data_5DV # _chem_comp.id 5DV _chem_comp.name "methyl (R)-(2-carbamoyl-5-chloro-1H-indol-3-yl)[3-(2-cyanoethyl)-5-methylphenyl]phosphinate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H19 Cl N3 O3 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-11 _chem_comp.pdbx_modified_date 2019-09-04 _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 415.810 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5DV _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 5DOP _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 5DV NBB N1 N 0 1 N N N -9.393 144.791 178.913 -7.575 1.179 -0.846 NBB 5DV 1 5DV CBA C1 C 0 1 N N N -9.617 144.056 178.078 -6.510 0.795 -0.928 CBA 5DV 2 5DV CAZ C2 C 0 1 N N N -9.901 143.131 177.030 -5.128 0.296 -1.033 CAZ 5DV 3 5DV CAY C3 C 0 1 N N N -11.192 142.858 176.612 -4.881 -0.755 0.051 CAY 5DV 4 5DV CAT C4 C 0 1 Y N N -11.215 141.907 175.647 -3.468 -1.265 -0.057 CAT 5DV 5 5DV CAS C5 C 0 1 Y N N -11.423 142.164 174.313 -2.452 -0.641 0.642 CAS 5DV 6 5DV CAU C6 C 0 1 Y N N -10.962 140.681 176.102 -3.187 -2.362 -0.852 CAU 5DV 7 5DV CAV C7 C 0 1 Y N N -10.942 139.698 175.209 -1.890 -2.829 -0.951 CAV 5DV 8 5DV CAX C8 C 0 1 N N N -10.697 138.328 175.669 -1.585 -4.025 -1.817 CAX 5DV 9 5DV CAW C9 C 0 1 Y N N -11.156 139.917 173.882 -0.874 -2.201 -0.256 CAW 5DV 10 5DV CAR C10 C 0 1 Y N N -11.385 141.160 173.397 -1.155 -1.109 0.543 CAR 5DV 11 5DV PAO P1 P 0 1 N N R -11.609 141.449 171.914 0.178 -0.289 1.461 PAO 5DV 12 5DV OAQ O1 O 0 1 N N N -11.746 142.737 172.116 1.222 -1.394 1.992 OAQ 5DV 13 5DV CBC C11 C 0 1 N N N -11.624 143.391 171.011 2.328 -1.075 2.838 CBC 5DV 14 5DV OAP O2 O 0 1 N N N -12.851 141.131 171.391 -0.394 0.443 2.613 OAP 5DV 15 5DV CAI C12 C 0 1 Y N N -10.425 141.441 170.887 1.035 0.877 0.368 CAI 5DV 16 5DV CAE C13 C 0 1 Y N N -9.230 142.127 170.917 2.321 0.701 -0.197 CAE 5DV 17 5DV CAF C14 C 0 1 Y N N -8.635 142.992 171.798 3.274 -0.323 -0.119 CAF 5DV 18 5DV CAA C15 C 0 1 Y N N -7.398 143.505 171.539 4.455 -0.205 -0.794 CAA 5DV 19 5DV CL CL1 CL 0 0 N N N -6.580 144.576 172.584 5.634 -1.476 -0.695 CL 5DV 20 5DV CAB C16 C 0 1 Y N N -6.775 143.146 170.402 4.721 0.923 -1.561 CAB 5DV 21 5DV CAC C17 C 0 1 Y N N -7.346 142.288 169.522 3.800 1.943 -1.653 CAC 5DV 22 5DV CAD C18 C 0 1 Y N N -8.563 141.785 169.768 2.590 1.845 -0.974 CAD 5DV 23 5DV NAG N2 N 0 1 Y N N -9.268 140.957 169.039 1.498 2.675 -0.873 NAG 5DV 24 5DV CAH C19 C 0 1 Y N N -10.390 140.752 169.688 0.556 2.075 -0.059 CAH 5DV 25 5DV CAL C20 C 0 1 N N N -11.434 139.872 169.134 -0.754 2.643 0.291 CAL 5DV 26 5DV OAN O3 O 0 1 N N N -11.511 139.696 167.940 -1.467 2.076 1.097 OAN 5DV 27 5DV NAM N3 N 0 1 N N N -12.272 139.426 169.991 -1.164 3.793 -0.279 NAM 5DV 28 5DV H1 H1 H 0 1 N N N -9.363 143.498 176.143 -4.978 -0.152 -2.015 H1 5DV 29 5DV H2 H2 H 0 1 N N N -9.472 142.169 177.346 -4.432 1.125 -0.901 H2 5DV 30 5DV H3 H3 H 0 1 N N N -11.779 142.506 177.473 -5.032 -0.307 1.033 H3 5DV 31 5DV H4 H4 H 0 1 N N N -11.641 143.780 176.215 -5.578 -1.583 -0.081 H4 5DV 32 5DV H5 H5 H 0 1 N N N -11.619 143.175 173.989 -2.672 0.213 1.266 H5 5DV 33 5DV H6 H6 H 0 1 N N N -10.781 140.495 177.150 -3.981 -2.852 -1.395 H6 5DV 34 5DV H7 H7 H 0 1 N N N -11.654 137.848 175.920 -1.348 -3.691 -2.827 H7 5DV 35 5DV H8 H8 H 0 1 N N N -10.199 137.757 174.871 -0.733 -4.564 -1.403 H8 5DV 36 5DV H9 H9 H 0 1 N N N -10.053 138.350 176.561 -2.453 -4.683 -1.846 H9 5DV 37 5DV H10 H10 H 0 1 N N N -11.143 139.079 173.200 0.140 -2.566 -0.334 H10 5DV 38 5DV H11 H11 H 0 1 N N N -11.743 144.467 171.206 2.887 -1.984 3.063 H11 5DV 39 5DV H12 H12 H 0 1 N N N -10.628 143.204 170.582 2.980 -0.363 2.332 H12 5DV 40 5DV H14 H14 H 0 1 N N N -9.150 143.270 172.706 3.076 -1.203 0.475 H14 5DV 41 5DV H15 H15 H 0 1 N N N -5.797 143.551 170.186 5.660 1.001 -2.090 H15 5DV 42 5DV H16 H16 H 0 1 N N N -6.819 142.009 168.621 4.017 2.816 -2.251 H16 5DV 43 5DV H17 H17 H 0 1 N N N -9.004 140.559 168.161 1.403 3.538 -1.305 H17 5DV 44 5DV H18 H18 H 0 1 N N N -13.059 138.889 169.688 -0.595 4.246 -0.921 H18 5DV 45 5DV H19 H19 H 0 1 N N N -12.140 139.614 170.964 -2.028 4.168 -0.048 H19 5DV 46 5DV H21 H21 H 0 1 N N N -12.397 143.060 170.302 1.961 -0.636 3.766 H21 5DV 47 # # 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 5DV NBB CBA TRIP N N 1 5DV CBA CAZ SING N N 2 5DV CAZ CAY SING N N 3 5DV CAY CAT SING N N 4 5DV CAT CAS DOUB Y N 5 5DV CAT CAU SING Y N 6 5DV CAS CAR SING Y N 7 5DV CAU CAV DOUB Y N 8 5DV CAV CAX SING N N 9 5DV CAV CAW SING Y N 10 5DV CAW CAR DOUB Y N 11 5DV CAR PAO SING N N 12 5DV PAO OAQ SING N N 13 5DV PAO OAP DOUB N N 14 5DV PAO CAI SING N N 15 5DV OAQ CBC SING N N 16 5DV CAI CAE SING Y N 17 5DV CAI CAH DOUB Y N 18 5DV CAE CAF DOUB Y N 19 5DV CAE CAD SING Y N 20 5DV CAF CAA SING Y N 21 5DV CAA CL SING N N 22 5DV CAA CAB DOUB Y N 23 5DV CAB CAC SING Y N 24 5DV CAC CAD DOUB Y N 25 5DV CAD NAG SING Y N 26 5DV NAG CAH SING Y N 27 5DV CAH CAL SING N N 28 5DV CAL OAN DOUB N N 29 5DV CAL NAM SING N N 30 5DV CAZ H1 SING N N 31 5DV CAZ H2 SING N N 32 5DV CAY H3 SING N N 33 5DV CAY H4 SING N N 34 5DV CAS H5 SING N N 35 5DV CAU H6 SING N N 36 5DV CAX H7 SING N N 37 5DV CAX H8 SING N N 38 5DV CAX H9 SING N N 39 5DV CAW H10 SING N N 40 5DV CBC H11 SING N N 41 5DV CBC H12 SING N N 42 5DV CAF H14 SING N N 43 5DV CAB H15 SING N N 44 5DV CAC H16 SING N N 45 5DV NAG H17 SING N N 46 5DV NAM H18 SING N N 47 5DV NAM H19 SING N N 48 5DV CBC H21 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 5DV SMILES ACDLabs 12.01 "N#CCCc1cc(cc(c1)C)P(OC)(=O)c3c2cc(Cl)ccc2nc3C(=O)N" 5DV InChI InChI 1.03 "InChI=1S/C20H19ClN3O3P/c1-12-8-13(4-3-7-22)10-15(9-12)28(26,27-2)19-16-11-14(21)5-6-17(16)24-18(19)20(23)25/h5-6,8-11,24H,3-4H2,1-2H3,(H2,23,25)/t28-/m1/s1" 5DV InChIKey InChI 1.03 KJQCBIWCQKNBKR-MUUNZHRXSA-N 5DV SMILES_CANONICAL CACTVS 3.385 "CO[P@](=O)(c1cc(C)cc(CCC#N)c1)c2c([nH]c3ccc(Cl)cc23)C(N)=O" 5DV SMILES CACTVS 3.385 "CO[P](=O)(c1cc(C)cc(CCC#N)c1)c2c([nH]c3ccc(Cl)cc23)C(N)=O" 5DV SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1cc(cc(c1)[P@](=O)(c2c3cc(ccc3[nH]c2C(=O)N)Cl)OC)CCC#N" 5DV SMILES "OpenEye OEToolkits" 1.9.2 "Cc1cc(cc(c1)P(=O)(c2c3cc(ccc3[nH]c2C(=O)N)Cl)OC)CCC#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 5DV "SYSTEMATIC NAME" ACDLabs 12.01 "methyl (R)-(2-carbamoyl-5-chloro-1H-indol-3-yl)[3-(2-cyanoethyl)-5-methylphenyl]phosphinate" 5DV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-chloranyl-3-[[3-(2-cyanoethyl)-5-methyl-phenyl]-methoxy-phosphoryl]-1H-indole-2-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5DV "Create component" 2015-09-11 EBI 5DV "Initial release" 2016-02-17 RCSB 5DV "Other modification" 2019-09-04 EBI ##