FAIRMol

Z49605162

ID 1095

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

SMILES: O=C(N/N=C/c1sc(N2CCOCC2)nc1-c1ccccc1)c1cccc(S(=O)(=O)N2CCCC2)c1

Formula: C25H27N5O4S2 | MW: 525.6560000000003

LogP: 3.195100000000002 | TPSA: 104.19999999999997

HBA/HBD: 8/1 | RotB: 7

InChIKey: FQEQFDVHSZPCQG-NLRVBDNBSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Hinge binder (C=O-NH) Clear highlight

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Proline-like ring Sulfonamide bioisostere H-bond acceptor N ×4 H-bond acceptor O ×4 H-bond donor Gatekeeper aromatic ×2 Metal chelator P-gp efflux flag

Functional group

Carbonyl Amide Tertiary amine Sulfonamide Imine Ether

Ring system

Benzene ×2 Thiazole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.523319-
DOCK_BASE_INTER_RANK-0.702863-
DOCK_BASE_INTER_RANK-0.761330-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID20-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID17-
DOCK_FINAL_RANK1.800757-
DOCK_FINAL_RANK2.800527-
DOCK_FINAL_RANK1.135849-
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:ALA2841-
DOCK_IFP::A:ALA3651-
DOCK_IFP::A:ARG2281-
DOCK_IFP::A:ARG4721-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY1951-
DOCK_IFP::A:GLY1961-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:ILE1991-
DOCK_IFP::A:ILE2851-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU2271-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS4071-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET3931-
DOCK_IFP::A:MET4711-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO501-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR541-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TYR2211-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL3621-
DOCK_IFP::A:VAL3661-
DOCK_IFP::A:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.694781-
DOCK_MAX_CLASH_OVERLAP0.614104-
DOCK_MAX_CLASH_OVERLAP0.614056-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.775232-
DOCK_PRE_RANK1.757462-
DOCK_PRE_RANK1.088366-
DOCK_PRIMARY_POSE_ID13414-
DOCK_PRIMARY_POSE_ID1899-
DOCK_PRIMARY_POSE_ID11398-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t17-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ARG472;A:ASN402;A:GLU467;A:LEU399;A:LYS407;A:MET393;A:MET471;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER470;A:THR397-
DOCK_RESIDUE_CONTACTSA:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO50;A:THR54;A:THR83;A:VAL156;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA284;A:ALA365;A:ARG228;A:CYS375;A:GLY195;A:GLY196;A:GLY197;A:GLY229;A:GLY286;A:GLY376;A:ILE199;A:ILE285;A:LEU227;A:LEU332;A:LEU334;A:PHE198;A:PHE230;A:SER364;A:THR374;A:TYR221;A:VAL362;A:VAL366-
DOCK_SCAFFOLDO=C(NN=Cc1sc(N2CCOCC2)nc1-c1ccccc1)c1cccc(S(=O)(=O)N2CCCC2)c1-
DOCK_SCAFFOLDO=C(NN=Cc1sc(N2CCOCC2)nc1-c1ccccc1)c1cccc(S(=O)(=O)N2CCCC2)c1-
DOCK_SCAFFOLDO=C(NN=Cc1sc(N2CCOCC2)nc1-c1ccccc1)c1cccc(S(=O)(=O)N2CCCC2)c1-
DOCK_SCORE-26.340800-
DOCK_SCORE-20.952600-
DOCK_SCORE-21.132900-
DOCK_SCORE_INTER-27.407900-
DOCK_SCORE_INTER-25.303100-
DOCK_SCORE_INTER-18.839500-
DOCK_SCORE_INTER_KCAL-4.499739-
DOCK_SCORE_INTER_KCAL-6.043544-
DOCK_SCORE_INTER_KCAL-6.546267-
DOCK_SCORE_INTER_NORM-0.761330-
DOCK_SCORE_INTER_NORM-0.702863-
DOCK_SCORE_INTER_NORM-0.523319-
DOCK_SCORE_INTRA-2.113130-
DOCK_SCORE_INTRA-1.241760-
DOCK_SCORE_INTRA6.275020-
DOCK_SCORE_INTRA_KCAL-0.296589-
DOCK_SCORE_INTRA_KCAL1.498763-
DOCK_SCORE_INTRA_KCAL-0.504713-
DOCK_SCORE_INTRA_NORM-0.058698-
DOCK_SCORE_INTRA_NORM-0.034493-
DOCK_SCORE_INTRA_NORM0.174306-
DOCK_SCORE_KCAL-6.291395-
DOCK_SCORE_KCAL-5.047509-
DOCK_SCORE_KCAL-5.004445-
DOCK_SCORE_NORM-0.731688-
DOCK_SCORE_NORM-0.587024-
DOCK_SCORE_NORM-0.582017-
DOCK_SCORE_RESTR0.204053-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.005668-
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_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC25H27N5O4S2-
DOCK_SOURCE_FORMULAC25H27N5O4S2-
DOCK_SOURCE_FORMULAC25H27N5O4S2-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_HEAVY_ATOMS36.000000-
DOCK_SOURCE_LOGP3.195100-
DOCK_SOURCE_LOGP3.195100-
DOCK_SOURCE_LOGP3.195100-
DOCK_SOURCE_MW525.656000-
DOCK_SOURCE_MW525.656000-
DOCK_SOURCE_MW525.656000-
DOCK_SOURCE_NAMEZ49605162-
DOCK_SOURCE_NAMEZ49605162-
DOCK_SOURCE_NAMEZ49605162-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA104.200000-
DOCK_SOURCE_TPSA104.200000-
DOCK_SOURCE_TPSA104.200000-
DOCK_STRAIN_DELTA31.361487-
DOCK_STRAIN_DELTA33.522851-
DOCK_STRAIN_DELTA20.243693-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT20-
DOCK_TARGETT03-
DOCK_TARGETT17-
EXACT_MASS525.150446344Da
FORMULAC25H27N5O4S2-
HBA8-
HBD1-
LOGP3.195100000000002-
MOL_WEIGHT525.6560000000003g/mol
QED_SCORE0.37535852822967747-
ROTATABLE_BONDS7-
TPSA104.19999999999997A^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
T03 T03 selection_import_t03 1
native pose available
 1.1358485685333355 -21.1329 13 0.65 - Best pose
T17 T17 selection_import_t17 1
native pose available
 1.8007566773189843 -26.3408 10 0.83 - Best pose
T20 T20 selection_import_t20 1
native pose available
 2.8005274079565075 -20.9526 8 1.00 - Best 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
544 1.1358485685333355 -0.76133 -21.1329 3 15 13 0.65 0.00 0.00 0.00 - no geometry warning; 9 clashes; 5 protein contact clashes; high strain Δ 33.5 Open pose
T17 — T17 1 poses · report selection_import_t17
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
555 1.8007566773189843 -0.702863 -26.3408 5 22 10 0.83 0.00 0.00 0.00 - no geometry warning; 12 clashes; 7 protein contact clashes; high strain Δ 31.4 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
535 2.8005274079565075 -0.523319 -20.9526 5 13 8 1.00 0.00 0.00 0.00 - no geometry warning; 12 clashes; 1 protein clash; moderate strain Δ 20.2 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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