data_1WS # _chem_comp.id 1WS _chem_comp.name "N-(3-aminopropyl)-8-[(3-fluorophenyl)amino]-2,4,5,7-tetrahydropyrazolo[3,4-e]indazole-3-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 F N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-04-30 _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 369.396 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1WS _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 4BKZ _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 1WS O23 O23 O 0 1 N N N 15.759 10.464 9.701 4.201 -1.579 -0.203 O23 1WS 1 1WS C21 C21 C 0 1 N N N 14.950 10.749 8.833 3.827 -0.428 -0.080 C21 1WS 2 1WS N22 N22 N 0 1 N N N 13.987 11.631 9.074 4.729 0.572 -0.037 N22 1WS 3 1WS C24 C24 C 0 1 N N N 13.734 12.352 10.318 6.160 0.274 -0.140 C24 1WS 4 1WS C25 C25 C 0 1 N N N 12.482 11.691 10.891 6.959 1.576 -0.065 C25 1WS 5 1WS C26 C26 C 0 1 N N N 11.455 12.721 11.339 8.453 1.265 -0.173 C26 1WS 6 1WS N27 N27 N 0 1 N N N 10.706 12.188 12.462 9.220 2.515 -0.101 N27 1WS 7 1WS C8 C8 C 0 1 Y N N 15.008 10.141 7.466 2.384 -0.127 0.018 C8 1WS 8 1WS C7 C7 C 0 1 Y N N 15.862 8.988 7.053 1.347 -1.065 -0.018 C7 1WS 9 1WS C4 C4 C 0 1 N N N 16.862 8.113 7.791 1.409 -2.557 -0.200 C4 1WS 10 1WS C3 C3 C 0 1 N N N 17.037 6.750 7.100 0.278 -3.267 0.545 C3 1WS 11 1WS N9 N9 N 0 1 Y N N 14.301 10.526 6.384 1.852 1.076 0.160 N9 1WS 12 1WS N10 N10 N 0 1 Y N N 14.612 9.727 5.250 0.454 0.941 0.217 N10 1WS 13 1WS C6 C6 C 0 1 Y N N 15.547 8.868 5.709 0.164 -0.368 0.126 C6 1WS 14 1WS C1 C1 C 0 1 Y N N 16.127 7.831 4.982 -1.098 -1.128 0.187 C1 1WS 15 1WS C11 C11 C 0 1 Y N N 16.062 7.542 3.555 -2.413 -0.776 0.119 C11 1WS 16 1WS N12 N12 N 0 1 Y N N 16.729 6.388 3.335 -3.135 -1.923 0.207 N12 1WS 17 1WS N5 N5 N 0 1 Y N N 17.165 5.954 4.624 -2.243 -2.996 0.359 N5 1WS 18 1WS C2 C2 C 0 1 Y N N 16.792 6.811 5.618 -1.030 -2.542 0.371 C2 1WS 19 1WS N13 N13 N 0 1 N N N 15.442 8.388 2.700 -2.918 0.510 -0.015 N13 1WS 20 1WS C14 C14 C 0 1 Y N N 15.384 8.408 1.344 -4.289 0.706 -0.198 C14 1WS 21 1WS C19 C19 C 0 1 Y N N 16.319 7.778 0.519 -4.911 1.822 0.347 C19 1WS 22 1WS C18 C18 C 0 1 Y N N 16.179 7.872 -0.877 -6.269 2.013 0.165 C18 1WS 23 1WS F20 F20 F 0 1 N N N 17.074 7.251 -1.667 -6.876 3.098 0.694 F20 1WS 24 1WS C17 C17 C 0 1 Y N N 15.121 8.593 -1.464 -7.007 1.092 -0.561 C17 1WS 25 1WS C16 C16 C 0 1 Y N N 14.191 9.227 -0.643 -6.389 -0.019 -1.104 C16 1WS 26 1WS C15 C15 C 0 1 Y N N 14.334 9.134 0.752 -5.032 -0.211 -0.930 C15 1WS 27 1WS H22 H22 H 0 1 N N N 13.363 11.823 8.316 4.431 1.490 0.061 H22 1WS 28 1WS H241 H241 H 0 0 N N N 14.582 12.245 11.010 6.454 -0.381 0.680 H241 1WS 29 1WS H242 H242 H 0 0 N N N 13.555 13.419 10.120 6.360 -0.221 -1.090 H242 1WS 30 1WS H251 H251 H 0 0 N N N 12.031 11.051 10.118 6.664 2.231 -0.885 H251 1WS 31 1WS H252 H252 H 0 0 N N N 12.769 11.074 11.756 6.759 2.071 0.885 H252 1WS 32 1WS H261 H261 H 0 0 N N N 11.969 13.645 11.644 8.747 0.610 0.647 H261 1WS 33 1WS H262 H262 H 0 0 N N N 10.768 12.941 10.509 8.653 0.769 -1.123 H262 1WS 34 1WS H271 H271 H 0 0 N N N 10.029 12.861 12.761 9.003 3.025 0.743 H271 1WS 35 1WS H272 H272 H 0 0 N N N 10.240 11.348 12.183 10.211 2.336 -0.169 H272 1WS 36 1WS H41C H41C H 0 0 N N N 17.834 8.627 7.819 1.334 -2.788 -1.263 H41C 1WS 37 1WS H42C H42C H 0 0 N N N 16.504 7.950 8.818 2.365 -2.921 0.175 H42C 1WS 38 1WS H31C H31C H 0 0 N N N 18.065 6.399 7.272 0.179 -4.282 0.160 H31C 1WS 39 1WS H32C H32C H 0 0 N N N 16.327 6.037 7.544 0.523 -3.312 1.607 H32C 1WS 40 1WS H10 H10 H 0 1 N N N 14.228 9.787 4.329 -0.187 1.664 0.308 H10 1WS 41 1WS H12 H12 H 0 1 N N N 16.884 5.935 2.457 -4.102 -1.989 0.171 H12 1WS 42 1WS H13 H13 H 0 1 N N N 14.938 9.128 3.145 -2.319 1.273 0.018 H13 1WS 43 1WS H19 H19 H 0 1 N N N 17.141 7.225 0.949 -4.336 2.540 0.914 H19 1WS 44 1WS H15 H15 H 0 1 N N N 13.618 9.634 1.387 -4.550 -1.077 -1.359 H15 1WS 45 1WS H17 H17 H 0 1 N N N 15.032 8.654 -2.539 -8.067 1.243 -0.703 H17 1WS 46 1WS H16 H16 H 0 1 N N N 13.371 9.783 -1.073 -6.967 -0.735 -1.669 H16 1WS 47 # 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 1WS O23 C21 DOUB N N 1 1WS C21 N22 SING N N 2 1WS C21 C8 SING N N 3 1WS N22 C24 SING N N 4 1WS C24 C25 SING N N 5 1WS C25 C26 SING N N 6 1WS C26 N27 SING N N 7 1WS C8 C7 SING Y N 8 1WS C8 N9 DOUB Y N 9 1WS C7 C4 SING N N 10 1WS C7 C6 DOUB Y N 11 1WS C4 C3 SING N N 12 1WS C3 C2 SING N N 13 1WS N9 N10 SING Y N 14 1WS N10 C6 SING Y N 15 1WS C6 C1 SING N N 16 1WS C1 C11 DOUB Y N 17 1WS C1 C2 SING Y N 18 1WS C11 N12 SING Y N 19 1WS C11 N13 SING N N 20 1WS N12 N5 SING Y N 21 1WS N5 C2 DOUB Y N 22 1WS N13 C14 SING N N 23 1WS C14 C19 SING Y N 24 1WS C14 C15 DOUB Y N 25 1WS C19 C18 DOUB Y N 26 1WS C18 F20 SING N N 27 1WS C18 C17 SING Y N 28 1WS C17 C16 DOUB Y N 29 1WS C16 C15 SING Y N 30 1WS N22 H22 SING N N 31 1WS C24 H241 SING N N 32 1WS C24 H242 SING N N 33 1WS C25 H251 SING N N 34 1WS C25 H252 SING N N 35 1WS C26 H261 SING N N 36 1WS C26 H262 SING N N 37 1WS N27 H271 SING N N 38 1WS N27 H272 SING N N 39 1WS C4 H41C SING N N 40 1WS C4 H42C SING N N 41 1WS C3 H31C SING N N 42 1WS C3 H32C SING N N 43 1WS N10 H10 SING N N 44 1WS N12 H12 SING N N 45 1WS N13 H13 SING N N 46 1WS C19 H19 SING N N 47 1WS C15 H15 SING N N 48 1WS C17 H17 SING N N 49 1WS C16 H16 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 1WS SMILES ACDLabs 12.01 "Fc1cccc(c1)Nc2c4c(nn2)CCc3c(nnc34)C(=O)NCCCN" 1WS InChI InChI 1.03 "InChI=1S/C18H20FN7O/c19-10-3-1-4-11(9-10)22-17-14-13(23-26-17)6-5-12-15(14)24-25-16(12)18(27)21-8-2-7-20/h1,3-4,9H,2,5-8,20H2,(H,21,27)(H,24,25)(H2,22,23,26)" 1WS InChIKey InChI 1.03 FUQIWUOPEIFERV-UHFFFAOYSA-N 1WS SMILES_CANONICAL CACTVS 3.385 "NCCCNC(=O)c1n[nH]c2c1CCc3n[nH]c(Nc4cccc(F)c4)c23" 1WS SMILES CACTVS 3.385 "NCCCNC(=O)c1n[nH]c2c1CCc3n[nH]c(Nc4cccc(F)c4)c23" 1WS SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)F)Nc2c-3c(n[nH]2)CCc4c3[nH]nc4C(=O)NCCCN" 1WS SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)F)Nc2c-3c(n[nH]2)CCc4c3[nH]nc4C(=O)NCCCN" # 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 1WS "SYSTEMATIC NAME" ACDLabs 12.01 "N-(3-aminopropyl)-8-[(3-fluorophenyl)amino]-1,4,5,7-tetrahydropyrazolo[3,4-e]indazole-3-carboxamide" 1WS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-(3-azanylpropyl)-8-[(3-fluorophenyl)amino]-1,4,5,7-tetrahydropyrazolo[3,4-e]indazole-3-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 1WS "Create component" 2013-04-30 EBI 1WS "Initial release" 2013-08-21 RCSB 1WS "Modify descriptor" 2014-09-05 RCSB #