FAIRMol

Z18797958

ID 184

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: COc1ccc(CNC(=O)COC(=O)c2cc(-c3ccco3)nc3ccccc23)cc1OC

Formula: C25H22N2O6 | MW: 446.4590000000001

LogP: 3.9852000000000034 | TPSA: 99.89000000000001

HBA/HBD: 7/1 | RotB: 8

InChIKey: KQFYPWYACRHAHY-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Catechol Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N H-bond acceptor O ×6 H-bond donor Gatekeeper aromatic ×2 Metal chelator ×2

Functional group

Carbonyl ×2 Amide Ester Secondary amine Aryl ether ×2 Ether ×3

Ring system

Benzene ×2 Pyridine Quinoline Furan

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.779334-
DOCK_BASE_INTER_RANK-0.767426-
DOCK_BASE_INTER_RANK-0.650053-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK1.427888-
DOCK_FINAL_RANK1.082563-
DOCK_FINAL_RANK3.702163-
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:ARG291-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP1161-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1171-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.639168-
DOCK_MAX_CLASH_OVERLAP0.639095-
DOCK_MAX_CLASH_OVERLAP0.639032-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.396655-
DOCK_PRE_RANK1.050835-
DOCK_PRE_RANK3.655660-
DOCK_PRIMARY_POSE_ID477-
DOCK_PRIMARY_POSE_ID1145-
DOCK_PRIMARY_POSE_ID11952-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t18-
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:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ARG29;A:ASN65;A:ASP22;A:GLU31;A:GLY21;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:SER60;A:THR57;A:TRP25;A:VAL116-
DOCK_RESIDUE_CONTACTSA:ASP116;A:CYS52;A:GLU18;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR117;A:THR335;A:TRP21;A:TYR110;A:VAL53-
DOCK_SCAFFOLDO=C(COC(=O)c1cc(-c2ccco2)nc2ccccc12)NCc1ccccc1-
DOCK_SCAFFOLDO=C(COC(=O)c1cc(-c2ccco2)nc2ccccc12)NCc1ccccc1-
DOCK_SCAFFOLDO=C(COC(=O)c1cc(-c2ccco2)nc2ccccc12)NCc1ccccc1-
DOCK_SCORE-24.823200-
DOCK_SCORE-24.969000-
DOCK_SCORE-19.702500-
DOCK_SCORE_INTER-25.718000-
DOCK_SCORE_INTER-25.325100-
DOCK_SCORE_INTER-21.451700-
DOCK_SCORE_INTER_KCAL-6.142641-
DOCK_SCORE_INTER_KCAL-6.048799-
DOCK_SCORE_INTER_KCAL-5.123653-
DOCK_SCORE_INTER_NORM-0.779334-
DOCK_SCORE_INTER_NORM-0.767426-
DOCK_SCORE_INTER_NORM-0.650053-
DOCK_SCORE_INTRA0.894875-
DOCK_SCORE_INTRA0.356024-
DOCK_SCORE_INTRA1.749270-
DOCK_SCORE_INTRA_KCAL0.213737-
DOCK_SCORE_INTRA_KCAL0.085035-
DOCK_SCORE_INTRA_KCAL0.417806-
DOCK_SCORE_INTRA_NORM0.027117-
DOCK_SCORE_INTRA_NORM0.010789-
DOCK_SCORE_INTRA_NORM0.053008-
DOCK_SCORE_KCAL-5.928922-
DOCK_SCORE_KCAL-5.963746-
DOCK_SCORE_KCAL-4.705863-
DOCK_SCORE_NORM-0.752217-
DOCK_SCORE_NORM-0.756637-
DOCK_SCORE_NORM-0.597045-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC25H22N2O6-
DOCK_SOURCE_FORMULAC25H22N2O6-
DOCK_SOURCE_FORMULAC25H22N2O6-
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_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP3.985200-
DOCK_SOURCE_LOGP3.985200-
DOCK_SOURCE_LOGP3.985200-
DOCK_SOURCE_MW446.459000-
DOCK_SOURCE_MW446.459000-
DOCK_SOURCE_MW446.459000-
DOCK_SOURCE_NAMEZ18797958-
DOCK_SOURCE_NAMEZ18797958-
DOCK_SOURCE_NAMEZ18797958-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA99.890000-
DOCK_SOURCE_TPSA99.890000-
DOCK_SOURCE_TPSA99.890000-
DOCK_STRAIN_DELTA24.356253-
DOCK_STRAIN_DELTA24.673740-
DOCK_STRAIN_DELTA33.026563-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT02-
DOCK_TARGETT18-
EXACT_MASS446.147786424Da
FORMULAC25H22N2O6-
HBA7-
HBD1-
LOGP3.9852000000000034-
MOL_WEIGHT446.4590000000001g/mol
QED_SCORE0.4086790331188596-
ROTATABLE_BONDS8-
TPSA99.89000000000001A^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
 1.0825630641790764 -24.969 11 0.52 - Best pose
T01 T01 selection_import_t01 1
native pose available
 1.4278879352923648 -24.8232 14 0.67 - Best pose
T18 T18 selection_import_t18 1
native pose available
 3.702162845760835 -19.7025 10 0.77 - 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
467 1.0825630641790764 -0.767426 -24.969 2 15 11 0.52 0.00 0.00 0.00 - no geometry warning; 13 clashes; 2 protein contact clashes; moderate strain Δ 24.7 Open 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
477 1.4278879352923648 -0.779334 -24.8232 2 18 14 0.67 0.00 0.00 0.00 - no geometry warning; 15 clashes; 3 protein contact clashes; moderate strain Δ 24.4 Open pose
T18 — T18 1 poses · report selection_import_t18
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
431 3.702162845760835 -0.650053 -19.7025 5 14 10 0.77 - - - - no geometry warning; 14 clashes; 2 protein clashes; high strain Δ 33.0 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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