FAIRMol

MK152

ID 950

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)c1O)CC[C@@](C)(COCc1cn(CCc3ccc(O)c(O)c3)nn1)O2

Formula: C25H31N3O5 | MW: 453.5390000000002

LogP: 3.8633600000000032 | TPSA: 109.86000000000001

HBA/HBD: 7/3 | RotB: 7

InChIKey: PLJCYGFKJICCHP-VWLOTQADSA-N

Recognized patterns

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

Bio motif

Catechol Hydroquinone H-bond acceptor N ×3 H-bond acceptor O ×2 H-bond donor ×3 Gatekeeper aromatic ×2

Functional group

Phenol ×3 Aryl ether Ether ×2

Ring system

Benzene ×2 Chromane Chromene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.021200-
DOCK_BASE_INTER_RANK-0.854858-
DOCK_BASE_INTER_RANK-0.962012-
DOCK_BASE_INTER_RANK-0.823637-
DOCK_BASE_INTER_RANK-0.695516-
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_COUNT11.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID14-
DOCK_FINAL_RANK2.552008-
DOCK_FINAL_RANK3.324216-
DOCK_FINAL_RANK2.379800-
DOCK_FINAL_RANK2.449453-
DOCK_FINAL_RANK2.880198-
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:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP471-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN1041-
DOCK_IFP::A:GLU1381-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY2401-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LYS2201-
DOCK_IFP::A:LYS511-
DOCK_IFP::A:MET1691-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET3861-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO261-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER1361-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL3361-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY1571-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY751-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER741-
DOCK_IFP::B:SER861-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:TYR491-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
DOCK_IFP::D:HIS2671-
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_OVERLAP0.613967-
DOCK_MAX_CLASH_OVERLAP0.614013-
DOCK_MAX_CLASH_OVERLAP0.613928-
DOCK_MAX_CLASH_OVERLAP0.614062-
DOCK_MAX_CLASH_OVERLAP0.613956-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.419912-
DOCK_PRE_RANK2.504502-
DOCK_PRE_RANK2.341001-
DOCK_PRE_RANK2.816954-
DOCK_PRE_RANK3.289853-
DOCK_PRIMARY_POSE_ID7662-
DOCK_PRIMARY_POSE_ID9101-
DOCK_PRIMARY_POSE_ID988-
DOCK_PRIMARY_POSE_ID5643-
DOCK_PRIMARY_POSE_ID4993-
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_t08-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t14-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:GLY157;B:ILE45;B:MET53;B:PHE56;B:PRO88;B:SER44;B:SER86;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:NAP201;A:PHE32;A:PHE35;A:PRO26;A:PRO27;A:PRO62;A:SER60;A:THR57;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLU217;A:GLY205;A:LEU208;A:LEU209;A:LYS220;A:MET169;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206;D:HIS267-
DOCK_RESIDUE_CONTACTSA:ARG242;A:ARG337;A:ASP243;A:ASP385;A:ASP47;A:GLU384;A:GLY240;A:LEU339;A:LYS51;A:MET386;A:PHE383;A:SER282;A:THR241;A:VAL336-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:GLN104;A:GLU138;A:HIS105;A:HIS141;A:SER136;B:ARG46;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49-
DOCK_SCAFFOLDc1ccc(CCn2cc(COCC3CCc4ccccc4O3)nn2)cc1-
DOCK_SCAFFOLDc1ccc(CCn2cc(COCC3CCc4ccccc4O3)nn2)cc1-
DOCK_SCAFFOLDc1ccc(CCn2cc(COCC3CCc4ccccc4O3)nn2)cc1-
DOCK_SCAFFOLDc1ccc(CCn2cc(COCC3CCc4ccccc4O3)nn2)cc1-
DOCK_SCAFFOLDc1ccc(CCn2cc(COCC3CCc4ccccc4O3)nn2)cc1-
DOCK_SCORE-20.875500-
DOCK_SCORE-29.076500-
DOCK_SCORE-22.930100-
DOCK_SCORE-22.380700-
DOCK_SCORE-25.285000-
DOCK_SCORE_INTER-28.210300-
DOCK_SCORE_INTER-27.180000-
DOCK_SCORE_INTER-31.746400-
DOCK_SCORE_INTER-33.699700-
DOCK_SCORE_INTER-22.952000-
DOCK_SCORE_INTER_KCAL-6.737917-
DOCK_SCORE_INTER_KCAL-7.582501-
DOCK_SCORE_INTER_KCAL-8.049039-
DOCK_SCORE_INTER_KCAL-5.481993-
DOCK_SCORE_INTER_KCAL-6.491834-
DOCK_SCORE_INTER_NORM-0.695516-
DOCK_SCORE_INTER_NORM-0.962012-
DOCK_SCORE_INTER_NORM-0.854858-
DOCK_SCORE_INTER_NORM-0.823637-
DOCK_SCORE_INTER_NORM-1.021200-
DOCK_SCORE_INTRA2.669840-
DOCK_SCORE_INTRA2.076550-
DOCK_SCORE_INTRA4.104150-
DOCK_SCORE_INTRA5.829620-
DOCK_SCORE_INTRA8.414750-
DOCK_SCORE_INTRA_KCAL2.009829-
DOCK_SCORE_INTRA_KCAL0.980260-
DOCK_SCORE_INTRA_KCAL0.495976-
DOCK_SCORE_INTRA_KCAL0.637681-
DOCK_SCORE_INTRA_KCAL1.392381-
DOCK_SCORE_INTRA_NORM0.080904-
DOCK_SCORE_INTRA_NORM0.176655-
DOCK_SCORE_INTRA_NORM0.254992-
DOCK_SCORE_INTRA_NORM0.124368-
DOCK_SCORE_INTRA_NORM0.062926-
DOCK_SCORE_KCAL-5.345541-
DOCK_SCORE_KCAL-4.986030-
DOCK_SCORE_KCAL-6.944806-
DOCK_SCORE_KCAL-5.476763-
DOCK_SCORE_KCAL-6.039221-
DOCK_SCORE_NORM-0.881107-
DOCK_SCORE_NORM-0.632590-
DOCK_SCORE_NORM-0.694851-
DOCK_SCORE_NORM-0.766212-
DOCK_SCORE_NORM-0.678203-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.145795-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.004418-
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_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC25H31N3O5-
DOCK_SOURCE_FORMULAC25H31N3O5-
DOCK_SOURCE_FORMULAC25H31N3O5-
DOCK_SOURCE_FORMULAC25H31N3O5-
DOCK_SOURCE_FORMULAC25H31N3O5-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP3.863360-
DOCK_SOURCE_LOGP3.863360-
DOCK_SOURCE_LOGP3.863360-
DOCK_SOURCE_LOGP3.863360-
DOCK_SOURCE_LOGP3.863360-
DOCK_SOURCE_MW453.539000-
DOCK_SOURCE_MW453.539000-
DOCK_SOURCE_MW453.539000-
DOCK_SOURCE_MW453.539000-
DOCK_SOURCE_MW453.539000-
DOCK_SOURCE_NAMEMK152-
DOCK_SOURCE_NAMEMK152-
DOCK_SOURCE_NAMEMK152-
DOCK_SOURCE_NAMEMK152-
DOCK_SOURCE_NAMEMK152-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA109.860000-
DOCK_SOURCE_TPSA109.860000-
DOCK_SOURCE_TPSA109.860000-
DOCK_SOURCE_TPSA109.860000-
DOCK_SOURCE_TPSA109.860000-
DOCK_STRAIN_DELTA26.314762-
DOCK_STRAIN_DELTA33.534513-
DOCK_STRAIN_DELTA23.243038-
DOCK_STRAIN_DELTA40.910569-
DOCK_STRAIN_DELTA28.907978-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT02-
DOCK_TARGETT14-
DOCK_TARGETT09-
DOCK_TARGETT12-
DOCK_TARGETT08-
EXACT_MASS453.226371092Da
FORMULAC25H31N3O5-
HBA7-
HBD3-
LOGP3.8633600000000032-
MOL_WEIGHT453.5390000000002g/mol
QED_SCORE0.46603028920830625-
ROTATABLE_BONDS7-
TPSA109.86000000000001A^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
T08 T08 selection_import_t08 1
native pose available
 2.3798004038943423 -25.285 16 0.84 - Best pose
T12 T12 selection_import_t12 1
native pose available
 2.4494532002174654 -22.9301 15 0.94 - Best pose
T02 T02 selection_import_t02 1
native pose available
 2.552007957651151 -22.3807 16 0.76 - Best pose
T14 T14 selection_import_t14 1
native pose available
 2.8801978461699402 -20.8755 8 0.53 - Best pose
T09 T09 selection_import_t09 1
native pose available
 3.3242163212911824 -29.0765 13 0.62 - Best pose
T08 — T08 1 poses · report selection_import_t08
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
252 2.3798004038943423 -1.0212 -25.285 5 20 16 0.84 0.33 0.20 0.20 - no geometry warning; 13 clashes; 1 protein clash; 1 cofactor-context clash; moderate strain Δ 28.9 Open pose
T12 — T12 1 poses · report selection_import_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
210 2.4494532002174654 -0.823637 -22.9301 11 18 15 0.94 0.50 0.60 0.60 - no geometry warning; 12 clashes; 12 protein contact clashes; moderate strain Δ 23.2 Open pose
T02 — T02 1 poses · report selection_import_t02
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
310 2.552007957651151 -0.854858 -22.3807 7 19 16 0.76 0.20 0.20 0.20 - no geometry warning; 13 clashes; 1 protein clash; 1 cofactor-context clash; high strain Δ 33.5 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
293 2.8801978461699402 -0.695516 -20.8755 4 14 8 0.53 0.17 0.40 0.40 - no geometry warning; 15 clashes; 1 protein clash; high strain Δ 40.9 Open pose
T09 — T09 1 poses · report selection_import_t09
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
225 3.3242163212911824 -0.962012 -29.0765 9 17 13 0.62 0.43 0.50 0.50 - no geometry warning; 11 clashes; 2 protein clashes; moderate strain Δ 26.3 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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