data_X39 # _chem_comp.id X39 _chem_comp.name "4-AMINO-N-(4-CHLOROBENZYL)-1-(7H-PYRROLO[2,3-D]PYRIMIDIN-4-YL)PIPERIDINE-4-CARBOXAMIDE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H21 Cl N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-01-22 _chem_comp.pdbx_modified_date 2011-06-04 _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 384.863 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X39 _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 2X39 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 X39 N1 N1 N 0 1 N N N 45.159 33.253 111.381 -3.123 -0.638 -0.190 N1 X39 1 X39 C2 C2 C 0 1 N N N 43.823 32.649 111.448 -2.595 -1.812 0.516 C2 X39 2 X39 C3 C3 C 0 1 N N N 43.629 31.944 112.780 -1.290 -2.262 -0.145 C3 X39 3 X39 C4 C4 C 0 1 N N N 44.759 30.940 113.071 -0.276 -1.115 -0.096 C4 X39 4 X39 N5 N5 N 0 1 N N N 44.664 30.514 114.511 0.023 -0.784 1.303 N5 X39 5 X39 C9 C9 C 0 1 N N N 46.128 31.594 112.864 -0.870 0.110 -0.796 C9 X39 6 X39 C10 C10 C 0 1 N N N 46.220 32.261 111.515 -2.187 0.492 -0.116 C10 X39 7 X39 C11 C11 C 0 1 N N N 44.660 29.664 112.211 0.990 -1.533 -0.797 C11 X39 8 X39 O12 O12 O 0 1 N N N 45.638 29.177 111.722 0.956 -2.393 -1.651 O12 X39 9 X39 N13 N13 N 0 1 N N N 43.457 29.117 112.041 2.162 -0.951 -0.475 N13 X39 10 X39 C14 C14 C 0 1 N N N 43.277 27.960 111.182 3.394 -1.356 -1.157 C14 X39 11 X39 C15 C15 C 0 1 Y N N 42.563 28.324 109.914 4.553 -0.559 -0.617 C15 X39 12 X39 C16 C16 C 0 1 Y N N 43.278 28.586 108.746 5.271 -1.031 0.467 C16 X39 13 X39 C17 C17 C 0 1 Y N N 42.615 28.928 107.584 6.334 -0.300 0.962 C17 X39 14 X39 C18 C18 C 0 1 Y N N 41.234 29.011 107.581 6.680 0.904 0.374 C18 X39 15 X39 CL1 CL1 CL 0 0 N N N 40.401 29.436 106.125 8.016 1.822 0.996 CL1 X39 16 X39 C20 C20 C 0 1 Y N N 40.510 28.754 108.729 5.962 1.375 -0.710 C20 X39 17 X39 C21 C21 C 0 1 Y N N 41.169 28.415 109.891 4.902 0.641 -1.208 C21 X39 18 X39 C22 C22 C 0 1 Y N N 45.409 34.612 111.764 -4.367 -0.283 0.299 C22 X39 19 X39 N23 N23 N 0 1 Y N N 46.682 34.893 112.108 -4.935 -0.974 1.283 N23 X39 20 X39 C24 C24 C 0 1 Y N N 46.952 36.148 112.467 -6.123 -0.638 1.753 C24 X39 21 X39 N25 N25 N 0 1 Y N N 46.112 37.185 112.520 -6.810 0.382 1.287 N25 X39 22 X39 C26 C26 C 0 1 Y N N 44.866 36.888 112.164 -6.325 1.135 0.301 C26 X39 23 X39 N27 N27 N 0 1 Y N N 43.800 37.722 112.114 -6.784 2.229 -0.379 N27 X39 24 X39 C29 C29 C 0 1 Y N N 42.720 37.039 111.710 -5.865 2.616 -1.320 C29 X39 25 X39 C30 C30 C 0 1 Y N N 43.099 35.762 111.501 -4.800 1.799 -1.279 C30 X39 26 X39 C31 C31 C 0 1 Y N N 44.422 35.635 111.776 -5.060 0.818 -0.227 C31 X39 27 X39 H21C H21C H 0 0 N N N 43.064 33.438 111.343 -2.404 -1.554 1.558 H21C X39 28 X39 H22C H22C H 0 0 N N N 43.721 31.914 110.636 -3.323 -2.621 0.471 H22C X39 29 X39 H101 H101 H 0 0 N N N 46.112 31.503 110.725 -2.620 1.355 -0.622 H101 X39 30 X39 H102 H102 H 0 0 N N N 47.197 32.759 111.421 -1.998 0.739 0.928 H102 X39 31 X39 H31C H31C H 0 0 N N N 43.616 32.700 113.579 -0.890 -3.124 0.389 H31C X39 32 X39 H32C H32C H 0 0 N N N 42.681 31.388 112.737 -1.483 -2.534 -1.183 H32C X39 33 X39 H51N H51N H 0 0 N N N 44.643 29.516 114.563 0.690 -0.030 1.361 H51N X39 34 X39 H52N H52N H 0 0 N N N 45.458 30.857 115.013 -0.820 -0.561 1.811 H52N X39 35 X39 H91C H91C H 0 0 N N N 46.282 32.352 113.646 -0.170 0.943 -0.728 H91C X39 36 X39 H92C H92C H 0 0 N N N 46.899 30.811 112.918 -1.056 -0.124 -1.844 H92C X39 37 X39 H13 H13 H 0 1 N N N 42.667 29.509 112.512 2.190 -0.262 0.208 H13 X39 38 X39 H141 H141 H 0 0 N N N 44.265 27.550 110.927 3.572 -2.418 -0.984 H141 X39 39 X39 H142 H142 H 0 0 N N N 42.669 27.219 111.722 3.294 -1.174 -2.227 H142 X39 40 X39 H16 H16 H 0 1 N N N 44.356 28.521 108.750 5.001 -1.970 0.926 H16 X39 41 X39 H21 H21 H 0 1 N N N 40.604 28.218 110.790 4.343 1.007 -2.057 H21 X39 42 X39 H17 H17 H 0 1 N N N 43.172 29.130 106.681 6.895 -0.668 1.809 H17 X39 43 X39 H20 H20 H 0 1 N N N 39.432 28.818 108.716 6.231 2.314 -1.170 H20 X39 44 X39 H24 H24 H 0 1 N N N 47.974 36.351 112.749 -6.548 -1.226 2.554 H24 X39 45 X39 H27 H27 H 0 1 N N N 43.816 38.695 112.343 -7.635 2.667 -0.220 H27 X39 46 X39 H29 H29 H 0 1 N N N 41.726 37.439 111.576 -5.980 3.453 -1.993 H29 X39 47 X39 H30 H30 H 0 1 N N N 42.451 34.965 111.167 -3.919 1.857 -1.902 H30 X39 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 X39 N1 C2 SING N N 1 X39 N1 C10 SING N N 2 X39 N1 C22 SING N N 3 X39 C2 C3 SING N N 4 X39 C3 C4 SING N N 5 X39 C4 N5 SING N N 6 X39 C4 C9 SING N N 7 X39 C4 C11 SING N N 8 X39 C9 C10 SING N N 9 X39 C11 O12 DOUB N N 10 X39 C11 N13 SING N N 11 X39 N13 C14 SING N N 12 X39 C14 C15 SING N N 13 X39 C15 C16 SING Y N 14 X39 C15 C21 DOUB Y N 15 X39 C16 C17 DOUB Y N 16 X39 C17 C18 SING Y N 17 X39 C18 CL1 SING N N 18 X39 C18 C20 DOUB Y N 19 X39 C20 C21 SING Y N 20 X39 C22 N23 SING Y N 21 X39 C22 C31 DOUB Y N 22 X39 N23 C24 DOUB Y N 23 X39 C24 N25 SING Y N 24 X39 N25 C26 DOUB Y N 25 X39 C26 N27 SING Y N 26 X39 C26 C31 SING Y N 27 X39 N27 C29 SING Y N 28 X39 C29 C30 DOUB Y N 29 X39 C30 C31 SING Y N 30 X39 C2 H21C SING N N 31 X39 C2 H22C SING N N 32 X39 C10 H101 SING N N 33 X39 C10 H102 SING N N 34 X39 C3 H31C SING N N 35 X39 C3 H32C SING N N 36 X39 N5 H51N SING N N 37 X39 N5 H52N SING N N 38 X39 C9 H91C SING N N 39 X39 C9 H92C SING N N 40 X39 N13 H13 SING N N 41 X39 C14 H141 SING N N 42 X39 C14 H142 SING N N 43 X39 C16 H16 SING N N 44 X39 C21 H21 SING N N 45 X39 C17 H17 SING N N 46 X39 C20 H20 SING N N 47 X39 C24 H24 SING N N 48 X39 N27 H27 SING N N 49 X39 C29 H29 SING N N 50 X39 C30 H30 SING N N 51 # 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 X39 SMILES ACDLabs 10.04 "Clc1ccc(cc1)CNC(=O)C4(N)CCN(c2ncnc3c2ccn3)CC4" X39 SMILES_CANONICAL CACTVS 3.352 "NC1(CCN(CC1)c2ncnc3[nH]ccc23)C(=O)NCc4ccc(Cl)cc4" X39 SMILES CACTVS 3.352 "NC1(CCN(CC1)c2ncnc3[nH]ccc23)C(=O)NCc4ccc(Cl)cc4" X39 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1cc(ccc1CNC(=O)C2(CCN(CC2)c3c4cc[nH]c4ncn3)N)Cl" X39 SMILES "OpenEye OEToolkits" 1.6.1 "c1cc(ccc1CNC(=O)C2(CCN(CC2)c3c4cc[nH]c4ncn3)N)Cl" X39 InChI InChI 1.03 "InChI=1S/C19H21ClN6O/c20-14-3-1-13(2-4-14)11-23-18(27)19(21)6-9-26(10-7-19)17-15-5-8-22-16(15)24-12-25-17/h1-5,8,12H,6-7,9-11,21H2,(H,23,27)(H,22,24,25)" X39 InChIKey InChI 1.03 XQPFDQVEBGYLHB-UHFFFAOYSA-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 X39 "SYSTEMATIC NAME" ACDLabs 10.04 "4-amino-N-(4-chlorobenzyl)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide" X39 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "4-amino-N-[(4-chlorophenyl)methyl]-1-(7H-pyrrolo[3,2-e]pyrimidin-4-yl)piperidine-4-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 X39 "Create component" 2010-01-22 EBI X39 "Modify aromatic_flag" 2011-06-04 RCSB X39 "Modify descriptor" 2011-06-04 RCSB #