FAIRMol

Z30000918

ID 1073

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

SMILES: O=C(Cc1ccc(Br)cc1)Nc1cccc(S(=O)(=O)N2CCOCC2)c1

Formula: C18H19BrN2O4S | MW: 439.33100000000024

LogP: 2.651200000000001 | TPSA: 75.71000000000001

HBA/HBD: 4/1 | RotB: 5

InChIKey: VQCBXPGZCRNFKO-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N H-bond acceptor O ×4 H-bond donor Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfonamide Bromine Ether

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.040170-
DOCK_BASE_INTER_RANK-0.930282-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID10-
DOCK_FINAL_RANK0.800808-
DOCK_FINAL_RANK3.404026-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA151-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:SER461-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL1561-
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_OVERLAP0.617469-
DOCK_MAX_CLASH_OVERLAP0.617517-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.781687-
DOCK_PRE_RANK3.359084-
DOCK_PRIMARY_POSE_ID1782-
DOCK_PRIMARY_POSE_ID6454-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t10-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:PRO93;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:SER46;A:THR74;A:TYR49-
DOCK_SCAFFOLDO=C(Cc1ccccc1)Nc1cccc(S(=O)(=O)N2CCOCC2)c1-
DOCK_SCAFFOLDO=C(Cc1ccccc1)Nc1cccc(S(=O)(=O)N2CCOCC2)c1-
DOCK_SCORE-27.834900-
DOCK_SCORE-18.870300-
DOCK_SCORE_INTER-27.044300-
DOCK_SCORE_INTER-24.187300-
DOCK_SCORE_INTER_KCAL-6.459423-
DOCK_SCORE_INTER_KCAL-5.777040-
DOCK_SCORE_INTER_NORM-1.040170-
DOCK_SCORE_INTER_NORM-0.930282-
DOCK_SCORE_INTRA-0.790604-
DOCK_SCORE_INTRA4.743880-
DOCK_SCORE_INTRA_KCAL-0.188833-
DOCK_SCORE_INTRA_KCAL1.133057-
DOCK_SCORE_INTRA_NORM-0.030408-
DOCK_SCORE_INTRA_NORM0.182457-
DOCK_SCORE_KCAL-6.648255-
DOCK_SCORE_KCAL-4.507096-
DOCK_SCORE_NORM-1.070570-
DOCK_SCORE_NORM-0.725780-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.573171-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.022045-
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_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC18H19BrN2O4S-
DOCK_SOURCE_FORMULAC18H19BrN2O4S-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP2.651200-
DOCK_SOURCE_LOGP2.651200-
DOCK_SOURCE_MW439.331000-
DOCK_SOURCE_MW439.331000-
DOCK_SOURCE_NAMEZ30000918-
DOCK_SOURCE_NAMEZ30000918-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA75.710000-
DOCK_SOURCE_TPSA75.710000-
DOCK_STRAIN_DELTA15.146447-
DOCK_STRAIN_DELTA32.224437-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT03-
DOCK_TARGETT10-
EXACT_MASS438.02489018800003Da
FORMULAC18H19BrN2O4S-
HBA4-
HBD1-
LOGP2.651200000000001-
MOL_WEIGHT439.33100000000024g/mol
QED_SCORE0.7776260789911312-
ROTATABLE_BONDS5-
TPSA75.71000000000001A^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
 0.8008082662207936 -27.8349 16 0.80 - Best pose
T10 T10 selection_import_t10 1
native pose available
 3.4040258727933566 -18.8703 14 0.82 - 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
427 0.8008082662207936 -1.04017 -27.8349 2 18 16 0.80 0.29 0.20 0.20 - no geometry warning; 8 clashes; 5 protein contact clashes Open pose
T10 — T10 1 poses · report selection_import_t10
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
358 3.4040258727933566 -0.930282 -18.8703 12 15 14 0.82 0.54 0.55 0.55 - no geometry warning; 9 clashes; 1 protein clash; high strain Δ 32.2 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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