FAIRMol

Z16383985

ID 1704

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (8)
2D structure

SMILES: O=C(C[C@H]1Sc2ccccc2NC1=O)OCc1cc(=O)oc2cc(O)ccc12

Formula: C20H15NO6S | MW: 397.4080000000002

LogP: 3.0449 | TPSA: 105.83999999999999

HBA/HBD: 7/2 | RotB: 4

InChIKey: CPLUPJVUVTZVJN-QGZVFWFLSA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor O ×5 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator ×2

Functional group

Carbonyl ×2 Amide Ester Secondary amine Phenol Lactam Sulfide Ether

Ring system

Benzene ×2 Coumarin
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.107960-
DOCK_BASE_INTER_RANK-0.877743-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK5.622085-
DOCK_FINAL_RANK3.689394-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2631-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL2061-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR461-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.704604-
DOCK_MAX_CLASH_OVERLAP0.614328-
DOCK_POSE_COUNT4-
DOCK_POSE_COUNT4-
DOCK_PRE_RANK4.741050-
DOCK_PRE_RANK3.357933-
DOCK_PRIMARY_POSE_ID14203-
DOCK_PRIMARY_POSE_ID51742-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T08-
DOCK_REPORT_IDdockmulti_91311c650f2e_T21-
DOCK_RESIDUE_CONTACTSA:ARG14;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LEU263;A:LYS178;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ARG141;A:ASN103;A:HIS102;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=C(CC1Sc2ccccc2NC1=O)OCc1cc(=O)oc2ccccc12-
DOCK_SCAFFOLDO=C(CC1Sc2ccccc2NC1=O)OCc1cc(=O)oc2ccccc12-
DOCK_SCORE-28.521700-
DOCK_SCORE-24.389900-
DOCK_SCORE_INTER-31.022900-
DOCK_SCORE_INTER-24.576800-
DOCK_SCORE_INTER_KCAL-7.409696-
DOCK_SCORE_INTER_KCAL-5.870070-
DOCK_SCORE_INTER_NORM-1.107960-
DOCK_SCORE_INTER_NORM-0.877743-
DOCK_SCORE_INTRA2.501140-
DOCK_SCORE_INTRA0.186913-
DOCK_SCORE_INTRA_KCAL0.597387-
DOCK_SCORE_INTRA_KCAL0.044643-
DOCK_SCORE_INTRA_NORM0.089326-
DOCK_SCORE_INTRA_NORM0.006675-
DOCK_SCORE_KCAL-6.812294-
DOCK_SCORE_KCAL-5.825430-
DOCK_SCORE_NORM-1.018630-
DOCK_SCORE_NORM-0.871067-
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_T21_top1000.sdf-
DOCK_SOURCE_FORMULAC20H15NO6S-
DOCK_SOURCE_FORMULAC20H15NO6S-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_LOGP3.044900-
DOCK_SOURCE_LOGP3.044900-
DOCK_SOURCE_MW397.408000-
DOCK_SOURCE_MW397.408000-
DOCK_SOURCE_NAMEZ16383985-
DOCK_SOURCE_NAMEZ16383985-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA105.840000-
DOCK_SOURCE_TPSA105.840000-
DOCK_STRAIN_DELTA26.683914-
DOCK_STRAIN_DELTA17.524355-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT08-
DOCK_TARGETT21-
EXACT_MASS397.0620082Da
FORMULAC20H15NO6S-
HBA7-
HBD2-
LOGP3.0449-
MOL_WEIGHT397.4080000000002g/mol
QED_SCORE0.514766835784493-
ROTATABLE_BONDS4-
TPSA105.83999999999999A^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
T21 T21 dockmulti_91311c650f2e_T21 4
native pose available
 3.6893942351450733 -24.3899 12 0.86 - Best pose
T08 T08 dockmulti_91311c650f2e_T08 4
native pose available
 5.622085223933469 -28.5217 16 0.84 - Best pose
T21 — T21 4 poses · report dockmulti_91311c650f2e_T21
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
1886 3.6893942351450733 -0.877743 -24.3899 8 14 12 0.86 0.33 0.44 0.62 - no geometry warning; 12 clashes; 5 protein contact clashes; moderate strain Δ 17.5 Open pose
1889 6.686798128593916 -0.781012 -16.3211 6 11 9 0.64 0.25 0.22 0.25 - yes excluded; geometry warning; 12 clashes; 2 protein clashes; high strain Δ 20.7 Open pose
1887 6.8184641369325325 -0.926931 -25.2594 10 15 13 0.93 0.50 0.56 0.75 - yes excluded; geometry warning; 14 clashes; 1 protein clash; high strain Δ 28.1 Open pose
1888 7.802475076713339 -0.793925 -22.8291 6 14 13 0.93 0.33 0.33 0.38 - yes excluded; geometry warning; 12 clashes; 2 protein clashes; high strain Δ 24.3 Open pose
T08 — T08 4 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
1350 5.622085223933469 -1.10796 -28.5217 3 18 16 0.84 0.17 0.40 0.40 - no geometry warning; 13 clashes; 10 protein contact clashes; high strain Δ 26.7 Open pose
1352 7.09062635482821 -1.02325 -25.7604 7 14 12 0.63 0.33 0.60 0.60 - yes excluded; geometry warning; 11 clashes; 2 protein clashes; high strain Δ 20.1 Open pose
1351 8.023812689334099 -1.08261 -25.4487 6 16 14 0.74 0.33 0.60 0.60 - yes excluded; geometry warning; 11 clashes; 1 protein clash; high strain Δ 25.3 Open pose
1353 9.985419514173817 -0.959091 -12.604 6 16 14 0.74 0.17 0.20 0.60 - yes excluded; geometry warning; 11 clashes; 1 protein clash; high strain Δ 37.0 Open pose

Heterocycles & Functional Groups

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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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