FAIRMol

Z27770039

ID 1086

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

SMILES: O=C(c1ccc(Cl)c(S(=O)(=O)N2CCCC2)c1)N1CCN(c2ccccc2)CC1

Formula: C21H24ClN3O3S | MW: 433.96100000000024

LogP: 3.0869000000000018 | TPSA: 60.93000000000001

HBA/HBD: 4/- | RotB: 4

InChIKey: VFJHZUSKFOGZEC-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Proline-like ring Sulfonamide bioisostere N-Methyl amide ×2 H-bond acceptor N ×3 H-bond acceptor O ×3 Gatekeeper aromatic ×2 β-Turn mimetic ×2 Metal chelator P-gp efflux flag ×2

Functional group

Carbonyl Amide Tertiary amine ×2 Lactam Sulfonamide Chlorine

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.999201-
DOCK_BASE_INTER_RANK-1.128580-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID8-
DOCK_FINAL_RANK1.012099-
DOCK_FINAL_RANK0.371658-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU941-
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:PHE1711-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.618437-
DOCK_MAX_CLASH_OVERLAP0.729486-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.980154-
DOCK_PRE_RANK0.320586-
DOCK_PRIMARY_POSE_ID1992-
DOCK_PRIMARY_POSE_ID5367-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t08-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:TRP221;A:TYR174;A:VAL206;A:VAL211-
DOCK_SCAFFOLDO=C(c1cccc(S(=O)(=O)N2CCCC2)c1)N1CCN(c2ccccc2)CC1-
DOCK_SCAFFOLDO=C(c1cccc(S(=O)(=O)N2CCCC2)c1)N1CCN(c2ccccc2)CC1-
DOCK_SCORE-24.968200-
DOCK_SCORE-32.301300-
DOCK_SCORE_INTER-28.976800-
DOCK_SCORE_INTER-32.728800-
DOCK_SCORE_INTER_KCAL-6.920993-
DOCK_SCORE_INTER_KCAL-7.817143-
DOCK_SCORE_INTER_NORM-0.999201-
DOCK_SCORE_INTER_NORM-1.128580-
DOCK_SCORE_INTRA4.008670-
DOCK_SCORE_INTRA0.427496-
DOCK_SCORE_INTRA_KCAL0.957455-
DOCK_SCORE_INTRA_KCAL0.102106-
DOCK_SCORE_INTRA_NORM0.138230-
DOCK_SCORE_INTRA_NORM0.014741-
DOCK_SCORE_KCAL-5.963555-
DOCK_SCORE_KCAL-7.715036-
DOCK_SCORE_NORM-0.860971-
DOCK_SCORE_NORM-1.113840-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
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_FORMULAC21H24ClN3O3S-
DOCK_SOURCE_FORMULAC21H24ClN3O3S-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP3.086900-
DOCK_SOURCE_LOGP3.086900-
DOCK_SOURCE_MW433.961000-
DOCK_SOURCE_MW433.961000-
DOCK_SOURCE_NAMEZ27770039-
DOCK_SOURCE_NAMEZ27770039-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA60.930000-
DOCK_SOURCE_TPSA60.930000-
DOCK_STRAIN_DELTA24.812536-
DOCK_STRAIN_DELTA35.297087-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT03-
DOCK_TARGETT08-
EXACT_MASS433.1226903080001Da
FORMULAC21H24ClN3O3S-
HBA4-
HBD0-
LOGP3.0869000000000018-
MOL_WEIGHT433.96100000000024g/mol
QED_SCORE0.7429566477001766-
ROTATABLE_BONDS4-
TPSA60.93000000000001A^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
 0.3716584030566438 -32.3013 12 0.63 - Best pose
T03 T03 selection_import_t03 1
native pose available
 1.0120987980812717 -24.9682 15 0.75 - 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
626 0.3716584030566438 -1.12858 -32.3013 2 14 12 0.63 0.00 0.00 0.40 - no geometry warning; 13 clashes; 1 severe cofactor-context clash; high strain Δ 35.3 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
637 1.0120987980812717 -0.999201 -24.9682 2 16 15 0.75 0.29 0.20 0.20 - no geometry warning; 13 clashes; 3 protein contact clashes; moderate strain Δ 24.8 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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