data_GD2
# 
_chem_comp.id                                    GD2 
_chem_comp.name                                  "(3S,4S)-2-[(1-ethyl-3-methyl-1H-pyrazole-5-carbonyl)amino]-4-(prop-2-en-1-yl)-4,5-dihydroimidazo[1,5,4-de][1,4]benzoxazine-8-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H22 N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-12-20 
_chem_comp.pdbx_modified_date                    2022-12-16 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        394.427 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GD2 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        7T9U 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
GD2 C12 C1  C 0 1 Y N N -2.047 -30.892 13.456 -4.492 0.027  0.171  C12 GD2 1  
GD2 C13 C2  C 0 1 Y N N -1.131 -29.828 13.875 -3.413 0.865  0.256  C13 GD2 2  
GD2 C14 C3  C 0 1 Y N N -1.679 -28.638 14.336 -2.139 0.300  0.184  C14 GD2 3  
GD2 C02 C4  C 0 1 N N N -2.496 -24.284 15.738 2.257  -0.760 0.034  C02 GD2 4  
GD2 C04 C5  C 0 1 Y N N -1.907 -26.625 15.153 0.028  0.025  0.139  C04 GD2 5  
GD2 C06 C6  C 0 1 Y N N -3.041 -28.390 14.418 -1.883 -1.054 0.030  C06 GD2 6  
GD2 C07 C7  C 0 1 Y N N -3.954 -29.430 14.007 -2.991 -1.899 -0.056 C07 GD2 7  
GD2 C08 C8  C 0 1 Y N N -3.428 -30.660 13.540 -4.274 -1.355 0.015  C08 GD2 8  
GD2 C09 C9  C 0 1 N N N -4.456 -31.714 13.109 -5.439 -2.257 -0.076 C09 GD2 9  
GD2 C16 C10 C 0 1 N N S 0.507  -27.607 14.756 -0.950 2.424  0.419  C16 GD2 10 
GD2 C17 C11 C 0 1 N N N 1.001  -28.697 13.781 -2.292 2.800  1.067  C17 GD2 11 
GD2 C19 C12 C 0 1 N N N 0.979  -27.854 16.197 -0.828 3.103  -0.947 C19 GD2 12 
GD2 C20 C13 C 0 1 N N N 2.493  -27.688 16.419 -0.754 4.597  -0.761 C20 GD2 13 
GD2 C21 C14 C 0 1 N N N 2.955  -27.073 17.477 0.248  5.272  -1.267 C21 GD2 14 
GD2 C22 C15 C 0 1 Y N N -1.976 -22.894 16.161 3.702  -0.521 0.168  C22 GD2 15 
GD2 C23 C16 C 0 1 Y N N -2.725 -21.942 16.758 4.332  0.703  0.315  C23 GD2 16 
GD2 C24 C17 C 0 1 Y N N -1.878 -20.843 16.926 5.695  0.410  0.400  C24 GD2 17 
GD2 C25 C18 C 0 1 N N N -2.265 -19.522 17.571 6.809  1.411  0.569  C25 GD2 18 
GD2 C28 C19 C 0 1 N N N 0.369  -23.097 15.286 4.483  -2.908 0.053  C28 GD2 19 
GD2 C29 C20 C 0 1 N N N 1.316  -23.663 16.361 4.639  -3.321 -1.412 C29 GD2 20 
GD2 N03 N1  N 0 1 N N N -1.490 -25.325 15.622 1.390  0.265  0.157  N03 GD2 21 
GD2 N05 N2  N 0 1 Y N N -3.172 -27.067 14.927 -0.529 -1.168 0.008  N05 GD2 22 
GD2 N10 N3  N 0 1 N N N -5.808 -31.266 12.803 -5.254 -3.584 -0.226 N10 GD2 23 
GD2 N15 N4  N 0 1 Y N N -0.957 -27.571 14.746 -0.921 0.969  0.252  N15 GD2 24 
GD2 N26 N5  N 0 1 Y N N -0.682 -21.147 16.412 5.833  -0.888 0.308  N26 GD2 25 
GD2 N27 N6  N 0 1 Y N N -0.755 -22.420 15.922 4.692  -1.463 0.177  N27 GD2 26 
GD2 O01 O1  O 0 1 N N N -3.631 -24.478 15.507 1.844  -1.882 -0.187 O01 GD2 27 
GD2 O11 O2  O 0 1 N N N -4.158 -32.856 12.979 -6.565 -1.803 -0.017 O11 GD2 28 
GD2 O18 O3  O 0 1 N N N 0.309  -29.942 13.842 -3.420 2.216  0.403  O18 GD2 29 
GD2 H1  H1  H 0 1 N N N -1.667 -31.835 13.090 -5.496 0.420  0.227  H1  GD2 30 
GD2 H2  H2  H 0 1 N N N -5.021 -29.273 14.055 -2.856 -2.964 -0.177 H2  GD2 31 
GD2 H3  H3  H 0 1 N N N 0.900  -26.636 14.421 -0.129 2.740  1.062  H3  GD2 32 
GD2 H4  H4  H 0 1 N N N 2.062  -28.889 13.999 -2.285 2.467  2.105  H4  GD2 33 
GD2 H5  H5  H 0 1 N N N 0.902  -28.305 12.758 -2.398 3.885  1.051  H5  GD2 34 
GD2 H6  H6  H 0 1 N N N 0.457  -27.143 16.854 0.076  2.755  -1.446 H6  GD2 35 
GD2 H7  H7  H 0 1 N N N 0.703  -28.882 16.476 -1.697 2.855  -1.555 H7  GD2 36 
GD2 H8  H8  H 0 1 N N N 3.184  -28.085 15.690 -1.528 5.111  -0.209 H8  GD2 37 
GD2 H9  H9  H 0 1 N N N 4.020  -26.965 17.617 0.300  6.342  -1.133 H9  GD2 38 
GD2 H10 H10 H 0 1 N N N 2.271  -26.673 18.211 1.021  4.758  -1.818 H10 GD2 39 
GD2 H11 H11 H 0 1 N N N -3.763 -22.015 17.046 3.868  1.678  0.356  H11 GD2 40 
GD2 H12 H12 H 0 1 N N N -1.403 -18.839 17.554 6.996  1.570  1.631  H12 GD2 41 
GD2 H13 H13 H 0 1 N N N -3.100 -19.073 17.014 7.713  1.031  0.093  H13 GD2 42 
GD2 H14 H14 H 0 1 N N N -2.572 -19.699 18.612 6.523  2.355  0.105  H14 GD2 43 
GD2 H15 H15 H 0 1 N N N -0.007 -23.920 14.661 3.480  -3.161 0.397  H15 GD2 44 
GD2 H16 H16 H 0 1 N N N 0.918  -22.381 14.657 5.220  -3.434 0.659  H16 GD2 45 
GD2 H17 H17 H 0 1 N N N 2.161  -24.172 15.875 5.641  -3.067 -1.757 H17 GD2 46 
GD2 H18 H18 H 0 1 N N N 1.694  -22.841 16.986 4.484  -4.396 -1.505 H18 GD2 47 
GD2 H19 H19 H 0 1 N N N 0.769  -24.380 16.990 3.902  -2.794 -2.019 H19 GD2 48 
GD2 H20 H20 H 0 1 N N N -0.535 -25.146 15.860 1.722  1.171  0.257  H20 GD2 49 
GD2 H21 H21 H 0 1 N N N -6.491 -31.922 12.481 -4.356 -3.946 -0.273 H21 GD2 50 
GD2 H22 H22 H 0 1 N N N -6.053 -30.303 12.915 -6.020 -4.176 -0.286 H22 GD2 51 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
GD2 N10 C09 SING N N 1  
GD2 O11 C09 DOUB N N 2  
GD2 C09 C08 SING N N 3  
GD2 C12 C08 DOUB Y N 4  
GD2 C12 C13 SING Y N 5  
GD2 C08 C07 SING Y N 6  
GD2 C17 O18 SING N N 7  
GD2 C17 C16 SING N N 8  
GD2 O18 C13 SING N N 9  
GD2 C13 C14 DOUB Y N 10 
GD2 C07 C06 DOUB Y N 11 
GD2 C14 C06 SING Y N 12 
GD2 C14 N15 SING Y N 13 
GD2 C06 N05 SING Y N 14 
GD2 N15 C16 SING N N 15 
GD2 N15 C04 SING Y N 16 
GD2 C16 C19 SING N N 17 
GD2 N05 C04 DOUB Y N 18 
GD2 C04 N03 SING N N 19 
GD2 C28 N27 SING N N 20 
GD2 C28 C29 SING N N 21 
GD2 O01 C02 DOUB N N 22 
GD2 N03 C02 SING N N 23 
GD2 C02 C22 SING N N 24 
GD2 N27 C22 SING Y N 25 
GD2 N27 N26 SING Y N 26 
GD2 C22 C23 DOUB Y N 27 
GD2 C19 C20 SING N N 28 
GD2 N26 C24 DOUB Y N 29 
GD2 C20 C21 DOUB N N 30 
GD2 C23 C24 SING Y N 31 
GD2 C24 C25 SING N N 32 
GD2 C12 H1  SING N N 33 
GD2 C07 H2  SING N N 34 
GD2 C16 H3  SING N N 35 
GD2 C17 H4  SING N N 36 
GD2 C17 H5  SING N N 37 
GD2 C19 H6  SING N N 38 
GD2 C19 H7  SING N N 39 
GD2 C20 H8  SING N N 40 
GD2 C21 H9  SING N N 41 
GD2 C21 H10 SING N N 42 
GD2 C23 H11 SING N N 43 
GD2 C25 H12 SING N N 44 
GD2 C25 H13 SING N N 45 
GD2 C25 H14 SING N N 46 
GD2 C28 H15 SING N N 47 
GD2 C28 H16 SING N N 48 
GD2 C29 H17 SING N N 49 
GD2 C29 H18 SING N N 50 
GD2 C29 H19 SING N N 51 
GD2 N03 H20 SING N N 52 
GD2 N10 H21 SING N N 53 
GD2 N10 H22 SING N N 54 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
GD2 SMILES           ACDLabs              12.01 "Cc1cc(n(CC)n1)C(=O)Nc1nc2cc(cc3OCC(CC=C)n1c32)C(N)=O"                                                                                                                         
GD2 InChI            InChI                1.03  "InChI=1S/C20H22N6O3/c1-4-6-13-10-29-16-9-12(18(21)27)8-14-17(16)26(13)20(22-14)23-19(28)15-7-11(3)24-25(15)5-2/h4,7-9,13H,1,5-6,10H2,2-3H3,(H2,21,27)(H,22,23,28)/t13-/m0/s1" 
GD2 InChIKey         InChI                1.03  FUJSVEJZTWYXMY-ZDUSSCGKSA-N                                                                                                                                                    
GD2 SMILES_CANONICAL CACTVS               3.385 "CCn1nc(C)cc1C(=O)Nc2nc3cc(cc4OC[C@H](CC=C)n2c34)C(N)=O"                                                                                                                       
GD2 SMILES           CACTVS               3.385 "CCn1nc(C)cc1C(=O)Nc2nc3cc(cc4OC[CH](CC=C)n2c34)C(N)=O"                                                                                                                        
GD2 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCn1c(cc(n1)C)C(=O)Nc2nc3cc(cc4c3n2[C@H](CO4)CC=C)C(=O)N"                                                                                                                     
GD2 SMILES           "OpenEye OEToolkits" 2.0.7 "CCn1c(cc(n1)C)C(=O)Nc2nc3cc(cc4c3n2C(CO4)CC=C)C(=O)N"                                                                                                                         
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
GD2 "SYSTEMATIC NAME" ACDLabs              12.01 "(3S,4S)-2-[(1-ethyl-3-methyl-1H-pyrazole-5-carbonyl)amino]-4-(prop-2-en-1-yl)-4,5-dihydroimidazo[1,5,4-de][1,4]benzoxazine-8-carboxamide"                  
GD2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(11~{S})-2-[(2-ethyl-5-methyl-pyrazol-3-yl)carbonylamino]-11-prop-2-enyl-9-oxa-1,3-diazatricyclo[6.3.1.0^{4,12}]dodeca-2,4,6,8(12)-tetraene-6-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
GD2 "Create component" 2021-12-20 RCSB 
GD2 "Initial release"  2022-12-21 RCSB 
# 
