FAIRMol

Z27603811

ID 2627

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

SMILES: O=C(NCc1cc([N+](=O)O)ccc1O)c1cccnc1Sc1ccccc1Cl

Formula: C19H15ClN3O4S+ | MW: 416.8660000000001

LogP: 4.3214000000000015 | TPSA: 102.53000000000002

HBA/HBD: 5/3 | RotB: 6

InChIKey: KIIXYWXISUCDLJ-UHFFFAOYSA-O

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

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N H-bond acceptor O ×2 H-bond donor ×3 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Phenol Chlorine Sulfide

Ring system

Benzene ×2 Pyridine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.861589-
DOCK_BASE_INTER_RANK-0.916127-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID6-
DOCK_FINAL_RANK2.669459-
DOCK_FINAL_RANK2.416765-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:GLN1241-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO701-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER981-
DOCK_IFP::A:THR711-
DOCK_IFP::A:THR861-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.630840-
DOCK_MAX_CLASH_OVERLAP0.630819-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.327156-
DOCK_PRE_RANK2.593319-
DOCK_PRIMARY_POSE_ID3832-
DOCK_PRIMARY_POSE_ID7230-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t06-
DOCK_RESIDUE_CONTACTSA:ASN125;A:GLN124;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:LEU194;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:PRO70;A:THR71;A:VAL187;A:VAL188;A:VAL221-
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:PRO91;A:SER98;A:THR86;A:VAL32;A:VAL33-
DOCK_SCAFFOLDO=C(NCc1ccccc1)c1cccnc1Sc1ccccc1-
DOCK_SCAFFOLDO=C(NCc1ccccc1)c1cccnc1Sc1ccccc1-
DOCK_SCORE-20.135400-
DOCK_SCORE-22.874200-
DOCK_SCORE_INTER-24.124500-
DOCK_SCORE_INTER-25.651600-
DOCK_SCORE_INTER_KCAL-5.762040-
DOCK_SCORE_INTER_KCAL-6.126782-
DOCK_SCORE_INTER_NORM-0.861589-
DOCK_SCORE_INTER_NORM-0.916127-
DOCK_SCORE_INTRA3.989140-
DOCK_SCORE_INTRA1.899890-
DOCK_SCORE_INTRA_KCAL0.952790-
DOCK_SCORE_INTRA_KCAL0.453781-
DOCK_SCORE_INTRA_NORM0.067853-
DOCK_SCORE_INTRA_NORM0.142469-
DOCK_SCORE_KCAL-5.463411-
DOCK_SCORE_KCAL-4.809260-
DOCK_SCORE_NORM-0.816936-
DOCK_SCORE_NORM-0.719120-
DOCK_SCORE_RESTR0.877470-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.031338-
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_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H15ClN3O4S+-
DOCK_SOURCE_FORMULAC19H15ClN3O4S+-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_LOGP4.321400-
DOCK_SOURCE_LOGP4.321400-
DOCK_SOURCE_MW416.866000-
DOCK_SOURCE_MW416.866000-
DOCK_SOURCE_NAMEZ27603811-
DOCK_SOURCE_NAMEZ27603811-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA102.530000-
DOCK_SOURCE_TPSA102.530000-
DOCK_STRAIN_DELTA46.389323-
DOCK_STRAIN_DELTA51.787665-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT11-
DOCK_TARGETT06-
EXACT_MASS416.04663106009Da
FORMULAC19H15ClN3O4S+-
HBA5-
HBD3-
LOGP4.3214000000000015-
MOL_WEIGHT416.8660000000001g/mol
QED_SCORE0.5169317593202422-
ROTATABLE_BONDS6-
TPSA102.53000000000002A^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
T11 T11 selection_import_t11 1
native pose available
 2.416764649894712 -20.1354 13 0.72 - Best pose
T06 T06 selection_import_t06 1
native pose available
 2.669459044516742 -22.8742 14 0.67 - Best pose
T11 — T11 1 poses · report selection_import_t11
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
456 2.416764649894712 -0.861589 -20.1354 2 17 13 0.72 0.40 0.40 0.50 - no geometry warning; 11 clashes; 1 protein clash; high strain Δ 51.8 Open 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
446 2.669459044516742 -0.916127 -22.8742 3 18 14 0.67 0.00 0.00 0.00 - no geometry warning; 13 clashes; 1 protein clash; high strain Δ 46.4 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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