data_9ZP # _chem_comp.id 9ZP _chem_comp.name "4-[[(4R)-5-cyclopentyl-4-ethyl-3a,4-dihydro-3H-[1,2,4]triazolo[4,3-f]pteridin-7-yl]amino]-N-cyclopropyl-3-methoxy-benzamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H32 N8 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-14 _chem_comp.pdbx_modified_date 2014-09-05 _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 476.574 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9ZP _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 4B6L _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 9ZP N2 N2 N 0 1 N N N 60.080 -7.032 -8.950 -6.444 -1.230 -0.508 N2 9ZP 1 9ZP C3 C3 C 0 1 N N N 61.352 -7.776 -9.020 -7.853 -1.629 -0.530 C3 9ZP 2 9ZP C4 C4 C 0 1 N N N 61.702 -8.670 -7.830 -8.259 -2.735 -1.506 C4 9ZP 3 9ZP C5 C5 C 0 1 N N N 61.314 -9.298 -9.171 -8.200 -3.024 -0.005 C5 9ZP 4 9ZP C6 C6 C 0 1 N N N 59.819 -6.066 -9.849 -6.100 0.005 -0.091 C6 9ZP 5 9ZP O7 O7 O 0 1 N N N 60.490 -6.015 -10.878 -6.959 0.787 0.267 O7 9ZP 6 9ZP C8 C8 C 0 1 Y N N 58.514 -5.377 -9.845 -4.680 0.407 -0.069 C8 9ZP 7 9ZP C9 C9 C 0 1 Y N N 58.005 -4.904 -11.067 -4.322 1.688 0.363 C9 9ZP 8 9ZP C10 C10 C 0 1 Y N N 56.822 -4.216 -11.111 -2.993 2.060 0.382 C10 9ZP 9 9ZP O11 O11 O 0 1 N N N 56.307 -3.770 -12.306 -2.641 3.305 0.802 O11 9ZP 10 9ZP C12 C12 C 0 1 N N N 57.054 -3.996 -13.508 -3.699 4.175 1.210 C12 9ZP 11 9ZP C13 C13 C 0 1 Y N N 56.089 -4.024 -9.937 -2.010 1.158 -0.030 C13 9ZP 12 9ZP C14 C14 C 0 1 Y N N 56.617 -4.429 -8.696 -2.367 -0.115 -0.460 C14 9ZP 13 9ZP C15 C15 C 0 1 Y N N 57.810 -5.134 -8.649 -3.692 -0.493 -0.475 C15 9ZP 14 9ZP N16 N16 N 0 1 N N N 54.924 -3.283 -10.051 -0.668 1.535 -0.011 N16 9ZP 15 9ZP C18 C18 C 0 1 Y N N 53.834 -3.321 -9.208 0.317 0.584 0.222 C18 9ZP 16 9ZP N19 N19 N 0 1 Y N N 53.857 -4.027 -8.075 1.587 0.941 0.114 N19 9ZP 17 9ZP C20 C20 C 0 1 Y N N 52.785 -4.062 -7.273 2.562 0.061 0.329 C20 9ZP 18 9ZP C21 C21 C 0 1 Y N N 51.650 -3.257 -7.644 2.198 -1.256 0.659 C21 9ZP 19 9ZP C22 C22 C 0 1 Y N N 51.686 -2.545 -8.805 0.865 -1.587 0.766 C22 9ZP 20 9ZP N23 N23 N 0 1 Y N N 52.773 -2.621 -9.591 -0.048 -0.646 0.549 N23 9ZP 21 9ZP N24 N24 N 0 1 N N N 50.545 -3.202 -6.770 3.225 -2.180 0.847 N24 9ZP 22 9ZP C25 C25 C 0 1 N N N 49.472 -2.409 -6.711 3.264 -3.549 0.804 C25 9ZP 23 9ZP N26 N26 N 0 1 N N N 48.808 -2.741 -5.637 4.477 -3.982 0.742 N26 9ZP 24 9ZP N27 N27 N 0 1 N N N 49.415 -3.696 -5.020 5.403 -2.928 0.781 N27 9ZP 25 9ZP C28 C28 C 0 1 N N S 50.500 -4.001 -5.637 4.621 -1.721 1.067 C28 9ZP 26 9ZP C29 C29 C 0 1 N N R 51.561 -5.067 -5.339 4.852 -0.620 0.028 C29 9ZP 27 9ZP C31 C31 C 0 1 N N N 51.003 -6.472 -5.682 4.671 -1.198 -1.377 C31 9ZP 28 9ZP C32 C32 C 0 1 N N N 50.642 -6.583 -7.187 5.773 -2.223 -1.653 C32 9ZP 29 9ZP N33 N33 N 0 1 N N N 52.813 -4.774 -6.083 3.881 0.458 0.243 N33 9ZP 30 9ZP C34 C34 C 0 1 N N N 54.089 -5.467 -5.699 4.047 1.522 -0.756 C34 9ZP 31 9ZP C35 C35 C 0 1 N N N 54.143 -5.880 -4.200 3.372 2.815 -0.266 C35 9ZP 32 9ZP C36 C36 C 0 1 N N N 55.243 -6.971 -4.174 4.482 3.882 -0.167 C36 9ZP 33 9ZP C37 C37 C 0 1 N N N 55.125 -7.700 -5.545 5.576 3.383 -1.143 C37 9ZP 34 9ZP C38 C38 C 0 1 N N N 54.305 -6.785 -6.475 5.544 1.848 -0.938 C38 9ZP 35 9ZP H2 H2 H 0 1 N N N 59.413 -7.245 -8.236 -5.758 -1.855 -0.789 H2 9ZP 36 9ZP H3 H3 H 0 1 N N N 62.199 -7.267 -9.503 -8.571 -0.830 -0.348 H3 9ZP 37 9ZP H41C H41C H 0 0 N N N 62.741 -8.731 -7.474 -9.245 -2.663 -1.967 H41C 9ZP 38 9ZP H42C H42C H 0 0 N N N 61.017 -8.737 -6.972 -7.478 -3.165 -2.132 H42C 9ZP 39 9ZP H51C H51C H 0 0 N N N 60.350 -9.816 -9.277 -7.380 -3.644 0.356 H51C 9ZP 40 9ZP H52C H52C H 0 0 N N N 62.074 -9.810 -9.779 -9.147 -3.142 0.522 H52C 9ZP 41 9ZP H9 H9 H 0 1 N N N 58.552 -5.085 -11.980 -5.083 2.384 0.681 H9 9ZP 42 9ZP H15 H15 H 0 1 N N N 58.195 -5.493 -7.706 -3.966 -1.484 -0.804 H15 9ZP 43 9ZP H121 H121 H 0 0 N N N 56.505 -3.580 -14.365 -4.383 4.330 0.376 H121 9ZP 44 9ZP H122 H122 H 0 0 N N N 58.035 -3.505 -13.428 -4.238 3.726 2.044 H122 9ZP 45 9ZP H123 H123 H 0 0 N N N 57.196 -5.077 -13.653 -3.282 5.133 1.520 H123 9ZP 46 9ZP H14 H14 H 0 1 N N N 56.093 -4.191 -7.782 -1.604 -0.810 -0.778 H14 9ZP 47 9ZP H16 H16 H 0 1 N N N 54.868 -2.654 -10.827 -0.422 2.461 -0.160 H16 9ZP 48 9ZP H22 H22 H 0 1 N N N 50.849 -1.925 -9.091 0.567 -2.592 1.027 H22 9ZP 49 9ZP H25 H25 H 0 1 N N N 49.204 -1.638 -7.418 2.391 -4.184 0.820 H25 9ZP 50 9ZP H28 H28 H 0 1 N N N 51.064 -3.252 -5.061 4.780 -1.366 2.086 H28 9ZP 51 9ZP H27 H27 H 0 1 N N N 49.635 -3.402 -4.090 6.362 -2.986 0.647 H27 9ZP 52 9ZP H29 H29 H 0 1 N N N 51.777 -5.043 -4.261 5.863 -0.227 0.133 H29 9ZP 53 9ZP H311 H311 H 0 0 N N N 51.764 -7.229 -5.439 3.697 -1.683 -1.447 H311 9ZP 54 9ZP H312 H312 H 0 0 N N N 50.099 -6.655 -5.082 4.730 -0.394 -2.111 H312 9ZP 55 9ZP H321 H321 H 0 0 N N N 50.250 -7.589 -7.397 6.740 -1.798 -1.385 H321 9ZP 56 9ZP H322 H322 H 0 0 N N N 49.878 -5.832 -7.437 5.593 -3.119 -1.059 H322 9ZP 57 9ZP H323 H323 H 0 0 N N N 51.542 -6.406 -7.794 5.771 -2.483 -2.711 H323 9ZP 58 9ZP H34 H34 H 0 1 N N N 54.937 -4.798 -5.905 3.614 1.212 -1.707 H34 9ZP 59 9ZP H351 H351 H 0 0 N N N 54.420 -5.025 -3.565 2.611 3.133 -0.979 H351 9ZP 60 9ZP H352 H352 H 0 0 N N N 53.176 -6.286 -3.868 2.921 2.653 0.713 H352 9ZP 61 9ZP H381 H381 H 0 0 N N N 53.337 -7.251 -6.713 6.105 1.571 -0.046 H381 9ZP 62 9ZP H382 H382 H 0 0 N N N 54.858 -6.593 -7.406 5.942 1.337 -1.814 H382 9ZP 63 9ZP H361 H361 H 0 0 N N N 56.238 -6.514 -4.064 4.104 4.855 -0.481 H361 9ZP 64 9ZP H362 H362 H 0 0 N N N 55.069 -7.675 -3.346 4.872 3.933 0.850 H362 9ZP 65 9ZP H371 H371 H 0 0 N N N 56.126 -7.870 -5.969 5.322 3.640 -2.172 H371 9ZP 66 9ZP H372 H372 H 0 0 N N N 54.612 -8.665 -5.417 6.550 3.789 -0.871 H372 9ZP 67 # 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 9ZP N2 C3 SING N N 1 9ZP N2 C6 SING N N 2 9ZP C3 C4 SING N N 3 9ZP C3 C5 SING N N 4 9ZP C4 C5 SING N N 5 9ZP C6 O7 DOUB N N 6 9ZP C6 C8 SING N N 7 9ZP C8 C9 SING Y N 8 9ZP C8 C15 DOUB Y N 9 9ZP C9 C10 DOUB Y N 10 9ZP C10 O11 SING N N 11 9ZP C10 C13 SING Y N 12 9ZP O11 C12 SING N N 13 9ZP C13 C14 DOUB Y N 14 9ZP C13 N16 SING N N 15 9ZP C14 C15 SING Y N 16 9ZP N16 C18 SING N N 17 9ZP C18 N19 SING Y N 18 9ZP C18 N23 DOUB Y N 19 9ZP N19 C20 DOUB Y N 20 9ZP C20 C21 SING Y N 21 9ZP C20 N33 SING N N 22 9ZP C21 C22 DOUB Y N 23 9ZP C21 N24 SING N N 24 9ZP C22 N23 SING Y N 25 9ZP N24 C25 SING N N 26 9ZP N24 C28 SING N N 27 9ZP C25 N26 DOUB N N 28 9ZP N26 N27 SING N N 29 9ZP N27 C28 SING N N 30 9ZP C28 C29 SING N N 31 9ZP C29 C31 SING N N 32 9ZP C29 N33 SING N N 33 9ZP C31 C32 SING N N 34 9ZP N33 C34 SING N N 35 9ZP C34 C35 SING N N 36 9ZP C34 C38 SING N N 37 9ZP C35 C36 SING N N 38 9ZP C36 C37 SING N N 39 9ZP C37 C38 SING N N 40 9ZP N2 H2 SING N N 41 9ZP C3 H3 SING N N 42 9ZP C4 H41C SING N N 43 9ZP C4 H42C SING N N 44 9ZP C5 H51C SING N N 45 9ZP C5 H52C SING N N 46 9ZP C9 H9 SING N N 47 9ZP C15 H15 SING N N 48 9ZP C12 H121 SING N N 49 9ZP C12 H122 SING N N 50 9ZP C12 H123 SING N N 51 9ZP C14 H14 SING N N 52 9ZP N16 H16 SING N N 53 9ZP C22 H22 SING N N 54 9ZP C25 H25 SING N N 55 9ZP C28 H28 SING N N 56 9ZP N27 H27 SING N N 57 9ZP C29 H29 SING N N 58 9ZP C31 H311 SING N N 59 9ZP C31 H312 SING N N 60 9ZP C32 H321 SING N N 61 9ZP C32 H322 SING N N 62 9ZP C32 H323 SING N N 63 9ZP C34 H34 SING N N 64 9ZP C35 H351 SING N N 65 9ZP C35 H352 SING N N 66 9ZP C38 H381 SING N N 67 9ZP C38 H382 SING N N 68 9ZP C36 H361 SING N N 69 9ZP C36 H362 SING N N 70 9ZP C37 H371 SING N N 71 9ZP C37 H372 SING N N 72 # 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 9ZP SMILES ACDLabs 12.01 "O=C(NC1CC1)c2ccc(c(OC)c2)Nc5nc4N(C(C3N(C=NN3)c4cn5)CC)C6CCCC6" 9ZP InChI InChI 1.03 "InChI=1S/C25H32N8O2/c1-3-19-23-31-27-14-32(23)20-13-26-25(30-22(20)33(19)17-6-4-5-7-17)29-18-11-8-15(12-21(18)35-2)24(34)28-16-9-10-16/h8,11-14,16-17,19,23,31H,3-7,9-10H2,1-2H3,(H,28,34)(H,26,29,30)/t19-,23-/m1/s1" 9ZP InChIKey InChI 1.03 BNAAGNVFCJFJIF-AUSIDOKSSA-N 9ZP SMILES_CANONICAL CACTVS 3.385 "CC[C@@H]1[C@@H]2NN=CN2c3cnc(Nc4ccc(cc4OC)C(=O)NC5CC5)nc3N1C6CCCC6" 9ZP SMILES CACTVS 3.385 "CC[CH]1[CH]2NN=CN2c3cnc(Nc4ccc(cc4OC)C(=O)NC5CC5)nc3N1C6CCCC6" 9ZP SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC[C@@H]1C2NN=CN2c3cnc(nc3N1C4CCCC4)Nc5ccc(cc5OC)C(=O)NC6CC6" 9ZP SMILES "OpenEye OEToolkits" 1.9.2 "CCC1C2NN=CN2c3cnc(nc3N1C4CCCC4)Nc5ccc(cc5OC)C(=O)NC6CC6" # 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 9ZP "SYSTEMATIC NAME" ACDLabs 12.01 "4-{[(3aS,4R)-5-cyclopentyl-4-ethyl-3,3a,4,5-tetrahydro[1,2,4]triazolo[4,3-f]pteridin-7-yl]amino}-N-cyclopropyl-3-methoxybenzamide" 9ZP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[[(4R)-5-cyclopentyl-4-ethyl-3a,4-dihydro-3H-[1,2,4]triazolo[4,3-f]pteridin-7-yl]amino]-N-cyclopropyl-3-methoxy-benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9ZP "Create component" 2012-08-14 EBI 9ZP "Initial release" 2013-08-21 RCSB 9ZP "Modify descriptor" 2014-09-05 RCSB #