# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 04:08:43 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: 4-[(5-cyclopropyl-1H-pyrazol-3-yl)carbamoyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(cc1)C(=O)Nc2cc([nH]n2)C3CC3
#
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
 4CK  4CK  '4-[(5-cyclopropyl-1H-pyrazol-3-yl)carbamoyl]benzoic acid'  ligand  33  20  .  2022-09-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4CK
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
 4CK  N1    N  NR15  0  -0.520   4.0438   1.0953  -0.4213
 4CK  N2    N  N     0  -0.318   2.7499   1.4120  -0.5146
 4CK  N3    N  NH1   0  -0.733   0.7254   0.3454  -0.1627
 4CK  OAA   O  O     0  -0.433  -6.5613  -0.5747  -0.3450
 4CK  OAB   O  O     0  -0.458   0.2973  -1.8266   0.3195
 4CK  OAC   O  OH1   0  -0.590  -6.1448   1.5146   0.3142
 4CK  CAD   C  CR16  0  -0.242  -3.4294   1.1067   0.3746
 4CK  CAE   C  CR16  0  -0.243  -3.8027  -1.1683  -0.3122
 4CK  CAF   C  CR16  0  -0.276  -2.0638   0.8737   0.3900
 4CK  CAG   C  CR16  0  -0.253  -2.4410  -1.4032  -0.2811
 4CK  CAH   C  CR15  0  -0.538   3.0061  -0.7302   0.1557
 4CK  CAI   C  CH2   0  -0.475   6.7333   0.0120   0.7159
 4CK  CAJ   C  CH2   0  -0.477   6.7442  -0.4025  -0.7169
 4CK  CAO   C  C     0   0.527  -0.0970  -0.6969   0.0887
 4CK  CAP   C  CR6   0  -0.081  -4.3080   0.0879   0.0162
 4CK  CAQ   C  CR6   0  -0.034  -1.5582  -0.3798   0.0562
 4CK  CAR   C  CR5   0   0.468   2.1147   0.3111  -0.1663
 4CK  CAS   C  CR5   0   0.489   4.2557  -0.1709  -0.0255
 4CK  CAT   C  CH1   0  -0.371   5.5792  -0.7790   0.1590
 4CK  HN3   H  HNH1  0   0.418   0.3236   1.2275  -0.4436
 4CK  HOAC  H  HOH1  0   0.491  -7.1086   1.6021   0.2645
 4CK  HAD   H  HCR6  0   0.277  -3.7940   2.0860   0.6504
 4CK  HAE   H  HCR6  0   0.273  -4.4749  -1.9685  -0.5902
 4CK  HAF   H  HCR6  0   0.273  -1.4077   1.6799   0.6928
 4CK  HAG   H  HCR6  0   0.271  -2.0624  -2.3846  -0.5321
 4CK  HAH   H  HCR5  0   0.272   2.7892  -1.7340   0.4704
 4CK  HAI   H  HCH2  0   0.266   7.3937  -0.4961   1.4061
 4CK  HAIA  H  HCH2  0   0.258   6.5679   1.0571   0.9473
 4CK  HAJ   H  HCH2  0   0.258   6.5874   0.3573  -1.4725
 4CK  HAJA  H  HCH2  0   0.267   7.4125  -1.1978  -1.0198
 4CK  HAT   H  HCH1  0   0.278   5.5236  -1.8177   0.4598
 4CK  HN1   H  HNR5  0   0.420   4.7315   1.7953  -0.6499
 4CK  CAN   C  C     0   0.538  -5.7801   0.2890  -0.0281

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
 4CK  N2   N1    aromatic  1.335  0.020  1.335
 4CK  N1   CAS   aromatic  1.343  0.020  1.343
 4CK  N2   CAR   aromatic  1.318  0.020  1.318
 4CK  N3   CAR   single    1.390  0.020  1.390
 4CK  N3   CAO   single    1.351  0.020  1.351
 4CK  N3   HN3   single    0.860  0.020  1.020
 4CK  OAA  CAN   double    1.207  0.020  1.207
 4CK  CAO  OAB   double    1.219  0.020  1.219
 4CK  CAN  OAC   single    1.324  0.020  1.324
 4CK  OAC  HOAC  single    0.850  0.020  0.980
 4CK  CAP  CAD   aromatic  1.392  0.020  1.392
 4CK  CAD  CAF   aromatic  1.385  0.020  1.385
 4CK  CAD  HAD   single    0.930  0.020  1.080
 4CK  CAE  CAG   aromatic  1.382  0.020  1.382
 4CK  CAE  CAP   aromatic  1.393  0.020  1.393
 4CK  CAE  HAE   single    0.930  0.020  1.080
 4CK  CAQ  CAF   aromatic  1.392  0.020  1.392
 4CK  CAF  HAF   single    0.930  0.020  1.080
 4CK  CAG  CAQ   aromatic  1.393  0.020  1.393
 4CK  CAG  HAG   single    0.930  0.020  1.080
 4CK  CAR  CAH   aromatic  1.408  0.020  1.408
 4CK  CAH  CAS   aromatic  1.381  0.020  1.381
 4CK  CAH  HAH   single    0.930  0.020  1.080
 4CK  CAT  CAI   single    1.506  0.020  1.506
 4CK  CAJ  CAI   single    1.492  0.020  1.492
 4CK  CAI  HAI   single    0.970  0.020  1.090
 4CK  CAI  HAIA  single    0.970  0.020  1.090
 4CK  CAT  CAJ   single    1.505  0.020  1.505
 4CK  CAJ  HAJ   single    0.970  0.020  1.090
 4CK  CAJ  HAJA  single    0.970  0.020  1.090
 4CK  CAN  CAP   single    1.486  0.020  1.486
 4CK  CAQ  CAO   single    1.496  0.020  1.496
 4CK  CAS  CAT   single    1.468  0.020  1.468
 4CK  CAT  HAT   single    0.970  0.020  1.090
 4CK  N1   HN1   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
 4CK  HN1   N1   CAS  127.88  3.000
 4CK  HN1   N1   N2   118.73  3.000
 4CK  CAS   N1   N2   113.39  3.000
 4CK  CAR   N2   N1   104.50  3.000
 4CK  HN3   N3   CAR  114.76  3.000
 4CK  HN3   N3   CAO  118.93  3.000
 4CK  CAR   N3   CAO  126.15  3.000
 4CK  HOAC  OAC  CAN  110.14  3.000
 4CK  HAD   CAD  CAP  121.06  3.000
 4CK  HAD   CAD  CAF  118.82  3.000
 4CK  CAP   CAD  CAF  120.12  3.000
 4CK  HAE   CAE  CAP  120.15  3.000
 4CK  HAE   CAE  CAG  119.50  3.000
 4CK  CAP   CAE  CAG  120.34  3.000
 4CK  HAF   CAF  CAQ  121.16  3.000
 4CK  HAF   CAF  CAD  118.37  3.000
 4CK  CAQ   CAF  CAD  120.45  3.000
 4CK  HAG   CAG  CAQ  120.07  3.000
 4CK  HAG   CAG  CAE  119.59  3.000
 4CK  CAQ   CAG  CAE  120.33  3.000
 4CK  HAH   CAH  CAS  126.85  3.000
 4CK  HAH   CAH  CAR  129.07  3.000
 4CK  CAS   CAH  CAR  104.08  3.000
 4CK  HAIA  CAI  HAI  114.21  3.000
 4CK  HAIA  CAI  CAT  117.96  3.000
 4CK  HAI   CAI  CAT  117.19  3.000
 4CK  HAIA  CAI  CAJ  118.33  3.000
 4CK  HAI   CAI  CAJ  118.53  3.000
 4CK  CAT   CAI  CAJ   60.29  3.000
 4CK  HAJA  CAJ  HAJ  114.19  3.000
 4CK  HAJA  CAJ  CAT  117.20  3.000
 4CK  HAJ   CAJ  CAT  117.99  3.000
 4CK  HAJA  CAJ  CAI  118.54  3.000
 4CK  HAJ   CAJ  CAI  118.30  3.000
 4CK  CAT   CAJ  CAI   60.33  3.000
 4CK  CAQ   CAO  OAB  121.12  3.000
 4CK  CAQ   CAO  N3   115.28  3.000
 4CK  OAB   CAO  N3   123.60  3.000
 4CK  CAN   CAP  CAE  118.30  3.000
 4CK  CAN   CAP  CAD  122.25  3.000
 4CK  CAE   CAP  CAD  119.45  3.000
 4CK  CAO   CAQ  CAG  117.95  3.000
 4CK  CAO   CAQ  CAF  122.72  3.000
 4CK  CAG   CAQ  CAF  119.30  3.000
 4CK  CAH   CAR  N3   130.58  3.000
 4CK  CAH   CAR  N2   111.91  3.000
 4CK  N3    CAR  N2   117.51  3.000
 4CK  CAT   CAS  CAH  129.16  3.000
 4CK  CAT   CAS  N1   124.72  3.000
 4CK  CAH   CAS  N1   106.12  3.000
 4CK  HAT   CAT  CAS  112.70  3.000
 4CK  HAT   CAT  CAJ  116.19  3.000
 4CK  CAS   CAT  CAJ  121.39  3.000
 4CK  HAT   CAT  CAI  116.14  3.000
 4CK  CAS   CAT  CAI  121.31  3.000
 4CK  CAJ   CAT  CAI   59.38  3.000
 4CK  CAP   CAN  OAC  112.98  3.000
 4CK  CAP   CAN  OAA  123.51  3.000
 4CK  OAC   CAN  OAA  123.51  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
 4CK  CONST_01  CAH   CAR  N2   N1     0.00   0.0  0
 4CK  CONST_02  CAR   CAH  CAS  N1     0.00   0.0  0
 4CK  CONST_03  CAH   CAS  N1   N2     0.00   0.0  0
 4CK  CONST_04  CAS   CAH  CAR  N2     0.00   0.0  0
 4CK  CONST_05  CAG   CAE  CAP  CAD    0.00   0.0  0
 4CK  CONST_06  CAG   CAQ  CAF  CAD    0.00   0.0  0
 4CK  CONST_07  CAF   CAQ  CAG  CAE    0.00   0.0  0
 4CK  CONST_08  CAF   CAD  CAP  CAE    0.00   0.0  0
 4CK  CONST_09  CAQ   CAF  CAD  CAP    0.00   0.0  0
 4CK  CONST_10  CAQ   CAG  CAE  CAP    0.00   0.0  0
 4CK  CONST_11  CAS   N1   N2   CAR    0.00   0.0  0
 4CK  CONST_12  CAT   CAS  N1   N2   180.00   0.0  0
 4CK  CONST_13  CAT   CAS  CAH  CAR  180.00   0.0  0
 4CK  CONST_14  N3    CAR  N2   N1   180.00   0.0  0
 4CK  CONST_15  CAS   CAH  CAR  N3   180.00   0.0  0
 4CK  CONST_16  CAO   CAQ  CAF  CAD  180.00   0.0  0
 4CK  CONST_17  CAO   CAQ  CAG  CAE  180.00   0.0  0
 4CK  CONST_18  CAN   CAP  CAD  CAF  180.00   0.0  0
 4CK  CONST_19  CAN   CAP  CAE  CAG  180.00   0.0  0
 4CK  CONST_20  HAH   CAH  CAS  N1   180.00   0.0  0
 4CK  CONST_21  HAE   CAE  CAP  CAD  180.00   0.0  0
 4CK  CONST_22  HAD   CAD  CAP  CAE  180.00   0.0  0
 4CK  CONST_23  HAG   CAG  CAQ  CAF  180.00   0.0  0
 4CK  CONST_24  HAF   CAF  CAQ  CAG  180.00   0.0  0
 4CK  CONST_25  HN1   N1   CAS  CAH  180.00   0.0  0
 4CK  CONST_26  CAR   N3   CAO  CAQ  180.00   0.0  0
 4CK  CONST_27  CAO   N3   CAR  N2   180.00   0.0  0
 4CK  CONST_28  CAO   N3   CAR  CAH    0.00   0.0  0
 4CK  CONST_29  HN3   N3   CAR  N2     0.00   0.0  0
 4CK  CONST_30  CAR   N3   CAO  OAB    0.00   0.0  0
 4CK  CONST_31  HOAC  OAC  CAN  CAP  180.00   0.0  0
 4CK  Var_01    CAI   CAT  CAS  N1    36.93  30.0  2
 4CK  Var_02    CAS   CAT  CAJ  CAI  110.26  30.0  1
 4CK  Var_03    CAF   CAQ  CAO  N3   -29.88  30.0  3
 4CK  Var_04    CAD   CAP  CAN  OAA  179.43  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
 4CK  chir_01  CAT  CAI  CAJ  CAS  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
 4CK  plan-1  N1    0.020
 4CK  plan-1  N2    0.020
 4CK  plan-1  N3    0.020
 4CK  plan-1  CAH   0.020
 4CK  plan-1  CAR   0.020
 4CK  plan-1  CAS   0.020
 4CK  plan-1  CAT   0.020
 4CK  plan-1  HAH   0.020
 4CK  plan-1  HN1   0.020
 4CK  plan-2  CAD   0.020
 4CK  plan-2  CAE   0.020
 4CK  plan-2  CAF   0.020
 4CK  plan-2  CAG   0.020
 4CK  plan-2  CAO   0.020
 4CK  plan-2  CAP   0.020
 4CK  plan-2  CAQ   0.020
 4CK  plan-2  HAD   0.020
 4CK  plan-2  HAE   0.020
 4CK  plan-2  HAF   0.020
 4CK  plan-2  HAG   0.020
 4CK  plan-2  CAN   0.020
 4CK  plan-3  N3    0.020
 4CK  plan-3  OAB   0.020
 4CK  plan-3  CAO   0.020
 4CK  plan-3  CAQ   0.020
 4CK  plan-3  CAR   0.020
 4CK  plan-3  HN3   0.020
 4CK  plan-4  OAA   0.020
 4CK  plan-4  OAC   0.020
 4CK  plan-4  CAP   0.020
 4CK  plan-4  HOAC  0.020
 4CK  plan-4  CAN   0.020

