# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 07:41:54 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 1-(2-aminoethyl)-3-[2-(quinolin-3-yl)pyridin-4-yl]-1H-pyrazole-5-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCCn1nc(cc1C(O)=O)c2ccnc(c2)c3cnc4ccccc4c3
#
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
 CD2  CD2  '1-(2-aminoethyl)-3-[2-(quinolin-3-yl)pyridin-4-yl]-1H-pyrazole-5-carboxylic acid'  ligand  44  27  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CD2
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
 CD2  C1    C  CR16  0  -0.257  -7.3148  -1.6643   0.1548
 CD2  C2    C  CR16  0  -0.254  -7.4308  -0.4695  -0.5877
 CD2  C3    C  CR16  0  -0.310  -6.3462   0.3468  -0.7563
 CD2  C4    C  CR16  0  -0.290  -6.1187  -2.0255   0.7141
 CD2  C5    C  CR66  0   0.206  -4.9823  -1.2022   0.5533
 CD2  C6    C  CR66  0   0.100  -5.0986  -0.0012  -0.1890
 CD2  C7    C  CR16  0  -0.225  -3.9484   0.7992  -0.3289
 CD2  C8    C  CR6   0  -0.015  -2.7629   0.3973   0.2327
 CD2  C9    C  CR16  0  -0.121  -2.7661  -0.8207   0.9594
 CD2  N10   N  N     0  -0.425  -3.8114  -1.5825   1.1184
 CD2  C11   C  CR6   0   0.239  -1.5381   1.2105   0.1041
 CD2  N12   N  N     0  -0.433  -1.7118   2.5174  -0.0950
 CD2  C13   C  CR16  0  -0.059  -0.6362   3.2799  -0.2135
 CD2  C14   C  CR16  0  -0.409   0.6609   2.7994  -0.1386
 CD2  C15   C  CR6   0   0.175   0.8558   1.4356   0.0559
 CD2  C16   C  CR16  0  -0.379  -0.2753   0.6318   0.1737
 CD2  C17   C  CR5   0   0.297   2.1982   0.8630   0.1254
 CD2  C18   C  CR15  0  -0.506   3.4343   1.5177   0.1172
 CD2  N19   N  N     0  -0.276   2.3760  -0.4500   0.2161
 CD2  N20   N  NR5   0  -0.327   3.6717  -0.6599   0.2745
 CD2  C21   C  CR5   0   0.291   4.3676   0.5085   0.2106
 CD2  C22   C  C     0   0.524   5.8230   0.7191   0.2434
 CD2  C23   C  CH2   0  -0.290   4.4693  -2.5405  -1.1144
 CD2  C24   C  CH2   0  -0.308   4.1345  -2.0392   0.2860
 CD2  O25   O  OH1   0  -0.589   6.5300  -0.3876   0.3823
 CD2  N26   N  NH2   0  -0.799   4.8733  -3.9318  -1.0274
 CD2  O27   O  O     0  -0.426   6.3022   1.8219   0.1516
 CD2  H1    H  HCR6  0   0.266  -8.1829  -2.2978   0.2813
 CD2  H2    H  HCR6  0   0.266  -8.3845  -0.2024  -1.0232
 CD2  H3    H  HCR6  0   0.263  -6.4299   1.2650  -1.3250
 CD2  H4    H  HCR6  0   0.263  -6.0204  -2.9400   1.2852
 CD2  H7    H  HCR6  0   0.266  -4.0027   1.7246  -0.8894
 CD2  H9    H  HCR6  0   0.262  -1.8558  -1.1556   1.4467
 CD2  H13   H  HCR6  0   0.269  -0.8099   4.3382  -0.3721
 CD2  H14   H  HCR6  0   0.265   1.4905   3.4859  -0.2388
 CD2  H16   H  HCR6  0   0.269  -0.1633  -0.4358   0.3017
 CD2  H18   H  HCR5  0   0.286   3.6352   2.5744   0.0633
 CD2  H23   H  HCH2  0   0.212   3.6085  -2.3598  -1.7716
 CD2  H23A  H  HCH2  0   0.233   5.3017  -1.9609  -1.5158
 CD2  H24   H  HCH2  0   0.272   4.9915  -2.1356   0.9453
 CD2  H24A  H  HCH2  0   0.274   3.3199  -2.6233   0.7116
 CD2  HO25  H  HOH1  0   0.497   7.4778  -0.1824   0.3899
 CD2  HN26  H  HNH2  0   0.347   4.0606  -4.5137  -0.8664
 CD2  HN2A  H  HNH2  0   0.357   5.2534  -4.2296  -1.9158

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
 CD2  C2   C1    aromatic  1.411  0.020  1.411
 CD2  C4   C1    aromatic  1.369  0.020  1.369
 CD2  C1   H1    single    0.930  0.020  1.080
 CD2  C3   C2    aromatic  1.368  0.020  1.368
 CD2  C2   H2    single    0.930  0.020  1.080
 CD2  C6   C3    aromatic  1.414  0.020  1.414
 CD2  C3   H3    single    0.930  0.020  1.080
 CD2  C5   C4    aromatic  1.412  0.020  1.412
 CD2  C4   H4    single    0.930  0.020  1.080
 CD2  C6   C5    aromatic  1.417  0.020  1.417
 CD2  N10  C5    aromatic  1.355  0.020  1.355
 CD2  C7   C6    aromatic  1.408  0.020  1.408
 CD2  C8   C7    aromatic  1.372  0.020  1.372
 CD2  C7   H7    single    0.930  0.020  1.080
 CD2  C11  C8    single    1.476  0.020  1.476
 CD2  C8   C9    aromatic  1.418  0.020  1.418
 CD2  C9   N10   aromatic  1.303  0.020  1.303
 CD2  C9   H9    single    0.930  0.020  1.080
 CD2  C16  C11   aromatic  1.391  0.020  1.391
 CD2  N12  C11   aromatic  1.333  0.020  1.333
 CD2  C13  N12   aromatic  1.324  0.020  1.324
 CD2  C14  C13   aromatic  1.385  0.020  1.385
 CD2  C13  H13   single    0.930  0.020  1.080
 CD2  C14  C15   aromatic  1.391  0.020  1.391
 CD2  C14  H14   single    0.930  0.020  1.080
 CD2  C17  C15   single    1.461  0.020  1.461
 CD2  C15  C16   aromatic  1.393  0.020  1.393
 CD2  C16  H16   single    0.930  0.020  1.080
 CD2  C18  C17   aromatic  1.399  0.020  1.399
 CD2  C17  N19   aromatic  1.328  0.020  1.328
 CD2  C21  C18   aromatic  1.378  0.020  1.378
 CD2  C18  H18   single    0.930  0.020  1.080
 CD2  N20  N19   aromatic  1.314  0.020  1.314
 CD2  C21  N20   aromatic  1.361  0.020  1.361
 CD2  N20  C24   single    1.455  0.020  1.455
 CD2  C22  C21   single    1.471  0.020  1.471
 CD2  O27  C22   double    1.206  0.020  1.206
 CD2  O25  C22   single    1.321  0.020  1.321
 CD2  C24  C23   single    1.525  0.020  1.525
 CD2  N26  C23   single    1.451  0.020  1.451
 CD2  C23  H23   single    0.970  0.020  1.090
 CD2  C23  H23A  single    0.970  0.020  1.090
 CD2  C24  H24   single    0.970  0.020  1.090
 CD2  C24  H24A  single    0.970  0.020  1.090
 CD2  O25  HO25  single    0.850  0.020  0.980
 CD2  N26  HN26  single    0.890  0.020  1.040
 CD2  N26  HN2A  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
 CD2  H1    C1   C4    119.92  3.000
 CD2  H1    C1   C2    119.41  3.000
 CD2  C4    C1   C2    120.67  3.000
 CD2  H2    C2   C3    120.13  3.000
 CD2  H2    C2   C1    119.55  3.000
 CD2  C3    C2   C1    120.32  3.000
 CD2  H3    C3   C6    119.17  3.000
 CD2  H3    C3   C2    120.62  3.000
 CD2  C6    C3   C2    120.22  3.000
 CD2  H4    C4   C5    118.64  3.000
 CD2  H4    C4   C1    121.18  3.000
 CD2  C5    C4   C1    120.18  3.000
 CD2  N10   C5   C6    121.84  3.000
 CD2  N10   C5   C4    118.97  3.000
 CD2  C6    C5   C4    119.19  3.000
 CD2  C7    C6   C5    117.83  3.000
 CD2  C7    C6   C3    122.75  3.000
 CD2  C5    C6   C3    119.42  3.000
 CD2  H7    C7   C8    120.36  3.000
 CD2  H7    C7   C6    119.73  3.000
 CD2  C8    C7   C6    119.91  3.000
 CD2  C11   C8   C9    121.31  3.000
 CD2  C9    C8   C7    117.34  3.000
 CD2  C11   C8   C7    121.34  3.000
 CD2  H9    C9   N10   115.95  3.000
 CD2  H9    C9   C8    119.54  3.000
 CD2  N10   C9   C8    124.49  3.000
 CD2  C9    N10  C5    118.58  3.000
 CD2  C16   C11  N12   122.25  3.000
 CD2  N12   C11  C8    116.42  3.000
 CD2  C16   C11  C8    121.33  3.000
 CD2  C13   N12  C11   118.17  3.000
 CD2  H13   C13  C14   119.77  3.000
 CD2  H13   C13  N12   116.43  3.000
 CD2  C14   C13  N12   123.80  3.000
 CD2  H14   C14  C15   121.86  3.000
 CD2  H14   C14  C13   119.54  3.000
 CD2  C15   C14  C13   118.60  3.000
 CD2  C17   C15  C16   121.07  3.000
 CD2  C16   C15  C14   117.64  3.000
 CD2  C17   C15  C14   121.30  3.000
 CD2  H16   C16  C15   119.73  3.000
 CD2  H16   C16  C11   120.73  3.000
 CD2  C15   C16  C11   119.54  3.000
 CD2  N19   C17  C18   110.17  3.000
 CD2  N19   C17  C15   120.91  3.000
 CD2  C18   C17  C15   128.92  3.000
 CD2  H18   C18  C21   126.56  3.000
 CD2  H18   C18  C17   128.64  3.000
 CD2  C21   C18  C17   104.80  3.000
 CD2  N20   N19  C17   107.04  3.000
 CD2  C24   N20  C21   130.64  3.000
 CD2  C24   N20  N19   117.74  3.000
 CD2  C21   N20  N19   111.40  3.000
 CD2  C22   C21  N20   128.88  3.000
 CD2  C22   C21  C18   124.53  3.000
 CD2  N20   C21  C18   106.59  3.000
 CD2  O27   C22  O25   124.17  3.000
 CD2  O25   C22  C21   114.33  3.000
 CD2  O27   C22  C21   121.50  3.000
 CD2  H23A  C23  H23   106.89  3.000
 CD2  H23A  C23  N26   108.60  3.000
 CD2  H23   C23  N26   114.32  3.000
 CD2  H23A  C23  C24   109.32  3.000
 CD2  H23   C23  C24   108.87  3.000
 CD2  N26   C23  C24   108.74  3.000
 CD2  H24A  C24  H24   107.79  3.000
 CD2  H24A  C24  C23   110.30  3.000
 CD2  H24   C24  C23   110.81  3.000
 CD2  H24A  C24  N20   105.88  3.000
 CD2  H24   C24  N20   109.88  3.000
 CD2  C23   C24  N20   111.98  3.000
 CD2  HO25  O25  C22   110.29  3.000
 CD2  HN2A  N26  HN26  105.80  3.000
 CD2  HN2A  N26  C23   109.53  3.000
 CD2  HN26  N26  C23   109.70  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
 CD2  CONST_01  C6    C3   C2   C1      0.00   0.0  0
 CD2  CONST_02  C6    C5   C4   C1      0.00   0.0  0
 CD2  CONST_03  N10   C5   C4   C1    180.00   0.0  0
 CD2  CONST_04  C5    C4   C1   C2      0.00   0.0  0
 CD2  CONST_05  C5    C6   C3   C2      0.00   0.0  0
 CD2  CONST_06  C7    C6   C3   C2    180.00   0.0  0
 CD2  CONST_07  C4    C1   C2   C3      0.00   0.0  0
 CD2  CONST_08  C4    C5   C6   C3      0.00   0.0  0
 CD2  CONST_09  N10   C5   C6   C3    180.00   0.0  0
 CD2  CONST_10  C8    C7   C6   C3    180.00   0.0  0
 CD2  CONST_11  C7    C6   C5   C4    180.00   0.0  0
 CD2  CONST_12  C9    N10  C5   C4    180.00   0.0  0
 CD2  CONST_13  C8    C7   C6   C5      0.00   0.0  0
 CD2  CONST_14  C8    C9   N10  C5      0.00   0.0  0
 CD2  CONST_15  C9    N10  C5   C6      0.00   0.0  0
 CD2  CONST_16  C11   C8   C7   C6    180.00   0.0  0
 CD2  CONST_17  C9    C8   C7   C6      0.00   0.0  0
 CD2  CONST_18  N10   C5   C6   C7      0.00   0.0  0
 CD2  CONST_21  N10   C9   C8   C7      0.00   0.0  0
 CD2  CONST_22  C15   C16  C11  C8    180.00   0.0  0
 CD2  CONST_23  C13   N12  C11  C8    180.00   0.0  0
 CD2  CONST_26  C11   C8   C9   N10   180.00   0.0  0
 CD2  CONST_27  C14   C15  C16  C11     0.00   0.0  0
 CD2  CONST_28  C17   C15  C16  C11   180.00   0.0  0
 CD2  CONST_29  C14   C13  N12  C11     0.00   0.0  0
 CD2  CONST_30  C15   C16  C11  N12     0.00   0.0  0
 CD2  CONST_31  C15   C14  C13  N12     0.00   0.0  0
 CD2  CONST_32  C16   C11  N12  C13     0.00   0.0  0
 CD2  CONST_33  C17   C15  C14  C13   180.00   0.0  0
 CD2  CONST_34  C16   C15  C14  C13     0.00   0.0  0
 CD2  CONST_35  C18   C17  C15  C14     0.00   0.0  0
 CD2  CONST_36  N19   C17  C15  C14   180.00   0.0  0
 CD2  CONST_37  C21   C18  C17  C15   180.00   0.0  0
 CD2  CONST_38  N20   N19  C17  C15   180.00   0.0  0
 CD2  CONST_39  C18   C17  C15  C16   180.00   0.0  0
 CD2  CONST_40  N19   C17  C15  C16     0.00   0.0  0
 CD2  CONST_41  N20   C21  C18  C17     0.00   0.0  0
 CD2  CONST_42  C21   N20  N19  C17     0.00   0.0  0
 CD2  CONST_43  N20   N19  C17  C18     0.00   0.0  0
 CD2  CONST_44  N19   N20  C21  C18     0.00   0.0  0
 CD2  CONST_45  C21   C18  C17  N19     0.00   0.0  0
 CD2  CONST_46  C22   C21  C18  C17   180.00   0.0  0
 CD2  CONST_47  C24   N20  N19  C17   180.00   0.0  0
 CD2  CONST_48  C24   N20  C21  C18   180.00   0.0  0
 CD2  CONST_49  C22   C21  N20  N19   180.00   0.0  0
 CD2  CONST_50  H3    C3   C2   C1    180.00   0.0  0
 CD2  CONST_51  H4    C4   C1   C2    180.00   0.0  0
 CD2  CONST_52  H1    C1   C2   C3    180.00   0.0  0
 CD2  CONST_53  H7    C7   C6   C3      0.00   0.0  0
 CD2  CONST_54  H2    C2   C1   C4    180.00   0.0  0
 CD2  CONST_55  H9    C9   N10  C5    180.00   0.0  0
 CD2  CONST_56  H16   C16  C11  C8      0.00   0.0  0
 CD2  CONST_57  H13   C13  N12  C11   180.00   0.0  0
 CD2  CONST_58  H14   C14  C13  N12   180.00   0.0  0
 CD2  CONST_59  H18   C18  C17  C15     0.00   0.0  0
 CD2  CONST_60  HO25  O25  C22  C21   180.00   0.0  0
 CD2  Var_01    O27   C22  C21  C18    -2.07  30.0  3
 CD2  Var_02    C23   C24  N20  N19    93.77  30.0  2
 CD2  Var_03    N26   C23  C24  N20  -177.88  30.0  3
 CD2  Var_04    HN26  N26  C23  C24    74.27  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
 CD2  plan-1  C15   0.020
 CD2  plan-1  C17   0.020
 CD2  plan-1  C18   0.020
 CD2  plan-1  N19   0.020
 CD2  plan-1  N20   0.020
 CD2  plan-1  C21   0.020
 CD2  plan-1  C22   0.020
 CD2  plan-1  C24   0.020
 CD2  plan-1  H18   0.020
 CD2  plan-2  C8    0.020
 CD2  plan-2  C11   0.020
 CD2  plan-2  N12   0.020
 CD2  plan-2  C13   0.020
 CD2  plan-2  C14   0.020
 CD2  plan-2  C15   0.020
 CD2  plan-2  C16   0.020
 CD2  plan-2  C17   0.020
 CD2  plan-2  H13   0.020
 CD2  plan-2  H14   0.020
 CD2  plan-2  H16   0.020
 CD2  plan-3  C1    0.020
 CD2  plan-3  C2    0.020
 CD2  plan-3  C3    0.020
 CD2  plan-3  C4    0.020
 CD2  plan-3  C5    0.020
 CD2  plan-3  C6    0.020
 CD2  plan-3  C7    0.020
 CD2  plan-3  C8    0.020
 CD2  plan-3  C9    0.020
 CD2  plan-3  N10   0.020
 CD2  plan-3  C11   0.020
 CD2  plan-3  H1    0.020
 CD2  plan-3  H2    0.020
 CD2  plan-3  H3    0.020
 CD2  plan-3  H4    0.020
 CD2  plan-3  H7    0.020
 CD2  plan-3  H9    0.020
 CD2  plan-4  C21   0.020
 CD2  plan-4  C22   0.020
 CD2  plan-4  O25   0.020
 CD2  plan-4  O27   0.020
 CD2  plan-4  HO25  0.020

