data_OTM # _chem_comp.id OTM _chem_comp.name "(2S)-2-[[(E)-3-[5-chloranyl-2-(1,2,3,4-tetrazol-1-yl)phenyl]prop-2-enoyl]amino]-3-phenyl-N-[4-(1H-1,2,3,4-tetrazol-5-yl)phenyl]propanamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H21 Cl N10 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-02-26 _chem_comp.pdbx_modified_date 2015-02-06 _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 540.964 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OTM _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 4CRC _chem_comp.pdbx_subcomponent_list "E29 PHE E30" _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 OTM C24 C24 C 0 1 N N N -49.648 -10.019 -23.183 -1.270 0.519 -0.053 C24 E29 1 OTM O25 O25 O 0 1 N N N -49.549 -9.153 -24.037 -1.561 1.632 -0.450 O25 E29 2 OTM C26 C26 C 0 1 N N N -48.837 -9.891 -21.937 -2.306 -0.508 0.069 C26 E29 3 OTM C27 C27 C 0 1 N N N -48.965 -10.723 -20.891 -3.583 -0.220 -0.259 C27 E29 4 OTM C28 C28 C 0 1 Y N N -48.104 -10.491 -19.711 -4.623 -1.251 -0.136 C28 E29 5 OTM C29 C29 C 0 1 Y N N -46.724 -10.533 -19.831 -4.368 -2.427 0.577 C29 E29 6 OTM C30 C30 C 0 1 Y N N -45.888 -10.321 -18.744 -5.349 -3.390 0.687 C30 E29 7 OTM C31 C31 C 0 1 Y N N -46.433 -10.060 -17.500 -6.587 -3.198 0.095 C31 E29 8 OTM C32 C32 C 0 1 Y N N -47.802 -10.020 -17.355 -6.853 -2.042 -0.612 C32 E29 9 OTM C33 C33 C 0 1 Y N N -48.619 -10.232 -18.451 -5.881 -1.059 -0.729 C33 E29 10 OTM N34 N34 N 0 1 Y N N -50.005 -10.178 -18.241 -6.152 0.115 -1.439 N34 E29 11 OTM C35 C35 C 0 1 Y N N -50.752 -10.946 -17.402 -6.670 0.222 -2.682 C35 E29 12 OTM N36 N36 N 0 1 Y N N -52.015 -10.606 -17.535 -6.756 1.497 -2.959 N36 E29 13 OTM N37 N37 N 0 1 Y N N -52.043 -9.612 -18.475 -6.328 2.203 -1.976 N37 E29 14 OTM N38 N38 N 0 1 Y N N -50.817 -9.350 -18.909 -5.948 1.439 -1.010 N38 E29 15 OTM CL CL CL 0 0 N N N -44.156 -10.384 -18.927 -5.031 -4.850 1.572 CL E29 16 OTM N23 N23 N 0 1 N N N -50.457 -11.115 -23.347 0.006 0.231 0.274 N PHE 17 OTM C8 C8 C 0 1 N N S -51.173 -11.251 -24.616 1.042 1.259 0.152 CA PHE 18 OTM C9 C9 C 0 1 N N N -52.435 -10.413 -24.554 2.385 0.599 -0.033 C PHE 19 OTM O10 O10 O 0 1 N N N -53.268 -10.501 -23.658 2.467 -0.610 -0.060 O PHE 20 OTM C7 C7 C 0 1 N N N -51.578 -12.700 -24.835 1.064 2.115 1.420 CB PHE 21 OTM C4 C4 C 0 1 Y N N -52.155 -12.972 -26.191 -0.234 2.870 1.539 CG PHE 22 OTM C3 C3 C 0 1 Y N N -53.222 -13.840 -26.298 -1.301 2.309 2.214 CD1 PHE 23 OTM C5 C5 C 0 1 Y N N -51.652 -12.394 -27.341 -0.357 4.126 0.973 CD2 PHE 24 OTM C2 C2 C 0 1 Y N N -53.780 -14.127 -27.531 -2.492 3.002 2.324 CE1 PHE 25 OTM C6 C6 C 0 1 Y N N -52.201 -12.676 -28.576 -1.548 4.820 1.084 CE2 PHE 26 OTM C1 C1 C 0 1 Y N N -53.267 -13.548 -28.673 -2.615 4.258 1.759 CZ PHE 27 OTM N11 N11 N 0 1 N N N -52.527 -9.574 -25.650 3.493 1.354 -0.168 N11 E30 28 OTM C12 C12 C 0 1 Y N N -53.533 -8.613 -25.914 4.749 0.744 -0.231 C12 E30 29 OTM C13 C13 C 0 1 Y N N -53.456 -7.909 -27.093 5.750 1.298 -1.021 C13 E30 30 OTM C14 C14 C 0 1 Y N N -54.396 -6.953 -27.418 6.989 0.699 -1.086 C14 E30 31 OTM C15 C15 C 0 1 Y N N -55.437 -6.692 -26.547 7.240 -0.464 -0.356 C15 E30 32 OTM C16 C16 C 0 1 Y N N -55.518 -7.400 -25.368 6.233 -1.017 0.437 C16 E30 33 OTM C17 C17 C 0 1 Y N N -54.582 -8.362 -25.049 4.997 -0.411 0.501 C17 E30 34 OTM C18 C18 C 0 1 Y N N -56.405 -5.662 -26.834 8.569 -1.110 -0.424 C18 E30 35 OTM N19 N19 N 0 1 Y N N -56.693 -5.196 -28.082 8.952 -2.236 0.227 N19 E30 36 OTM N20 N20 N 0 1 Y N N -57.621 -4.234 -28.001 10.289 -2.446 -0.154 N20 E30 37 OTM N21 N21 N 0 1 Y N N -57.884 -4.110 -26.706 10.602 -1.490 -0.960 N21 E30 38 OTM N22 N22 N 0 1 Y N N -57.139 -4.988 -25.973 9.602 -0.703 -1.132 N22 E30 39 OTM H26 H26 H 0 1 N N N -48.113 -9.092 -21.874 -2.048 -1.495 0.421 H26 E29 40 OTM H27 H27 H 0 1 N N N -49.675 -11.537 -20.911 -3.840 0.768 -0.610 H27 E29 41 OTM H29 H29 H 0 1 N N N -46.287 -10.736 -20.797 -3.404 -2.581 1.039 H29 E29 42 OTM H31 H31 H 0 1 N N N -45.790 -9.889 -16.649 -7.350 -3.958 0.186 H31 E29 43 OTM H32 H32 H 0 1 N N N -48.237 -9.823 -16.386 -7.820 -1.900 -1.071 H32 E29 44 OTM H35 H35 H 0 1 N N N -50.371 -11.708 -16.738 -6.958 -0.595 -3.328 H35 E29 45 OTM H23 H23 H 0 1 N N N -50.554 -11.798 -22.623 0.237 -0.656 0.590 H PHE 46 OTM H8 H8 H 0 1 N N N -50.543 -10.912 -25.452 0.827 1.892 -0.710 HA PHE 47 OTM H71C H71C H 0 0 N N N -52.331 -12.967 -24.079 1.893 2.821 1.367 HB2 PHE 48 OTM H72C H72C H 0 0 N N N -50.687 -13.332 -24.705 1.191 1.471 2.290 HB3 PHE 49 OTM H3 H3 H 0 1 N N N -53.626 -14.301 -25.409 -1.205 1.328 2.656 HD1 PHE 50 OTM H5 H5 H 0 1 N N N -50.817 -11.712 -27.273 0.477 4.565 0.445 HD2 PHE 51 OTM H2 H2 H 0 1 N N N -54.618 -14.805 -27.599 -3.326 2.563 2.852 HE1 PHE 52 OTM H6 H6 H 0 1 N N N -51.797 -12.215 -29.465 -1.644 5.800 0.642 HE2 PHE 53 OTM H1 H1 H 0 1 N N N -53.697 -13.775 -29.637 -3.547 4.798 1.841 HZ PHE 54 OTM H11 H11 H 0 1 N N N -51.801 -9.655 -26.333 3.420 2.319 -0.221 H11 E30 55 OTM H13 H13 H 0 1 N N N -52.644 -8.108 -27.777 5.556 2.198 -1.586 H13 E30 56 OTM H17 H17 H 0 1 N N N -54.668 -8.917 -24.127 4.220 -0.836 1.118 H17 E30 57 OTM H14 H14 H 0 1 N N N -54.319 -6.411 -28.349 7.766 1.129 -1.701 H14 E30 58 OTM H16 H16 H 0 1 N N N -56.328 -7.199 -24.682 6.424 -1.917 1.003 H16 E30 59 OTM H19 H19 H 0 1 N N N -56.275 -5.523 -28.930 8.419 -2.781 0.827 H19 E30 60 # 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 OTM C1 C2 SING Y N 1 OTM C1 C6 DOUB Y N 2 OTM C2 C3 DOUB Y N 3 OTM C3 C4 SING Y N 4 OTM C4 C5 DOUB Y N 5 OTM C4 C7 SING N N 6 OTM C5 C6 SING Y N 7 OTM C7 C8 SING N N 8 OTM C8 C9 SING N N 9 OTM C8 N23 SING N N 10 OTM C9 O10 DOUB N N 11 OTM C9 N11 SING N N 12 OTM N11 C12 SING N N 13 OTM C12 C13 SING Y N 14 OTM C12 C17 DOUB Y N 15 OTM C13 C14 DOUB Y N 16 OTM C14 C15 SING Y N 17 OTM C15 C16 DOUB Y N 18 OTM C15 C18 SING N N 19 OTM C16 C17 SING Y N 20 OTM C18 N19 SING Y N 21 OTM C18 N22 DOUB Y N 22 OTM N19 N20 SING Y N 23 OTM N20 N21 DOUB Y N 24 OTM N21 N22 SING Y N 25 OTM N23 C24 SING N N 26 OTM C24 O25 DOUB N N 27 OTM C24 C26 SING N N 28 OTM C26 C27 DOUB N E 29 OTM C27 C28 SING N N 30 OTM C28 C29 SING Y N 31 OTM C28 C33 DOUB Y N 32 OTM C29 C30 DOUB Y N 33 OTM C30 C31 SING Y N 34 OTM C30 CL SING N N 35 OTM C31 C32 DOUB Y N 36 OTM C32 C33 SING Y N 37 OTM C33 N34 SING N N 38 OTM N34 C35 SING Y N 39 OTM N34 N38 SING Y N 40 OTM C35 N36 DOUB Y N 41 OTM N36 N37 SING Y N 42 OTM N37 N38 DOUB Y N 43 OTM C1 H1 SING N N 44 OTM C2 H2 SING N N 45 OTM C6 H6 SING N N 46 OTM C3 H3 SING N N 47 OTM C5 H5 SING N N 48 OTM C7 H71C SING N N 49 OTM C7 H72C SING N N 50 OTM C8 H8 SING N N 51 OTM N23 H23 SING N N 52 OTM N11 H11 SING N N 53 OTM C13 H13 SING N N 54 OTM C17 H17 SING N N 55 OTM C14 H14 SING N N 56 OTM C16 H16 SING N N 57 OTM N19 H19 SING N N 58 OTM C26 H26 SING N N 59 OTM C27 H27 SING N N 60 OTM C29 H29 SING N N 61 OTM C31 H31 SING N N 62 OTM C32 H32 SING N N 63 OTM C35 H35 SING N N 64 # 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 OTM SMILES ACDLabs 12.01 "Clc2cc(c(n1nnnc1)cc2)\C=C\C(=O)NC(C(=O)Nc4ccc(c3nnnn3)cc4)Cc5ccccc5" OTM InChI InChI 1.03 "InChI=1S/C26H21ClN10O2/c27-20-9-12-23(37-16-28-33-36-37)19(15-20)8-13-24(38)30-22(14-17-4-2-1-3-5-17)26(39)29-21-10-6-18(7-11-21)25-31-34-35-32-25/h1-13,15-16,22H,14H2,(H,29,39)(H,30,38)(H,31,32,34,35)/b13-8+/t22-/m0/s1" OTM InChIKey InChI 1.03 YGQQLNQKNAXOKN-SYZXBLONSA-N OTM SMILES_CANONICAL CACTVS 3.385 "Clc1ccc(n2cnnn2)c(/C=C/C(=O)N[C@@H](Cc3ccccc3)C(=O)Nc4ccc(cc4)c5[nH]nnn5)c1" OTM SMILES CACTVS 3.385 "Clc1ccc(n2cnnn2)c(C=CC(=O)N[CH](Cc3ccccc3)C(=O)Nc4ccc(cc4)c5[nH]nnn5)c1" OTM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C[C@@H](C(=O)Nc2ccc(cc2)c3[nH]nnn3)NC(=O)/C=C/c4cc(ccc4n5cnnn5)Cl" OTM SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CC(C(=O)Nc2ccc(cc2)c3[nH]nnn3)NC(=O)C=Cc4cc(ccc4n5cnnn5)Cl" # 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 OTM "SYSTEMATIC NAME" ACDLabs 12.01 "Nalpha-{(2E)-3-[5-chloro-2-(1H-tetrazol-1-yl)phenyl]prop-2-enoyl}-N-[4-(1H-tetrazol-5-yl)phenyl]-L-phenylalaninamide" OTM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[[(E)-3-[5-chloranyl-2-(1,2,3,4-tetrazol-1-yl)phenyl]prop-2-enoyl]amino]-3-phenyl-N-[4-(1H-1,2,3,4-tetrazol-5-yl)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 OTM "Create component" 2014-02-26 EBI OTM "Initial release" 2015-02-11 RCSB #