FAIRMol

MK198

ID 2423

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

SMILES: CS(=O)(=O)SCCCCCC[NH+]1CCN(c2ncnc3nc[nH]c23)CC1

Formula: C16H27N6O2S2+ | MW: 399.5660000000001

LogP: 0.31100000000000105 | TPSA: 96.28

HBA/HBD: 7/2 | RotB: 9

InChIKey: CPYGDIOFOKAINY-UHFFFAOYSA-O

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern P-gp efflux flag Clear highlight

Bio motif

ATP mimic pyrimidine H-bond acceptor N ×5 H-bond acceptor O ×2 H-bond donor ×2 Lipinski HMW fragment ×2 P-gp efflux flag

Functional group

Tertiary amine

Ring system

Imidazole Piperazine Pyrimidine Hexahydropyrimidine Tetrahydropyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.990627-
DOCK_BASE_INTER_RANK-0.857298-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID6-
DOCK_FINAL_RANK0.676947-
DOCK_FINAL_RANK0.422574-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA2841-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG2281-
DOCK_IFP::A:ARG2871-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASP541-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE1991-
DOCK_IFP::A:ILE2851-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:MET3331-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:THR1841-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR571-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.736131-
DOCK_MAX_CLASH_OVERLAP0.736057-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.592264-
DOCK_PRE_RANK0.367795-
DOCK_PRIMARY_POSE_ID3639-
DOCK_PRIMARY_POSE_ID11146-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t17-
DOCK_REPORT_IDselection_import_t06-
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:THR184;A:THR86;A:TYR166;A:TYR57;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:ALA284;A:ARG228;A:ARG287;A:GLY197;A:GLY229;A:GLY286;A:ILE199;A:ILE285;A:LEU332;A:LEU334;A:MET333;A:PHE198;A:PHE230;A:SER200;A:SER364;A:THR374-
DOCK_SCAFFOLDc1nc(N2CC[NH2+]CC2)c2[nH]cnc2n1-
DOCK_SCAFFOLDc1nc(N2CC[NH2+]CC2)c2[nH]cnc2n1-
DOCK_SCORE-22.596000-
DOCK_SCORE-18.571700-
DOCK_SCORE_INTER-22.289700-
DOCK_SCORE_INTER-25.756300-
DOCK_SCORE_INTER_KCAL-5.323806-
DOCK_SCORE_INTER_KCAL-6.151789-
DOCK_SCORE_INTER_NORM-0.857298-
DOCK_SCORE_INTER_NORM-0.990627-
DOCK_SCORE_INTRA3.718030-
DOCK_SCORE_INTRA3.160280-
DOCK_SCORE_INTRA_KCAL0.888037-
DOCK_SCORE_INTRA_KCAL0.754820-
DOCK_SCORE_INTRA_NORM0.143001-
DOCK_SCORE_INTRA_NORM0.121549-
DOCK_SCORE_KCAL-4.435776-
DOCK_SCORE_KCAL-5.396964-
DOCK_SCORE_NORM-0.869078-
DOCK_SCORE_NORM-0.714297-
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_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC16H27N6O2S2+-
DOCK_SOURCE_FORMULAC16H27N6O2S2+-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP0.311000-
DOCK_SOURCE_LOGP0.311000-
DOCK_SOURCE_MW399.566000-
DOCK_SOURCE_MW399.566000-
DOCK_SOURCE_NAMEMK198-
DOCK_SOURCE_NAMEMK198-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA96.280000-
DOCK_SOURCE_TPSA96.280000-
DOCK_STRAIN_DELTA37.065438-
DOCK_STRAIN_DELTA49.843217-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT06-
DOCK_TARGETT17-
EXACT_MASS399.16314252409Da
FORMULAC16H27N6O2S2+-
HBA7-
HBD2-
LOGP0.31100000000000105-
MOL_WEIGHT399.5660000000001g/mol
QED_SCORE0.46270780096995345-
ROTATABLE_BONDS9-
TPSA96.28A^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
T17 T17 selection_import_t17 1
native pose available
 0.42257366008477365 -18.5717 9 0.75 - Best pose
T06 T06 selection_import_t06 1
native pose available
 0.6769469302012954 -22.596 16 0.76 - Best pose
T17 — T17 1 poses · report selection_import_t17
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
303 0.42257366008477365 -0.857298 -18.5717 5 16 9 0.75 0.00 0.00 0.00 - no geometry warning; 6 clashes; 2 protein contact clashes; high strain Δ 37.1 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
253 0.6769469302012954 -0.990627 -22.596 4 18 16 0.76 0.20 0.25 0.50 - no geometry warning; 6 clashes; 5 protein contact clashes; 1 cofactor-context clash; high strain Δ 49.8 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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