FAIRMol

Z33269755

ID 145

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: COc1ccc(NC(=O)c2ccc3c(c2)NC(=O)CS3)cc1S(=O)(=O)Nc1ccc(Br)cc1

Formula: C22H18BrN3O5S2 | MW: 548.4400000000002

LogP: 4.555000000000003 | TPSA: 113.6

HBA/HBD: 6/3 | RotB: 6

InChIKey: ZYNZNTKCEYNUNF-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Gatekeeper aromatic Clear highlight

Bio motif

Hinge binder (C=O-NH) ×2 Hinge binder (NH-C=O) ×2 Sulfonamide bioisostere H-bond acceptor O ×5 H-bond donor ×3 Gatekeeper aromatic ×3 Metal chelator ×2

Functional group

Carbonyl ×2 Amide ×2 Secondary amine ×2 Lactam Sulfonamide Bromine Aryl ether Sulfide Ether

Ring system

Benzene ×3

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.775127-
DOCK_BASE_INTER_RANK-0.848909-
DOCK_BASE_INTER_RANK-0.742342-
DOCK_BASE_INTER_RANK-0.778051-
DOCK_BASE_INTER_RANK-1.009800-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT25.000000-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK1.215223-
DOCK_FINAL_RANK2.511457-
DOCK_FINAL_RANK0.912155-
DOCK_FINAL_RANK3.010738-
DOCK_FINAL_RANK1.992899-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ALA1581-
DOCK_IFP::A:ALA2091-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG481-
DOCK_IFP::A:ARG921-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN2081-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASN911-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU431-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY1171-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY2141-
DOCK_IFP::A:GLY2151-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY471-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:LYS901-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET531-
DOCK_IFP::A:MET701-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TRP471-
DOCK_IFP::A:TRP921-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL491-
DOCK_IFP::A:VAL871-
DOCK_IFP::A:VAL881-
DOCK_IFP::A:VAL91-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.623723-
DOCK_MAX_CLASH_OVERLAP0.615847-
DOCK_MAX_CLASH_OVERLAP0.623723-
DOCK_MAX_CLASH_OVERLAP0.712478-
DOCK_MAX_CLASH_OVERLAP0.615825-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.960394-
DOCK_PRE_RANK1.932987-
DOCK_PRE_RANK2.425197-
DOCK_PRE_RANK1.183988-
DOCK_PRE_RANK0.883950-
DOCK_PRIMARY_POSE_ID1271-
DOCK_PRIMARY_POSE_ID14862-
DOCK_PRIMARY_POSE_ID1956-
DOCK_PRIMARY_POSE_ID10770-
DOCK_PRIMARY_POSE_ID608-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t16-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ALA40;A:ASN126;A:ASN41;A:ASP129;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:LEU130;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_RESIDUE_CONTACTSA:ARG48;A:ARG92;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS90;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO93;A:TRP47;A:VAL49;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASP22;A:GLU31;A:GLY117;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:SER60;A:THR57;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:THR137;A:THR57;A:TYR122;A:TYR34;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA90;A:ASN208;A:ASN91;A:GLY214;A:GLY215;A:LYS211;A:LYS89;A:MET70;A:PRO187;A:PRO212;A:PRO213;A:TRP92;A:TYR210;A:VAL88-
DOCK_SCAFFOLDO=C1CSc2ccc(C(=O)Nc3cccc(S(=O)(=O)Nc4ccccc4)c3)cc2N1-
DOCK_SCAFFOLDO=C1CSc2ccc(C(=O)Nc3cccc(S(=O)(=O)Nc4ccccc4)c3)cc2N1-
DOCK_SCAFFOLDO=C1CSc2ccc(C(=O)Nc3cccc(S(=O)(=O)Nc4ccccc4)c3)cc2N1-
DOCK_SCAFFOLDO=C1CSc2ccc(C(=O)Nc3cccc(S(=O)(=O)Nc4ccccc4)c3)cc2N1-
DOCK_SCAFFOLDO=C1CSc2ccc(C(=O)Nc3cccc(S(=O)(=O)Nc4ccccc4)c3)cc2N1-
DOCK_SCORE-24.832700-
DOCK_SCORE-17.932600-
DOCK_SCORE-22.930700-
DOCK_SCORE-22.753700-
DOCK_SCORE-30.926200-
DOCK_SCORE_INTER-25.579200-
DOCK_SCORE_INTER-24.497300-
DOCK_SCORE_INTER-33.323500-
DOCK_SCORE_INTER-28.014000-
DOCK_SCORE_INTER-25.675700-
DOCK_SCORE_INTER_KCAL-5.851082-
DOCK_SCORE_INTER_KCAL-6.109490-
DOCK_SCORE_INTER_KCAL-7.959185-
DOCK_SCORE_INTER_KCAL-6.691032-
DOCK_SCORE_INTER_KCAL-6.132538-
DOCK_SCORE_INTER_NORM-1.009800-
DOCK_SCORE_INTER_NORM-0.775127-
DOCK_SCORE_INTER_NORM-0.742342-
DOCK_SCORE_INTER_NORM-0.778051-
DOCK_SCORE_INTER_NORM-0.848909-
DOCK_SCORE_INTRA2.397290-
DOCK_SCORE_INTRA1.566620-
DOCK_SCORE_INTRA0.746482-
DOCK_SCORE_INTRA2.921220-
DOCK_SCORE_INTRA10.081400-
DOCK_SCORE_INTRA_KCAL2.407902-
DOCK_SCORE_INTRA_KCAL0.374181-
DOCK_SCORE_INTRA_KCAL0.572583-
DOCK_SCORE_INTRA_KCAL0.178294-
DOCK_SCORE_INTRA_KCAL0.697722-
DOCK_SCORE_INTRA_NORM0.305496-
DOCK_SCORE_INTRA_NORM0.047473-
DOCK_SCORE_INTRA_NORM0.088522-
DOCK_SCORE_INTRA_NORM0.072645-
DOCK_SCORE_INTRA_NORM0.022621-
DOCK_SCORE_KCAL-5.476906-
DOCK_SCORE_KCAL-7.386599-
DOCK_SCORE_KCAL-5.434630-
DOCK_SCORE_KCAL-4.283130-
DOCK_SCORE_KCAL-5.931191-
DOCK_SCORE_NORM-0.694869-
DOCK_SCORE_NORM-0.937158-
DOCK_SCORE_NORM-0.543413-
DOCK_SCORE_NORM-0.689505-
DOCK_SCORE_NORM-0.752506-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000790-
DOCK_SCORE_RESTR_NORM0.000024-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H18BrN3O5S2-
DOCK_SOURCE_FORMULAC22H18BrN3O5S2-
DOCK_SOURCE_FORMULAC22H18BrN3O5S2-
DOCK_SOURCE_FORMULAC22H18BrN3O5S2-
DOCK_SOURCE_FORMULAC22H18BrN3O5S2-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP4.555000-
DOCK_SOURCE_LOGP4.555000-
DOCK_SOURCE_LOGP4.555000-
DOCK_SOURCE_LOGP4.555000-
DOCK_SOURCE_LOGP4.555000-
DOCK_SOURCE_MW548.440000-
DOCK_SOURCE_MW548.440000-
DOCK_SOURCE_MW548.440000-
DOCK_SOURCE_MW548.440000-
DOCK_SOURCE_MW548.440000-
DOCK_SOURCE_NAMEZ33269755-
DOCK_SOURCE_NAMEZ33269755-
DOCK_SOURCE_NAMEZ33269755-
DOCK_SOURCE_NAMEZ33269755-
DOCK_SOURCE_NAMEZ33269755-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA113.600000-
DOCK_SOURCE_TPSA113.600000-
DOCK_SOURCE_TPSA113.600000-
DOCK_SOURCE_TPSA113.600000-
DOCK_SOURCE_TPSA113.600000-
DOCK_STRAIN_DELTA50.468887-
DOCK_STRAIN_DELTA24.357157-
DOCK_STRAIN_DELTA22.333444-
DOCK_STRAIN_DELTA39.425557-
DOCK_STRAIN_DELTA34.942428-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT02-
DOCK_TARGETT22-
DOCK_TARGETT16-
DOCK_TARGETT03-
DOCK_TARGETT01-
EXACT_MASS546.987124776Da
FORMULAC22H18BrN3O5S2-
HBA6-
HBD3-
LOGP4.555000000000003-
MOL_WEIGHT548.4400000000002g/mol
QED_SCORE0.4166315872476847-
ROTATABLE_BONDS6-
TPSA113.6A^2

Docking across targets

This compound is global in the current database. Below you can review all docking experiments and targets that contain imported poses for it, which is the basis for reverse docking analysis.

Open primary docking pose Docking experiments Reverse docking explorer Protein structures Docking IFP projection
TargetExperimentReportPosesBest rankBest scoreNative overlapNative recallRMSD
T02 T02 selection_import_t02 1
native pose available
 0.912154842006513 -24.8327 14 0.67 - Best pose
T01 T01 selection_import_t01 1
native pose available
 1.215222881182832 -22.7537 16 0.76 - Best pose
T16 T16 selection_import_t16 1
native pose available
 1.9928994056526665 -22.9307 6 0.50 - Best pose
T03 T03 selection_import_t03 1
native pose available
 2.51145667632488 -17.9326 10 0.50 - Best pose
T22 T22 selection_import_t22 1
native pose available
 3.0107378610278723 -30.9262 20 0.95 - Best pose
T02 — T02 1 poses · report selection_import_t02
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
593 0.912154842006513 -0.775127 -24.8327 2 17 14 0.67 0.20 0.20 0.20 - no geometry warning; 10 clashes; 3 protein contact clashes; moderate strain Δ 22.3 Open pose
T01 — T01 1 poses · report selection_import_t01
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
608 1.215222881182832 -0.778051 -22.7537 4 19 16 0.76 0.20 0.20 0.20 - no geometry warning; 15 clashes; 2 protein contact clashes; 1 cofactor-context clash; moderate strain Δ 24.4 Open pose
T16 — T16 1 poses · report selection_import_t16
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
605 1.9928994056526665 -0.742342 -22.9307 4 15 6 0.50 - - - - no geometry warning; 17 clashes; 5 protein contact clashes; high strain Δ 39.4 Open pose
T03 — T03 1 poses · report selection_import_t03
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
601 2.51145667632488 -0.848909 -17.9326 3 17 10 0.50 0.14 0.20 0.20 - no geometry warning; 12 clashes; 1 protein clash; high strain Δ 50.5 Open pose
T22 — T22 1 poses · report selection_import_t22
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
624 3.0107378610278723 -1.0098 -30.9262 13 25 20 0.95 0.47 0.55 0.55 - no geometry warning; 16 clashes; 1 protein clash; high strain Δ 34.9 Open pose
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Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
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Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

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ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

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3D Conformer

ETKDGv3 conformer generation with UFF minimisation. Rendered with 3Dmol.js.

Open receptor–ligand complex
This docking hit has a stored pose-level complex analysis page with clickable hydrogen bonds, π–π contacts, hydrophobic contacts, and clash inspection.
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