FAIRMol

Z31907028

ID 4073

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

SMILES: CSc1ccc(CN(C)C(=O)c2cc(S(=O)(=O)NCc3ccccc3)ccc2C)cc1

Formula: C24H26N2O3S2 | MW: 454.6170000000002

LogP: 4.467620000000005 | TPSA: 66.48

HBA/HBD: 4/1 | RotB: 8

InChIKey: GHNOLASIXFSBRH-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern P-gp efflux flag Clear highlight

Bio motif

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

Functional group

Carbonyl Amide Tertiary amine Sulfonamide Sulfide

Ring system

Benzene ×3

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.923427-
DOCK_BASE_INTER_RANK-1.022210-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK5.448511-
DOCK_FINAL_RANK4.497825-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1111-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ASN1121-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS701-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU211-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU431-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY2351-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:GLY471-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:PHE1701-
DOCK_IFP::A:PHE2381-
DOCK_IFP::A:PRO1131-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR441-
DOCK_IFP::A:TYR3891-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.616589-
DOCK_MAX_CLASH_OVERLAP0.616501-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK5.419646-
DOCK_PRE_RANK4.449718-
DOCK_PRIMARY_POSE_ID8547-
DOCK_PRIMARY_POSE_ID14674-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ALA90;A:ARG154;A:ARG277;A:ASN112;A:ASP88;A:CYS70;A:GLU274;A:GLY199;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LYS69;A:PHE170;A:PHE238;A:PRO113;A:PRO275;A:SER200;A:TYR389-
DOCK_RESIDUE_CONTACTSA:ALA24;A:ALA40;A:ASN41;A:GLN42;A:GLU21;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:GLY47;A:LEU39;A:LYS127;A:LYS26;A:SER22;A:SER27;A:SER28;A:THR44-
DOCK_SCAFFOLDO=C(NCc1ccccc1)c1cccc(S(=O)(=O)NCc2ccccc2)c1-
DOCK_SCAFFOLDO=C(NCc1ccccc1)c1cccc(S(=O)(=O)NCc2ccccc2)c1-
DOCK_SCORE-26.366900-
DOCK_SCORE-30.853300-
DOCK_SCORE_INTER-28.626200-
DOCK_SCORE_INTER-31.688400-
DOCK_SCORE_INTER_KCAL-6.837253-
DOCK_SCORE_INTER_KCAL-7.568648-
DOCK_SCORE_INTER_NORM-0.923427-
DOCK_SCORE_INTER_NORM-1.022210-
DOCK_SCORE_INTRA2.259300-
DOCK_SCORE_INTRA0.835162-
DOCK_SCORE_INTRA_KCAL0.539625-
DOCK_SCORE_INTRA_KCAL0.199475-
DOCK_SCORE_INTRA_NORM0.072881-
DOCK_SCORE_INTRA_NORM0.026941-
DOCK_SCORE_KCAL-6.297629-
DOCK_SCORE_KCAL-7.369187-
DOCK_SCORE_NORM-0.850546-
DOCK_SCORE_NORM-0.995267-
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_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC24H26N2O3S2-
DOCK_SOURCE_FORMULAC24H26N2O3S2-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP4.467620-
DOCK_SOURCE_LOGP4.467620-
DOCK_SOURCE_MW454.617000-
DOCK_SOURCE_MW454.617000-
DOCK_SOURCE_NAMEZ31907028-
DOCK_SOURCE_NAMEZ31907028-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA66.480000-
DOCK_SOURCE_TPSA66.480000-
DOCK_STRAIN_DELTA22.786459-
DOCK_STRAIN_DELTA33.836238-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT13-
DOCK_TARGETT22-
EXACT_MASS454.13848469199996Da
FORMULAC24H26N2O3S2-
HBA4-
HBD1-
LOGP4.467620000000005-
MOL_WEIGHT454.6170000000002g/mol
QED_SCORE0.5102584197781707-
ROTATABLE_BONDS8-
TPSA66.48A^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
T22 T22 selection_import_t22 1
native pose available
 4.4978245897003 -30.8533 14 0.67 - Best pose
T13 T13 selection_import_t13 1
native pose available
 5.4485109223948704 -26.3669 16 0.84 - Best 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
436 4.4978245897003 -1.02221 -30.8533 10 17 14 0.67 0.47 0.45 0.45 - no geometry warning; 11 clashes; 3 protein clashes; high strain Δ 33.8 Open pose
T13 — T13 1 poses · report selection_import_t13
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
417 5.4485109223948704 -0.923427 -26.3669 6 22 16 0.84 0.44 0.57 0.57 - no geometry warning; 11 clashes; 3 protein clashes; moderate strain Δ 22.8 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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