FAIRMol

Z18586609

ID 1642

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (6)
2D structure

SMILES: O=C(CSc1nc2ccccc2n1CCc1ccccc1)c1ccc(O)c(O)c1

Formula: C23H20N2O3S | MW: 404.49100000000016

LogP: 4.665200000000004 | TPSA: 75.35

HBA/HBD: 5/2 | RotB: 7

InChIKey: NDLKOZVRJISFAO-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

Catechol H-bond acceptor N ×2 H-bond acceptor O H-bond donor ×2 Gatekeeper aromatic ×3 PAINS — catechol

Functional group

Carbonyl Ketone Phenol ×2 Sulfide

Ring system

Benzene ×3
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.109990-
DOCK_BASE_INTER_RANK-0.992329-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT23.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID17-
DOCK_FINAL_RANK4.423624-
DOCK_FINAL_RANK5.424544-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1621-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::C:ALA3381-
DOCK_IFP::C:ALA3631-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS521-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:MET3331-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:PRO4351-
DOCK_IFP::C:SER141-
DOCK_IFP::C:SER1781-
DOCK_IFP::C:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL551-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.633453-
DOCK_MAX_CLASH_OVERLAP0.633898-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT3-
DOCK_PRE_RANK4.073158-
DOCK_PRE_RANK4.776929-
DOCK_PRIMARY_POSE_ID14456-
DOCK_PRIMARY_POSE_ID46075-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T08-
DOCK_REPORT_IDdockmulti_91311c650f2e_T19-
DOCK_RESIDUE_CONTACTSA:ALA162;A:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL206;A:VAL211-
DOCK_RESIDUE_CONTACTSC:ALA338;C:ALA363;C:ALA365;C:ASP327;C:CYS52;C:CYS57;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:PRO435;C:SER14;C:SER178;C:SER364;C:THR335;C:THR51;C:VAL55-
DOCK_SCAFFOLDO=C(CSc1nc2ccccc2n1CCc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=C(CSc1nc2ccccc2n1CCc1ccccc1)c1ccccc1-
DOCK_SCORE-27.354800-
DOCK_SCORE-24.873300-
DOCK_SCORE_INTER-32.189700-
DOCK_SCORE_INTER-28.777500-
DOCK_SCORE_INTER_KCAL-7.688381-
DOCK_SCORE_INTER_KCAL-6.873391-
DOCK_SCORE_INTER_NORM-1.109990-
DOCK_SCORE_INTER_NORM-0.992329-
DOCK_SCORE_INTRA4.834860-
DOCK_SCORE_INTRA3.904220-
DOCK_SCORE_INTRA_KCAL1.154787-
DOCK_SCORE_INTRA_KCAL0.932507-
DOCK_SCORE_INTRA_NORM0.166719-
DOCK_SCORE_INTRA_NORM0.134628-
DOCK_SCORE_KCAL-6.533585-
DOCK_SCORE_KCAL-5.940888-
DOCK_SCORE_NORM-0.943269-
DOCK_SCORE_NORM-0.857701-
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_T08_top1000.sdf-
DOCK_SOURCE_FILEresults_T19_top1000.sdf-
DOCK_SOURCE_FORMULAC23H20N2O3S-
DOCK_SOURCE_FORMULAC23H20N2O3S-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP4.665200-
DOCK_SOURCE_LOGP4.665200-
DOCK_SOURCE_MW404.491000-
DOCK_SOURCE_MW404.491000-
DOCK_SOURCE_NAMEZ18586609-
DOCK_SOURCE_NAMEZ18586609-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA75.350000-
DOCK_SOURCE_TPSA75.350000-
DOCK_STRAIN_DELTA17.841102-
DOCK_STRAIN_DELTA22.793584-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT08-
DOCK_TARGETT19-
EXACT_MASS404.1194635Da
FORMULAC23H20N2O3S-
HBA5-
HBD2-
LOGP4.665200000000004-
MOL_WEIGHT404.49100000000016g/mol
QED_SCORE0.26605685048012173-
ROTATABLE_BONDS7-
TPSA75.35A^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
T08 T08 dockmulti_91311c650f2e_T08 3
native pose available
 4.423624343362869 -27.3548 14 0.74 - Best pose
T19 T19 dockmulti_91311c650f2e_T19 3
native pose available
 5.424543827459007 -24.8733 7 0.26 - Best pose
T08 — T08 3 poses · report dockmulti_91311c650f2e_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
1603 4.423624343362869 -1.10999 -27.3548 4 17 14 0.74 0.17 0.20 0.40 - no geometry warning; 11 clashes; 9 protein contact clashes; moderate strain Δ 17.8 Open pose
1605 4.972981056134775 -1.08839 -27.7497 5 16 14 0.74 0.33 0.40 0.60 - yes excluded; geometry warning; 11 clashes; 1 protein clash; moderate strain Δ 17.2 Open pose
1604 4.996036257685778 -1.10034 -28.1141 3 17 14 0.74 0.17 0.20 0.20 - yes excluded; geometry warning; 10 clashes; 1 protein clash; moderate strain Δ 15.1 Open pose
T19 — T19 3 poses · report dockmulti_91311c650f2e_T19
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
1342 5.424543827459007 -0.992329 -24.8733 6 23 7 0.26 0.08 0.20 0.25 - no geometry warning; 10 clashes; 12 protein contact clashes; high strain Δ 22.8 Open pose
1343 5.539786334789657 -1.05789 -28.2364 3 21 7 0.26 0.00 0.00 0.00 - yes excluded; geometry warning; 10 clashes; 1 protein clash; moderate strain Δ 15.8 Open pose
1341 9.026648643995893 -1.05685 -26.125 6 21 9 0.33 0.08 0.20 0.25 - yes excluded; geometry warning; 12 clashes; 3 protein clashes; moderate strain Δ 16.2 Open pose

Heterocycles & Functional Groups

Analysis powered by faircheckmol_nodb — click any item to highlight its atoms in the structure.
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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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