FAIRMol

MK16

ID 1829

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (16)
2D structure

SMILES: Cc1c(C)c2c(c(C)c1O)CC[C@](C)(CNC(=O)/C=C/c1ccc(O)c(O)c1)O2

Formula: C23H27NO5 | MW: 397.4710000000001

LogP: 3.641960000000003 | TPSA: 99.02000000000001

HBA/HBD: 5/4 | RotB: 4

InChIKey: BDHGMTIQVMPVCU-AVAOGFIGSA-N

Recognized patterns

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

Bio motif

Acrylamide Catechol Michael acceptor Hydroquinone Chalcone Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor O ×2 H-bond donor ×4 Gatekeeper aromatic ×2 Michael acceptor (extended) Metal chelator

Functional group

Carbonyl Amide Secondary amine Phenol ×3 Aryl ether Enone Ether Alkene

Ring system

Benzene ×2 Chromane Chromene
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.887308-
DOCK_BASE_INTER_RANK-0.681763-
DOCK_BASE_INTER_RANK-0.631712-
DOCK_BASE_INTER_RANK-0.694356-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK3.331824-
DOCK_FINAL_RANK4.776365-
DOCK_FINAL_RANK3.122065-
DOCK_FINAL_RANK3.752710-
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_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ARG501-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP471-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LYS511-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PRO3381-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:PRO4621-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:VAL3351-
DOCK_IFP::A:VAL3361-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ALA771-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:GLU821-
DOCK_IFP::B:GLY851-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET531-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE831-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER761-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TRP811-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
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_MAX_CLASH_OVERLAP0.614261-
DOCK_MAX_CLASH_OVERLAP0.617587-
DOCK_MAX_CLASH_OVERLAP0.617452-
DOCK_MAX_CLASH_OVERLAP0.614193-
DOCK_POSE_COUNT4-
DOCK_POSE_COUNT4-
DOCK_POSE_COUNT4-
DOCK_POSE_COUNT4-
DOCK_PRE_RANK3.103172-
DOCK_PRE_RANK4.536833-
DOCK_PRE_RANK2.854517-
DOCK_PRE_RANK3.244843-
DOCK_PRIMARY_POSE_ID16224-
DOCK_PRIMARY_POSE_ID29088-
DOCK_PRIMARY_POSE_ID33620-
DOCK_PRIMARY_POSE_ID48463-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T09-
DOCK_REPORT_IDdockmulti_91311c650f2e_T14-
DOCK_REPORT_IDdockmulti_91311c650f2e_T15-
DOCK_REPORT_IDdockmulti_91311c650f2e_T20-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:MET53;B:PHE56;B:PHE91;B:PRO50;B:PRO88;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG242;A:ARG337;A:ARG50;A:ASP243;A:ASP385;A:ASP47;A:GLU384;A:LEU339;A:LYS51;A:PHE383;A:PRO338;A:SER282;A:THR241;A:VAL335;A:VAL336-
DOCK_RESIDUE_CONTACTSB:ALA77;B:ALA90;B:ARG74;B:GLU82;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO212;B:PRO213;B:SER76;B:TRP81;B:VAL88-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:LEU399;A:PHE396;A:PRO398;A:PRO462;A:SER395;A:SER464;A:THR397;A:THR463-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)NCC1CCc2ccccc2O1-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)NCC1CCc2ccccc2O1-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)NCC1CCc2ccccc2O1-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)NCC1CCc2ccccc2O1-
DOCK_SCORE-23.542300-
DOCK_SCORE-18.557300-
DOCK_SCORE-15.669100-
DOCK_SCORE-17.626500-
DOCK_SCORE_INTER-25.731900-
DOCK_SCORE_INTER-19.771100-
DOCK_SCORE_INTER-18.319700-
DOCK_SCORE_INTER-20.136300-
DOCK_SCORE_INTER_KCAL-6.145961-
DOCK_SCORE_INTER_KCAL-4.722248-
DOCK_SCORE_INTER_KCAL-4.375587-
DOCK_SCORE_INTER_KCAL-4.809475-
DOCK_SCORE_INTER_NORM-0.887308-
DOCK_SCORE_INTER_NORM-0.681763-
DOCK_SCORE_INTER_NORM-0.631712-
DOCK_SCORE_INTER_NORM-0.694356-
DOCK_SCORE_INTRA2.189680-
DOCK_SCORE_INTRA0.879796-
DOCK_SCORE_INTRA2.650540-
DOCK_SCORE_INTRA2.509820-
DOCK_SCORE_INTRA_KCAL0.522996-
DOCK_SCORE_INTRA_KCAL0.210136-
DOCK_SCORE_INTRA_KCAL0.633071-
DOCK_SCORE_INTRA_KCAL0.599460-
DOCK_SCORE_INTRA_NORM0.075506-
DOCK_SCORE_INTRA_NORM0.030338-
DOCK_SCORE_INTRA_NORM0.091398-
DOCK_SCORE_INTRA_NORM0.086545-
DOCK_SCORE_KCAL-5.622984-
DOCK_SCORE_KCAL-4.432337-
DOCK_SCORE_KCAL-3.742502-
DOCK_SCORE_KCAL-4.210019-
DOCK_SCORE_NORM-0.811802-
DOCK_SCORE_NORM-0.639906-
DOCK_SCORE_NORM-0.540314-
DOCK_SCORE_NORM-0.607810-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.334043-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.011519-
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_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_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILEresults_T09_top1000.sdf-
DOCK_SOURCE_FILEresults_T14_top1000.sdf-
DOCK_SOURCE_FILEresults_T15_top1000.sdf-
DOCK_SOURCE_FILEresults_T20_top1000.sdf-
DOCK_SOURCE_FORMULAC23H27NO5-
DOCK_SOURCE_FORMULAC23H27NO5-
DOCK_SOURCE_FORMULAC23H27NO5-
DOCK_SOURCE_FORMULAC23H27NO5-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP3.641960-
DOCK_SOURCE_LOGP3.641960-
DOCK_SOURCE_LOGP3.641960-
DOCK_SOURCE_LOGP3.641960-
DOCK_SOURCE_MW397.471000-
DOCK_SOURCE_MW397.471000-
DOCK_SOURCE_MW397.471000-
DOCK_SOURCE_MW397.471000-
DOCK_SOURCE_NAMEMK16-
DOCK_SOURCE_NAMEMK16-
DOCK_SOURCE_NAMEMK16-
DOCK_SOURCE_NAMEMK16-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA99.020000-
DOCK_SOURCE_TPSA99.020000-
DOCK_SOURCE_TPSA99.020000-
DOCK_SOURCE_TPSA99.020000-
DOCK_STRAIN_DELTA15.810868-
DOCK_STRAIN_DELTA15.992194-
DOCK_STRAIN_DELTA16.459119-
DOCK_STRAIN_DELTA20.464454-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT09-
DOCK_TARGETT14-
DOCK_TARGETT15-
DOCK_TARGETT20-
EXACT_MASS397.18892296399997Da
FORMULAC23H27NO5-
HBA5-
HBD4-
LOGP3.641960000000003-
MOL_WEIGHT397.4710000000001g/mol
QED_SCORE0.4663186664675959-
ROTATABLE_BONDS4-
TPSA99.02000000000001A^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
T15 T15 dockmulti_91311c650f2e_T15 4
native pose available
 3.1220645400258773 -15.6691 9 0.69 - Best pose
T09 T09 dockmulti_91311c650f2e_T09 4
native pose available
 3.331824152728883 -23.5423 13 0.62 - Best pose
T20 T20 dockmulti_91311c650f2e_T20 4
native pose available
 3.752709867626786 -17.6265 6 0.75 - Best pose
T14 T14 dockmulti_91311c650f2e_T14 4
native pose available
 4.776364691801588 -18.5573 8 0.53 - Best pose
T15 — T15 4 poses · report dockmulti_91311c650f2e_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
2778 3.1220645400258773 -0.631712 -15.6691 6 15 9 0.69 - - - - no geometry warning; 12 clashes; 3 protein contact clashes; moderate strain Δ 16.5 Open pose
2777 6.307401783813271 -0.650017 -16.616 6 15 9 0.69 - - - - yes excluded; geometry warning; 12 clashes; 1 protein clash; moderate strain Δ 16.5 Open pose
2775 7.742152257655651 -0.850471 -17.8845 8 15 8 0.62 - - - - yes excluded; geometry warning; 14 clashes; 1 protein clash; high strain Δ 30.6 Open pose
2776 8.250708041329624 -0.812151 -18.0629 5 15 9 0.69 - - - - yes excluded; geometry warning; 12 clashes; 2 protein clashes; moderate strain Δ 18.6 Open pose
T09 — T09 4 poses · report dockmulti_91311c650f2e_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
1027 3.331824152728883 -0.887308 -23.5423 6 17 13 0.62 0.29 0.33 0.33 - no geometry warning; 13 clashes; 4 protein contact clashes; moderate strain Δ 15.8 Open pose
1029 3.511541233009334 -0.908629 -24.464 4 18 14 0.67 0.29 0.33 0.33 - no geometry warning; 13 clashes; 4 protein contact clashes; moderate strain Δ 16.8 Open pose
1028 5.414698017825437 -0.822488 -21.5248 7 18 14 0.67 0.29 0.33 0.33 - yes excluded; geometry warning; 13 clashes; 1 protein clash; moderate strain Δ 17.2 Open pose
1026 6.683479443905237 -0.891695 -23.126 7 15 10 0.48 0.00 0.00 0.00 - yes excluded; geometry warning; 13 clashes; 1 protein clash; moderate strain Δ 17.0 Open pose
T20 — T20 4 poses · report dockmulti_91311c650f2e_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
1498 3.752709867626786 -0.694356 -17.6265 6 11 6 0.75 0.00 0.00 0.00 - no geometry warning; 12 clashes; 4 protein contact clashes; high strain Δ 20.5 Open pose
1497 5.220242685834237 -0.794204 -18.4183 6 14 6 0.75 0.00 0.00 0.00 - no geometry warning; 12 clashes; 10 protein contact clashes; moderate strain Δ 19.4 Open pose
1500 5.872071230794172 -0.616186 -12.7303 5 14 6 0.75 0.00 0.00 0.00 - yes excluded; geometry warning; 13 clashes; 1 protein clash; moderate strain Δ 19.1 Open pose
1499 9.547564110303595 -0.664164 -12.6675 8 10 5 0.62 0.00 0.00 0.00 - yes excluded; geometry warning; 13 clashes; 3 protein clashes; high strain Δ 22.3 Open pose
T14 — T14 4 poses · report dockmulti_91311c650f2e_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
1067 4.776364691801588 -0.681763 -18.5573 8 15 8 0.53 0.00 0.20 0.20 - no geometry warning; 13 clashes; 8 protein contact clashes; moderate strain Δ 16.0 Open pose
1065 6.544482065070769 -0.765922 -18.2685 10 17 8 0.53 0.17 0.40 0.60 - yes excluded; geometry warning; 12 clashes; 1 protein clash; moderate strain Δ 19.2 Open pose
1066 8.161826016844493 -0.715689 -19.1728 6 10 8 0.53 0.00 0.20 0.20 - yes excluded; geometry warning; 13 clashes; 2 protein clashes; high strain Δ 21.9 Open pose
1064 9.115858472800733 -0.876009 -22.4539 6 16 9 0.60 0.00 0.20 0.20 - yes excluded; geometry warning; 12 clashes; 3 protein clashes; moderate strain Δ 16.9 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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