data_4M6 # _chem_comp.id 4M6 _chem_comp.name "1-[3-(naphthalen-1-yloxy)propyl]-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H23 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-04-15 _chem_comp.pdbx_modified_date 2015-04-24 _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 385.455 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4M6 _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 4ZBI _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 4M6 OAA O1 O 0 1 N N N 2.441 -7.574 11.336 -3.261 -3.436 0.665 OAA 4M6 1 4M6 CAT C1 C 0 1 N N N 2.779 -8.177 10.287 -2.478 -2.541 0.029 CAT 4M6 2 4M6 OAB O2 O 0 1 N N N 2.397 -7.759 9.175 -1.409 -2.889 -0.433 OAB 4M6 3 4M6 CAX C2 C 0 1 Y N N 3.691 -9.389 10.375 -2.917 -1.146 -0.104 CAX 4M6 4 4M6 NBC N1 N 0 1 Y N N 3.454 -10.559 11.050 -4.097 -0.637 0.375 NBC 4M6 5 4M6 CBB C3 C 0 1 Y N N 4.502 -11.354 10.888 -4.128 0.693 0.052 CBB 4M6 6 4M6 CAR C4 C 0 1 N N N 2.282 -11.004 11.875 -5.217 -1.242 1.105 CAR 4M6 7 4M6 CAN C5 C 0 1 N N N 2.216 -12.535 12.104 -6.488 -0.439 0.799 CAN 4M6 8 4M6 CAP C6 C 0 1 N N N 3.561 -13.221 12.271 -6.322 1.053 1.109 CAP 4M6 9 4M6 CAU C7 C 0 1 Y N N 4.663 -12.606 11.397 -5.147 1.596 0.351 CAU 4M6 10 4M6 CAG C8 C 0 1 Y N N 5.863 -13.287 11.101 -4.960 2.883 -0.080 CAG 4M6 11 4M6 CAE C9 C 0 1 Y N N 6.862 -12.680 10.304 -3.806 3.241 -0.775 CAE 4M6 12 4M6 CAL C10 C 0 1 Y N N 6.679 -11.395 9.793 -2.793 2.361 -1.074 CAL 4M6 13 4M6 CBA C11 C 0 1 Y N N 5.474 -10.744 10.093 -2.956 1.035 -0.646 CBA 4M6 14 4M6 CAW C12 C 0 1 Y N N 4.948 -9.465 9.755 -2.205 -0.145 -0.723 CAW 4M6 15 4M6 CAQ C13 C 0 1 N N N 5.611 -8.392 8.899 -0.854 -0.293 -1.373 CAQ 4M6 16 4M6 CAM C14 C 0 1 N N N 5.047 -8.332 7.480 0.242 -0.019 -0.341 CAM 4M6 17 4M6 CAO C15 C 0 1 N N N 5.214 -9.648 6.718 1.614 -0.169 -1.002 CAO 4M6 18 4M6 OAS O3 O 0 1 N N N 6.585 -9.808 6.504 2.637 0.088 -0.038 OAS 4M6 19 4M6 CAV C16 C 0 1 Y N N 6.945 -10.918 5.756 3.923 -0.004 -0.465 CAV 4M6 20 4M6 CAZ C17 C 0 1 Y N N 8.280 -11.026 5.355 4.986 0.235 0.430 CAZ 4M6 21 4M6 CAK C18 C 0 1 Y N N 9.195 -10.020 5.722 4.748 0.571 1.772 CAK 4M6 22 4M6 CAD C19 C 0 1 Y N N 10.533 -10.118 5.325 5.800 0.795 2.607 CAD 4M6 23 4M6 CAC C20 C 0 1 Y N N 10.949 -11.226 4.580 7.113 0.695 2.150 CAC 4M6 24 4M6 CAI C21 C 0 1 Y N N 10.032 -12.210 4.218 7.381 0.372 0.855 CAI 4M6 25 4M6 CAY C22 C 0 1 Y N N 8.683 -12.105 4.612 6.321 0.133 -0.036 CAY 4M6 26 4M6 CAJ C23 C 0 1 Y N N 7.748 -13.093 4.265 6.558 -0.204 -1.379 CAJ 4M6 27 4M6 CAF C24 C 0 1 Y N N 6.426 -12.982 4.663 5.508 -0.429 -2.216 CAF 4M6 28 4M6 CAH C25 C 0 1 Y N N 6.019 -11.888 5.413 4.195 -0.335 -1.762 CAH 4M6 29 4M6 H1 H1 H 0 1 N N N 1.899 -6.826 11.112 -2.929 -4.343 0.728 H1 4M6 30 4M6 H2 H2 H 0 1 N N N 2.342 -10.510 12.856 -5.350 -2.275 0.781 H2 4M6 31 4M6 H3 H3 H 0 1 N N N 1.360 -10.691 11.363 -5.015 -1.214 2.175 H3 4M6 32 4M6 H4 H4 H 0 1 N N N 1.625 -12.718 13.013 -6.735 -0.555 -0.256 H4 4M6 33 4M6 H5 H5 H 0 1 N N N 1.708 -12.987 11.239 -7.309 -0.835 1.398 H5 4M6 34 4M6 H6 H6 H 0 1 N N N 3.449 -14.281 11.999 -7.224 1.588 0.812 H6 4M6 35 4M6 H7 H7 H 0 1 N N N 3.866 -13.143 13.325 -6.157 1.186 2.178 H7 4M6 36 4M6 H8 H8 H 0 1 N N N 6.021 -14.283 11.487 -5.716 3.628 0.120 H8 4M6 37 4M6 H9 H9 H 0 1 N N N 7.774 -13.216 10.089 -3.702 4.267 -1.096 H9 4M6 38 4M6 H10 H10 H 0 1 N N N 7.437 -10.919 9.189 -1.912 2.675 -1.614 H10 4M6 39 4M6 H11 H11 H 0 1 N N N 6.688 -8.606 8.840 -0.745 -1.307 -1.758 H11 4M6 40 4M6 H12 H12 H 0 1 N N N 5.457 -7.415 9.380 -0.766 0.419 -2.194 H12 4M6 41 4M6 H13 H13 H 0 1 N N N 5.570 -7.537 6.928 0.133 0.995 0.043 H13 4M6 42 4M6 H14 H14 H 0 1 N N N 3.975 -8.093 7.538 0.154 -0.730 0.479 H14 4M6 43 4M6 H15 H15 H 0 1 N N N 4.682 -9.601 5.757 1.723 -1.183 -1.387 H15 4M6 44 4M6 H16 H16 H 0 1 N N N 4.822 -10.485 7.314 1.702 0.543 -1.823 H16 4M6 45 4M6 H17 H17 H 0 1 N N N 8.865 -9.175 6.308 3.737 0.652 2.140 H17 4M6 46 4M6 H18 H18 H 0 1 N N N 11.238 -9.345 5.592 5.615 1.053 3.639 H18 4M6 47 4M6 H19 H19 H 0 1 N N N 11.984 -11.319 4.285 7.930 0.878 2.832 H19 4M6 48 4M6 H20 H20 H 0 1 N N N 10.356 -13.058 3.633 8.403 0.298 0.515 H20 4M6 49 4M6 H21 H21 H 0 1 N N N 8.062 -13.947 3.683 7.571 -0.284 -1.747 H21 4M6 50 4M6 H22 H22 H 0 1 N N N 5.713 -13.746 4.390 5.696 -0.688 -3.248 H22 4M6 51 4M6 H23 H23 H 0 1 N N N 4.990 -11.794 5.726 3.381 -0.518 -2.447 H23 4M6 52 # 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 4M6 CAI CAC DOUB Y N 1 4M6 CAI CAY SING Y N 2 4M6 CAJ CAY DOUB Y N 3 4M6 CAJ CAF SING Y N 4 4M6 CAC CAD SING Y N 5 4M6 CAY CAZ SING Y N 6 4M6 CAF CAH DOUB Y N 7 4M6 CAD CAK DOUB Y N 8 4M6 CAZ CAK SING Y N 9 4M6 CAZ CAV DOUB Y N 10 4M6 CAH CAV SING Y N 11 4M6 CAV OAS SING N N 12 4M6 OAS CAO SING N N 13 4M6 CAO CAM SING N N 14 4M6 CAM CAQ SING N N 15 4M6 CAQ CAW SING N N 16 4M6 OAB CAT DOUB N N 17 4M6 CAW CBA SING Y N 18 4M6 CAW CAX DOUB Y N 19 4M6 CAL CBA DOUB Y N 20 4M6 CAL CAE SING Y N 21 4M6 CBA CBB SING Y N 22 4M6 CAT CAX SING N N 23 4M6 CAT OAA SING N N 24 4M6 CAE CAG DOUB Y N 25 4M6 CAX NBC SING Y N 26 4M6 CBB NBC SING Y N 27 4M6 CBB CAU DOUB Y N 28 4M6 NBC CAR SING N N 29 4M6 CAG CAU SING Y N 30 4M6 CAU CAP SING N N 31 4M6 CAR CAN SING N N 32 4M6 CAN CAP SING N N 33 4M6 OAA H1 SING N N 34 4M6 CAR H2 SING N N 35 4M6 CAR H3 SING N N 36 4M6 CAN H4 SING N N 37 4M6 CAN H5 SING N N 38 4M6 CAP H6 SING N N 39 4M6 CAP H7 SING N N 40 4M6 CAG H8 SING N N 41 4M6 CAE H9 SING N N 42 4M6 CAL H10 SING N N 43 4M6 CAQ H11 SING N N 44 4M6 CAQ H12 SING N N 45 4M6 CAM H13 SING N N 46 4M6 CAM H14 SING N N 47 4M6 CAO H15 SING N N 48 4M6 CAO H16 SING N N 49 4M6 CAK H17 SING N N 50 4M6 CAD H18 SING N N 51 4M6 CAC H19 SING N N 52 4M6 CAI H20 SING N N 53 4M6 CAJ H21 SING N N 54 4M6 CAF H22 SING N N 55 4M6 CAH H23 SING N N 56 # 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 4M6 SMILES ACDLabs 12.01 "OC(c3n1CCCc2c1c(ccc2)c3CCCOc5c4ccccc4ccc5)=O" 4M6 InChI InChI 1.03 "InChI=1S/C25H23NO3/c27-25(28)24-21(20-12-3-9-18-10-5-15-26(24)23(18)20)13-6-16-29-22-14-4-8-17-7-1-2-11-19(17)22/h1-4,7-9,11-12,14H,5-6,10,13,15-16H2,(H,27,28)" 4M6 InChIKey InChI 1.03 XOMAOOTVWOCYAD-UHFFFAOYSA-N 4M6 SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1n2CCCc3cccc(c1CCCOc4cccc5ccccc45)c23" 4M6 SMILES CACTVS 3.385 "OC(=O)c1n2CCCc3cccc(c1CCCOc4cccc5ccccc45)c23" 4M6 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)cccc2OCCCc3c4cccc5c4n(c3C(=O)O)CCC5" 4M6 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)cccc2OCCCc3c4cccc5c4n(c3C(=O)O)CCC5" # 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 4M6 "SYSTEMATIC NAME" ACDLabs 12.01 "1-[3-(naphthalen-1-yloxy)propyl]-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2-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 4M6 "Create component" 2015-04-15 RCSB 4M6 "Initial release" 2015-04-29 RCSB #