data_AXD # _chem_comp.id AXD _chem_comp.name "2-[4-({2-[(2S,5R)-2-(AMINOMETHYL)-5-ETHYNYLPYRROLIDIN-1-YL]-2-OXOETHYL}AMINO)-4-METHYLPIPERIDIN-1-YL]ISONICOTINIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H29 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-08-23 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 399.487 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AXD _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2I03 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 AXD N1 N1 N 0 1 N N N 32.449 4.621 64.077 0.525 -1.566 2.975 N1 AXD 1 AXD C2 C2 C 0 1 N N N 33.532 4.800 63.072 -0.255 -1.196 1.787 C2 AXD 2 AXD C3 C3 C 0 1 N N N 34.347 3.498 63.016 0.622 -0.374 0.825 C3 AXD 3 AXD C4 C4 C 0 1 N N N 35.471 3.608 61.970 1.776 -1.186 0.230 C4 AXD 4 AXD N5 N5 N 0 1 N N N 34.924 4.011 60.613 1.275 -2.424 -0.382 N5 AXD 5 AXD C6 C6 C 0 1 N N N 34.050 5.227 60.573 0.430 -3.278 0.461 C6 AXD 6 AXD C7 C7 C 0 1 N N N 32.960 5.084 61.634 -0.725 -2.469 1.059 C7 AXD 7 AXD C8 C8 C 0 1 N N R 29.717 8.134 64.000 2.127 1.508 5.574 C8 AXD 8 AXD N9 N9 N 0 1 N N N 29.449 6.800 63.388 2.265 0.056 5.739 N9 AXD 9 AXD C10 C10 C 0 1 N N S 28.171 6.789 62.668 3.235 -0.267 6.795 C10 AXD 10 AXD C11 C11 C 0 1 N N N 27.407 7.868 63.444 3.650 1.091 7.373 C11 AXD 11 AXD C12 C12 C 0 1 N N N 28.464 8.947 63.638 3.393 2.062 6.227 C12 AXD 12 AXD C13 C13 C 0 1 N N N 28.272 7.194 61.165 2.672 -1.176 7.882 C13 AXD 13 AXD N14 N14 N 0 1 N N N 29.450 7.433 60.569 3.659 -1.402 8.884 N14 AXD 14 AXD C15 C15 C 0 1 N N N 30.228 5.660 63.478 1.738 -0.917 4.898 C15 AXD 15 AXD O16 O16 O 0 1 N N N 29.949 4.609 62.928 1.876 -2.130 5.070 O16 AXD 16 AXD C17 C17 C 0 1 N N N 31.507 5.703 64.353 0.964 -0.415 3.704 C17 AXD 17 AXD C18 C18 C 0 1 Y N N 35.217 3.284 59.447 2.054 -3.008 -1.388 C18 AXD 18 AXD C19 C19 C 0 1 Y N N 36.046 2.143 59.493 1.408 -3.738 -2.394 C19 AXD 19 AXD C20 C20 C 0 1 Y N N 36.332 1.421 58.323 2.170 -4.324 -3.400 C20 AXD 20 AXD C21 C21 C 0 1 Y N N 35.780 1.853 57.077 3.552 -4.178 -3.392 C21 AXD 21 AXD C22 C22 C 0 1 Y N N 34.957 3.009 57.079 4.121 -3.442 -2.364 C22 AXD 22 AXD N23 N23 N 0 1 Y N N 34.687 3.709 58.234 3.414 -2.858 -1.371 N23 AXD 23 AXD C24 C24 C 0 1 N N N 30.861 8.825 63.348 0.912 1.998 6.243 C24 AXD 24 AXD C25 C25 C 0 1 N N N 31.761 9.335 62.736 -0.080 2.398 6.789 C25 AXD 25 AXD C26 C26 C 0 1 N N N 34.465 5.974 63.535 -1.466 -0.367 2.237 C26 AXD 26 AXD C27 C27 C 0 1 N N N 37.210 0.241 58.429 1.523 -5.086 -4.456 C27 AXD 27 AXD O28 O28 O 0 1 N N N 37.677 -0.069 59.554 2.413 -5.587 -5.356 O28 AXD 28 AXD O29 O29 O 0 1 N N N 37.472 -0.419 57.409 0.307 -5.278 -4.559 O29 AXD 29 AXD HN1 HN1 H 0 1 N N N 31.897 3.853 63.753 1.330 -2.126 2.666 HN1 AXD 30 AXD H31 1H3 H 0 1 N N N 33.680 2.667 62.742 1.026 0.511 1.332 H31 AXD 31 AXD H32 2H3 H 0 1 N N N 34.797 3.317 64.003 -0.003 -0.000 0.002 H32 AXD 32 AXD H41 1H4 H 0 1 N N N 35.968 2.631 61.877 2.279 -0.568 -0.525 H41 AXD 33 AXD H42 2H4 H 0 1 N N N 36.181 4.379 62.302 2.520 -1.429 0.998 H42 AXD 34 AXD H61 1H6 H 0 1 N N N 34.653 6.124 60.779 1.039 -3.733 1.252 H61 AXD 35 AXD H62 2H6 H 0 1 N N N 33.592 5.326 59.578 0.009 -4.096 -0.136 H62 AXD 36 AXD H71 1H7 H 0 1 N N N 32.388 6.023 61.669 -1.408 -2.184 0.247 H71 AXD 37 AXD H72 2H7 H 0 1 N N N 32.335 4.224 61.352 -1.303 -3.110 1.737 H72 AXD 38 AXD H8 H8 H 0 1 N N N 29.940 8.036 65.073 2.092 1.763 4.510 H8 AXD 39 AXD H10 H10 H 0 1 N N N 27.719 5.787 62.633 4.088 -0.760 6.314 H10 AXD 40 AXD H111 1H11 H 0 0 N N N 26.540 8.241 62.880 4.693 1.099 7.702 H111 AXD 41 AXD H112 2H11 H 0 0 N N N 26.979 7.503 64.389 3.025 1.360 8.234 H112 AXD 42 AXD H121 1H12 H 0 0 N N N 28.613 9.541 62.724 3.301 3.098 6.567 H121 AXD 43 AXD H122 2H12 H 0 0 N N N 28.192 9.687 64.405 4.230 2.007 5.519 H122 AXD 44 AXD H131 1H13 H 0 0 N N N 27.702 8.131 61.075 2.392 -2.122 7.436 H131 AXD 45 AXD H132 2H13 H 0 0 N N N 27.924 6.287 60.650 1.811 -0.698 8.331 H132 AXD 46 AXD H141 1H14 H 0 0 N N N 29.318 7.492 59.580 3.980 -0.631 9.459 H141 AXD 47 AXD H142 2H14 H 0 0 N N N 29.826 8.296 60.907 4.184 -2.270 8.888 H142 AXD 48 AXD H171 1H17 H 0 0 N N N 32.019 6.657 64.161 1.627 0.201 3.105 H171 AXD 49 AXD H172 2H17 H 0 0 N N N 31.186 5.591 65.399 0.122 0.167 4.067 H172 AXD 50 AXD H19 H19 H 0 1 N N N 36.464 1.822 60.436 0.327 -3.841 -2.383 H19 AXD 51 AXD H21 H21 H 0 1 N N N 35.983 1.316 56.162 4.176 -4.621 -4.161 H21 AXD 52 AXD H22 H22 H 0 1 N N N 34.530 3.350 56.147 5.195 -3.298 -2.313 H22 AXD 53 AXD H25 H25 H 0 1 N N N 32.555 9.785 62.196 -0.959 2.752 7.274 H25 AXD 54 AXD H261 1H26 H 0 0 N N N 34.683 5.868 64.608 -1.791 -0.672 3.236 H261 AXD 55 AXD H262 2H26 H 0 0 N N N 35.405 5.942 62.965 -1.214 0.697 2.266 H262 AXD 56 AXD H263 3H26 H 0 0 N N N 33.960 6.935 63.357 -2.304 -0.504 1.546 H263 AXD 57 AXD HO28 HO28 H 0 0 N N N 38.222 -0.842 59.469 1.986 -6.103 -6.073 HO28 AXD 58 # 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 AXD N1 C2 SING N N 1 AXD N1 C17 SING N N 2 AXD N1 HN1 SING N N 3 AXD C2 C7 SING N N 4 AXD C2 C3 SING N N 5 AXD C2 C26 SING N N 6 AXD C3 C4 SING N N 7 AXD C3 H31 SING N N 8 AXD C3 H32 SING N N 9 AXD C4 N5 SING N N 10 AXD C4 H41 SING N N 11 AXD C4 H42 SING N N 12 AXD N5 C18 SING N N 13 AXD N5 C6 SING N N 14 AXD C6 C7 SING N N 15 AXD C6 H61 SING N N 16 AXD C6 H62 SING N N 17 AXD C7 H71 SING N N 18 AXD C7 H72 SING N N 19 AXD C8 C24 SING N N 20 AXD C8 N9 SING N N 21 AXD C8 C12 SING N N 22 AXD C8 H8 SING N N 23 AXD N9 C10 SING N N 24 AXD N9 C15 SING N N 25 AXD C10 C13 SING N N 26 AXD C10 C11 SING N N 27 AXD C10 H10 SING N N 28 AXD C11 C12 SING N N 29 AXD C11 H111 SING N N 30 AXD C11 H112 SING N N 31 AXD C12 H121 SING N N 32 AXD C12 H122 SING N N 33 AXD C13 N14 SING N N 34 AXD C13 H131 SING N N 35 AXD C13 H132 SING N N 36 AXD N14 H141 SING N N 37 AXD N14 H142 SING N N 38 AXD C15 O16 DOUB N N 39 AXD C15 C17 SING N N 40 AXD C17 H171 SING N N 41 AXD C17 H172 SING N N 42 AXD C18 N23 DOUB Y N 43 AXD C18 C19 SING Y N 44 AXD C19 C20 DOUB Y N 45 AXD C19 H19 SING N N 46 AXD C20 C21 SING Y N 47 AXD C20 C27 SING N N 48 AXD C21 C22 DOUB Y N 49 AXD C21 H21 SING N N 50 AXD C22 N23 SING Y N 51 AXD C22 H22 SING N N 52 AXD C24 C25 TRIP N N 53 AXD C25 H25 SING N N 54 AXD C26 H261 SING N N 55 AXD C26 H262 SING N N 56 AXD C26 H263 SING N N 57 AXD C27 O29 DOUB N N 58 AXD C27 O28 SING N N 59 AXD O28 HO28 SING N N 60 # 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 AXD SMILES ACDLabs 10.04 "O=C(O)c1cc(ncc1)N3CCC(NCC(=O)N2C(C#C)CCC2CN)(CC3)C" AXD SMILES_CANONICAL CACTVS 3.341 "CC1(CCN(CC1)c2cc(ccn2)C(O)=O)NCC(=O)N3[C@H](CN)CC[C@@H]3C#C" AXD SMILES CACTVS 3.341 "CC1(CCN(CC1)c2cc(ccn2)C(O)=O)NCC(=O)N3[CH](CN)CC[CH]3C#C" AXD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1(CCN(CC1)c2cc(ccn2)C(=O)O)NCC(=O)N3[C@@H](CC[C@@H]3C#C)CN" AXD SMILES "OpenEye OEToolkits" 1.5.0 "CC1(CCN(CC1)c2cc(ccn2)C(=O)O)NCC(=O)N3C(CCC3C#C)CN" AXD InChI InChI 1.03 "InChI=1S/C21H29N5O3/c1-3-16-4-5-17(13-22)26(16)19(27)14-24-21(2)7-10-25(11-8-21)18-12-15(20(28)29)6-9-23-18/h1,6,9,12,16-17,24H,4-5,7-8,10-11,13-14,22H2,2H3,(H,28,29)/t16-,17-/m0/s1" AXD InChIKey InChI 1.03 SDLYKSXRUIHFDH-IRXDYDNUSA-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 AXD "SYSTEMATIC NAME" ACDLabs 10.04 "2-[4-({2-[(2S,5R)-2-(aminomethyl)-5-ethynylpyrrolidin-1-yl]-2-oxoethyl}amino)-4-methylpiperidin-1-yl]pyridine-4-carboxylic acid" AXD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[4-[[2-[(2S,5R)-2-(aminomethyl)-5-ethynyl-pyrrolidin-1-yl]-2-oxo-ethyl]amino]-4-methyl-piperidin-1-yl]pyridine-4-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AXD "Create component" 2006-08-23 PDBJ AXD "Modify descriptor" 2011-06-04 RCSB #