FAIRMol

Z46589685

ID 1522

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (12)
2D structure

SMILES: O=C(/C=C/c1ccc(O)c(O)c1)c1ccc(S(=O)(=O)N2CCCCCC2)cc1

Formula: C21H23NO5S | MW: 401.4840000000002

LogP: 3.5586000000000033 | TPSA: 94.91

HBA/HBD: 5/2 | RotB: 5

InChIKey: GXFSGKQBMVFDCW-VZUCSPMQSA-N

Recognized patterns

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

Bio motif

Catechol Michael acceptor Chalcone Sulfonamide bioisostere H-bond acceptor N H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×2 Michael acceptor (extended)

Functional group

Carbonyl Ketone Phenol ×2 Sulfonamide Enone Alkene

Ring system

Benzene ×2
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.988051-
DOCK_BASE_INTER_RANK-0.911010-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID7-
DOCK_FINAL_RANK6.890745-
DOCK_FINAL_RANK5.737475-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA961-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:LYS2201-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO991-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR981-
DOCK_IFP::A:VAL2061-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG971-
DOCK_IFP::B:GLY1571-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:LYS571-
DOCK_IFP::B:LYS951-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO931-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.617632-
DOCK_MAX_CLASH_OVERLAP0.613999-
DOCK_POSE_COUNT6-
DOCK_POSE_COUNT6-
DOCK_PRE_RANK5.368372-
DOCK_PRE_RANK5.120174-
DOCK_PRIMARY_POSE_ID11723-
DOCK_PRIMARY_POSE_ID16870-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T07-
DOCK_REPORT_IDdockmulti_91311c650f2e_T09-
DOCK_RESIDUE_CONTACTSA:ALA96;A:ARG14;A:CYS168;A:GLU217;A:GLY205;A:LEU209;A:LYS178;A:LYS220;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:PRO99;A:SER207;A:SER95;A:TRP221;A:TYR174;A:TYR98;A:VAL206-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG97;B:GLY157;B:LEU94;B:LYS57;B:LYS95;B:MET53;B:PHE56;B:PHE91;B:PRO93;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL87-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)c1ccc(S(=O)(=O)N2CCCCCC2)cc1-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)c1ccc(S(=O)(=O)N2CCCCCC2)cc1-
DOCK_SCORE-16.957400-
DOCK_SCORE-23.296300-
DOCK_SCORE_INTER-27.665400-
DOCK_SCORE_INTER-25.508300-
DOCK_SCORE_INTER_KCAL-6.607770-
DOCK_SCORE_INTER_KCAL-6.092555-
DOCK_SCORE_INTER_NORM-0.988051-
DOCK_SCORE_INTER_NORM-0.911010-
DOCK_SCORE_INTRA10.708000-
DOCK_SCORE_INTRA2.211980-
DOCK_SCORE_INTRA_KCAL2.557563-
DOCK_SCORE_INTRA_KCAL0.528323-
DOCK_SCORE_INTRA_NORM0.382430-
DOCK_SCORE_INTRA_NORM0.078999-
DOCK_SCORE_KCAL-4.050207-
DOCK_SCORE_KCAL-5.564228-
DOCK_SCORE_NORM-0.605621-
DOCK_SCORE_NORM-0.832010-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILEresults_T07_top1000.sdf-
DOCK_SOURCE_FILEresults_T09_top1000.sdf-
DOCK_SOURCE_FORMULAC21H23NO5S-
DOCK_SOURCE_FORMULAC21H23NO5S-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_LOGP3.558600-
DOCK_SOURCE_LOGP3.558600-
DOCK_SOURCE_MW401.484000-
DOCK_SOURCE_MW401.484000-
DOCK_SOURCE_NAMEZ46589685-
DOCK_SOURCE_NAMEZ46589685-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA94.910000-
DOCK_SOURCE_TPSA94.910000-
DOCK_STRAIN_DELTA37.372893-
DOCK_STRAIN_DELTA22.288352-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT07-
DOCK_TARGETT09-
EXACT_MASS401.129693836Da
FORMULAC21H23NO5S-
HBA5-
HBD2-
LOGP3.5586000000000033-
MOL_WEIGHT401.4840000000002g/mol
QED_SCORE0.453785337162523-
ROTATABLE_BONDS5-
TPSA94.91A^2

Samples

BatchAmountPurityState

Containers

NameLocationQR

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
T09 T09 dockmulti_91311c650f2e_T09 6
native pose available
 5.737475203427375 -23.2963 14 0.67 - Best pose
T07 T07 dockmulti_91311c650f2e_T07 6
native pose available
 6.890745069608357 -16.9574 17 0.89 - Best pose
T09 — T09 6 poses · report dockmulti_91311c650f2e_T09
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
1673 5.737475203427375 -0.91101 -23.2963 5 16 14 0.67 0.57 0.50 0.50 - no geometry warning; 10 clashes; 13 protein contact clashes; high strain Δ 22.3 Open pose
1676 4.322828115982854 -0.96178 -24.5137 5 20 15 0.71 0.00 0.00 0.00 - yes excluded; geometry warning; 7 clashes; 1 protein clash; high strain Δ 23.4 Open pose
1678 5.084157200372924 -0.874899 -23.3987 4 16 12 0.57 0.00 0.00 0.00 - yes excluded; geometry warning; 7 clashes; 1 protein clash; high strain Δ 24.1 Open pose
1677 5.282817208975257 -0.813748 -19.9481 3 15 11 0.52 0.00 0.00 0.00 - yes excluded; geometry warning; 7 clashes; 1 protein clash; high strain Δ 25.4 Open pose
1674 7.560441904466741 -0.857402 -23.9223 2 17 13 0.62 0.00 0.00 0.00 - yes excluded; geometry warning; 8 clashes; 2 protein clashes; high strain Δ 23.5 Open pose
1675 8.98639285873775 -0.959127 -20.0172 6 21 14 0.67 0.00 0.00 0.00 - yes excluded; geometry warning; 8 clashes; 2 protein clashes; high strain Δ 30.7 Open pose
T07 — T07 6 poses · report dockmulti_91311c650f2e_T07
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
1285 6.890745069608357 -0.988051 -16.9574 9 20 17 0.89 0.67 0.60 0.60 - no geometry warning; 8 clashes; 15 protein contact clashes; high strain Δ 37.4 Open pose
1287 7.001942418776625 -1.00296 -18.7626 8 17 15 0.79 0.33 0.20 0.20 - no geometry warning; 8 clashes; 15 protein contact clashes; high strain Δ 40.0 Open pose
1283 4.589975711251713 -1.05034 -19.359 7 15 11 0.58 0.50 0.40 0.40 - yes excluded; geometry warning; 6 clashes; 1 protein clash; high strain Δ 28.0 Open pose
1284 5.679113106048209 -1.24423 -31.4622 7 16 14 0.74 0.50 0.40 0.40 - yes excluded; geometry warning; 7 clashes; 2 protein clashes; high strain Δ 21.7 Open pose
1288 7.812210698198262 -1.20333 -31.9299 7 16 13 0.68 0.50 0.40 0.40 - yes excluded; geometry warning; 7 clashes; 3 protein clashes; high strain Δ 24.8 Open pose
1286 8.856921005756071 -1.21668 -30.0381 8 18 14 0.74 0.50 0.40 0.40 - yes excluded; geometry warning; 7 clashes; 4 protein clashes; high strain Δ 27.7 Open pose

Heterocycles & Functional Groups

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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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⚗ AI Structural Analysis

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