FAIRMol

KB_HAT_102

ID 2595

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: CC(=O)NCCNc1cc(-c2ccnc(Nc3cccc(Cl)c3)n2)cc[nH+]1

Formula: C19H20ClN6O+ | MW: 383.8630000000001

LogP: 2.9027000000000003 | TPSA: 93.08000000000001

HBA/HBD: 5/3 | RotB: 7

InChIKey: NBYGAGVGVRHCHX-UHFFFAOYSA-O

Recognized patterns

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

Bio motif

ATP mimic pyrimidine Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×3 H-bond acceptor O H-bond donor ×4 Gatekeeper aromatic Ionizable base ×2 β-Turn mimetic Metal chelator

Functional group

Carbonyl Amide Secondary amine ×3 Chlorine

Ring system

Benzene Pyridine Pyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.189680-
DOCK_BASE_INTER_RANK-0.902771-
DOCK_BASE_INTER_RANK-1.114850-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID6-
DOCK_FINAL_RANK1.732810-
DOCK_FINAL_RANK2.001317-
DOCK_FINAL_RANK1.173939-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS131-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1691-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER951-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP491-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.680245-
DOCK_MAX_CLASH_OVERLAP0.729186-
DOCK_MAX_CLASH_OVERLAP0.680273-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.118529-
DOCK_PRE_RANK1.681783-
DOCK_PRE_RANK1.934360-
DOCK_PRIMARY_POSE_ID4160-
DOCK_PRIMARY_POSE_ID4865-
DOCK_PRIMARY_POSE_ID3480-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t08-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:LYS13;A:LYS178;A:MET163;A:NAP301;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174;A:VAL211-
DOCK_RESIDUE_CONTACTSA:ARG14;A:CYS168;A:LEU208;A:LEU209;A:MET169;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:ASP54;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:TRP49;A:TYR166;A:VAL32;A:VAL33-
DOCK_SCAFFOLDc1ccc(Nc2nccc(-c3cc[nH+]cc3)n2)cc1-
DOCK_SCAFFOLDc1ccc(Nc2nccc(-c3cc[nH+]cc3)n2)cc1-
DOCK_SCAFFOLDc1ccc(Nc2nccc(-c3cc[nH+]cc3)n2)cc1-
DOCK_SCORE-30.747500-
DOCK_SCORE-12.000700-
DOCK_SCORE-29.028800-
DOCK_SCORE_INTER-24.374800-
DOCK_SCORE_INTER-30.100900-
DOCK_SCORE_INTER-32.121300-
DOCK_SCORE_INTER_KCAL-7.672044-
DOCK_SCORE_INTER_KCAL-7.189480-
DOCK_SCORE_INTER_KCAL-5.821823-
DOCK_SCORE_INTER_NORM-1.114850-
DOCK_SCORE_INTER_NORM-1.189680-
DOCK_SCORE_INTER_NORM-0.902771-
DOCK_SCORE_INTRA11.740100-
DOCK_SCORE_INTRA1.373870-
DOCK_SCORE_INTRA1.072120-
DOCK_SCORE_INTRA_KCAL2.804076-
DOCK_SCORE_INTRA_KCAL0.256072-
DOCK_SCORE_INTRA_KCAL0.328143-
DOCK_SCORE_INTRA_NORM0.434820-
DOCK_SCORE_INTRA_NORM0.050884-
DOCK_SCORE_INTRA_NORM0.039708-
DOCK_SCORE_KCAL-6.933413-
DOCK_SCORE_KCAL-7.343917-
DOCK_SCORE_KCAL-2.866319-
DOCK_SCORE_NORM-1.138800-
DOCK_SCORE_NORM-0.444471-
DOCK_SCORE_NORM-1.075140-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.633980-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.023481-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H20ClN6O+-
DOCK_SOURCE_FORMULAC19H20ClN6O+-
DOCK_SOURCE_FORMULAC19H20ClN6O+-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_LOGP2.902700-
DOCK_SOURCE_LOGP2.902700-
DOCK_SOURCE_LOGP2.902700-
DOCK_SOURCE_MW383.863000-
DOCK_SOURCE_MW383.863000-
DOCK_SOURCE_MW383.863000-
DOCK_SOURCE_NAMEKB_HAT_102-
DOCK_SOURCE_NAMEKB_HAT_102-
DOCK_SOURCE_NAMEKB_HAT_102-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA93.080000-
DOCK_SOURCE_TPSA93.080000-
DOCK_SOURCE_TPSA93.080000-
DOCK_STRAIN_DELTA35.274824-
DOCK_STRAIN_DELTA42.527697-
DOCK_STRAIN_DELTA37.361315-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT07-
DOCK_TARGETT08-
DOCK_TARGETT06-
EXACT_MASS383.13816336009Da
FORMULAC19H20ClN6O+-
HBA5-
HBD3-
LOGP2.9027000000000003-
MOL_WEIGHT383.8630000000001g/mol
QED_SCORE0.545337243834359-
ROTATABLE_BONDS7-
TPSA93.08000000000001A^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
 1.1739393236619953 -30.7475 12 0.63 - Best pose
T07 T07 selection_import_t07 1
native pose available
 1.732809656547406 -29.0288 14 0.74 - Best pose
T06 T06 selection_import_t06 1
native pose available
 2.0013171505522007 -12.0007 15 0.71 - 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
124 1.1739393236619953 -1.18968 -30.7475 6 15 12 0.63 0.33 0.60 0.60 - no geometry warning; 14 clashes; 5 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 37.4 Open 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
97 1.732809656547406 -1.11485 -29.0288 5 15 14 0.74 0.17 0.20 0.20 - no geometry warning; 11 clashes; 1 protein clash; 2 cofactor-context clashes; high strain Δ 35.3 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
94 2.0013171505522007 -0.902771 -12.0007 5 17 15 0.71 0.40 0.25 0.50 - no geometry warning; 12 clashes; 1 protein clash; high strain Δ 42.5 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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