FAIRMol

Z49604116

ID 3488

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

SMILES: CCN(CC)S(=O)(=O)c1cccc(/C(O)=N/N=C/c2ccc(O)c(O)c2O)c1

Formula: C18H21N3O6S | MW: 407.44800000000026

LogP: 2.172600000000001 | TPSA: 143.01999999999998

HBA/HBD: 7/4 | RotB: 7

InChIKey: GFKPOHYPSCNWCD-YBFXNURJSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern H-bond acceptor N Clear highlight

Bio motif

Catechol ×2 Resorcinol Sulfonamide bioisostere H-bond acceptor N ×3 H-bond acceptor O ×2 H-bond donor ×4 Gatekeeper aromatic ×2 Metal chelator

Functional group

Phenol ×3 Sulfonamide Imine ×2

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.982614-
DOCK_BASE_INTER_RANK-0.895643-
DOCK_BASE_INTER_RANK-0.736984-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK3.657659-
DOCK_FINAL_RANK4.435810-
DOCK_FINAL_RANK4.777772-
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:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1931-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLN2201-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY1911-
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:HIS2221-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:LEU1011-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LYS4071-
DOCK_IFP::A:MET781-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE1991-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO4621-
DOCK_IFP::A:SER461-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL2211-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.614863-
DOCK_MAX_CLASH_OVERLAP0.614893-
DOCK_MAX_CLASH_OVERLAP0.650332-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.599132-
DOCK_PRE_RANK4.372896-
DOCK_PRE_RANK4.722923-
DOCK_PRIMARY_POSE_ID6438-
DOCK_PRIMARY_POSE_ID7141-
DOCK_PRIMARY_POSE_ID13270-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t20-
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:LEU101;A:MET78;A:SER46;A:THR74;A:TYR49-
DOCK_RESIDUE_CONTACTSA:ASN193;A:GLN220;A:GLU192;A:GLY191;A:HIS222;A:LEU194;A:PHE190;A:PHE199;A:PRO223;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:LEU399;A:LYS407;A:PHE396;A:PRO398;A:PRO462;A:SER464;A:THR397;A:THR463-
DOCK_SCAFFOLDC(=NN=Cc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDC(=NN=Cc1ccccc1)c1ccccc1-
DOCK_SCAFFOLDO=C(NN=Cc1ccccc1)c1ccccc1-
DOCK_SCORE-25.849400-
DOCK_SCORE-28.617700-
DOCK_SCORE-18.590000-
DOCK_SCORE_INTER-27.513200-
DOCK_SCORE_INTER-25.078000-
DOCK_SCORE_INTER-20.635600-
DOCK_SCORE_INTER_KCAL-6.571418-
DOCK_SCORE_INTER_KCAL-5.989780-
DOCK_SCORE_INTER_KCAL-4.928731-
DOCK_SCORE_INTER_NORM-0.982614-
DOCK_SCORE_INTER_NORM-0.895643-
DOCK_SCORE_INTER_NORM-0.736984-
DOCK_SCORE_INTRA1.663760-
DOCK_SCORE_INTRA-3.539650-
DOCK_SCORE_INTRA2.045570-
DOCK_SCORE_INTRA_KCAL0.397382-
DOCK_SCORE_INTRA_KCAL-0.845431-
DOCK_SCORE_INTRA_KCAL0.488576-
DOCK_SCORE_INTRA_NORM0.059420-
DOCK_SCORE_INTRA_NORM-0.126416-
DOCK_SCORE_INTRA_NORM0.073056-
DOCK_SCORE_KCAL-6.174026-
DOCK_SCORE_KCAL-6.835223-
DOCK_SCORE_KCAL-4.440147-
DOCK_SCORE_NORM-0.923194-
DOCK_SCORE_NORM-1.022060-
DOCK_SCORE_NORM-0.663928-
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_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC18H21N3O6S-
DOCK_SOURCE_FORMULAC18H21N3O6S-
DOCK_SOURCE_FORMULAC18H21N3O6S-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_LOGP2.172600-
DOCK_SOURCE_LOGP2.172600-
DOCK_SOURCE_LOGP1.597800-
DOCK_SOURCE_MW407.448000-
DOCK_SOURCE_MW407.448000-
DOCK_SOURCE_MW407.448000-
DOCK_SOURCE_NAMEZ49604116-
DOCK_SOURCE_NAMEZ49604116-
DOCK_SOURCE_NAMEZ49604116-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA143.020000-
DOCK_SOURCE_TPSA143.020000-
DOCK_SOURCE_TPSA139.530000-
DOCK_STRAIN_DELTA38.798102-
DOCK_STRAIN_DELTA40.765034-
DOCK_STRAIN_DELTA37.098502-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT10-
DOCK_TARGETT11-
DOCK_TARGETT20-
EXACT_MASS407.115106392Da
FORMULAC18H21N3O6S-
HBA7-
HBD4-
LOGP2.172600000000001-
MOL_WEIGHT407.44800000000026g/mol
QED_SCORE0.23969367883330467-
ROTATABLE_BONDS7-
TPSA143.01999999999998A^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
T10 T10 selection_import_t10 1
native pose available
 3.6576591342375977 -25.8494 17 1.00 - Best pose
T11 T11 selection_import_t11 1
native pose available
 4.435810177283411 -28.6177 10 0.56 - Best pose
T20 T20 selection_import_t20 1
native pose available
 4.7777720135082005 -18.59 6 0.75 - Best 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
342 3.6576591342375977 -0.982614 -25.8494 11 19 17 1.00 0.38 0.45 0.64 - no geometry warning; 6 clashes; 2 protein clashes; high strain Δ 38.8 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
367 4.435810177283411 -0.895643 -28.6177 9 10 10 0.56 0.60 0.60 0.50 - no geometry warning; 9 clashes; 3 protein clashes; high strain Δ 40.8 Open pose
T20 — T20 1 poses · report selection_import_t20
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
391 4.7777720135082005 -0.736984 -18.59 11 11 6 0.75 0.50 1.00 1.00 - no geometry warning; 10 clashes; 3 protein clashes; high strain Δ 37.1 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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