data_5WB # _chem_comp.id 5WB _chem_comp.name "5-[(3S)-3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H22 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(S)-2,4-diamino-5-(3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-ynyl)-6-methylpyrimidine" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-09-22 _chem_comp.pdbx_modified_date 2020-06-17 _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 358.392 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5WB _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 3JWK _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 5WB N1 N1 N 0 1 Y N N 24.597 -29.448 3.455 -4.355 -2.024 0.031 N1 5WB 1 5WB C2 C2 C 0 1 Y N N 24.136 -29.452 4.714 -5.487 -1.339 -0.043 C2 5WB 2 5WB N3 N3 N 0 1 Y N N 24.989 -29.314 5.739 -5.503 -0.019 -0.161 N3 5WB 3 5WB C4 C4 C 0 1 Y N N 26.312 -29.151 5.567 -4.369 0.671 -0.209 C4 5WB 4 5WB C5 C5 C 0 1 Y N N 26.812 -29.131 4.271 -3.146 -0.024 -0.134 C5 5WB 5 5WB C6 C6 C 0 1 Y N N 25.915 -29.294 3.210 -3.183 -1.413 -0.011 C6 5WB 6 5WB C1A C1A C 0 1 N N N 28.883 -24.320 1.530 3.477 -0.150 -3.586 C1A 5WB 7 5WB C1B C1B C 0 1 N N N 33.926 -28.644 -0.865 2.579 -0.460 3.508 C1B 5WB 8 5WB C1C C1C C 0 1 N N N 31.916 -24.525 -1.503 5.956 -1.205 0.295 C1C 5WB 9 5WB C1D C1D C 0 1 N N N 30.627 -30.917 2.200 -0.039 4.190 0.520 C1D 5WB 10 5WB C1E C1E C 0 1 N N N 26.398 -29.286 1.759 -1.905 -2.207 0.075 C1E 5WB 11 5WB N1F N1F N 0 1 N N N 22.832 -29.595 4.955 -6.689 -2.022 0.004 N1F 5WB 12 5WB N1G N1G N 0 1 N N N 27.113 -29.018 6.637 -4.390 2.049 -0.333 N1G 5WB 13 5WB C1H C1H C 0 1 N N N 28.217 -28.974 4.022 -1.898 0.677 -0.182 C1H 5WB 14 5WB C1I C1I C 0 1 N N N 29.384 -28.843 3.730 -0.875 1.252 -0.221 C1I 5WB 15 5WB C1J C1J C 0 1 Y N N 30.144 -26.732 1.766 2.211 0.586 -1.312 C1J 5WB 16 5WB C1K C1K C 0 1 Y N N 31.729 -28.351 0.927 1.911 0.482 1.063 C1K 5WB 17 5WB O1N O1N O 0 1 N N N 29.524 -24.870 0.361 3.910 -0.718 -2.349 O1N 5WB 18 5WB O1O O1O O 0 1 N N N 32.665 -28.097 -1.287 3.309 -0.929 2.372 O1O 5WB 19 5WB O1P O1P O 0 1 N N N 31.199 -25.795 -1.641 4.643 -1.735 0.103 O1P 5WB 20 5WB O1Q O1Q O 0 1 N N N 31.377 -29.997 3.028 0.479 2.893 0.820 O1Q 5WB 21 5WB C1U C1U C 0 1 Y N N 30.883 -27.899 1.947 1.542 0.985 -0.170 C1U 5WB 22 5WB C1W C1W C 0 1 Y N N 30.245 -26.018 0.564 3.252 -0.326 -1.225 C1W 5WB 23 5WB C1X C1X C 0 1 Y N N 31.845 -27.648 -0.275 2.947 -0.434 1.158 C1X 5WB 24 5WB C1Y C1Y C 0 1 Y N N 31.097 -26.479 -0.455 3.622 -0.839 0.013 C1Y 5WB 25 5WB C1Z C1Z C 0 1 N N S 30.774 -28.689 3.262 0.408 1.972 -0.271 C1Z 5WB 26 5WB H1A H1A H 0 1 N N N 28.336 -23.407 1.253 3.585 0.934 -3.546 H1A 5WB 27 5WB H1AA H1AA H 0 0 N N N 28.179 -25.058 1.943 4.083 -0.546 -4.400 H1AA 5WB 28 5WB H1AB H1AB H 0 0 N N N 29.645 -24.077 2.285 2.430 -0.404 -3.756 H1AB 5WB 29 5WB H1B H1B H 0 1 N N N 34.498 -28.970 -1.746 2.968 -0.932 4.410 H1B 5WB 30 5WB H1BA H1BA H 0 0 N N N 34.496 -27.875 -0.322 2.688 0.621 3.588 H1BA 5WB 31 5WB H1BB H1BB H 0 0 N N N 33.749 -29.505 -0.204 1.525 -0.712 3.391 H1BB 5WB 32 5WB H1C H1C H 0 1 N N N 31.966 -24.024 -2.481 6.674 -2.023 0.349 H1C 5WB 33 5WB H1CA H1CA H 0 0 N N N 31.385 -23.880 -0.787 6.211 -0.553 -0.541 H1CA 5WB 34 5WB H1CB H1CB H 0 0 N N N 32.935 -24.717 -1.137 5.985 -0.633 1.222 H1CB 5WB 35 5WB H1D H1D H 0 1 N N N 31.185 -31.860 2.101 -1.088 4.106 0.238 H1D 5WB 36 5WB H1DA H1DA H 0 0 N N N 29.650 -31.116 2.665 0.052 4.830 1.398 H1DA 5WB 37 5WB H1DB H1DB H 0 0 N N N 30.476 -30.474 1.204 0.525 4.625 -0.305 H1DB 5WB 38 5WB H1E H1E H 0 1 N N N 25.538 -29.416 1.085 -1.585 -2.490 -0.928 H1E 5WB 39 5WB H1EA H1EA H 0 0 N N N 26.892 -28.327 1.542 -1.131 -1.600 0.545 H1EA 5WB 40 5WB H1EB H1EB H 0 0 N N N 27.112 -30.109 1.606 -2.073 -3.105 0.669 H1EB 5WB 41 5WB HN1F HN1F H 0 0 N N N 22.341 -29.687 4.089 -6.695 -2.988 0.090 HN1F 5WB 42 5WB HN1A HN1A H 0 0 N N N 22.684 -30.413 5.511 -7.526 -1.534 -0.049 HN1A 5WB 43 5WB HN1G HN1G H 0 0 N N N 26.565 -29.063 7.472 -5.237 2.518 -0.384 HN1G 5WB 44 5WB HN1B HN1B H 0 0 N N N 27.788 -29.756 6.641 -3.557 2.545 -0.368 HN1B 5WB 45 5WB H1J H1J H 0 1 N N N 29.493 -26.377 2.552 1.920 0.982 -2.274 H1J 5WB 46 5WB H1K H1K H 0 1 N N N 32.300 -29.256 1.071 1.386 0.797 1.953 H1K 5WB 47 5WB H1Z H1Z H 0 1 N N N 31.296 -28.135 4.056 0.482 2.517 -1.212 H1Z 5WB 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 5WB C6 N1 DOUB Y N 1 5WB N1 C2 SING Y N 2 5WB C2 N1F SING N N 3 5WB C2 N3 DOUB Y N 4 5WB C4 N3 SING Y N 5 5WB C5 C4 DOUB Y N 6 5WB C4 N1G SING N N 7 5WB C6 C5 SING Y N 8 5WB C1H C5 SING N N 9 5WB C1E C6 SING N N 10 5WB O1N C1A SING N N 11 5WB C1A H1A SING N N 12 5WB C1A H1AA SING N N 13 5WB C1A H1AB SING N N 14 5WB O1O C1B SING N N 15 5WB C1B H1B SING N N 16 5WB C1B H1BA SING N N 17 5WB C1B H1BB SING N N 18 5WB O1P C1C SING N N 19 5WB C1C H1C SING N N 20 5WB C1C H1CA SING N N 21 5WB C1C H1CB SING N N 22 5WB C1D O1Q SING N N 23 5WB C1D H1D SING N N 24 5WB C1D H1DA SING N N 25 5WB C1D H1DB SING N N 26 5WB C1E H1E SING N N 27 5WB C1E H1EA SING N N 28 5WB C1E H1EB SING N N 29 5WB N1F HN1F SING N N 30 5WB N1F HN1A SING N N 31 5WB N1G HN1G SING N N 32 5WB N1G HN1B SING N N 33 5WB C1I C1H TRIP N N 34 5WB C1Z C1I SING N N 35 5WB C1W C1J DOUB Y N 36 5WB C1J C1U SING Y N 37 5WB C1J H1J SING N N 38 5WB C1X C1K SING Y N 39 5WB C1K C1U DOUB Y N 40 5WB C1K H1K SING N N 41 5WB O1N C1W SING N N 42 5WB O1O C1X SING N N 43 5WB O1P C1Y SING N N 44 5WB O1Q C1Z SING N N 45 5WB C1U C1Z SING N N 46 5WB C1Y C1W SING Y N 47 5WB C1Y C1X DOUB Y N 48 5WB C1Z H1Z SING N N 49 # # 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 5WB SMILES ACDLabs 11.02 "C(#CC(OC)c1cc(OC)c(OC)c(OC)c1)c2c(nc(nc2C)N)N" 5WB SMILES_CANONICAL CACTVS 3.352 "CO[C@H](C#Cc1c(C)nc(N)nc1N)c2cc(OC)c(OC)c(OC)c2" 5WB SMILES CACTVS 3.352 "CO[CH](C#Cc1c(C)nc(N)nc1N)c2cc(OC)c(OC)c(OC)c2" 5WB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1c(c(nc(n1)N)N)C#C[C@H](c2cc(c(c(c2)OC)OC)OC)OC" 5WB SMILES "OpenEye OEToolkits" 1.7.0 "Cc1c(c(nc(n1)N)N)C#CC(c2cc(c(c(c2)OC)OC)OC)OC" 5WB InChI InChI 1.03 "InChI=1S/C18H22N4O4/c1-10-12(17(19)22-18(20)21-10)6-7-13(23-2)11-8-14(24-3)16(26-5)15(9-11)25-4/h8-9,13H,1-5H3,(H4,19,20,21,22)/t13-/m1/s1" 5WB InChIKey InChI 1.03 WGUCJULKGMTPOP-CYBMUJFWSA-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 5WB "SYSTEMATIC NAME" ACDLabs 11.02 "5-[(3S)-3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine" 5WB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "5-[(3S)-3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-ynyl]-6-methyl-pyrimidine-2,4-diamine" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5WB "Create component" 2009-09-22 RCSB 5WB "Modify aromatic_flag" 2011-06-04 RCSB 5WB "Modify descriptor" 2011-06-04 RCSB 5WB "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 5WB _pdbx_chem_comp_synonyms.name "(S)-2,4-diamino-5-(3-methoxy-3-(3,4,5-trimethoxyphenyl)prop-1-ynyl)-6-methylpyrimidine" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##