FAIRMol

TC483

ID 3161

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: COc1ccc(CN2C[C@@](C)(COCc3cn(CCc4ccc(O)c(O)c4)nn3)Oc3c(C)c(C)cc(C)c32)cc1

Formula: C32H38N4O5 | MW: 558.6790000000003

LogP: 5.240360000000006 | TPSA: 102.10000000000001

HBA/HBD: 8/2 | RotB: 10

InChIKey: MBXJYXVYYKDSFG-YTTGMZPUSA-N

Recognized patterns

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

Bio motif

Catechol H-bond acceptor N ×4 H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×3 P-gp efflux flag

Functional group

Phenol ×2 Tertiary amine Aryl ether ×2 Ether ×3

Ring system

Benzene ×3

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.741775-
DOCK_BASE_INTER_RANK-0.780171-
DOCK_BASE_INTER_RANK-0.647530-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT19.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID12-
DOCK_FINAL_RANK3.712785-
DOCK_FINAL_RANK4.267626-
DOCK_FINAL_RANK4.517095-
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:ALA1021-
DOCK_IFP::A:ALA2121-
DOCK_IFP::A:ALA961-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO991-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:TYR981-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ARG971-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:LYS571-
DOCK_IFP::B:LYS901-
DOCK_IFP::B:LYS951-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER741-
DOCK_IFP::B:SER861-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.645368-
DOCK_MAX_CLASH_OVERLAP0.645439-
DOCK_MAX_CLASH_OVERLAP0.645420-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK4.224890-
DOCK_PRE_RANK3.620474-
DOCK_PRE_RANK4.441994-
DOCK_PRIMARY_POSE_ID5626-
DOCK_PRIMARY_POSE_ID4984-
DOCK_PRIMARY_POSE_ID7640-
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_t09-
DOCK_RESIDUE_CONTACTSA:ALA212;A:ALA96;A:ARG14;A:CYS168;A:GLU217;A:LEU208;A:LEU209;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:PRO99;A:SER95;A:TRP221;A:TYR98-
DOCK_RESIDUE_CONTACTSA:ALA102;A: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-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ARG48;B:ARG97;B:ASP52;B:ILE45;B:LEU94;B:LYS57;B:LYS90;B:LYS95;B:MET53;B:PHE56;B:PHE91;B:PRO50;B:PRO88;B:SER44;B:SER86;B:TRP47;B:VAL49;B:VAL87-
DOCK_SCAFFOLDc1ccc(CCn2cc(COCC3CN(Cc4ccccc4)c4ccccc4O3)nn2)cc1-
DOCK_SCAFFOLDc1ccc(CCn2cc(COCC3CN(Cc4ccccc4)c4ccccc4O3)nn2)cc1-
DOCK_SCAFFOLDc1ccc(CCn2cc(COCC3CN(Cc4ccccc4)c4ccccc4O3)nn2)cc1-
DOCK_SCORE-17.877700-
DOCK_SCORE-24.276500-
DOCK_SCORE-25.650600-
DOCK_SCORE_INTER-26.548700-
DOCK_SCORE_INTER-31.987000-
DOCK_SCORE_INTER-30.412800-
DOCK_SCORE_INTER_KCAL-6.341051-
DOCK_SCORE_INTER_KCAL-7.263976-
DOCK_SCORE_INTER_KCAL-7.639967-
DOCK_SCORE_INTER_NORM-0.647530-
DOCK_SCORE_INTER_NORM-0.780171-
DOCK_SCORE_INTER_NORM-0.741775-
DOCK_SCORE_INTRA8.671010-
DOCK_SCORE_INTRA6.136290-
DOCK_SCORE_INTRA6.336390-
DOCK_SCORE_INTRA_KCAL2.071036-
DOCK_SCORE_INTRA_KCAL1.465628-
DOCK_SCORE_INTRA_KCAL1.513421-
DOCK_SCORE_INTRA_NORM0.149666-
DOCK_SCORE_INTRA_NORM0.154546-
DOCK_SCORE_INTRA_NORM0.211488-
DOCK_SCORE_KCAL-6.126543-
DOCK_SCORE_KCAL-4.270017-
DOCK_SCORE_KCAL-5.798345-
DOCK_SCORE_NORM-0.592110-
DOCK_SCORE_NORM-0.436042-
DOCK_SCORE_NORM-0.625625-
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_FILET08_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_FORMULAC32H38N4O5-
DOCK_SOURCE_FORMULAC32H38N4O5-
DOCK_SOURCE_FORMULAC32H38N4O5-
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_ATOMS41.000000-
DOCK_SOURCE_HEAVY_ATOMS41.000000-
DOCK_SOURCE_HEAVY_ATOMS41.000000-
DOCK_SOURCE_LOGP5.240360-
DOCK_SOURCE_LOGP5.240360-
DOCK_SOURCE_LOGP5.240360-
DOCK_SOURCE_MW558.679000-
DOCK_SOURCE_MW558.679000-
DOCK_SOURCE_MW558.679000-
DOCK_SOURCE_NAMETC483-
DOCK_SOURCE_NAMETC483-
DOCK_SOURCE_NAMETC483-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA102.100000-
DOCK_SOURCE_TPSA102.100000-
DOCK_SOURCE_TPSA102.100000-
DOCK_STRAIN_DELTA52.841973-
DOCK_STRAIN_DELTA31.064591-
DOCK_STRAIN_DELTA45.960893-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT09-
DOCK_TARGETT12-
DOCK_TARGETT08-
EXACT_MASS558.2842203160001Da
FORMULAC32H38N4O5-
HBA8-
HBD2-
LOGP5.240360000000006-
MOL_WEIGHT558.6790000000003g/mol
QED_SCORE0.2549505550683386-
ROTATABLE_BONDS10-
TPSA102.10000000000001A^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
 3.7127852995163635 -25.6506 13 0.68 - Best pose
T12 T12 selection_import_t12 1
native pose available
 4.2676262282320385 -24.2765 13 0.81 - Best pose
T09 T09 selection_import_t09 1
native pose available
 4.51709479773615 -17.8777 12 0.57 - 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
243 3.7127852995163635 -0.780171 -25.6506 6 16 13 0.68 0.17 0.40 0.40 - no geometry warning; 19 clashes; 2 protein clashes; 2 cofactor-context clashes; high strain Δ 52.8 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
188 4.2676262282320385 -0.741775 -24.2765 10 17 13 0.81 0.25 0.30 0.40 - no geometry warning; 18 clashes; 1 protein clash; high strain Δ 31.1 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
208 4.51709479773615 -0.64753 -17.8777 5 19 12 0.57 0.29 0.17 0.17 - no geometry warning; 17 clashes; 3 protein clashes; high strain Δ 46.0 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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