data_B9L # _chem_comp.id B9L _chem_comp.name "N-[(2S)-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]-Nalpha-methyl-L-phenylalaninamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H25 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-01-29 _chem_comp.pdbx_modified_date 2019-08-02 _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 351.442 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B9L _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 6J86 _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 B9L N N1 N 0 1 N N N -27.220 24.636 -6.763 -1.968 0.143 2.048 N B9L 1 B9L CA C1 C 0 1 N N S -26.606 23.373 -7.178 -1.453 0.462 0.709 CA B9L 2 B9L C C2 C 0 1 N N N -26.194 22.601 -5.932 -0.243 1.350 0.835 C B9L 3 B9L O O1 O 0 1 N N N -26.225 21.362 -5.931 -0.114 2.066 1.806 O B9L 4 B9L CB C3 C 0 1 N N N -25.384 23.589 -8.097 -2.536 1.185 -0.094 CB B9L 5 B9L CG C4 C 0 1 Y N N -24.641 22.400 -8.076 -3.697 0.254 -0.325 CG B9L 6 B9L CD1 C5 C 0 1 Y N N -25.167 21.229 -8.625 -3.723 -0.554 -1.447 CD1 B9L 7 B9L CD2 C6 C 0 1 Y N N -23.379 22.373 -7.483 -4.734 0.203 0.587 CD2 B9L 8 B9L CE1 C7 C 0 1 Y N N -24.439 20.050 -8.572 -4.788 -1.409 -1.658 CE1 B9L 9 B9L CE2 C8 C 0 1 Y N N -22.658 21.184 -7.444 -5.800 -0.652 0.375 CE2 B9L 10 B9L CZ C9 C 0 1 Y N N -23.179 20.013 -7.989 -5.828 -1.456 -0.749 CZ B9L 11 B9L CAB C10 C 0 1 Y N N -30.427 23.765 -3.528 1.456 -2.764 -1.345 CAB B9L 12 B9L CAC C11 C 0 1 Y N N -31.256 22.813 -4.119 2.155 -3.684 -0.575 CAC B9L 13 B9L CAD C12 C 0 1 Y N N -30.759 21.538 -4.366 3.192 -3.278 0.236 CAD B9L 14 B9L CAE C13 C 0 1 Y N N -29.503 21.245 -4.028 3.545 -1.934 0.286 CAE B9L 15 B9L CAF C14 C 0 1 Y N N -28.715 22.170 -3.463 2.833 -1.005 -0.496 CAF B9L 16 B9L CAG C15 C 0 1 Y N N -29.127 23.411 -3.203 1.786 -1.438 -1.311 CAG B9L 17 B9L CAI C16 C 0 1 N N N -28.602 24.612 -7.276 -1.217 -0.967 2.650 CAI B9L 18 B9L CAK C17 C 0 1 Y N N -27.561 20.323 -3.660 4.428 0.098 0.660 CAK B9L 19 B9L CAL C18 C 0 1 Y N N -27.547 21.588 -3.261 3.438 0.301 -0.223 CAL B9L 20 B9L CAM C19 C 0 1 N N N -26.386 22.317 -2.620 3.027 1.622 -0.822 CAM B9L 21 B9L CAN C20 C 0 1 N N S -25.313 22.826 -3.612 1.874 2.213 -0.009 CAN B9L 22 B9L CAO C21 C 0 1 N N N -24.268 21.723 -3.833 1.540 3.609 -0.539 CAO B9L 23 B9L NAJ N2 N 0 1 Y N N -28.794 20.111 -4.146 4.506 -1.231 0.976 NAJ B9L 24 B9L NAX N3 N 0 1 N N N -25.809 23.378 -4.899 0.697 1.349 -0.131 NAX B9L 25 B9L OAP O2 O 0 1 N N N -23.024 22.303 -3.464 1.270 3.534 -1.940 OAP B9L 26 B9L H1 H1 H 0 1 N N N -26.719 25.409 -7.153 -2.955 -0.063 2.016 H1 B9L 27 B9L H3 H3 H 0 1 N N N -27.347 22.775 -7.728 -1.176 -0.460 0.198 H3 B9L 28 B9L H4 H4 H 0 1 N N N -24.773 24.423 -7.723 -2.876 2.060 0.460 H4 B9L 29 B9L H5 H5 H 0 1 N N N -25.716 23.809 -9.122 -2.126 1.500 -1.054 H5 B9L 30 B9L H6 H6 H 0 1 N N N -26.141 21.241 -9.091 -2.910 -0.518 -2.157 H6 B9L 31 B9L H7 H7 H 0 1 N N N -22.963 23.273 -7.055 -4.712 0.830 1.465 H7 B9L 32 B9L H8 H8 H 0 1 N N N -24.858 19.147 -8.990 -4.808 -2.040 -2.535 H8 B9L 33 B9L H9 H9 H 0 1 N N N -21.681 21.169 -6.985 -6.610 -0.692 1.088 H9 B9L 34 B9L H10 H10 H 0 1 N N N -22.614 19.093 -7.959 -6.661 -2.124 -0.914 H10 B9L 35 B9L H11 H11 H 0 1 N N N -30.791 24.762 -3.327 0.649 -3.099 -1.979 H11 B9L 36 B9L H12 H12 H 0 1 N N N -32.273 23.063 -4.382 1.883 -4.728 -0.613 H12 B9L 37 B9L H13 H13 H 0 1 N N N -31.386 20.790 -4.828 3.729 -4.002 0.832 H13 B9L 38 B9L H14 H14 H 0 1 N N N -28.460 24.128 -2.747 1.241 -0.729 -1.916 H14 B9L 39 B9L H15 H15 H 0 1 N N N -29.115 25.543 -6.992 -1.242 -1.827 1.982 H15 B9L 40 B9L H16 H16 H 0 1 N N N -28.585 24.523 -8.372 -0.184 -0.661 2.811 H16 B9L 41 B9L H17 H17 H 0 1 N N N -29.138 23.752 -6.847 -1.669 -1.235 3.605 H17 B9L 42 B9L H18 H18 H 0 1 N N N -26.750 19.612 -3.605 5.067 0.870 1.063 H18 B9L 43 B9L H19 H19 H 0 1 N N N -25.899 21.630 -1.912 3.874 2.308 -0.804 H19 B9L 44 B9L H20 H20 H 0 1 N N N -26.786 23.184 -2.074 2.705 1.469 -1.852 H20 B9L 45 B9L H21 H21 H 0 1 N N N -24.789 23.645 -3.098 2.166 2.283 1.039 H21 B9L 46 B9L H22 H22 H 0 1 N N N -24.489 20.851 -3.200 0.662 3.994 -0.020 H22 B9L 47 B9L H23 H23 H 0 1 N N N -24.251 21.415 -4.889 2.385 4.275 -0.367 H23 B9L 48 B9L H24 H24 H 0 1 N N N -29.129 19.251 -4.532 5.144 -1.620 1.595 H24 B9L 49 B9L H25 H25 H 0 1 N N N -25.860 24.371 -5.004 0.594 0.777 -0.907 H25 B9L 50 B9L H26 H26 H 0 1 N N N -22.330 21.665 -3.579 1.050 4.385 -2.344 H26 B9L 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 B9L CD1 CE1 DOUB Y N 1 B9L CD1 CG SING Y N 2 B9L CE1 CZ SING Y N 3 B9L CB CG SING N N 4 B9L CB CA SING N N 5 B9L CG CD2 DOUB Y N 6 B9L CZ CE2 DOUB Y N 7 B9L CD2 CE2 SING Y N 8 B9L CAI N SING N N 9 B9L CA N SING N N 10 B9L CA C SING N N 11 B9L C O DOUB N N 12 B9L C NAX SING N N 13 B9L NAX CAN SING N N 14 B9L CAD CAC SING Y N 15 B9L CAD CAE DOUB Y N 16 B9L NAJ CAE SING Y N 17 B9L NAJ CAK SING Y N 18 B9L CAC CAB DOUB Y N 19 B9L CAE CAF SING Y N 20 B9L CAO CAN SING N N 21 B9L CAO OAP SING N N 22 B9L CAK CAL DOUB Y N 23 B9L CAN CAM SING N N 24 B9L CAB CAG SING Y N 25 B9L CAF CAL SING Y N 26 B9L CAF CAG DOUB Y N 27 B9L CAL CAM SING N N 28 B9L N H1 SING N N 29 B9L CA H3 SING N N 30 B9L CB H4 SING N N 31 B9L CB H5 SING N N 32 B9L CD1 H6 SING N N 33 B9L CD2 H7 SING N N 34 B9L CE1 H8 SING N N 35 B9L CE2 H9 SING N N 36 B9L CZ H10 SING N N 37 B9L CAB H11 SING N N 38 B9L CAC H12 SING N N 39 B9L CAD H13 SING N N 40 B9L CAG H14 SING N N 41 B9L CAI H15 SING N N 42 B9L CAI H16 SING N N 43 B9L CAI H17 SING N N 44 B9L CAK H18 SING N N 45 B9L CAM H19 SING N N 46 B9L CAM H20 SING N N 47 B9L CAN H21 SING N N 48 B9L CAO H22 SING N N 49 B9L CAO H23 SING N N 50 B9L NAJ H24 SING N N 51 B9L NAX H25 SING N N 52 B9L OAP H26 SING N N 53 # # 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 B9L SMILES ACDLabs 12.01 "N(C(C(=O)NC(Cc2c1c(cccc1)nc2)CO)Cc3ccccc3)C" B9L InChI InChI 1.03 "InChI=1S/C21H25N3O2/c1-22-20(11-15-7-3-2-4-8-15)21(26)24-17(14-25)12-16-13-23-19-10-6-5-9-18(16)19/h2-10,13,17,20,22-23,25H,11-12,14H2,1H3,(H,24,26)/t17-,20-/m0/s1" B9L InChIKey InChI 1.03 KYNKFSNOGATNQP-PXNSSMCTSA-N B9L SMILES_CANONICAL CACTVS 3.385 "CN[C@@H](Cc1ccccc1)C(=O)N[C@H](CO)Cc2c[nH]c3ccccc23" B9L SMILES CACTVS 3.385 "CN[CH](Cc1ccccc1)C(=O)N[CH](CO)Cc2c[nH]c3ccccc23" B9L SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc2c[nH]c3c2cccc3)CO" B9L SMILES "OpenEye OEToolkits" 2.0.6 "CNC(Cc1ccccc1)C(=O)NC(Cc2c[nH]c3c2cccc3)CO" # # 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 B9L "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2S)-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]-Nalpha-methyl-L-phenylalaninamide" B9L "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-~{N}-[(2~{S})-1-(1~{H}-indol-3-yl)-3-oxidanyl-propan-2-yl]-2-(methylamino)-3-phenyl-propanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site B9L "Create component" 2019-01-29 PDBJ B9L "Initial release" 2019-08-07 RCSB ##