FAIRMol

Z49605089

ID 2813

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

SMILES: Cc1[nH+]cc(CO)c(/C=N\NC(=O)c2cccc(S(=O)(=O)N3CCCC3)c2)c1O

Formula: C19H23N4O5S+ | MW: 419.48300000000023

LogP: 0.5554199999999998 | TPSA: 133.44

HBA/HBD: 6/3 | RotB: 6

InChIKey: LFHHKSCBFQDXTK-NHDPSOOVSA-O

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Proline-like ring Sulfonamide bioisostere H-bond acceptor N ×3 H-bond acceptor O ×3 H-bond donor ×4 Gatekeeper aromatic Metal chelator

Functional group

Carbonyl Amide Alcohol Phenol Sulfonamide Imine

Ring system

Benzene Pyridine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.057590-
DOCK_BASE_INTER_RANK-1.108740-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID12-
DOCK_FINAL_RANK1.113327-
DOCK_FINAL_RANK3.344369-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LYS2201-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET1691-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR971-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
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:HIS2671-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.618320-
DOCK_MAX_CLASH_OVERLAP0.634812-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.247894-
DOCK_PRE_RANK1.032924-
DOCK_PRIMARY_POSE_ID8066-
DOCK_PRIMARY_POSE_ID4675-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t07-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLU217;A:LEU208;A:LEU209;A:LYS220;A:MET169;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:TRP221;A:TYR174;D:HIS267-
DOCK_SCAFFOLDO=C(NN=Cc1cc[nH+]cc1)c1cccc(S(=O)(=O)N2CCCC2)c1-
DOCK_SCAFFOLDO=C(NN=Cc1cc[nH+]cc1)c1cccc(S(=O)(=O)N2CCCC2)c1-
DOCK_SCORE-32.995100-
DOCK_SCORE-31.061600-
DOCK_SCORE_INTER-30.670200-
DOCK_SCORE_INTER-32.153500-
DOCK_SCORE_INTER_KCAL-7.325455-
DOCK_SCORE_INTER_KCAL-7.679735-
DOCK_SCORE_INTER_NORM-1.057590-
DOCK_SCORE_INTER_NORM-1.108740-
DOCK_SCORE_INTRA-0.391335-
DOCK_SCORE_INTRA-0.841634-
DOCK_SCORE_INTRA_KCAL-0.093469-
DOCK_SCORE_INTRA_KCAL-0.201021-
DOCK_SCORE_INTRA_NORM-0.029022-
DOCK_SCORE_INTRA_NORM-0.013494-
DOCK_SCORE_KCAL-7.880748-
DOCK_SCORE_KCAL-7.418939-
DOCK_SCORE_NORM-1.071090-
DOCK_SCORE_NORM-1.137760-
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_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H23N4O5S+-
DOCK_SOURCE_FORMULAC19H23N4O5S+-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP0.555420-
DOCK_SOURCE_LOGP0.555420-
DOCK_SOURCE_MW419.483000-
DOCK_SOURCE_MW419.483000-
DOCK_SOURCE_NAMEZ49605089-
DOCK_SOURCE_NAMEZ49605089-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA133.440000-
DOCK_SOURCE_TPSA133.440000-
DOCK_STRAIN_DELTA54.451428-
DOCK_STRAIN_DELTA48.126835-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT07-
DOCK_TARGETT12-
EXACT_MASS419.13836725608996Da
FORMULAC19H23N4O5S+-
HBA6-
HBD3-
LOGP0.5554199999999998-
MOL_WEIGHT419.48300000000023g/mol
QED_SCORE0.46457706450106034-
ROTATABLE_BONDS6-
TPSA133.44A^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
T07 T07 selection_import_t07 1
native pose available
 1.1133265517755317 -31.0616 12 0.63 - Best pose
T12 T12 selection_import_t12 1
native pose available
 3.344369013161312 -32.9951 16 1.00 - Best pose
T07 — T07 1 poses · report selection_import_t07
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
612 1.1133265517755317 -1.05759 -31.0616 5 16 12 0.63 0.50 0.40 0.40 - no geometry warning; 10 clashes; 6 protein contact clashes; high strain Δ 48.1 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
614 3.344369013161312 -1.10874 -32.9951 11 19 16 1.00 0.50 0.50 0.60 - no geometry warning; 10 clashes; 2 protein clashes; high strain Δ 54.5 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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