FAIRMol

Z16027953

ID 209

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (12)
2D structure

SMILES: C[C@H](OC(=O)c1cc(O)c2ccccc2c1O)C(=O)Nc1ccc(C(N)=O)cc1

Formula: C21H18N2O6 | MW: 394.3830000000001

LogP: 2.533900000000001 | TPSA: 138.95

HBA/HBD: 6/4 | RotB: 5

InChIKey: KBLJJKCBSFLRHC-NSHDSACASA-N

Recognized patterns

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

Bio motif

Hydroquinone Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor O ×4 H-bond donor ×4 Gatekeeper aromatic ×3 Metal chelator ×3

Functional group

Carbonyl ×3 Amide ×2 Ester Primary amine Secondary amine Phenol ×2 Ether

Ring system

Benzene ×3 Naphthalene
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.833621-
DOCK_BASE_INTER_RANK-0.732670-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID9-
DOCK_FINAL_RANK4.706250-
DOCK_FINAL_RANK5.740883-
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:ARG291-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:GLN2201-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.616503-
DOCK_MAX_CLASH_OVERLAP0.615030-
DOCK_POSE_COUNT6-
DOCK_POSE_COUNT6-
DOCK_PRE_RANK4.118216-
DOCK_PRE_RANK4.542030-
DOCK_PRIMARY_POSE_ID2590-
DOCK_PRIMARY_POSE_ID21969-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T02-
DOCK_REPORT_IDdockmulti_91311c650f2e_T11-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASN65;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:GLN220;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:VAL187;A:VAL188;A:VAL221-
DOCK_SCAFFOLDO=C(COC(=O)c1ccc2ccccc2c1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(COC(=O)c1ccc2ccccc2c1)Nc1ccccc1-
DOCK_SCORE-23.435800-
DOCK_SCORE-13.746700-
DOCK_SCORE_INTER-24.175000-
DOCK_SCORE_INTER-21.247400-
DOCK_SCORE_INTER_KCAL-5.774102-
DOCK_SCORE_INTER_KCAL-5.074857-
DOCK_SCORE_INTER_NORM-0.833621-
DOCK_SCORE_INTER_NORM-0.732670-
DOCK_SCORE_INTRA0.739224-
DOCK_SCORE_INTRA7.500780-
DOCK_SCORE_INTRA_KCAL0.176561-
DOCK_SCORE_INTRA_KCAL1.791531-
DOCK_SCORE_INTRA_NORM0.025490-
DOCK_SCORE_INTRA_NORM0.258648-
DOCK_SCORE_KCAL-5.597547-
DOCK_SCORE_KCAL-3.283344-
DOCK_SCORE_NORM-0.808130-
DOCK_SCORE_NORM-0.474023-
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_FILEresults_T02_top1000.sdf-
DOCK_SOURCE_FILEresults_T11_top1000.sdf-
DOCK_SOURCE_FORMULAC21H18N2O6-
DOCK_SOURCE_FORMULAC21H18N2O6-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP2.533900-
DOCK_SOURCE_LOGP2.533900-
DOCK_SOURCE_MW394.383000-
DOCK_SOURCE_MW394.383000-
DOCK_SOURCE_NAMEZ16027953-
DOCK_SOURCE_NAMEZ16027953-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA138.950000-
DOCK_SOURCE_TPSA138.950000-
DOCK_STRAIN_DELTA21.800574-
DOCK_STRAIN_DELTA31.980884-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT02-
DOCK_TARGETT11-
EXACT_MASS394.11648629599995Da
FORMULAC21H18N2O6-
HBA6-
HBD4-
LOGP2.533900000000001-
MOL_WEIGHT394.3830000000001g/mol
QED_SCORE0.38734727616065656-
ROTATABLE_BONDS5-
TPSA138.95A^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 6
native pose available
 4.706250447759956 -23.4358 14 0.67 - Best pose
T11 T11 dockmulti_91311c650f2e_T11 6
native pose available
 5.740882612135731 -13.7467 14 0.78 - Best pose
T02 — T02 6 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
2590 4.706250447759956 -0.833621 -23.4358 6 17 14 0.67 0.60 0.60 0.60 - no geometry warning; 16 clashes; 5 protein contact clashes; high strain Δ 21.8 Open pose
2588 4.968080808381747 -0.811781 -19.4577 6 21 17 0.81 0.20 0.20 0.20 - no geometry warning; 17 clashes; 5 protein contact clashes; high strain Δ 23.9 Open pose
2591 5.5744346196256505 -0.820502 -22.5228 6 19 14 0.67 0.60 0.60 0.60 - yes excluded; geometry warning; 13 clashes; 1 protein clash; moderate strain Δ 19.3 Open pose
2589 6.603823955747677 -0.813845 -21.696 6 20 20 0.95 0.60 0.60 0.60 - yes excluded; geometry warning; 16 clashes; 1 protein clash; moderate strain Δ 19.1 Open pose
2593 7.693141191550187 -0.755086 -19.9252 3 18 16 0.76 0.20 0.20 0.20 - yes excluded; geometry warning; 12 clashes; 2 protein clashes; high strain Δ 23.3 Open pose
2592 11.45660689996858 -0.771262 -18.7367 6 20 16 0.76 0.20 0.20 0.20 - yes excluded; geometry warning; 14 clashes; 4 protein clashes; high strain Δ 26.1 Open pose
T11 — T11 6 poses · report dockmulti_91311c650f2e_T11
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
1453 5.740882612135731 -0.73267 -13.7467 4 15 14 0.78 0.20 0.20 0.25 - no geometry warning; 12 clashes; 9 protein contact clashes; high strain Δ 32.0 Open pose
1456 6.7548254214631145 -0.84613 -18.8376 6 19 14 0.78 0.40 0.40 0.50 - yes excluded; geometry warning; 12 clashes; 1 protein clash; high strain Δ 24.7 Open pose
1455 7.154929355403162 -0.680983 -16.7214 7 15 13 0.72 0.40 0.40 0.50 - yes excluded; geometry warning; 13 clashes; 1 protein clash; moderate strain Δ 20.0 Open pose
1458 7.418837087758413 -0.742661 -16.6084 5 15 14 0.78 0.60 0.60 0.50 - yes excluded; geometry warning; 15 clashes; 1 protein clash; high strain Δ 34.0 Open pose
1454 9.551384463933148 -0.764115 -18.49 7 14 13 0.72 0.60 0.80 0.75 - yes excluded; geometry warning; 15 clashes; 2 protein clashes; high strain Δ 26.3 Open pose
1457 14.189148538506062 -0.821706 -17.9273 9 15 11 0.61 0.80 0.80 0.75 - yes excluded; geometry warning; 12 clashes; 4 protein clashes; high strain Δ 22.9 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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