FAIRMol

Z18477514

ID 363

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

SMILES: Cc1cc(=O)oc2cc(OCC(=O)N3CCN(C(=O)[C@H]4COc5ccccc5O4)CC3)ccc12

Formula: C25H24N2O7 | MW: 464.4740000000002

LogP: 1.9910199999999993 | TPSA: 98.52000000000001

HBA/HBD: 7/- | RotB: 4

InChIKey: KTWFXIFKIBGVNZ-JOCHJYFZSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

Catechol N-Methyl amide ×4 H-bond acceptor N ×2 H-bond acceptor O ×7 Gatekeeper aromatic ×2 β-Turn mimetic ×2 Metal chelator ×2 P-gp efflux flag ×2

Functional group

Carbonyl ×2 Amide ×2 Tertiary amine ×2 Lactam ×2 Aryl ether ×3 Ether ×3

Ring system

Benzene ×2 Coumarin Benzodioxane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.784248-
DOCK_BASE_INTER_RANK-0.785166-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT21.000000-
DOCK_CLASH_COUNT20.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID2-
DOCK_FINAL_RANK2.142153-
DOCK_FINAL_RANK2.785138-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PRO261-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL91-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.666658-
DOCK_MAX_CLASH_OVERLAP0.666639-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.104199-
DOCK_PRE_RANK2.753337-
DOCK_PRIMARY_POSE_ID581-
DOCK_PRIMARY_POSE_ID1251-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t02-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:NAP201;A:PHE35;A:PRO26;A:PRO27;A:PRO62;A:SER60;A:THR57;A:TRP25;A:VAL116;A:VAL9-
DOCK_SCAFFOLDO=C(COc1ccc2ccc(=O)oc2c1)N1CCN(C(=O)C2COc3ccccc3O2)CC1-
DOCK_SCAFFOLDO=C(COc1ccc2ccc(=O)oc2c1)N1CCN(C(=O)C2COc3ccccc3O2)CC1-
DOCK_SCORE-24.858000-
DOCK_SCORE-26.641700-
DOCK_SCORE_INTER-26.664400-
DOCK_SCORE_INTER-26.695700-
DOCK_SCORE_INTER_KCAL-6.368685-
DOCK_SCORE_INTER_KCAL-6.376161-
DOCK_SCORE_INTER_NORM-0.784248-
DOCK_SCORE_INTER_NORM-0.785166-
DOCK_SCORE_INTRA1.806470-
DOCK_SCORE_INTRA0.053927-
DOCK_SCORE_INTRA_KCAL0.431468-
DOCK_SCORE_INTRA_KCAL0.012880-
DOCK_SCORE_INTRA_NORM0.053131-
DOCK_SCORE_INTRA_NORM0.001586-
DOCK_SCORE_KCAL-5.937234-
DOCK_SCORE_KCAL-6.363263-
DOCK_SCORE_NORM-0.731117-
DOCK_SCORE_NORM-0.783580-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC25H24N2O7-
DOCK_SOURCE_FORMULAC25H24N2O7-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_LOGP1.991020-
DOCK_SOURCE_LOGP1.991020-
DOCK_SOURCE_MW464.474000-
DOCK_SOURCE_MW464.474000-
DOCK_SOURCE_NAMEZ18477514-
DOCK_SOURCE_NAMEZ18477514-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA98.520000-
DOCK_SOURCE_TPSA98.520000-
DOCK_STRAIN_DELTA28.428055-
DOCK_STRAIN_DELTA24.720732-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT01-
DOCK_TARGETT02-
EXACT_MASS464.1583511079999Da
FORMULAC25H24N2O7-
HBA7-
HBD0-
LOGP1.9910199999999993-
MOL_WEIGHT464.4740000000002g/mol
QED_SCORE0.5448145391255076-
ROTATABLE_BONDS4-
TPSA98.52000000000001A^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
T01 T01 selection_import_t01 1
native pose available
 2.1421527312939 -24.858 18 0.86 - Best pose
T02 T02 selection_import_t02 1
native pose available
 2.785138387788963 -26.6417 14 0.67 - Best pose
T01 — T01 1 poses · report selection_import_t01
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
581 2.1421527312939 -0.784248 -24.858 3 19 18 0.86 0.00 0.00 0.00 - no geometry warning; 21 clashes; 4 protein contact clashes; 1 cofactor-context clash; moderate strain Δ 28.4 Open 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
573 2.785138387788963 -0.785166 -26.6417 1 17 14 0.67 0.00 0.00 0.00 - no geometry warning; 20 clashes; 1 protein clash; moderate strain Δ 24.7 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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