FAIRMol

Z56566324

ID 2534

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: O=C(Nc1nc(-c2ccccc2)cs1)c1ccccc1NS(=O)(=O)c1ccc(F)cc1

Formula: C22H16FN3O3S2 | MW: 453.5200000000001

LogP: 5.002300000000003 | TPSA: 88.16000000000001

HBA/HBD: 5/2 | RotB: 6

InChIKey: CBETYIIGANGMOI-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl Amide Secondary amine Sulfonamide Fluorine

Ring system

Benzene ×3 Thiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.772632-
DOCK_BASE_INTER_RANK-0.767146-
DOCK_BASE_INTER_RANK-0.748953-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID10-
DOCK_FINAL_RANK2.855675-
DOCK_FINAL_RANK1.422684-
DOCK_FINAL_RANK3.006669-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA151-
DOCK_IFP::A:ALA181-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLN2201-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE2331-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO521-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER461-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR711-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR171-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.625477-
DOCK_MAX_CLASH_OVERLAP0.625487-
DOCK_MAX_CLASH_OVERLAP0.625510-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.964782-
DOCK_PRE_RANK2.806540-
DOCK_PRE_RANK1.388689-
DOCK_PRIMARY_POSE_ID7408-
DOCK_PRIMARY_POSE_ID6721-
DOCK_PRIMARY_POSE_ID3998-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t11-
DOCK_RESIDUE_CONTACTSA:GLN220;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:LEU194;A:PHE189;A:PHE190;A:PRO223;A:THR71;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG59;A:ASP54;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE233;A:PHE58;A:PHE94;A:PRO52;A:PRO91;A:THR184;A:THR86;A:TYR166;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ALA18;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:HIS105;A:HIS14;A:HIS141;A:SER46;A:TYR17;A:TYR49-
DOCK_SCAFFOLDO=C(Nc1nc(-c2ccccc2)cs1)c1ccccc1NS(=O)(=O)c1ccccc1-
DOCK_SCAFFOLDO=C(Nc1nc(-c2ccccc2)cs1)c1ccccc1NS(=O)(=O)c1ccccc1-
DOCK_SCAFFOLDO=C(Nc1nc(-c2ccccc2)cs1)c1ccccc1NS(=O)(=O)c1ccccc1-
DOCK_SCORE-17.341700-
DOCK_SCORE-15.302300-
DOCK_SCORE-19.120500-
DOCK_SCORE_INTER-23.781500-
DOCK_SCORE_INTER-23.951600-
DOCK_SCORE_INTER-23.217500-
DOCK_SCORE_INTER_KCAL-5.680116-
DOCK_SCORE_INTER_KCAL-5.720744-
DOCK_SCORE_INTER_KCAL-5.545407-
DOCK_SCORE_INTER_NORM-0.767146-
DOCK_SCORE_INTER_NORM-0.748953-
DOCK_SCORE_INTER_NORM-0.772632-
DOCK_SCORE_INTRA6.609870-
DOCK_SCORE_INTRA7.915240-
DOCK_SCORE_INTRA4.661010-
DOCK_SCORE_INTRA_KCAL1.113264-
DOCK_SCORE_INTRA_KCAL1.890523-
DOCK_SCORE_INTRA_KCAL1.578741-
DOCK_SCORE_INTRA_NORM0.255330-
DOCK_SCORE_INTRA_NORM0.213222-
DOCK_SCORE_INTRA_NORM0.150355-
DOCK_SCORE_KCAL-4.566855-
DOCK_SCORE_KCAL-4.141996-
DOCK_SCORE_KCAL-3.654893-
DOCK_SCORE_NORM-0.616791-
DOCK_SCORE_NORM-0.559410-
DOCK_SCORE_NORM-0.493622-
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_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_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H16FN3O3S2-
DOCK_SOURCE_FORMULAC22H16FN3O3S2-
DOCK_SOURCE_FORMULAC22H16FN3O3S2-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP5.002300-
DOCK_SOURCE_LOGP5.002300-
DOCK_SOURCE_LOGP5.002300-
DOCK_SOURCE_MW453.520000-
DOCK_SOURCE_MW453.520000-
DOCK_SOURCE_MW453.520000-
DOCK_SOURCE_NAMEZ56566324-
DOCK_SOURCE_NAMEZ56566324-
DOCK_SOURCE_NAMEZ56566324-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA88.160000-
DOCK_SOURCE_TPSA88.160000-
DOCK_SOURCE_TPSA88.160000-
DOCK_STRAIN_DELTA30.609796-
DOCK_STRAIN_DELTA34.347497-
DOCK_STRAIN_DELTA26.090561-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT06-
DOCK_TARGETT10-
DOCK_TARGETT11-
EXACT_MASS453.06171159200005Da
FORMULAC22H16FN3O3S2-
HBA5-
HBD2-
LOGP5.002300000000003-
MOL_WEIGHT453.5200000000001g/mol
QED_SCORE0.42994147244681136-
ROTATABLE_BONDS6-
TPSA88.16000000000001A^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
T06 T06 selection_import_t06 1
native pose available
 1.4226843790751635 -15.3023 18 0.86 - Best pose
T10 T10 selection_import_t10 1
native pose available
 2.8556748578086197 -17.3417 12 0.71 - Best pose
T11 T11 selection_import_t11 1
native pose available
 3.0066692990171866 -19.1205 12 0.67 - Best pose
T06 — T06 1 poses · report selection_import_t06
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
612 1.4226843790751635 -0.748953 -15.3023 0 21 18 0.86 0.00 0.00 0.00 - no geometry warning; 9 clashes; 7 protein contact clashes; 3 cofactor-context clashes; moderate strain Δ 26.1 Open pose
T10 — T10 1 poses · report selection_import_t10
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
625 2.8556748578086197 -0.772632 -17.3417 10 15 12 0.71 0.46 0.36 0.36 - no geometry warning; 12 clashes; 14 protein contact clashes; high strain Δ 34.3 Open pose
T11 — T11 1 poses · report selection_import_t11
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
634 3.0066692990171866 -0.767146 -19.1205 3 12 12 0.67 0.40 0.40 0.75 - no geometry warning; 11 clashes; 1 protein clash; high strain Δ 30.6 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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