1864   1.2017  -0.0375
 BMC  C15   C  C     0   0.517  -4.2541  -0.7423   0.0544
 BMC  O16   O  OH1   0  -0.590  -5.1960   0.1849   0.0491
 BMC  O17   O  O     0  -0.431  -4.4719  -1.9287   0.0839
 BMC  C18   C  CH3   0  -0.518  -3.2947   2.3062  -0.0254
 BMC  H1    H  HCR6  0   0.269   1.2722   1.8474  -0.0685
 BMC  H3    H  HCR6  0   0.253   0.5737  -2.4036  -0.0216
 BMC  H4    H  HCR6  0   0.275   3.0013  -2.8435  -0.0549
 BMC  H8    H  HCH2  0   0.235   5.5724   0.7851  -1.3013
 BMC  H8A   H  HCH2  0   0.246   5.9447   0.9298   0.4495
 BMC  H11   H  HCR5  0   0.279  -1.6803  -2.0395   0.0373
 BMC  H18   H  HCH3  0   0.264  -3.9098   2.3772   0.8678
 BMC  H18A  H  HCH3  0   0.271  -2.6032   3.1415  -0.0485
 BMC  H18B  H  HCH3  0   0.264  -3.9305   2.3454  -0.9061
 BMC  H16   H  HOH1  0   0.496  -6.0729  -0.2289   0.0710

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
 BMC  C1   C2    aromatic  1.408  0.020  1.408
 BMC  C1   C6    aromatic  1.369  0.020  1.369
 BMC  C2   C3    aromatic  1.391  0.020  1.391
 BMC  C2   C10   single    1.465  0.020  1.465
 BMC  C3   C4    aromatic  1.399  0.020  1.399
 BMC  C4   C5    aromatic  1.372  0.020  1.372
 BMC  C5   C6    aromatic  1.387  0.020  1.387
 BMC  C5   O9    single    1.353  0.020  1.353
 BMC  C6   O7    single    1.355  0.020  1.355
 BMC  O7   C8    single    1.421  0.020  1.421
 BMC  C8   O9    single    1.422  0.020  1.422
 BMC  C10  C11   aromatic  1.400  0.020  1.400
 BMC  C10  N14   aromatic  1.329  0.020  1.329
 BMC  C11  C12   aromatic  1.379  0.020  1.379
 BMC  C12  N13   aromatic  1.357  0.020  1.357
 BMC  C12  C15   single    1.468  0.020  1.468
 BMC  N13  N14   aromatic  1.317  0.020  1.317
 BMC  N13  C18   single    1.450  0.020  1.450
 BMC  C15  O16   single    1.322  0.020  1.322
 BMC  C15  O17   double    1.207  0.020  1.207
 BMC  C1   H1    single    0.930  0.020  1.080
 BMC  C3   H3    single    0.930  0.020  1.080
 BMC  C4   H4    single    0.930  0.020  1.080
 BMC  C8   H8    single    0.970  0.020  1.090
 BMC  C8   H8A   single    0.970  0.020  1.090
 BMC  C11  H11   single    0.930  0.020  1.080
 BMC  O16  H16   single    0.850  0.020  0.980
 BMC  C18  H18   single    0.970  0.020  1.090
 BMC  C18  H18A  single    0.970  0.020  1.090
 BMC  C18  H18B  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
 BMC  H1    C1   C6    121.46  3.000
 BMC  H1    C1   C2    121.30  3.000
 BMC  C6    C1   C2    117.25  3.000
 BMC  C10   C2   C3    120.32  3.000
 BMC  C10   C2   C1    119.72  3.000
 BMC  C3    C2   C1    119.96  3.000
 BMC  H3    C3   C4    118.11  3.000
 BMC  H3    C3   C2    119.85  3.000
 BMC  C4    C3   C2    122.05  3.000
 BMC  H4    C4   C5    121.98  3.000
 BMC  H4    C4   C3    121.12  3.000
 BMC  C5    C4   C3    116.90  3.000
 BMC  O9    C5   C6    109.47  3.000
 BMC  O9    C5   C4    129.05  3.000
 BMC  C6    C5   C4    121.47  3.000
 BMC  O7    C6   C5    109.29  3.000
 BMC  O7    C6   C1    128.32  3.000
 BMC  C5    C6   C1    122.38  3.000
 BMC  C8    O7   C6    106.35  3.000
 BMC  H8A   C8   H8    110.53  3.000
 BMC  H8A   C8   O9    109.78  3.000
 BMC  H8    C8   O9    109.79  3.000
 BMC  H8A   C8   O7    109.82  3.000
 BMC  H8    C8   O7    109.88  3.000
 BMC  O9    C8   O7    106.97  3.000
 BMC  C8    O9   C5    106.27  3.000
 BMC  N14   C10  C11   109.92  3.000
 BMC  N14   C10  C2    121.03  3.000
 BMC  C11   C10  C2    129.04  3.000
 BMC  H11   C11  C12   126.30  3.000
 BMC  H11   C11  C10   128.80  3.000
 BMC  C12   C11  C10   104.89  3.000
 BMC  C15   C12  N13   128.08  3.000
 BMC  C15   C12  C11   125.22  3.000
 BMC  N13   C12  C11   106.70  3.000
 BMC  C18   N13  N14   118.55  3.000
 BMC  C18   N13  C12   130.09  3.000
 BMC  N14   N13  C12   111.36  3.000
 BMC  N13   N14  C10   107.13  3.000
 BMC  O17   C15  O16   124.14  3.000
 BMC  O17   C15  C12   121.84  3.000
 BMC  O16   C15  C12   114.01  3.000
 BMC  H16   O16  C15   110.18  3.000
 BMC  H18B  C18  H18A  109.14  3.000
 BMC  H18B  C18  H18   109.42  3.000
 BMC  H18A  C18  H18   109.14  3.000
 BMC  H18B  C18  N13   110.99  3.000
 BMC  H18A  C18  N13   107.11  3.000
 BMC  H18   C18  N13   110.97  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
 BMC  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 BMC  CONST_02  C11  C10  C2   C1    180.00   0.0  0
 BMC  CONST_03  N14  C10  C2   C1      0.00   0.0  0
 BMC  CONST_04  C4   C5   C6   C1      0.00   0.0  0
 BMC  CONST_05  C5   C6   C1   C2      0.00   0.0  0
 BMC  CONST_06  C5   C4   C3   C2      0.00   0.0  0
 BMC  CONST_07  C12  C11  C10  C2    180.00   0.0  0
 BMC  CONST_08  N13  N14  C10  C2    180.00   0.0  0
 BMC  CONST_09  C6   C1   C2   C3      0.00   0.0  0
 BMC  CONST_10  C11  C10  C2   C3      0.00   0.0  0
 BMC  CONST_11  N14  C10  C2   C3    180.00   0.0  0
 BMC  CONST_12  C6   C5   C4   C3      0.00   0.0  0
 BMC  CONST_13  C10  C2   C3   C4    180.00   0.0  0
 BMC  CONST_14  C10  C2   C1   C6    180.00   0.0  0
 BMC  CONST_15  N13  C12  C11  C10     0.00   0.0  0
 BMC  CONST_16  C12  N13  N14  C10     0.00   0.0  0
 BMC  CONST_17  N13  N14  C10  C11     0.00   0.0  0
 BMC  CONST_18  N14  N13  C12  C11     0.00   0.0  0
 BMC  CONST_19  N14  C10  C11  C12     0.00   0.0  0
 BMC  CONST_20  C15  C12  C11  C10   180.00   0.0  0
 BMC  CONST_21  C18  N13  N14  C10   180.00   0.0  0
 BMC  CONST_22  C18  N13  C12  C11   180.00   0.0  0
 BMC  CONST_23  C15  C12  N13  N14   180.00   0.0  0
 BMC  CONST_24  H3   C3   C2   C1    180.00   0.0  0
 BMC  CONST_25  H4   C4   C3   C2    180.00   0.0  0
 BMC  CONST_26  H11  C11  C10  C2      0.00   0.0  0
 BMC  CONST_27  H1   C1   C2   C3    180.00   0.0  0
 BMC  CONST_28  H16  O16  C15  C12   180.00   0.0  0
 BMC  Var_01    O7   C8   O9   C5     12.49  30.0  1
 BMC  Var_02    O9   C8   O7   C6    -12.51  30.0  1
 BMC  Var_03    O16  C15  C12  C11  -179.86  30.0  2
 BMC  Var_04    H18  C18  N13  C12    60.71  30.0  2

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
 BMC  plan-1  C2   0.020
 BMC  plan-1  C10  0.020
 BMC  plan-1  C11  0.020
 BMC  plan-1  C12  0.020
 BMC  plan-1  N13  0.020
 BMC  plan-1  N14  0.020
 BMC  plan-1  C15  0.020
 BMC  plan-1  C18  0.020
 BMC  plan-1  H11  0.020
 BMC  plan-2  C1   0.020
 BMC  plan-2  C2   0.020
 BMC  plan-2  C3   0.020
 BMC  plan-2  C4   0.020
 BMC  plan-2  C5   0.020
 BMC  plan-2  C6   0.020
 BMC  plan-2  O7   0.020
 BMC  plan-2  O9   0.020
 BMC  plan-2  C10  0.020
 BMC  plan-2  H1   0.020
 BMC  plan-2  H3   0.020
 BMC  plan-2  H4   0.020
 BMC  plan-3  C12  0.020
 BMC  plan-3  C15  0.020
 BMC  plan-3  O16  0.020
 BMC  plan-3  O17  0.020
 BMC  plan-3  H16  0.020

