FAIRMol

Z25831748

ID 1909

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

SMILES: CCc1nnc(/N=C(\O)COc2ccc(N(C)S(=O)(=O)c3ccc(C)cc3)cc2)s1

Formula: C20H22N4O4S2 | MW: 446.55400000000014

LogP: 3.9010200000000035 | TPSA: 104.97999999999999

HBA/HBD: 7/1 | RotB: 8

InChIKey: BZULQYFYDUIGLN-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

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

Functional group

Sulfonamide Aryl ether Imine Ether

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.049470-
DOCK_BASE_INTER_RANK-0.805300-
DOCK_BASE_INTER_RANK-0.693794-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK2.569995-
DOCK_FINAL_RANK1.223830-
DOCK_FINAL_RANK2.551537-
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:ALA341-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE1061-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO1151-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER141-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL581-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.633173-
DOCK_MAX_CLASH_OVERLAP0.640210-
DOCK_MAX_CLASH_OVERLAP0.616970-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.506186-
DOCK_PRE_RANK1.166004-
DOCK_PRE_RANK2.483681-
DOCK_PRIMARY_POSE_ID2457-
DOCK_PRIMARY_POSE_ID3797-
DOCK_PRIMARY_POSE_ID11974-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t04-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t18-
DOCK_RESIDUE_CONTACTSA:HIS241;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:PRO115;A:SER111;A:TYR191;A:TYR194-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:THR184;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:CYS52;A:GLU18;A:ILE106;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58-
DOCK_SCAFFOLDO=S(=O)(Nc1ccc(OCC=Nc2nncs2)cc1)c1ccccc1-
DOCK_SCAFFOLDO=C(COc1ccc(NS(=O)(=O)c2ccccc2)cc1)N=c1[nH]ncs1-
DOCK_SCAFFOLDO=S(=O)(Nc1ccc(OCC=Nc2nncs2)cc1)c1ccccc1-
DOCK_SCORE-38.207200-
DOCK_SCORE-32.417800-
DOCK_SCORE-25.665700-
DOCK_SCORE_INTER-31.484100-
DOCK_SCORE_INTER-24.159000-
DOCK_SCORE_INTER-20.813800-
DOCK_SCORE_INTER_KCAL-7.519851-
DOCK_SCORE_INTER_KCAL-5.770281-
DOCK_SCORE_INTER_KCAL-4.971293-
DOCK_SCORE_INTER_NORM-1.049470-
DOCK_SCORE_INTER_NORM-0.805300-
DOCK_SCORE_INTER_NORM-0.693794-
DOCK_SCORE_INTRA-6.723150-
DOCK_SCORE_INTRA-9.283300-
DOCK_SCORE_INTRA-4.851870-
DOCK_SCORE_INTRA_KCAL-1.605797-
DOCK_SCORE_INTRA_KCAL-2.217279-
DOCK_SCORE_INTRA_KCAL-1.158850-
DOCK_SCORE_INTRA_NORM-0.224105-
DOCK_SCORE_INTRA_NORM-0.309443-
DOCK_SCORE_INTRA_NORM-0.161729-
DOCK_SCORE_KCAL-9.125637-
DOCK_SCORE_KCAL-7.742862-
DOCK_SCORE_KCAL-6.130150-
DOCK_SCORE_NORM-1.273570-
DOCK_SCORE_NORM-1.080590-
DOCK_SCORE_NORM-0.855523-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR1.024510-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.034150-
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_FILET04_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H22N4O4S2-
DOCK_SOURCE_FORMULAC20H22N4O4S2-
DOCK_SOURCE_FORMULAC20H22N4O4S2-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP3.901020-
DOCK_SOURCE_LOGP2.673420-
DOCK_SOURCE_LOGP3.901020-
DOCK_SOURCE_MW446.554000-
DOCK_SOURCE_MW446.554000-
DOCK_SOURCE_MW446.554000-
DOCK_SOURCE_NAMEZ25831748-
DOCK_SOURCE_NAMEZ25831748-
DOCK_SOURCE_NAMEZ25831748-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA104.980000-
DOCK_SOURCE_TPSA104.720000-
DOCK_SOURCE_TPSA104.980000-
DOCK_STRAIN_DELTA41.159000-
DOCK_STRAIN_DELTA38.477917-
DOCK_STRAIN_DELTA42.914171-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT04-
DOCK_TARGETT06-
DOCK_TARGETT18-
EXACT_MASS446.10824718399994Da
FORMULAC20H22N4O4S2-
HBA7-
HBD1-
LOGP3.9010200000000035-
MOL_WEIGHT446.55400000000014g/mol
QED_SCORE0.4155644164448323-
ROTATABLE_BONDS8-
TPSA104.97999999999999A^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
T06 T06 selection_import_t06 1
native pose available
 1.2238300291495845 -32.4178 14 0.67 - Best pose
T18 T18 selection_import_t18 1
native pose available
 2.5515372806796917 -25.6657 10 0.77 - Best pose
T04 T04 selection_import_t04 1
native pose available
 2.5699954615836487 -38.2072 10 0.53 - Best pose
T06 — T06 1 poses · report selection_import_t06
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
411 1.2238300291495845 -0.8053 -32.4178 3 17 14 0.67 0.00 0.00 0.00 - no geometry warning; 12 clashes; 4 protein contact clashes; 1 cofactor-context clash; high strain Δ 38.5 Open pose
T18 — T18 1 poses · report selection_import_t18
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
453 2.5515372806796917 -0.693794 -25.6657 6 13 10 0.77 - - - - no geometry warning; 9 clashes; 1 protein clash; high strain Δ 42.9 Open pose
T04 — T04 1 poses · report selection_import_t04
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
424 2.5699954615836487 -1.04947 -38.2072 3 10 10 0.53 0.33 0.40 0.40 - no geometry warning; 10 clashes; 2 protein clashes; 1 cofactor-context clash; high strain Δ 41.2 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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