FAIRMol

Z25218329

ID 3553

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

SMILES: COc1ccc(-n2c(C)cc(C(=O)COC(=O)c3ccc(O)cc3O)c2C)cc1

Formula: C22H21NO6 | MW: 395.4110000000002

LogP: 3.5536400000000024 | TPSA: 97.99000000000001

HBA/HBD: 6/2 | RotB: 6

InChIKey: KMJLJIUOISIIGY-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Resorcinol H-bond acceptor N H-bond acceptor O ×4 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl ×2 Ketone Ester Phenol ×2 Aryl ether Ether ×2

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.892793-
DOCK_BASE_INTER_RANK-0.778672-
DOCK_BASE_INTER_RANK-1.078520-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK4.688786-
DOCK_FINAL_RANK1.458193-
DOCK_FINAL_RANK3.127945-
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:ALA151-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA3341-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLU211-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY751-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS511-
DOCK_IFP::A:MET3861-
DOCK_IFP::A:PHE3261-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL3351-
DOCK_IFP::A:VAL3361-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.645290-
DOCK_MAX_CLASH_OVERLAP0.620349-
DOCK_MAX_CLASH_OVERLAP0.620414-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK4.614617-
DOCK_PRE_RANK1.431098-
DOCK_PRE_RANK3.064083-
DOCK_PRIMARY_POSE_ID6495-
DOCK_PRIMARY_POSE_ID9236-
DOCK_PRIMARY_POSE_ID14661-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:THR74;A:TYR49-
DOCK_RESIDUE_CONTACTSA:ALA334;A:ARG242;A:ARG337;A:ASP243;A:ASP385;A:GLU384;A:LEU339;A:LYS51;A:MET386;A:PHE326;A:PHE383;A:SER282;A:THR241;A:VAL335;A:VAL336-
DOCK_RESIDUE_CONTACTSA:ALA24;A:ALA40;A:ASN126;A:ASN41;A:GLU21;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LEU130;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDO=C(COC(=O)c1ccccc1)c1ccn(-c2ccccc2)c1-
DOCK_SCAFFOLDO=C(COC(=O)c1ccccc1)c1ccn(-c2ccccc2)c1-
DOCK_SCAFFOLDO=C(COC(=O)c1ccccc1)c1ccn(-c2ccccc2)c1-
DOCK_SCORE-14.510700-
DOCK_SCORE-20.140600-
DOCK_SCORE-18.565300-
DOCK_SCORE_INTER-25.891000-
DOCK_SCORE_INTER-22.581500-
DOCK_SCORE_INTER-31.277200-
DOCK_SCORE_INTER_KCAL-6.183962-
DOCK_SCORE_INTER_KCAL-5.393501-
DOCK_SCORE_INTER_KCAL-7.470434-
DOCK_SCORE_INTER_NORM-0.892793-
DOCK_SCORE_INTER_NORM-0.778672-
DOCK_SCORE_INTER_NORM-1.078520-
DOCK_SCORE_INTRA11.049100-
DOCK_SCORE_INTRA2.440900-
DOCK_SCORE_INTRA12.711900-
DOCK_SCORE_INTRA_KCAL2.639033-
DOCK_SCORE_INTRA_KCAL0.582999-
DOCK_SCORE_INTRA_KCAL3.036186-
DOCK_SCORE_INTRA_NORM0.381002-
DOCK_SCORE_INTRA_NORM0.084169-
DOCK_SCORE_INTRA_NORM0.438341-
DOCK_SCORE_KCAL-3.465823-
DOCK_SCORE_KCAL-4.810502-
DOCK_SCORE_KCAL-4.434248-
DOCK_SCORE_NORM-0.500371-
DOCK_SCORE_NORM-0.694503-
DOCK_SCORE_NORM-0.640184-
DOCK_SCORE_RESTR0.331186-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.011420-
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_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H21NO6-
DOCK_SOURCE_FORMULAC22H21NO6-
DOCK_SOURCE_FORMULAC22H21NO6-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP3.553640-
DOCK_SOURCE_LOGP3.553640-
DOCK_SOURCE_LOGP3.553640-
DOCK_SOURCE_MW395.411000-
DOCK_SOURCE_MW395.411000-
DOCK_SOURCE_MW395.411000-
DOCK_SOURCE_NAMEZ25218329-
DOCK_SOURCE_NAMEZ25218329-
DOCK_SOURCE_NAMEZ25218329-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA97.990000-
DOCK_SOURCE_TPSA97.990000-
DOCK_SOURCE_TPSA97.990000-
DOCK_STRAIN_DELTA45.575141-
DOCK_STRAIN_DELTA21.554473-
DOCK_STRAIN_DELTA41.182430-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT10-
DOCK_TARGETT14-
DOCK_TARGETT22-
EXACT_MASS395.13688739199995Da
FORMULAC22H21NO6-
HBA6-
HBD2-
LOGP3.5536400000000024-
MOL_WEIGHT395.4110000000002g/mol
QED_SCORE0.48926005743719625-
ROTATABLE_BONDS6-
TPSA97.99000000000001A^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
T14 T14 selection_import_t14 1
native pose available
 1.4581929351472553 -20.1406 8 0.53 - Best pose
T22 T22 selection_import_t22 1
native pose available
 3.1279449951587117 -18.5653 16 0.76 - Best pose
T10 T10 selection_import_t10 1
native pose available
 4.6887857934889245 -14.5107 16 0.94 - Best pose
T14 — T14 1 poses · report selection_import_t14
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
428 1.4581929351472553 -0.778672 -20.1406 6 15 8 0.53 0.00 0.20 0.20 - no geometry warning; 9 clashes; 7 protein contact clashes; moderate strain Δ 21.6 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
423 3.1279449951587117 -1.07852 -18.5653 15 19 16 0.76 0.40 0.45 0.45 - no geometry warning; 8 clashes; 2 protein clashes; high strain Δ 41.2 Open pose
T10 — T10 1 poses · report selection_import_t10
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
399 4.6887857934889245 -0.892793 -14.5107 11 16 16 0.94 0.38 0.45 0.73 - no geometry warning; 12 clashes; 3 protein clashes; high strain Δ 45.6 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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