FAIRMol

Z1541758727

ID 2203

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

SMILES: CCCCNc1cc(C(=O)O)cc(S(N)(=O)=O)c1Oc1ccccc1

Formula: C17H20N2O5S | MW: 364.4230000000001

LogP: 3.036500000000001 | TPSA: 118.72

HBA/HBD: 5/3 | RotB: 8

InChIKey: MAEIEVLCKWDQJH-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

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

Functional group

Carbonyl Carboxylic acid Secondary amine Sulfonamide Aryl ether Ether

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.268070-
DOCK_BASE_INTER_RANK-1.291990-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENT_ID5-
DOCK_EXPERIMENT_ID12-
DOCK_FINAL_RANK2.758035-
DOCK_FINAL_RANK3.738850-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1021-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:LEU181-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:SER2271-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL2281-
DOCK_IFP::A:VAL2301-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY751-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.633266-
DOCK_MAX_CLASH_OVERLAP0.611380-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.697644-
DOCK_PRE_RANK3.695459-
DOCK_PRIMARY_POSE_ID3266-
DOCK_PRIMARY_POSE_ID8023-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t12-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLY225;A:HIS241;A:LEU18;A:LEU188;A:LEU226;A:LEU229;A:MET183;A:NDP302;A:PHE113;A:SER227;A:TYR194;A:VAL228;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA102;A:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ASP13;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49-
DOCK_SCAFFOLDc1ccc(Oc2ccccc2)cc1-
DOCK_SCAFFOLDc1ccc(Oc2ccccc2)cc1-
DOCK_SCORE-28.351200-
DOCK_SCORE-28.450800-
DOCK_SCORE_INTER-31.701800-
DOCK_SCORE_INTER-32.299700-
DOCK_SCORE_INTER_KCAL-7.571848-
DOCK_SCORE_INTER_KCAL-7.714654-
DOCK_SCORE_INTER_NORM-1.268070-
DOCK_SCORE_INTER_NORM-1.291990-
DOCK_SCORE_INTRA3.350620-
DOCK_SCORE_INTRA3.848840-
DOCK_SCORE_INTRA_KCAL0.800282-
DOCK_SCORE_INTRA_KCAL0.919280-
DOCK_SCORE_INTRA_NORM0.134025-
DOCK_SCORE_INTRA_NORM0.153954-
DOCK_SCORE_KCAL-6.771571-
DOCK_SCORE_KCAL-6.795360-
DOCK_SCORE_NORM-1.134050-
DOCK_SCORE_NORM-1.138030-
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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H20N2O5S-
DOCK_SOURCE_FORMULAC17H20N2O5S-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_LOGP3.036500-
DOCK_SOURCE_LOGP3.036500-
DOCK_SOURCE_MW364.423000-
DOCK_SOURCE_MW364.423000-
DOCK_SOURCE_NAMEZ1541758727-
DOCK_SOURCE_NAMEZ1541758727-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA118.720000-
DOCK_SOURCE_TPSA118.720000-
DOCK_STRAIN_DELTA39.641036-
DOCK_STRAIN_DELTA31.412278-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT05-
DOCK_TARGETT12-
EXACT_MASS364.10929274Da
FORMULAC17H20N2O5S-
HBA5-
HBD3-
LOGP3.036500000000001-
MOL_WEIGHT364.4230000000001g/mol
QED_SCORE0.6195581690411603-
ROTATABLE_BONDS8-
TPSA118.72A^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
 2.7580347462149577 -28.3512 12 0.71 - Best pose
T12 T12 selection_import_t12 1
native pose available
 3.7388498193572532 -28.4508 15 0.94 - 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
556 2.7580347462149577 -1.26807 -28.3512 11 16 12 0.71 0.29 0.50 0.60 - no geometry warning; 12 clashes; 2 protein clashes; 6 cofactor-context clashes; high strain Δ 39.6 Open pose
T12 — T12 1 poses · report selection_import_t12
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
571 3.7388498193572532 -1.29199 -28.4508 15 19 15 0.94 0.33 0.50 0.60 - no geometry warning; 9 clashes; 2 protein clashes; high strain Δ 31.4 Open pose
Loading PharmaFP-250 analysis…

Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
Loading drug matches…

Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

Loading…

ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

Loading…

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.
Loading…