FAIRMol

Z49605089

ID 1980

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

SMILES: Cc1ncc(CO)c(/C=N\N=C(/O)c2cccc(S(=O)(=O)N3CCCC3)c2)c1O

Formula: C19H22N4O5S | MW: 418.47500000000025

LogP: 1.71112 | TPSA: 135.68

HBA/HBD: 7/3 | RotB: 6

InChIKey: LFHHKSCBFQDXTK-NHDPSOOVSA-N

Recognized patterns

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

Bio motif

Proline-like ring Sulfonamide bioisostere H-bond acceptor N ×4 H-bond acceptor O ×2 H-bond donor ×3 Gatekeeper aromatic Metal chelator

Functional group

Alcohol Phenol Sulfonamide Imine ×2

Ring system

Benzene Pyridine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.967161-
DOCK_BASE_INTER_RANK-1.116710-
DOCK_BASE_INTER_RANK-0.887105-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID9-
DOCK_FINAL_RANK0.730306-
DOCK_FINAL_RANK0.996549-
DOCK_FINAL_RANK3.069487-
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:ARG141-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER2271-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2301-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:GLY1571-
DOCK_IFP::B:ILE1821-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.650972-
DOCK_MAX_CLASH_OVERLAP0.651058-
DOCK_MAX_CLASH_OVERLAP0.651028-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.666990-
DOCK_PRE_RANK0.952261-
DOCK_PRE_RANK3.005742-
DOCK_PRIMARY_POSE_ID3316-
DOCK_PRIMARY_POSE_ID5341-
DOCK_PRIMARY_POSE_ID6021-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t09-
DOCK_RESIDUE_CONTACTSA:ARG17;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:SER227;A:TYR191;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:GLY157;B:ILE182;B:ILE45;B:MET53;B:PHE56;B:PRO50;B:THR83;B:TRP47;B:TYR162;B:VAL156;B:VAL31;B:VAL49;B:VAL87-
DOCK_SCAFFOLDO=S(=O)(c1cccc(C=NN=Cc2ccncc2)c1)N1CCCC1-
DOCK_SCAFFOLDO=S(=O)(c1cccc(C=NN=Cc2ccncc2)c1)N1CCCC1-
DOCK_SCAFFOLDO=S(=O)(c1cccc(C=NN=Cc2ccncc2)c1)N1CCCC1-
DOCK_SCORE-26.638800-
DOCK_SCORE-35.321700-
DOCK_SCORE-22.840900-
DOCK_SCORE_INTER-28.047700-
DOCK_SCORE_INTER-32.384600-
DOCK_SCORE_INTER-25.726100-
DOCK_SCORE_INTER_KCAL-6.699081-
DOCK_SCORE_INTER_KCAL-7.734932-
DOCK_SCORE_INTER_KCAL-6.144576-
DOCK_SCORE_INTER_NORM-0.967161-
DOCK_SCORE_INTER_NORM-1.116710-
DOCK_SCORE_INTER_NORM-0.887105-
DOCK_SCORE_INTRA1.408890-
DOCK_SCORE_INTRA-2.937100-
DOCK_SCORE_INTRA2.885190-
DOCK_SCORE_INTRA_KCAL0.336508-
DOCK_SCORE_INTRA_KCAL-0.701515-
DOCK_SCORE_INTRA_KCAL0.689116-
DOCK_SCORE_INTRA_NORM0.048582-
DOCK_SCORE_INTRA_NORM-0.101279-
DOCK_SCORE_INTRA_NORM0.099489-
DOCK_SCORE_KCAL-6.362571-
DOCK_SCORE_KCAL-8.436447-
DOCK_SCORE_KCAL-5.455458-
DOCK_SCORE_NORM-0.918578-
DOCK_SCORE_NORM-1.217990-
DOCK_SCORE_NORM-0.787616-
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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H22N4O5S-
DOCK_SOURCE_FORMULAC19H22N4O5S-
DOCK_SOURCE_FORMULAC19H22N4O5S-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP1.711120-
DOCK_SOURCE_LOGP1.711120-
DOCK_SOURCE_LOGP1.711120-
DOCK_SOURCE_MW418.475000-
DOCK_SOURCE_MW418.475000-
DOCK_SOURCE_MW418.475000-
DOCK_SOURCE_NAMEZ49605089-
DOCK_SOURCE_NAMEZ49605089-
DOCK_SOURCE_NAMEZ49605089-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA135.680000-
DOCK_SOURCE_TPSA135.680000-
DOCK_SOURCE_TPSA135.680000-
DOCK_STRAIN_DELTA40.941983-
DOCK_STRAIN_DELTA31.883878-
DOCK_STRAIN_DELTA41.130810-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT05-
DOCK_TARGETT08-
DOCK_TARGETT09-
EXACT_MASS418.131090804Da
FORMULAC19H22N4O5S-
HBA7-
HBD3-
LOGP1.71112-
MOL_WEIGHT418.47500000000025g/mol
QED_SCORE0.37118684362159593-
ROTATABLE_BONDS6-
TPSA135.68A^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
T05 T05 selection_import_t05 1
native pose available
 0.7303058391063714 -26.6388 14 0.82 - Best pose
T08 T08 selection_import_t08 1
native pose available
 0.9965485060943177 -35.3217 15 0.79 - Best pose
T09 T09 selection_import_t09 1
native pose available
 3.06948705862351 -22.8409 12 0.57 - Best pose
T05 — T05 1 poses · report selection_import_t05
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
606 0.7303058391063714 -0.967161 -26.6388 7 14 14 0.82 0.57 0.67 0.80 - no geometry warning; 8 clashes; 4 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 40.9 Open 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
600 0.9965485060943177 -1.11671 -35.3217 7 15 15 0.79 0.33 0.60 0.60 - no geometry warning; 9 clashes; 6 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 31.9 Open pose
T09 — T09 1 poses · report selection_import_t09
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
603 3.06948705862351 -0.887105 -22.8409 6 17 12 0.57 0.00 0.17 0.17 - no geometry warning; 7 clashes; 2 protein clashes; 2 cofactor-context clashes; high strain Δ 41.1 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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