FAIRMol

MK26

ID 465

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(CCc4ccc(NS(C)(=O)=O)cc4)CC3)c1O)CCC(C)(C)O2

Formula: C27H40N3O4S+ | MW: 502.7010000000003

LogP: 2.42734 | TPSA: 83.31000000000002

HBA/HBD: 5/3 | RotB: 7

InChIKey: PELMYMUFQAQUEI-UHFFFAOYSA-O

Recognized patterns

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

Bio motif

Hydroquinone Sulfonamide bioisostere H-bond acceptor N H-bond acceptor O ×3 H-bond donor ×3 Gatekeeper aromatic ×2 P-gp efflux flag

Functional group

Phenol Tertiary amine Sulfonamide Aryl ether Ether

Ring system

Benzene ×2 Piperazine Chromane Chromene Hexahydropyrimidine Tetrahydropyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.679398-
DOCK_BASE_INTER_RANK-0.712779-
DOCK_BASE_INTER_RANK-0.710593-
DOCK_BASE_INTER_RANK-0.730471-
DOCK_BASE_INTER_RANK-0.658338-
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_COUNT15.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT24.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENT_ID11-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID15-
DOCK_EXPERIMENT_ID17-
DOCK_FINAL_RANK3.371531-
DOCK_FINAL_RANK3.003263-
DOCK_FINAL_RANK2.697591-
DOCK_FINAL_RANK6.178121-
DOCK_FINAL_RANK3.712099-
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:ALA101-
DOCK_IFP::A:ALA2831-
DOCK_IFP::A:ALA2841-
DOCK_IFP::A:ALA3631-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG2281-
DOCK_IFP::A:ARG3421-
DOCK_IFP::A:ARG3611-
DOCK_IFP::A:ARG501-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:ASN1931-
DOCK_IFP::A:ASN201-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP441-
DOCK_IFP::A:ASP471-
DOCK_IFP::A:CYS261-
DOCK_IFP::A:CYS3751-
DOCK_IFP::A:GLN3411-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU3431-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY1171-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY1961-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY2291-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:GLY3761-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:HIS3591-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE1991-
DOCK_IFP::A:ILE2851-
DOCK_IFP::A:ILE481-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU2271-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU251-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:LEU3771-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LEU951-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO3401-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:THR3601-
DOCK_IFP::A:THR3741-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR711-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL3621-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA671-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ASN2451-
DOCK_IFP::B:GLN681-
DOCK_IFP::B:GLY2141-
DOCK_IFP::B:GLY2151-
DOCK_IFP::B:GLY2461-
DOCK_IFP::B:GLY661-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS2161-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:TYR691-
DOCK_IFP::B:VAL881-
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_OVERLAP0.612326-
DOCK_MAX_CLASH_OVERLAP0.612417-
DOCK_MAX_CLASH_OVERLAP0.612341-
DOCK_MAX_CLASH_OVERLAP0.614479-
DOCK_MAX_CLASH_OVERLAP0.612327-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK6.143386-
DOCK_PRE_RANK2.652508-
DOCK_PRE_RANK3.634198-
DOCK_PRE_RANK3.342442-
DOCK_PRE_RANK2.962712-
DOCK_PRIMARY_POSE_ID11126-
DOCK_PRIMARY_POSE_ID319-
DOCK_PRIMARY_POSE_ID9090-
DOCK_PRIMARY_POSE_ID9865-
DOCK_PRIMARY_POSE_ID7016-
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_t01-
DOCK_REPORT_IDselection_import_t11-
DOCK_REPORT_IDselection_import_t17-
DOCK_REPORT_IDselection_import_t15-
DOCK_REPORT_IDselection_import_t14-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:GLY117;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:SER60;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA40;A:ASN125;A:ASN193;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:ILE48;A:LEU194;A:LEU95;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:THR71;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ALA284;A:ALA363;A:ARG228;A:ARG361;A:CYS375;A:GLY196;A:GLY197;A:GLY229;A:GLY286;A:GLY376;A:HIS359;A:ILE199;A:ILE285;A:LEU227;A:LEU332;A:LEU334;A:LEU377;A:PHE198;A:PHE230;A:SER200;A:SER364;A:THR360;A:THR374;A:VAL362-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA67;B:ALA90;B:ASN245;B:GLN68;B:GLY214;B:GLY215;B:GLY246;B:GLY66;B:LEU73;B:LYS211;B:LYS216;B:LYS89;B:MET70;B:PRO212;B:PRO213;B:TYR210;B:TYR69;B:VAL88-
DOCK_RESIDUE_CONTACTSA:ALA283;A:ARG22;A:ARG342;A:ARG50;A:ASN20;A:ASP44;A:ASP47;A:CYS26;A:GLN341;A:GLU343;A:GLU384;A:LEU25;A:LEU382;A:PRO340;A:SER282;A:THR21;A:THR285-
DOCK_SCAFFOLDc1ccc(CC[NH+]2CCN(Cc3cccc4c3CCCO4)CC2)cc1-
DOCK_SCAFFOLDc1ccc(CCN2CC[NH+](Cc3cccc4c3CCCO4)CC2)cc1-
DOCK_SCAFFOLDc1ccc(CC[NH+]2CCN(Cc3cccc4c3CCCO4)CC2)cc1-
DOCK_SCAFFOLDc1ccc(CC[NH+]2CCN(Cc3cccc4c3CCCO4)CC2)cc1-
DOCK_SCAFFOLDc1ccc(CC[NH+]2CCN(Cc3cccc4c3CCCO4)CC2)cc1-
DOCK_SCORE-18.331000-
DOCK_SCORE-21.646400-
DOCK_SCORE-20.820500-
DOCK_SCORE-20.093000-
DOCK_SCORE-20.543600-
DOCK_SCORE_INTER-23.041800-
DOCK_SCORE_INTER-24.870700-
DOCK_SCORE_INTER-23.778900-
DOCK_SCORE_INTER-24.947300-
DOCK_SCORE_INTER-25.566500-
DOCK_SCORE_INTER_KCAL-5.503442-
DOCK_SCORE_INTER_KCAL-5.958563-
DOCK_SCORE_INTER_KCAL-6.106456-
DOCK_SCORE_INTER_KCAL-5.940267-
DOCK_SCORE_INTER_KCAL-5.679495-
DOCK_SCORE_INTER_NORM-0.730471-
DOCK_SCORE_INTER_NORM-0.679398-
DOCK_SCORE_INTER_NORM-0.658338-
DOCK_SCORE_INTER_NORM-0.712779-
DOCK_SCORE_INTER_NORM-0.710593-
DOCK_SCORE_INTRA2.655000-
DOCK_SCORE_INTRA3.920130-
DOCK_SCORE_INTRA4.628540-
DOCK_SCORE_INTRA4.854310-
DOCK_SCORE_INTRA4.327110-
DOCK_SCORE_INTRA_KCAL0.634136-
DOCK_SCORE_INTRA_KCAL1.159433-
DOCK_SCORE_INTRA_KCAL1.105508-
DOCK_SCORE_INTRA_KCAL1.033513-
DOCK_SCORE_INTRA_KCAL0.936307-
DOCK_SCORE_INTRA_NORM0.112004-
DOCK_SCORE_INTRA_NORM0.138694-
DOCK_SCORE_INTRA_NORM0.123632-
DOCK_SCORE_INTRA_NORM0.132244-
DOCK_SCORE_INTRA_NORM0.075857-
DOCK_SCORE_KCAL-4.799133-
DOCK_SCORE_KCAL-4.972893-
DOCK_SCORE_KCAL-4.378286-
DOCK_SCORE_KCAL-4.906757-
DOCK_SCORE_KCAL-5.170156-
DOCK_SCORE_NORM-0.574085-
DOCK_SCORE_NORM-0.523743-
DOCK_SCORE_NORM-0.586961-
DOCK_SCORE_NORM-0.594870-
DOCK_SCORE_NORM-0.618468-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.082285-
DOCK_SCORE_RESTR0.303482-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.002351-
DOCK_SCORE_RESTR_NORM0.008671-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET11_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC27H40N3O4S+-
DOCK_SOURCE_FORMULAC27H40N3O4S+-
DOCK_SOURCE_FORMULAC27H40N3O4S+-
DOCK_SOURCE_FORMULAC27H40N3O4S+-
DOCK_SOURCE_FORMULAC27H40N3O4S+-
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_LOGP2.427340-
DOCK_SOURCE_LOGP2.427340-
DOCK_SOURCE_LOGP2.427340-
DOCK_SOURCE_LOGP2.427340-
DOCK_SOURCE_LOGP2.427340-
DOCK_SOURCE_MW502.701000-
DOCK_SOURCE_MW502.701000-
DOCK_SOURCE_MW502.701000-
DOCK_SOURCE_MW502.701000-
DOCK_SOURCE_MW502.701000-
DOCK_SOURCE_NAMEMK26-
DOCK_SOURCE_NAMEMK26-
DOCK_SOURCE_NAMEMK26-
DOCK_SOURCE_NAMEMK26-
DOCK_SOURCE_NAMEMK26-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA83.310000-
DOCK_SOURCE_TPSA83.310000-
DOCK_SOURCE_TPSA83.310000-
DOCK_SOURCE_TPSA83.310000-
DOCK_SOURCE_TPSA83.310000-
DOCK_STRAIN_DELTA32.297801-
DOCK_STRAIN_DELTA47.110846-
DOCK_STRAIN_DELTA26.539340-
DOCK_STRAIN_DELTA22.938385-
DOCK_STRAIN_DELTA29.882505-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT11-
DOCK_TARGETT17-
DOCK_TARGETT15-
DOCK_TARGETT01-
DOCK_TARGETT14-
EXACT_MASS502.2734041800899Da
FORMULAC27H40N3O4S+-
HBA5-
HBD3-
LOGP2.42734-
MOL_WEIGHT502.7010000000003g/mol
QED_SCORE0.5418034687257304-
ROTATABLE_BONDS7-
TPSA83.31000000000002A^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
T01 T01 selection_import_t01 1
native pose available
 2.6975914816310187 -21.6464 16 0.76 - Best pose
T17 T17 selection_import_t17 1
native pose available
 3.0032633616001716 -20.8205 8 0.67 - Best pose
T15 T15 selection_import_t15 1
native pose available
 3.3715312613135215 -20.093 9 0.69 - Best pose
T11 T11 selection_import_t11 1
native pose available
 3.712098901868518 -20.5436 15 0.83 - Best pose
T14 T14 selection_import_t14 1
native pose available
 6.178120509243062 -18.331 8 0.53 - Best pose
T01 — T01 1 poses · report selection_import_t01
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
319 2.6975914816310187 -0.730471 -21.6464 2 18 16 0.76 0.20 0.20 0.20 - no geometry warning; 15 clashes; 1 protein clash; high strain Δ 32.3 Open 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
283 3.0032633616001716 -0.679398 -20.8205 5 24 8 0.67 0.00 0.00 0.00 - no geometry warning; 13 clashes; 1 protein clash; moderate strain Δ 29.9 Open pose
T15 — T15 1 poses · report selection_import_t15
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
379 3.3715312613135215 -0.712779 -20.093 5 19 9 0.69 - - - - no geometry warning; 14 clashes; 2 protein clashes; moderate strain Δ 22.9 Open pose
T11 — T11 1 poses · report selection_import_t11
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
242 3.712098901868518 -0.710593 -20.5436 3 20 15 0.83 0.60 0.60 0.75 - no geometry warning; 14 clashes; 2 protein clashes; high strain Δ 47.1 Open 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
282 6.178120509243062 -0.658338 -18.331 8 17 8 0.53 0.17 0.20 0.20 - no geometry warning; 13 clashes; 3 protein clashes; moderate strain Δ 26.5 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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