FAIRMol

Z13863770

ID 482

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

SMILES: C[C@H]1CC[C@@]2(CC1)NC(=O)N(CC(=O)Nc1ccc3c(c1)OCCCO3)C2=O

Formula: C20H25N3O5 | MW: 387.43600000000015

LogP: 2.2870999999999997 | TPSA: 96.97000000000001

HBA/HBD: 5/2 | RotB: 3

InChIKey: QEYOBHFSJDVVAX-UWELNFAVSA-N

Recognized patterns

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

Bio motif

Catechol Peptide backbone ×2 Hinge binder (C=O-NH) ×2 Hinge binder (NH-C=O) ×2 N-Methyl amide ×4 H-bond acceptor N H-bond acceptor O ×5 H-bond donor ×2 Gatekeeper aromatic Metal chelator ×4 Retro-amide ×2 P-gp efflux flag

Functional group

Carbonyl ×3 Amide ×4 Secondary amine ×2 Tertiary amine Lactam ×3 Urea Aryl ether ×2 Imide Ether ×2

Ring system

Benzene Cyclohexane Imidazolidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.930100-
DOCK_BASE_INTER_RANK-0.755050-
DOCK_BASE_INTER_RANK-0.694836-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT6.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID18-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK2.767801-
DOCK_FINAL_RANK2.117896-
DOCK_FINAL_RANK3.455111-
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:ALA101-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.617960-
DOCK_MAX_CLASH_OVERLAP0.617923-
DOCK_MAX_CLASH_OVERLAP0.617937-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.718150-
DOCK_PRE_RANK2.030157-
DOCK_PRE_RANK3.398724-
DOCK_PRIMARY_POSE_ID584-
DOCK_PRIMARY_POSE_ID12116-
DOCK_PRIMARY_POSE_ID13455-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t18-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:GLU31;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:CYS52;A:GLU18;A:GLY13;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:PHE396;A:SER394;A:SER395;A:THR397-
DOCK_SCAFFOLDO=C(CN1C(=O)NC2(CCCCC2)C1=O)Nc1ccc2c(c1)OCCCO2-
DOCK_SCAFFOLDO=C(CN1C(=O)NC2(CCCCC2)C1=O)Nc1ccc2c(c1)OCCCO2-
DOCK_SCAFFOLDO=C(CN1C(=O)NC2(CCCCC2)C1=O)Nc1ccc2c(c1)OCCCO2-
DOCK_SCORE-26.621000-
DOCK_SCORE-19.775800-
DOCK_SCORE-19.650200-
DOCK_SCORE_INTER-26.042800-
DOCK_SCORE_INTER-21.141400-
DOCK_SCORE_INTER-19.455400-
DOCK_SCORE_INTER_KCAL-6.220219-
DOCK_SCORE_INTER_KCAL-5.049539-
DOCK_SCORE_INTER_KCAL-4.646844-
DOCK_SCORE_INTER_NORM-0.930100-
DOCK_SCORE_INTER_NORM-0.755050-
DOCK_SCORE_INTER_NORM-0.694836-
DOCK_SCORE_INTRA-0.578239-
DOCK_SCORE_INTRA1.365580-
DOCK_SCORE_INTRA-0.194755-
DOCK_SCORE_INTRA_KCAL-0.138110-
DOCK_SCORE_INTRA_KCAL0.326163-
DOCK_SCORE_INTRA_KCAL-0.046516-
DOCK_SCORE_INTRA_NORM-0.020651-
DOCK_SCORE_INTRA_NORM0.048771-
DOCK_SCORE_INTRA_NORM-0.006956-
DOCK_SCORE_KCAL-6.358319-
DOCK_SCORE_KCAL-4.723371-
DOCK_SCORE_KCAL-4.693372-
DOCK_SCORE_NORM-0.950752-
DOCK_SCORE_NORM-0.706280-
DOCK_SCORE_NORM-0.701792-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC20H25N3O5-
DOCK_SOURCE_FORMULAC20H25N3O5-
DOCK_SOURCE_FORMULAC20H25N3O5-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_LOGP2.287100-
DOCK_SOURCE_LOGP2.287100-
DOCK_SOURCE_LOGP2.287100-
DOCK_SOURCE_MW387.436000-
DOCK_SOURCE_MW387.436000-
DOCK_SOURCE_MW387.436000-
DOCK_SOURCE_NAMEZ13863770-
DOCK_SOURCE_NAMEZ13863770-
DOCK_SOURCE_NAMEZ13863770-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA96.970000-
DOCK_SOURCE_TPSA96.970000-
DOCK_SOURCE_TPSA96.970000-
DOCK_STRAIN_DELTA34.602347-
DOCK_STRAIN_DELTA51.053356-
DOCK_STRAIN_DELTA37.815340-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT01-
DOCK_TARGETT18-
DOCK_TARGETT20-
EXACT_MASS387.17942089999997Da
FORMULAC20H25N3O5-
HBA5-
HBD2-
LOGP2.2870999999999997-
MOL_WEIGHT387.43600000000015g/mol
QED_SCORE0.7759065392550272-
ROTATABLE_BONDS3-
TPSA96.97000000000001A^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
T18 T18 selection_import_t18 1
native pose available
 2.117896344276812 -19.7758 7 0.54 - Best pose
T01 T01 selection_import_t01 1
native pose available
 2.7678006136361444 -26.621 10 0.48 - Best pose
T20 T20 selection_import_t20 1
native pose available
 3.455110881170517 -19.6502 5 0.62 - Best pose
T18 — T18 1 poses · report selection_import_t18
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
595 2.117896344276812 -0.75505 -19.7758 3 12 7 0.54 - - - - no geometry warning; 9 clashes; 1 protein clash; high strain Δ 51.1 Open 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
584 2.7678006136361444 -0.9301 -26.621 2 14 10 0.48 0.00 0.00 0.00 - no geometry warning; 7 clashes; 2 protein clashes; high strain Δ 34.6 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
576 3.455110881170517 -0.694836 -19.6502 5 6 5 0.62 0.00 0.00 0.00 - no geometry warning; 9 clashes; 2 protein clashes; high strain Δ 37.8 Open pose
Loading PharmaFP-250 analysis…

Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
Loading drug matches…

Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

Loading…

ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

Loading…

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.
Loading…