FAIRMol

Z56785257

ID 929

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (4)
2D structure

SMILES: COc1ccc2c(c1)C(=O)N(CCc1ccc(S(=O)(=O)NC(=O)NC3CCCCC3)cc1)C(=O)C2(C)C

Formula: C27H33N3O6S | MW: 527.6430000000003

LogP: 3.5185000000000013 | TPSA: 121.88000000000002

HBA/HBD: 6/2 | RotB: 7

InChIKey: LLJFMFZYVVLQKT-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Hinge binder (C=O-NH) Clear highlight

Bio motif

Hinge binder (C=O-NH) ×2 Hinge binder (NH-C=O) ×2 Sulfonamide bioisostere N-Methyl amide ×4 H-bond acceptor N H-bond acceptor O ×6 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator ×4 P-gp efflux flag

Functional group

Carbonyl ×3 Amide ×4 Secondary amine Tertiary amine Lactam ×2 Sulfonamide Urea Aryl ether Imide Ether

Ring system

Benzene ×2 Cyclohexane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.718608-
DOCK_BASE_INTER_RANK-0.769821-
DOCK_BASE_INTER_RANK-0.518039-
DOCK_BASE_INTER_RANK-0.846584-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID20-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK2.408200-
DOCK_FINAL_RANK6.181504-
DOCK_FINAL_RANK5.615448-
DOCK_FINAL_RANK4.226532-
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_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
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:ARG291-
DOCK_IFP::A:ASN1121-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS701-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU431-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS1691-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET3931-
DOCK_IFP::A:MET4711-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE1701-
DOCK_IFP::A:PHE2381-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PRO1131-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.633358-
DOCK_MAX_CLASH_OVERLAP0.633531-
DOCK_MAX_CLASH_OVERLAP0.633388-
DOCK_MAX_CLASH_OVERLAP0.633362-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.352246-
DOCK_PRE_RANK6.097528-
DOCK_PRE_RANK5.577542-
DOCK_PRE_RANK4.160462-
DOCK_PRIMARY_POSE_ID1167-
DOCK_PRIMARY_POSE_ID8554-
DOCK_PRIMARY_POSE_ID13330-
DOCK_PRIMARY_POSE_ID14682-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t20-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASP22;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR57;A:TRP25;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ALA90;A:ARG154;A:ARG277;A:ASN112;A:ASP88;A:CYS70;A:GLU274;A:GLY199;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:LYS169;A:LYS69;A:PHE170;A:PHE238;A:PRO113;A:PRO275;A:SER200;A:TYR389-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:LEU399;A:MET393;A:MET471;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER470;A:THR397-
DOCK_RESIDUE_CONTACTSA:ALA24;A:ALA40;A:ASN126;A:ASN41;A:ASP129;A:GLN42;A:GLU43;A:GLU73;A:GLY23;A:GLY25;A:LEU130;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER22;A:SER27;A:SER28;A:THR44-
DOCK_SCAFFOLDO=C(NC1CCCCC1)NS(=O)(=O)c1ccc(CCN2C(=O)Cc3ccccc3C2=O)cc1-
DOCK_SCAFFOLDO=C1Cc2ccccc2C(=O)N1CCc1ccc(S(=O)(=O)N=CNC2CCCCC2)cc1-
DOCK_SCAFFOLDO=C(NC1CCCCC1)NS(=O)(=O)c1ccc(CCN2C(=O)Cc3ccccc3C2=O)cc1-
DOCK_SCAFFOLDO=C(NC1CCCCC1)NS(=O)(=O)c1ccc(CCN2C(=O)Cc3ccccc3C2=O)cc1-
DOCK_SCORE-26.275000-
DOCK_SCORE-26.700500-
DOCK_SCORE-16.568800-
DOCK_SCORE-30.875900-
DOCK_SCORE_INTER-26.588500-
DOCK_SCORE_INTER-28.483400-
DOCK_SCORE_INTER-19.167500-
DOCK_SCORE_INTER-31.323600-
DOCK_SCORE_INTER_KCAL-6.350557-
DOCK_SCORE_INTER_KCAL-6.803146-
DOCK_SCORE_INTER_KCAL-4.578081-
DOCK_SCORE_INTER_KCAL-7.481517-
DOCK_SCORE_INTER_NORM-0.718608-
DOCK_SCORE_INTER_NORM-0.769821-
DOCK_SCORE_INTER_NORM-0.518039-
DOCK_SCORE_INTER_NORM-0.846584-
DOCK_SCORE_INTRA0.313518-
DOCK_SCORE_INTRA1.782860-
DOCK_SCORE_INTRA2.598680-
DOCK_SCORE_INTRA0.447710-
DOCK_SCORE_INTRA_KCAL0.074883-
DOCK_SCORE_INTRA_KCAL0.425829-
DOCK_SCORE_INTRA_KCAL0.620684-
DOCK_SCORE_INTRA_KCAL0.106934-
DOCK_SCORE_INTRA_NORM0.008473-
DOCK_SCORE_INTRA_NORM0.048185-
DOCK_SCORE_INTRA_NORM0.070235-
DOCK_SCORE_INTRA_NORM0.012100-
DOCK_SCORE_KCAL-6.275679-
DOCK_SCORE_KCAL-6.377308-
DOCK_SCORE_KCAL-3.957392-
DOCK_SCORE_KCAL-7.374585-
DOCK_SCORE_NORM-0.710134-
DOCK_SCORE_NORM-0.721636-
DOCK_SCORE_NORM-0.447805-
DOCK_SCORE_NORM-0.834483-
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_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_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_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC27H33N3O6S-
DOCK_SOURCE_FORMULAC27H33N3O6S-
DOCK_SOURCE_FORMULAC27H33N3O6S-
DOCK_SOURCE_FORMULAC27H33N3O6S-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_LOGP3.518500-
DOCK_SOURCE_LOGP3.722900-
DOCK_SOURCE_LOGP3.518500-
DOCK_SOURCE_LOGP3.518500-
DOCK_SOURCE_MW527.643000-
DOCK_SOURCE_MW527.643000-
DOCK_SOURCE_MW527.643000-
DOCK_SOURCE_MW527.643000-
DOCK_SOURCE_NAMEZ56785257-
DOCK_SOURCE_NAMEZ56785257-
DOCK_SOURCE_NAMEZ56785257-
DOCK_SOURCE_NAMEZ56785257-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA121.880000-
DOCK_SOURCE_TPSA125.370000-
DOCK_SOURCE_TPSA121.880000-
DOCK_SOURCE_TPSA121.880000-
DOCK_STRAIN_DELTA37.614458-
DOCK_STRAIN_DELTA49.561685-
DOCK_STRAIN_DELTA28.401208-
DOCK_STRAIN_DELTA42.144535-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT02-
DOCK_TARGETT13-
DOCK_TARGETT20-
DOCK_TARGETT22-
EXACT_MASS527.2090067759999Da
FORMULAC27H33N3O6S-
HBA6-
HBD2-
LOGP3.5185000000000013-
MOL_WEIGHT527.6430000000003g/mol
QED_SCORE0.5316095393639422-
ROTATABLE_BONDS7-
TPSA121.88000000000002A^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
T02 T02 selection_import_t02 1
native pose available
 2.4081999083917935 -26.275 15 0.71 - Best pose
T22 T22 selection_import_t22 1
native pose available
 4.2265319089055575 -30.8759 18 0.86 - Best pose
T20 T20 selection_import_t20 1
native pose available
 5.615448471172846 -16.5688 8 1.00 - Best pose
T13 T13 selection_import_t13 1
native pose available
 6.181503815847542 -26.7005 16 0.84 - Best pose
T02 — T02 1 poses · report selection_import_t02
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
489 2.4081999083917935 -0.718608 -26.275 3 19 15 0.71 0.00 0.00 0.00 - no geometry warning; 15 clashes; 9 protein contact clashes; 1 cofactor-context clash; high strain Δ 37.6 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
444 4.2265319089055575 -0.846584 -30.8759 9 20 18 0.86 0.40 0.36 0.36 - no geometry warning; 17 clashes; 2 protein clashes; high strain Δ 42.1 Open pose
T20 — T20 1 poses · report selection_import_t20
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
451 5.615448471172846 -0.518039 -16.5688 6 11 8 1.00 0.00 0.00 0.00 - no geometry warning; 15 clashes; 3 protein clashes; moderate strain Δ 28.4 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
424 6.181503815847542 -0.769821 -26.7005 11 22 16 0.84 0.67 0.71 0.71 - no geometry warning; 18 clashes; 3 protein clashes; high strain Δ 49.6 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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