data_558 # _chem_comp.id 558 _chem_comp.name "5-[(4R)-6-(4-chlorophenyl)-1,4-dimethyl-5,6-dihydro-4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepin-8-yl]pyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H21 Cl N6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-27 _chem_comp.pdbx_modified_date 2015-04-03 _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 416.906 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 558 _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 4Z1Q _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 558 CAU C1 C 0 1 Y N N -31.591 -44.010 184.666 -4.709 0.410 0.929 CAU 558 1 558 CAT C2 C 0 1 Y N N -30.755 -44.735 185.551 -5.935 -0.211 0.800 CAT 558 2 558 CAS C3 C 0 1 Y N N -29.411 -44.747 185.313 -6.063 -1.289 -0.072 CAS 558 3 558 NBA N1 N 0 1 N N N -28.629 -45.426 186.212 -7.293 -1.919 -0.208 NBA 558 4 558 NAR N2 N 0 1 Y N N -28.821 -44.057 184.330 -5.026 -1.720 -0.775 NAR 558 5 558 CAQ C4 C 0 1 Y N N -29.673 -43.278 183.370 -3.840 -1.154 -0.680 CAQ 558 6 558 CAO C5 C 0 1 Y N N -31.057 -43.270 183.585 -3.636 -0.069 0.168 CAO 558 7 558 CAM C6 C 0 1 Y N N -31.929 -42.490 182.697 -2.299 0.564 0.270 CAM 558 8 558 CAN C7 C 0 1 Y N N -33.216 -42.096 183.173 -1.236 0.072 -0.486 CAN 558 9 558 CAC C8 C 0 1 Y N N -34.082 -41.293 182.377 0.007 0.667 -0.388 CAC 558 10 558 CAL C9 C 0 1 Y N N -31.514 -42.087 181.418 -2.109 1.654 1.118 CAL 558 11 558 CAK C10 C 0 1 Y N N -32.434 -41.350 180.573 -0.869 2.259 1.203 CAK 558 12 558 CAB C11 C 0 1 Y N N -33.697 -40.952 181.083 0.184 1.774 0.453 CAB 558 13 558 NAA N3 N 0 1 Y N N -34.539 -40.252 180.274 1.444 2.388 0.449 NAA 558 14 558 CAJ C12 C 0 1 Y N N -34.381 -39.144 179.489 2.218 2.817 1.468 CAJ 558 15 558 CBC C13 C 0 1 N N N -33.053 -38.377 179.260 1.890 2.745 2.937 CBC 558 16 558 NAI N4 N 0 1 Y N N -35.593 -38.836 178.874 3.309 3.309 0.934 NAI 558 17 558 NAH N5 N 0 1 Y N N -36.575 -39.823 179.351 3.253 3.212 -0.350 NAH 558 18 558 CAG C14 C 0 1 Y N N -35.840 -40.637 180.170 2.131 2.659 -0.700 CAG 558 19 558 CAF C15 C 0 1 N N R -36.391 -41.741 180.888 1.616 2.352 -2.080 CAF 558 20 558 CBB C16 C 0 1 N N N -37.846 -42.124 180.364 0.193 2.896 -2.225 CBB 558 21 558 CAE C17 C 0 1 N N N -36.559 -41.391 182.345 1.606 0.831 -2.301 CAE 558 22 558 NAD N6 N 0 1 N N N -35.296 -40.930 182.932 1.104 0.192 -1.105 NAD 558 23 558 CAP C18 C 0 1 Y N N -35.283 -40.323 184.187 1.757 -0.960 -0.657 CAP 558 24 558 CAV C19 C 0 1 Y N N -34.166 -39.726 184.719 1.391 -1.542 0.550 CAV 558 25 558 CAW C20 C 0 1 Y N N -34.201 -39.123 185.941 2.037 -2.680 0.990 CAW 558 26 558 CAX C21 C 0 1 Y N N -35.365 -39.077 186.646 3.048 -3.241 0.229 CAX 558 27 558 CLB CL1 CL 0 0 N N N -35.458 -38.338 188.247 3.858 -4.673 0.785 CLB 558 28 558 CAY C22 C 0 1 Y N N -36.471 -39.719 186.234 3.414 -2.664 -0.974 CAY 558 29 558 CAZ C23 C 0 1 Y N N -36.447 -40.325 185.008 2.768 -1.528 -1.421 CAZ 558 30 558 H1 H1 H 0 1 N N N -32.660 -44.023 184.820 -4.581 1.248 1.598 H1 558 31 558 H2 H2 H 0 1 N N N -31.172 -45.266 186.394 -6.785 0.134 1.370 H2 558 32 558 H3 H3 H 0 1 N N N -27.665 -45.294 185.982 -8.057 -1.608 0.304 H3 558 33 558 H4 H4 H 0 1 N N N -28.802 -45.078 187.133 -7.390 -2.670 -0.814 H4 558 34 558 H5 H5 H 0 1 N N N -29.234 -42.742 182.542 -3.019 -1.531 -1.272 H5 558 35 558 H6 H6 H 0 1 N N N -33.539 -42.412 184.154 -1.383 -0.771 -1.145 H6 558 36 558 H7 H7 H 0 1 N N N -30.520 -42.323 181.067 -2.932 2.027 1.709 H7 558 37 558 H8 H8 H 0 1 N N N -32.158 -41.105 179.558 -0.721 3.100 1.864 H8 558 38 558 H9 H9 H 0 1 N N N -33.220 -37.560 178.542 2.255 1.802 3.344 H9 558 39 558 H10 H10 H 0 1 N N N -32.701 -37.960 180.215 2.369 3.574 3.457 H10 558 40 558 H11 H11 H 0 1 N N N -32.295 -39.067 178.860 0.811 2.806 3.072 H11 558 41 558 H12 H12 H 0 1 N N N -35.744 -42.626 180.795 2.261 2.822 -2.822 H12 558 42 558 H13 H13 H 0 1 N N N -38.232 -42.976 180.942 0.200 3.975 -2.071 H13 558 43 558 H14 H14 H 0 1 N N N -38.519 -41.262 180.488 -0.181 2.674 -3.225 H14 558 44 558 H15 H15 H 0 1 N N N -37.792 -42.397 179.300 -0.453 2.427 -1.483 H15 558 45 558 H16 H16 H 0 1 N N N -37.310 -40.592 182.437 0.952 0.588 -3.138 H16 558 46 558 H17 H17 H 0 1 N N N -36.903 -42.282 182.890 2.618 0.487 -2.515 H17 558 47 558 H18 H18 H 0 1 N N N -33.243 -39.735 184.159 0.603 -1.104 1.144 H18 558 48 558 H19 H19 H 0 1 N N N -33.305 -38.681 186.350 1.754 -3.133 1.929 H19 558 49 558 H20 H20 H 0 1 N N N -37.355 -39.756 186.854 4.204 -3.103 -1.565 H20 558 50 558 H21 H21 H 0 1 N N N -37.338 -40.820 184.651 3.051 -1.081 -2.362 H21 558 51 # 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 558 NAI NAH SING Y N 1 558 NAI CAJ DOUB Y N 2 558 CBC CAJ SING N N 3 558 NAH CAG DOUB Y N 4 558 CAJ NAA SING Y N 5 558 CAG NAA SING Y N 6 558 CAG CAF SING N N 7 558 NAA CAB SING N N 8 558 CBB CAF SING N N 9 558 CAK CAB DOUB Y N 10 558 CAK CAL SING Y N 11 558 CAF CAE SING N N 12 558 CAB CAC SING Y N 13 558 CAL CAM DOUB Y N 14 558 CAE NAD SING N N 15 558 CAC NAD SING N N 16 558 CAC CAN DOUB Y N 17 558 CAM CAN SING Y N 18 558 CAM CAO SING N N 19 558 NAD CAP SING N N 20 558 CAQ CAO DOUB Y N 21 558 CAQ NAR SING Y N 22 558 CAO CAU SING Y N 23 558 CAP CAV DOUB Y N 24 558 CAP CAZ SING Y N 25 558 NAR CAS DOUB Y N 26 558 CAU CAT DOUB Y N 27 558 CAV CAW SING Y N 28 558 CAZ CAY DOUB Y N 29 558 CAS CAT SING Y N 30 558 CAS NBA SING N N 31 558 CAW CAX DOUB Y N 32 558 CAY CAX SING Y N 33 558 CAX CLB SING N N 34 558 CAU H1 SING N N 35 558 CAT H2 SING N N 36 558 NBA H3 SING N N 37 558 NBA H4 SING N N 38 558 CAQ H5 SING N N 39 558 CAN H6 SING N N 40 558 CAL H7 SING N N 41 558 CAK H8 SING N N 42 558 CBC H9 SING N N 43 558 CBC H10 SING N N 44 558 CBC H11 SING N N 45 558 CAF H12 SING N N 46 558 CBB H13 SING N N 47 558 CBB H14 SING N N 48 558 CBB H15 SING N N 49 558 CAE H16 SING N N 50 558 CAE H17 SING N N 51 558 CAV H18 SING N N 52 558 CAW H19 SING N N 53 558 CAY H20 SING N N 54 558 CAZ H21 SING N N 55 # 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 558 SMILES ACDLabs 12.01 "c1cc(N)ncc1c3cc2N(CC(c4n(c2cc3)c(C)nn4)C)c5ccc(Cl)cc5" 558 InChI InChI 1.03 "InChI=1S/C23H21ClN6/c1-14-13-29(19-7-5-18(24)6-8-19)21-11-16(17-4-10-22(25)26-12-17)3-9-20(21)30-15(2)27-28-23(14)30/h3-12,14H,13H2,1-2H3,(H2,25,26)/t14-/m1/s1" 558 InChIKey InChI 1.03 SBRJLPKKZHHGCO-CQSZACIVSA-N 558 SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1CN(c2ccc(Cl)cc2)c3cc(ccc3n4c(C)nnc14)c5ccc(N)nc5" 558 SMILES CACTVS 3.385 "C[CH]1CN(c2ccc(Cl)cc2)c3cc(ccc3n4c(C)nnc14)c5ccc(N)nc5" 558 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1nnc2n1-c3ccc(cc3N(C[C@H]2C)c4ccc(cc4)Cl)c5ccc(nc5)N" 558 SMILES "OpenEye OEToolkits" 1.9.2 "Cc1nnc2n1-c3ccc(cc3N(CC2C)c4ccc(cc4)Cl)c5ccc(nc5)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 558 "SYSTEMATIC NAME" ACDLabs 12.01 "5-[(4R)-6-(4-chlorophenyl)-1,4-dimethyl-5,6-dihydro-4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepin-8-yl]pyridin-2-amine" 558 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-[(4R)-6-(4-chlorophenyl)-1,4-dimethyl-4,5-dihydro-[1,2,4]triazolo[3,4-d][1,5]benzodiazepin-8-yl]pyridin-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 558 "Create component" 2015-03-27 RCSB 558 "Initial release" 2015-04-08 RCSB #