FAIRMol

KB_HAT_24

ID 557

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

SMILES: COc1ccc(S(=O)(=O)Nc2ccc(CN3CCN(C(=O)c4cccc(C#N)c4)CC3)cc2)cc1

Formula: C26H26N4O4S | MW: 490.58500000000026

LogP: 3.325680000000002 | TPSA: 102.74

HBA/HBD: 6/1 | RotB: 7

InChIKey: IXKIZPGJCKVQGU-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Sulfonamide bioisostere N-Methyl amide ×2 H-bond acceptor N ×3 H-bond acceptor O ×4 H-bond donor Gatekeeper aromatic ×3 β-Turn mimetic ×2 Metal chelator P-gp efflux flag ×2

Functional group

Carbonyl Amide Nitrile Tertiary amine ×2 Lactam Sulfonamide Aryl ether Ether

Ring system

Benzene ×3

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.959199-
DOCK_BASE_INTER_RANK-0.716303-
DOCK_BASE_INTER_RANK-0.815922-
DOCK_BASE_INTER_RANK-0.864440-
DOCK_BASE_INTER_RANK-0.795357-
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_COUNT14.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID22-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID3-
DOCK_FINAL_RANK3.266942-
DOCK_FINAL_RANK2.897598-
DOCK_FINAL_RANK1.141485-
DOCK_FINAL_RANK3.806235-
DOCK_FINAL_RANK5.077676-
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:ALA241-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ALA701-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:ASP681-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY2401-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY471-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS2441-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE551-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER2271-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR1801-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR1781-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR2831-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL2371-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:ASP481-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY751-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
DOCK_IFP::B:VAL471-
DOCK_IFP::D:ALA2881-
DOCK_IFP::D:ARG2871-
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_OVERLAP0.720452-
DOCK_MAX_CLASH_OVERLAP0.611351-
DOCK_MAX_CLASH_OVERLAP0.644599-
DOCK_MAX_CLASH_OVERLAP0.611349-
DOCK_MAX_CLASH_OVERLAP0.611256-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.106075-
DOCK_PRE_RANK3.245512-
DOCK_PRE_RANK2.849084-
DOCK_PRE_RANK5.045859-
DOCK_PRE_RANK3.780008-
DOCK_PRIMARY_POSE_ID1463-
DOCK_PRIMARY_POSE_ID14304-
DOCK_PRIMARY_POSE_ID7524-
DOCK_PRIMARY_POSE_ID115-
DOCK_PRIMARY_POSE_ID2089-
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_t12-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t22-
DOCK_REPORT_IDselection_import_t04-
DOCK_REPORT_IDselection_import_t03-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE55;A:PHE56;A:PHE91;A:PRO88;A:PRO93;A:THR180;A:TYR162;A:TYR178;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:ASP13;B:ASP48;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49;B:VAL47-
DOCK_RESIDUE_CONTACTSA:GLY240;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:LYS244;A:MET233;A:NDP302;A:PHE113;A:SER111;A:SER227;A:TYR191;A:TYR194;A:TYR283;A:VAL237;D:ALA288;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASP22;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA24;A:ALA40;A:ALA70;A:ASN41;A:ASP68;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:GLY71;A:LEU130;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDO=C(c1ccccc1)N1CCN(Cc2ccc(NS(=O)(=O)c3ccccc3)cc2)CC1-
DOCK_SCAFFOLDO=C(c1ccccc1)N1CCN(Cc2ccc(NS(=O)(=O)c3ccccc3)cc2)CC1-
DOCK_SCAFFOLDO=C(c1ccccc1)N1CCN(Cc2ccc(NS(=O)(=O)c3ccccc3)cc2)CC1-
DOCK_SCAFFOLDO=C(c1ccccc1)N1CCN(Cc2ccc(NS(=O)(=O)c3ccccc3)cc2)CC1-
DOCK_SCAFFOLDO=C(c1ccccc1)N1CCN(Cc2ccc(NS(=O)(=O)c3ccccc3)cc2)CC1-
DOCK_SCORE-22.433700-
DOCK_SCORE-26.578300-
DOCK_SCORE-30.870000-
DOCK_SCORE-22.412500-
DOCK_SCORE-28.671700-
DOCK_SCORE_INTER-30.255400-
DOCK_SCORE_INTER-25.070600-
DOCK_SCORE_INTER-27.837500-
DOCK_SCORE_INTER-28.557300-
DOCK_SCORE_INTER-33.571900-
DOCK_SCORE_INTER_KCAL-7.226381-
DOCK_SCORE_INTER_KCAL-8.018514-
DOCK_SCORE_INTER_KCAL-6.820797-
DOCK_SCORE_INTER_KCAL-5.988013-
DOCK_SCORE_INTER_KCAL-6.648876-
DOCK_SCORE_INTER_NORM-0.716303-
DOCK_SCORE_INTER_NORM-0.864440-
DOCK_SCORE_INTER_NORM-0.959199-
DOCK_SCORE_INTER_NORM-0.815922-
DOCK_SCORE_INTER_NORM-0.795357-
DOCK_SCORE_INTRA2.658080-
DOCK_SCORE_INTRA-0.114422-
DOCK_SCORE_INTRA2.701980-
DOCK_SCORE_INTRA1.259220-
DOCK_SCORE_INTRA7.821710-
DOCK_SCORE_INTRA_KCAL0.300760-
DOCK_SCORE_INTRA_KCAL0.634872-
DOCK_SCORE_INTRA_KCAL-0.027329-
DOCK_SCORE_INTRA_KCAL1.868184-
DOCK_SCORE_INTRA_KCAL0.645357-
DOCK_SCORE_INTRA_NORM-0.003269-
DOCK_SCORE_INTRA_NORM0.075945-
DOCK_SCORE_INTRA_NORM0.035978-
DOCK_SCORE_INTRA_NORM0.223478-
DOCK_SCORE_INTRA_NORM0.077199-
DOCK_SCORE_KCAL-6.848121-
DOCK_SCORE_KCAL-6.348121-
DOCK_SCORE_KCAL-7.373176-
DOCK_SCORE_KCAL-5.353136-
DOCK_SCORE_KCAL-5.358200-
DOCK_SCORE_NORM-0.640357-
DOCK_SCORE_NORM-0.640963-
DOCK_SCORE_NORM-0.881999-
DOCK_SCORE_NORM-0.819191-
DOCK_SCORE_NORM-0.759379-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
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_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET04_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC26H26N4O4S-
DOCK_SOURCE_FORMULAC26H26N4O4S-
DOCK_SOURCE_FORMULAC26H26N4O4S-
DOCK_SOURCE_FORMULAC26H26N4O4S-
DOCK_SOURCE_FORMULAC26H26N4O4S-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_LOGP3.325680-
DOCK_SOURCE_LOGP3.325680-
DOCK_SOURCE_LOGP3.325680-
DOCK_SOURCE_LOGP3.325680-
DOCK_SOURCE_LOGP3.325680-
DOCK_SOURCE_MW490.585000-
DOCK_SOURCE_MW490.585000-
DOCK_SOURCE_MW490.585000-
DOCK_SOURCE_MW490.585000-
DOCK_SOURCE_MW490.585000-
DOCK_SOURCE_NAMEKB_HAT_24-
DOCK_SOURCE_NAMEKB_HAT_24-
DOCK_SOURCE_NAMEKB_HAT_24-
DOCK_SOURCE_NAMEKB_HAT_24-
DOCK_SOURCE_NAMEKB_HAT_24-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA102.740000-
DOCK_SOURCE_TPSA102.740000-
DOCK_SOURCE_TPSA102.740000-
DOCK_SOURCE_TPSA102.740000-
DOCK_SOURCE_TPSA102.740000-
DOCK_STRAIN_DELTA17.179611-
DOCK_STRAIN_DELTA26.944557-
DOCK_STRAIN_DELTA34.039269-
DOCK_STRAIN_DELTA24.730762-
DOCK_STRAIN_DELTA20.930551-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT03-
DOCK_TARGETT04-
DOCK_TARGETT12-
DOCK_TARGETT22-
DOCK_TARGETT01-
EXACT_MASS490.16747631199996Da
FORMULAC26H26N4O4S-
HBA6-
HBD1-
LOGP3.325680000000002-
MOL_WEIGHT490.58500000000026g/mol
QED_SCORE0.5450925007541321-
ROTATABLE_BONDS7-
TPSA102.74A^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
T04 T04 selection_import_t04 1
native pose available
 1.141485241918407 -22.4125 12 0.63 - Best pose
T12 T12 selection_import_t12 1
native pose available
 2.8975975898799016 -22.4337 16 1.00 - Best pose
T01 T01 selection_import_t01 1
native pose available
 3.2669415162115714 -28.6717 16 0.76 - Best pose
T03 T03 selection_import_t03 1
native pose available
 3.806235438234106 -26.5783 17 0.85 - Best pose
T22 T22 selection_import_t22 1
native pose available
 5.077675768715562 -30.87 14 0.67 - Best pose
T04 — T04 1 poses · report selection_import_t04
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
56 1.141485241918407 -0.716303 -22.4125 1 17 12 0.63 0.00 0.00 0.00 - no geometry warning; 16 clashes; 1 protein contact clash; 1 cofactor-context clash; moderate strain Δ 26.9 Open pose
T12 — T12 1 poses · report selection_import_t12
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
72 2.8975975898799016 -0.86444 -22.4337 11 21 16 1.00 0.58 0.50 0.60 - no geometry warning; 16 clashes; 12 protein contact clashes; high strain Δ 34.0 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
115 3.2669415162115714 -0.815922 -28.6717 3 19 16 0.76 0.00 0.00 0.00 - no geometry warning; 15 clashes; 1 protein clash 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
108 3.806235438234106 -0.795357 -26.5783 4 21 17 0.85 0.14 0.20 0.20 - no geometry warning; 14 clashes; 2 protein clashes; moderate strain Δ 20.9 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
66 5.077675768715562 -0.959199 -30.87 8 20 14 0.67 0.33 0.36 0.36 - no geometry warning; 14 clashes; 3 protein clashes; moderate strain Δ 24.7 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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