FAIRMol

Z16382399

ID 1121

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

SMILES: CCN(C(=O)CSc1ncnc2c1cnn2-c1ccccc1)[C@H]1CCS(=O)(=O)C1

Formula: C19H21N5O3S2 | MW: 431.54300000000023

LogP: 1.9431999999999998 | TPSA: 98.05000000000001

HBA/HBD: 7/- | RotB: 6

InChIKey: HMSDKLLDNKNQDC-HNNXBMFYSA-N

Recognized patterns

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

Bio motif

ATP mimic pyrimidine N-Methyl amide ×2 H-bond acceptor N ×5 H-bond acceptor O ×3 Gatekeeper aromatic Metal chelator P-gp efflux flag

Functional group

Carbonyl Amide Tertiary amine Sulfone Sulfide

Ring system

Benzene Pyrimidine Thiolane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.068710-
DOCK_BASE_INTER_RANK-0.973685-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID5-
DOCK_FINAL_RANK1.405002-
DOCK_FINAL_RANK3.389325-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG481-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:SER2271-
DOCK_IFP::A:TRP471-
DOCK_IFP::A:TYR1141-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL491-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.701067-
DOCK_MAX_CLASH_OVERLAP0.701167-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.336838-
DOCK_PRE_RANK3.343311-
DOCK_PRIMARY_POSE_ID1924-
DOCK_PRIMARY_POSE_ID3257-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t05-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLY225;A:LEU188;A:LEU226;A:LEU229;A:MET183;A:NDP302;A:PHE113;A:SER112;A:SER227;A:TYR114;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG48;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:PHE56;A:PHE91;A:TRP47;A:VAL49-
DOCK_SCAFFOLDO=C(CSc1ncnc2c1cnn2-c1ccccc1)NC1CCS(=O)(=O)C1-
DOCK_SCAFFOLDO=C(CSc1ncnc2c1cnn2-c1ccccc1)NC1CCS(=O)(=O)C1-
DOCK_SCORE-26.546500-
DOCK_SCORE-32.405100-
DOCK_SCORE_INTER-30.992500-
DOCK_SCORE_INTER-28.236900-
DOCK_SCORE_INTER_KCAL-7.402435-
DOCK_SCORE_INTER_KCAL-6.744271-
DOCK_SCORE_INTER_NORM-0.973685-
DOCK_SCORE_INTER_NORM-1.068710-
DOCK_SCORE_INTRA-1.663440-
DOCK_SCORE_INTRA1.690380-
DOCK_SCORE_INTRA_KCAL-0.397306-
DOCK_SCORE_INTRA_KCAL0.403741-
DOCK_SCORE_INTRA_NORM-0.057360-
DOCK_SCORE_INTRA_NORM0.058289-
DOCK_SCORE_KCAL-7.739829-
DOCK_SCORE_KCAL-6.340525-
DOCK_SCORE_NORM-0.915396-
DOCK_SCORE_NORM-1.117420-
DOCK_SCORE_RESTR0.250848-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.008650-
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_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H21N5O3S2-
DOCK_SOURCE_FORMULAC19H21N5O3S2-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP1.943200-
DOCK_SOURCE_LOGP1.943200-
DOCK_SOURCE_MW431.543000-
DOCK_SOURCE_MW431.543000-
DOCK_SOURCE_NAMEZ16382399-
DOCK_SOURCE_NAMEZ16382399-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA98.050000-
DOCK_SOURCE_TPSA98.050000-
DOCK_STRAIN_DELTA32.776746-
DOCK_STRAIN_DELTA43.046183-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT05-
DOCK_TARGETT03-
EXACT_MASS431.108581532Da
FORMULAC19H21N5O3S2-
HBA7-
HBD0-
LOGP1.9431999999999998-
MOL_WEIGHT431.54300000000023g/mol
QED_SCORE0.4344584253059627-
ROTATABLE_BONDS6-
TPSA98.05000000000001A^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
T03 T03 selection_import_t03 1
native pose available
 1.4050022695790856 -26.5465 9 0.45 - Best pose
T05 T05 selection_import_t05 1
native pose available
 3.389324619676428 -32.4051 11 0.65 - Best pose
T03 — T03 1 poses · report selection_import_t03
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
569 1.4050022695790856 -0.973685 -26.5465 4 13 9 0.45 0.29 0.20 0.20 - no geometry warning; 9 clashes; 8 protein contact clashes; high strain Δ 43.0 Open 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
547 3.389324619676428 -1.06871 -32.4051 7 15 11 0.65 0.29 0.33 0.60 - no geometry warning; 10 clashes; 2 protein clashes; 1 cofactor-context clash; high strain Δ 32.8 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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