FAIRMol

Z28419783

ID 392

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

SMILES: O=C(Nc1nc(-c2ccco2)c(-c2ccco2)s1)[C@H]1CC(=O)N(c2ccc3c(c2)OCCO3)C1

Formula: C24H19N3O6S | MW: 477.4980000000002

LogP: 4.425900000000003 | TPSA: 107.04

HBA/HBD: 8/1 | RotB: 5

InChIKey: JMORYDPFQCYQGK-AWEZNQCLSA-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

Catechol Hinge binder (C=O-NH) Hinge binder (NH-C=O) N-Methyl amide ×2 H-bond acceptor N ×2 H-bond acceptor O ×6 H-bond donor Gatekeeper aromatic Metal chelator ×2 P-gp efflux flag

Functional group

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

Ring system

Benzene Furan ×2 Thiazole Benzodioxane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.835739-
DOCK_BASE_INTER_RANK-0.973113-
DOCK_BASE_INTER_RANK-0.748382-
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_COUNT10.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID11-
DOCK_FINAL_RANK2.301248-
DOCK_FINAL_RANK0.519406-
DOCK_FINAL_RANK2.554127-
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:ARG141-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN1931-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN1661-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU2631-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE1991-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO261-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL91-
DOCK_IFP::D:HIS2671-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.655430-
DOCK_MAX_CLASH_OVERLAP0.655544-
DOCK_MAX_CLASH_OVERLAP0.724879-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.274391-
DOCK_PRE_RANK0.406114-
DOCK_PRE_RANK2.513610-
DOCK_PRIMARY_POSE_ID470-
DOCK_PRIMARY_POSE_ID5135-
DOCK_PRIMARY_POSE_ID7150-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t11-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:NAP201;A:PHE35;A:PRO26;A:PRO27;A:PRO62;A:SER60;A:THR137;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLN166;A:GLY205;A:LEU263;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL164;A:VAL206;A:VAL211;D:HIS267-
DOCK_RESIDUE_CONTACTSA:ASN193;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:LEU194;A:PHE189;A:PHE190;A:PHE199;A:PHE74;A:PRO223;A:VAL188;A:VAL221-
DOCK_SCAFFOLDO=C(Nc1nc(-c2ccco2)c(-c2ccco2)s1)C1CC(=O)N(c2ccc3c(c2)OCCO3)C1-
DOCK_SCAFFOLDO=C1CC(C=Nc2nc(-c3ccco3)c(-c3ccco3)s2)CN1c1ccc2c(c1)OCCO2-
DOCK_SCAFFOLDO=C(Nc1nc(-c2ccco2)c(-c2ccco2)s1)C1CC(=O)N(c2ccc3c(c2)OCCO3)C1-
DOCK_SCORE-30.149000-
DOCK_SCORE-33.178900-
DOCK_SCORE-25.444600-
DOCK_SCORE_INTER-28.415100-
DOCK_SCORE_INTER-33.085800-
DOCK_SCORE_INTER-25.445000-
DOCK_SCORE_INTER_KCAL-6.786833-
DOCK_SCORE_INTER_KCAL-7.902411-
DOCK_SCORE_INTER_KCAL-6.077436-
DOCK_SCORE_INTER_NORM-0.835739-
DOCK_SCORE_INTER_NORM-0.973113-
DOCK_SCORE_INTER_NORM-0.748382-
DOCK_SCORE_INTRA-1.733880-
DOCK_SCORE_INTRA-0.093075-
DOCK_SCORE_INTRA0.000437-
DOCK_SCORE_INTRA_KCAL-0.414130-
DOCK_SCORE_INTRA_KCAL-0.022231-
DOCK_SCORE_INTRA_KCAL0.000104-
DOCK_SCORE_INTRA_NORM-0.050997-
DOCK_SCORE_INTRA_NORM-0.002737-
DOCK_SCORE_INTRA_NORM0.000013-
DOCK_SCORE_KCAL-7.200968-
DOCK_SCORE_KCAL-7.924648-
DOCK_SCORE_KCAL-6.077341-
DOCK_SCORE_NORM-0.886736-
DOCK_SCORE_NORM-0.975850-
DOCK_SCORE_NORM-0.748370-
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_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC24H19N3O6S-
DOCK_SOURCE_FORMULAC24H19N3O6S-
DOCK_SOURCE_FORMULAC24H19N3O6S-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_LOGP4.425900-
DOCK_SOURCE_LOGP5.075400-
DOCK_SOURCE_LOGP4.425900-
DOCK_SOURCE_MW477.498000-
DOCK_SOURCE_MW477.498000-
DOCK_SOURCE_MW477.498000-
DOCK_SOURCE_NAMEZ28419783-
DOCK_SOURCE_NAMEZ28419783-
DOCK_SOURCE_NAMEZ28419783-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_RINGS6.000000-
DOCK_SOURCE_TPSA107.040000-
DOCK_SOURCE_TPSA110.530000-
DOCK_SOURCE_TPSA107.040000-
DOCK_STRAIN_DELTA21.385636-
DOCK_STRAIN_DELTA60.802670-
DOCK_STRAIN_DELTA29.863631-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT01-
DOCK_TARGETT08-
DOCK_TARGETT11-
EXACT_MASS477.09945632800003Da
FORMULAC24H19N3O6S-
HBA8-
HBD1-
LOGP4.425900000000003-
MOL_WEIGHT477.4980000000002g/mol
QED_SCORE0.45321915423237796-
ROTATABLE_BONDS5-
TPSA107.04A^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
T08 T08 selection_import_t08 1
native pose available
 0.5194059874261302 -33.1789 12 0.63 - Best pose
T01 T01 selection_import_t01 1
native pose available
 2.3012483912121358 -30.149 15 0.71 - Best pose
T11 T11 selection_import_t11 1
native pose available
 2.5541271605381515 -25.4446 13 0.72 - Best pose
T08 — T08 1 poses · report selection_import_t08
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 0.5194059874261302 -0.973113 -33.1789 6 20 12 0.63 0.17 0.40 0.60 - no geometry warning; 9 clashes; 2 protein contact clashes; 3 cofactor-context clashes; high strain Δ 60.8 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
470 2.3012483912121358 -0.835739 -30.149 4 18 15 0.71 0.00 0.00 0.00 - no geometry warning; 12 clashes; 1 protein clash; moderate strain Δ 21.4 Open pose
T11 — T11 1 poses · report selection_import_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
376 2.5541271605381515 -0.748382 -25.4446 5 13 13 0.72 0.20 0.20 0.25 - no geometry warning; 10 clashes; 13 protein contact clashes; moderate strain Δ 29.9 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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