FAIRMol

Z56983508

ID 4752

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

SMILES: Cc1ccc(Cl)cc1N1CCN(C(=O)COc2ccc(S(=O)(=O)NC(C)C)cc2)CC1

Formula: C22H28ClN3O4S | MW: 466.00300000000027

LogP: 3.0627200000000014 | TPSA: 78.94999999999999

HBA/HBD: 5/1 | RotB: 7

InChIKey: RTCFCSGOPTVXMC-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

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

Functional group

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

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.730592-
DOCK_BASE_INTER_RANK-0.989041-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT25.000000-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK2.603688-
DOCK_FINAL_RANK4.743033-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ALA701-
DOCK_IFP::A:ARG2281-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP2311-
DOCK_IFP::A:ASP681-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY1961-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:HIS4281-
DOCK_IFP::A:ILE2261-
DOCK_IFP::A:ILE3781-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU2271-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TYR2211-
DOCK_IFP::A:VAL3621-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.621724-
DOCK_MAX_CLASH_OVERLAP0.621753-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.552168-
DOCK_PRE_RANK4.689114-
DOCK_PRIMARY_POSE_ID11407-
DOCK_PRIMARY_POSE_ID14787-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t17-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ARG228;A:ASP231;A:GLY196;A:GLY197;A:GLY229;A:GLY376;A:HIS428;A:ILE226;A:ILE378;A:LEU227;A:LEU332;A:LEU334;A:PHE198;A:PHE230;A:SER364;A:THR374;A:TYR221;A:VAL362-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ALA40;A:ALA70;A:ASN126;A:ASN41;A:ASP129;A:ASP68;A:GLN42;A:GLU73;A:GLY23;A:GLY25;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_SCAFFOLDO=C(COc1ccccc1)N1CCN(c2ccccc2)CC1-
DOCK_SCAFFOLDO=C(COc1ccccc1)N1CCN(c2ccccc2)CC1-
DOCK_SCORE-21.446000-
DOCK_SCORE-26.584700-
DOCK_SCORE_INTER-22.648400-
DOCK_SCORE_INTER-30.660300-
DOCK_SCORE_INTER_KCAL-5.409480-
DOCK_SCORE_INTER_KCAL-7.323090-
DOCK_SCORE_INTER_NORM-0.730592-
DOCK_SCORE_INTER_NORM-0.989041-
DOCK_SCORE_INTRA1.202340-
DOCK_SCORE_INTRA4.075590-
DOCK_SCORE_INTRA_KCAL0.287174-
DOCK_SCORE_INTRA_KCAL0.973438-
DOCK_SCORE_INTRA_NORM0.038785-
DOCK_SCORE_INTRA_NORM0.131471-
DOCK_SCORE_KCAL-5.122291-
DOCK_SCORE_KCAL-6.349649-
DOCK_SCORE_NORM-0.691807-
DOCK_SCORE_NORM-0.857570-
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_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H28ClN3O4S-
DOCK_SOURCE_FORMULAC22H28ClN3O4S-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP3.062720-
DOCK_SOURCE_LOGP3.062720-
DOCK_SOURCE_MW466.003000-
DOCK_SOURCE_MW466.003000-
DOCK_SOURCE_NAMEZ56983508-
DOCK_SOURCE_NAMEZ56983508-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA78.950000-
DOCK_SOURCE_TPSA78.950000-
DOCK_STRAIN_DELTA35.513746-
DOCK_STRAIN_DELTA36.661036-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT17-
DOCK_TARGETT22-
EXACT_MASS465.148905056Da
FORMULAC22H28ClN3O4S-
HBA5-
HBD1-
LOGP3.0627200000000014-
MOL_WEIGHT466.00300000000027g/mol
QED_SCORE0.6794477884602231-
ROTATABLE_BONDS7-
TPSA78.94999999999999A^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
T17 T17 selection_import_t17 1
native pose available
 2.603687598681537 -21.446 8 0.67 - Best pose
T22 T22 selection_import_t22 1
native pose available
 4.743033425763289 -26.5847 20 0.95 - Best pose
T17 — T17 1 poses · report selection_import_t17
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
564 2.603687598681537 -0.730592 -21.446 6 18 8 0.67 0.00 0.00 0.00 - no geometry warning; 11 clashes; 1 protein clash; high strain Δ 35.5 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
549 4.743033425763289 -0.989041 -26.5847 8 25 20 0.95 0.40 0.45 0.45 - no geometry warning; 12 clashes; 3 protein clashes; high strain Δ 36.7 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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