# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 05:01:09 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: 7-(diethylamino)-N-[(Z)-2-(2,5-dioxopyrrolidin-1-yl)ethenyl]-2-oxo-2H-chromene-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)c1ccc2C=C(C(=O)N\C=C/N3C(=O)CCC3=O)C(=O)Oc2c1
#
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
 MDC  MDC  7-(diethylamino)-N-[(Z)-2-(2,5-dioxopyrrolidin-1-yl)ethenyl]-2-oxo-2H-chromene-3-carboxamide  ligand  49  28  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_MDC
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
 MDC  C1    C  CH2   0  -0.590  -2.4021  -1.2205  -4.9023
 MDC  C2    C  CH2   0  -0.594  -2.5785   0.1310  -5.5820
 MDC  C3    C  CR5   0   0.556  -1.1933   0.7148  -5.6623
 MDC  O3    O  O     0  -0.422  -0.8614   1.7791  -6.1182
 MDC  N4    N  NR5   0  -0.582  -0.3061  -0.1953  -5.1107
 MDC  C5    C  CR5   0   0.537  -0.9188  -1.3680  -4.6885
 MDC  O5    O  O     0  -0.414  -0.3289  -2.3106  -4.2273
 MDC  C6    C  C1    0  -0.179   1.0927   0.0123  -5.1108
 MDC  C7    C  C1    0   0.031   1.8048   0.1162  -3.9896
 MDC  N8    N  NH1   0  -0.721   1.2773   0.0866  -2.7215
 MDC  C9    C  C     0   0.595   2.0321   0.1466  -1.5906
 MDC  O9    O  O     0  -0.472   3.2493   0.2304  -1.6189
 MDC  O11   O  O     0  -0.462  -0.7035  -0.0837   1.0010
 MDC  C12   C  CR6   0   0.593  -0.1475  -0.0388  -0.2334
 MDC  O12   O  OC    0  -0.452  -0.9234  -0.1255  -1.1638
 MDC  C13   C  CR6   0  -0.398   1.2900   0.1040  -0.3082
 MDC  C14   C  CR16  0  -0.133   2.0057   0.1984   0.8548
 MDC  C24   C  CR66  0  -0.009   1.3845   0.1666   2.1121
 MDC  C28   C  CR66  0   0.432  -0.0080   0.0180   2.1560
 MDC  C15   C  CR16  0  -0.289   2.0555   0.2765   3.3443
 MDC  C16   C  CR16  0  -0.346   1.3794   0.2453   4.5292
 MDC  C17   C  CR6   0   0.439  -0.0403   0.0970   4.5648
 MDC  N17   N  NT    0  -0.486  -0.7098   0.0700   5.7329
 MDC  C18   C  CR16  0  -0.463  -0.7183  -0.0219   3.3310
 MDC  C19   C  CH2   0  -0.351  -0.0536   0.3046   7.0105
 MDC  C20   C  CH3   0  -0.655   0.4980  -0.9662   7.6398
 MDC  C21   C  CH2   0  -0.349  -2.1387  -0.1951   5.7915
 MDC  C22   C  CH3   0  -0.658  -2.9915   1.0504   5.5977
 MDC  H11   H  HCH2  0   0.303  -2.9086  -1.2796  -3.9380
 MDC  H12   H  HCH2  0   0.305  -2.7629  -2.0553  -5.5029
 MDC  H21   H  HCH2  0   0.305  -3.2253   0.8108  -5.0271
 MDC  H22   H  HCH2  0   0.306  -2.9876   0.0467  -6.5894
 MDC  H6    H  H     0   0.293   1.5764   0.0725  -6.0749
 MDC  H7    H  H     0   0.297   2.8763   0.2360  -4.0571
 MDC  HN8   H  HNH1  0   0.431   0.2725   0.0336  -2.5900
 MDC  H14   H  HCR6  0   0.290   3.0829   0.3028   0.8057
 MDC  H15   H  HCR6  0   0.276   3.1331   0.3818   3.3474
 MDC  H16   H  HCR6  0   0.280   1.9499   0.3217   5.4422
 MDC  H18   H  HCR6  0   0.292  -1.7928  -0.1207   3.2796
 MDC  H191  H  HCH2  0   0.269  -0.7911   0.7570   7.6746
 MDC  H192  H  HCH2  0   0.260   0.7310   1.0514   6.8917
 MDC  H201  H  HCH3  0   0.238   0.9494  -0.7407   8.6060
 MDC  H202  H  HCH3  0   0.233  -0.2929  -1.6996   7.8030
 MDC  H203  H  HCH3  0   0.232   1.2604  -1.4267   7.0116
 MDC  H211  H  HCH2  0   0.259  -2.4017  -0.9641   5.0641
 MDC  H212  H  HCH2  0   0.271  -2.3473  -0.6327   6.7683
 MDC  H221  H  HCH3  0   0.238  -4.0479   0.7920   5.6718
 MDC  H222  H  HCH3  0   0.234  -2.7758   1.7972   6.3621
 MDC  H223  H  HCH3  0   0.233  -2.8258   1.5083   4.6227

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
 MDC  C1   C2    single    1.523  0.020  1.523
 MDC  C1   C5    single    1.506  0.020  1.506
 MDC  C1   H11   single    0.970  0.020  1.090
 MDC  C1   H12   single    0.970  0.020  1.090
 MDC  C2   C3    single    1.505  0.020  1.505
 MDC  C2   H21   single    0.970  0.020  1.090
 MDC  C2   H22   single    0.970  0.020  1.090
 MDC  C3   O3    double    1.205  0.020  1.205
 MDC  C3   N4    single    1.386  0.020  1.386
 MDC  N4   C5    single    1.389  0.020  1.389
 MDC  N4   C6    single    1.414  0.020  1.414
 MDC  C5   O5    double    1.204  0.020  1.204
 MDC  C6   C7    double    1.332  0.020  1.332
 MDC  C6   H6    single    0.930  0.020  1.080
 MDC  C7   N8    single    1.374  0.020  1.374
 MDC  C7   H7    single    0.930  0.020  1.080
 MDC  N8   C9    single    1.361  0.020  1.361
 MDC  N8   HN8   single    0.860  0.020  1.020
 MDC  C9   O9    double    1.220  0.020  1.220
 MDC  C9   C13   single    1.482  0.020  1.482
 MDC  O11  C12   aromatic  1.355  0.020  1.355
 MDC  O11  C28   aromatic  1.352  0.020  1.352
 MDC  C12  O12   double    1.215  0.020  1.215
 MDC  C12  C13   aromatic  1.446  0.020  1.446
 MDC  C13  C14   aromatic  1.369  0.020  1.369
 MDC  C14  C24   aromatic  1.403  0.020  1.403
 MDC  C14  H14   single    0.930  0.020  1.080
 MDC  C24  C28   aromatic  1.401  0.020  1.401
 MDC  C24  C15   aromatic  1.407  0.020  1.407
 MDC  C28  C18   aromatic  1.374  0.020  1.374
 MDC  C15  C16   aromatic  1.365  0.020  1.365
 MDC  C15  H15   single    0.930  0.020  1.080
 MDC  C16  C17   aromatic  1.428  0.020  1.428
 MDC  C16  H16   single    0.930  0.020  1.080
 MDC  C17  N17   single    1.347  0.020  1.347
 MDC  C17  C18   aromatic  1.413  0.020  1.413
 MDC  N17  C19   single    1.455  0.020  1.455
 MDC  N17  C21   single    1.454  0.020  1.454
 MDC  C18  H18   single    0.930  0.020  1.080
 MDC  C19  C20   single    1.522  0.020  1.522
 MDC  C19  H191  single    0.970  0.020  1.090
 MDC  C19  H192  single    0.970  0.020  1.090
 MDC  C20  H201  single    0.970  0.020  1.090
 MDC  C20  H202  single    0.970  0.020  1.090
 MDC  C20  H203  single    0.970  0.020  1.090
 MDC  C21  C22   single    1.522  0.020  1.522
 MDC  C21  H211  single    0.970  0.020  1.090
 MDC  C21  H212  single    0.970  0.020  1.090
 MDC  C22  H221  single    0.970  0.020  1.090
 MDC  C22  H222  single    0.970  0.020  1.090
 MDC  C22  H223  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
 MDC  H12   C1   H11   106.98  3.000
 MDC  H12   C1   C5    109.22  3.000
 MDC  H11   C1   C5    109.05  3.000
 MDC  H12   C1   C2    113.29  3.000
 MDC  H11   C1   C2    112.88  3.000
 MDC  C5    C1   C2    105.33  3.000
 MDC  H22   C2   H21   107.21  3.000
 MDC  H22   C2   C3    109.02  3.000
 MDC  H21   C2   C3    109.35  3.000
 MDC  H22   C2   C1    112.77  3.000
 MDC  H21   C2   C1    113.26  3.000
 MDC  C3    C2   C1    105.15  3.000
 MDC  N4    C3   O3    123.69  3.000
 MDC  N4    C3   C2    108.25  3.000
 MDC  O3    C3   C2    128.06  3.000
 MDC  C6    N4   C5    124.08  3.000
 MDC  C6    N4   C3    122.47  3.000
 MDC  C5    N4   C3    113.15  3.000
 MDC  O5    C5   N4    124.15  3.000
 MDC  O5    C5   C1    127.87  3.000
 MDC  N4    C5   C1    107.98  3.000
 MDC  H6    C6   C7    120.49  3.000
 MDC  H6    C6   N4    116.82  3.000
 MDC  C7    C6   N4    122.69  3.000
 MDC  H7    C7   N8    116.16  3.000
 MDC  H7    C7   C6    119.09  3.000
 MDC  N8    C7   C6    124.74  3.000
 MDC  HN8   N8   C9    116.35  3.000
 MDC  HN8   N8   C7    120.06  3.000
 MDC  C9    N8   C7    123.58  3.000
 MDC  C13   C9   O9    121.43  3.000
 MDC  C13   C9   N8    116.10  3.000
 MDC  O9    C9   N8    122.47  3.000
 MDC  C28   O11  C12   124.39  3.000
 MDC  C13   C12  O12   127.03  3.000
 MDC  C13   C12  O11   117.28  3.000
 MDC  O12   C12  O11   115.69  3.000
 MDC  C14   C13  C12   118.85  3.000
 MDC  C14   C13  C9    118.12  3.000
 MDC  C12   C13  C9    123.04  3.000
 MDC  H14   C14  C24   118.89  3.000
 MDC  H14   C14  C13   119.21  3.000
 MDC  C24   C14  C13   121.90  3.000
 MDC  C15   C24  C28   117.05  3.000
 MDC  C15   C24  C14   124.88  3.000
 MDC  C28   C24  C14   118.07  3.000
 MDC  C18   C28  C24   122.95  3.000
 MDC  C18   C28  O11   117.55  3.000
 MDC  C24   C28  O11   119.50  3.000
 MDC  H15   C15  C16   119.53  3.000
 MDC  H15   C15  C24   118.99  3.000
 MDC  C16   C15  C24   121.48  3.000
 MDC  H16   C16  C17   120.79  3.000
 MDC  H16   C16  C15   118.10  3.000
 MDC  C17   C16  C15   121.11  3.000
 MDC  C18   C17  N17   121.15  3.000
 MDC  C18   C17  C16   117.65  3.000
 MDC  N17   C17  C16   121.20  3.000
 MDC  C21   N17  C19   115.91  3.000
 MDC  C21   N17  C17   121.80  3.000
 MDC  C19   N17  C17   122.29  3.000
 MDC  H18   C18  C17   121.77  3.000
 MDC  H18   C18  C28   118.44  3.000
 MDC  C17   C18  C28   119.76  3.000
 MDC  H192  C19  H191  105.60  3.000
 MDC  H192  C19  C20   110.88  3.000
 MDC  H191  C19  C20   109.86  3.000
 MDC  H192  C19  N17   109.84  3.000
 MDC  H191  C19  N17   107.25  3.000
 MDC  C20   C19  N17   113.08  3.000
 MDC  H203  C20  H202  108.02  3.000
 MDC  H203  C20  H201  107.98  3.000
 MDC  H202  C20  H201  107.86  3.000
 MDC  H203  C20  C19   111.60  3.000
 MDC  H202  C20  C19   111.13  3.000
 MDC  H201  C20  C19   110.12  3.000
 MDC  H212  C21  H211  105.57  3.000
 MDC  H212  C21  C22   109.59  3.000
 MDC  H211  C21  C22   110.91  3.000
 MDC  H212  C21  N17   107.29  3.000
 MDC  H211  C21  N17   109.79  3.000
 MDC  C22   C21  N17   113.34  3.000
 MDC  H223  C22  H222  108.02  3.000
 MDC  H223  C22  H221  107.93  3.000
 MDC  H222  C22  H221  107.85  3.000
 MDC  H223  C22  C21   111.87  3.000
 MDC  H222  C22  C21   111.13  3.000
 MDC  H221  C22  C21   109.91  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
 MDC  CONST_01  C14   C13  C12  O11     0.00   0.0  0
 MDC  CONST_02  C14   C24  C28  O11     0.00   0.0  0
 MDC  CONST_03  C15   C24  C28  O11   180.00   0.0  0
 MDC  CONST_04  C17   C18  C28  O11   180.00   0.0  0
 MDC  CONST_05  C24   C28  O11  C12     0.00   0.0  0
 MDC  CONST_06  C18   C28  O11  C12   180.00   0.0  0
 MDC  CONST_07  C24   C14  C13  C12     0.00   0.0  0
 MDC  CONST_08  C28   O11  C12  C13     0.00   0.0  0
 MDC  CONST_09  C28   C24  C14  C13     0.00   0.0  0
 MDC  CONST_10  C15   C24  C14  C13   180.00   0.0  0
 MDC  CONST_11  C18   C28  C24  C14   180.00   0.0  0
 MDC  CONST_12  C16   C15  C24  C14   180.00   0.0  0
 MDC  CONST_13  C17   C18  C28  C24     0.00   0.0  0
 MDC  CONST_14  C17   C16  C15  C24     0.00   0.0  0
 MDC  CONST_15  C16   C15  C24  C28     0.00   0.0  0
 MDC  CONST_16  C16   C17  C18  C28     0.00   0.0  0
 MDC  CONST_17  C18   C28  C24  C15     0.00   0.0  0
 MDC  CONST_18  C18   C17  C16  C15     0.00   0.0  0
 MDC  CONST_19  C5    N4   C3   C2      0.00   0.0  0
 MDC  CONST_20  O11   C12  C13  C9    180.00   0.0  0
 MDC  CONST_21  C24   C14  C13  C9    180.00   0.0  0
 MDC  CONST_22  C28   O11  C12  O12   180.00   0.0  0
 MDC  CONST_23  C14   C13  C12  O12   180.00   0.0  0
 MDC  CONST_24  N17   C17  C18  C28   180.00   0.0  0
 MDC  CONST_25  N17   C17  C16  C15   180.00   0.0  0
 MDC  CONST_26  C6    N4   C3   C2    180.00   0.0  0
 MDC  CONST_27  C5    N4   C3   O3    180.00   0.0  0
 MDC  CONST_28  H18   C18  C28  O11     0.00   0.0  0
 MDC  CONST_29  H14   C14  C13  C12   180.00   0.0  0
 MDC  CONST_30  H15   C15  C24  C14     0.00   0.0  0
 MDC  CONST_31  H16   C16  C15  C24   180.00   0.0  0
 MDC  CONST_32  C19   N17  C17  C16     0.00   0.0  0
 MDC  CONST_33  C21   N17  C17  C16   180.00   0.0  0
 MDC  CONST_34  C19   N17  C17  C18   180.00   0.0  0
 MDC  CONST_35  C21   N17  C17  C18     0.00   0.0  0
 MDC  CONST_36  C6    N4   C3   O3      0.00   0.0  0
 MDC  CONST_37  C13   C9   N8   C7    180.00   0.0  0
 MDC  CONST_38  N8    C7   C6   N4      0.00   0.0  0
 MDC  CONST_39  HN8   N8   C9   C13     0.00   0.0  0
 MDC  CONST_40  H7    C7   C6   N4    180.00   0.0  0
 MDC  CONST_41  O9    C9   N8   C7      0.00   0.0  0
 MDC  CONST_42  H6    C6   C7   N8    180.00   0.0  0
 MDC  Var_01    N4    C3   C2   C1      0.71  30.0  1
 MDC  Var_02    C3    N4   C5   C1     -3.46  30.0  1
 MDC  Var_03    N4    C5   C1   C2      3.67  30.0  1
 MDC  Var_04    C5    C1   C2   C3     -2.61  30.0  1
 MDC  Var_05    C7    C6   N4   C3    118.26  30.0  2
 MDC  Var_06    C12   C13  C9   N8      2.06  30.0  2
 MDC  Var_07    C20   C19  N17  C17   -88.96  30.0  3
 MDC  Var_08    C22   C21  N17  C17   -85.80  30.0  3
 MDC  Var_09    C9    N8   C7   C6    177.55  30.0  2
 MDC  Var_10    H201  C20  C19  N17  -178.20  30.0  3
 MDC  Var_11    H221  C22  C21  N17  -178.86  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
 MDC  plan-1  N4   0.020
 MDC  plan-1  C6   0.020
 MDC  plan-1  C7   0.020
 MDC  plan-1  N8   0.020
 MDC  plan-1  H6   0.020
 MDC  plan-1  H7   0.020
 MDC  plan-2  C7   0.020
 MDC  plan-2  N8   0.020
 MDC  plan-2  C9   0.020
 MDC  plan-2  O9   0.020
 MDC  plan-2  C13  0.020
 MDC  plan-2  HN8  0.020
 MDC  plan-3  O11  0.020
 MDC  plan-3  C14  0.020
 MDC  plan-3  C24  0.020
 MDC  plan-3  C28  0.020
 MDC  plan-3  C15  0.020
 MDC  plan-3  C16  0.020
 MDC  plan-3  C17  0.020
 MDC  plan-3  N17  0.020
 MDC  plan-3  C18  0.020
 MDC  plan-3  H15  0.020
 MDC  plan-3  H16  0.020
 MDC  plan-3  H18  0.020
 MDC  plan-4  C17  0.020
 MDC  plan-4  N17  0.020
 MDC  plan-4  C19  0.020
 MDC  plan-4  C21  0.020
 MDC  plan-5  C1   0.020
 MDC  plan-5  N4   0.020
 MDC  plan-5  C5   0.020
 MDC  plan-5  O5   0.020
 MDC  plan-6  C2   0.020
 MDC  plan-6  C3   0.020
 MDC  plan-6  O3   0.020
 MDC  plan-6  N4   0.020
 MDC  plan-6  C5   0.020
 MDC  plan-6  C6   0.020
 MDC  plan-7  O11  0.020
 MDC  plan-7  C12  0.020
 MDC  plan-7  O12  0.020
 MDC  plan-7  C13  0.020

