data_MT1 # _chem_comp.id MT1 _chem_comp.name "N-(4-{[(2,4-DIAMINOPTERIDIN-1-IUM-6-YL)METHYL](METHYL)AMINO}BENZOYL)-L-GLUTAMIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 N8 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "METHOTREXATE PROTONATED AT N1" _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2006-10-25 _chem_comp.pdbx_modified_date 2021-03-01 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 455.447 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MT1 _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 ? _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 MT1 N1 N1 N 1 1 Y N N 16.254 65.343 45.628 5.889 4.269 -7.413 N1 MT1 1 MT1 C2 C2 C 0 1 Y N N 15.629 65.494 46.795 5.153 3.693 -8.367 C2 MT1 2 MT1 NA2 NA2 N 0 1 N N N 14.472 65.049 47.021 5.793 2.671 -9.091 NA2 MT1 3 MT1 N3 N3 N 0 1 Y N N 16.313 66.181 47.729 3.887 4.018 -8.664 N3 MT1 4 MT1 C4 C4 C 0 1 Y N N 17.533 66.798 47.620 3.384 5.010 -7.901 C4 MT1 5 MT1 NA4 NA4 N 0 1 N N N 18.137 67.466 48.588 2.046 5.410 -8.157 NA4 MT1 6 MT1 C4A C4A C 0 1 Y N N 18.139 66.622 46.329 4.069 5.668 -6.890 C4A MT1 7 MT1 N5 N5 N 0 1 Y N N 19.316 67.222 46.110 3.496 6.650 -6.171 N5 MT1 8 MT1 C6 C6 C 0 1 Y N N 19.900 67.060 44.906 4.245 7.220 -5.217 C6 MT1 9 MT1 C7 C7 C 0 1 Y N N 19.269 66.303 43.996 5.532 6.842 -4.963 C7 MT1 10 MT1 N8 N8 N 0 1 Y N N 18.117 65.740 44.179 6.123 5.862 -5.670 N8 MT1 11 MT1 C8A C8A C 0 1 Y N N 17.539 65.947 45.414 5.394 5.263 -6.644 C8A MT1 12 MT1 C9 C9 C 0 1 N N N 21.243 67.772 44.749 3.609 8.318 -4.414 C9 MT1 13 MT1 N10 N10 N 0 1 N N N 21.498 67.951 43.267 2.265 7.974 -3.995 N10 MT1 14 MT1 CM CM C 0 1 N N N 22.681 67.298 42.801 1.155 8.790 -4.444 CM MT1 15 MT1 C11 C11 C 0 1 Y N N 19.076 70.072 40.641 1.603 4.702 -1.498 C11 MT1 16 MT1 C12 C12 C 0 1 Y N N 20.212 69.427 40.197 0.550 5.199 -2.237 C12 MT1 17 MT1 C13 C13 C 0 1 Y N N 20.993 68.723 41.092 0.771 6.294 -3.072 C13 MT1 18 MT1 C14 C14 C 0 1 Y N N 20.656 68.686 42.432 2.041 6.866 -3.151 C14 MT1 19 MT1 C15 C15 C 0 1 Y N N 19.522 69.389 42.865 3.089 6.344 -2.393 C15 MT1 20 MT1 C16 C16 C 0 1 Y N N 18.751 70.042 42.022 2.868 5.250 -1.557 C16 MT1 21 MT1 C C C 0 1 N N N 18.192 70.807 39.733 1.367 3.535 -0.609 C MT1 22 MT1 O O O 0 1 N N N 18.525 70.965 38.552 0.238 3.334 -0.169 O MT1 23 MT1 N N N 0 1 N N N 17.021 71.275 40.129 2.470 2.746 -0.368 N MT1 24 MT1 CA CA C 0 1 N N S 16.108 72.091 39.288 2.394 1.548 0.466 CA MT1 25 MT1 CT CT C 0 1 N N N 15.473 73.051 40.250 3.710 1.408 1.210 CT MT1 26 MT1 O1 O1 O 0 1 N N N 15.409 72.658 41.464 4.610 2.354 0.834 O1 MT1 27 MT1 O2 O2 O 0 1 N N N 15.012 74.095 39.799 3.961 0.557 2.054 O2 MT1 28 MT1 CB CB C 0 1 N N N 14.937 71.256 38.799 2.053 0.292 -0.352 CB MT1 29 MT1 CG CG C 0 1 N N N 15.267 70.222 37.612 3.111 -0.168 -1.359 CG MT1 30 MT1 CD CD C 0 1 N N N 15.609 70.913 36.229 3.366 0.819 -2.471 CD MT1 31 MT1 OE1 OE1 O 0 1 N N N 16.329 70.144 35.456 4.471 1.275 -2.740 OE1 MT1 32 MT1 OE2 OE2 O 0 1 N N N 15.213 72.115 35.969 2.241 1.141 -3.155 OE2 MT1 33 MT1 H H H 0 1 N N N 16.770 71.095 40.931 3.358 2.927 -0.809 H MT1 34 MT1 H1 H1 H 0 1 N N N 15.886 64.883 45.001 6.845 3.954 -7.259 H1 MT1 35 MT1 HA21 1HA2 H 0 0 N N N 14.160 65.254 47.949 5.648 2.604 -10.080 HA21 MT1 36 MT1 HA22 2HA2 H 0 0 N N N 13.927 64.548 46.349 6.310 1.968 -8.598 HA22 MT1 37 MT1 HA41 1HA4 H 0 0 N N N 18.289 66.859 49.368 1.726 5.434 -9.099 HA41 MT1 38 MT1 HA42 2HA4 H 0 0 N N N 19.016 67.810 48.257 1.495 5.746 -7.400 HA42 MT1 39 MT1 H7 H7 H 0 1 N N N 19.756 66.152 43.044 6.140 7.300 -4.193 H7 MT1 40 MT1 H91 1H9 H 0 1 N N N 22.045 67.169 45.200 4.198 8.529 -3.515 H91 MT1 41 MT1 H92 2H9 H 0 1 N N N 21.223 68.748 45.256 3.553 9.246 -4.992 H92 MT1 42 MT1 HM1 1HM H 0 1 N N N 22.605 67.130 41.717 1.392 9.850 -4.318 HM1 MT1 43 MT1 HM2 2HM H 0 1 N N N 23.556 67.930 43.014 0.257 8.560 -3.864 HM2 MT1 44 MT1 HM3 3HM H 0 1 N N N 22.792 66.332 43.314 0.948 8.599 -5.501 HM3 MT1 45 MT1 H12 H12 H 0 1 N N N 20.489 69.473 39.154 -0.443 4.761 -2.183 H12 MT1 46 MT1 H13 H13 H 0 1 N N N 21.871 68.199 40.744 -0.052 6.694 -3.659 H13 MT1 47 MT1 H15 H15 H 0 1 N N N 19.276 69.394 43.916 4.082 6.782 -2.447 H15 MT1 48 MT1 H16 H16 H 0 1 N N N 17.871 70.555 42.381 3.692 4.851 -0.971 H16 MT1 49 MT1 HA HA H 0 1 N N N 16.661 72.529 38.444 1.606 1.720 1.209 HA MT1 50 MT1 HO1 HO1 H 0 1 N N N 14.943 73.303 41.982 5.479 2.310 1.287 HO1 MT1 51 MT1 HB1 1HB H 0 1 N N N 14.169 71.950 38.428 1.096 0.451 -0.866 HB1 MT1 52 MT1 HB2 2HB H 0 1 N N N 14.621 70.644 39.657 1.885 -0.539 0.346 HB2 MT1 53 MT1 HG1 1HG H 0 1 N N N 14.384 69.584 37.463 4.064 -0.386 -0.864 HG1 MT1 54 MT1 HG2 2HG H 0 1 N N N 16.161 69.659 37.918 2.797 -1.110 -1.825 HG2 MT1 55 MT1 HOE2 HOE2 H 0 0 N N N 15.527 72.373 35.110 2.368 1.774 -3.893 HOE2 MT1 56 # # 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 MT1 N1 H1 SING N N 1 MT1 N1 C8A DOUB Y N 2 MT1 N1 C2 SING Y N 3 MT1 C2 NA2 SING N N 4 MT1 C2 N3 DOUB Y N 5 MT1 NA2 HA21 SING N N 6 MT1 NA2 HA22 SING N N 7 MT1 N3 C4 SING Y N 8 MT1 C4 C4A DOUB Y N 9 MT1 C4 NA4 SING N N 10 MT1 NA4 HA41 SING N N 11 MT1 NA4 HA42 SING N N 12 MT1 C4A C8A SING Y N 13 MT1 C4A N5 SING Y N 14 MT1 N5 C6 DOUB Y N 15 MT1 C6 C7 SING Y N 16 MT1 C6 C9 SING N N 17 MT1 C7 N8 DOUB Y N 18 MT1 C7 H7 SING N N 19 MT1 N8 C8A SING Y N 20 MT1 C9 N10 SING N N 21 MT1 C9 H91 SING N N 22 MT1 C9 H92 SING N N 23 MT1 N10 C14 SING N N 24 MT1 N10 CM SING N N 25 MT1 CM HM1 SING N N 26 MT1 CM HM2 SING N N 27 MT1 CM HM3 SING N N 28 MT1 C11 C SING N N 29 MT1 C11 C12 DOUB Y N 30 MT1 C11 C16 SING Y N 31 MT1 C12 C13 SING Y N 32 MT1 C12 H12 SING N N 33 MT1 C13 C14 DOUB Y N 34 MT1 C13 H13 SING N N 35 MT1 C14 C15 SING Y N 36 MT1 C15 C16 DOUB Y N 37 MT1 C15 H15 SING N N 38 MT1 C16 H16 SING N N 39 MT1 C O DOUB N N 40 MT1 C N SING N N 41 MT1 N CA SING N N 42 MT1 N H SING N N 43 MT1 CA CB SING N N 44 MT1 CA CT SING N N 45 MT1 CA HA SING N N 46 MT1 CT O2 DOUB N N 47 MT1 CT O1 SING N N 48 MT1 O1 HO1 SING N N 49 MT1 CB CG SING N N 50 MT1 CB HB1 SING N N 51 MT1 CB HB2 SING N N 52 MT1 CG CD SING N N 53 MT1 CG HG1 SING N N 54 MT1 CG HG2 SING N N 55 MT1 CD OE1 DOUB N N 56 MT1 CD OE2 SING N N 57 MT1 OE2 HOE2 SING N N 58 # # 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 MT1 SMILES ACDLabs 10.04 "O=C(O)C(NC(=O)c1ccc(cc1)N(C)Cc2nc3c(nc2)[nH+]c(nc3N)N)CCC(=O)O" MT1 SMILES_CANONICAL CACTVS 3.341 "CN(Cc1cnc2[nH+]c(N)nc(N)c2n1)c3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O" MT1 SMILES CACTVS 3.341 "CN(Cc1cnc2[nH+]c(N)nc(N)c2n1)c3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O" MT1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(Cc1cnc2c(n1)c(nc([nH+]2)N)N)c3ccc(cc3)C(=O)N[C@@H](CCC(=O)O)C(=O)O" MT1 SMILES "OpenEye OEToolkits" 1.5.0 "CN(Cc1cnc2c(n1)c(nc([nH+]2)N)N)c3ccc(cc3)C(=O)NC(CCC(=O)O)C(=O)O" MT1 InChI InChI 1.03 "InChI=1S/C20H22N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27)/p+1/t13-/m0/s1" MT1 InChIKey InChI 1.03 FBOZXECLQNJBKD-ZDUSSCGKSA-O # # 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 MT1 "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(4-{[(2,4-diaminopteridin-1-ium-6-yl)methyl](methyl)amino}phenyl)carbonyl]-L-glutamic acid" MT1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[(2,4-diaminopteridin-1-ium-6-yl)methyl-methyl-amino]phenyl]carbonylamino]pentanedioic 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 MT1 "Create component" 2006-10-25 EBI MT1 "Modify descriptor" 2011-06-04 RCSB MT1 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MT1 _pdbx_chem_comp_synonyms.name "METHOTREXATE PROTONATED AT N1" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##