FAIRMol

MK179

ID 2323

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (9)
2D structure

SMILES: S=c1cc(-c2ccc(OCC[NH+]3CCN(c4ncnc5nc[nH]c45)CC3)cc2)ss1

Formula: C20H21N6OS3+ | MW: 457.63000000000017

LogP: 2.656290000000001 | TPSA: 71.37

HBA/HBD: 8/2 | RotB: 6

InChIKey: GVOBVVZMQGWILZ-UHFFFAOYSA-O

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

ATP mimic pyrimidine H-bond acceptor N ×5 H-bond acceptor O H-bond donor ×2 Gatekeeper aromatic P-gp efflux flag

Functional group

Tertiary amine Aryl ether Ether

Ring system

Benzene Imidazole Piperazine Pyrimidine Hexahydropyrimidine Tetrahydropyrimidine
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.956275-
DOCK_BASE_INTER_RANK-0.808595-
DOCK_BASE_INTER_RANK-0.784574-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK6.335445-
DOCK_FINAL_RANK4.570431-
DOCK_FINAL_RANK5.374101-
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:ARG1371-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP1161-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLY1121-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL581-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER431-
DOCK_IFP::B:SER711-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR461-
DOCK_IFP::B:TYR491-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.736085-
DOCK_MAX_CLASH_OVERLAP0.703601-
DOCK_MAX_CLASH_OVERLAP0.703623-
DOCK_POSE_COUNT4-
DOCK_POSE_COUNT2-
DOCK_POSE_COUNT3-
DOCK_PRE_RANK4.095905-
DOCK_PRE_RANK3.351025-
DOCK_PRE_RANK3.495394-
DOCK_PRIMARY_POSE_ID23805-
DOCK_PRIMARY_POSE_ID43410-
DOCK_PRIMARY_POSE_ID51133-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T12-
DOCK_REPORT_IDdockmulti_91311c650f2e_T18-
DOCK_REPORT_IDdockmulti_91311c650f2e_T21-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ASP116;A:CYS52;A:GLU18;A:GLY112;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53;A:VAL58-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER43;B:SER71;B:TYR46-
DOCK_SCAFFOLDS=c1cc(-c2ccc(OCC[NH+]3CCN(c4ncnc5nc[nH]c45)CC3)cc2)ss1-
DOCK_SCAFFOLDS=c1cc(-c2ccc(OCC[NH+]3CCN(c4ncnc5[nH]cnc45)CC3)cc2)ss1-
DOCK_SCAFFOLDS=c1cc(-c2ccc(OCC[NH+]3CCN(c4ncnc5[nH]cnc45)CC3)cc2)ss1-
DOCK_SCORE-26.522900-
DOCK_SCORE-21.826700-
DOCK_SCORE-20.415100-
DOCK_SCORE_INTER-28.688300-
DOCK_SCORE_INTER-24.257800-
DOCK_SCORE_INTER-23.537200-
DOCK_SCORE_INTER_KCAL-6.852086-
DOCK_SCORE_INTER_KCAL-5.793878-
DOCK_SCORE_INTER_KCAL-5.621766-
DOCK_SCORE_INTER_NORM-0.956275-
DOCK_SCORE_INTER_NORM-0.808595-
DOCK_SCORE_INTER_NORM-0.784574-
DOCK_SCORE_INTRA2.165320-
DOCK_SCORE_INTRA2.431120-
DOCK_SCORE_INTRA3.122140-
DOCK_SCORE_INTRA_KCAL0.517178-
DOCK_SCORE_INTRA_KCAL0.580663-
DOCK_SCORE_INTRA_KCAL0.745711-
DOCK_SCORE_INTRA_NORM0.072178-
DOCK_SCORE_INTRA_NORM0.081037-
DOCK_SCORE_INTRA_NORM0.104071-
DOCK_SCORE_KCAL-6.334889-
DOCK_SCORE_KCAL-5.213220-
DOCK_SCORE_KCAL-4.876065-
DOCK_SCORE_NORM-0.884098-
DOCK_SCORE_NORM-0.727558-
DOCK_SCORE_NORM-0.680502-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
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_FILEresults_T12_top1000.sdf-
DOCK_SOURCE_FILEresults_T18_top1000.sdf-
DOCK_SOURCE_FILEresults_T21_top1000.sdf-
DOCK_SOURCE_FORMULAC20H21N6OS3+-
DOCK_SOURCE_FORMULAC20H21N6OS3+-
DOCK_SOURCE_FORMULAC20H21N6OS3+-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP2.656290-
DOCK_SOURCE_LOGP2.656290-
DOCK_SOURCE_LOGP2.656290-
DOCK_SOURCE_MW457.630000-
DOCK_SOURCE_MW457.630000-
DOCK_SOURCE_MW457.630000-
DOCK_SOURCE_NAMEMK179-
DOCK_SOURCE_NAMEMK179-
DOCK_SOURCE_NAMEMK179-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA71.370000-
DOCK_SOURCE_TPSA71.370000-
DOCK_SOURCE_TPSA71.370000-
DOCK_STRAIN_DELTA49.325663-
DOCK_STRAIN_DELTA32.323437-
DOCK_STRAIN_DELTA43.311775-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT12-
DOCK_TARGETT18-
DOCK_TARGETT21-
EXACT_MASS457.0933487120901Da
FORMULAC20H21N6OS3+-
HBA8-
HBD2-
LOGP2.656290000000001-
MOL_WEIGHT457.63000000000017g/mol
QED_SCORE0.34268595468033314-
ROTATABLE_BONDS6-
TPSA71.37A^2

Samples

BatchAmountPurityState

Containers

NameLocationQR

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
T18 T18 dockmulti_91311c650f2e_T18 2
native pose available
 4.57043149477765 -21.8267 11 0.85 - Best pose
T21 T21 dockmulti_91311c650f2e_T21 3
native pose available
 5.374100823685727 -20.4151 13 0.93 - Best pose
T12 T12 dockmulti_91311c650f2e_T12 4
native pose available
 6.3354451840426576 -26.5229 14 0.88 - Best pose
T18 — T18 2 poses · report dockmulti_91311c650f2e_T18
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
1323 4.57043149477765 -0.808595 -21.8267 3 15 11 0.85 - - - - no geometry warning; 10 clashes; 6 protein contact clashes; high strain Δ 32.3 Open pose
1324 5.717337339679293 -0.698687 -17.3759 3 14 11 0.85 - - - - no geometry warning; 10 clashes; 9 protein contact clashes; high strain Δ 36.4 Open pose
T21 — T21 3 poses · report dockmulti_91311c650f2e_T21
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
1277 5.374100823685727 -0.784574 -20.4151 10 16 13 0.93 0.33 0.44 0.50 - no geometry warning; 9 clashes; 7 protein contact clashes; high strain Δ 43.3 Open pose
1278 6.114087897221385 -0.81219 -23.0963 10 16 13 0.93 0.42 0.44 0.50 - yes excluded; geometry warning; 11 clashes; 1 protein clash; high strain Δ 22.4 Open pose
1276 8.301062887494497 -0.807335 -20.5209 10 17 13 0.93 0.58 0.56 0.62 - yes excluded; geometry warning; 9 clashes; 2 protein clashes; high strain Δ 41.0 Open pose
T12 — T12 4 poses · report dockmulti_91311c650f2e_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
862 6.3354451840426576 -0.956275 -26.5229 10 17 14 0.88 0.33 0.50 0.60 - no geometry warning; 10 clashes; 9 protein contact clashes; high strain Δ 49.3 Open pose
861 8.04807354646821 -0.988233 -27.7892 11 17 14 0.88 0.33 0.40 0.50 - yes excluded; geometry warning; 11 clashes; 2 protein clashes; moderate strain Δ 19.1 Open pose
860 8.8030648644536 -1.02158 -27.5832 9 18 15 0.94 0.42 0.50 0.60 - yes excluded; geometry warning; 12 clashes; 1 protein clash; high strain Δ 48.1 Open pose
859 9.697053443731326 -0.967111 -29.0107 12 17 14 0.88 0.33 0.40 0.50 - yes excluded; geometry warning; 11 clashes; 2 protein clashes; high strain Δ 31.4 Open pose

Heterocycles & Functional Groups

Analysis powered by faircheckmol_nodb — click any item to highlight its atoms in the structure.
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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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⚗ AI Structural Analysis

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