data_I14 # _chem_comp.id I14 _chem_comp.name "N-(3-{[4-amino-7-(2-methoxyethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]ethynyl}-4-methylphenyl)acetamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H21 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2020-04-13 _chem_comp.pdbx_modified_date 2020-06-12 _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 363.413 _chem_comp.one_letter_code ? _chem_comp.three_letter_code I14 _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 6WIW _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 I14 C02 C1 C 0 1 Y N N -11.373 -34.374 4.589 2.283 -2.618 -0.124 C02 I14 1 I14 C03 C2 C 0 1 Y N N -10.975 -35.534 3.931 2.282 -1.252 0.181 C03 I14 2 I14 C04 C3 C 0 1 Y N N -11.877 -36.160 3.166 3.512 -0.604 0.387 C04 I14 3 I14 C06 C4 C 0 1 N N N -11.998 -38.122 1.734 4.257 1.729 0.946 C06 I14 4 I14 C07 C5 C 0 1 N N N -13.531 -38.115 1.925 4.771 2.312 -0.372 C07 I14 5 I14 C09 C6 C 0 1 N N N -15.433 -38.792 0.669 6.307 3.917 -1.270 C09 I14 6 I14 C10 C7 C 0 1 Y N N -9.981 -37.253 2.987 1.896 0.934 0.649 C10 I14 7 I14 C11 C8 C 0 1 Y N N -9.770 -36.190 3.822 1.244 -0.226 0.358 C11 I14 8 I14 C12 C9 C 0 1 N N N -8.604 -35.643 4.592 -0.172 -0.409 0.246 C12 I14 9 I14 C13 C10 C 0 1 N N N -7.792 -35.142 5.282 -1.332 -0.559 0.154 C13 I14 10 I14 C14 C11 C 0 1 Y N N -6.876 -34.603 6.395 -2.748 -0.743 0.042 C14 I14 11 I14 C15 C12 C 0 1 Y N N -5.769 -33.823 6.132 -3.612 0.337 0.234 C15 I14 12 I14 C16 C13 C 0 1 Y N N -4.996 -33.390 7.196 -4.981 0.151 0.123 C16 I14 13 I14 C18 C14 C 0 1 N N N -3.519 -31.538 6.295 -5.477 2.471 -0.052 C18 I14 14 I14 C19 C15 C 0 1 N N N -2.236 -30.725 6.395 -6.363 3.649 0.261 C19 I14 15 I14 C21 C16 C 0 1 Y N N -5.287 -33.689 8.486 -5.490 -1.107 -0.178 C21 I14 16 I14 C22 C17 C 0 1 Y N N -6.364 -34.439 8.764 -4.635 -2.177 -0.368 C22 I14 17 I14 C23 C18 C 0 1 Y N N -7.138 -34.881 7.751 -3.270 -2.003 -0.266 C23 I14 18 I14 C24 C19 C 0 1 N N N -8.290 -35.696 8.302 -2.343 -3.172 -0.479 C24 I14 19 I14 C26 C20 C 0 1 Y N N -13.442 -34.627 3.756 4.587 -2.601 -0.005 C26 I14 20 I14 N01 N1 N 0 1 N N N -10.453 -33.656 5.374 1.097 -3.298 -0.335 N01 I14 21 I14 N05 N2 N 0 1 Y N N -11.267 -37.198 2.597 3.243 0.709 0.667 N05 I14 22 I14 N17 N3 N 0 1 N N N -3.814 -32.585 7.180 -5.851 1.230 0.315 N17 I14 23 I14 N25 N4 N 0 1 Y N N -13.112 -35.685 3.107 4.632 -1.319 0.284 N25 I14 24 I14 N27 N5 N 0 1 Y N N -12.579 -33.991 4.487 3.453 -3.246 -0.211 N27 I14 25 I14 O08 O1 O 0 1 N N N -14.141 -39.063 1.122 5.760 3.307 -0.100 O08 I14 26 I14 O20 O2 O 0 1 N N N -4.238 -31.320 5.416 -4.427 2.641 -0.635 O20 I14 27 I14 H062 H1 H 0 0 N N N -11.633 -39.140 1.936 5.086 1.278 1.491 H062 I14 28 I14 H061 H2 H 0 0 N N N -11.783 -37.856 0.689 3.817 2.524 1.548 H061 I14 29 I14 H071 H3 H 0 0 N N N -13.920 -37.120 1.664 5.211 1.517 -0.974 H071 I14 30 I14 H072 H4 H 0 0 N N N -13.762 -38.335 2.978 3.942 2.763 -0.917 H072 I14 31 I14 H093 H5 H 0 0 N N N -15.787 -39.627 0.047 7.050 4.660 -0.979 H093 I14 32 I14 H091 H6 H 0 0 N N N -16.105 -38.667 1.531 6.780 3.156 -1.891 H091 I14 33 I14 H092 H7 H 0 0 N N N -15.426 -37.868 0.072 5.510 4.402 -1.834 H092 I14 34 I14 H101 H8 H 0 0 N N N -9.253 -37.996 2.696 1.421 1.885 0.837 H101 I14 35 I14 H151 H9 H 0 0 N N N -5.511 -33.556 5.118 -3.215 1.314 0.468 H151 I14 36 I14 H192 H10 H 0 0 N N N -2.189 -30.009 5.561 -6.096 4.055 1.237 H192 I14 37 I14 H193 H11 H 0 0 N N N -2.222 -30.177 7.349 -6.228 4.418 -0.500 H193 I14 38 I14 H191 H12 H 0 0 N N N -1.369 -31.401 6.348 -7.404 3.328 0.273 H191 I14 39 I14 H211 H13 H 0 0 N N N -4.656 -33.326 9.284 -6.557 -1.249 -0.263 H211 I14 40 I14 H221 H14 H 0 0 N N N -6.609 -34.686 9.787 -5.037 -3.152 -0.601 H221 I14 41 I14 H243 H15 H 0 0 N N N -7.993 -36.753 8.370 -2.170 -3.677 0.471 H243 I14 42 I14 H241 H16 H 0 0 N N N -8.556 -35.325 9.303 -2.794 -3.869 -1.185 H241 I14 43 I14 H242 H17 H 0 0 N N N -9.158 -35.602 7.633 -1.394 -2.814 -0.879 H242 I14 44 I14 H261 H18 H 0 0 N N N -14.456 -34.260 3.692 5.515 -3.147 -0.085 H261 I14 45 I14 H011 H19 H 0 0 N N N -10.910 -32.867 5.786 0.250 -2.828 -0.273 H011 I14 46 I14 H012 H20 H 0 0 N N N -10.097 -34.249 6.096 1.111 -4.245 -0.546 H012 I14 47 I14 H171 H21 H 0 0 N N N -3.124 -32.791 7.874 -6.724 1.084 0.712 H171 I14 48 # # 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 I14 C09 O08 SING N N 1 I14 O08 C07 SING N N 2 I14 C06 C07 SING N N 3 I14 C06 N05 SING N N 4 I14 N05 C10 SING Y N 5 I14 N05 C04 SING Y N 6 I14 C10 C11 DOUB Y N 7 I14 N25 C04 DOUB Y N 8 I14 N25 C26 SING Y N 9 I14 C04 C03 SING Y N 10 I14 C26 N27 DOUB Y N 11 I14 C11 C03 SING Y N 12 I14 C11 C12 SING N N 13 I14 C03 C02 DOUB Y N 14 I14 N27 C02 SING Y N 15 I14 C02 N01 SING N N 16 I14 C12 C13 TRIP N N 17 I14 C13 C14 SING N N 18 I14 O20 C18 DOUB N N 19 I14 C15 C14 DOUB Y N 20 I14 C15 C16 SING Y N 21 I14 C18 C19 SING N N 22 I14 C18 N17 SING N N 23 I14 C14 C23 SING Y N 24 I14 N17 C16 SING N N 25 I14 C16 C21 DOUB Y N 26 I14 C23 C24 SING N N 27 I14 C23 C22 DOUB Y N 28 I14 C21 C22 SING Y N 29 I14 C06 H062 SING N N 30 I14 C06 H061 SING N N 31 I14 C07 H071 SING N N 32 I14 C07 H072 SING N N 33 I14 C09 H093 SING N N 34 I14 C09 H091 SING N N 35 I14 C09 H092 SING N N 36 I14 C10 H101 SING N N 37 I14 C15 H151 SING N N 38 I14 C19 H192 SING N N 39 I14 C19 H193 SING N N 40 I14 C19 H191 SING N N 41 I14 C21 H211 SING N N 42 I14 C22 H221 SING N N 43 I14 C24 H243 SING N N 44 I14 C24 H241 SING N N 45 I14 C24 H242 SING N N 46 I14 C26 H261 SING N N 47 I14 N01 H011 SING N N 48 I14 N01 H012 SING N N 49 I14 N17 H171 SING N N 50 # # 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 I14 SMILES ACDLabs 12.01 "c3(N)c1c(n(CCOC)cc1C#Cc2c(ccc(c2)NC(C)=O)C)ncn3" I14 InChI InChI 1.03 "InChI=1S/C20H21N5O2/c1-13-4-7-17(24-14(2)26)10-15(13)5-6-16-11-25(8-9-27-3)20-18(16)19(21)22-12-23-20/h4,7,10-12H,8-9H2,1-3H3,(H,24,26)(H2,21,22,23)" I14 InChIKey InChI 1.03 JQKPZHMYPLLZEN-UHFFFAOYSA-N I14 SMILES_CANONICAL CACTVS 3.385 "COCCn1cc(C#Cc2cc(NC(C)=O)ccc2C)c3c(N)ncnc13" I14 SMILES CACTVS 3.385 "COCCn1cc(C#Cc2cc(NC(C)=O)ccc2C)c3c(N)ncnc13" I14 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1ccc(cc1C#Cc2cn(c3c2c(ncn3)N)CCOC)NC(=O)C" I14 SMILES "OpenEye OEToolkits" 2.0.7 "Cc1ccc(cc1C#Cc2cn(c3c2c(ncn3)N)CCOC)NC(=O)C" # # 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 I14 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(3-{[4-amino-7-(2-methoxyethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]ethynyl}-4-methylphenyl)acetamide" I14 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[3-[2-[4-azanyl-7-(2-methoxyethyl)pyrrolo[2,3-d]pyrimidin-5-yl]ethynyl]-4-methyl-phenyl]ethanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site I14 "Create component" 2020-04-13 RCSB I14 "Initial release" 2020-06-17 RCSB ##