FAIRMol

Z56958949

ID 237

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(CN1C(=O)/C(=C2\SC(=S)N([C@@H]3CCS(=O)(=O)C3)C2=O)c2ccccc21)Nc1ccccc1

Formula: C23H19N3O5S3 | MW: 513.6220000000003

LogP: 2.4304000000000006 | TPSA: 103.85999999999999

HBA/HBD: 7/1 | RotB: 4

InChIKey: GVMLZOXOXMBDNT-MVZUJROASA-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

Peptide backbone Chalcone Hinge binder (C=O-NH) Hinge binder (NH-C=O) N-Methyl amide ×4 H-bond acceptor N ×2 H-bond acceptor O ×5 H-bond donor Gatekeeper aromatic ×2 Michael acceptor (extended) ×2 Metal chelator ×3 Retro-amide P-gp efflux flag ×2

Functional group

Carbonyl ×3 Amide ×3 Secondary amine Tertiary amine ×2 Lactam ×2 Sulfone Sulfide Enone ×2 Dithiocarbamate Thioamide Alkene

Ring system

Benzene ×2 Thiolane
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.684734-
DOCK_BASE_INTER_RANK-0.793360-
DOCK_BASE_INTER_RANK-0.620116-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID13-
DOCK_FINAL_RANK4.948815-
DOCK_FINAL_RANK8.222563-
DOCK_FINAL_RANK5.418972-
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:ALA101-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:GLN361-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA671-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY2141-
DOCK_IFP::B:GLY2151-
DOCK_IFP::B:GLY2461-
DOCK_IFP::B:GLY661-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:TYR491-
DOCK_IFP::B:TYR691-
DOCK_IFP::B:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.638627-
DOCK_MAX_CLASH_OVERLAP0.680204-
DOCK_MAX_CLASH_OVERLAP0.638627-
DOCK_POSE_COUNT4-
DOCK_POSE_COUNT4-
DOCK_POSE_COUNT4-
DOCK_PRE_RANK3.897049-
DOCK_PRE_RANK5.937528-
DOCK_PRE_RANK3.550740-
DOCK_PRIMARY_POSE_ID3206-
DOCK_PRIMARY_POSE_ID25321-
DOCK_PRIMARY_POSE_ID34545-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T02-
DOCK_REPORT_IDdockmulti_91311c650f2e_T12-
DOCK_REPORT_IDdockmulti_91311c650f2e_T15-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASN65;A:ASP22;A:GLN36;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA67;B:ALA90;B:ARG74;B:GLY214;B:GLY215;B:GLY246;B:GLY66;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PRO212;B:PRO213;B:TYR210;B:TYR69;B:VAL88-
DOCK_SCAFFOLDO=C(CN1C(=O)C(=C2SC(=S)N(C3CCS(=O)(=O)C3)C2=O)c2ccccc21)Nc1ccccc1-
DOCK_SCAFFOLDO=C(CN1C(=O)C(=C2SC(=S)N(C3CCS(=O)(=O)C3)C2=O)c2ccccc21)Nc1ccccc1-
DOCK_SCAFFOLDO=C(CN1C(=O)C(=C2SC(=S)N(C3CCS(=O)(=O)C3)C2=O)c2ccccc21)Nc1ccccc1-
DOCK_SCORE-23.316200-
DOCK_SCORE-24.428100-
DOCK_SCORE-19.260300-
DOCK_SCORE_INTER-23.280900-
DOCK_SCORE_INTER-26.974200-
DOCK_SCORE_INTER-21.083900-
DOCK_SCORE_INTER_KCAL-5.560550-
DOCK_SCORE_INTER_KCAL-6.442680-
DOCK_SCORE_INTER_KCAL-5.035805-
DOCK_SCORE_INTER_NORM-0.684734-
DOCK_SCORE_INTER_NORM-0.793360-
DOCK_SCORE_INTER_NORM-0.620116-
DOCK_SCORE_INTRA-0.035235-
DOCK_SCORE_INTRA2.546130-
DOCK_SCORE_INTRA1.823630-
DOCK_SCORE_INTRA_KCAL-0.008416-
DOCK_SCORE_INTRA_KCAL0.608133-
DOCK_SCORE_INTRA_KCAL0.435567-
DOCK_SCORE_INTRA_NORM-0.001036-
DOCK_SCORE_INTRA_NORM0.074886-
DOCK_SCORE_INTRA_NORM0.053636-
DOCK_SCORE_KCAL-5.568981-
DOCK_SCORE_KCAL-5.834554-
DOCK_SCORE_KCAL-4.600246-
DOCK_SCORE_NORM-0.685770-
DOCK_SCORE_NORM-0.718474-
DOCK_SCORE_NORM-0.566480-
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_FILEresults_T02_top1000.sdf-
DOCK_SOURCE_FILEresults_T12_top1000.sdf-
DOCK_SOURCE_FILEresults_T15_top1000.sdf-
DOCK_SOURCE_FORMULAC23H19N3O5S3-
DOCK_SOURCE_FORMULAC23H19N3O5S3-
DOCK_SOURCE_FORMULAC23H19N3O5S3-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_LOGP2.430400-
DOCK_SOURCE_LOGP2.430400-
DOCK_SOURCE_LOGP2.430400-
DOCK_SOURCE_MW513.622000-
DOCK_SOURCE_MW513.622000-
DOCK_SOURCE_MW513.622000-
DOCK_SOURCE_NAMEZ56958949-
DOCK_SOURCE_NAMEZ56958949-
DOCK_SOURCE_NAMEZ56958949-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA103.860000-
DOCK_SOURCE_TPSA103.860000-
DOCK_SOURCE_TPSA103.860000-
DOCK_STRAIN_DELTA29.529440-
DOCK_STRAIN_DELTA50.083909-
DOCK_STRAIN_DELTA43.137209-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT02-
DOCK_TARGETT12-
DOCK_TARGETT15-
EXACT_MASS513.0486837079999Da
FORMULAC23H19N3O5S3-
HBA7-
HBD1-
LOGP2.4304000000000006-
MOL_WEIGHT513.6220000000003g/mol
QED_SCORE0.4947175387590271-
ROTATABLE_BONDS4-
TPSA103.85999999999999A^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
T02 T02 dockmulti_91311c650f2e_T02 4
native pose available
 4.948815307706374 -23.3162 17 0.81 - Best pose
T15 T15 dockmulti_91311c650f2e_T15 4
native pose available
 5.418972328285989 -19.2603 10 0.77 - Best pose
T12 T12 dockmulti_91311c650f2e_T12 4
native pose available
 8.222562756337524 -24.4281 14 0.88 - Best pose
T02 — T02 4 poses · report dockmulti_91311c650f2e_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
3206 4.948815307706374 -0.684734 -23.3162 1 18 17 0.81 0.00 0.00 0.00 - no geometry warning; 11 clashes; 7 protein contact clashes; high strain Δ 29.5 Open pose
3207 10.811693932797503 -0.662537 -18.9743 1 15 11 0.52 0.20 0.20 0.20 - yes excluded; hard geometry fail; 1 severe clash; 1 protein clash; high strain Δ 61.1 Open pose
3205 11.162627935924707 -0.691385 -18.3515 4 19 15 0.71 0.00 0.00 0.20 - yes excluded; hard geometry fail; 1 severe clash; 2 protein clashes; high strain Δ 32.1 Open pose
3204 60.01081702260929 -0.798969 -26.4833 1 19 18 0.86 0.00 0.00 0.00 - yes excluded; geometry warning; 11 clashes; 3 protein clashes Open pose
T15 — T15 4 poses · report dockmulti_91311c650f2e_T15
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
3703 5.418972328285989 -0.620116 -19.2603 3 17 10 0.77 - - - - no geometry warning; 10 clashes; 6 protein contact clashes; high strain Δ 43.1 Open pose
3702 7.61940434743973 -0.745467 -24.4793 4 14 12 0.92 - - - - yes excluded; geometry warning; 10 clashes; 2 protein clashes; high strain Δ 27.2 Open pose
3704 11.093703929308662 -0.700711 -22.7493 4 13 10 0.77 - - - - yes excluded; hard geometry fail; 1 severe clash; 1 protein clash; high strain Δ 44.9 Open pose
3701 59.59594328498775 -0.634484 -20.5254 2 14 9 0.69 - - - - yes excluded; geometry warning; 11 clashes; 4 protein clashes Open pose
T12 — T12 4 poses · report dockmulti_91311c650f2e_T12
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
2378 8.222562756337524 -0.79336 -24.4281 7 17 14 0.88 0.33 0.30 0.40 - no geometry warning; 16 clashes; 11 protein contact clashes; high strain Δ 50.1 Open pose
2376 8.192807940647587 -0.845605 -25.0189 7 18 15 0.94 0.33 0.30 0.40 - yes excluded; hard geometry fail; 1 severe clash; 11 protein contact clashes; high strain Δ 49.6 Open pose
2379 10.032734323736642 -0.838117 -20.277 11 16 13 0.81 0.25 0.30 0.30 - yes excluded; hard geometry fail; 1 severe clash; 1 protein clash; high strain Δ 59.2 Open pose
2377 62.61832617806778 -0.717906 -21.9928 12 17 16 1.00 0.42 0.50 0.80 - yes excluded; geometry warning; 16 clashes; 4 protein clashes 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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