FAIRMol

Z49604831

ID 1222

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

SMILES: COc1cc(/C=N\N=C(/O)c2cccc(S(=O)(=O)N3CCCC3)c2)ccc1O

Formula: C19H21N3O5S | MW: 403.4600000000003

LogP: 2.524000000000001 | TPSA: 111.78999999999999

HBA/HBD: 6/2 | RotB: 6

InChIKey: ADVTVMBCQMOGQU-MOSHPQCFSA-N

Recognized patterns

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

Bio motif

Catechol Proline-like ring Sulfonamide bioisostere H-bond acceptor N ×3 H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator

Functional group

Phenol Sulfonamide Aryl ether Imine ×2 Ether

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.955179-
DOCK_BASE_INTER_RANK-1.174360-
DOCK_BASE_INTER_RANK-1.245100-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK1.975509-
DOCK_FINAL_RANK0.202988-
DOCK_FINAL_RANK4.432401-
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:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY1571-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.628144-
DOCK_MAX_CLASH_OVERLAP0.619826-
DOCK_MAX_CLASH_OVERLAP0.620508-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.929902-
DOCK_PRE_RANK0.153527-
DOCK_PRE_RANK4.344699-
DOCK_PRIMARY_POSE_ID1767-
DOCK_PRIMARY_POSE_ID5124-
DOCK_PRIMARY_POSE_ID14606-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ARG97;A:GLY157;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO93;A:THR83;A:VAL156;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE97;A:PRO210;A:SER207;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ALA40;A:ASN126;A:ASN41;A:ASP129;A:GLN42;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LEU130;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDO=S(=O)(c1cccc(C=NN=Cc2ccccc2)c1)N1CCCC1-
DOCK_SCAFFOLDO=C(NN=Cc1ccccc1)c1cccc(S(=O)(=O)N2CCCC2)c1-
DOCK_SCAFFOLDO=S(=O)(c1cccc(C=NN=Cc2ccccc2)c1)N1CCCC1-
DOCK_SCORE-32.404900-
DOCK_SCORE-32.502300-
DOCK_SCORE-34.274100-
DOCK_SCORE_INTER-26.745000-
DOCK_SCORE_INTER-32.882000-
DOCK_SCORE_INTER-34.862800-
DOCK_SCORE_INTER_KCAL-6.387936-
DOCK_SCORE_INTER_KCAL-7.853734-
DOCK_SCORE_INTER_KCAL-8.326840-
DOCK_SCORE_INTER_NORM-0.955179-
DOCK_SCORE_INTER_NORM-1.174360-
DOCK_SCORE_INTER_NORM-1.245100-
DOCK_SCORE_INTRA-5.659900-
DOCK_SCORE_INTRA0.379686-
DOCK_SCORE_INTRA0.588719-
DOCK_SCORE_INTRA_KCAL-1.351844-
DOCK_SCORE_INTRA_KCAL0.090686-
DOCK_SCORE_INTRA_KCAL0.140613-
DOCK_SCORE_INTRA_NORM-0.202139-
DOCK_SCORE_INTRA_NORM0.013560-
DOCK_SCORE_INTRA_NORM0.021026-
DOCK_SCORE_KCAL-7.739781-
DOCK_SCORE_KCAL-7.763044-
DOCK_SCORE_KCAL-8.186232-
DOCK_SCORE_NORM-1.157320-
DOCK_SCORE_NORM-1.160800-
DOCK_SCORE_NORM-1.224080-
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_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H21N3O5S-
DOCK_SOURCE_FORMULAC19H21N3O5S-
DOCK_SOURCE_FORMULAC19H21N3O5S-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_LOGP2.524000-
DOCK_SOURCE_LOGP1.949200-
DOCK_SOURCE_LOGP2.524000-
DOCK_SOURCE_MW403.460000-
DOCK_SOURCE_MW403.460000-
DOCK_SOURCE_MW403.460000-
DOCK_SOURCE_NAMEZ49604831-
DOCK_SOURCE_NAMEZ49604831-
DOCK_SOURCE_NAMEZ49604831-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA111.790000-
DOCK_SOURCE_TPSA108.300000-
DOCK_SOURCE_TPSA111.790000-
DOCK_STRAIN_DELTA32.568018-
DOCK_STRAIN_DELTA34.508866-
DOCK_STRAIN_DELTA51.038534-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT03-
DOCK_TARGETT08-
DOCK_TARGETT22-
EXACT_MASS403.120191772Da
FORMULAC19H21N3O5S-
HBA6-
HBD2-
LOGP2.524000000000001-
MOL_WEIGHT403.4600000000003g/mol
QED_SCORE0.4372748189093061-
ROTATABLE_BONDS6-
TPSA111.78999999999999A^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
 0.20298815758912536 -32.5023 14 0.74 - Best pose
T03 T03 selection_import_t03 1
native pose available
 1.9755085550443252 -32.4049 11 0.55 - Best pose
T22 T22 selection_import_t22 1
native pose available
 4.432401315740646 -34.2741 18 0.86 - 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
383 0.20298815758912536 -1.17436 -32.5023 7 15 14 0.74 0.33 0.40 0.40 - no geometry warning; 8 clashes; 3 protein contact clashes; 2 cofactor-context clashes; high strain Δ 34.5 Open pose
T03 — T03 1 poses · report selection_import_t03
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
412 1.9755085550443252 -0.955179 -32.4049 4 14 11 0.55 0.43 0.40 0.40 - no geometry warning; 10 clashes; 1 protein clash; high strain Δ 32.6 Open pose
T22 — T22 1 poses · report selection_import_t22
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
368 4.432401315740646 -1.2451 -34.2741 12 21 18 0.86 0.47 0.55 0.55 - no geometry warning; 7 clashes; 3 protein clashes; high strain Δ 51.0 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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