FAIRMol

MK24

ID 4172

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: Cc1c(C)c2c(c(C[NH+]3CCN(C(=O)c4ccc(NS(C)(=O)=O)cc4)CC3)c1O)CCC(C)(C)O2

Formula: C26H36N3O5S+ | MW: 502.6570000000003

LogP: 2.02504 | TPSA: 100.38000000000001

HBA/HBD: 5/3 | RotB: 5

InChIKey: MIGVRSIYTMWIAS-UHFFFAOYSA-O

Recognized patterns

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

Bio motif

Hydroquinone Sulfonamide bioisostere N-Methyl amide ×2 H-bond acceptor N H-bond acceptor O ×4 H-bond donor ×3 Gatekeeper aromatic ×2 Metal chelator P-gp efflux flag

Functional group

Carbonyl Amide Phenol Tertiary amine Lactam Sulfonamide Aryl ether Ether

Ring system

Benzene ×2 Piperazine Chromane Chromene Hexahydropyrimidine Tetrahydropyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.719793-
DOCK_BASE_INTER_RANK-0.894038-
DOCK_BASE_INTER_RANK-0.688479-
DOCK_BASE_INTER_RANK-0.590291-
DOCK_BASE_INTER_RANK-0.652326-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT16.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID21-
DOCK_EXPERIMENT_ID20-
DOCK_EXPERIMENT_ID22-
DOCK_EXPERIMENT_ID16-
DOCK_FINAL_RANK5.152576-
DOCK_FINAL_RANK4.377817-
DOCK_FINAL_RANK3.072940-
DOCK_FINAL_RANK4.856813-
DOCK_FINAL_RANK4.357607-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA2091-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG3421-
DOCK_IFP::A:ARG741-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN201-
DOCK_IFP::A:ASN2081-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASN911-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:CYS261-
DOCK_IFP::A:GLN3411-
DOCK_IFP::A:GLU211-
DOCK_IFP::A:GLU3431-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU251-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LEU731-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:MET701-
DOCK_IFP::A:MET981-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE831-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:PRO3401-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:TYR941-
DOCK_IFP::A:VAL881-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:MET751-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR461-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.621281-
DOCK_MAX_CLASH_OVERLAP0.621247-
DOCK_MAX_CLASH_OVERLAP0.621203-
DOCK_MAX_CLASH_OVERLAP0.615235-
DOCK_MAX_CLASH_OVERLAP0.621227-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.015855-
DOCK_PRE_RANK4.284160-
DOCK_PRE_RANK4.758070-
DOCK_PRE_RANK4.259593-
DOCK_PRE_RANK5.095476-
DOCK_PRIMARY_POSE_ID13178-
DOCK_PRIMARY_POSE_ID14459-
DOCK_PRIMARY_POSE_ID13820-
DOCK_PRIMARY_POSE_ID9088-
DOCK_PRIMARY_POSE_ID10517-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t20-
DOCK_REPORT_IDselection_import_t21-
DOCK_REPORT_IDselection_import_t22-
DOCK_REPORT_IDselection_import_t16-
DOCK_REPORT_IDselection_import_t14-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:MET98;A:TYR94;B:ARG113;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:MET75;B:PRO12;B:SER71;B:TYR46-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:LEU399;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER470;A:THR397-
DOCK_RESIDUE_CONTACTSA:ALA24;A:ALA40;A:ASN41;A:ASP129;A:GLU21;A:GLU73;A:GLY23;A:GLY25;A:LEU130;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER22;A:SER27;A:SER28-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA90;A:ARG74;A:ASN208;A:ASN91;A:LEU73;A:LYS211;A:LYS89;A:MET70;A:PHE83;A:PRO187;A:PRO212;A:PRO213;A:TYR210;A:VAL88-
DOCK_RESIDUE_CONTACTSA:ARG22;A:ARG342;A:ASN20;A:ASP385;A:CYS26;A:GLN341;A:GLU343;A:GLU384;A:LEU25;A:LEU382;A:PRO340;A:SER282;A:THR21;A:THR285-
DOCK_SCAFFOLDO=C(c1ccccc1)N1CC[NH+](Cc2cccc3c2CCCO3)CC1-
DOCK_SCAFFOLDO=C(c1ccccc1)N1CC[NH+](Cc2cccc3c2CCCO3)CC1-
DOCK_SCAFFOLDO=C(c1ccccc1)N1CC[NH+](Cc2cccc3c2CCCO3)CC1-
DOCK_SCAFFOLDO=C(c1ccccc1)N1CC[NH+](Cc2cccc3c2CCCO3)CC1-
DOCK_SCAFFOLDO=C(c1ccccc1)N1CC[NH+](Cc2cccc3c2CCCO3)CC1-
DOCK_SCORE-13.237500-
DOCK_SCORE-20.247100-
DOCK_SCORE-31.651800-
DOCK_SCORE-26.062700-
DOCK_SCORE-23.391300-
DOCK_SCORE_INTER-31.291300-
DOCK_SCORE_INTER-24.096800-
DOCK_SCORE_INTER-22.831400-
DOCK_SCORE_INTER-20.660200-
DOCK_SCORE_INTER-25.192700-
DOCK_SCORE_INTER_KCAL-5.453189-
DOCK_SCORE_INTER_KCAL-5.755424-
DOCK_SCORE_INTER_KCAL-6.017176-
DOCK_SCORE_INTER_KCAL-4.934606-
DOCK_SCORE_INTER_KCAL-7.473802-
DOCK_SCORE_INTER_NORM-0.652326-
DOCK_SCORE_INTER_NORM-0.894038-
DOCK_SCORE_INTER_NORM-0.688479-
DOCK_SCORE_INTER_NORM-0.590291-
DOCK_SCORE_INTER_NORM-0.719793-
DOCK_SCORE_INTRA0.705431-
DOCK_SCORE_INTRA4.945650-
DOCK_SCORE_INTRA-3.231240-
DOCK_SCORE_INTRA-0.360423-
DOCK_SCORE_INTRA7.422660-
DOCK_SCORE_INTRA_KCAL0.168489-
DOCK_SCORE_INTRA_KCAL1.181249-
DOCK_SCORE_INTRA_KCAL-0.086086-
DOCK_SCORE_INTRA_KCAL1.772873-
DOCK_SCORE_INTRA_KCAL-0.771769-
DOCK_SCORE_INTRA_NORM0.212076-
DOCK_SCORE_INTRA_NORM-0.092321-
DOCK_SCORE_INTRA_NORM0.020155-
DOCK_SCORE_INTRA_NORM0.141304-
DOCK_SCORE_INTRA_NORM-0.010298-
DOCK_SCORE_KCAL-5.586918-
DOCK_SCORE_KCAL-3.161724-
DOCK_SCORE_KCAL-6.224972-
DOCK_SCORE_KCAL-4.835939-
DOCK_SCORE_KCAL-7.559906-
DOCK_SCORE_NORM-0.744648-
DOCK_SCORE_NORM-0.904336-
DOCK_SCORE_NORM-0.578488-
DOCK_SCORE_NORM-0.378215-
DOCK_SCORE_NORM-0.668324-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
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_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
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_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
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_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC26H36N3O5S+-
DOCK_SOURCE_FORMULAC26H36N3O5S+-
DOCK_SOURCE_FORMULAC26H36N3O5S+-
DOCK_SOURCE_FORMULAC26H36N3O5S+-
DOCK_SOURCE_FORMULAC26H36N3O5S+-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
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_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_LOGP2.025040-
DOCK_SOURCE_LOGP2.025040-
DOCK_SOURCE_LOGP2.025040-
DOCK_SOURCE_LOGP2.025040-
DOCK_SOURCE_LOGP2.025040-
DOCK_SOURCE_MW502.657000-
DOCK_SOURCE_MW502.657000-
DOCK_SOURCE_MW502.657000-
DOCK_SOURCE_MW502.657000-
DOCK_SOURCE_MW502.657000-
DOCK_SOURCE_NAMEMK24-
DOCK_SOURCE_NAMEMK24-
DOCK_SOURCE_NAMEMK24-
DOCK_SOURCE_NAMEMK24-
DOCK_SOURCE_NAMEMK24-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA100.380000-
DOCK_SOURCE_TPSA100.380000-
DOCK_SOURCE_TPSA100.380000-
DOCK_SOURCE_TPSA100.380000-
DOCK_SOURCE_TPSA100.380000-
DOCK_STRAIN_DELTA55.320973-
DOCK_STRAIN_DELTA62.630120-
DOCK_STRAIN_DELTA38.144405-
DOCK_STRAIN_DELTA38.137459-
DOCK_STRAIN_DELTA45.275101-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT21-
DOCK_TARGETT20-
DOCK_TARGETT22-
DOCK_TARGETT14-
DOCK_TARGETT16-
EXACT_MASS502.23701867208996Da
FORMULAC26H36N3O5S+-
HBA5-
HBD3-
LOGP2.02504-
MOL_WEIGHT502.6570000000003g/mol
QED_SCORE0.5810366450347971-
ROTATABLE_BONDS5-
TPSA100.38000000000001A^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
T14 T14 selection_import_t14 1
native pose available
 3.072939621275057 -26.0627 9 0.60 - Best pose
T21 T21 selection_import_t21 1
native pose available
 4.357606610843862 -20.2471 13 0.93 - Best pose
T16 T16 selection_import_t16 1
native pose available
 4.377816770020476 -23.3913 9 0.75 - Best pose
T20 T20 selection_import_t20 1
native pose available
 4.8568129299279565 -13.2375 8 1.00 - Best pose
T22 T22 selection_import_t22 1
native pose available
 5.152576031245613 -31.6518 16 0.76 - Best pose
T14 — T14 1 poses · report selection_import_t14
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
280 3.072939621275057 -0.652326 -26.0627 9 14 9 0.60 0.17 0.40 0.40 - no geometry warning; 16 clashes; 1 protein clash; high strain Δ 38.1 Open pose
T21 — T21 1 poses · report selection_import_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
262 4.357606610843862 -0.719793 -20.2471 13 18 13 0.93 0.75 0.78 0.88 - no geometry warning; 17 clashes; 1 protein clash; high strain Δ 45.3 Open pose
T16 — T16 1 poses · report selection_import_t16
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
352 4.377816770020476 -0.688479 -23.3913 4 15 9 0.75 - - - - no geometry warning; 18 clashes; 2 protein clashes; high strain Δ 62.6 Open pose
T20 — T20 1 poses · report selection_import_t20
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
299 4.8568129299279565 -0.590291 -13.2375 6 10 8 1.00 1.00 1.00 1.00 - no geometry warning; 16 clashes; 3 protein clashes; high strain Δ 55.3 Open pose
T22 — T22 1 poses · report selection_import_t22
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
221 5.152576031245613 -0.894038 -31.6518 8 16 16 0.76 0.40 0.55 0.55 - no geometry warning; 17 clashes; 3 protein clashes; high strain Δ 38.1 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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