data_0JG # _chem_comp.id 0JG _chem_comp.name "methyl (2S)-3-{4-amino-7-[(1E)-3-hydroxyprop-1-en-1-yl]-5-(4-methylphenyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl}-2-cyanopropanoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H21 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(E)-methyl 3-(4-amino-7-(3-hydroxypropyl)-5-p-tolyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)-2-cyanoacrylate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-01-23 _chem_comp.pdbx_modified_date 2021-03-13 _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 391.423 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0JG _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 4D9T _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 0JG N01 N01 N 0 1 N N N -33.857 14.937 -19.937 1.857 3.764 0.608 N01 0JG 1 0JG C02 C02 C 0 1 Y N N -33.458 14.618 -21.281 0.511 3.565 0.358 C02 0JG 2 0JG C03 C03 C 0 1 Y N N -32.352 13.706 -21.548 0.034 2.310 -0.043 C03 0JG 3 0JG C04 C04 C 0 1 Y N N -32.013 13.424 -22.931 -1.342 2.156 -0.285 C04 0JG 4 0JG N05 N05 N 0 1 Y N N -30.881 12.485 -22.970 -1.550 0.853 -0.659 N05 0JG 5 0JG C06 C06 C 0 1 N N N -30.302 12.008 -24.250 -2.789 0.305 -0.986 C06 0JG 6 0JG C07 C07 C 0 1 N N N -29.130 12.739 -24.865 -3.818 0.474 -0.179 C07 0JG 7 0JG C08 C08 C 0 1 N N N -28.357 11.956 -25.899 -5.158 -0.119 -0.532 C08 0JG 8 0JG O09 O09 O 0 1 N N N -28.964 11.747 -27.126 -5.720 -0.749 0.621 O09 0JG 9 0JG C10 C10 C 0 1 Y N N -30.453 12.140 -21.556 -0.364 0.168 -0.666 C10 0JG 10 0JG C11 C11 C 0 1 N N N -29.534 11.212 -20.787 -0.203 -1.286 -1.026 C11 0JG 11 0JG C12 C12 C 0 1 N N S -28.220 11.078 -21.425 -0.204 -2.131 0.250 C12 0JG 12 0JG C13 C13 C 0 1 N N N -27.522 9.977 -20.667 0.094 -3.567 -0.098 C13 0JG 13 0JG O14 O14 O 0 1 N N N -27.582 8.762 -21.071 0.144 -4.496 0.869 O14 0JG 14 0JG C15 C15 C 0 1 N N N -26.934 7.742 -20.375 0.435 -5.858 0.461 C15 0JG 15 0JG O16 O16 O 0 1 N N N -26.876 10.255 -19.624 0.287 -3.882 -1.249 O16 0JG 16 0JG C17 C17 C 0 1 N N N -27.505 12.335 -21.449 -1.526 -2.046 0.893 C17 0JG 17 0JG N18 N18 N 0 1 N N N -26.962 13.300 -21.432 -2.545 -1.981 1.389 N18 0JG 18 0JG C19 C19 C 0 1 Y N N -31.368 12.947 -20.716 0.644 0.998 -0.299 C19 0JG 19 0JG C20 C20 C 0 1 Y N N -31.292 12.842 -19.225 2.080 0.651 -0.180 C20 0JG 20 0JG C21 C21 C 0 1 Y N N -32.298 12.059 -18.508 2.828 0.366 -1.322 C21 0JG 21 0JG C22 C22 C 0 1 Y N N -32.198 11.930 -17.061 4.164 0.043 -1.205 C22 0JG 22 0JG C23 C23 C 0 1 Y N N -31.142 12.533 -16.370 4.762 0.002 0.042 C23 0JG 23 0JG C24 C24 C 0 1 N N N -31.073 12.400 -14.919 6.222 -0.351 0.163 C24 0JG 24 0JG C25 C25 C 0 1 Y N N -30.099 13.321 -17.099 4.025 0.284 1.178 C25 0JG 25 0JG C26 C26 C 0 1 Y N N -30.199 13.449 -18.514 2.689 0.613 1.074 C26 0JG 26 0JG N27 N27 N 0 1 Y N N -32.732 14.009 -23.960 -2.138 3.212 -0.123 N27 0JG 27 0JG C28 C28 C 0 1 Y N N -33.797 14.883 -23.669 -1.647 4.372 0.255 C28 0JG 28 0JG N29 N29 N 0 1 Y N N -34.148 15.179 -22.363 -0.362 4.558 0.498 N29 0JG 29 0JG H1 H1 H 0 1 N N N -34.634 15.566 -19.960 2.483 3.030 0.507 H1 0JG 30 0JG H2 H2 H 0 1 N N N -34.120 14.099 -19.460 2.176 4.638 0.881 H2 0JG 31 0JG H3 H3 H 0 1 N N N -30.717 11.140 -24.741 -2.906 -0.258 -1.900 H3 0JG 32 0JG H4 H4 H 0 1 N N N -28.865 13.748 -24.585 -3.701 1.036 0.735 H4 0JG 33 0JG H5 H5 H 0 1 N N N -28.136 10.968 -25.468 -5.826 0.671 -0.876 H5 0JG 34 0JG H6 H6 H 0 1 N N N -27.416 12.494 -26.084 -5.031 -0.857 -1.324 H6 0JG 35 0JG H7 H7 H 0 1 N N N -28.383 11.246 -27.686 -6.584 -1.153 0.466 H7 0JG 36 0JG H8 H8 H 0 1 N N N -29.395 11.612 -19.772 -1.028 -1.595 -1.668 H8 0JG 37 0JG H9 H9 H 0 1 N N N -30.002 10.218 -20.729 0.740 -1.428 -1.554 H9 0JG 38 0JG H10 H10 H 0 1 N N N -28.368 10.736 -22.460 0.558 -1.758 0.934 H10 0JG 39 0JG H11 H11 H 0 1 N N N -27.109 6.782 -20.883 -0.330 -6.201 -0.234 H11 0JG 40 0JG H12 H12 H 0 1 N N N -25.854 7.949 -20.343 1.410 -5.891 -0.026 H12 0JG 41 0JG H13 H13 H 0 1 N N N -27.328 7.691 -19.349 0.446 -6.506 1.338 H13 0JG 42 0JG H14 H14 H 0 1 N N N -33.105 11.583 -19.045 2.362 0.396 -2.295 H14 0JG 43 0JG H15 H15 H 0 1 N N N -32.943 11.366 -16.519 4.745 -0.178 -2.088 H15 0JG 44 0JG H16 H16 H 0 1 N N N -31.624 13.227 -14.448 6.822 0.558 0.106 H16 0JG 45 0JG H17 H17 H 0 1 N N N -31.522 11.442 -14.617 6.399 -0.843 1.119 H17 0JG 46 0JG H18 H18 H 0 1 N N N -30.021 12.430 -14.598 6.502 -1.022 -0.649 H18 0JG 47 0JG H19 H19 H 0 1 N N N -29.285 13.784 -16.562 4.498 0.251 2.149 H19 0JG 48 0JG H20 H20 H 0 1 N N N -29.449 14.006 -19.057 2.116 0.838 1.961 H20 0JG 49 0JG H21 H21 H 0 1 N N N -34.351 15.331 -24.481 -2.323 5.206 0.376 H21 0JG 50 # # 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 0JG O09 C08 SING N N 1 0JG C08 C07 SING N N 2 0JG C07 C06 DOUB N E 3 0JG C06 N05 SING N N 4 0JG N27 C28 DOUB Y N 5 0JG N27 C04 SING Y N 6 0JG C28 N29 SING Y N 7 0JG N05 C04 SING Y N 8 0JG N05 C10 SING Y N 9 0JG C04 C03 DOUB Y N 10 0JG N29 C02 DOUB Y N 11 0JG C10 C11 SING N N 12 0JG C10 C19 DOUB Y N 13 0JG C03 C02 SING Y N 14 0JG C03 C19 SING Y N 15 0JG C17 N18 TRIP N N 16 0JG C17 C12 SING N N 17 0JG C12 C11 SING N N 18 0JG C12 C13 SING N N 19 0JG C02 N01 SING N N 20 0JG O14 C13 SING N N 21 0JG O14 C15 SING N N 22 0JG C19 C20 SING N N 23 0JG C13 O16 DOUB N N 24 0JG C20 C26 DOUB Y N 25 0JG C20 C21 SING Y N 26 0JG C26 C25 SING Y N 27 0JG C21 C22 DOUB Y N 28 0JG C25 C23 DOUB Y N 29 0JG C22 C23 SING Y N 30 0JG C23 C24 SING N N 31 0JG N01 H1 SING N N 32 0JG N01 H2 SING N N 33 0JG C06 H3 SING N N 34 0JG C07 H4 SING N N 35 0JG C08 H5 SING N N 36 0JG C08 H6 SING N N 37 0JG O09 H7 SING N N 38 0JG C11 H8 SING N N 39 0JG C11 H9 SING N N 40 0JG C12 H10 SING N N 41 0JG C15 H11 SING N N 42 0JG C15 H12 SING N N 43 0JG C15 H13 SING N N 44 0JG C21 H14 SING N N 45 0JG C22 H15 SING N N 46 0JG C24 H16 SING N N 47 0JG C24 H17 SING N N 48 0JG C24 H18 SING N N 49 0JG C25 H19 SING N N 50 0JG C26 H20 SING N N 51 0JG C28 H21 SING N N 52 # # 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 0JG SMILES ACDLabs 12.01 "O=C(OC)C(C#N)Cc2c(c1c(ncnc1n2/C=C/CO)N)c3ccc(cc3)C" 0JG InChI InChI 1.03 "InChI=1S/C21H21N5O3/c1-13-4-6-14(7-5-13)17-16(10-15(11-22)21(28)29-2)26(8-3-9-27)20-18(17)19(23)24-12-25-20/h3-8,12,15,27H,9-10H2,1-2H3,(H2,23,24,25)/b8-3+/t15-/m0/s1" 0JG InChIKey InChI 1.03 ZJERBAYUHUAUBE-GZTQLTBSSA-N 0JG SMILES_CANONICAL CACTVS 3.370 "COC(=O)[C@@H](Cc1n(/C=C/CO)c2ncnc(N)c2c1c3ccc(C)cc3)C#N" 0JG SMILES CACTVS 3.370 "COC(=O)[CH](Cc1n(C=CCO)c2ncnc(N)c2c1c3ccc(C)cc3)C#N" 0JG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cc1)c2c(n(c3c2c(ncn3)N)/C=C/CO)C[C@@H](C#N)C(=O)OC" 0JG SMILES "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cc1)c2c(n(c3c2c(ncn3)N)C=CCO)CC(C#N)C(=O)OC" # # 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 0JG "SYSTEMATIC NAME" ACDLabs 12.01 "methyl (2S)-3-{4-amino-7-[(1E)-3-hydroxyprop-1-en-1-yl]-5-(4-methylphenyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl}-2-cyanopropanoate" 0JG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "methyl (2S)-3-[4-azanyl-5-(4-methylphenyl)-7-[(E)-3-oxidanylprop-1-enyl]pyrrolo[2,3-d]pyrimidin-6-yl]-2-cyano-propanoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0JG "Create component" 2012-01-23 RCSB 0JG "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 0JG _pdbx_chem_comp_synonyms.name "(E)-methyl 3-(4-amino-7-(3-hydroxypropyl)-5-p-tolyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)-2-cyanoacrylate" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##