data_LIC # _chem_comp.id LIC _chem_comp.name "3-(2-CHLOROBENZYL)-1-(2-{[(1S)-2-HYDROXY-1,2-DIMETHYLPROPYL]AMINO}PYRIMIDIN-4-YL)-1-(4-METHOXYPHENYL)UREA" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H28 Cl N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "3-PYRIDIN-4-YL-2,4-DIHYDRO-INDENO[1,2-.C.]PYRAZOLE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-03-29 _chem_comp.pdbx_modified_date 2020-06-17 _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 469.964 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LIC _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2GHM _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 LIC N1 N1 N 0 1 N N N 3.551 -0.832 20.475 -0.099 0.614 0.119 N1 LIC 1 LIC C7 C7 C 0 1 N N N 1.949 -3.270 22.643 -2.070 -2.458 -0.323 C7 LIC 2 LIC C13 C13 C 0 1 Y N N 2.909 -5.554 22.231 -4.046 -2.858 -1.806 C13 LIC 3 LIC C15 C15 C 0 1 Y N N 4.648 -5.302 24.383 -5.792 -2.539 0.316 C15 LIC 4 LIC C21 C21 C 0 1 Y N N 5.300 -0.652 16.739 -3.064 3.543 -0.032 C21 LIC 5 LIC C22 C22 C 0 1 Y N N 5.463 -0.512 19.118 -1.981 1.746 1.127 C22 LIC 6 LIC C24 C24 C 0 1 Y N N 3.944 -0.967 16.826 -2.183 3.393 -1.093 C24 LIC 7 LIC CL16 CL16 CL 0 0 N N N 3.812 -2.780 25.072 -3.811 -2.087 2.106 CL16 LIC 8 LIC C12 C12 C 0 1 Y N N 3.771 -4.266 24.068 -4.427 -2.430 0.520 C12 LIC 9 LIC C11 C11 C 0 1 Y N N 4.638 -6.478 23.639 -6.281 -2.813 -0.947 C11 LIC 10 LIC C14 C14 C 0 1 Y N N 3.778 -6.590 22.555 -5.409 -2.972 -2.008 C14 LIC 11 LIC C9 C9 C 0 1 Y N N 2.896 -4.393 22.997 -3.555 -2.583 -0.543 C9 LIC 12 LIC N5 N5 N 0 1 N N N 2.748 -2.133 22.211 -1.718 -1.045 -0.160 N5 LIC 13 LIC C1 C1 C 0 1 N N N 3.191 -2.005 20.972 -0.435 -0.690 0.049 C1 LIC 14 LIC O4 O4 O 0 1 N N N 3.302 -2.966 20.237 0.420 -1.545 0.176 O4 LIC 15 LIC C2 C2 C 0 1 Y N N 4.112 -0.816 19.199 -1.096 1.598 0.068 C2 LIC 16 LIC C25 C25 C 0 1 Y N N 6.059 -0.401 17.874 -2.963 2.716 1.077 C25 LIC 17 LIC O30 O30 O 0 1 N N N 5.956 -0.541 15.544 -4.030 4.499 -0.081 O30 LIC 18 LIC C31 C31 C 0 1 N N N 5.350 0.291 14.556 -3.878 5.177 -1.329 C31 LIC 19 LIC C23 C23 C 0 1 Y N N 3.329 -1.049 18.074 -1.198 2.427 -1.041 C23 LIC 20 LIC C3 C3 C 0 1 Y N N 3.344 0.420 21.076 1.237 0.982 0.241 C3 LIC 21 LIC C35 C35 C 0 1 Y N N 3.393 1.544 20.266 1.584 2.304 0.522 C35 LIC 22 LIC C37 C37 C 0 1 Y N N 3.171 2.794 20.830 2.923 2.625 0.634 C37 LIC 23 LIC N39 N39 N 0 1 Y N N 2.892 2.879 22.130 3.832 1.675 0.474 N39 LIC 24 LIC C41 C41 C 0 1 Y N N 2.809 1.795 22.913 3.474 0.428 0.208 C41 LIC 25 LIC N42 N42 N 0 1 Y N N 3.043 0.579 22.384 2.201 0.079 0.098 N42 LIC 26 LIC N36 N36 N 0 1 N N N 2.478 1.998 24.204 4.454 -0.536 0.048 N36 LIC 27 LIC C43 C43 C 0 1 N N S 2.415 0.871 25.124 5.868 -0.171 0.172 C43 LIC 28 LIC C45 C45 C 0 1 N N N 3.084 1.285 26.432 6.276 -0.211 1.646 C45 LIC 29 LIC C47 C47 C 0 1 N N N 0.981 0.387 25.318 6.722 -1.163 -0.620 C47 LIC 30 LIC C53 C53 C 0 1 N N N 0.932 -0.773 26.299 6.313 -1.123 -2.094 C53 LIC 31 LIC O52 O52 O 0 1 N N N 0.217 1.459 25.860 6.523 -2.481 -0.106 O52 LIC 32 LIC C51 C51 C 0 1 N N N 0.259 -0.008 24.037 8.198 -0.782 -0.490 C51 LIC 33 LIC H71 1H7 H 0 1 N N N 1.346 -2.995 23.521 -1.539 -2.868 -1.182 H71 LIC 34 LIC H72 2H7 H 0 1 N N N 1.265 -3.584 21.841 -1.787 -3.008 0.575 H72 LIC 35 LIC H13 H13 H 0 1 N N N 2.245 -5.651 21.385 -3.365 -2.982 -2.635 H13 LIC 36 LIC H15 H15 H 0 1 N N N 5.338 -5.192 25.207 -6.473 -2.414 1.144 H15 LIC 37 LIC H22 H22 H 0 1 N N N 6.044 -0.363 20.016 -1.902 1.102 1.991 H22 LIC 38 LIC H24 H24 H 0 1 N N N 3.372 -1.147 15.928 -2.263 4.037 -1.956 H24 LIC 39 LIC H11 H11 H 0 1 N N N 5.293 -7.295 23.902 -7.346 -2.902 -1.106 H11 LIC 40 LIC H14 H14 H 0 1 N N N 3.784 -7.490 21.958 -5.792 -3.186 -2.995 H14 LIC 41 LIC HN5 HN5 H 0 1 N N N 2.971 -1.421 22.877 -2.408 -0.365 -0.204 HN5 LIC 42 LIC H25 H25 H 0 1 N N N 7.099 -0.123 17.787 -3.652 2.830 1.901 H25 LIC 43 LIC H311 1H31 H 0 0 N N N 5.194 1.298 14.970 -3.996 4.464 -2.146 H311 LIC 44 LIC H312 2H31 H 0 0 N N N 6.007 0.354 13.676 -4.635 5.956 -1.414 H312 LIC 45 LIC H313 3H31 H 0 0 N N N 4.381 -0.138 14.260 -2.887 5.626 -1.380 H313 LIC 46 LIC H23 H23 H 0 1 N N N 2.279 -1.286 18.164 -0.510 2.313 -1.865 H23 LIC 47 LIC H35 H35 H 0 1 N N N 3.601 1.449 19.210 0.822 3.060 0.648 H35 LIC 48 LIC H37 H37 H 0 1 N N N 3.224 3.685 20.223 3.225 3.639 0.850 H37 LIC 49 LIC HN36 HN36 H 0 0 N N N 3.169 2.620 24.573 4.205 -1.453 -0.147 HN36 LIC 50 LIC H43 H43 H 0 1 N N N 2.957 0.010 24.707 6.019 0.834 -0.220 H43 LIC 51 LIC H451 1H45 H 0 0 N N N 4.168 1.385 26.274 6.125 -1.216 2.039 H451 LIC 52 LIC H452 2H45 H 0 0 N N N 2.672 2.249 26.765 7.328 0.061 1.739 H452 LIC 53 LIC H453 3H45 H 0 0 N N N 2.894 0.520 27.199 5.668 0.496 2.211 H453 LIC 54 LIC H531 1H53 H 0 0 N N N 0.920 -1.723 25.744 6.465 -0.118 -2.487 H531 LIC 55 LIC H532 2H53 H 0 0 N N N 1.818 -0.740 26.950 6.921 -1.830 -2.659 H532 LIC 56 LIC H533 3H53 H 0 0 N N N 0.022 -0.696 26.913 5.261 -1.395 -2.187 H533 LIC 57 LIC HO52 HO52 H 0 0 N N N 0.047 1.294 26.780 7.078 -3.073 -0.632 HO52 LIC 58 LIC H511 1H51 H 0 0 N N N -0.818 -0.103 24.237 8.489 -0.810 0.560 H511 LIC 59 LIC H512 2H51 H 0 0 N N N 0.423 0.764 23.271 8.806 -1.488 -1.055 H512 LIC 60 LIC H513 3H51 H 0 0 N N N 0.651 -0.971 23.677 8.350 0.224 -0.883 H513 LIC 61 # # 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 LIC N1 C1 SING N N 1 LIC N1 C2 SING N N 2 LIC N1 C3 SING N N 3 LIC C7 C9 SING N N 4 LIC C7 N5 SING N N 5 LIC C7 H71 SING N N 6 LIC C7 H72 SING N N 7 LIC C13 C14 DOUB Y N 8 LIC C13 C9 SING Y N 9 LIC C13 H13 SING N N 10 LIC C15 C12 SING Y N 11 LIC C15 C11 DOUB Y N 12 LIC C15 H15 SING N N 13 LIC C21 C24 DOUB Y N 14 LIC C21 C25 SING Y N 15 LIC C21 O30 SING N N 16 LIC C22 C2 SING Y N 17 LIC C22 C25 DOUB Y N 18 LIC C22 H22 SING N N 19 LIC C24 C23 SING Y N 20 LIC C24 H24 SING N N 21 LIC CL16 C12 SING N N 22 LIC C12 C9 DOUB Y N 23 LIC C11 C14 SING Y N 24 LIC C11 H11 SING N N 25 LIC C14 H14 SING N N 26 LIC N5 C1 SING N N 27 LIC N5 HN5 SING N N 28 LIC C1 O4 DOUB N N 29 LIC C2 C23 DOUB Y N 30 LIC C25 H25 SING N N 31 LIC O30 C31 SING N N 32 LIC C31 H311 SING N N 33 LIC C31 H312 SING N N 34 LIC C31 H313 SING N N 35 LIC C23 H23 SING N N 36 LIC C3 C35 SING Y N 37 LIC C3 N42 DOUB Y N 38 LIC C35 C37 DOUB Y N 39 LIC C35 H35 SING N N 40 LIC C37 N39 SING Y N 41 LIC C37 H37 SING N N 42 LIC N39 C41 DOUB Y N 43 LIC C41 N42 SING Y N 44 LIC C41 N36 SING N N 45 LIC N36 C43 SING N N 46 LIC N36 HN36 SING N N 47 LIC C43 C45 SING N N 48 LIC C43 C47 SING N N 49 LIC C43 H43 SING N N 50 LIC C45 H451 SING N N 51 LIC C45 H452 SING N N 52 LIC C45 H453 SING N N 53 LIC C47 C53 SING N N 54 LIC C47 O52 SING N N 55 LIC C47 C51 SING N N 56 LIC C53 H531 SING N N 57 LIC C53 H532 SING N N 58 LIC C53 H533 SING N N 59 LIC O52 HO52 SING N N 60 LIC C51 H511 SING N N 61 LIC C51 H512 SING N N 62 LIC C51 H513 SING N N 63 # # 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 LIC SMILES ACDLabs 10.04 "Clc1ccccc1CNC(=O)N(c2nc(ncc2)NC(C(O)(C)C)C)c3ccc(OC)cc3" LIC SMILES_CANONICAL CACTVS 3.341 "COc1ccc(cc1)N(C(=O)NCc2ccccc2Cl)c3ccnc(N[C@@H](C)C(C)(C)O)n3" LIC SMILES CACTVS 3.341 "COc1ccc(cc1)N(C(=O)NCc2ccccc2Cl)c3ccnc(N[CH](C)C(C)(C)O)n3" LIC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H](C(C)(C)O)Nc1nccc(n1)N(c2ccc(cc2)OC)C(=O)NCc3ccccc3Cl" LIC SMILES "OpenEye OEToolkits" 1.5.0 "CC(C(C)(C)O)Nc1nccc(n1)N(c2ccc(cc2)OC)C(=O)NCc3ccccc3Cl" LIC InChI InChI 1.03 "InChI=1S/C24H28ClN5O3/c1-16(24(2,3)32)28-22-26-14-13-21(29-22)30(18-9-11-19(33-4)12-10-18)23(31)27-15-17-7-5-6-8-20(17)25/h5-14,16,32H,15H2,1-4H3,(H,27,31)(H,26,28,29)/t16-/m0/s1" LIC InChIKey InChI 1.03 ZHBOBAJCKHPQBT-INIZCTEOSA-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 LIC "SYSTEMATIC NAME" ACDLabs 10.04 "3-(2-chlorobenzyl)-1-(2-{[(1S)-2-hydroxy-1,2-dimethylpropyl]amino}pyrimidin-4-yl)-1-(4-methoxyphenyl)urea" LIC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[(2-chlorophenyl)methyl]-1-[2-[[(2S)-3-hydroxy-3-methyl-butan-2-yl]amino]pyrimidin-4-yl]-1-(4-methoxyphenyl)urea" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LIC "Create component" 2006-03-29 RCSB LIC "Modify descriptor" 2011-06-04 RCSB LIC "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LIC _pdbx_chem_comp_synonyms.name "3-PYRIDIN-4-YL-2,4-DIHYDRO-INDENO[1,2-.C.]PYRAZOLE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##