FAIRMol

Z28419783

ID 2509

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

SMILES: O=C1C[C@@H](/C(O)=N/c2nc(-c3ccco3)c(-c3ccco3)s2)CN1c1ccc2c(c1)OCCO2

Formula: C24H19N3O6S | MW: 477.49800000000033

LogP: 5.075400000000004 | TPSA: 110.53

HBA/HBD: 8/1 | RotB: 5

InChIKey: JMORYDPFQCYQGK-CQSZACIVSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern P-gp efflux flag Clear highlight

Bio motif

Catechol N-Methyl amide ×2 H-bond acceptor N ×3 H-bond acceptor O ×5 H-bond donor Gatekeeper aromatic Metal chelator ×2 P-gp efflux flag

Functional group

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

Ring system

Benzene Furan ×2 Thiazole Benzodioxane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.701805-
DOCK_BASE_INTER_RANK-0.648814-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID14-
DOCK_FINAL_RANK1.243437-
DOCK_FINAL_RANK2.812173-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:CYS261-
DOCK_IFP::A:GLN3411-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU251-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE2841-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER981-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.654872-
DOCK_MAX_CLASH_OVERLAP0.654774-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.165104-
DOCK_PRE_RANK2.739060-
DOCK_PRIMARY_POSE_ID3755-
DOCK_PRIMARY_POSE_ID9202-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t14-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:SER98;A:THR184;A:TYR166;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ARG22;A:ARG242;A:ASP243;A:ASP385;A:CYS26;A:GLN341;A:GLU384;A:LEU25;A:LEU382;A:PHE284;A:SER282;A:THR21;A:THR241;A:THR285-
DOCK_SCAFFOLDO=C1CC(C=Nc2nc(-c3ccco3)c(-c3ccco3)s2)CN1c1ccc2c(c1)OCCO2-
DOCK_SCAFFOLDO=C1CC(C=Nc2nc(-c3ccco3)c(-c3ccco3)s2)CN1c1ccc2c(c1)OCCO2-
DOCK_SCORE-28.421100-
DOCK_SCORE-28.266800-
DOCK_SCORE_INTER-23.861400-
DOCK_SCORE_INTER-22.059700-
DOCK_SCORE_INTER_KCAL-5.699200-
DOCK_SCORE_INTER_KCAL-5.268871-
DOCK_SCORE_INTER_NORM-0.701805-
DOCK_SCORE_INTER_NORM-0.648814-
DOCK_SCORE_INTRA-8.405000-
DOCK_SCORE_INTRA-6.207130-
DOCK_SCORE_INTRA_KCAL-2.007501-
DOCK_SCORE_INTRA_KCAL-1.482548-
DOCK_SCORE_INTRA_NORM-0.247206-
DOCK_SCORE_INTRA_NORM-0.182563-
DOCK_SCORE_KCAL-6.788266-
DOCK_SCORE_KCAL-6.751412-
DOCK_SCORE_NORM-0.835915-
DOCK_SCORE_NORM-0.831376-
DOCK_SCORE_RESTR3.845270-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.113096-
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_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC24H19N3O6S-
DOCK_SOURCE_FORMULAC24H19N3O6S-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_LOGP5.075400-
DOCK_SOURCE_LOGP5.075400-
DOCK_SOURCE_MW477.498000-
DOCK_SOURCE_MW477.498000-
DOCK_SOURCE_NAMEZ28419783-
DOCK_SOURCE_NAMEZ28419783-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_TPSA110.530000-
DOCK_SOURCE_TPSA110.530000-
DOCK_STRAIN_DELTA47.287038-
DOCK_STRAIN_DELTA45.135973-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT06-
DOCK_TARGETT14-
EXACT_MASS477.099456328Da
FORMULAC24H19N3O6S-
HBA8-
HBD1-
LOGP5.075400000000004-
MOL_WEIGHT477.49800000000033g/mol
QED_SCORE0.3153460785439885-
ROTATABLE_BONDS5-
TPSA110.53A^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
T06 T06 selection_import_t06 1
native pose available
 1.243436872608084 -28.4211 15 0.71 - Best pose
T14 T14 selection_import_t14 1
native pose available
 2.8121734005476964 -28.2668 10 0.67 - Best pose
T06 — T06 1 poses · report selection_import_t06
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
369 1.243436872608084 -0.701805 -28.4211 3 19 15 0.71 0.20 0.25 0.50 - no geometry warning; 6 clashes; 7 protein contact clashes; high strain Δ 47.3 Open 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
394 2.8121734005476964 -0.648814 -28.2668 7 14 10 0.67 0.33 0.40 0.60 - no geometry warning; 8 clashes; 2 protein clashes; high strain Δ 45.1 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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